LUBRICATING COMPOSITION CONTAINING AN OXYALKYLATED HYDROCARBYL PHENOL

The invention provides lubricating composition comprising: an oil of lubricating viscosity, and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 40 to 96 carbon atoms, and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups. The invention further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The invention further relates to the use of the oxyalkylated hydrocarbyl phenol in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear. 129-. (canceled)31. The composition according to claim 30 , wherein m=1; and{'sup': '4', 'Ris a hydrocarbyl group of 35 to 140 carbon atoms.'}32. The composition according to claim 31 , wherein n=2 to 8;{'sup': 2', '2, 'one Ris methyl, and the second Ris hydrogen; and'}{'sup': '4', 'Ris a polyalk(en)yl group.'}33. The composition of claim 31 , wherein the Rgroup is located on the phenol in the para-position relative to the oxyalkylated group.34. The composition of claim 31 , wherein Ris a polyisobutenyl group.35. The composition of claim 30 , wherein the oxyalkylated hydrocarbyl phenol is present in an amount ranging from 0.1 wt % to 5 wt % of the lubricating composition.36. The composition of further comprising an overbased detergent claim 30 , wherein the overbased detergent is selected from the group consisting of non-sulphur containing phenates claim 30 , sulphur containing phenates claim 30 , sulphonates claim 30 , salixarates claim 30 , salicylates claim 30 , and mixtures thereof.37. The composition of claim 36 , wherein the overbased detergent is selected from the group consisting of non-sulphur containing phenates claim 36 , sulphur containing phenates claim 36 , sulphonates and ...

Overbased alkylated arylalkyl sulfonates

An overbased alkylated arylalkyl sulfonate is easy to prepare and is useful as a detergent in various lubricant applications.

ALKYLPHENOL DETERGENTS

The disclosed technology provides alkylphenol-containing detergent having at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms. The invention further relates to a method of lubricating a mechanical device with the lubricant composition. 1. An alkylphenol-containing detergent comprising at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms , wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms.2. An alkylphenol-containing detergent of claim 1 , where the phenol-containing detergent is a sulfur-bridged phenate detergent claim 1 , a sulfur-free alkylene-bridged phenate detergent claim 1 , a salicylate detergent claim 1 , or mixtures thereof.3. An alkylphenol-containing detergent of claim 2 , where the detergent comprises one or more alkali metals claim 2 , one or more alkaline earth metals claim 2 , or mixtures thereof.4. An alkylphenol-containing detergent of claim 3 , where the detergent is overbased.5. An alkylphenol-containing detergent of claim 4 , where the overbased detergent has a metal ratio of at least 1.5.6. An alkylphenol-containing detergent of claim 1 , where the alkyl group comprises oligomers of n-butene claim 1 , where the alkyl group is a hydrocarbyl group of 12 to 48 carbon atoms.7. An alkylphenol-containing detergent of claim 1 , wherein the detergent is an overbased sulfur-coupled phenate detergent with a metal ratio of at least 1.5.9. An alkylphenol-containing detergent of claim 1 , wherein the detergent is a neutral or overbased salt of alkylsalicylic acid.11. A lubricating composition comprising (a) an oil of lubricating viscosity and (b) A phenol-containing ...

OVERBASED ALKYLATED ARYLALKYL SULFONATES

An overbased alkylated arylalkyl sulfonate is easy to prepare and is useful as a detergent in various lubricant applications. 3. The lubricating composition of claim 1 , wherein the overbased salt a TBN of about 10 to about 1100 on an oil-free basis.4. The lubricating composition of wherein the overbased salt is a carbonated metal salt.5. The lubricating composition of wherein the cation of the overbased salt comprises a calcium claim 1 , magnesium claim 1 , or sodium cation.6. The lubricating composition of wherein the Rgroups in the SOcontaining substituent of the overbased salt are H and n+m is about 8 to about 187. The lubricating composition of claim 1 , wherein the Rgroups in Rof the overbased salt are H and o+p is about 7 to about 17.8. The lubricant composition of wherein one or two of R claim 1 , R claim 1 , and Rof the overbased salt are methyl groups.10. The lubricant composition of wherein the overbased salt comprises about 90 percent or more by weight of the total detergents in the lubricant composition.11. The lubricant composition of further comprising at least one dispersant claim 1 , friction modifier claim 1 , antiwear agent claim 1 , antioxidant claim 1 , viscosity modifier claim 1 , or additional overbased salt.12. A method for lubricating a mechanical device claim 1 , comprising supplying thereto the lubricant composition of .13. The method of wherein the mechanical device comprises an internal combustion engine claim 12 , a transmission claim 12 , a gear claim 12 , or a hydraulic system.15. The method of wherein the sulfonic acid or reactive equivalent thereof is reacted with an excess of calcium hydroxide claim 14 , calcium oxide claim 14 , magnesium hydroxide claim 14 , magnesium oxide claim 14 , sodium hydroxide claim 14 , or sodium oxide. This application is a continuation of application Ser. No. 13/520,260 filed on Oct. 8, 2012 which claims priority from PCT application Ser. No. PCT/US2011/020736 filed on Jan. 11, 2011 and which claims ...

Bridged alkaline earth metal alkylphenates

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction.

Method for preparing a sulfurized alkaline earth metal dodecylphenate

A sulfurized alkaline earth metal (e.g., calcium) dodecylphenate is prepared by reacting (i) dodecylphenol with (ii) calcium hydroxide or calcium oxide in an amount of about 0.3 to about 0.7 moles per mole of dodecylphenol charged and (iii) an alkylene glycol in an amount of about 0.13 to about 0.6 moles per mole of dodecylphenol charged; and reacting the product of the first step with sulfur in an amount of about 1.6 to about 3 moles per mole of dodecylphenol charged; and thereafter optionally reacting the product with additional calcium hydroxide or calcium oxide and with carbon dioxide so as to form an overbased phenate. The product thus prepared has reduced levels of monomeric dodecylphenol.

Lubricating composition containing a detergent

The invention provides a lubricating composition containing an oil of lubricating viscosity and a detergent. The invention further relates to a process to prepare the detergent, and the use of the lubricating composition in a mechanical device such as an internal combustion engine, or a driveline device.

Overbased Alkylated Arylalkyl Sulfonates

An overbased alkylated arylalkyl sulfonate is easy to prepare and is useful as a detergent in various lubricant applications. 3. The overbased salt of wherein the overbased salt is a metal salt having a metal ratio of about 1.1 to about 40.4. The overbased salt of having a TBN of about 10 to about 1100 on an oil-free basis.5. The overbased salt of wherein the overbased salt is a carbonated metal salt.6. The overbased salt of claim 1 , wherein the cation comprises a calcium claim 1 , magnesium claim 1 , or sodium cation.7. The overbased salt of claim 1 , wherein the Rgroups in the SO containing substituent are H and n+m is about 8 to about 188. The overbased salt of wherein the Rgroups in Rare H and o+p is about 7 to about 17.9. The overbased salt of wherein one or two of R claim 1 , R claim 1 , and Rare methyl groups.11. A lubricant composition comprising an oil of lubricating viscosity and the overbased salt of .12. The lubricant composition of wherein the amount of the overbased salt is about 0.01 to about 5 percent by weight.13. The lubricant composition of wherein the overbased salt comprises about 90 percent or more by weight of the total detergents in the lubricant composition.14. The lubricant composition of further comprising at least one dispersant claim 11 , friction modifier claim 11 , antiwear agent claim 11 , antioxidant claim 11 , viscosity modifier claim 11 , or additional overbased salt.15. A method for lubricating a mechanical device claim 11 , comprising supplying thereto the lubricant of .16. The method of wherein the mechanical device comprises an internal combustion engine claim 15 , a transmission claim 15 , a gear claim 15 , or a hydraulic system.18. The method of wherein the sulfonic acid or reactive equivalent thereof is reacted with an excess of calcium hydroxide claim 17 , calcium oxide claim 17 , magnesium hydroxide claim 17 , magnesium oxide claim 17 , sodium hydroxide claim 17 , or sodium oxide.19. (canceled) The disclosed technology ...

