Textile fibres containing especially receptive crystalline polyolefins with the dyes and process for their preparation.
AS AFRICAN AND MALAGASY INDUSTRIAL PROPERTY PATENT P. 887 In Yaounde (Cameroon) International Patent Classification: 01 D. № 02364 O M/P A. THE I. 28 March 1967 to 14 hr 40 requestedmin to roro.a.m.p.i. (Pp.v. № 52. 829) by the company said: MONTECATINI edison bases sec. A.R. residing in Italian 5 May 1970 delivered Publishes at № L of official ballot 1970 PRIORITY: Requests for patents in Italian in the nC. 12800/60, 3985/61, 9604/61 the 20 July 1960, 3 March 1961 and 24 May 1961 on behalf of the applicant. Textile fibers based on polyolefins crystalline specially receptive to dyes and method for their preparation. It is known to produce textile fibers based on polyolefins crystalline or acrylonitrile polymers; the fibers obtained by spinning these polymers have disadvantage take incorrectly dyes. 5 Gold, the applicant has found, and this makes it the object of the present invention, which can be made of such fibers very receptive to dyes by mixing the material to be extruded with condensation products of nitrated basic particular which do not tend to assume a partially branched or crosslinked structure during the condensation, 10 to thereby decrease their fusibility, nor to decompose under the effect of heat. Nitro basic condensation products according to the invention are obtained by condensation, in the presence or absence of solvents or condensation agents, one or more primary or secondary aliphatic amines containing from 4 to 60 carbon atoms or their salts with epichlorohydrin, this first condensation followed by reaction with disecondary amines, aromatic, aliphatic and heterocyclic, more particularly piperazine, dipipéridyle, derivatives and analogs thereof. After having prepared condensate epichlorohydrin amine, is added the amine disecondaire, if desired with a certain additional amount of epichlorohydrin. The same results by directly reacting epichlorohydrin with one or more diamines containing from 4 to 60 disecondary carbon atoms and having in the molecule two NH groups or NH groups ^ which act as secondary clusters due to steric hindrance, as in the case of NH groups ^ atoms bound to a tertiary carbon (see the 1, 8 P-menthanediamine.). Such diamines disecondary comprise: piperazine; 1, 8 a-p.menthanediamine; the n, the n'a-diisopropylhexaméthylénediamine; 1, 3a (n-dodecylamine) 2 propanol; 4, 4 'bis (methylamine) diphenylmethane; N., ' n-a-dibutylhexaméthylènediamine. Are prepared by extruding fibers or blends of polyolefins with 1 to polyacrylonitriles 25% by weight of the condensate-nitrated prepared according the invention and, if desired, of 0, 1 to 5% of a solid dispersant acting to disperse the condensate filtered in the melt and selected from the group: cetyl alcohol and stearyl, stearic acid and tee réphtalique, benzoid chromophoric, furoihe, vinyl stearate, esters of unsaturated mono -, bis - or tris tee IFA as glycerol, monoethanol - stearate amino, amino stearic, c-aliphatic amines, to c, products the O 30 condensation of ethylene oxide with alcohols, amines or phenols, polystéaramide, polyacrylic acid, polystyrene, styrene copolymers, polymers of terpene, andc... The extruded fibers mixtures according to the invention can be one or more filaments and are employed for the production of fibers or continuous rovings or yarns or rovings bulky. Single or multiple filaments of the invention can usefully be subjected to a treatment which renders water insoluble the nitro compound; are particularly useful treatments to formaldehyde, to the diisocyanates, the diepoxide compounds or cross-linking agents such as divinylbenzene or the like. The processes are carried out before or after stretching, the stretching being effected at rates between 1:2 and 1:10, at temperatures between 80° c and 150° C., draws in, heated with hot air or steam or by means of a similar fluid. The obtained fibers are dyed with acid dyes or dyes plastosolubles. They also have a good affinity for basic dyes. It should be noted that the condensate basic according to the invention may also be usefully used for fibers made from polymers or copolymers of acrylonitrile. The following examples illustrate the invention without limiting its scope. SUCH AS I Introduced 486 grams (1, 8 moles) of n-octadecylamine, 333 grams (3, 