US3279943A - Polyamide filamentary yarn - Google Patents

Polyamide filamentary yarn Download PDF

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Publication number
US3279943A
US3279943A US171616A US17161662A US3279943A US 3279943 A US3279943 A US 3279943A US 171616 A US171616 A US 171616A US 17161662 A US17161662 A US 17161662A US 3279943 A US3279943 A US 3279943A
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Prior art keywords
filaments
nylon
diaceto
dipropiono
divalero
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Expired - Lifetime
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US171616A
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English (en)
Inventor
Virginia V Skeen
Calvin J Waitkus
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Monsanto Co
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Monsanto Co
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Publication date
Priority to NL249022D priority Critical patent/NL249022A/xx
Priority to BE604833D priority patent/BE604833A/xx
Priority to BE588311D priority patent/BE588311A/xx
Priority to NL123623D priority patent/NL123623C/xx
Priority to NL265793D priority patent/NL265793A/xx
Priority to FR820441A priority patent/FR1251566A/fr
Priority claimed from US34863A external-priority patent/US3160511A/en
Priority to GB17843/61A priority patent/GB914506A/en
Priority to DEC24302A priority patent/DE1204617B/de
Priority to FR864321A priority patent/FR79926E/fr
Priority to CH670061A priority patent/CH421375A/fr
Application filed by Monsanto Co filed Critical Monsanto Co
Priority to US171616A priority patent/US3279943A/en
Priority to US171738A priority patent/US3218222A/en
Priority to SE5536/63A priority patent/SE308499B/xx
Publication of US3279943A publication Critical patent/US3279943A/en
Application granted granted Critical
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
    • C08J5/06—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D30/00—Producing pneumatic or solid tyres or parts thereof
    • B29D30/06—Pneumatic tyres or parts thereof (e.g. produced by casting, moulding, compression moulding, injection moulding, centrifugal casting)
    • B29D30/38—Textile inserts, e.g. cord or canvas layers, for tyres; Treatment of inserts prior to building the tyre
    • B29D30/40—Chemical pretreatment of textile inserts before building the tyre
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C9/00—Reinforcements or ply arrangement of pneumatic tyres
    • B60C9/0042—Reinforcements made of synthetic materials
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/14—Derivatives of phosphoric acid
    • 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
    • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02J—FINISHING OR DRESSING OF FILAMENTS, YARNS, THREADS, CORDS, ROPES OR THE LIKE
    • D02J1/00—Modifying the structure or properties resulting from a particular structure; Modifying, retaining, or restoring the physical form or cross-sectional shape, e.g. by use of dies or squeeze rollers
    • D02J1/22—Stretching or tensioning, shrinking or relaxing, e.g. by use of overfeed and underfeed apparatus, or preventing stretch
    • D02J1/221—Preliminary treatments
    • 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
    • D06M13/10—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 oxygen
    • D06M13/152—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 oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
    • 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
    • D06M13/10—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 oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • 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
    • D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
    • 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
    • D06M15/53—Polyethers
    • 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
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2321/00—Characterised by the use of unspecified rubbers
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