Lubricating Composition Containing A Detergent

The invention provides a lubricating composition containing an oil of lubricating viscosity and a detergent. The invention further relates to a process to prepare the detergent, and the use of the lubricating composition in a mechanical device such as an internal combustion engine, or a driveline device. 3. A process to prepare a detergent comprising: (i) an acidic detergent substrate, and', '(iii) a basic metal compound, and optionally further in the presence of an alcohol;, '(a) reacting in the presence of a solvent (typically an oil medium, or a hydrocarbon solvent such as an alkane (typically hexane), or toluene), a mixture of'}(b) reacting the product of (a) with a hydroxy-carboxylic acid, or reactive equivalent thereof, and carbon dioxide to form an overbased detergent; and(c) optionally, removing volatiles (typically solvent, water or alcohol) from the product of (a) or (b).4. A process to prepare a detergent comprising: (i) a hydroxy-carboxylic acid,', '(ii) an acidic detergent substrate, and', '(iii) a basic metal compound;, '(a) reacting in the presence of a solvent (typically an oil medium, or a hydrocarbon solvent such as an alkane (typically hexane), or toluene), and optionally further in the presence of an alcohol, a mixture of'}(b) reacting the product of (a) with carbon dioxide to form an overbased detergent; and(c) optionally, removing volatiles (typically solvent, water or alcohol) from the product of (b).5. The process of claim 1 , wherein step (b) is required claim 1 , resulting in the process preparing an overbased detergent claim 1 , and wherein the detergent has a TBN of 200 to 600 claim 1 , or 300 to 550 claim 1 , or 350 to 500 mg KOH/g.6. The process of where step (b) is not performed claim 1 , resulting in the process preparing a non-overbased detergent.7. The process of claim 1 , wherein the basic metal compound is a hydroxide or oxide of the metal.8. The process of claim 1 , wherein the basic metal compound comprises a metal that is ...

HYDROXYAROMATIC SUCCINIMIDE DETERGENTS FOR LUBRICATING COMPOSITIONS

A lubricating composition includes an oil of lubricating viscosity and an N-substituted hydroxyaromatic succinimide or a salt thereof. 1. A lubricating composition comprising:an oil of lubricating viscosity; andan N-substituted hydroxyaromatic succinimide or a salt thereof.2. The composition of claim 1 , wherein the hydroxyaromatic succinimide includes a hydrocarbyl group of at least 8 carbon atoms.3. The composition of claim 1 , wherein the hydrocarbyl group is attached to the succinimide ring.4. The composition of claim 1 , wherein the hydrocarbyl group is a linear alkyl or linear alkenyl group.5. The composition of claim 1 , wherein the hydroxyaromatic succinimide is a succinimide derivative of a hydroxyaromatic amine.6. The composition of claim 5 , wherein the hydroxyaromatic amine is an aminophenol.8. The composition of claim 7 , wherein Ris selected from hydrocarbyl groups of at least 10 or at least 12 claim 7 , or at least 14 claim 7 , or at least 16 claim 7 , or at least 18 carbon atoms.9. The composition of claim 7 , wherein Ris selected from hydrocarbyl groups of up to 30 carbon atoms claim 7 , or up to 28 carbon atoms claim 7 , or up to 26 carbon atoms claim 7 , or up to 24 carbon atoms claim 7 , or up to 22 carbon atoms.10. The composition of claim 7 , wherein Ris selected from alkyl and alkenyl groups of at least 10 carbon atoms claim 7 , or at least 12 carbon atoms claim 7 , or at least 14 carbon atoms claim 7 , or at least 16 carbon atoms claim 7 , or at least 18 carbon atoms.11. The composition of claim 7 , wherein Ris selected from alkyl and alkenyl groups of up to 30 carbon atoms claim 7 , or up to 28 carbon atoms claim 7 , or up to 26 carbon atoms claim 7 , or up to 24 carbon atoms claim 7 , or up to 22 carbon atoms.12. The composition of claim 7 , wherein Ris selected from linear alkyl and alkenyl groups.13. The composition of claim 7 , wherein n is 0.14. The composition of claim 7 , wherein n is at least 1 and Ris selected from alkyl and alkenyl ...

MANUAL TRANSMISSION LUBRICANTS WITH IMPROVED SYNCHROMESH PERFORMANCE

A lubricant comprising (a) an oil of lubricating viscosity; and (b) an overbased, carbonated calcium arylsulfonate detergent having a total base number (TBN) of at least about 640 as calculated on an oil-free basis effectively lubricates non-metallic surfaces in the synchronizer of a manual transmission. 1. A method of lubricating a non-metallic surface in the synchronizer of a manual transmission , comprising supplying thereto a lubricant comprising:(a) an oil of lubricating viscosity; and(b) an overbased, carbonated calcium arylsulfonate detergent having a total base number (TBN) of at least about 640 as calculated on an oil-free basis.2. The method of wherein at least one lubricated surface in said synchronizer comprises carbon fibers claim 1 , a graphitic carbon material claim 1 , or a phenolic resin.3. The method of or wherein at least one lubricated surface in said synchronizer comprises carbon fibers or a graphitic carbon material.43. The method of any of through wherein the carbonated calcium aryl-sulfonate detergent has a TBN of about 650 to about 1000.54. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group is linear.64. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group is branched.76. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group contains about 12 to about 36 carbon atoms.87. The method of any of through wherein the arylsulfonate is an alkyl-substituted benzenesulfonate or an alkyl-substituted toluenesulfonate.98. The method of any of through wherein the amount of calcium in the lubricant is about 0.03 to about 1.0 weight percent.109. The method of any of through wherein the amount of the overbased claims 1 , carbonated calcium arylsulfonate detergent in the lubricant is about 0.14 percent to about 4 percent by weight.1110. ...

Method for Preparing a Sulfurized Alkaline Earth Metal Dodecylphenate

A sulfurized alkaline earth metal (e.g., calcium) dodecylphenate is prepared by reacting (i) dodecylphenol with (ii) calcium hydroxide or calcium oxide in an amount of about 0.3 to about 0.7 moles per mole of dodecylphenol charged and (iii) an alkylene glycol in an amount of about 0.13 to about 0.6 moles per mole of dodecylphenol charged; and reacting the product of the first step with sulfur in an amount of about 1.6 to about 3 moles per mole of dodecylphenol charged; and thereafter optionally reacting the product with additional calcium hydroxide or calcium oxide and with carbon dioxide so as to form an overbased phenate. The product thus prepared has reduced levels of monomeric dodecylphenol. 1. A process for preparing a sulfurized alkaline earth metal dodecylphenate , comprising: (ii) an alkaline earth metal hydroxide or an alkaline earth metal oxide in an amount of about 0.25 to about 0.7 moles per mole of dodecylphenol charged and', '(iii) an alkylene glycol in an amount of about 0.13 to about 0.6 moles per mole of dodecylphenol charged; and, '(a) reacting (i) dodecylphenol with'} '(iv) sulfur in an amount of about 1.9 to about 3 moles per mole of dodecylphenol charged;', '(b) reacting the product of step (a) with'}and thereafter optionally(c) reacting the product of step (b) with additional alkaline earth metal hydroxide or alkaline earth metal oxide and with carbon dioxide so as to form an overbased phenate.2. The process of wherein the amount of alkylene glycol is about 0.13 to about 0.26 moles per mole of dodecylphenol charged.3. The process of wherein the alkaline earth metal comprises calcium or magnesium.4. The process of wherein the alkaline earth metal comprises calcium.5. The process of wherein step (a) is conducted at about 100° C. to about 140° C. and step (b) is conducted at about 160° C. to about 230° C.6. The process of wherein optional step (c) is performed.7. The process of wherein optional step (c) is performed and includes the addition of an ...