6 mole) of epichlorohydrin and 900 cm3 of ethanol in a balloon 6 liters to three necks, provided with a stirrer valved mercury, a thermometer and a reflux condenser. The solder mass is 8 hours during; then cooled to 20° c and added 543 grams (6 mole) piperazine to 95%, 388, 5 grams (4, 5 mole) of epichlorohydrin and 900 cm3 of ethanol. The mixture is stirred 30 - 40 degrees c and allowing the reaction to reflux for 15 hours. In the course of the last five hours of heating, added by small portions 312 grams (7, 8 mole) of sodium hydroxide. After hot filtration the solvent is removed by distillation. Carrying out a complete drying by heating at 140 - 160 degrees C. for 1 hour under residual pressure of 5 mm Hg absolute. A product is obtained resinous solid, the crushed and sieved. Preparing a mixture of 1, 030 kg of condensate obtained as recently the describe and 19, 570 kg of polypropylene produced using stereospecific catalysts, having an intrinsic viscosity determined in tetrahydronaphthalene 1350 C., of 1, 37, an extraction residue to heptane of 96, 3% and an ash content of 0, 024%. The mixture is spun in a melt-spinning, under the following conditions: - temperature of the screw 240° C. - head temperature 230° C. - temperature of the die 220° C. - type of the die 60 holes, diameter 0, 8 mm, 16 mm length - pressure - winding speed 45 kg/cm2 250 m/mm The resultant fibers, stretched to 130° C in the presence of steam, at a rate of 1:5, 3, have the characteristics following sérimétriques: tenacity 4, 2 grams/denier yarn 25% elongation After drawing, the filament is wetted with an aqueous solution of 5 On these fibers, colors are obtained good intensity and strength using the following dyes: yellow solid 2g red wool b. blue alizarin CEA black acid pilgrim red lanasyne 2gl yellow sétacyle 3g purple cibacet brr the rho acétoquinone blue EXAMPLE 2 (acid dye) (acid dye) (acid dye) (acid dye) (metalized dye) (disperse dye) (disperse dye) (disperse dye) 108 Grams is introduced (the O, 4 moles) of octadecylamine), 74 grams (O-, 8 moles) of epichlorohydrin and 300 cm3 of ethanol in a flask of 2 liters to three necks, provided with a stirrer valved mercury, a thermometer and a reflux condenser. The solder mass is 8 hours during, cooled to 20° C., and added 90, 5 grams (1 moles) piperazine to 95%, 55, 5g (0, 6 moles) of epichlorohydrin and 200 cm3 of ethanol. The mixture is stirred 30 - 40 °C for 1 hour, then 14 hours during the solder. In the last four hours of heating, added by small portions 56 grams (1.4 moles) of sodium hydroxide. After hot filtration, the solvent is removed by distillation. The residue is dried completely by heating at 140 - 160 degrees C. for 1 hour, 5 mm Hg at residual pressure of sounds. The result is a product that the resinous solid ground and sieved. Preparing a mixture of 0, 345 kg of condensate obtained as described by and 6, 555 kg polypropylene obtained using stereospecific catalysts, having an intrinsic viscosity of 1, 37 (determined in tetrahydronaphthalene 135° C.), an extraction residue to heptane of 96, 3% and an ash content of 0, 024%. The mixture is spun in a melt-spinning under the following conditions: - temperature of the screw - head temperature - temperature of the die - type of the die - pressure - winding speed 240° C. 220° C. 220° C. 60 holes, diameter 0, 8 mm, 16 mm length 42 kg/cm2 250 meters/min. The resultant fibers, stretched to 130° C in the presence of steam, to a draw ratio of 1:5, 3, have the characteristics following sérimétriques: 4 - tenacity, 5 grams/denier yarn - 22% elongation Immediately after the stretching, is wetted the fiber with an aqueous solution of 5% ethylene glycol diglycidyl ether, and then dried. On such fibers, colors are obtained good intensity and strength, with the aid of the following dyes: yellow solid 2g (acid dye) red wool b. (a grinding or c. I: red acid 115) (acid dye) aCF to alizarin blue black acid pilgrim (black acid I-IC) red lanasyne 2gl (C.I. Acid Red 216) yellow sétacyle 2g purple cibacet brr the rho acétoquinone blue EXAMPLE 3 (acid dye) (acid dye) (metalized dye) (disperse dye) (disperse dye) (disperse dye) Introduced 540 grams (2 mole) of octadecylamine, 370 grams (4 mole) of epichlorohydrin and 1000 cm3 of ethanol in a balloon 6 liters to three necks, provided with a stirrer valved mercury, a thermometer and a reflux condenser. The