GB1097880A - Adhesive for bonding polyester fibre to rubber, and method of bonding these substance - Google Patents

Adhesive for bonding polyester fibre to rubber, and method of bonding these substance

Info

Publication number
GB1097880A
GB1097880A GB49073/65A GB4907365A GB1097880A GB 1097880 A GB1097880 A GB 1097880A GB 49073/65 A GB49073/65 A GB 49073/65A GB 4907365 A GB4907365 A GB 4907365A GB 1097880 A GB1097880 A GB 1097880A
Authority
GB
United Kingdom
Prior art keywords
vinyl
rubber
halogen
isocyanate
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB49073/65A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bridgestone Corp
Original Assignee
Bridgestone Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bridgestone Corp filed Critical Bridgestone Corp
Publication of GB1097880A publication Critical patent/GB1097880A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/58—Epoxy resins
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/80—Masked polyisocyanates
    • C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J127/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers
    • C09J127/02—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
    • C09J127/04—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/14—Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/28—Non-macromolecular organic substances

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Abstract

An adhesive composition comprises 2 to 70% by weight of an epoxy group-containing compound of molecular weight from 80 to 1,000,000, 0.5 to 60% of a blocked isocyanate and 97.5 to 15% of a halogen-containing polymer containing 5 to 75% halogen. The polymer is e.g. rubber hydrochloride, polychloroprene, polyepichlorohydrin, chlorinated natural rubber, chlorinated butyl rubber, bromobutyl rubber, or a homo- or copolymer of vinyl chloride or vinylidene chloride such as vinyl chloridevinylidene chloride, vinyl or vinylidene chlorideacrylonitrile, or vinyl or vinylidene chlorideactylate ester copolymers and vinyl chloridevinyl acetate-maleate or fumarate terpolymers. The epoxy group-containing compound may be a reaction product of a halogen-containing epoxide with (1) a polyhydric alcohol, (2) a polyhydric phenol including phenol-formaldehyde and resorcinol-formaldehyde resins, or a glycidyl ether, an epoxy-substituted cyclohexene carboxylate, an epoxidized butadiene, nitrile or butadiene-styrene rubber or a copolymer of a vinyl or diene monomer with a vinyl epoxide or vinyl glycidyl compound, examples being given. The blocked isocyanate is obtained by reacting an isocyanate, or an adduct of an isocyanate and a compound having at least 2 active H atoms, e.g. glycols, polyols and polyether or polyester polyols, with a phenol, a tertiary alcohol, aromatic 2 DEG amine, imide, active methylene compound, mercaptan, lactam, imine, urea or oxime. The halogen-containing polymers used in the examples are (1) and (2) neoprene latices, (3) a polyvinyl chloride or polyvinylidene chloride latex, (4) polyvinyl chloride, mixed with butadiene-styrene-vinyl pyridine copolymer latices, and (7) polyvinylidene chloride, mixed with butadiene - acetylonitrile - vinyl pyridine or methacrylic acid terpolymer latices. The epoxy group-containing compounds used are (1) a solution of "Epekote" (Registered Trade Mark) in methanol, (2) a latex of a butadiene-glycidyl methacrylate copolymer, (3) an "Eponite" (Registered Trade Mark) emulsion, (4) an emulsion of a resin produced from a cresol-formaldehyde resin and epichlorohydrin, and (5) vinyl chlorohexenedioxide. The blocked isocyanates used are blocked tolylene diisocyanate, or tolylene diisocyanate adducts, or polymethylenepolyphenyl isocyanate-cresol adducts, or polymethylenepolyphenyl isocyanate-dodecyl mercaptan adducts. The compositions are used for adhering polyester fibres to rubber stock (see Divisions D1 and B7).ALSO:Polyethylene terephthalate fibres are dipped in an adhesive comprising an aqueous emulsion or dispersion of solids containing 2 to 70% by weight of an epoxy compound of molecular weight from 80 to 1,000,000, 0.5 to 60% of a blocked isocyanate and 97.5 to 15% of a halogen-containing polymer having 5 to 75% of halogen atom. The treated fibres are dried, dipped in a resorcinol-formaldehyde/rubber latex composition and dried again prior to being bonded to rubber stock.
GB49073/65A 1964-11-21 1965-11-18 Adhesive for bonding polyester fibre to rubber, and method of bonding these substance Expired GB1097880A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6551664 1964-11-21

Publications (1)

Publication Number Publication Date
GB1097880A true GB1097880A (en) 1968-01-03

Family

ID=13289260

Family Applications (1)

Application Number Title Priority Date Filing Date
GB49073/65A Expired GB1097880A (en) 1964-11-21 1965-11-18 Adhesive for bonding polyester fibre to rubber, and method of bonding these substance

Country Status (3)

Country Link
DE (1) DE1569904A1 (en)
FR (1) FR1460960A (en)
GB (1) GB1097880A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4248938A (en) 1977-11-15 1981-02-03 Teijin Limited Process for preparing polyester fiber composite materials useful for reinforcing rubber articles
US4978409A (en) * 1988-07-06 1990-12-18 Bando Chemical Industries, Ltd. Method of bonding fibers to hydrogenated nitrile rubber
GB2288180A (en) * 1992-11-11 1995-10-11 Jujo Paper Co Ltd Aqueous polyolefin resin composition
EP2562192A1 (en) * 2011-08-26 2013-02-27 Sika Technology AG Hardener for moisture curable compositions
CN117659643A (en) * 2023-11-28 2024-03-08 扬州君禾薄膜科技有限公司 Polyester material resistant to wet heat aging and preparation method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3817918A (en) * 1972-03-31 1974-06-18 Du Pont Terpolymer of a polyisocyanate a polyhydroxyphenol and an epoxy resin

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4248938A (en) 1977-11-15 1981-02-03 Teijin Limited Process for preparing polyester fiber composite materials useful for reinforcing rubber articles
US4978409A (en) * 1988-07-06 1990-12-18 Bando Chemical Industries, Ltd. Method of bonding fibers to hydrogenated nitrile rubber
GB2288180A (en) * 1992-11-11 1995-10-11 Jujo Paper Co Ltd Aqueous polyolefin resin composition
GB2288180B (en) * 1992-11-11 1997-06-11 Jujo Paper Co Ltd Aqueous polyolefin resin composition
EP2562192A1 (en) * 2011-08-26 2013-02-27 Sika Technology AG Hardener for moisture curable compositions
WO2013030136A1 (en) * 2011-08-26 2013-03-07 Sika Technology Ag Curing agent for moisture-curing compositions
CN103687883A (en) * 2011-08-26 2014-03-26 Sika技术股份公司 Curing agent for moisture-curing compositions
CN103687883B (en) * 2011-08-26 2017-07-11 Sika技术股份公司 For the curing agent of wet cured composition
US9834639B2 (en) 2011-08-26 2017-12-05 Sika Technology Ag Curing agent for moisture-curing compositions
CN117659643A (en) * 2023-11-28 2024-03-08 扬州君禾薄膜科技有限公司 Polyester material resistant to wet heat aging and preparation method thereof
CN117659643B (en) * 2023-11-28 2024-05-24 扬州君禾薄膜科技有限公司 Polyester material resistant to wet heat aging and preparation method thereof

Also Published As

Publication number Publication date
DE1569904A1 (en) 1970-07-02
FR1460960A (en) 1966-12-02

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