AROMATIC DETERGENTS AND LUBRICATING COMPOSITIONS THEREOF

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.2 wt % to 10 wt % of a salt of a hydroxyl functional aromatic compound. The disclosed technology further relates to a method of lubricating a mechanical device with the lubricant composition. 2. (canceled)3. The lubricating composition of claim 1 , wherein cation is a metallic cation and the metal of the metallic cation is selected from calcium claim 1 , barium or magnesium claim 1 , or an alkali metal such as sodium claim 1 , or potassium.45.-. (canceled)6. The lubricating composition of claim 1 , whereinx is 1 or 2, andeach R3 is a hydrocarbyl group containing 1 to 150 carbon atoms (or 1 to 80, 10 to 40, or 30 to 100, or 40 to 96 carbon atoms) or a hydrocarbyl group containing 6 to 36, 10 to 30 or 12 to 24 carbon atoms.7. The lubricating composition of claim 1 , whereinx is 1, and{'sup': 1', '4', '5, 'sub': 2', 'm, 'Ris —(CHCHR—O—)R'}{'sup': '4', 'Ris a hydrocarbyl group containing 1 to 4, (or 1 to 2) carbon atoms,'}{'sup': '5', 'Ris hydrogen or a hydrocarbyl group (typically containing 1 to 24, or 1 to 12 carbon atoms), and'}m=1 to 20, or 5 to 18.12. The lubricating composition of claim 6 , wherein Ris hydrogen.15. The lubricating composition of claim 1 , wherein the salt of an aromatic compound does not contain (i) sulfonate functional group claim 1 , or (ii) sulfur.16. The lubricating composition of claim 1 , wherein the salt of an aromatic compound does not contain phosphate functional group.17. The lubricating composition of claim 1 , wherein the salt of an aromatic compound does not contain borate functional group.18. (canceled)19. The lubricating composition of claim 1 , wherein the salt of an aromatic compound is formed from an anion composed of carbon claim 1 , hydrogen claim 1 , and oxygen; and a metallic cation (typically calcium claim 1 , magnesium or sodium claim 1 , often calcium).2021.-. (canceled)22. The lubricating composition of claim 1 , ...

Lubricating Compositions Comprising an Anti-Wear/Friction Modifying Agent

A phosphate complex of a borate ester provides wear- and friction-reducing performance to an engine or driveline device. The complex may be a pyroborate-hydrocarbyl-substituted phosphate adduct. Boric acid may be reacted with a diol to form an ester, then reacting said ester with an ammonium salt of phosphoric acid or a hydrocarbyl-substituted phosphoric acid. 2. The composition of claim 1 , wherein at least one of Rand Ris a hydrocarbyl group containing from about 4 to about 22 carbon atoms.3. The composition of claim 1 , wherein on each ring substituted with Rto Rindependently claim 1 , n is 0 or 1 claim 1 , and{'sup': 3', '4', '7', '7', '3', '4', '5', '6, 'sub': '2', '(i) one of Rand Ris —CH—O—C(O)—Rwhere Ris a hydrocarbyl group containing from about 8 to about 30 carbon atoms, and the other of Rand R, and each of Rand Ris chosen from hydrogen or a methyl group; or'}{'sup': 3', '4', '3', '4', '5', '6, '(ii) one of Rand Ris a hydrocarbyl group containing from about 4 to about 22 carbon atoms and the other of Rand Ris independently a hydrocarbyl group containing from about 4 to about 22 carbon atoms or hydrogen, and each of Rand Ris hydrogen.'}4. The composition of claim 1 , wherein claim 1 , on each ring substituted with Rto Rindependently claim 1 , n is 0 or 1 claim 1 , one of Rand Ris —CH—O—C(O)—Rwhere Ris a hydrocarbyl group containing from about 8 to about 30 claim 1 , about 8 to about 18 or about 16 to 18 carbon atoms claim 1 , and the other of Rand R claim 1 , and each of Rand Ris chosen from hydrogen or a methyl group.5. The composition of claim 4 , wherein the on each ring substituted with Rto Rindependently claim 4 , n is 0 or 1 claim 4 , and either Ris —CH—O—C(O)—Rwhere Ris a hydrocarbyl group containing from about 8 to about 30 claim 4 , about 8 to about 18 or about 16 to 18 carbon atoms claim 4 , Ris a methyl group and Ris hydrogen claim 4 , or Ris —CH—O—C(O)—Rwhere Ris a hydrocarbyl group containing from about 8 to about 30 claim 4 , about 8 to about ...

MANUAL TRANSMISSION LUBRICANTS WITH IMPROVED SYNCHROMESH PERFORMANCE

A lubricant comprising (a) an oil of lubricating viscosity; and (b) an overbased, carbonated calcium arylsulfonate detergent having a total base number (TBN) of at least about 640 as calculated on an oil-free basis effectively lubricates the surfaces in the synchronizer of a manual transmission. 1. A method of lubricating a non-sintered metal-based surface in the synchronizer of a manual transmission , comprising supplying thereto a lubricant comprising:(a) an oil of lubricating viscosity; and(b) an overbased, carbonated calcium arylsulfonate detergent having a total base number (TBN) of at least about 640 as calculated on an oil-free basis.2. The method of wherein the synchronizer has at least one surface of brass claim 1 , bronze claim 1 , or a molybdenum material.3. The method of or wherein the synchronizer has at least one surface of solid brass or solid bronze.43. The method of any of through wherein at least one lubricated non-sintered metal-based surface in said synchronizer is brass.54. The method of any of through wherein the carbonated calcium arylsulfonate detergent has a TBN of about 650 to about 1000.65. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group is linear.75. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group is branched.87. The method of any of through wherein the arylsulfonate detergent comprises an alkylarylsulfonate anion in which the alkyl group contains about 12 to about 36 carbon atoms.98. The method of any of through wherein the arylsulfonate is an alkyl-substituted benzenesulfonate or an alkyl-substituted toluenesulfonate.109. The method of any of through wherein the amount of calcium in the lubricant is about 0.03 to about 1.0 weight percent.1110. The method of any of through wherein the amount of the overbased claims 1 , carbonated calcium arylsulfonate detergent in the lubricant is ...