    • 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 a treatment of polyamide filaments. More particularly, it relates to polyamide filaments impregnated with the new and useful compositions which impart valuable properties to said filaments.
  • Nylon filaments have made a substantial penetration into the tire cord market and other markets of similar rubber-fabric composite articles.
  • the entry of nylon filaments in these fields of applications has been at the expense of cellulosic filaments and resulted because of the many superior physical properties of nylon filaments.
  • nylon cord At present virtually all airplane and large offthe-road equipment tires are reinforced with nylon cord.
  • a substantial portion of replacement passenger tires today contain nylon cord. Noteworthy is the fact that virually all of the premium passenger car tires are reinforced with nylon cord.
  • finishing compositions normally applied to nylon filaments to improve their pliability and to impart the desired lubricity thereto tend to deteriorate during the hot-streching operation.
  • This tendency is quite objectionable in that it causes adverse effects in the filaments and results in decomposition of the finishing compositions and attendant liberation of obnoxious smoke and fumes.
  • the heretofore known finishing compositions for nylon filaments do not perform satisfactorily during hotstretching of such filaments.
  • nylon filaments today are manufactured by the melt spinning process.
  • the nylon polymer is heated to the molten or plastic state but below the decomposition temperature thereof.
  • the molten or plastic mass is extruded at a constant rate and under pressure through small orifices in the face of a spinneret to form molten streams of polymer.
  • the molten polymer streams are cooled and solidified into individual filaments.
  • the filaments are then brought together, and a finish composition is applied to the filaments.
  • the nylon filaments are not highly oriented and have relatively low tensile strength.
  • the filaments After being hot-stretched the filaments are collected, twisted; and a plurality of ends are plied into cord.
  • the nylon cord Before being incorporated in rubber, the nylon cord usually is passed through a hot-dip bath containing a dispersion of latex and a bonding agent such as a mixture of a dihydric benzene and formaldehyde. The thus-impregnated cord is stretched a relatively small extent and dried under tension. Prior art finishing compositions for nylon filaments tend to induce foaming of the hot-dip bath.
  • An object of the invention is to provide articles of manufacture embodying nylon filaments impregnated with said composition, whether in the form of cords, fabric, and rubber articles reinforced with such nylon filaments.
  • the drawing is a perspective view illustrating nylon yarn impregnated with certain triglycerides.
  • a new and useful composition comprising an aqueous emulsion of a particular class of fatty acid esters defined below or a mixture of such esters in the presence of a suitable emulsifying agent.
  • Nylon filaments are impregnated therewith and the impregnated filaments are dried.
  • the impregnation is carried out during the manufacture of the filaments and prior to the stage in their manufacture at which they are stretched to impart increased molecular orientation therein.
  • the impregnated filaments are rendered more tractable in textile handling operations and particularly can be effectually hotstretched at elevated temperatures of above C. but below the sticking point of the filaments.
  • the articles When incorporated in rubber articles for reinforcing the same, the articles exhibit high flexural strength and accordingly have a longer service life. The improvement is especially noteworthy where the article is repeatedly flexed under elevated temperature conditions, as a pneumatic tire would be during use.
  • the class of fatty acid esters employed in the practice of the instant invention are mixed triglycerides and can be represented generally by the following formula:
