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US4500685A
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Method of modifying vulcanized rubber surface with halogenating agents
Assignee: Bridgestone Corp
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Filing: 1983-10-25
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Granted: 1985-02-19
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Expires: 2003-10-25
Abstract
Abstract A surface modifying composition for vulcanized rubber comprises a halogen-releasable halogenoid and a waxy substance having a melting point of not more than 100 DEG C. and is non-solvent type. In the surface modification of vulcanized rubber, the surface coated with the surface modifying composition is heated at 60 DEG -150 DEG C.
Inventors
- 👤 Masaki Ogawa
- 👤 Yasuro Shiomura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 16:47
CPC Classifications
B; B29; B29C; B29C66/00; B29C66/01; B29C66/02; B29C66/026; B29C66/70; B29C66/71; B29C66/73; B29C66/737; B29C66/7375; B29C66/73755; B29C66/73756; B29C66/739; B29C66/7394; B29C66/73941; C; C08; C08F; C08F8/00; C08F8/18; C08F8/20; C08J; C08J7/00; C08J7/12; C08J7/126; B29C65/00; B29C65/48; B29C65/4805; B29C65/481; B29C65/4815; B29C65/482; B29C65/50; B29C65/5057; B29K; B29K2021/00; B29K2075/00; B29K2101/00; B29K2101/12; B29K2105/00; B29K2105/24; C08J2321/00
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
169 words
A method of modifying a surface of vulcanized rubber, comprising the steps of: (a) applying a surface modifying composition to the surface of a vulcanized rubber selected from at least one member of the group consisting of natural rubber, polyisoprene rubber, polybutadiene rubber, polychloroprene rubber, styrene-butadiene copolymer rubber, isoprene-butadiene copolymer rubber, isobutylene-isoprene copolymer rubber, ethylene-propylenediene terpolymer rubber, halogenated isobutylene-isoprene copolymer rubber and acrylonitrile-butadiene copolymer rubber, wherein said surface modifying composition comprises: (i) a halogen-releaseable halogenoid represented by the general formula: R--SO.sub.2 NX.sub.2 or R'.sub.m --(Ar)--(SO.sub.2 NX.sub.2).sub.n wherein X is a halogen atom, R and R' represent an aliphatic hydrocarbon residue having 1-6 carbon atoms and further R' may be a hydrogen atom or a halogen atom, Ar is a residue selected from the group consisting of: ##STR2## and m and n are an integer of 1-3, respectively, and (ii) a non-solvent type waxy substance having a melting point of not more than 100° C.; (b) modifying the thus coated surface of the vulcanized rubber by heating at 60°-150° C.
Claim 2
Independent Claim
169 words
A method of modifying a surface of vulcanized rubber, comprising the steps of: (a) applying a surface modifying composition to the surface of a vulcanized rubber selected from at least one member of the group consisting of natural rubber, polyisoprene rubber, polybutadiene rubber, polychloroprene rubber, styrene-butadiene copolymer rubber, isoprene-butadiene copolymer rubber, isobutylene-isoprene copolymer rubber, ethylene-propylenediene terpolymer rubber, halogenated isobutylene-isoprene copolymer rubber and acrylonitrile-butadiene copolymer rubber, wherein said surface modifying composition comprises: (i) a halogen-releaseable halogenoid represented by the general formula: R--SO.sub.2 NX.sub.2 or R'.sub.m --(Ar)--(SO.sub.2 NX.sub.2).sub.n wherein X is a halogen atom, R and R' represent an aliphatic hydrocarbon residue having 1-6 carbon atoms and further R' may be a hydrogen atom or a halogen atom, Ar is a residue selected from the group consisting of: ##STR2## and m and n are an integer of 1-3, respectively, and (ii) a non-solvent type waxy substance having a melting point of not more than 100° C.; (b) modifying the thus coated surface of the vulcanized rubber by heating at 60°-150° C.
Claim 3
Independent Claim
154 words
A method of modifying a surface of a vulcanized rubber, comprising the steps of: (a) applying a surface modifying composition to the surface of a vulcanized rubber selected from at least one member of the group consisting of natural rubber, polyisoprene rubber, polybutadiene rubber, polychloroprene rubber, styrene-butadiene copolymer rubber, isoprene-butadiene copolymer rubber, isobutylene-isoprene copolymer rubber, ethylene-propylenediene terpolymer rubber, halogenated isobutylene-isoprene copolymer rubber and acrylonitrile-butadiene copolymer rubber, wherein said surface modifying composition comprises: (i) a halogen-releaseable halogenoid compound selected from the group consisting of halogenated isocyanate, N-monohaloalkylurethane, N,N-dihaloalkylurethane, halogenated sulfur, sulfenyl halide, halomethyl ether, azido iodide, azido bromide, iodine chloride, iodine bromide, trichloroacetyl iodide, acetyl bromide, iodine nitrate, alkylhypohalide, alkylthionyl chloride, allylthionyl chloride, nitrosyl chloride, nitrosyl bromide, halogenated isocyanuric acid and halogenated methylhydantoin, and (ii) a non-solvent type waxy substance having a melting point of not more than 100° C.; (b) modifying the thus coated surface of the vulcanized rubber by heating at 60°-150° C.
Claim 4
Independent Claim
154 words
A method of modifying a surface of a vulcanized rubber, comprising the steps of: (a) applying a surface modifying composition to the surface of a vulcanized rubber selected from at least one member of the group consisting of natural rubber, polyisoprene rubber, polybutadiene rubber, polychloroprene rubber, styrene-butadiene copolymer rubber, isoprene-butadiene copolymer rubber, isobutylene-isoprene copolymer rubber, ethylene-propylenediene terpolymer rubber, halogenated isobutylene-isoprene copolymer rubber and acrylonitrile-butadiene copolymer rubber, wherein said surface modifying composition comprises: (i) a halogen-releaseable halogenoid compound selected from the group consisting of halogenated isocyanate, N-monohaloalkylurethane, N,N-dihaloalkylurethane, halogenated sulfur, sulfenyl halide, halomethyl ether, azido iodide, azido bromide, iodine chloride, iodine bromide, trichloroacetyl iodide, acetyl bromide, iodine nitrate, alkylhypohalide, alkylthionyl chloride, allylthionyl chloride, nitrosyl chloride, nitrosyl bromide, halogenated isocyanuric acid and halogenated methylhydantoin, and (ii) a non-solvent type waxy substance having a melting point of not more than 100° C.; (b) modifying the thus coated surface of the vulcanized rubber by heating at 60°-150° C.
Claim 5
Dependent Claim
41 words
The method according to claim 1, wherein said waxy substance is at least one substance selected from the group consisting of paraffinic hydrocarbons, saturated higher fatty acids, saturated higher alcohols, saturated higher fatty acid esters and saturated higher fatty acid salts.
Claim 6
Dependent Claim
22 words
The method according to claim 1, wherein said halogen-releasable halogenoid is used in an amount of 1.0-70% by weight of said composition.
References Cited (Backward Citations)
US3808176A
Cited
US3915907A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-02-19 | 1988-08-20 | 1989-02-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-19 | 1992-08-20 | 1993-02-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-19 | 1996-08-20 | 1997-02-19 | $7700.00 | Window Closed / Lapsed |