Bridged Alkylphenol Compounds

A bridged dimeric or oligomeric phenolic compound comprising: at least one monomer unit (a) of phenol or an alkyl-substituted phenol wherein the alkyl group contains 1 to 8 carbon atoms, or mixtures thereof; at least one monomer unit (b) of an aliphatic hydrocar-byl-substituted phenol wherein the aliphatic hydrocarbyl group contains at least about 25 carbon atoms, or mixtures thereof; and at least one sulfur-containing or carbon-containing bridging group; or a salt of said oligomeric material; wherein the average number of carbon atoms in said alkyl groups and said aliphatic hydrocarbyl groups is 10 to 100. 1. A bridged dimeric or oligomeric phenolic compound comprising:at least one monomer unit (a) of phenol or an alkyl-substituted phenol wherein the alkyl group contains 1 to 8 carbon atoms, or mixtures thereof;at least one monomer unit (b) of an aliphatic hydrocarbyl-substituted phenol wherein the aliphatic hydrocarbyl group contains at least about 25 carbon atoms, or mixtures thereof; andat least one sulfur-containing bridging group;or a salt of said oligomeric material;wherein the average number of carbon atoms in said alkyl groups and said aliphatic hydrocarbyl groups is about 10 to about 100.2. The bridged dimeric or oligomeric phenolic compound of being substantially free of monomer units of C-alkyl phenol.3. The bridged dimeric or oligomeric phenolic compound of containing one or more bridging groups of one or more sulfur atoms claim 1 , or mixtures thereof.6. The bridged dimeric or oligomeric phenolic compound of wherein n is 1 to 6 and wherein one or two R groups are aliphatic hydrocarbyl groups containing about 30 to about 200 carbon atoms and the remaining R groups are methyl.7. The bridged dimeric or oligomeric phenolic compound of wherein the aliphatic hydrocarbyl group containing at least about 25 carbon atoms is an oligomer or polymer of propylene or of isobutylene.8. The bridged dimeric or oligomeric phenolic compound of being in the form of a metal ...

Bridged Alkaline Earth Metal Alkylphenates

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction. 2. The process of wherein the 4-alkylphenol comprises 4-dodecylphenol.3. The process of wherein the alkaline earth metal oxide or hydroxide comprises calcium hydroxide.4. The process of wherein the bridging agent comprises formaldehyde.5. The process of wherein the bridging agent comprises sulfur.6. The process of wherein the 2 claim 1 ,6-dialkylphenol comprises 2 claim 1 ,6-di-t-butylphenol.7. The process of wherein amount of the 2 claim 1 ,6-dialkylphenol is about 0.15 to about 0.5 moles per 1 mole of the 4-alkylphenol.8. The process of wherein the amount of the bridging compound is about 0.8 to about 4 moles per 1 mole of the 4-alkylphenol and wherein the amount of the alkaline earth metal oxide or hydroxide is about 0.1 to about 4 moles per 1 mole of the 4-alkylphenol.9. The process of wherein the components (a) through (d) are reacted at about 150° C. to about 230° C. for about 2 to about 10 hours.10. The process of wherein the 4-alkylphenol is reacted with at least a portion of the alkaline earth metal oxide or hydroxide and at least a portion of the bridging agent prior to addition of the 2 claim 1 ,6-dialkylphenol.11. The process of wherein claim 10 , in a first step claim 10 , about 0.1 to about 0.4 moles of calcium hydroxide and about 1 to about 3 moles of sulfur (as S) claim 10 , per mole of the 4-alkylphenol claim 10 , are reacted with the 4-alkylphenol at about 170 to about 230° C. for about 3 to about 7 hours claim 10 , ...

LUBRICATING COMPOSITION CONTAINING AN OXYALKYLATED HYDROCARBYL PHENOL

The invention provides lubricating composition comprising: an oil of lubricating viscosity, and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 40 to 96 carbon atoms, and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups. The invention further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The invention further relates to the use of the oxyalkylated hydrocarbyl phenol in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear. 1. A lubricating composition comprising:a) an oil of lubricating viscosity;b) an overbased alkaline earth metal sulfonate detergent having a metal ratio of at least 8, in an amount to contribute at least 3 KOH/kg of TBN to the lubricating composition;c) an ashless, sulfur free, oxyalkylated hydrocarbyl phenolic compound in an amount of 0.1 wt % to about 5 wt % of the composition;d) an ashless dispersant; ande) a salicylate detergent;wherein the lubricating composition has total sulfated ash of 0.3 to 1.5 wt %.2. The lubricating composition of claim 1 , wherein the ashless claim 1 , sulfur-free claim 1 , oxyalkylated hydrocarbyl phenolic compound comprises a hydrocarbyl group containing 1 to 220 carbon atoms.3. The lubricating composition of claim 1 , wherein the ashless claim 1 , sulfur-free claim 1 , oxyalkylated hydrocarbyl phenolic is an oxyalkylated polyisobutylene phenolic compound.4. The lubricating composition of claim 1 , wherein the ashless claim 1 , sulfur-free claim 1 , oxyalkylated group of the oxyalkylated hydrocarbyl phenolic compound has formula —(RO)— claim 1 , wherein each Ris independently selected from the group consisting of an ethylene group claim 1 , a propylene ...

ALKYLPHENOL DETERGENTS

The disclosed technology provides alkylphenol-containing detergent having at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms. The invention further relates to a method of lubricating a mechanical device with the lubricant composition. 1. An alkylphenol-containing detergent comprising at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms , wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms.2. An alkylphenol-containing detergent of claim 1 , where the phenol-containing detergent is a sulfur-bridged phenate detergent claim 1 , a sulfur-free alkylene-bridged phenate detergent claim 1 , a salicylate detergent claim 1 , or mixtures thereof.3. An alkylphenol-containing detergent of claim 2 , where the detergent comprises one or more alkali metals claim 2 , one or more alkaline earth metals claim 2 , or mixtures thereof.4. An alkylphenol-containing detergent of claim 3 , where the detergent is overbased.5. An alkylphenol-containing detergent of claim 4 , where the overbased detergent has a metal ratio of at least 1.5 claim 4 , at least 5 claim 4 , or at least 7.6. An alkylphenol-containing detergent of claim 1 , where the alkyl group comprises oligomers of n-butene claim 1 , where the alkyl group is a hydrocarbyl group of 12 to 48 carbon atoms.7. An alkylphenol-containing detergent of claim 1 , wherein the detergent is an overbased sulfur-coupled phenate detergent with a metal ratio of at least 1.5.9. An alkylphenol-containing detergent of claim 1 , wherein the detergent is a neutral or overbased salt of alkylsalicylic acid.11. A lubricating composition comprising (a) an oil of ...

LUBRICATING COMPOSITION CONTAINING A DETERGENT

The invention provides a process to prepare a detergent in the presence of a polyether compound. The invention further provides for a lubricating composition containing the detergent. The invention further relates to the use of the lubricating composition in a mechanical device such as an internal combustion engine.

METHOD OF LUBRICATING A TRANSMISSION WHICH INCLUDES A SYNCHRONIZER WITH A NON-METALLIC SURFACE

The invention provides a method of lubricating a transmission which includes a synchronizer with a non-metallic surface, the method comprising supplying thereto a lubricant comprising: (a) an oil of lubricating viscosity; (b) an alkaline earth metal detergent; and (c) a non-aromatic carboxylic acid or a salt thereof having 8 to 24 carbon atoms. 1. A method of lubricating a transmission which includes a synchronizer with a non-metallic surface , the method comprising supplying thereto a lubricant comprising:(a) an oil of lubricating viscosity;up to about 10 percent by weight of alkaline earth metal detergent; and0.01 to 2 percent by weight of a non-aromatic carboxylic acid or a salt thereof having 8 to 24 carbon atoms.2. The method of claim 1 , wherein the non-aromatic carboxylic acid or a salt thereof is premixed with the alkaline earth metal detergent.4. (canceled)5. The method of claim 1 , wherein the non-aromatic carboxylic acid or a salt thereof has 14 to 20 carbon atoms.6. The method of claim 5 , wherein the non-aromatic carboxylic acid or a salt thereof has 16 to 18 carbon atoms.7. (canceled)8. The method of claim 1 , wherein the non-aromatic carboxylic acid or a salt thereof is selected from the group consisting of capric acid claim 1 , decanoic acid claim 1 , decenoic acid claim 1 , dodecanoic acid claim 1 , dodecenoic acid claim 1 , lauric acid claim 1 , myristic acid claim 1 , palmitic acid claim 1 , oleic acid claim 1 , stearic acid claim 1 , or mixtures thereof.9. The method claim 8 , wherein the non-aromatic carboxylic acid or a salt thereof is oleic acid claim 8 , stearic acid claim 8 , or mixtures thereof.10. The method of claim 9 , wherein the non-aromatic carboxylic acid or a salt thereof is stearic acid.11. (canceled)12. The method of claim 3 , wherein the amount of non-aromatic carboxylic acid or a salt thereof in the overbased metal detergent is about 7 to 9 percent by weight.13. The method of claim 3 , wherein the amount of non-aromatic ...

