HIGH VISCOSITY SYNTHETIC ESTER LUBRICANT BASE STOCK
(19)AUSTRALIAN PATENT OFFICE (54) Title HIGH VISCOSITY SYNTHETIC ES I bR LUBRICANT BASE STOCK (51)6 International Patent Classification(s) CIOM 105/38 (21) Application No: 2003247913 (22) Application Date: 2003.07.09 (87) WIPONo: WO04/007G50 (30) Priority Data (31) Number (32) Date 10/194,413 2002.07.12 (33) Country US (43) Publication Date : 2004.02.02 (43) Publication Journal Date : 2004.03.18 (71) Applicant(s) HATCO CORPORATION (72) Inventor(s) CARR, Dale, D.; MCHENRY, Michael,A. STYER, Jeremy, P. (H) Application NoAU2003247913 A1(19)AUSTRALIAN PATENT OFFICE (54) Title HIGH VISCOSITY SYNTHETIC ES I bR LUBRICANT BASE STOCK (51)6 International Patent Classification(s) CIOM 105/38 (21) Application No: 2003247913 (22) Application Date: 2003.07.09 (87) WIPONo: WO04/007G50 (30) Priority Data (31) Number (32) Date 10/194,413 2002.07.12 (33) Country US (43) Publication Date : 2004.02.02 (43) Publication Journal Date : 2004.03.18 (71) Applicant(s) HATCO CORPORATION (72) Inventor(s) CARR, Dale, D.; MCHENRY, Michael,A. STYER, Jeremy, P. A high viscosity synthetic ester base stock of about ISO 68 to 400 is formed from a neopentylpolyol condensed with at least one monocarboxylic acid selected from the group consisting of linear acids having between 4 to 10 carbon atoms and branched chain acids having from 5 to 10 carbon atoms in an excess of hydroxyl to carboxylic acid groups to form a partial polyneopentylpolyol ester that is further reacted with the same or similar acid to form a high viscosity polyneopentylpolyol ester.. Lubricants formed from the base stocks have satisfactory miscibility with standard highly or fully fluorinated refrigeration fluids. 1. A high viscosity synthetic polyneopentylpolyol ester lubricant base stock, comprising the reaction mixture formed by (1) first reacting a neopentylpolyol having less than 10 carbon atoms with at least one monocarboxylic acid selected from the group consisting of linear monocarboxylic acids having from 4 to 10 carbon atoms and branched chain acids having from 5 to 10 carbon atoms, the linear acid representing at least mole percent of the acid mixture, in the presence of an excess of hydroxyl groups in a mole ratio of carboxyl groups to hydroxyl groups in the reaction mixture in a range from 0.25:1 to 0.50:1, and an acid catalyst to form polyneopentylpolyol partial esters, continuing the reaction until a desired amount of water is removed that is sufficient to yield a mixture of polyneopentyl polyol partial esters that after complete esterification in step (2) provides the resulting polyneopentyl polyol ester having the desired high viscosity; neutralizing the acid catalyst; and (2) reacting the partial polyneopentylpolyol esters formed in step (1) with at least one monocarboxylic acid selected from the group consisting of linear acids having from 4 to 10 carbon atoms, and branched chain acids having from 5 to carbon atoms, the resulting polyneopentylpolyol ester having a viscosity from about 68 to 400 cSt at 40°C. 2. The base stock of claim 1, wherein the partial polyneopentylpolyol esters are reacted with an excess of about 15 weight percent of acid to yield the final ester base stock. 3. The base stock of claim 1, wherein the polyneopentylpolyol ester is formed from a polyneopentylpolyol partial ester which is formed from a neopentylpolyol represented by the following structural formula:
H2OH RI i R 2 CH 2 OH wherein each R is selected from the group consisting of -CH 3 , -C 2 H 5 , and -CH 2 OH. 4. The base stock of claim 3, wherein the neopentylpolyol is a polyol selected from the group consisting of pentaerythritol, trimethylolpropane, trimethylolethane, neopentyl glycol, and mixtures thereof. 5. The base stock of claim 3, wherein the neopentylpolyol is pentaerythritol. 6. The base stock of claim 1, wherein the linear acid reacted with the neopentylpolyol is valeric acid. 7. The base stock of claim 1, wherein the branched chain acid reacted with the neopentylpolyol is a nine carbon atom acid. 8. The base stock of claim 7, wherein the branched chain acid is 3,5,5trimethylhexanoic acid. 9. The base stock of claim 1, wherein the linear acid reacted with the polyneopentylpolyol partial ester is valeric acid. 10. The base stock of claim 1, wherein the branched chain acid reacted with the polyneopentylpolyol partial ester is a nine carbon atom acid. 11. The base stock of claim 10, wherein the branched chain acid is 3,5,5trimethylhexanoic acid. 12. A method of preparation of high viscosity synthetic polyneopentylpolyol ester lubricant base stocks, comprising:
