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
  • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
  • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
  • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
  • C08G59/50—Amines
  • C08G59/56—Amines together with other curing agents
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
• • 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
  • D06M13/322—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 nitrogen
  • D06M13/372—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 nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
• • 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
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/55—Epoxy resins
• • 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
  • Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
  • Y10S524/91—Antistatic compositions
  • Y10S524/911—Composition to apply to a substrate to be destaticized
• • 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
  • Y10T428/2969—Polyamide, polyimide or polyester

Definitions

• This invention relates to synthetic fibers having thereon an antistatic finish which minimizes the accumulation of charges of static electricity during normal use and finishing operations. More particularly, this invention relates to treated synthetic fibers which process readily through the usual operations of textile manufacture without the application of special processing agents and which have a resistance to the accumulation of static electricity which is not lost after repeated washings.
• Synthetic fibers are at a distinct disadvantage when compared with natural fibers in at least one respect for synthetic fibers have the tendency to collect static electrical charges during the manufacture and wearing thereof. Finished synthetic textile fabrics fail to drape like cotton or Wool due to the accumulation of the static charges thereon and have a tendency to cling uncomfortably to the wearer. The static charges also attract dust and lint to the fabric. It is well known in the art that polyamines are eifective temporary antistatic agents but lack durability when washed and have the tendency to impart undesirable characteristics to the fiber to which they are applied, such as, unpleasant hand, discoloration and the like.
• Amine/epoxy compositions are known to be effective adhesives and may be used for cementing together not only similar materials but such dissimilar materials as metals, wood, fabric, glass, and rubber.
• a polyamine/epoxy composition of the prior art was applied in an aqueous suspension in a known manner to an acrylic fiber during the spinning operation, there was an extreme buildup of the polymerized polyamine/epoxy material on the curing roll surfaces. Individual filaments were cemented together in bundles and the cementing of some of the filaments to the roll surfaces resulted in many broken filaments and wholly unsatisfactory spinning results.
• the polyamine/epoxy composition may be padded on a finished fabric, film or any hydrophobic shaped structure. That substrate is then protected from the collection of excess static charges by the finish.
• Treatment of the finished fiber with the same polyamine/epoxy composition and curing either by heat treatment of prolonged standing of the fiber under ambient conditions in staple form avoided the problems associated with application during the spinning of the fiber, but gave a harsh fiber product which processed extremely poorly on woolen systems machinery and which showed high card loading that could not be corrected by the application of softeners, lubricants, or other finishing agents to the fiber.
• an object of this invention is to provide a novel process and composition of matter which will impart antistatic protection to a synthetic, hydrophobic shaped structure without causing objectionable changes in the properties thereof.
• Another object of this invention is to provide a process which will continuously impart durable antistatic protection to a synthetic textile fiber during the manufacture thereof.
• a further object of this invention is to provide a synthetic fiber having a durable antistatic finish which is acceptable to the woolen system for textile processing without further treatment.
• a synthetic textile fiber is provided with durable antistatic properties by continuously associating the fiber during the spinning thereof with an aqueous polyamine/epoxy composition which may also contain a third ingredient.
• the fiber is formed from an acrylic polymer
• the composition was applied before the fiber had completely collapsed, for upon the closing of the fissures in the fiber, a number of the polyamine/ epoxy molecules are trapped therein thereby giving added durability to the finish.
• the polyamine/epoxy molecule carries a plus charge due to the presence of a quaternary ammonium group on the end thereof. This aids the oxygen and nitrogen atoms, which are present in the long-chain molecule, in the conduction of static electrical charges.
• the third ingredient mentioned prevents the filaments from sticking together during the spinning thereof and from adhering to the textile machinery. This ingredient is not a necessary one unless the finish is applied to the fibers before being processed on standard textile equipment. Therefore, the particular use of the antistatic composition determines whether the third ingredient is to be added to the finish composition.
• the use of these antistatic agents effects improvements in the characteristics of acrylonitrile polymers and articles produced therefrom.
• the invention is applicable not only to polyacrylonitrile, but also to copolymers, interpolymers, and blends thereof, particularly those containing at least percent by weight of polymerized or copolymerized acrylonitrile.
• Such polymeric materials include acrylonitrile fiber-forming polymers with readily dyeable basic copolymers, the blend having an overall polymerized acrylonitrile content of at least 80 percent by weight.
• the polymer may be a copolymer of from 80 to 98 percent of acrylonitrile and from 2 to 20 percent of another copolymerizable mono-olefinic monomer.
