WO2001068784A1 - Adhesive composition and method for adhering textiles to epdm rubber - Google Patents

Adhesive composition and method for adhering textiles to epdm rubber Download PDF

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Publication number
WO2001068784A1
WO2001068784A1 PCT/US2001/040327 US0140327W WO0168784A1 WO 2001068784 A1 WO2001068784 A1 WO 2001068784A1 US 0140327 W US0140327 W US 0140327W WO 0168784 A1 WO0168784 A1 WO 0168784A1
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WO
WIPO (PCT)
Prior art keywords
rubber
fiber
latex
weight
butadiene rubber
Prior art date
Application number
PCT/US2001/040327
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English (en)
French (fr)
Inventor
Daniel A. Pelton
Original Assignee
Dayco Products, Llc
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 Dayco Products, Llc filed Critical Dayco Products, Llc
Priority to AU2001253866A priority Critical patent/AU2001253866A1/en
Publication of WO2001068784A1 publication Critical patent/WO2001068784A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J113/00Adhesives based on rubbers containing carboxyl groups
    • C09J113/02Latex
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08Macromolecular additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J115/00Adhesives based on rubber derivatives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J5/00Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C09J5/06Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08CTREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
    • C08C19/00Chemical modification of rubber
    • C08C19/02Hydrogenation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L15/00Compositions of rubber derivatives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/26Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment
    • C08L23/32Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment by reaction with compounds containing phosphorus or sulfur
    • C08L23/34Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment by reaction with compounds containing phosphorus or sulfur by chlorosulfonation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition 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
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C08L2666/08Homopolymers or copolymers according to C08L7/00 - C08L21/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/02Copolymers with acrylonitrile
    • C08L9/04Latex
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/06Copolymers with styrene
    • C08L9/08Latex
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2400/00Presence of inorganic and organic materials
    • C09J2400/20Presence of organic materials
    • C09J2400/26Presence of textile or fabric
    • C09J2400/263Presence of textile or fabric in the substrate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2409/00Presence of diene rubber
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2421/00Presence of unspecified rubber
    • C09J2421/006Presence of unspecified rubber in the substrate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2423/00Presence of polyolefin