(1) first reacting a neopentylpolyol having less than 10 carbon atoms with at least one monocarboxylic acid selected from the group consisting of linear monocarboxylic acids having from 4 to 10 carbon atoms and branched chain acids having from 5 to 10 carbon atoms, the linear acid representing at least mole percent of the acid mixture, in the presence of an excess of hydroxyl groups in a mole ratio of carboxyl groups to hydroxyl groups in the reaction mixture in a range from 0.25:1 to 0.50:1, and an acid catalyst to form partial polyneopentylpolyol esters, continuing the reaction until a desired amount of water is removed that is sufficient to yield a mixture of polyneopentyl polyol partial esters that after complete esterification in step (2) provides the resulting polyneopentyl polyol ester having the desired high viscosity; neutralizing the acid catalyst; and (2) reacting the partial polyneopentylpolyol esters with at least one monocarboxylic acid selected from the group consisting of linear acids having from 4 to 10 carbon atoms, and branched chain acids having from 5 to 10 carbon atoms, and the resulting polyneopentylpolyol ester having a viscosity from about 68 to 400 cSt at 40°C. 13. A method of preparation of high viscosity synthetic polyneopentylpolyol ester lubricant base stocks, comprising (1) first reacting a neopentylpolyol having less than 10 carbon atoms with a monocarboxylic acid mixture of (i) at least one linear monocarboxylic acid having from 4 to 10 carbon atoms, and (ii) at least one branched chain monocarboxylic acid having from 5 to 10 carbon atoms, the linear acid representing at least mole per cent of the acid mixture, in the presence of an excess of hydroxyl groups in a mole ratio of carboxyl groups to hydroxyl groups in the reaction mixture in a range from 0.25:1 to 0.50:1 and an acid catalyst to form polyneopentylpolyol partial esters, continuing the reaction until a desired amount of water is removed that is sufficient to yield a mixture of polyneopentyl polyol partial esters that after complete esterification in step (2) provides the resulting polyneopentyl polyol ester having the desired high viscosity; neutralizing the acid catalyst; and (2) reacting the partial polyneopentylpolyol partial esters with a monocarboxylic acid mixture of (i) at least one linear monocarboxylic acid having from 4 to 7 carbon atoms, and (ii) at least one branched chain monocarboxylic acid having from 6 to 10 carbon atoms, the resulting polyneopentylpolyol ester having a viscosity from about 68 to 400 cSt at 40°C. 14. A highly or fully fluorinated refrigeration compressor fluid comprising, a highly or fully fluorinated refrigerant and between about 5 to 20 weight percent of a high viscosity synthetic polyneopentylpolyol ester lubricant comprising a polyneopentylpolyol ester reaction mixture formed by (1) first reacting a neopentylpolyol having less than 10 carbon atoms with at least one monocarboxylic acid selected from the group consisting of linear monocarboxylic acids having from 4 to 10 carbon atoms and branched chain acids having from 5 to 10 carbon atoms the linear acid representing at least mole per cent of the acid mixture, in the presence of an excess of hydroxyl groups in a mole ratio of carboxyl groups to hydroxyl groups in the reaction mixture in a range from 0.25:1 to 0.50:1, and an acid catalyst to form partial polyneopentylpolyol esters, continuing the reaction until a desired amount of water is removed that is sufficient to yield a mixture of polyneopentyl polyol partial esters that after complete esterification in step (2) provides the resulting polyneopentyl polyol ester having the desired high viscosity; neutralizing the acid catalyst; and (2) reacting the partial polyneopentylpolyol esters with at least one monocarboxylic acid selected from the group consisting of linear acids having from 4 to 10 carbon atoms, and branched chain acids having from 5 to 10 carbon atoms, the resulting polyneopentylpolyol ester having a viscosity from about 68 to 400 cSt at 40°C. 15. A high viscosity synthetic polyneopentylpolyol ester lubricant base stock, comprising the reaction mixture formed by (1) first reacting a neopentylpolyol having less than 10 carbon atoms with (i) at least one linear monocarboxylic acid having from 4 to 10 carbon atoms and (ii) at least one branched chain monocarboxylic acids acid having from 5 to carbon atoms, the linear acid representing at least 15 mole percent of the acid mixture, in the presence of an excess of hydroxyl groups in a mole ratio of carboxyl groups to hydroxyl groups in the reaction mixture in a range from 0.25:1 to 0.50:1, and an acid catalyst to form polyneopentylpolyol partial esters, continuing the reaction until a desired amount of water is removed that is sufficient to yield a mixture of polyneopentyl polyol partial esters that after complete esterification in step (2) provides the resulting polyneopentyl polyol ester having the desired high viscosity; neutralizing the acid catalyst; and (2) reacting the polyneopentylpolyol partial esters with at least one monocarboxylic acid selected from the group consisting of linear acids having from 4 to 10 carbon atoms, and branched chain acids having from 5 to 10 carbon atoms, the resulting polyneopentylpolyol ester having a viscosity from about 68 to 400 cSt at 40°C. 16. The base stock of claim 1, wherein the acid reacted with the neopentylpolyol is a mixture of a linear acid and a branched chain acid in a mole ratio between about 5:1 to 1:5. 17. The base stock of claim 16, wherein the mole ratio is between about 1:1 to 1:4. 18. The base stock of claim 16, wherein the mole ratio is between about 1:3 to 1:4. 19. The base stock of claim 17, wherein the linear acid is valeric acid and the branched acid is 3,5,5-trimethylhexanoic acid. 20. The base stock of claim 18, wherein the linear acid is valeric acid and the branched acid is 3,5,5-trimethylhexanoic acid.
HATCO CORPORATION WATERMARK PATENT & TRADE MARK ATTORNEYS