ALKYLPHENOL DETERGENTS

The disclosed technology provides alkylphenol-containing detergent having at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms. The invention further relates to a method of lubricating a mechanical device with the lubricant composition. 1. An alkylphenol-containing detergent comprising at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms , wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms.2. An alkylphenol-containing detergent of claim 1 , where the phenol-containing detergent is a sulfur-bridged phenate detergent claim 1 , a sulfur-free alkylene-bridged phenate detergent claim 1 , a salicylate detergent claim 1 , or mixtures thereof.3. An alkylphenol-containing detergent of claim 2 , where the detergent comprises one or more alkali metals claim 2 , one or more alkaline earth metals claim 2 , or mixtures thereof.4. An alkylphenol-containing detergent of claim 3 , where the detergent is overbased.5. An alkylphenol-containing detergent of claim 4 , where the overbased detergent has a metal ratio of at least 1.5 claim 4 , at least 5 claim 4 , or at least 7.6. An alkylphenol-containing detergent of claim 1 , where the alkyl group comprises oligomers of n-butene claim 1 , where the alkyl group is a hydrocarbyl group of 12 to 48 carbon atoms.7. An alkylphenol-containing detergent of claim 1 , wherein the detergent is an overbased sulfur-coupled phenate detergent with a metal ratio of at least 1.5.9. An alkylphenol-containing detergent of claim 1 , wherein the detergent is a neutral or overbased salt of alkylsalicylic acid.11. A lubricating composition comprising (a) an oil of ...

SULFURIZED CATECHOLATE DETERGENTS FOR LUBRICATING COMPOSITIONS

A lubricating composition includes a sulfurized oxy-substituted aromatic polyol compound and an oil of lubricating viscosity. The sulfurized oxy-substituted aromatic polyol compound includes at least one of a sulfurized oxy-substituted aromatic polyol and a salt of a sulfurized oxy-substituted aromatic polyol. The compound is suitable as a replacement for detergents that contain Calkyl phenols derived from oligomers of propylene. 1. A lubricating composition comprising:a sulfurized oxy-substituted aromatic polyol compound, the compound comprising at least one of a sulfurized oxy-substituted aromatic polyol and a salt of a sulfurized oxy-substituted aromatic polyol; andan oil of lubricating viscosity.2. The composition of claim 1 , wherein the sulfurized oxy-substituted aromatic polyol or salt thereof is the reaction product of an oxy-substituted polyol claim 1 , a sulfurizing agent claim 1 , and optionally a metal base or a pnictogen base.7. (canceled)8. (canceled)9. The composition of claim 3 , wherein each Ris independently selected from alkyl groups.10. The composition of claim 9 , wherein each Ris independently selected from alkyl groups including at least 8 carbon atoms.11. (canceled)12. (canceled)13. The composition of claim 2 , wherein the oxy-substituted aromatic polyol compound is an oxy-hydrocarbyl substituted catecholate.14. (canceled)15. The composition of claim 1 , wherein the oil of lubricating viscosity is at least 10 wt. % of the lubricating composition.16. (canceled)17. The composition of claim 1 , wherein the sulfur-coupled oxy-substituted aromatic polyol compound is at least 0.1 wt. % of the lubricating composition.18. (canceled)19. (canceled)20. The composition of claim 1 , further comprising at least one of the group consisting of additional detergents claim 1 , antioxidants claim 1 , dispersants claim 1 , antiwear agents claim 1 , friction modifiers claim 1 , and combinations thereof.21. The composition of claim 1 , wherein the composition is ...

PROCESS FOR PRODUCING AN OVERBASED METAL DETERGENT

A high TBN overbased metal sulfonate detergent is prepared by reacting a hydrocarbyl-substituted organic sulfonic acid or metal salt thereof with a basic alkali metal or alkaline earth metal compound in the presence of a mono-alcohol and a carboxylic acid and reacting this mixture with carbon dioxide to form a carbonated overbased metal sulfonate. The resulting overbased metal detergent has a metal equivalent to sulfonic acid substrate ratio of 5:1 to 27:1. The product thus prepared has improved viscometrics, filterability, and TBN:ash ratio. Lubricating compositions comprising said overbased detergent display reduced friction and wear performance. The invention further relates to methods of lubricating an internal combustion engine with a lubricant containing an overbased detergent prepared as described. 121-. (canceled)23. A process as claimed in claim 22 , wherein the resultant overbased metal detergent has a metal equivalent to sulfonic acid substrate ratio of 7:1 to 20:1.24. A process as claimed in comprising an additional step (6) wherein steps (3) claim 22 , (4) and (5) are performed at least two additional times.25. A process as claimed in claim 24 , wherein the product of either step (5) or step (6) is heated to at least 150° C. in an additional step (7).26. A process as claimed in claim 25 , wherein the product of step (7) may be cooled in a further step (8).27. A process as claimed in claim 22 , wherein the carboxylic acid has 16 to 18 carbon atoms.28. A process as claimed in claim 27 , wherein the carboxylic acid is stearic acid.29. A process as claimed in claim 22 , wherein the carboxylic acid is provided as 2 to 20 wt % claim 22 , or 4 to 8 wt % of reactants.30. A process as claimed in claim 22 , wherein the at least one mono-alcohol comprises 2 to 10 carbon atoms.31. A process as claimed in claim 22 , wherein between 10 and 20 wt % of the total amount of the basic metal compound may be added at each occurrence of step (3).32. A process as claimed in ...

LUBRICATING COMPOSITION CONTAINING AN OXYALKYLATED HYDROCARBYL PHENOL

The invention provides lubricating composition comprising: an oil of lubricating viscosity, and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 40 to 96 carbon atoms, and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups. The invention further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The invention further relates to the use of the oxyalkylated hydrocarbyl phenol in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear. 2. The composition of claim 1 , wherein the lubricating composition comprises at least one of (i) a sulphur content of 0.5 wt % or less claim 1 , (ii) a phosphorus content of 0.15 wt % or less claim 1 , and (iii) a sulphated ash content of 0.5 wt % to 1.5 wt %.3. The composition of claim 2 , wherein the lubricating composition comprises: (i) a sulphur content of 0.2 wt % to 0.4 wt % or less claim 2 , (ii) a phosphorus content of 0.08 wt % to 0.15 wt % claim 2 , and (iii) a sulphated ash content of 0.5 wt % to 1.5 wt %.4. The composition of claim 1 , wherein n=2 to 5 and one Ris methyl and the second Ris hydrogen.5. A method of lubricating an internal combustion engine comprising supplying to the internal combustion engine a lubricating composition of .6. The method of claim 5 , wherein the internal combustion engine is a diesel fueled internal combustion engine.7. The method of claim 5 , wherein the internal combustion engine is a gasoline fueled internal combustion engine.8. The composition of claim 1 , wherein the oxyalkylated hydrocarbyl phenol is present in an amount ranging from 0.1 wt % to 5 wt % of the lubricating composition. This application is a continuation of U.S. ...