Definitions

  • the present invention relates to the bonding of textile reinforcements to high temperature resistant rubber and, more particularly, this invention relates to an improved adhesive composition for adhering such textile reinforcements to EPDM (Ethylene-Propylene- Diene rubber) for use in reinforced rubber based products such as high temperature resistant power transmission belts.
  • EPDM Ethylene-Propylene- Diene rubber
  • U.S. Patent No. 3,325,333 to Kigane et al. teaches a method of adhering a polyester cord to a CSM rubber compound by treating the cord with an aqueous adhesive composition containing methylolated blocked organic polyisocyanate and a vulcanizable organic polymer at conventional or normal polyester treating temperatures.
  • U.S. Patent No. 3,060,078 to Atwell teaches a method of bonding polyester cord fibers to a CSM rubber compound by treating the cord with a resorcinol-formaldehyde neoprene latex adhesive composition
  • the RFL dip is prepared by mixing an RFL prepolymer with a latex.
  • the RFL prepolymer provides adhesion to the reinforcing material and the latex provides adhesion to the rubber.
  • the cord is usually pre-treated with a composition which improves its reactivity.
  • Compositions that have been used for this purpose include epoxy resins and isocyanates.
  • belts are prepared by bonding a double-twisted cord to the rubber. The cord is immersed in a RFL dip and transported through a vertical oven where it is heated under tension for a predetermined period of time. This causes the cord to elongate and restructure the polyester.
  • Prior art methods of adhering polyester cord for example, to rubbers such as chlorosulfonated polyethylene (CSM) have included the use of neoprene latex and vinyl pyridene latex in the RFL latex dip.
  • CSM chlorosulfonated polyethylene
  • polyester cord receives an initial polyphenylisocyanate treatment at 8 to 15 pounds of tension which is beat activated at a temperature in the range of 300° F to 425° F for 120 seconds to react the functional groups of the polyphenylisocyanate with the open bond sites in the cord.
  • a RFL adhesive is coated over the reacted polyphenylisocyanate and dried, preferably in an oven, for 120 seconds at a temperature in the range of 180° F to 275° F to evaporate the water from the RFL and to keep the RFL from blistering prior to the heat setting of the cord.
  • the present invention relates to an adhesive composition which, when applied to a textile reinforcement using conventional methods in an environmentally safe manner, provides effective adhesion of the textile reinforcement to a rubber compound, and more particularly EPDM, and also relates to a method for adhering such textiles to rubber compounds.
  • the adhesive composition may also utilize a combination of any of the latices listed above, and may further contain latex blends with one or more latices of the following: SBR (styrene butadiene), nitrile, vinyl pyridine, natural rubber, acrylonitrile, EVA, PVA; polyester such as ethylene vinyl acetate (EVA), poiyvinyl acetate (PVA), etc; polyurethane, PVC, polychloroprene , acrylic acid, methacrylic acid, vinylidine chloride, butyl, and copolymers and terpolymers thereof.
  • SBR styrene butadiene
  • EVA ethylene vinyl acetate
  • PVA poiyvinyl acetate
  • polyurethane PVC, polychloroprene , acrylic acid, methacrylic acid, vinylidine chloride, butyl, and copolymers and terpolymers thereof.
  • HSBR latex hydrogenated styrene-butadiene rubber
  • HNBR hydrogenated nitrile-butadiene rubber
  • XHNBR carboxylated hydrogenated nitrile- butadiene rubber
  • EPDM ethylene-propylene-diene or blends thereof
  • an aqueous solution of maleinized liquid polybutadiene drying the adhesive; incorporating the cord into the rubber compound; and curing the cord and rubber compound to produce power transmission belts.
  • the adhesive used in the present invention comprises (a) a latex such as hydrogenated styrene-butadiene rubber (HSBR), hydrogenated nitrile-butadiene rubber (EPDM), chlorosulfonated polyethylene (CMS), carboxylated chlorosulfonated polyethylene (ACSM) and the like, blended with (b) an aqueous solution of malienized liquid polybutadiene.
  • a latex such as hydrogenated styrene-butadiene rubber (HSBR), hydrogenated nitrile-butadiene rubber (EPDM), chlorosulfonated polyethylene (CMS), carboxylated chlorosulfonated polyethylene (ACSM) and the like, blended with (b) an aqueous solution of malienized liquid polybutadiene.
  • the adhesive composition may contain a combination of the above noted latices and may also contain latex blends of one or more styrene-butadiene rubber (SBR), nitrile rubber, vinyl pyridine, natural rubber, acrylonitrile, ethylene-vinyl acetate (EVA), polyvinyl acetate (PVA), polyester, polyurethane, polyvinyl chloride (PVC), polychloroprene, acrylic acid, methacrylic acid, vinylidene chloride, butyl rubber, and copolymers, terpolymers and mixtures thereof. It has been found that the present combination of ingredients results in an improved adhesive composition that provides excellent adhesion of textiles to EDPM rubber compounds.
  • SBR styrene-butadiene rubber
  • EVA ethylene-vinyl acetate
  • PVA polyvinyl acetate
  • polyester polyurethane
  • PVC polyvinyl chloride
  • PVC polychloroprene
  • acrylic acid
  • the latex used in the present invention is hydrogenerated styrene-butadiene rubber (HNBR), carboxylated hydrogenated nitrile-butadiene rubber (XHNBR), or chlorosulfonated polyethylene (CSM) having a solids content of about 25 to 50%. Most preferably, the latex has a solids content of about 32 to 45%.
  • the latex content of the adhesive is preferably about 50 to 90 percent by weight and preferably about 65 to 90 percent by weight.
  • the resin utilized in the present invention is typically an aqueous maleinized polybutadiene; more specifically it is an ammonia neutralized isobutyl half-ester of maleinized liquid polybutadiene.
  • the malienized liquid polybutadiene is prepared by reacting about 5 to 25 parts of maleic anhydride with 100 parts of liquid polybutadiene (Lithene).
  • the amount of malienized liquid polybutadiene utilized in the adhesive composition of the present invention ranges from about 1 to 50%, preferably about 10 to 30% by weight.