solder mass is 8 hours during; then is cooled down to 20 * c, and added 181 grams (2 mole) piperazine to 95% ethanol and 500 cm3. After shaking for 1 hour at 30 - 40 °C, the solder is the mixture during 14 hours. During the last four hours of heating, added by small portions 160 grams (4 mole) of sodium hydroxide. After hot filtration, the solvent is removed by distillation. The residue is dried completely by heating at 140 - 160 degrees c in residual pressure of 5 mm Hg absolute. The result is a product that the resinous solid ground and sieved. Preparing a mixture of 0, 894 kg of condensate obtained as recently the describe and 1§, 985 kg polypropylene prepared using the stereospecific catalysts and having an intrinsic viscosity of 1, 37 (determined in tetrahydronaphthalene 135° C.), an extraction residue to heptane of 96, 3% and an ash content of 0, 024%. The mixture is spun in a melt-spinning, under the following conditions: The resultant fibers, stretched to 130° C in the presence of steam, to a draw ratio of 1:5, 3, have the characteristics sérimétri er following: Immediately after stretching, is wetted the fibers with an aqueous solution of 25% ethylene glycol diglycidyl ether and dried. On such fibers, colors are obtained good intensity and strength using the following dyes: EXAMPLE 4 Introduced 92, 5 grams (0, 5 moles) of n-dodecylamine, 92, 5 grams (1 moles) of epichlorohydrin and 250 cm3 of ethanol in a flash vessel 1 liter three neck, provided with a stirrer valved mercury, a thermometer and a reflux condenser. The solder mass is 8 hours during; then cooled to 20° C., and added 10, 5 grams (1 moles) piperazine to 95%; 46, 3 grams (0, 5 moles) of epichlorohydrin and 150 cm3 of ethanol. After shaking for 1 hour at 30 - 40 °C, the solder is the mixture for 14 hours. In the last four hours of heating, added 60 grams (I, 5 moles) of soda by small portions. After hot filtration, the solvent is removed by distillation. The residue is dried completely by heating at 140 - 160 degrees C. for 1 hour under residual pressure of 5 mm Hg absolute. The result is a product that the resinous solid ground and sieved. Preparing a mixture of 150 g of condensate obtained as recently the describe and 2, 850 kg polypropylene prepared using the stereospecific catalysts and having an intrinsic viscosity of 1, 37 (determined in tetrahydronaphthalene 135° C.), an extraction residue to 1' 96 heptane, 3% and an ash content of 0, 024%. The mixture is spun in a melt-spinning, under the following conditions: - temperature of the screw 240° C. 230° C. 220° C. - head temperature - temperature of the die - type of the die 60 holes, diameter 0, 8 mm, 16 mm length, - pressure 38 kg/cm2 250 - winding speed of m/min. The resultant fibers, stretched to 130° C in the presence of steam to a level ^ ' stretch of 1:5, 3, have the characteristics following sérimétriques: Immediately after the stretching, the fibers are wetted with an aqueous solution of ethylene glycol diglycidyl ether and dried. On such fibers, colors are obtained good intensity and strength using the following dyes: Introduced 486 grams (1.8 moles) of n-octadecylamine, 333 grams (3.6 mole) of epichlorohydrin and 900 cm3 of ethanol in a balloon 6 liters to three necks, provided with a stirrer valved mercury, a thermometer and a reflux condenser. The solder mass is 8 hours during, and then, after cooling to 20° C., added 543 grams (6 mole) piperazine to 95,388, 5 grams (4, 5 mole) of epichlorohydrin and 900 cm3 of ethanol. Stirred the whole to 30 - 40 degrees C. for 1 hour, and then caused to reflux for 15 hours. During the last five hours, added 312 grams (7, 8 mole) soda by small portions. The hot solution is filtered and the solvent removed by distillation. The residue is dried completely by heating at 140 - 150 degrees C. for 1 hour under residual pressure of 5 mm Hg absolute. The result is a product that the resinous solid ground and sieved. A mixture is prepared comprising enlO % of the condensation product obtained as recently the describe, and in 90 Subsequently converting the preparation at a spinnable solution by passing it in a dissolution apparatus type exchanger temperature, maintained at 100 - 120 degrees C., then the queue to dry. The fibers obtained are stretched in the presence of steam at 150 - 160 °C, draw ratio 1:5. Then subjected to a treatment with water to 100° C. (for