  • RGOOCH2 ROOO H wherein R designates saturated or unsaturated aliphatic radicals. Two of the aliphatic radicals contain 1 to 5 carbon atoms and at most one ethylene unsaturation. The other aliphatic radical contains 12 to 22 carbon atoms and from 0 to 5 double carbon to carbon bonds.
  • the lower acyl groups may be located in a, [3, or on, 7 positions with respect to the glyceryl radical, the location of the respective acyl groups not being critical to the present invention.
  • esters or mixed triglycerides are diacetolaurin, diaceto-myristin, diaceto-palmitin, diacetost earin, diaceto-arachidin, diaceto-behenin, diaceto-lignocerin, diaceto-laurolein, ,diacetomyristolein, diacetopalmitolein, diaceto-olein, diaceto-gadolein, diaceto-erucin, diaceto-ricinolein, diaceto-linolein, diaceto-linolenin, diaceto-elaeostearin, diaceto-licanin, diaceto-arachidonin, and diaceto-clupanodonin.
  • the preferred compounds are diaceto-ricinolein, diaceto-linolein, and diaceto-linolenin, as well as mixtures of these three compounds.
  • An indicated above the lower fatty acid substituents can be either in the alpha, beta, or the alpha, gamma positions.
  • Suitable triglycerides include dipropiono-laurin, clipropiono-myristin, dipropiono-palmitin, dipropionostearin, dipropiono arachidin, dipropiono behenin, dipropiono-lignocerin, dipropiono-laurolein, dipropionomyristolein, dipropiono-palmitolein, dipropionoolein, dipropiono-gadolein, dipropiono-e-rucin, dipropiono-ricinolein, dipropiono-linolein, dipropiono-linolenin, dipropiono-elaeostearin, dipropiono-licanin, dipropiono-arachidonin, and dipropiono-clupanodonin; dibutyro-laurin, didonin, and dipropiono-clupanodonin; dibuty-ro-laurin, dibutyro-myristin, dibut
  • the finishing composition of the present invention is an aqueous emulsion, and hence a suitable emulsifying agent normally is employed as an ingredient thereof for rendering the emulsion more stable.
  • a suitable emulsifying agent normally is employed as an ingredient thereof for rendering the emulsion more stable.
  • the non-ionic surface active agents are the preferred class of materials.
  • the polyethers are the preferred emulsifying agents, including alkylaryl polyoxyethylene ethanols, alkyl polyoxyethylene ethanols, alkylaryl polyoxypropylene ethanols, alkyl polyoxypropylene ethanols, etc.
  • these p-olyether compounds are prepared by reacting a suitable monohyd-ric or polyhydric alcohol with suitable amounts of alkylene oxide.
  • Ethylene oxide is the most often used alkylene oxide in view of its attractive price, but propylene oxide may be used in whole or in part with ethylene oxide.
  • Suitable primary alcohols reactable with ethylene oxide and the like for preparing the emulsifying agents employed herein include dodecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, palmitoleyl alcohol, oleyl alcohol, linoleyl alcohol, carnaubyl alcohol and others.
  • the long chain aliphatic radical of these alcohols may have from -24 and higher carbon atoms in the chain i and 0 to 2 double bonded carbons.
  • the preferred alcohols are C C compounds.
  • the primary alcohols of the just described type are condensed with 5 to 30 moles of ethylene oxide or like alkylene oxide.
  • alkylaryl polyoxyalkylene alcohols are also useful as emulsifying agents. These compounds are generally prepared by reacting 8 to 30 moles of an alkylene oxide such as ethylene oxide with alkyl substituted phenols.
  • the alkyl group or groups substituted on the benezene ring contain 2 to 20 carbon atoms in each chain and preferably from 5 to 7 carbon atoms.
  • Trade names of these alkylaryl polyoxyalkylene alcohols include Igepol CA, Igepol #300, Igepol CO, Antarox A-400, Triton X-10, Emulphor DDT, and are believed to have the formula:
  • C u m Sui-table polyhydric alcohols condensed with alkylene oxide include, for example, sorbitan monolaurate polyoxyethylene condensate (20 moles of ethylene oxide), sorbitan monopalmitate polyoxethylene condensate (4O mole-s of ethylene oxide), sorbitan monostearate polyoxyethylene condensate (60 moles of ethylene oxide), sorbitan monooleate polyoxyethylene condensate moles of ethylene oxide), and the like.
  • the preferred alkylene oxide is ethylene oxide, however as previously indicated, propylene oxide is known to be an equivalent therefor in some instances.