  • the concentration of the maleinized liquid polybutadiene in the aqueous solution as defined in the present invention is the concentration of the "half-ester" which typically is present in amounts of about 15 to 30% by weight and preferably about 19 to 25% by weight.
  • the malienized liquid polybutadiene is defined as an aqueous solution of malienized liquid polybutadiene although it typically is not a true solution until after hydrolysis and neutralization to the isobutyl half ester.
  • Water preferably de-ionized water, is utilized in combination with the essential components of the present invention in order to provide an adhesive composition having a final solids content of about 5 to 40 percent, preferably about 15 to 30 percent.
  • the adhesive composition of the present invention may further contain up to about 10% by weight carbon black dispersion. While the solids content of the carbon black dispersion is not believed to be critical, the solids content is typically about 30 to 50% and even more typically about 35 to 40% carbon black in water.
  • the latex of the present invention may be further blended with up to a major amount of one or more additional latices of the following rubbers: styrene-butadiene, nitrile, vinyl pyridine, natural rubber, acrylonitrile, ethylene-vinyl acetate, polyvinyl alcohol, polyurethane, polyvinyl chloride, polychloroprene, acrylic acid, methacrylic acid, vinylidine chloride, butyl, and copolymers and terpolymers thereof.
  • additional latices of the following rubbers: styrene-butadiene, nitrile, vinyl pyridine, natural rubber, acrylonitrile, ethylene-vinyl acetate, polyvinyl alcohol, polyurethane, polyvinyl chloride, polychloroprene, acrylic acid, methacrylic acid, vinylidine chloride, butyl, and copolymers and terpolymers thereof.
  • additional latices typically, up to about 75% by weight of these additional latices based upon the total weight of latices can be employed.
  • the additional latices have a solids content of about 30 to 50%.
  • the adhesive is applied to the textile either by dipping, spraying, or brushing, preferably dipping, it is then dried in an oven at a temperature in the range of about 82.2 to 135° C (180° F to 275° F), preferably about 107.2 to 121.1 ° C (225° F to 250° F) for an effective time, typically, about 2 minutes.
  • the textile is then heat set in an oven for about 1 to 3 minutes at a temperature in the range of from 148.9 to 232.2° C (300° F to 450° F), preferably 176.7 to 204.4°C (350°F to
  • the adhesive composition of the present invention can optionally contain other well known additives including plasticizers, fillers, pigments, thickeners, dispersing and wetting agents, reinforcing agents and the like, in amounts employed by those skilled in the adhesive arts to obtain the desired consistency, appearance, reinforcement, and uniformity of coating on the textile substrate.
  • the reinforcing textile of the present invention can be any of the various textiles conventionally employed in forming textile reinforced rubber products, particularly, power transmission belts.
  • exemplary textiles include polyamide fiber; meta-and para- aramide fiber; polyester fiber such as PET (polyethylene terephthalate), PVA (polyvinyl alcohol), and the like; PEN (polyethylene naphthalate) fiber, cotton, fiber, carbon fiber, glass fiber, PBO (poly p-phenylene-2,6- bezobisoxazole) fiber, acrylic fiber; rayon fiber; LCP (liquid crystal polymer) fiber; and the like.
  • the reinforcing element is a polyester.
  • the adhesive-containing reinforcing textile be incorporated into the EPDM rubber compounds as individual cords and then cured in a conventional manner to produce rubber articles such as power transmission belts, more specifically Polyrib belts, synchronous belts, variable speed belts, flat belts, raw edge v-belts, and wrapped V- belts.
  • the reinforcement element may also be in the form of an adhesive-containing fiber sheet between two or more layers of the EPDM rubber.
  • the adhesive-containing fiber is chopped into short strands and dispersed throughout the rubber article. Any one or a combination of the above may be used to reinforce the rubber article.
  • Example 1 A mixture of 70 grams hydrogenated styrene-butadiene rubber latex (32% solids) ( ) , 10 grams carbon black dispersion (37.5% solids) (2) , and 20 grams ammonia-neutralized aqueous solution of isobutyl half-ester of maleinized liquid polybutadiene (21.6% solids) (3) , was diluted to a final solid content of 23% and coated onto an isocyanate pretreated polyester cord by dip application at 4% dip pick up. The treated cord was dried in a 107.2 °C (225° F) oven for 2 minutes and then heat set under 10 lbs. of tension 204.4°C (400°F) for 1 minute.
  • Example 2 Example 1 was repeated using 60 grams of the hydrogenated styrene-butadiene rubber, 10 grams of the carbon black d' sp ersion, and 30 grams of the ammonia-neutralized aqueous solution of isobutyl half-ester of maleinized liquid polybutadiene. The results are shown in Table 2.
  • Example 3 Example 1 was repeated using 70 grams of hydrogenated nitrile-butadiene rubber latex (45% solids) (4) , 10 grams carbon black dispersion (37.5% solids), and 20 grams ammonia-neutralized aqueous solution of isobutyl half-ester of maleinized liquid polybutadiene (21.6% solids). The results are shown in Table 3.
  • Example 4 Example 1 was repeated using 70 grams carboxylated hydrogenated nitrile-butadiene rubber latex (40% solids) (5) , 10 grams carbon black dispersion (37.5% solids), and 20 grams ammonia- neutralized aqueous solution of isobutyl half-ester of maleinized liquid polybutadiene (26.6% solids). The results are shown in Table 4.
  • Example 5 Example 1 was repeated using 70 grams chlorosulfonated polyethylene (40% solids) (8) , 10 grams carbon black dispersion (37.5% solids), and 20 grams ammonia-neutralized aqueous solution of isobutyl half-ester of maleinized liquid polybutadiene (21.6% solids). The results are shown in Table 5.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Adhesives Or Adhesive Processes (AREA)
PCT/US2001/040327 2000-03-16 2001-03-16 Adhesive composition and method for adhering textiles to epdm rubber WO2001068784A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001253866A AU2001253866A1 (en) 2000-03-16 2001-03-16 Adhesive composition and method for adhering textiles to epdm rubber