dimensionally stabilizing fibers), a mechanical crimping, to spray to C. for 1 hour in 105° an autoclave, to attachment, to a cutting and drying. The obtained fibers exhibit characteristics following sérimétriques: 3 - tenacity, 7 grdenier - 26.2% elongation. On these fibers, solid intense colors are obtained using the following dyes yellow solid 2g red wool b. aCF to alizarin blue black acid pilgrim (acid dye) (acid dye) (acid dye) (acid dye) (metalized dye) 2gl roueelanasyne yellow sétacyle 3g (disperse dye) purple cibacet brr (disperse dye) the rho acétoquinone blue (disperse dye) wherein Gx green crystal (basic dye) basic fuchsin (basic dye) EXAMPLE 6 189 Is introduced, 2 g of piperazine derivatives (2, 2 mole), 185 g of epichlorohydrin (2 mole) and 600 cm3 of ethanol in a balloon of 2 liters to three necks, provided with a stirrer, a thermometer and a reflux condenser. Was stirred 90 minutes when the bun for cooling it, and allowed to flow back (secs 80° C.) during 10 hours, while continuing the stirring. During the last three hours of heating, is added 80 grams (2 mole) of soda by small portions. The sodium chloride is removed by hot filtration and the filtrate is precipitated by pouring in acetone (1500 cm3). The white precipitate is dried in an oven at 100 and 110 degrees Celsius. The nitrogen-containing resin obtained is milled and screened. It is in the form of powder having a softening point to about 200° C.. Is prepared, at room temperature, in a mixer type Henschel a mixture consisting of: polypropylene (96%) 5, 76 kg nitrogen-containing resin (4 The characteristics of the polypropylene used are as follows: - intrinsic viscosity 1, 37 - ash content 0, 024% - heptane extraction residue 96, 3% The mixture is granulated, and extruded under the following conditions: - temperature screw - head temperature - die temperature - type of die - maximum pressure - winding speed 240° C. 250IC 250IC 60 holes, diameter 0, 8 mm, 16 mm length. 60 kg/cm2 470 meters/min. The wire is stretched in a steam-heated, at a temperature of 130° C., to a draw ratio of 1:5, 5. Then subjected to a dimensional stabilization treatment under the conditions of free shrink, to 110I C. for 15 min. The characteristics of the drawn yarn and sérimétriques thermostatised are as follows: 4.7 grams/denier and tenacity - - 21% elongation. Is creped then the wire and the cutting bit 9 cm in length. In this example and in the example 7, the wick obtained was then dyed using the following dyes: yellow alizarin (IC: 1 yellow stain) red wool b. (IC: red acid 115) red alizarin S (IC: red stain) blue alizarin S (IC: acid blue 43) acid black JVS (IC: black acid 1) yellow lanasyne Gin (IC: yellow acid 112) red lanasyne 2gl (IC: 216 acid red (acid dye) (acid dye) (acid dye) (acid dye) (acid dye) (metalized dye) (metalized dye) brown lanasyne 3rl (IC: brown acid 30) (metalized dye) purple cibacet brr (IC: red dispersed 18) (disperse dye) blue sétacyle gloss GB (IC: blue dispersed 3) (disperse dye). There were dyeing during 1 hr l/z at boiling point in baths 2, 5% of dye based on the weight of fiber, it is to say in a fiber/bath ratio 1:1 to. Dyeing with dyes was plated and acids in the presence of 3% ammonium acetate (by fiber weight) and 1% of a surface-active agent consisting of a condensation product of ethylene oxide with a phenol antioxidant. 30 minutes after the onset of boiling, is added 2% glacial acetic acid by weight de fibers to enhance exhaustion baths Dyeing with dyes plastosoluble sec (dispersed) was 2% in the presence of a surface-active agent by weight of fibers. After dyeing, the fibers is rinçait with tap water; they have several deep shades in all cases, the dyes are acidic, plated or plastosolubles. The colorfastness to light, washing and friction appears quite satisfactory. Is further improved the strength of the dye by subjecting the fibers, prior to dyeing, to a treatment with an aqueous solution at 3% ethylene glycol diglycidyl ether and heating the fibers to 110 - 120 degrees C. EXAMPLE 7 340 G of 1 is introduced, 8p-to-menthanediamine (2 mole), 185 g of epichlorohydrin (2moles) 600 cm3 and isopropanol in the balloon 2 liters to three necks having a stirrer, a thermometer and a reflux condenser. The solder mass is (to 85° C.) during 14 hours while stirring. During the last four hours of heating, added 80 grams (2 mole) of soda by