  • the ratio of emulsifying agent to the triglyceride ester component can be varied within rather wide limits, the requirement being that enough emulsifying agent be employed so that the emulsion is stable.
  • the percentage of emulsifying agent based on the weight of the ester plus the emulsifying agent, can be about 10* percent to about 50 percent. The preferred percentage is about 30 to about 40 percent by weight.
  • the triglyceride compound remain in or on the nylon filaments at the time the filaments are hot-stretched and at the time they are employed in a rubber composite article in an amount from about 0.05 to about 3.0 percent based on the weight of the filaments.
  • the finishing composition of the pres ent invention is applied to a longitudinally traveling bundle of filaments by employment of a roller partly immersed in the composition or a wick material partly immersed in the composition, the traveling filaments coming into contact therewith.
  • the finishing composition can be impregnated in the nylon filaments in any other suitable manner, such as by immersion in a bath of the composition or by spraying or brushing the composition on the filaments.
  • the relative concentration of the triglyceride ester component in the finishing composition can be varied considerably in obtaining impregnation of the ester on the filaments in the above-mentioned amounts.
  • concentration will depend, among other things, on the particular method of impregnation employed, and on the form of filaments treated. Emulsions ranging from about 0.5 to about 20 percent or higher of the triglyceride ester component based on the weight of the finishing composition are quite suitable for impregnating commercial nylon filaments.
  • the new and useful filament finishing composition can be prepared in the following manner-
  • the selected triglyceride ester component and emulsifying agent there for are intimately agitated together with the desired quantity of water at temperatures of about 25 C. to 50 C.
  • the ingredients are agitated in a high shear liquid blender or mill, such as a Waring Blendor.
  • a Waring Blendor such as a Waring Blendor.
  • an agitation time of about 5 to 30' minutes at temperatures from to 100 C. is sufficient to prepare emulsions exhibiting good stability.
  • the new finishing compositions be prepared by blending the triglyceride component with the emulsifying agent at a temperature of about 40 C. to 45 C., subsequently adding the required amount of water and thereafter vigorously agitating the emulsion for about 20 to 30 minutes at about 15 C. to 30 C.
  • the emulsion is cooled by suitable means during the agitation period. 7
  • nylon is a high molecular weight linear polymer which contains recurring carbonamide groups as an integral part of the main polymer chain separated by at least two carbon atoms.
  • nylon polymers are of two general types.
  • One type of nylon is obtainable from polymerizable monoaminomonocarboxylic acids and their amide-forming derivatives, for example e-caprolactam and a-pyrrolidone known generically in their polymerized form as nylon-6 and nylon-4, respectively.
  • the other type of commercial nylon is obtainable from suitable primary or secondary diamines and suitable dicarboxylic acids or amide-forming derivatives thereof.
  • the polymerization product of hexamethylene diamine and adipic acid has the generic name of nylon-66.
  • Example Eighteen parts of diaceto-ricinolein were combined with 2 parts of an emulsifier composed of a mixture of myristyl alcohol, cetyl alcohol, stearyl alcohol, arachyl alcohol, palmitoleyl alcohol, oleyl alcohol, and linoleyl alcohol having been condensed with 20 moles of ethylene oxide per mole of alcohol.
  • the mixture of triglyceride ester component and emulsifying agent was homogenized with 180 parts of water to form a stable emulsion.
  • the emulsion was applied to a bundle of 140 nylon-66 filaments having an ultimate total denier of 840 between the spinneret employed in the melt-spinning of the filaments and the point of first take-up in an orderly manner on a spin bobbin.