Lubricating Compositions

A lubricating composition suited to use in lubricating an internal combustion engine includes an oil of lubricating viscosity and a compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or metal salt thereof, wherein the polyolefin is derived from a isobutylene having a number average molecular weight of 150 to 800. 1. A lubricating composition comprising:an oil of lubricating viscosity; anda compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or salt thereof, wherein the polyolefin is derived from a branched alkene having at least 4 carbon atoms and wherein the polyolefin has a number average molecular weight of 150 to 800.2. The lubricating composition of claim 1 , wherein the branched alkene comprises isobutylene.3. The lubricating composition of claim 1 , wherein the polyolefin includes a chain derived from at least 4 claim 1 , or at least 5 claim 1 , or up to 6 claim 1 , or up to 7 claim 1 , or up to 8 claim 1 , or up to 18 branched alkene units.4. The lubricating composition of claim 1 , wherein the polyolefin has a number average molecular weight of 150 to 400.5. The lubricating composition of claim 1 , wherein the compound is a metal salt or pnictogen salt.6. The lubricating composition of wherein the polyolefin is prepared in the absence of a chain transfer agent and has a polydispersity greater than 1.5.7. The lubricating composition of claim 6 , wherein the metal in the salt comprises calcium.8. The lubricating composition of claim 1 , wherein the metal is overbased.9. The lubricating composition of claim 1 , wherein the compound is bridged with a sulfide bridge.10. The lubricating composition of claim 1 , wherein the compound is bridged with an alkylene bridge.11. The lubricating composition of claim 1 , wherein the compound is a bridged metal phenate.12. The lubricating composition of claim 1 , wherein the compound is free of C8 and higher unbranched alkyl chains.14. The lubricating composition of claim ...

Lubricating Compositions

A lubricating composition suited to use for lubricating a hydraulic system includes an oil of lubricating viscosity and a compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or metal salt thereof, wherein the wherein the polyolefin is derived from a isobutylene having a number average molecular weight of 150 to 800. 1. A lubricating composition comprising:an oil of lubricating viscosity;a corrosion inhibitor selected from 2,5-bis(tert-dodecyldithio)-1,3,4-thiadiazole, tolyltriazole, or mixtures thereof;an antioxidant selected from aminic or phenolic antioxidants, or mixtures thereof;a dispersant;a neutral of slightly overbased calcium sulfonate;an anti-wear agent selected from zinc dialkyldithiophosphate, zinc dialkylphosphate, amine salt of a phosphorus acid ester, or mixtures thereof; anda compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or salt thereof, wherein the polyolefin is derived from a branched alkene having at least 4 carbon atoms and wherein the polyolefin has a number average molecular weight of 150 to 800.2. The lubricating composition of claim 1 , wherein the branched alkene comprises isobutylene.3. The lubricating composition of claim 1 , wherein the polyolefin includes a chain derived from at least 4 claim 1 , or at least 5 claim 1 , or up to 6 claim 1 , or up to 7 claim 1 , or up to 8 claim 1 , or up to 18 branched alkene units.4. The lubricating composition of claim 1 , wherein the polyolefin has a number average molecular weight of 150 to 400.5. The lubricating composition of claim 1 , wherein the compound is a metal salt or pnictogen salt.6. The lubricating composition of claim 5 , wherein the metal in the salt comprises calcium.7. The lubricating composition of claim 1 , wherein the metal is overbased.8. The lubricating composition claim 1 , wherein the compound is bridged with a sulfide bridge.9. The lubricating composition of claim 1 , wherein the compound is bridged with an alkylene ...

LUBRICATING COMPOSITION CONTAINING AN OXYALKYLATED AROMATIC POLYOL COMPOUND

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound, wherein the aromatic compound has at least one alkoxy group represented by —ORgroup, Ris hydroxyalkyl, or a (poly)ether group, and either: at least one hydroxyl group, or at least one alkoxy group represented by —ORgroup, where Ris alkyl, or a (poly)ether group, or at least one oxyalkyl group represented by —OR, where Ris hydroxyalkyl or a (poly)ether group. The disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The disclosed technology further relates to the use of the oxyalkylated aromatic polyol compound in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear. 1. A lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound , wherein the aromatic compound has at least one alkoxy group represented by —ORgroup , Ris hydroxyalkyl , or a (poly)ether group , and:at least one hydroxyl group, or{'sup': 1', '1, 'at least one alkoxy group represented by —ORgroup, where Ris alkyl, or a (poly)ether group, or'}{'sup': 1', '1, 'at least one oxyalkyl group represented by —OR, where Ris hydroxyalkyl or a (poly)ether group.'}3. The lubricating composition of claim 2 , wherein n=1 or 2 and x=1.4. (canceled)5. (canceled)6. (canceled)7. (canceled)8. (canceled)9. The composition of claims 2 , wherein Ris a polyisobutenyl or polyisobutylene group typically having 30 to 100 claims 2 , or 40 to 96 carbon atoms claims 2 ,10. The composition of claim 2 , wherein Ris an olefin group having 6 to 36 claim 2 , 10 to 30 or 12 to 24 carbon atoms.11. The composition of claim 1 , wherein the oxyalkylated ...

LUBRICATING COMPOSITION CONTAINING AN OXYALKYLATED AROMATIC POLYOL COMPOUND

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound, wherein the aromatic compound has at least one alkoxy group represented by −ORgroup, Ris hydroxyalkyl, or a (poly)ether group, and either: at least one hydroxyl group, or at least one alkoxy group represented by —ORgroup, where Ris alkyl, or a (poly)ether group, or at least one oxyalkyl group represented by —OR, where Ris hydroxyalkyl or a (poly)ether group. The disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The disclosed technology further relates to the use of the oxyalkylated aromatic polyol compound in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear. 1. A lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound , wherein the aromatic compound has at least one alkoxy group represented by —ORgroup , Ris hydroxyalkyl , or a (poly)ether group , and:at least one hydroxyl group, or{'sup': 1', '1, 'at least one alkoxy group represented by —ORgroup, where Ris alkyl, or a (poly)ether group, or'}{'sup': 1', '1, 'at least one oxyalkyl group represented by —OR, where Ris hydroxyalkyl or a (poly)ether group.'}3. The lubricating composition of claim 2 , wherein n=1 or 2 and x=1.4. (canceled)5. (canceled)6. (canceled)7. (canceled)8. (canceled)9. The composition of claim 2 , wherein Ris a polyisobutenyl or polyisobutylene group typically having 30 to 100 claim 2 , or 40 to 96 carbon atoms claim 2 ,10. The composition of claim 2 , wherein Ris an olefin group having 6 to 36 claim 2 , 10 to 30 or 12 to 24 carbon atoms.11. The composition of claim 1 , wherein the oxyalkylated ...