small portions. The sodium chloride is removed by hot filtration and the solvent by distillation. The residue is dried completely by heating at 140 - 150 degrees C. for 2 hours, under reduced pressure (5 to 10 mm of Hg). The nitrogen-containing resin that is thus obtained is milled and screened. The resulting powder has a softening point of between 85 - 87 °C. Is prepared, at room temperature and in a Henschel mixer type, a mixture consisting of: polypropylene (95%) - 7.6 kg - nitrogen-containing resin (5 The characteristics of the polypropylene used are as follows - intrinsic viscosity 1, 37 - ash content 0, 024% - heptane extraction residue 96, 3% The mixture is granulated, then 1' filag extruded in a molten state, under the following conditions: - temperature of the screw 240° C. - head temperature 230° C. - temperature of the die 230° C. - type of the die 60 holes, diameter 0, 8 mm, 16 mm length - winding speed - maximum pressure 48 kg/cm2 450 meters/min. The fiber is drawn in a steam-heated, wherein the TM intient at 130° C., to a draw ratio of 1:5, 5. Thereafter subjected to a dimensional stabilization treatment, under the conditions of free shrink, C. for 15 min to 110°. The characteristics sérimétriques drawn fiber and heat-set are as follows: 5 - tenacity, 2 grams/denier yarn - 22% elongation Is creped then the fiber and cutting tow having a length of 9 cm. The tow obtained is dyed with dyes of the example 1 and the result is solid and intense matching colors. Is further improved the strength of the dye by subjecting the fibers, before drying, to a treatment with an aqueous solution at 3% ethylene glycol diglycidyl ether and then heating the fibers to 110 - 120 degrees C. for 15 min. The addition of the basic resin product according to the invention gives the fibers having a high photostability. After exposure to sunlight (effective exposure) during 200 hours, and corresponding variations in the seventh hue of the standard scale blue (specifications Unitex for measuring the light fastness), residual fastnesses were determined following on polypropylene fibers and polyacrylonitrile containing different percentages of resinous condensate: % condensate residual strength 5% 7, 5% of the initial value 1% 65% 0, 2% 58% "" EXAMPLE 8 86 G of piperazine derivatives is introduced anhydrous (L-moles), 170 g of pmenthanediamine (L-moles), 600 cm3 185 g of isopropanol and (2 mole) épichlorhydrine into a flash tank 2 liters to three necks having a stirrer, a thermometer and a reflux condenser. The mass is heated to 50 - 60 degrees C., while stirring, 1 during time. Is continued under reflux for 10 hours, while stirring. In the course of the last five hours of heating, added 80 grams (2 mole) of soda, by small portions. The sodium chloride is removed by filtration and the solvent by distillation chauf. The residue completely dried by heating to C. for 2 hours 150°, under reduced pressure (5 - 10 mmHg). The resin obtainable thereby is milled and screened. The resulting powder has a softening point of between 78 and 80° C.. Is prepared, at room temperature and in a Henschel mixer type, a mixture consisting of: polypropylene (95%) 5, 7 kg nitrogen-containing resin (5 The characteristics of the polypropylene are as follows: 1 - intrinsic viscosity, 37 0 - ash content, 024% - residue from extraction to heptane 96, 3% The mixture is granulated, and extruded in a melt-spinning, under the following conditions: - temperature screw 240° C. 230° C. - head temperature - die temperature 230° C. - type of the die 60 holes, diameter 0, 8 mm, 16 mm length 52 kg/cm2 - maximum pressure 430 - winding speed of m/min. The fiber is drawn, in a steam-heated wherein temperature is kept of 130° C., to a draw ratio of 1:5, 5. Thereafter subjected to a dimensional stabilization treatment under the conditions of free shrink, C. for 15 min to 110°. The characteristics of the drawn yarn and sérimétriques thermostatised are as follows: 5 - tenacity, 1 gm/den - 23% elongation. The fiber is then crimped and cut into tow having a length of 9 cm; on the wick is obtained solid shade of intense using dyes of the example 1. EXAMPLE 9 400 G of N is introduced, ' n-a-diisopropylhexaméthylène diamine (2moles), 185 g of epichlorohydrin (2 mole) and 400 cm3 isopropanol in the balloon 2 liters to three necks, provided with a stirrer, a thermometer and a reflux condenser. Is