  • the filaments were hot drawn on a conventional draw-twist machine employing two sets of rolls, a drawing pin in the yarn path between said rolls, a heated plate in the yarn path between said pin and said second set of rolls, and a ring twister take-up assembly. Between the two sets of rolls, the filaments are'stretched about 5 times. The filaments attained a temperature of about 180 C. during the operation.
  • the finishing composition showed no signs of decomposition and was completely stable at the temperature employed.
  • the filaments containing the novel finishing composition and those containing the heretofore known finish were separately processed into tire cord, and the cord incorporated into a pneumatic tire by standard and conventional procedures.
  • the nylon filament cord containing the triglyceride ingredient processed well in the hotdip bath and exhibited improved and more uniform adhesion characteristics with respect to the rubber of the tire as compared with cord containing the heretofore known composition.
  • the nylon filament cords were used as the reinforcing textile fabrics in pneumatic tires by standard procedure.
  • the tires were of the type used in high speed racing vehicles. Tire failure occurred in the tires containing the heretofore known finish long before failure occurred in the tires impregnated with the triglyceride ingredient.
  • nylon filaments treated with the new finishing compositions above described are especially adapted for use in the rubber-fabric composite articles since they may be hot-stretched efficiently without the occurrence of obnoxious smoking and fuming.
  • the new finishing compositions have numerous other advantages such as providing increased adhesion between the I rubber and filaments and increased resistance of the rubber-fabric composite articles to heat deterioration upon repeated rapid flexing, as in the case of pneumatic tires.
  • R designates aliphatic radicals, two of which having 1 to 5 carbon atoms and at most one double carbon to carbon bond and one of which having 12 to 22 carbon atoms and at most 5 double carbon to carbon bonds in an amount of about 0.05 to about 3.0 percent by weight of said yarn.
  • An oriented nylon filamentary yarn characterized by improved flexural strength and better adhesion to rubber and containing diaceto-ricinolein in an amount of about 0.05 to about 3.0 percent by weight of said yarn.
  • An oriented nylon filamentary yarn characterized by improved flexural strength and better adhesion to rubber and containing diaceto-linolein in an amount of about 0.05 to about 3.0 percent by weight of said yarn.
  • An oriented nylon filamentary yarn characterized by improved flexural strength and better adhesion to rubber and containing diaceto-linolenin in an amount of about 0.5 to about 3.0 percent by weight of said yarn.
  • the yarn of claim 1 made of a polymer selected from the group consisting of nylon-66 and nylon-6.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US171616A 1960-03-04 1962-02-07 Polyamide filamentary yarn Expired - Lifetime US3279943A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
NL249022D NL249022A (xx) 1960-06-09
BE604833D BE604833A (xx) 1960-06-09
BE588311D BE588311A (xx) 1960-06-09
NL123623D NL123623C (xx) 1960-06-09
NL265793D NL265793A (xx) 1960-06-09
FR820441A FR1251566A (fr) 1960-03-04 1960-03-04 émulsions aqueuses lubrifiantes à base d'esters, utilisables en particulier pour le traitement de fibres de polyamides
GB17843/61A GB914506A (en) 1960-06-09 1961-05-16 Treatment of polyamide filaments
DEC24302A DE1204617B (de) 1960-06-09 1961-06-06 Verfahren zum Impraegnieren von Polyamidfaeden
FR864321A FR79926E (fr) 1960-06-09 1961-06-08 émulsions aqueuses lubrifiantes à base d'esters, utilisables en particulier pour le traitement de fibres de polyamides
CH670061A CH421375A (fr) 1960-06-09 1961-06-08 Procédé de fabrication de filaments de nylon
US171616A US3279943A (en) 1960-06-09 1962-02-07 Polyamide filamentary yarn
US171738A US3218222A (en) 1960-06-09 1962-02-07 Rubber article reinforced with nylon filaments
SE5536/63A SE308499B (xx) 1960-06-09 1963-05-17