Applications Claiming Priority (2)

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US52689500A 2000-03-16 2000-03-16
US09/526,895 2000-03-16

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003048237A1 (en) * 2001-12-07 2003-06-12 Thomas Swan & Co. Ltd A method and composition for bonding fibres to rubbers
WO2003062308A1 (en) * 2002-01-17 2003-07-31 Honeywell International Inc. Adhesion promoters with epoxy-reactive groups
US6695733B2 (en) 2001-01-12 2004-02-24 The Gates Corporation Low growth power transmission belt
EP1481032A1 (en) * 2002-03-07 2004-12-01 Dayco Products, Inc. Adhesive composition and method for adhering textiles to epdm rubber
US7267951B2 (en) 2002-06-05 2007-09-11 Sloan-Kettering Institute For Cancer Research Method for evaluating a tissue or biopsy sample to determine if the sample is early-stage melanoma
US7358314B2 (en) 2005-08-18 2008-04-15 Alliant Techsystems Inc. Polybenzoxazole-filled nitrile butadiene rubber compositions
CN104404765A (zh) * 2014-12-18 2015-03-11 湖北久瑞核技术股份有限公司 一种芳纶帘子布浸渍胶、制备方法及浸胶芳纶帘子布
CN104532565A (zh) * 2014-12-18 2015-04-22 湖北久瑞核技术股份有限公司 一种涤纶帘子布浸渍胶、制备方法及浸胶涤纶帘子布
EP3258006A1 (de) * 2016-06-14 2017-12-20 Continental Reifen Deutschland GmbH Verfahren zur herstellung einer festigkeitsträgerlage, festigkeitsträgerlage und fahrzeugreifen
US10640619B2 (en) 2015-11-11 2020-05-05 Gates Corporation Adhesive treatment for fiber for polymer reinforcement and reinforced products