• Suitable copolymerizable mono-olefinic monomers include acrylic, alphachloroacrylic and methacrylic acids, the acrylates, such as methylmethacrylate, ethylmethacrylate, butylmethacrylate, methoxyhnethyl methacrylate, betachloroethyl methacrylate, and the corresponding esters of acrylic and alpha-chloroacrylic acids; vinyl chloride, vinyl fluoride, vinyl bromide, vinylidene chloride, l-chloro-lbromoethylene; methacrylonitrile; acrylamide and methacrylamide; alpha-chloroacrylamide, or monoalkyl substitution products thereof; 'methyl vinyl ketone; vinyl carboxylates, such as vinyl acetate, vinyl chloroacetate, vinyl
• the polymer can be a ternary interpolymer for example, products obtained by the interpolymerization of acrylonitrile and two or more of any of the monomers, other than acrylonitrile, enumerated above. More specifically, and preferably, the ternary polymers contain from 80 to 98 percent of acrylonitrile, from 1 to percent of a vinylpyridine or l-vinylimidazole, and from 1 to 18 percent of another copolymerizable mono-olefinic substance, such as methacrylonitrile, vinyl acetate, methylmethacrylate, vinyl chloride, vinylidene chloride, and the like.
• the polymer can also be a blend of polyacrylonitrile or a copolymer of from 90 to 99 percent acrylonitrile and from 1 to 20 percent of at least one other mono-olefinic copolymerizable monomeric substance with from 2 to 50 percent of the weight of the blend of a copolymer of from 30 to 90 percent of a vinyl substituted tertiary heterocyclic amine and from 10 to 70 percent of at least one other mono-olefinic copolymerizable monomer.
• the polymeric material when it comprises a blend, it will be a blend of from 80 to 99 percent of a copolymer of 80 to 98 percent acrylonitrile and from 2 to 20' percent of another mono-olefinic monomer, such as vinyl acetate, which is not receptive to dyestufi, with from 1 to 20 percent of a coplymer of from 30 to 90 percent of a vinyl-substituted tertiary heterocyclic amine, such as vinylpyridine, a l-vinylimidazole, or a vinyl lactam, and from 10 to 70* percent of acrylonitrile to give a dyeable blend having an overall vinyl-substituted tertiary heterocyclic amine content of from 2 to 10 percent, based on the weight of the blend.
• a copolymer of 80 to 98 percent acrylonitrile with from 1 to 20 percent of a coplymer of from 30 to 90 percent of a vinyl-substituted tert
• Such a fiber may be formed by extruding a typical acrylonitrile-based spinning dope through a conventional spinnerette into an aqueous coagulation bath wherein the dope hardens into a filament. After the fibers were washed and stretched as they were drawn up a hot water cascade, they were heated and partially dried on a set of drying rolls. When the moisture content of the fiber was from 10 to 50 percent by weight and the temperature of the filaments has reached approximately 100 C., they are immersed in an aqueous emulsion which contains:
• the mixture preferably also contains a dispersing or emulsifying agent which insures a more homogeneous suspension of the several ingredients and, because of the reactive nature of these ingredients, it is preferably held at temperatures below about 40 C. in order to prevent premature polymerization and to thus extend the useful pot life of the mixture.
• the treated fibers then continue through a series of heated rolls during which time the fibers are completely dried and the antistatic coating is polymerized by the heat fromthe rolls thereby forming a veneer around the fibers.
• the time required for a segment of fiber to complete its course through the dual series of heated rolls and the application bat-h is typically 30 to 60 seconds.
• these antistatic agents may also be used in combination with other textile filaments, such as polyester fibers and articles produced therefrom.
• a fiber was formed by extruding a typical polyester melt, such as polyethylene terephthalate, through a conventional spinnerette downwardly through a chimney where the melt was air quenched and was hardened into filaments. The fibers were converged and collected on a bobbin as undrawn yarn. A number of bobbins were then combined and a tow was formed by continuously pulling the yarn therefrom. The tow was heated to at least 40 C. by being passed under a hot Water spray. The fibrous tow then passed into a draw zone where the temperature thereof was increased to C.- C.
• the antistatic finish is especially useful on fibers composed of polyamide fibers.
• Simple linear polyamides which are normally insoluble in alcohol but are soluble in phenols and they are of two types, those derived from polymerizable monoaminomonocarboxylic acids or their amide forming derivatives and those derived from the reaction of a suitable diamine with suitable dicarboxylic acids. On hydrolysis with mineral acids, the polyamides yield monomeric amide forming reactants.
