Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
  • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
  • D01F11/04—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers
  • D01F11/06—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • D01F6/18—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • D01F6/38—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising unsaturated nitriles as the major constituent
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
  • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
  • D06M13/288—Phosphonic or phosphonous acids or derivatives thereof
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S428/00—Stock material or miscellaneous articles
  • Y10S428/92—Fire or heat protection feature
  • Y10S428/921—Fire or flameproofing
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2967—Synthetic resin or polymer
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2971—Impregnation
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31855—Of addition polymer from unsaturated monomers
  • Y10T428/31909—Next to second addition polymer from unsaturated monomers
  • Y10T428/31928—Ester, halide or nitrile of addition polymer

Definitions

• the fibers produced from the ordinary acrylonitrile homopolymer or copolymer are widely used in textile and home furnishings uses. However, because of essential lack in flame resistance of these fibers, their use in specialpurposes, for example home furnishings such as carpets and curtains and the like'and clothing for babites and children is not desirable.
• a more concrete technique of such flame retardant methods is to spin an acrylicspinning solution into which-powder of halogen-containing polymer such as polyvinylchloride, polyvinylidene chloride, etc. has been added.
• the fiber obtained has many voids withinthe fiber, since there is no compatibility between the halogen-containing polymer and the acrylonitrile polymer.
• the existence of such voids results in an excessive decrease in the strength of the fiber and causes devitrification, namely the loss of transparency to make the fiber opaque, thus making the fiber of extremely low quality.
• Japanese Patent Publication No. 35974/1971 discloses a method wherein there is spun an acrylic spinning solution using aqueous solution of zinc chloride as the solvent for the acrylic polymer and containing a halogen-containing polymer as well as a tris(polyhaloalkyl) phosphate compatible with prevented from devitr ification and the halogen-containing polymer, in a dispersed condition.
• the main object of the present invention is to provide an improved process for producing flame retardant acrylic fibers.
• An object of the invention is to prevent the devitrification of the acrylic fiber containing the halogen containing polymer as well as to improve the various properties of the fiber, such as strength, luster, etc.
• Another object of the invention is to produce an acrylic fiber having an excellent flame retardant effect, improved in strength and luster, industrially advantageously, without causing any troubles in the spinning step, by treating the acrylic fiber gel in a hydrogel condition containing the halogen-containing polymer particles, obtained by wet-spinning a spinning solutionof an acrylonitrile polymer dissolved in a concentrated aqueoussolution of thiocyanate, with a specified compound, stretching the fiber under heat under specified conditions, or contingently by subjecting the stretched fiber to additional wet heat stretching .or dry heat stretching.
• These objects of the present invention can be attained by treating the fiber in a hydrogel condition obtained by wet-spinning a spinning solution, of acrylonitrile polymer dissolved in a concentrated aqueous thiostretching the fiber at least three times the initial length in hot water above 90C.
• the above-mentioned objects of the invention can be more satisfactorily attained by stretching the foregoing heat-stretched fiber, after subjecting it to an ordinary fiber structure collapsing by drying, less than three times the stretched fiber length under wet heat at a temperature above 100C. or under dry heat above 140C.
• the halogen-containing polymer is present in the form of fine particles.
• the fiber in such a condition is subjected to treatment with the specified compound according to the present invention and heat stretching under specified conditions, or contingently to additional wet heat or dry heat stretching, the halogen-containing polymer particles in the fiber are stretched after being swollen and plasticized.
• the particles will become combined with each other to form streams in the fiber and the fiber can be prevented well from devitrification and improved in strength and luster.
• the fiber is not treated with the specified organic phosphate and/or organic phosphonate according to the present invention and subjected only to heat stretching or heat stretching followed by additional wet heat or dry heat stretching, it is supposed that the halogen-containing polymer particles present in the hydrogel condition fiber will remain in that form even after stretching so that devitrification takes place, and various fiber properties such as strength, etc. are impaired.
• the halogen-containing polymer particles are contained in the fiber in a more or less aggregated condition and such aggregates remaining in that form without being destroyed after passing through the aftertreatment steps, such as stretching, drying and the like, will cause the devitrification of the fiber and the impairment of the fiber properties.
