GB991139A - Bonding rubbery polymers to siliceous surfaces and tires therefrom - Google Patents
Bonding rubbery polymers to siliceous surfaces and tires therefromInfo
- Publication number
- GB991139A GB991139A GB19732/62A GB1973262A GB991139A GB 991139 A GB991139 A GB 991139A GB 19732/62 A GB19732/62 A GB 19732/62A GB 1973262 A GB1973262 A GB 1973262A GB 991139 A GB991139 A GB 991139A
- Authority
- GB
- United Kingdom
- Prior art keywords
- zinc oxide
- rubber
- butyl rubber
- magnesium oxide
- sulphur
- 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
Links
- 229920001971 elastomer Polymers 0.000 title abstract 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 14
- 239000011787 zinc oxide Substances 0.000 abstract 7
- 239000000395 magnesium oxide Substances 0.000 abstract 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 6
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 6
- -1 aryl silanes Chemical class 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 5
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 abstract 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 4
- 239000005864 Sulphur Substances 0.000 abstract 4
- 239000011521 glass Substances 0.000 abstract 4
- 239000005060 rubber Substances 0.000 abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 229920005556 chlorobutyl Polymers 0.000 abstract 3
- 239000004744 fabric Substances 0.000 abstract 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- 239000005062 Polybutadiene Substances 0.000 abstract 2
- 235000021355 Stearic acid Nutrition 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229920005557 bromobutyl Polymers 0.000 abstract 2
- 229920005549 butyl rubber Polymers 0.000 abstract 2
- 239000006229 carbon black Substances 0.000 abstract 2
- 235000019241 carbon black Nutrition 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- 229920002857 polybutadiene Polymers 0.000 abstract 2
- 239000008117 stearic acid Substances 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- 229920003051 synthetic elastomer Polymers 0.000 abstract 2
- 239000005061 synthetic rubber Substances 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 244000043261 Hevea brasiliensis Species 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000012752 auxiliary agent Substances 0.000 abstract 1
- 239000011324 bead Substances 0.000 abstract 1
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000009413 insulation Methods 0.000 abstract 1
- 239000010687 lubricating oil Substances 0.000 abstract 1
- 235000012245 magnesium oxide Nutrition 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 229920003052 natural elastomer Polymers 0.000 abstract 1
- 229920001194 natural rubber Polymers 0.000 abstract 1
- 125000005574 norbornylene group Chemical group 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000003544 oxime group Chemical group 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 229920001084 poly(chloroprene) Polymers 0.000 abstract 1
- 229920001195 polyisoprene Polymers 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 229920001897 terpolymer Polymers 0.000 abstract 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229960002447 thiram Drugs 0.000 abstract 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 235000014692 zinc oxide Nutrition 0.000 abstract 1
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
- C08J5/08—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials glass fibres
-
- 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
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- 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
- B60C9/0028—Reinforcements comprising mineral fibres, e.g. glass or carbon fibres
-
- 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
Abstract
For the purpose of bonding rubber, synthetic rubber or other elastroneric materials to them, glass or other siliceous fibres are coated with a defined class of non-olefinic substituted alkyl, aralkyl or aryl silanes, preferably amino-propyl triethoxysilane, the rubbery material, then being cured in contact with, the fibres in the presence of a curing system comprising zinc oxide alone or in combination with one or more of magnesium oxide, a peroxide, a sulphur-containing accelerator, sulphur, or a quinone and an oxidizing agent to produce hoses, ropes, belts or tyres. The broad class of substituted alkyl, aralkyl or aryl silanes usable is given by the general formula <FORM:0991139/D1-D2/1> in which R is alkyl, aralkyl or aryl one or more hydrogen atoms in which is replaced by an amino, mercapto, carboxyl, cyano, hydroxy, epoxy, quinone, sulphonic, or oxime group, X is a group such as a halogen, hydroxy or ester group reactable with the siliceous surface, and Y and Z are both or either the same as orthepameas R, or an alkyl group, e.g. methyl. The preferred class has the following general formula:- (X)4-n-Si-(RNH2)n in which R is methylene or alkylene with 2-12 carbon atoms, X is any of halogen, hydroxy or alkoxy, and n is 2 or 3. Examples of synthetic rubbers are polyisoprene, polybutadiene, polybutadiene/acrylonitrile and/styrene, polychlorobrene, butyl rubber, chlorinated and brominated butyl rubber, and ethylene-propylene rubbery copolymers. Examples are given in which compositions of various rubbers containing compounding and vulcanizing ingredients are sheeted and bonded by vulcanizing to glass fabrics or tyre cords which have been coated with aminopropyl triethoxy silane dissolved in an organic solvent such as heptane and dried. In making