the solder mass to 85° 23 C. for hours, while stirring. During the last two hours of heating, added 80 grams (2 mole) of soda, by small portions. The sodium chloride is removed by hot filtration and the solvent by distillation. The residue is dried completely by heating 150° pendans C. 2 hours, under reduced pressure (residual pressure of 5 - 10 mmHg) the residue obtained is a thick liquid and viscous. Is prepared, at room temperature in a Henschel mixer type, a mixture consisting of: (94%) 6 - propylene, 58 kg - nitrogen-containing resin (6%) 0.42 kg The characteristics of polypropylene used are as follows: The mixture is granulated, then extruded in a melt-spinning, under the following conditions: The fiber is drawn, in a steam-heated wherein temperature is kept of 130° C., to a draw ratio of 1:5, 3. Thereafter subjected to a dimensional stabilization treatment under the conditions of free shrink, C. for 15 min to 110°. The characteristics of the drawn yarn and sérimétriques thermostatised are as follows: 5.3 grams/denier and tenacity - 22 - elongation The fiber is then crimped and cut into tow having a length of 9 cm; solid intense colors are obtained on the wick hue with dyes of the example 1. EXAMPLE 10 137 Is introduced, 6 g of anhydrous piperazine (L-, 6 moles), 1 g of 170.4, 3bis (n-dodecylamine) propanol derivatives thereof 2 (0.4 moles), 185 g of epichlorohydrin and 600 cm3 of methanol in a flask of 2 liters to three necks having a stirrer, a thermometer and a reflux condenser. The mass is heated to 50 - 60 degrees C. for 1 hour, while stirring is continued under reflux for 14 hours, while stirring. In the last four hours of heating, is added 80 grams (2 mole) of soda, by small portions. The sodium chloride is removed by hot filtration and the solvent by distillation. The residue is dried completely by heating to 140 C. for 2 hours - 150°, under reduced pressure (residual pressure of 5 - 10 mmHg). This residue is a soft, waxy. Is prepared, at room temperature and in a Henschel mixer type, a mixture consisting of: propylene (95%) 5, 7 kg nitrogen-containing resin (5 The characteristics of the polypropylene used are as follows: 1 - intrinsic viscosity, 37 - 0,024% ash content - heptane extraction residue 96, 3% The mixture is granulated and then extruded in a melt-spinning, under the following conditions: - temperature screw - head temperature - die temperature - type of the die - maximum pressure - winding speed 230° C. 230° C. 230° C. 60 holes, diameter 0, 8 mm, 16 mm length 47 kg/cm2 420 meters/min. The fiber is drawn in a steam-heated, wherein temperature is kept of 130° C., draw ratio 1:5, 3. Thereafter subjected to a dimensional stabilization treatment under the conditions of free shrink, C. for 15 min to 110°. The characteristics of the drawn yarn and sérimétriques thermostatised are as follows: 5 - tenacity, 3 grams/denier yarn - 21.5% elongation. The fiber is then crimped and cut into tow having a length of 9 cm; solid intense colors are obtained on this wick using dyes of the example 1. EXAMPLE 11 86 G of piperazine is introduced anhydrous (L-moles), 226 g of 4, 4' of bis (methylamine) diphenylmethane (lmole), . 185 g of epichlorohydrin (2 mole) and 600 cm3 isopropanol in the balloon 2 liters to three necks, provided with a stirrer, a thermometer and a reflux condenser. The mass is heated to 30 - 50 degrees C., while stirring, 1 during time. Continuing the reflux for 14 hours, while stirring. During the last four hours of heating, is added 80 grams (2 mole) of soda, by small portions. The sodium chloride is removed by hot filtration and the solvent by distillation. The residue is dried completely by heating to 140 - 150 degrees C. for 2 hours under reduced pressure (5 - 10 mm Hg at residual pressure). The nitrogen-containing resin that is thus obtained is milled and screened. The powder has a softening point of 106° C.. Is prepared, at room temperature in a Henschel mixer type, a mixture consisting of: propylene (95%) - 5, 7 kg - resin containing nitrogen (5%) 0, 5 kg The characteristics of polypropylene used are as follows 1 - intrinsic viscosity, 37 0 - ash content, 024% - heptane extraction residue 96, 3% The mixture is granulated and extruded in a spinning device melt, under the following conditions: - temperature screw - head temperature - die temperature - type of the die - maximum pressure - winding speed 240° C. 230° C. 230° C. 60 holes, diameter 0, 8 mm, 16 mm length 45 kg/cm2 410 meters/min. The fiber is drawn in a steam-heated wherein temperature is kept of 130° C., to a draw ratio of 1; 5.3. Thereafter subjected to a dimensional stabilization treatment under the conditions of free shrink, C. for 15 min to 110°. The characteristics of the drawn yarn and sérimétriques thermostatised are as follows: 5.4 grams/denier and tenacity - - 24% elongation The fiber is then crimped and cut into tow having a length of 9 cm; on the tow obtained solid intense colors are obtained with dyes of the example 1. EXAMPLE 12 103 Is introduced, 2 g of anhydrous piperazine (I, 2 moles), 182.4 grams of n, n-' a-dibutylhexaméthylènediamine (0.8 moles), 185 g of epichlorohydrin (2 mole) and 300 cm3 methanol in a flask 2 liters to three necks having a stirrer, a thermometer and a reflux condenser. The mass is heated to 30 - 40 degrees C., under stirring for 1 hour. Is continued under reflux for 10 hours, while stirring. During the five-hour heating. rnières, added 80 grams (2 mole) of soda by small portions. The sodium chloride is removed by hot filtration and the solvent by distillation. The residue is dried completely by heating at 140 - 150 degrees C. for 2 hours, under reduced pressure (residual pressure of 5 - 10 mmHg). The nitrogen-containing resin that is thus obtained is milled and screened. Is prepared, at room temperature in a Henschel mixer type, a mixture consisting of: - polypropylene (95 - resin containing nitrogen (5%) 0, 3 kg The characteristics of the polypropylene are as follows: 1 - intrinsic viscosity, 37 0 - ash content, 024 Resinous compositions which are spinnable comprise a crystalline polyolefin or an acrylonitrile polymer or copolymer and from 1 to 25% of a resinous condensation product of epichlorohydrin and an amine. The resinous condensation products may be prepared by the condensation of epichlorohydrin with a primary or secondary amine or a salt thereof, preferably in the presence of an alkaline condensing agent such as the hydroxide or carbonate of an alkaline earth or alkali metal and, if desired, in the presence of an inert solvent such as ethyl alcohol. The resinous condensation products may have been further reacted with another amine, an alkyl halide, an aryl halide or an aliphatic imine such as ethylene imine. The compositions may also contain solid dispersing agents of which many are specified including cetyl and stearyl alcohol, stearic acid, terephthalic acid, benzoin, furion, vinyl stearate, glycerol mono-, di- and tristearates, ethanolamine stearate, stearamide, N-diethanollauramide, C6-C30 aliphatic amines, condensation products of ethylene oxide with alcohols, amines and phenols, polystearamide, polyacrylic acid polystyrene, styrene copolymers and terpene polymers. The acrylonitrile polymer or copolymer compositions may contain spinning solvents, e.g. dimethylformamide, g -butyrolactone or ethylene carbonate. The compositions may be spun into fibres and the resinous condensation product may then be cross-linked by, for example, formaldehyde, an isocyanate such as hexamethylene diisocyanate, a diepoxide such as the diglycidyl ether of ethylene glycol in water, or divinylbenzene. In examples the following resinous condensation products are prepared from the first two reactants named and modified by the third: octadecylamine / epichlorohydrin/hexamethylenediamin (1, 8 and 23); dodecylamine / epichlorohydrin / 1, 2-propylenediamine (2); dodecylamine / epichlorohydrin / triethylene-tetramine (3); dodecylamine / epichlorohydrin/tetraethylenepentamine (4); octadecylamine/epichlorohydrin / tetraethylenepentamine (5); dodecylamine / epichlorohydrin / hexamethylenediamine (6); octadecylamine / epichlorohydrin (9); octadecylamine / epichlorohydrin / hexamethylenediamine and triethylenetetramine (10); hexamethylenediamine / epichlorohydrin / octadecyl chloride (16 and 17); hexamethylenediamine / epichlorohydrin / cetyl, lauryl, or benzyl chloride (17); octadecylamine / epichlorohydrin/ethylene imine (18 and 19); dodecylamine / epichlorohydrin / ethylene imine (20); dioctadecylamine / epichlorohydrin / ethylene imine (21); dodecylamine / epichlorohydrin / ethylenediamine (24). Spinning compositions comprising one of the above resinous products or the reaction product of aniline and epichlorohydrin