GB675168A - Manufacture of epoxide resins - Google Patents
Manufacture of epoxide resinsInfo
- Publication number
- GB675168A GB675168A GB33024/47A GB3302447A GB675168A GB 675168 A GB675168 A GB 675168A GB 33024/47 A GB33024/47 A GB 33024/47A GB 3302447 A GB3302447 A GB 3302447A GB 675168 A GB675168 A GB 675168A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- dihydroxy
- phenols
- epoxy
- parts
- 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 6
- 238000004519 manufacturing process Methods 0.000 title abstract 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 10
- 150000002989 phenols Chemical class 0.000 abstract 10
- 229930185605 Bisphenol Natural products 0.000 abstract 8
- 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 8
- 239000000047 product Substances 0.000 abstract 8
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 6
- 150000002118 epoxides Chemical group 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 4
- 239000010408 film Substances 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- 239000011347 resin Substances 0.000 abstract 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 4
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 abstract 2
- 239000004593 Epoxy Chemical class 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 abstract 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003700 epoxy group Chemical group 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 238000007689 inspection Methods 0.000 abstract 2
- MGAXYKDBRBNWKT-UHFFFAOYSA-N (5-oxooxolan-2-yl)methyl 4-methylbenzenesulfonate Chemical group C1=CC(C)=CC=C1S(=O)(=O)OCC1OC(=O)CC1 MGAXYKDBRBNWKT-UHFFFAOYSA-N 0.000 abstract 1
- IFTGEZOPUAJVMG-UHFFFAOYSA-N 1,1-dibromobut-1-ene Chemical compound CCC=C(Br)Br IFTGEZOPUAJVMG-UHFFFAOYSA-N 0.000 abstract 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 abstract 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 abstract 1
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 abstract 1
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical compound C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 abstract 1
- MILSYCKGLDDVLM-UHFFFAOYSA-N 2-phenylpropan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 MILSYCKGLDDVLM-UHFFFAOYSA-N 0.000 abstract 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- 239000004386 Erythritol Substances 0.000 abstract 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 229930195725 Mannitol Natural products 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001454 anthracenes Chemical class 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- 235000019414 erythritol Nutrition 0.000 abstract 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 abstract 1
- 229940009714 erythritol Drugs 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- 238000004508 fractional distillation Methods 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000594 mannitol Substances 0.000 abstract 1
- 235000010355 mannitol Nutrition 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 150000002790 naphthalenes Chemical class 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 229920000768 polyamine Polymers 0.000 abstract 1
- 239000004848 polyfunctional curative Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical class OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 1
- 235000010356 sorbitol Nutrition 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 239000010409 thin film Substances 0.000 abstract 1
- 239000002966 varnish Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/26—Hexahydroxylic alcohols
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/62—Alcohols or phenols
- C08G59/621—Phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US626449A US2592560A (en) | 1945-11-02 | 1945-11-02 | Polyepoxide compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB675168A true GB675168A (en) | 1952-07-09 |
Family
ID=24510421
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33024/47A Expired GB675168A (en) | 1945-11-02 | 1947-12-15 | Manufacture of epoxide resins |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US2592560A (US07709020-20100504-C00041.png) |
| GB (1) | GB675168A (US07709020-20100504-C00041.png) |
| NL (1) | NL69124C (US07709020-20100504-C00041.png) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2121804A (en) * | 1982-06-10 | 1984-01-04 | Dow Chemical Co | Advanced epoxy resins and coating compositions containing the advanced epoxy resins |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2734881A (en) * | 1956-02-14 | Stabilized chlorine containing resins | ||