• the acrylic fiber obtained according to the present invention becomes to have very good flame retardance.
• the hydrogel condition acrylic fiber used in the present invention containing the halogen-containing polymer can be obtained in the usual way by wet-spinning a spinning solution, of an acrylonitrile polymer dissolved in a concentrated aqueous thiocyanate solution, containing the finely, dispersed halogen-containing polymer, Concretely, for example the spinning method described in U.S. Pat. Nos. 2,558,730, 2,558,731, etc. can be used.
• the filaments extruded-and formed in the 'aqueous coagulation bath in the usual way become swollen filaments in a hydrogel condition which will be then subjected to the treatment and heat stretching according to the present invention, by being washed with water and, as required, subjected to stretching from about 1.5 to about 3 times at ordinary temperature before or after the water-washing.
• organic phosphate compounds and/or organic phosphonate compounds which are made to cover or steep the acrylic fiber in a hydrogel condition to act as a binder between the halogen-containing polymer and the acrylonitrile polymer entirely incompatible with each other and prevent the devitrification of the fiber and the decrease in the fiber strength due to the introduction of the halogen-containing polymer in the fiber, and which promote the orientation of the halogencontaining polymer'to improve the fiber qualities, are
• R R R R R and R are each alkyl group having one to 20 carbonjatoms, haloalkyl group having one to 20 carbon atoms, alkenyl group having one to 20 carbon atoms, arylalkyl group having seven to 20 carbon atoms, alkylaryl group having seven to 20 carbon atoms, or aryl group and may be the same with or different from each other and R, may be hydrogen atom or wherein R is alkylene group having one to six carbon atoms or haloalkylene group having one to six carbon atoms, and R and R are each a same organic residue as R, to R
• tributyl phosphate trioctyl phosphate, triphenyl phosphate, tribenzyl phosphate, tricreasyl phosphate, tris(2,3- dibromopropyl)-phosphate, tris(2,3- dichloropropyl)phosphate, tris(chlor
• phosphates and phosphonates particularly suitably used in the present invention are those having, as R, to R substituents. organic residues containing no halogen atom, such as alkyl group, alkenyl group, aralkyl group, aryl group or alkylaryl group; or mixtures containing such a compound as the major component and another phosphate or phosphonate in a minor ratio.
• Such phosphates and/or phosphonates according to the present invention are made to impregnate the acrylic fiber in a hydrogel condition, directly as such as a solution or dispersion in water, organic solvent or other suitable solvents, by spraying or immersing, etc.
• the amount of absorption by the compound in the fiber in such treatment is generally l0 to 80 percent by weight, preferably to percent by weight based on the weight of the halogen-containing polymer present in the fiber.
• the halogen-containing polymer is excessively softened, with the result that the compound not only does not contribute to the improvement in the fiber qualities but also becomes a cause of re-devitrification of the fiber by being removed in the after-treatment step or during washing.
• the acrylic fiber in a hydrogel condition containing the halogen-containing polymer softened or swollen by treatment with such a phosphate and/or phosphonate is stretched at'least three times up to less than about seven times the initial length in hot water above C.,preferably from to C.
• Such stretching the fine particles of the halogencontaining polymer or the aggregates of the particles are united and formed into streams so that the devitrification of the fiber is prevented and the fiber properties such as strength, etc. are improved.
• Such heat stretching conditions are the essential requirements for attaining the foregoing effects, and in heat stretching using any conditions outside this range, the objects and effects of the present invention are not fully attained.
• the fiber after having undergone the treatment and heat stretching according to the present invention is subjected to after-treatments such as theordinary fiber structure collapsing treatment by drying, crimping treatment, relaxing heat treatment, to produce the final product fiber.
• after-treatments such as theordinary fiber structure collapsing treatment by drying, crimping treatment, relaxing heat treatment, to produce the final product fiber.
• it is another procedure to subject the thus heat stretched and structure collapsed fiber to specified additional wet heator dry heat-stretching to attain the objects and effects of the inventionmore fully.
• the treatment for the fiber structure collapsing is generally conducted by drying the fiber in an atmosphere of a dry-bulb temperature of 90 C. and wet-bulb temperature of 5090C.
• the halogen-containing polymer in the fiber is distributed and oriented in the form of more stable streams, so that the fiber is made more transparent and prevented from the devitrification more satisfacto-' rily, and furthermore remarkably improved in the physical properties such as strength and lu'ster.
• such wet-stretching is carried out .in a heated steam atmosphere at least above 100C., preferably at 105 to C., and the dry heat-stretching, at a temperature at least above 140C, preferably to 220C., by means of heated rolls, heated plates or heated air.