with crystalline polypropylene, low-pressure polyethylene, polyacrylonitrile, an acrylonitrile/methyl methacrylate copolymer or an acrylonitrile/ethyl acrylate copolymer are also described. The solubility of the condensation product of Example 1 in many solvents is given.ALSO:Fibres spun from compositions comprising a crystalline polyolefin, or an acrylonitrile polymer or copolymer and from 1 to 25% by weight of the polymer or copolymer of a resinous condensation product of an amine and epichlorohydrin may be dyed by means of acid dyes, acetate dyes, basic dyes, metallised dyes, plastosoluble dyes and vat dyes. 1 Degrees) a method for preparing by extruding a melt, followed by stretching, textile fibers during dyeing, which mainly consist of crystalline polyolefins or acrylonitrile polymers, which is characterized by the following points: a) - is extruded mixtures of crystalline polyolefins or acrylonitrile polymers with 1 to 25% by weight of the resinous nature of basic nitro compounds, which is obtained by reacting, in the presence or absence of solvents and of condensation agents, epichlorohydrin with τ α η℮ primary aliphatic amines or moreor b) - polyolefin used is crystalline polypropylene; c) - condensation products are prepared by reacting a basic nitrated moles of one or more aliphatic primary C.3 - C.30 1 to 3 with secondary or mole of epichlorohydrin and with O, 1 to 10 moles of amine disecondaire, aliphatic, aromatic or heterocyclic; d) - as aliphatic amine, used the following amines: n-dodecylamine, hexadecylamine, octadecylamine, dioctadécylamine, dioctylamine or salts thereof; e) - amine disecondaire, used the following amines: piperazine; 1, 8 P-menthanediamine; the n, the n'a-diisopropylhexaméthylènediamine; 1, 3bis (n dodécylam',ae) propanol derivatives 2; 4, 4' of bis (methylamine) diphenylmethane; n-, dibutylhexaméthylènediamine does; f) - epichlorohydrin is added in the second condensation stage, at the same time that the amine disecondaire; g) - in the preparation of the mixture spinning, there is also added a small proportion, ranging from 0, 1 to 5% of the total blend, of a compound as a solid agent dispersion of the condensate nitrated in the melt; h) - is stretched the extruded fibers, at rates between 1:2 and 1:10, at temperatures between 80 and 150° C., using the drawing device heated by hot air, steam or using a similar fluid; i) - subjected the fibers, before or after stretching, to treatments to formaldehyde, isocyanate-or diepoxide compounds, which make completely insoluble in water the nitro compound mixtures, 2 Degrees) condensates nitrated basic indicated under 1 degrees), 3 Degrees) spinning mixtures comprise crystalline polyolefins or acrylonitrile polymers, condensation products of the épichlorhyfrine with primary aliphatic amines0U<employing the same ^has the Ires. The c ^ ^ Q-- C., and with an amine disecondaire as piperazine, optionally a solid dispersion of the condensate nitro basic in the melt, prepared according to 1 degrees, 4 Degrees) the textile fibers filament single or multiple, simple or bulky yarns and fibers by wick, consisting essentially of crystalline polyolefins, nitro compounds basic and possibly solid agent dispersion obtained by implementing the method defined in 1°. Office CAZENAVEunder the following conditions: - temperature of the screw 240° C. - head temperature 230° C. - temperature of the die 220° C. - type of the die 60 holes, diameter 0, 8 mm, 16 mm length - pressure 45 kg/cm2 - winding speed 250 meters/min. following er: - toughness 4.03 grams/denier yarn - elongation 25% yellow solid 2g (acid dye) red wool b. (acid dye) aCF to alizarin blue (acid dye) black acid pilgrim (acid dye) red lanasyne 2gl (metalized dye) yellow sétacyle 3g (disperse dye) purple cibacet brr (disperse dye) the rho acétoquinone blue (disperse dye) 3rd following: - toughness 3.98 grams/denier yarn - elongation 22 yellow solid 2g (acid dye) red wool b. (acid dye) aCF to alizarin blue (acid dye) IYS black acid (acid dye) purple cibacet brr (disperse dye) the rho acétoquinone blue (disperse dye) EXAMPLE 5 - intrinsic viscosity 1, 37 - ash content 0, 024% - heptane extraction residue 96, 3% - temperature screw 240° C. - head temperature 240° C. - die temperature 230° C. - type of the die 60 holes, diameter 0, 8 mm, 16 mm length - maximum pressure 55 kg/cm2 - winding speed 450 meters/min.