• the activating compounds of this invention are applicable to the polycarbonamides of the type derived from the reaction of a suitable diamine with a suitable dicarboxylic acid.
• polycarbonamide On hydrolysis with hydrochloric acid, these polycarbonamides yield the dibasic acid and the diamine hydrochloride.
• These polycarbonamides are of the general type disclosed in US. Patents 2,071,250, 2,071,253, and 3,130,- 948.
• the term polycarbonamide means polymers having recurring units of formula:
• R is hydrogen or a monovalent hydrocarbon radical as integral parts of the main polymer chain, the average number of carbon atoms separating the amide groups being at least two.
• this invention is concerned with the simple, unsubstituted polyamides such as the polymers formed by the reaction of tetramethylene diamine and adipic acid, tetramethylenediamine suberic acid, tetramethylenediamine with sebacic acid, hexamethylenediamine with adipic acid, hexamethylenediamine with suberic acid and hexamethylenediamine with sebacic acid.
• this invention will cover any nylon formed from a diamine and a dicarboxylic acid as well as those formed from the interpolymerization of monoaminomonocarboxylic acid.
• polymers formed from the reaction of two or more diamines with dicarboxylic acids and/ or two or more dicarboxylic acids with diamines are contemplated.
• polyamide is defined as above for the purpose of this invention and when referred to in the specification encompasses the above monoaminomonocarboxylic acid polyamide as well as the diaminediacid polyamides.
• the permanency of the antistatic coating which has been applied to the fibers was checked in the following manner.
• the fibers are converted into yarn and the yarn is knitted into a tubular fabric shape whereupon the fabric is blank dyed by any conventional dyeing process. In the examples below, it will be seen that all of the samples were not blank dyed.
• the fabric is then washed in a Kenmore washing machine at 110 F. using 0.5 percent aqueous solution Tide detergent for four minutes or alternatively, a 0.3 percent solution of tetra sodium pyrophosphate may be used as the detergent. After the tube is removed from the washing machine, it is centrifuged to remove the excess moisture.
• polyethylene glycol 600 is reacted with thionyl chloride to form polyethylene glycol 600 dichloride.
• the latter is extended with monoethylamine so that both active hydrogens react and two molecules of HCl are split out.
• the final mechanism for crosslinking the finish to render it permanent by reaction with an epoxide is assumed to proceed through the hydrogen of the secondary amine.
• Such amines may be methylamine, ethylamine, propylamine, butylamine, amylarnine, hexylamine, dodecylamine, 3-isopropyl-n-proparnine and the like.
• Such polyamines may be purchased on the open market from the Onyx Chemical Company of 190 Warren Street, Jersey City, New Jersey, under the trademark Aston 1022.
• the epoxide referred to above can be prepared by condensing epichlorohydrin with a polyol.
• a typical example is the condensation product (with elimination of HCl) of glycerine and epichlorohydrin. Preparation of these prod-' ucts is described in detail in British Patent 780,288, dated July 31, 1957.
• Such a material with a molecular weight of between about 230 to 360 is available on the open market under the trademark Eponite 100 (viscosity 90-150 cp. at 25 C.; 10.2 lb./gal.) by Shell Chemical Corporation of 500 Fifth Avenue, New York, New York.
• Epon resins which are diepoxide condensation products of epichlorohydrin and 2,2 diphenylol propane, and the poly(allyl glycidyl ethers).
• the third critical compound which is to be used when the finish is to be applied to the fiber during spinning or before the textile processing thereof may be substituted carbamyl compounds being formed from a condensation product, such as, substituted ureas, thioureas, biurets,
• R corresponds preferably to a saturated aliphatic chain containing six or more carbons, although it may also represent an unsaturated hydrocarbon, or it may carry other substituting groups, such as hydroxy l, carboxyl, or chlorine. In each case, it may be used as a source to introduce this radical into the condensation products as will be shown later.
• R is used to indicate hydrocarbon groups of similar type to R and in a given compound may be identical with R or be secured from a fatty acid.
• R R R and R may represent either hydrogen, a simple alkyl of less than five carbons, or a similar hydroxy alkyl radical such as a beta ethanol group.
• R and R may also represent alternatively an acid amide chain derived from an acid and a polyamine.
• the letter g represents a small whole number ranging from 0 to 3 and while D and D may be the same as in the biurets they may be different as in the guanyl ureas.