• the stretching times is desirably less than three times, preferably from 1.1 to 2.5 times, in either case of wet heat-stretching or dry heat-stretching.
• Illustrative monomers include, for example, vinyl esters, such as vinyl acetate, vinyl p'ropionate, and vinyl butyrate; vinyl halides and vinylidene halides, suchas vinyl chloride, vinyl bromide, vinyl fluoride, vinylidene chloride, vinylidene bromide, and vinylidene fluoride; allyl alcohols, such as allyl alcohol, methallyl alcohol, and ethallyl alcohol; allyl, methallyl, and other unsaturated monohydric alcohol esters of monobasic acids, such as allyl and methallyl acetates andlaurates; acrylic acids and alkacrylic acids, suchas acrylic acid,
• esters and amides of the foregoing acids such as methyl, ethyl propyl, and
• butyl acrylates and methacrylates acrylamide, methacrylamide, N-methyl, N-eth-yLN-prop yl, and N-butyl acrylamides and methacrylamides; methacrylonitrile, ethacrylonitrile and other hydrocarbon-substituted acrylonitriles; unsaturated sulfonic acids and their salts, such as allylsulfonic acid, methallylsulfonic acid, styrene sulfonic acid and their sodium and potassium salts; unsaturated aliphatic hydrocarbons, such as isobutylene; and numerous other compounds having one group therein,
• alkyl esters for example, of a,B-unsaturated polycarboxylic --acids, such as dimethyl, diethyl, dipropyl, and dibutyl esters of maleic,
• the polymer will contain at least 80 percent, by weight, of acrylonitrile, based on the total weight of the polymer.
• the polymers of vinyl halide or vinylidene halide (halogen-containingpolymers) to be introduced into the spinning solution are homopolymers of vinyl halide such as vinyl chloride, vinyl bromide; homopolymers of vinylidene halide such as vinylidene chloride, vinylidene bromide; copolymers of vinyl halide and vinlidene halide; copolymers of vinyl halide or vinylidene halide and less than about 25 percent of acrylonitrile or any of the abovementioned compounds copolymerizable with acrylonitrile.
• homopolymers of vinyl halide such as vinyl chloride, vinyl bromide
• homopolymers of vinylidene halide such as vinylidene chloride, vinylidene bromide
• copolymers of vinyl halide and vinlidene halide copolymers of vinyl halide or vinylidene halide and less than about 25 percent of acrylonitrile or any of
• Such a halogen-containing polymer is finely dispersed in a concentrated aqueous thiocyanate solution of the acrylonitrile polymer in a suitable way to produce the acrylic spinning solution to be used in the present invention.
• any method may be used if the polymer can be finely dispersed in the above-mentioned acrylonitrile polymer solution.
• the industrial significance of the invention is further increased.
• the preferred amount of introduction of the halogencontaining polymer to be acrylonitrile spinning solution is generally 10 to 120 percent, preferably 30 to 100 percent, by weight based on the weight of the acrylonitrile polymer present in the spinning solution.
• the concentrated aqueous thiocyanate solution which dissolve the acrylonitrile polymer to produce the spinning solution are those of well-known composition used as the solvent in acrylic fiber production, and are concentrated (e.g. 35 60 percent) aqueous solutions of, for example, sodium thiocyanate, potassium thiocyanate, ammonium thiocyanate, calcium thiocyanate, etc.
• EXAMPLE 1 Five hundred parts of polyvinyl chloride emulsion (30 percent in polymer concentrated) obtained by emulsion polymerization, having an average degree of polymerization of 1,000 and an average particle diameter of 0.26 microns, to which 10 parts of polyoxyethyl' ene lauryl ether, a-nonionic surfactant, having a HLB value of 11.3 had been added, was continuously injected into a 44 percent sodium thiocyanate solution of an acrylonitrile copolymer 10 percent in polymer concentration.) consisting of 90 percent acrylonitrile and 10 percent methyl acrylate such that the ratio of the emulsion to the polymer solution is 1:10 (by weight), according to the method of Japanese Patent Application No. 2650/1972.
• the mixture was blended and stirred by means of an in-line high shear mixer (Pipe Line Homomixer manufactured by Tokushu Kikakogyo Co., Japan) to obtain an acrylic spinning solution continuously and stably in which the polyvinyl chloride particles were dispersed finely and uniformly.
• an in-line high shear mixer Peripheral Line Homomixer manufactured by Tokushu Kikakogyo Co., Japan
• the resulting fiber was stretched twice the initial length in room temperature and washed with water.
• the thusobtained fiber in a hydrogel condition was immersed in a tricresyl phosphate solution for seconds, stretched five times in boiling water at about 99C., and dried in an atmosphere of dry bulb temperature of 120C. and wet bulb temperature of 65C. In this way an acrylic fiber having good luster, substantially free from voids and accordingly substantially without appreciable devitrification, was obtained.
• this acrylic fiber contained 23 percent polyvinyl chloride and 12 percent tricresyl phosphate. In spite of a large amount of introduction of polyvinyl chloride, the fiber had a strength of 3.2 g/d and an elongation of 41 percent, which were comparable to those of the ordinary acrylic fiber.
• the thus obtained fiber had a large number of voids, showed extreme devitrification, and had a strength as low as 2.1 g/d, thus the fiber being of very low quality.