TOXICOLOGICALLY ACCEPTABLE ALKYLPHENOL DETERGENTS AS FRICTION MODIFIERS IN AUTOMOTIVE LUBRICATING OILS

The disclosed technology relates to the use of toxicologically acceptable hydrocarbyl- (e.g. alkyl-) phenol detergents and their salts in automotive lubricating oils, such as, for example, automatic or manual transmissions. 1. A transmission lubricant composition comprisinga. an oil of lubricating viscosity,b. from about 0.1 to about 5 wt % of a dispersant, andc. from about 0.1 to about 5 wt % of a detergent, wherein from about 0.01 to about 2 wt % of the detergent comprises an alkylphenol detergent comprising at least one unit of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the olefin-derived alkyl group comprises at least 30 mol percent of oligomers derived from n-butane, and where the alkyl group is a hydrocarbyl group of 12 to 48 carbon atoms, and{'sub': 2', '18, 'd. from about 0.05 to about 3 wt % of a C-Cdi- or tri-hydrocarbyl phosphite, based on the total weight of said lubricant'}wherein all wt % are based on a total weight of said lubricant composition.2. The lubricant of claim 1 , wherein the alkylphenol detergent is a sulfur-bridged phenate claim 1 , a sulfur-free alkylene-bridged phenate claim 1 , a salicylate claim 1 , or mixtures thereof.3. The lubricant of claim 2 , wherein the alkylphenol detergent comprises one or more alkali metals claim 2 , one or more alkaline earth metals claim 2 , or mixtures thereof.4. The lubricant of claim 3 , wherein the alkylphenol detergent is overbased.5. The lubricant of claim 4 , where the overbased alkylphenol detergent has a metal ratio of at least 1.5 claim 4 , at least 5 claim 4 , or at least 7.6. (canceled)7. The lubricant of claim 1 , wherein the alkylphenol detergent is an overbased sulfur-coupled alkylphenol detergent with a metal ratio of at least 1.5.9. The lubricant of claim 1 , wherein the alkylphenol detergent is a neutral or overbased salt of alkylsalicylic acid.11. The lubricant of claim 1 , wherein the oil of ...

POLYISOBUTYLENE-SUBSTITUTED PHENOL, DERIVATIVES THEREOF, AND LUBRICATING COMPOSITIONS CONTAINING THE POLYISOBUTYLENE-SUBSTITUTED PHENOL AND ITS DERIVATIVES

A polyisobutylene-substituted hydroxyaromatic compound and derivatives thereof which are suitable for use as additives in lubricating compositions. The polyisobutylene-substituted hydroxyaromatic compound may include the reaction product of a hydroxyaromatic compound with a polyisobutylene having a number average molecular weight of 150 to 800. 2. The polyisobutylene-substituted phenol of claim 1 , wherein q is one or more of 3 claim 1 , 4 claim 1 , 5 claim 1 , 6 claim 1 , 7 claim 1 , 8 claim 1 , 9 claim 1 , or 10 or mixtures thereof.3. The polyisobutylene-substituted phenol of claim 1 , wherein the polyisobutylene has a molecular weight of 300 to 400.4. The polyisobutylene-substituted phenol of claim 1 , wherein the polyisobutylene is prepared in the absence of a chain transfer agent.5. The polyisobutylene-substituted phenol of claim 1 , wherein the polyisobutylene has a polydispersity of greater than 1.5.6. A derivative of the polyisobutylene-substituted phenol of claim 1 , wherein the derivative is selected from phenates claim 1 , saliginins claim 1 , Mannich base detergents claim 1 , oil-soluble zinc salts claim 1 , polyethers and polyetheramines claim 1 , methylene coupled hydrocarbyl phenols claim 1 , and hydrocarbyl substituted amino phenols.7. A lubricating composition comprising(i) an oil of lubricating viscosity and{'claim-ref': {'@idref': 'CLM-00001', 'claim 1'}, '(ii) the polyisobutylene-substituted phenol or derivatives thereof of .'}8. The lubricating composition of claim 7 , wherein the polyisobutylene-substituted phenol is present in amount from 100 to 1000 ppm.9. The lubricating composition of claim 7 , wherein the oil of lubricating viscosity comprises at least one of an API Group I claim 7 , II claim 7 , III claim 7 , IV claim 7 , and V base oil.10. The lubricating composition one of claim 7 , wherein the oil of lubricating viscosity is at least 10 wt. % of the lubricating composition.11. The lubricating composition of claim 10 , wherein the oil ...

Lubricating Compositions

A lubricating composition suited for use in lubricating a driveline device includes an oil of lubricating viscosity and a compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or metal salt thereof, wherein the polyolefin is derived from a isobutylene having a number average molecular weight of 150 to 800. 1. A lubricating composition comprising:an oil of lubricating viscosity;a dispersant; anda compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or salt thereof, wherein the polyolefin is derived from a branched alkene having at least 4 carbon atoms and wherein the polyolefin has a number average molecular weight of 150 to 800.2. The lubricating composition of claim 1 , wherein the branched alkene comprises isobutylene.3. The lubricating composition of claim 1 , wherein the polyolefin includes a chain derived from at least 4 claim 1 , or at least 5 claim 1 , or up to 6 claim 1 , or up to 7 claim 1 , or up to 8 claim 1 , or up to 18 branched alkene units.4. The lubricating composition claim 1 , wherein the polyolefin has a number average molecular weight of 150 to 400.5. The lubricating composition of claim 1 , wherein the compound is a metal salt or pnictogen salt.6. The lubricating composition claim 1 , wherein the polyolefin is prepared in the absence of a chain transfer agent and has a polydispersity greater than 1.5.7. The lubricating composition of claim 6 , wherein the metal in the salt comprises calcium.8. The lubricating composition of claim 1 , wherein the polyolefin-substituted bridged hydroxyaromatic compound or salt thereof is overbased.9. The lubricating composition of claim 1 , wherein the compound is bridged with a sulfide bridge.10. The lubricating composition of claim 1 , wherein the compound is bridged with an alkylene bridge.11. The lubricating composition of claim 1 , wherein the compound is a bridged metal phenate.12. The lubricating composition of claim 1 , wherein the compound is free of Cand ...

Lubricating composition containing a detergent

The invention provides a lubricating composition containing an oil of lubricating viscosity and a detergent. The invention further relates to a process to prepare the detergent, and the use of the lubricating composition in a mechanical device such as an internal combustion engine, or a driveline device.

Method of preparing a sulfurized alkaline earth metal dodecylphenate

A sulfurized alkaline earth metal (e.g., calcium) dodecylphenate is prepared by reacting (i) dodecylphenol with (ii) calcium hydroxide or calcium oxide in an amount of about 0.3 to about 0.7 moles per mole of dodecylphenol charged and (iii) an alkylene glycol in an amount of about 0.13 to about 0.6 moles per mole of dodecylphenol charged; and reacting the product of the first step with sulfur in an amount of about 1.6 to about 3 moles per mole of dodecylphenol charged; and thereafter optionally reacting the product with additional calcium hydroxide or calcium oxide and with carbon dioxide so as to form an overbased phenate. The product thus prepared has reduced levels of monomeric dodecylphenol.

Lubricating composition containing a detergent

The invention provides a lubricating composition containing an oil of lubricating viscosity and a detergent. The invention further relates to a process to prepare the detergent, and the use of the lubricating composition in a mechanical device such as an internal combustion engine, or a driveline device.

Process for producing an overbased metal detergent

A high TBN overbased metal sulfonate detergent is prepared by reacting a hydrocarbyl-substituted organic sulfonic acid or metal salt thereof with a basic alkali metal or alkaline earth metal compound in the presence of a mono-alcohol and a carboxylic acid and reacting this mixture with carbon dioxide to form a carbonated overbased metal sulfonate. The resulting overbased metal detergent has a metal equivalent to sulfonic acid substrate ratio of 5:1 to 27:1. The product thus prepared has improved viscometrics, filterability, and TBN:ash ratio. Lubricating compositions comprising said overbased detergent display reduced friction and wear performance. The invention further relates to methods of lubricating an internal combustion engine with a lubricant containing an overbased detergent prepared as described.

Alkylphenol detergents

The disclosed technology provides alkylphenol-containing detergent having at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms. The invention further relates to a method of lubricating a mechanical device with the lubricant composition.

