GB1129408A - Method of bonding glass to rubber - Google Patents
Method of bonding glass to rubberInfo
- Publication number
- GB1129408A GB1129408A GB2054966A GB2054966A GB1129408A GB 1129408 A GB1129408 A GB 1129408A GB 2054966 A GB2054966 A GB 2054966A GB 2054966 A GB2054966 A GB 2054966A GB 1129408 A GB1129408 A GB 1129408A
- Authority
- GB
- United Kingdom
- Prior art keywords
- rubber
- composition
- butadiene
- phenol
- formaldehyde
- 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 8
- 239000005060 rubber Substances 0.000 title abstract 8
- 239000011521 glass Substances 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 abstract 12
- 239000000853 adhesive Substances 0.000 abstract 3
- 230000001070 adhesive effect Effects 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005062 Polybutadiene Substances 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 239000003995 emulsifying agent Substances 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 2
- 229920000126 latex Polymers 0.000 abstract 2
- 229920002857 polybutadiene Polymers 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 abstract 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract 1
- 239000001836 Dioctyl sodium sulphosuccinate Substances 0.000 abstract 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- 244000043261 Hevea brasiliensis Species 0.000 abstract 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 abstract 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 1
- QUEICCDHEFTIQD-UHFFFAOYSA-N buta-1,3-diene;2-ethenylpyridine;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=N1 QUEICCDHEFTIQD-UHFFFAOYSA-N 0.000 abstract 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 abstract 1
- 229920005549 butyl rubber Polymers 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000000084 colloidal system Substances 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 abstract 1
- REQPQFUJGGOFQL-UHFFFAOYSA-N dimethylcarbamothioyl n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)SC(=S)N(C)C REQPQFUJGGOFQL-UHFFFAOYSA-N 0.000 abstract 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 229920003052 natural elastomer Polymers 0.000 abstract 1
- 229920001194 natural rubber Polymers 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 229920001084 poly(chloroprene) Polymers 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 229920001289 polyvinyl ether Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 229920003048 styrene butadiene rubber Polymers 0.000 abstract 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 1
- 229940124530 sulfonamide Drugs 0.000 abstract 1
- 229920001897 terpolymer Polymers 0.000 abstract 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 abstract 1
- 150000003918 triazines Chemical class 0.000 abstract 1
- 239000011787 zinc oxide Substances 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
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Reinforced Plastic Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
1,129,408. Coated glass. DUNLOP CO. Ltd. 10 May, 1966 [26 May, 1965], No. 20549/66. Headings B2E and B2K. [Also in Divisions C3 and D1] Glass fabrics or sheets are bonded to rubber by applying thereto an adhesive composition consisting at least in part of an aqueous dispersion or emulsion of a polyisocyanate, the isocyanate groups of which may be masked by, for example, reaction with a phenol, bisulphite or malonic ester, and a rubber latex, drying the applied coating, bringing the coated surface into contact with a vulcanisable rubber composition and vulcanising the rubber composition. Suitable polyisocyanates are 4, 4', 4"-triphenyl methane triisocyanate and the product of reacting one mole of triol with three moles of toluylene-2, 4-diisocyanate and the rubber latex in the adhesive composition which may be same as or different from the rubber in the rubber composition to which the glass material is to be bonded, may be natural rubber, a styrene-butadiene-vinylpyridine terpolymer, a styrene-butadiene copolymer, cis-polybutadiene, polychloroprene, a butadiene-acrylonitrile copolymer, a butyl rubber or an ethylene-propylene copolymer or a mixture thereof. The adhesive composition may also contain a polyepoxide composition, e.g. epoxidised polybutadiene and the diglycidyl ether of 'bis phenol A and its condensation products, a protective colloid, e.g. an ammoniacal casin solution, para formaldehyde and/or a phenol-aldehyde resin, e.g. a precondensed resorcinol-formaldehyde resin, which may be accompanied by a aqueous mixture of ammonia and formaldehyde, and the dispersion or emulsion of the composition may be aided by use of an anionic or non- ionic emulsifying agent, e.g. dioctyl sodium sulphosuccinate or a polyethylene oxide or polyvinyl ether emulsifier. The rubber in the vulcanisable rubber composition may be oilextended and the composition may contain sulphur, a peroxide cure system, carbon black, stearic acid, zinc oxide, N-cydohexylibenzthiazyl sulphonamide, phenyl-alpha-naphthylamine, mercaptobenzthiazyl disulphide, di-otolyl guanidine, magnesium oxide, tetramethylthiuram monosulphide and a triazine derivative.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED0047372 | 1965-05-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1129408A true GB1129408A (en) | 1968-10-02 |
Family
ID=7050384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2054966A Expired GB1129408A (en) | 1965-05-26 | 1966-05-10 | Method of bonding glass to rubber |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE681671A (en) |
| DE (1) | DE1544786C3 (en) |
| GB (1) | GB1129408A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2187533A1 (en) * | 1972-06-12 | 1974-01-18 | Henkel & Cie Gmbh | |
| EP0061628A3 (en) * | 1981-03-27 | 1982-12-08 | Bayer Ag | Use of polyisocyanate products dispersable in water as an additive to aqueous adhesives |
| EP0215267A3 (en) * | 1985-08-16 | 1988-10-12 | Bayer Ag | Use of polyisocyanates or polyisocyanate mixtures as additives for aqueous dispersion paints |
| USRE34093E (en) * | 1982-05-24 | 1992-10-06 | Aqueous adhesive compositions | |
| US5717031A (en) * | 1995-06-21 | 1998-02-10 | Lord Corporation | Aqueous adhesive compositions |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3329127A1 (en) * | 1983-08-11 | 1985-02-28 | Bayer Ag, 5090 Leverkusen | REINFORCEMENT ELEMENTS FOR ELASTOMERS, PRODUCTION OF THE REINFORCED ELASTOMERS AND REINFORCED ELASTOMERS |
-
1965
- 1965-05-26 DE DE19651544786 patent/DE1544786C3/en not_active Expired
-
1966
- 1966-05-10 GB GB2054966A patent/GB1129408A/en not_active Expired
- 1966-05-26 BE BE681671D patent/BE681671A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2187533A1 (en) * | 1972-06-12 | 1974-01-18 | Henkel & Cie Gmbh | |
| EP0061628A3 (en) * | 1981-03-27 | 1982-12-08 | Bayer Ag | Use of polyisocyanate products dispersable in water as an additive to aqueous adhesives |
| US4433095A (en) * | 1981-03-27 | 1984-02-21 | Bayer Aktiengesellschaft | Aqueous adhesives containing water-dispersible polyisocyanate preparations |
| USRE34093E (en) * | 1982-05-24 | 1992-10-06 | Aqueous adhesive compositions | |
| EP0215267A3 (en) * | 1985-08-16 | 1988-10-12 | Bayer Ag | Use of polyisocyanates or polyisocyanate mixtures as additives for aqueous dispersion paints |
| US5717031A (en) * | 1995-06-21 | 1998-02-10 | Lord Corporation | Aqueous adhesive compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| BE681671A (en) | 1966-10-31 |
| DE1544786A1 (en) | 1969-09-25 |
| DE1544786C3 (en) | 1974-07-04 |
| DE1544786B2 (en) | 1973-11-08 |
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