• the longitudinal section of this fiber was viewed under the microscope, the polyvinyl chloride in thefiber was found present in the form of particles.
• EXAMPLE 2 The acrylic spinning solution produced in Example 1 was extruded and coagulated and the coagulated fiber was stretched in room temperature and washed with water, under'the same conditions as in Example 1.
• the fiber was immersed in a tributyl phosphate solution for 10 seconds and then stretched five times in boiling water at about C.
• the thus obtained acrylic fiber had good luster, was substantially free from devitrification and had the same degree of .transparency as the ordinary transparent fiber.
• EXAMPLE 4 The acrylic fiber which had been subjected to the tricresyl phosphate treatment, heat stretching treatment and fiber structure condensation treatment by drying as in Example 1, was further subjected to 1.5 times dry heat stretching in contact with heated plates at 210C.
• EXAMPLE-5 To a vinyl chloride-vinylidene chloride copolymer emulsion (40 percent in polymer concentration) obtained by emulsion polymerization, 1 percent by weight of polyoxyethylene lauryl ether (having a HLB value of 1 1.3) based on the weight of the copolymer was added to make the surface of the emulsion particles covered 7 by that surfactant. The thus obtained emulsion was introduced continuously into a 44 percent aqueous thiocyanate solution of an acrylonitrile copolymer consisting of 91 percent acrylonitrile and 9 percent vinyl acetate (10 percent in polymer concentration) such that the ratio of the emulsion to the polymer solution was 1:10 (by weight). The mixture was blended and stirred by means of an in-line high shear mixer to obtain an acrylic spinning solution continuously and stably in l which the particles of the vinyl chloride-vinylidene chloride copolymer were dispersed finely and uniformly.
• the thus obtained spinning solution was spun and the resulting fiber was washed with water to form a fiber in a hydrogel condition.
• the fiber was immersed in a trioctyl phosphate solution or tribenzyl phosphate solution for 10 seconds, then stretched 5.5 times the initial length in boiling water at about 100C. and dried in an atmosphere of dry bulb temperature of 123C. and wet bulb zyl phosphate.
• the fiber had a strength of 3.0 g/d and an elongation of 43 percent, thus retaining good fiber qualities in spite of introduction ofa large amount of halogen-containing polymer.
• the halogen-containing polymer in the fiber was formed into streams by microscopic examination and that the fiber represented good self-extinguishability in flame retardance tests.
• Example 2 was repeated except that a mixture solution consisting of percent tributyl phosphate and 30 percent tris( l-bromo-3-chloroisopropyl)phosphate' was used in place of the single tributyl phosphate solution used in Example 2. As the result, an acrylic fiber having good luster, no substantial devitrification and yet good flame retardance was obtained.
• An improved process for producing flameretardant acrylic fibers which comprises a. preparing acrylic fibers in a'hydrogel condition by wet-spinning aspinning solution, which consists of acrylonitrile homoor co-polymers and a concentrated aqueous solution of thiocyanate, containing finely dispersed particles of a halogen-containing polymer selected from the group of homoand copolymers of vinyl halide and homoand copolymers of vinylidene halide,
• halogencontaining polymer is a copolymer of vinyl chloride and vinylidene chloride.
• organic compound is selected from the group of tributyl phosphate, trioctyl phosphate, triphenylphosphate, t'ribenzyl phosphate, tricresyl phosphate, tris(2,3- dibromopropyl)phosphate, tris(2,3- dichloropropyl)phosphate, tris(chlorobromoethyl)- phosphate, tris(bromochloropropyl)phosphate, tris(2-chloroethyl)phosphate, bisdibromopropyldichloropropyl phosphate, bisbromochloropropylbromochloropropyl phosphate, bisdibromopropylidibromopropyl phosphonate, bis-2-chloroethylvinyl phosphonate,
• An improved process for producing flameretardant acrylic fibers which comprises a. preparing acrylic fibers in a hydrogel condition by wet-spinning a spinning solution, which consists of acrylonitrile homoor co-polymers and a concentrated aqueous solution of thiocyanate, containing finely dispersed particles of a halogen-containing polymer selected from the group of homoand copolymers of vinyl halide and homoand co-. polymers of vinylidene halide,
• An improved process for producing flameretardant acrylic fibers which comprises a. preparing acrylic fibers in a hydrogel condition by wet-spinning a spinning solution, which consists of acrylonitrile homoor co-polymers and a concentrated aqueous solution of thiocyanate, containing finely dispersed particles of a halogen-containing polymer selected from the group of homoand copolymers of vinyl halide and homoand co-' polymers of vinylidene halide,

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Toxicology (AREA)
• Artificial Filaments (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

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Citations (15)

• 1972
  • 1972-03-21 JP JP2829572A patent/JPS5432861B2/ja not_active Expired
• 1973
  • 1973-03-13 US US34088873 patent/US3855382A/en not_active Expired - Lifetime
  • 1973-03-20 CA CA166,446A patent/CA1021127A/en not_active Expired

Patent Citations (15)

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