Lubricating compositions

A lubricating composition suited for use in lubricating a driveline device includes an oil of lubricating viscosity and a compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or metal salt thereof, wherein the polyolefin is derived from a isobutylene having a number average molecular weight of 150 to 800.

Manual transmission lubricants with improved synchromesh performance

A lubricant comprising (a) an oil of lubricating viscosity; and (b) an overbased, carbonated calcium arylsulfonate detergent having a total base number (TBN) of at least about 640 as calculated on an oil-free basis effectively lubricates the surfaces in the synchronizer of a manual transmission.

Method of lubricating a transmission which includes a synchronizer with a non-metallic surface

The invention provides a method of lubricating a transmission which includes a synchronizer with a non-metallic surface, the method comprising supplying thereto a lubricant comprising: (a) an oil of lubricating viscosity; (b) an alkaline earth metal detergent; and (c) a non-aromatic carboxylic acid or a salt thereof having 8 to 24 carbon atoms.

Lubricating composition containing an oxyalkylated hydrocarbyl phenol

The invention provides lubricating composition comprising: an oil of lubricating viscosity, and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 40 to 96 carbon atoms, and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups. The invention further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The invention further relates to the use of the oxyalkylated hydrocarbyl phenol in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear.

Lubricating composition containing an oxyalkylated aromatic polyol compound

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound, wherein the aromatic compound has at least one alkoxy group represented by -OR 1 group, R 1 is hydroxyalkyl, or a (poly)ether group, and either: at least one hydroxyl group, or at least one alkoxy group represented by -OR 1 group, where R 1 is alkyl, or a (poly)ether group, or at least one oxyalkyl group represented by -OR 1 , where R 1 is hydroxyalkyl or a (poly)ether group. The disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The disclosed technology further relates to the use of the oxyalkylated aromatic polyol compound in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear.

Lubricating composition containing a detergent

The invention provides a process to prepare a detergent in the presence of a polyether compound. The invention further provides for a lubricating composition containing the detergent. The invention further relates to the use of the lubricating composition in a mechanical device such as an internal combustion engine.

Sulfurized catecholate detergents for lubricating compositions

A lubricating composition includes a sulfurized oxy-substituted aromatic polyol compound and an oil of lubricating viscosity. The sulfurized oxy-substituted aromatic polyol compound includes at least one of a sulfurized oxy-substituted aromatic polyol and a salt of a sulfurized oxy-substituted aromatic polyol. The compound is suitable as a replacement for detergents that contain C n alkyl phenols derived from oligomers of propylene.

Overbased alkylated arylalkyl sulfonates

An overbased alkylated arylalkyl sulfonate is easy to prepare and is useful as a detergent in various lubricant applications.

Bridged alkaline earth metal alkylphenates

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction.

Lubricating composition containing an oxyalkylated aromatic polyol compound

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound, wherein the aromatic compound has at least one alkoxy group represented by -OR1 group, R1 is hydroxyalkyl, or a (poly)ether group, and either: at least one hydroxyl group, or at least one alkoxy group represented by OR1 group, where R1 is alkyl, or a (poly)ether group, or at least one oxyalkyl group represented by -OR1, where R1 is hydroxyalkyl or a (poly)ether group. The disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The disclosed technology further relates to the use of the oxyalkylated aromatic polyol compound in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear.

Lubricating composition containing a detergent

The invention provides a lubricating composition containing an oil of lubricating viscosity and a detergent. The invention further relates to a process to prepare the detergent, and the use of the lubricating composition in a mechanical device such as an internal combustion engine, or a driveline device.

Toxicologically acceptable alkylphenol detergents as friction modifiers in automotive lubricating oils

The disclosed technology relates to the use of toxicologically acceptable hydrocarbyl- (e.g. alkyl-) phenol detergents and their salts in automotive lubricating oils, such as, for example, automatic or manual transmissions.

Lubricating composition containing a detergent

Aromatic detergents and lubricating compositions thereof

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.2 wt % to 10 wt % of a salt of a hydroxyl functional aromatic compound. The disclosed technology further relates to a method of lubricating a mechanical device with the lubricant composition.

Lubricating Compositions

A lubricating composition suited to use for lubricating a hydraulic system includes an oil of lubricating viscosity and a compound comprising a polyolefin-substituted bridged hydroxyaromatic compound or metal salt thereof, wherein the wherein the polyolefin is derived from a isobutylene having a number average molecular weight of 150 to 800.

Method of preparing a sulfurized alkaline earth metal dodecylphenate

Method for preparing a sulfurized alkaline earth metal dodecylphenate

A sulfurized alkaline earth metal (e.g., calcium) dodecylphenate is prepared by reacting (i) dodecylphenol with (ii) calcium hydroxide or calcium oxide in an amount of about 0.3 to about 0.7 moles per mole of dodecylphenol charged and (iii) an alkylene glycol in an amount of about 0.13 to about 0.6 moles per mole of dodecylphenol charged; and reacting the product of the first step with sulfur in an amount of about 1.6 to about 3 moles per mole of dodecylphenol charged; and thereafter optionally reacting the product with additional calcium hydroxide or calcium oxide and with carbon dioxide so as to form an overbased phenate. The product thus prepared has reduced levels of monomeric dodecylphenol.

Bridged alkaline earth metal alkylphenates

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction.

Alkylphenol detergents

The disclosed technology provides alkylphenol-containing detergent having at least one unit (a) of an alkyl-substituted phenol wherein the alkyl group is derived from oligomers of an olefin compound containing 3 to 8 carbon atoms, wherein the polyolefin-derived alkyl group comprises at least 30 mol percent of an olefin with 4 or more carbon atoms. The invention further relates to a method of lubricating a mechanical device with the lubricant composition.

Lubricating compositions comprising an anti-wear/friction modifying agent

Lubricating composition containing an oxyalkylated aromatic polyol compound

Disclosed is a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound represented by the formula: (see above formula) wherein R1 is -(CH2CHR5-O-)m R6, R2 is hydrogen, a hydrocarbyl group containing 1 to 24 carbon atoms, -(C=O)R4, or -(CH2CHR5-O-)m R6, n is 1 or 2, R3 is a hydrocarbyl group containing 1 to 150 carbon atoms, -(C=O)OR4, or -(CH2CHR5-O-)m R6, x is 0 to 2, R4 is a hydrocarbyl group containing 1 to 24 carbon atoms, R5 is hydrogen, a hydrocarbyl group containing 1 to 32 carbon atoms, or CH2OR8, R6 is hydrogen, a hydrocarbyl group containing 1 to 24 carbon atoms, or -(C=O)R7, R7 is a hydrocarbyl group containing 1 to 24 carbon atoms, R8 is a hydrogen or a hydrocarbyl group containing 1 to 24 carbon atoms, and m = 1 to 20. Also disclosed is a method of lubricating a mechanical device with the lubricating composition.

Deposit control compounds for lubricating compositions

The subject matter disclosed herein provides a lubricating composition including: (a) an oil of lubricating viscosity; (b) a compound according to formula I: wherein, independently for each molecule of the compound: R 1 is an aliphatic hydrocarbyl group having from 10 to 24 carbon atoms; R 2 is CH3 or C2H5; and n is an integer from 3 to 8; and (c) an alkaline earth metal alkyl detergent.

Alkylphenol detergents

Lubricant composition containing a detergent derived from cashew nut shell liquid

The present invention relates to a lubricating composition comprising a detergent additive derived from raw cashew nut shell liquid. The invention also provides a process for preparing the additive and the use of the lubricating composition in a mechanical device.

Lubricating compositions containing a polyisobutylene-substituted phenol

Lubricant composition containing a detergent derived from cashew nut shell liquid