• the letter A is used to represent either an amino (NH)- group, a simple alkyl or alkylol substituted amino of less than five carbons, such as, (NC H OH) or -(NC H or oxygen, or sulphur.
• the letters f, j, e, k, m, and t represent small integers, f and j varying from 1 to 6,
• any of the hydrogens in the CH groups may be substituted by a simple alkyl or a hydroxy group.
• condensation products used are in many cases directly water soluble or Water dispersible.
• the condensations are readily dissolved after treatment with acids, such as, acetic, lactic, boric, oxalic, benzoic, salicyclic, furoic, citric, tartaric, formic, phthalic, succinic, or alkyl nap-hthalene sulphonic acids or after reaction with an alkylating agent, such as, ethyl chloride, benzyl chloride, ethylene oxide, ethylene chlorohydrin, or dimethyl sulphate.
• acids such as, acetic, lactic, boric, oxalic, benzoic, salicyclic, furoic, citric, tartaric, formic, phthalic, succinic, or alkyl nap-hthalene sulphonic acids
• an alkylating agent such as, ethyl chloride, benzyl chloride, ethylene oxide, ethylene chlorohydrin, or dimethyl s
• the salts are alkylated products of our substituted urea condensates are indicated in the general formula given where B represents the acid hydrogen or alkyl groups and X the acid radical or halogen group, while for primary urea, etc., condensations B and X disappear from the formula.
• B represents the acid hydrogen or alkyl groups
• X the acid radical or halogen group
• u, v, y and z are whole integers varying from 0 to 1.
• the third critical compound may also be an alkyl substituted imidazoline derivative of the type described in US. Patent No. 2,200,815, to Ackley which may be obtained on the open market from Onyx Chemical and Oil Company of 190 Warren Street, Jersey City, New Jersey, under the trademark Onyxsan.
• Compounds of this type may be prepared by acylating a primary or secondary amino group of a ,u-alkyl N-amino alkyl imidazoline. Such acylation may take place either prior to or during neutralization, with an organic or inorganic acid, of the tertiary amino group of the ,u-alkyl'N-amino alkyl imidazoline.
• acylation and neutralization are performed simultaneously, although, under proper conditions, the steps of acylation and neutralization may be carried out separately and in succession.
• the molecule is acylated by replacing a hydrogen atom which is attached to a nitrogen atom by the group i YC wherein Y is an alkyl, aryl or aralkyl group.
• Y is an alkyl, aryl or aralkyl group.
• This molecule also cross-links with the polyamine/ polyepoxide composition and when polymerized on the surface of a filament, a new composition of matter results which has the antistatic advantages as outlined above.
• a dispersing agent is preferably added to the aqueous bath to insure a thorough mixture of the respective ingredients.
• Satisfactory dispersing agents are the aromatic polyglycol ethers, one example of such being the alkylphenol polyglycol ether containing 9.5 moles of ethylene oxide which can be purchased on the open market under the trademark Neutronyx 600 and which is manufactured by the Onyx Chemical Corporation, 190 Warren Street, Jersey City, New Jersey.
• Another satisfactory dispersing agent is nonylphenol polyethylene glycol ether which can be purchased on the open market under the trade name Tergitol and which is manufactured by Union Carbide Corporation, 270 Park Avenue, New York, New York.
• Example I Acrylic fibers containing a copolymer of 93 percent acrylonitrile and 7 percent vinyl acetate were wet spun in a conventional manner. Prior to the final drying the coag-ulated, washed and partially collapsed fiber, it was passed through a bath comprising an aqueous emulsion as described below, the concentration thereof being adjusted to afford a solids pickup of 0.70 based on the weight of the fiber. The pH of the emulsion was reduced to 7.0 by phosphoric acid.
• An aqueous emulsion was prepared by making the concentration of the final solution, the percentages of which are based on the absolute weight of the constituents, as follows:
• the fibers were dried on steam heated rolls, treated momentarily with steam at 35 p.s.i. superatmosphere pressure, cooled to ambient conditions and cut to staple lengths.
• Example IV Polyethylene terephthalate fibers were spun in the conmum amount of static properties without interfering with 5 the textile processing Characteristics thereofl ventional manner.
• the aqueous emulsion as set forth below was prepared in bath form and the fibers, after having been spun and knitted into tubing, are run there- Example H through. These fibers are dried and cured for 10 minutes 10 at 290 F.