tyres (Example I) chlorinated butyl rubber compositions used for tread, carcass, inner liner, bead insulation, and as a connecting coating for the coated glass fibre cords, all contain zinc oxide and magnesium oxide in addition to carbon blacks, stearic acid, antioxidants, benzothiazyl disulphide and tetramethyl thiuram disulphide. Zinc oxide and magnesium oxide are also contained in chlorinated butyl rubber and neoprene compositions to be bonded to both sides of glass fabric coated with amino-propyl-triethoxysilane by curing with dicumyl peroxide +Ex.II), but (Ex. IV) the zinc oxide above gives an effective bond, which is less effective if auxiliary agents such as zinc chloride, dicumyl peroxide and sulphur accelerators are used. Similar results are given with brominated butyl rubber (Ex. V). Magnesium oxide, with the zinc oxide, is found to be necessary for good bonding of natural rubber, NBR rubber and SBR rubber (Ex. VII). Butyl rubber compositions require for effective bonding according to the invention the use of a quinoid curing agent and an oxidizing agent such as red lead, in addition to zinc oxide, whether or not magnesium oxide is used (Ex. VIII). In Ex. IX a composition bound to glass fabric coated with amino propyl triethoxysilane comprises a terpolymer of ethylene 65 parts, propylene 33 parts, and norbornylene 2 parts, carbon black, zinc oxide, magnesium oxide, stearic acid, sulphur, tetramethyl, thiuram disulphide, mercapto benzthiazole and petroleum lubricating oil.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12091161A | 1961-06-30 | 1961-06-30 | |
US13842061A | 1961-09-15 | 1961-09-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB991139A true GB991139A (en) | 1965-05-05 |
Family
ID=26818893
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB19732/62A Expired GB991139A (en) | 1961-06-30 | 1962-05-22 | Bonding rubbery polymers to siliceous surfaces and tires therefrom |
Country Status (7)
Country | Link |
---|---|
BE (1) | BE619588A (en) |
DE (1) | DE1469981A1 (en) |
DK (1) | DK112342B (en) |
FR (1) | FR1327526A (en) |
GB (1) | GB991139A (en) |
NL (1) | NL280360A (en) |
SE (1) | SE311748B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2384910A3 (en) * | 2003-01-17 | 2013-03-06 | Compagnie Generale Des Etablissements Michelin | Equipped assemblies for airplanes, wheels and tyres |
CN113840958A (en) * | 2019-06-06 | 2021-12-24 | 株式会社普利司通 | Steel cord-rubber composite and pneumatic tire |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3954694A (en) * | 1975-02-03 | 1976-05-04 | Rexnord, Inc. | Wearing composition |
-
1962
- 1962-05-22 GB GB19732/62A patent/GB991139A/en not_active Expired
- 1962-06-28 DK DK288362AA patent/DK112342B/en unknown
- 1962-06-29 FR FR902548A patent/FR1327526A/en not_active Expired
- 1962-06-29 NL NL280360A patent/NL280360A/en unknown
- 1962-06-29 SE SE7287/62A patent/SE311748B/sv unknown
- 1962-06-29 BE BE619588A patent/BE619588A/en unknown
- 1962-06-30 DE DE19621469981 patent/DE1469981A1/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2384910A3 (en) * | 2003-01-17 | 2013-03-06 | Compagnie Generale Des Etablissements Michelin | Equipped assemblies for airplanes, wheels and tyres |
CN113840958A (en) * | 2019-06-06 | 2021-12-24 | 株式会社普利司通 | Steel cord-rubber composite and pneumatic tire |
Also Published As
Publication number | Publication date |
---|---|
NL280360A (en) | 1964-12-10 |
FR1327526A (en) | 1963-05-17 |
DE1469981A1 (en) | 1970-01-29 |
SE311748B (en) | 1969-06-23 |
BE619588A (en) | 1962-12-31 |
DK112342B (en) | 1968-12-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3881536A (en) | Rubber vulcanizates | |
US2467322A (en) | Tie gum for polymer-rubber articles | |
RU2213110C2 (en) | Elastomeric compounds containing silicon-treated carbon blacks | |
US4474908A (en) | Rubber compositions | |
US4076550A (en) | Reinforcing additive | |
US3873489A (en) | Rubber compositions containing silica and an organosilane | |
US3997356A (en) | Reinforcing additive | |
US4229333A (en) | Cross-linkable rubber mixtures containing silicate fillers and process for cross-linking | |
US3915907A (en) | Chlorothio-sulfonamide-modified rubbery terpolymers and their blends | |
CS198130B2 (en) | Gurable rubbery mixture and method of producing the same | |
CN110713634B (en) | Rubber composition, processing method and application | |
JP6790112B2 (en) | Rubber mixture | |
ES430050A1 (en) | Vulcanisable rubber-containing mixtures for tyre treads | |
US3671478A (en) | Rubber compositions | |
JP2010255153A (en) | Adhesive composition for organic fiber cord, and rubber-reinforcing material, tire and method of bonding by using the same | |
KR950008977B1 (en) | Tires having non-staining vulcanized elastomeric composition | |
GB991139A (en) | Bonding rubbery polymers to siliceous surfaces and tires therefrom | |
BRPI0622102A2 (en) | vehicle wheel tire, and process for producing a crosslinkable elastomeric composition | |
KR101269169B1 (en) | bonding composition for tread junction of tire having silica and electric vehicle | |
GB739898A (en) | Improvements in pneumatic tyres of the tubeless type | |
US6111008A (en) | Tire with silica reinforced tread which contains specified carbon black | |
GB823282A (en) | Adhesion of rubbery polymers to tire cords | |
Russell et al. | EV Systems for NR. II. Further Development of Curing Systems and Vulcanizate Properties | |
ATE391148T1 (en) | SILICON OXIDE FILLED RUBBER WITH A QUINONDIIMINE | |
GB752868A (en) | Improvements in the vulcanization of butyl rubber |