| US3258356A (en) * | 1966-06-28 | Coat of cured poly epoxide resin | ||
| US2675367A (en) * | 1951-04-11 | 1954-04-13 | Eastman Kodak Co | Bis(4-beta-hydroxyalkoxyphenyl) ketones and polyesters prepared therefrom |
| US2675411A (en) * | 1951-04-11 | 1954-04-13 | Eastman Kodak Co | Bis(4-beta-hydroxyalkoxyphenyl) ketones and process of preparation |
| US2789958A (en) * | 1951-10-30 | 1957-04-23 | Thiokol Chemical Corp | Resinous reaction products of polyepoxides and polysulfide polymers and methods of making the same |
| US2665266A (en) * | 1952-01-29 | 1954-01-05 | Harvel Corp | Glycidyl ethers of condensation products of certain aromatic hydroxy compounds with phenols having unsaturated hydrocarbon side chains |
| US2865886A (en) * | 1952-02-11 | 1958-12-23 | Devoe & Raynolds Co | Polyethylene polyamine-epoxide compositions |
| US2728781A (en) * | 1952-03-29 | 1955-12-27 | Shell Dev | Acyloxy substituted-glycidyl polyethers of dihydric phenols |
| US2824851A (en) * | 1953-08-24 | 1958-02-25 | Minnesota Mining & Mfg | Acrylic acid derivatives of epoxide resins and method of curing same |
| BE532088A (US07709020-20100504-C00041.png) * | 1953-09-28 | |||
| US2921040A (en) * | 1953-10-08 | 1960-01-12 | Shell Dev | Epoxide resin composition |
| US2868761A (en) * | 1953-11-27 | 1959-01-13 | Sun Oil Co | Compositions comprising polymerization products of vinyl aromatic compounds and naphthenic acid esters of polymeric polyhydric alcohols |
| US2806016A (en) * | 1954-11-01 | 1957-09-10 | Shell Dev | Polyglycidyl ethers of tetraphenols |
| US2998398A (en) * | 1958-08-29 | 1961-08-29 | Greenlee Sylvan Owen | Resinous polyhydric phenol |
| US3032527A (en) * | 1958-08-29 | 1962-05-01 | Greenlee Sylvan Owen | Curable epoxide composition containing polyhydric phenol and cured product thereof |
| US2907731A (en) * | 1958-10-02 | 1959-10-06 | Johnson & Son Inc S C | Epoxide, monohydric alcohol-diphenolic acid ester compositions and the modification thereof with aldehyde condensates |
| BE584029A (US07709020-20100504-C00041.png) * | 1958-12-13 | |||
| US3242137A (en) * | 1959-10-26 | 1966-03-22 | Swift & Co | Polymers of epoxy aliphatic ketones |
| NL277175A (US07709020-20100504-C00041.png) * | 1961-04-12 | 1900-01-01 | ||
| US3239580A (en) * | 1962-03-19 | 1966-03-08 | Dow Chemical Co | Elastomeric epoxy resins |
| US3271363A (en) * | 1962-07-19 | 1966-09-06 | Ciba Geigy Corp | Epoxide resin process and composition |
| US3350352A (en) * | 1962-09-06 | 1967-10-31 | Minnesota Mining & Mfg | Halogenated bisphenols and glycidyl polyethers thereof |
| US3245865A (en) * | 1962-10-18 | 1966-04-12 | Union Carbide Corp | Plastic reinforced articles having improved surface characteristics and method therefor |
| US3238087A (en) * | 1962-12-19 | 1966-03-01 | Union Carbide Corp | Method of making laminated structural elements and article produced thereby |
| US3352809A (en) * | 1963-11-05 | 1967-11-14 | Dow Chemical Co | Polyglycidyl ether of a polyhydric compound with a minor amount of a polyepoxide formed by the reaction of diglycidyl ether with a polyhydric phenol |
| US3288710A (en) * | 1964-02-21 | 1966-11-29 | Dow Corning Silicones Ltd | High load capacity dry film lubricants |
| US3364178A (en) * | 1964-12-21 | 1968-01-16 | Shell Oil Co | Thermoplastic poly (hydroxyalkyl diphenyl sulfone) ethers |
| CA2491308A1 (en) * | 2004-12-29 | 2006-06-30 | The Sherwin-Williams Company | Method of applying automotive primer-surfacer using a squeegee |
| WO2012136714A1 (en) | 2011-04-08 | 2012-10-11 | Nuplex Resins B.V. | Glycerol based unsaturated polyester resins and raw materials therefor |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2213477A (en) * | 1935-12-12 | 1940-09-03 | Gen Aniline & Film Corp | Glycol and polyglycol ethers of isocyclic hydroxyl compounds |
| NL52346C (US07709020-20100504-C00041.png) * | 1938-08-23 | |||
| US2411029A (en) * | 1943-03-03 | 1946-11-12 | Petrolite Corp | Subresinous polyesters |
| NL68299C (US07709020-20100504-C00041.png) * | 1944-05-12 |
-
0
- NL NL69124D patent/NL69124C/xx active
-
1945
- 1945-11-02 US US626449A patent/US2592560A/en not_active Expired - Lifetime
-
1947
- 1947-12-15 GB GB33024/47A patent/GB675168A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2121804A (en) * | 1982-06-10 | 1984-01-04 | Dow Chemical Co | Advanced epoxy resins and coating compositions containing the advanced epoxy resins |
Also Published As
| Publication number | Publication date |
|---|---|
| NL69124C (US07709020-20100504-C00041.png) | |
| US2592560A (en) | 1952-04-15 |
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