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3515616A (en) * 1965-12-06 1970-06-02 Mitsubishi Rayon Co Process for bonding polypropylene materials with rubbers
GB2042563A (en) * 1979-02-23 1980-09-24 Gen Tire & Rubber Co Compositions for bonding glass fibres to rubber
JPH0481476A (ja) * 1990-04-27 1992-03-16 Toyoda Gosei Co Ltd ゴム―繊維用接着剤
US6127476A (en) * 1999-01-25 2000-10-03 Omnova Solutions Inc. Aqueous rubber composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3515616A (en) * 1965-12-06 1970-06-02 Mitsubishi Rayon Co Process for bonding polypropylene materials with rubbers
GB2042563A (en) * 1979-02-23 1980-09-24 Gen Tire & Rubber Co Compositions for bonding glass fibres to rubber
JPH0481476A (ja) * 1990-04-27 1992-03-16 Toyoda Gosei Co Ltd ゴム―繊維用接着剤
US6127476A (en) * 1999-01-25 2000-10-03 Omnova Solutions Inc. Aqueous rubber composition

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6695733B2 (en) 2001-01-12 2004-02-24 The Gates Corporation Low growth power transmission belt
WO2003048237A1 (en) * 2001-12-07 2003-06-12 Thomas Swan & Co. Ltd A method and composition for bonding fibres to rubbers
AU2002347352B2 (en) * 2001-12-07 2007-03-15 Thomas Swan & Co Ltd A method and composition for bonding fibres to rubbers
US7067189B2 (en) 2002-01-17 2006-06-27 Performance Fibers, Inc. Adhesion promoters with epoxy-reactive groups
US6780922B2 (en) 2002-01-17 2004-08-24 Honeywell International Inc. Adhesion promoters with epoxy-reactive groups
WO2003062308A1 (en) * 2002-01-17 2003-07-31 Honeywell International Inc. Adhesion promoters with epoxy-reactive groups
EP1481032A1 (en) * 2002-03-07 2004-12-01 Dayco Products, Inc. Adhesive composition and method for adhering textiles to epdm rubber
EP1481032A4 (en) * 2002-03-07 2006-06-07 Dayco Products Inc ADHESIVE COMPOSITION AND METHOD FOR BONDING TEXTILES TO ETHYLENE RUBBER WITH ETHYLENE PORPYLENE DIENE RUBBER
AU2003224663B2 (en) * 2002-03-07 2009-03-12 Dayco Ip Holdings, Llc Adhesive composition and method for adhering textiles to EPDM rubber
US7267951B2 (en) 2002-06-05 2007-09-11 Sloan-Kettering Institute For Cancer Research Method for evaluating a tissue or biopsy sample to determine if the sample is early-stage melanoma
US7358314B2 (en) 2005-08-18 2008-04-15 Alliant Techsystems Inc. Polybenzoxazole-filled nitrile butadiene rubber compositions
CN104404765A (zh) * 2014-12-18 2015-03-11 湖北久瑞核技术股份有限公司 一种芳纶帘子布浸渍胶、制备方法及浸胶芳纶帘子布
CN104532565A (zh) * 2014-12-18 2015-04-22 湖北久瑞核技术股份有限公司 一种涤纶帘子布浸渍胶、制备方法及浸胶涤纶帘子布
US10640619B2 (en) 2015-11-11 2020-05-05 Gates Corporation Adhesive treatment for fiber for polymer reinforcement and reinforced products
EP3258006A1 (de) * 2016-06-14 2017-12-20 Continental Reifen Deutschland GmbH Verfahren zur herstellung einer festigkeitsträgerlage, festigkeitsträgerlage und fahrzeugreifen

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AR028259A1 (es) 2003-04-30

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