GB833649A - Improved epoxide resin compositions - Google Patents
Improved epoxide resin compositionsInfo
- Publication number
- GB833649A GB833649A GB11019/56A GB1101956A GB833649A GB 833649 A GB833649 A GB 833649A GB 11019/56 A GB11019/56 A GB 11019/56A GB 1101956 A GB1101956 A GB 1101956A GB 833649 A GB833649 A GB 833649A
- Authority
- GB
- United Kingdom
- Prior art keywords
- parts
- epoxide resin
- butadiene
- epoxide
- copolymer
- 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
- 229920000647 polyepoxide Polymers 0.000 title abstract 9
- 239000003822 epoxy resin Substances 0.000 title abstract 7
- 239000000203 mixture Substances 0.000 title abstract 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- 229920001577 copolymer Polymers 0.000 abstract 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000000853 adhesive Substances 0.000 abstract 2
- 230000001070 adhesive effect Effects 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 abstract 2
- 239000003365 glass fiber Substances 0.000 abstract 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000377 silicon dioxide Substances 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
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 abstract 1
- FRQQKWGDKVGLFI-UHFFFAOYSA-N 2-methylundecane-2-thiol Chemical compound CCCCCCCCCC(C)(C)S FRQQKWGDKVGLFI-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- 229930185605 Bisphenol Natural products 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000004159 Potassium persulphate Substances 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl 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
- 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
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 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
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 abstract 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 229940015043 glyoxal Drugs 0.000 abstract 1
- FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 abstract 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000004848 polyfunctional curative Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract 1
- 235000019394 potassium persulphate Nutrition 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 235000012424 soybean oil Nutrition 0.000 abstract 1
- 239000003549 soybean oil Substances 0.000 abstract 1
- 229920001187 thermosetting polymer Polymers 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Reinforced Plastic Materials (AREA)
Abstract
Epoxide resin compositions capable of thermosetting in admixture with a hardener for epoxide resins and suitable as adhesive for glass-to-glass and metal-to-metal surfaces, e.g. as structural adhesives in the aeroplane industry, consist of 100 parts by weight of low molecular weight epoxide resin and 3-60 parts of a liquid copolymer of 55-74 parts butadiene with 45-26 parts acrylonitrile. The compositions are used particularly to impregnate fibrous glass. Silica, alumina, and powdered aluminium may be used as fillers. The epoxide resins are preferably prepared from bis-phenol and epichlorhydrin in presence of alkali or from glycerol and epichlorhydrin in presence of boron trifluoride catalyst. Suitable resin may also be prepared by epoxidizing unsaturated hydrocarbon oils, e.g. soybean oil or unsaturated copolymers of butadiene with hydrogen peroxide. Curing may be effected in presence of the usual organic acid anhydrides, amines, amides, diisocyanates, ureaformaldehyde resins, glyoxal and aromatic polysulphonic acids. A liquid butadiene-acrylonitrile polymer is obtained by reacting butadiene and acrylonitrile in water with Na lauryl sulphate as emulsifier and potassium persulphate and tertiary dodecyl mercaptan as catalyst. Examples of compositions are: (1) epoxide resin 100 parts, chlorendic anhydride 195 parts, butadiene copolymer 17 parts, powdered silica 7 parts; (2) as in (1) with addition of dimethylbenzylamine; (3) as before with maleic anhydride or hexhydrophthalic anhydride in conjunction with the dimethylbenzylamine; (4) dicyandiamide used as curing agent; (5) metaphenylenediamine as curer; (6) dihydrazides as curers; (7) abrasive sheets are obtained by coating with abrasive a vulcanized sheet impregnated with the resinous composition. Glycerol type epoxide resin were also used; (8) a moulding composition comprises an epoxide resin, butadiene copolymer and phthalic anhydride; a table is given of the variation in curing times with various proportions of epoxide resin and copolymer; (11) the composition was used to impregnate layers of non-woven linearly aligned glass fibres which were made into pipes and tubes. Mercaptobenzothiazol, tetraethylthiuram disulphide and zinc oxide may be added as cure accelerators.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US833649XA | 1955-04-11 | 1955-04-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB833649A true GB833649A (en) | 1960-04-27 |
Family
ID=22177831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11019/56A Expired GB833649A (en) | 1955-04-11 | 1956-04-11 | Improved epoxide resin compositions |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1149324A (en) |
| GB (1) | GB833649A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3257345A (en) * | 1960-12-16 | 1966-06-21 | Minnesota Mining & Mfg | One-part electrical-insulating resin composition comprising an epoxy resin |
| US4482659A (en) * | 1983-10-21 | 1984-11-13 | Westinghouse Electric Corp. | Toughened thermosetting compositions for composites |
| CN116041753A (en) * | 2023-01-30 | 2023-05-02 | 四川大学 | Method for preparing epoxy resin composite material by upgrading and recycling waste polyamidourea |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3100160A (en) * | 1959-04-29 | 1963-08-06 | Johnson & Johnson | Tape employing an adhesive comprising an epoxy resin and a polymer having carboxylic groups |
| US3370104A (en) * | 1964-06-22 | 1968-02-20 | Grace W R & Co | Sealing compositions containing a mixture of epoxy resins and a liquid rubber |
| US4131590A (en) * | 1977-08-18 | 1978-12-26 | Raybestos-Manhattan, Inc. | Epoxy-rubber based friction material |
| CN113527842B (en) * | 2021-07-12 | 2023-10-20 | 安徽宏飞钓具有限公司 | A kind of low temperature resistant and antifreeze bionic fish bait and its preparation method |
-
1956
- 1956-04-11 FR FR1149324D patent/FR1149324A/en not_active Expired
- 1956-04-11 GB GB11019/56A patent/GB833649A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3257345A (en) * | 1960-12-16 | 1966-06-21 | Minnesota Mining & Mfg | One-part electrical-insulating resin composition comprising an epoxy resin |
| US4482659A (en) * | 1983-10-21 | 1984-11-13 | Westinghouse Electric Corp. | Toughened thermosetting compositions for composites |
| CN116041753A (en) * | 2023-01-30 | 2023-05-02 | 四川大学 | Method for preparing epoxy resin composite material by upgrading and recycling waste polyamidourea |
| CN116041753B (en) * | 2023-01-30 | 2024-05-28 | 四川大学 | Upcycling method for waste polyamide urea |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1149324A (en) | 1957-12-24 |
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