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US34863A US3160511A (en) 1960-06-09 1960-06-09 Treatment of polyamide filaments
US171616A US3279943A (en) 1960-06-09 1962-02-07 Polyamide filamentary yarn

Publications (1)

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US3279943A true US3279943A (en) 1966-10-18

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US171616A Expired - Lifetime US3279943A (en) 1960-03-04 1962-02-07 Polyamide filamentary yarn

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US (1) US3279943A (xx)
BE (2) BE588311A (xx)
CH (1) CH421375A (xx)
DE (1) DE1204617B (xx)
GB (1) GB914506A (xx)
NL (3) NL265793A (xx)
SE (1) SE308499B (xx)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3425972A (en) * 1963-06-20 1969-02-04 Ledoga Spa Preparation of water soluble trans parent films from dextrin and polyvinyl alcohol
US3455771A (en) * 1965-02-09 1969-07-15 Toyo Boseki Method for binding the filaments in an untwisted synthetic filament yarn
US3525206A (en) * 1965-01-19 1970-08-25 Monsanto Co Nylon tire cord
US3621090A (en) * 1965-03-31 1971-11-16 Firestone Tire & Rubber Co Process for producing nylon tire cord
EP0054953A1 (en) * 1980-12-22 1982-06-30 Union Carbide Corporation Lubricant compositions for finishing synthetic fibers
EP0163403A2 (en) * 1984-04-26 1985-12-04 Teijin Limited Wholly aromatic polyamide fiber
US4900496A (en) * 1986-09-26 1990-02-13 E. I. Du Pont De Nemours And Company Process for making a tire cord using yarns containing a dip penetration regulator
US5096778A (en) * 1986-09-26 1992-03-17 E. I. Du Pont De Nemours And Company Dip penetration regulators for tire yarns
EP1728818A1 (en) * 2005-06-02 2006-12-06 Kao Corporation Plasticizer for biodegradable resin

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2164235A (en) * 1936-01-21 1939-06-27 Garner Walter Treating textiles and oils therefor
US2808421A (en) * 1955-12-13 1957-10-01 Eastman Kodak Co Method for preparing mixed triglyceride compositions
US2932078A (en) * 1958-11-12 1960-04-12 Goodrich Co B F Process for treating cords
US2944920A (en) * 1955-11-07 1960-07-12 Emery Industries Inc Process for lubricating and promoting the cohesion of textile fibers
US3113369A (en) * 1960-05-02 1963-12-10 Monsanto Chemicals Yarn manufacture and products obtained thereby

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19364C (de) * G. eiffel in Levaillois-Perret bei Paris Zerlegbarer Brückenträger

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2164235A (en) * 1936-01-21 1939-06-27 Garner Walter Treating textiles and oils therefor
US2944920A (en) * 1955-11-07 1960-07-12 Emery Industries Inc Process for lubricating and promoting the cohesion of textile fibers
US2808421A (en) * 1955-12-13 1957-10-01 Eastman Kodak Co Method for preparing mixed triglyceride compositions
US2932078A (en) * 1958-11-12 1960-04-12 Goodrich Co B F Process for treating cords
US3113369A (en) * 1960-05-02 1963-12-10 Monsanto Chemicals Yarn manufacture and products obtained thereby

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3425972A (en) * 1963-06-20 1969-02-04 Ledoga Spa Preparation of water soluble trans parent films from dextrin and polyvinyl alcohol
US3525206A (en) * 1965-01-19 1970-08-25 Monsanto Co Nylon tire cord
US3455771A (en) * 1965-02-09 1969-07-15 Toyo Boseki Method for binding the filaments in an untwisted synthetic filament yarn
US3621090A (en) * 1965-03-31 1971-11-16 Firestone Tire & Rubber Co Process for producing nylon tire cord
EP0054953A1 (en) * 1980-12-22 1982-06-30 Union Carbide Corporation Lubricant compositions for finishing synthetic fibers
EP0163403A2 (en) * 1984-04-26 1985-12-04 Teijin Limited Wholly aromatic polyamide fiber
EP0163403A3 (en) * 1984-04-26 1988-06-01 Teijin Limited Wholly aromatic polyamide fiber wholly aromatic polyamide fiber
US4900496A (en) * 1986-09-26 1990-02-13 E. I. Du Pont De Nemours And Company Process for making a tire cord using yarns containing a dip penetration regulator
US5096778A (en) * 1986-09-26 1992-03-17 E. I. Du Pont De Nemours And Company Dip penetration regulators for tire yarns
EP1728818A1 (en) * 2005-06-02 2006-12-06 Kao Corporation Plasticizer for biodegradable resin

Also Published As

Publication number Publication date
DE1204617B (de) 1965-11-11
SE308499B (xx) 1969-02-17
BE588311A (xx)
NL123623C (xx)
BE604833A (xx)
GB914506A (en) 1963-01-02
NL265793A (xx)
NL249022A (xx)
CH421375A (fr) 1966-09-30

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