• Nylon was spun in the conventional manner
• An acrylic fiber containing a copolymer of 93 percent ernersed 1n the emulsion as set forth below, dried and o v I O acrylonitrtle and 7 percent vinyl acetate was wet spun, cured for 10 mlnutes 290 stretched, dried and collected in a conventional manner.
• the fibers were dried and cured for 10 minutes at 280
• the above emulsion was diluted one to one with water F. After being conditioned overnight at 72 F. and 33 and was applied to the fiber as set forth above.
• the results percent RH, the treated swatches were evaluated for its are set forth in Table III.
• Example III A tube was knitted from a polyethylene terephthalate yarn and was dipped into an emulsion prepared as shown in Example II. After being dipped or padded in the emulsion, the tube was cured as taught in Example II.
• the emulsion consisted of:
• Polyethylene terephthalate fibers were spun in the conventional manner.
• the aqueous emulsion as set forth below was prepared in bath form and the fibers, after having been spun and knitted into tubing, are run therethrough. These fibers are dried and cured for 10 minutes at 290 F.
• Nylon was spun in the conventional manner ernersed in the emulsion as set forth below, dried and cured for 10 minutes at 290 F.
• An aqueous emulsion was prepared by making the concentration of the final solution, the percentages of which are based on the absolute weight of constituents, as follows:
• the aqueous emulsion was prepared by making the concentration of the final solution, the percentages of which are based on the absolute weight of constituents, as follows:
• a hydrophobic shaped structure and, more particularly, a synthetic textile fiber or fabric is treated with an aqueous emulsion comprising a mixture of a polyepoxide, a polyamine and, alternatively, a compound containing at least one uninterrupted hydrocarbon chain of at least 10 carbon atoms and at least one nitrogen atom capable of reaction with the polyepoxide may be polymerized therewith.
• This invention discloses the cross-linking of a polyepoxide with a new polyamine for use on a processed textile fabric or any synthetic, hydrophobic material to render the same static free.
• the versatility of this composition is obvious for it may further receive a third component, in the polymerization scheme.
• the long chain molecules of this third component link to the polyepoxide and extends outwardly from the surface of the fiber thereby forming tentacles which prevent foreign objects from coming into touch with the polyepoxide and from adhering to the same. This enables the manufacturer to apply the antistatic finish either during the spinning process or after the textile processing thereof.
• composition comprising the condensation product of (A) a polyepoxide
• a composition suitable for minimizing the accumu- CH3 l N (CHzCHzO) ncHzcHzT X qCl wherein R and R are hydrocarbon radicals containing at least about 6 carbon atoms, R and R are selected from the group consisting of hydrogen, an alkyl radical containing up to about 5 carbon atoms and a hydroxy alkyl radical containing up to 5 carbon atoms, R and R are selected from the group consisting of hydrogen, an alkyl radical containing up to about 5 carbon atoms, a hydroxy alkyl radical containing up to about 5 carbon atoms and an acid amide chain derived from an organic acid and a polya-mine, B is selected from the group consisting of hydrogen and alkyl, X is selected from the group consisting of an organic acid radical and a halogen, u, v, y and z are whole integers varying from 0 to 1, A is selected from the group consisting of 7 amino,
• composition of claim 13 2.
• composition of claim 1 wherein the nitrogen containing compound is an alkyl substituted imidazoline compound having the formula wherein X is selected from the groups consisting of -C1 and NHCH n is a whole integer from about 2 to about 40, r is a whole integer from about 30 to about 100 and q is a whole integer from about 4 to about 14; and (C) a nitrogen containing compound having the formula t io
• composition of claim 6 in the form of an aqueous emulsion.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Epoxy Resins (AREA)

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• 1964
  • 1964-07-06 US US380648A patent/US3335105A/en not_active Expired - Lifetime
  • 1964-07-06 US US380638A patent/US3395107A/en not_active Expired - Lifetime
• 1965
  • 1965-07-04 IL IL23878A patent/IL23878A/xx unknown
  • 1965-07-05 GB GB28367/65A patent/GB1109300A/en not_active Expired
  • 1965-07-06 CH CH943265A patent/CH479754A/de not_active IP Right Cessation
  • 1965-07-06 DE DE19651469434 patent/DE1469434A1/de active Pending
  • 1965-07-06 BE BE666446D patent/BE666446A/xx unknown
  • 1965-07-06 NL NL6508684A patent/NL6508684A/xx unknown
  • 1965-07-06 CH CH1238267A patent/CH457707A/de unknown

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