DE2462462A1 - Epoxyharzmasse - Google Patents
EpoxyharzmasseInfo
- Publication number
- DE2462462A1 DE2462462A1 DE19742462462 DE2462462A DE2462462A1 DE 2462462 A1 DE2462462 A1 DE 2462462A1 DE 19742462462 DE19742462462 DE 19742462462 DE 2462462 A DE2462462 A DE 2462462A DE 2462462 A1 DE2462462 A1 DE 2462462A1
- Authority
- DE
- Germany
- Prior art keywords
- epoxy resin
- resin composition
- carbon atoms
- composition according
- phenol
- 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.)
- Withdrawn
Links
- 229920000647 polyepoxide Polymers 0.000 title claims description 40
- 239000003822 epoxy resin Substances 0.000 title claims description 34
- 150000001875 compounds Chemical class 0.000 title description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 20
- -1 pyrrolidinedione compound Chemical class 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 11
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- 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 description 9
- 150000002989 phenols Chemical class 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003701 inert diluent Substances 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- UBOMDCUSFHBYRS-UHFFFAOYSA-N 1-methyl-3-(triphenyl-$l^{5}-phosphanylidene)pyrrolidine-2,5-dione Chemical compound O=C1N(C)C(=O)CC1=P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 UBOMDCUSFHBYRS-UHFFFAOYSA-N 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- JONYHYIWNUFINL-UHFFFAOYSA-N 1-phenyl-3-(tributyl-lambda5-phosphanylidene)pyrrolidine-2,5-dione Chemical compound C1(=CC=CC=C1)N1C(C(CC1=O)=P(CCCC)(CCCC)CCCC)=O JONYHYIWNUFINL-UHFFFAOYSA-N 0.000 description 1
- UYYNNGTXSABRKB-UHFFFAOYSA-N 1-phenyl-3-(triphenyl-$l^{5}-phosphanylidene)pyrrolidine-2,5-dione Chemical compound O=C1CC(=P(C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)C(=O)N1C1=CC=CC=C1 UYYNNGTXSABRKB-UHFFFAOYSA-N 0.000 description 1
- GNAVAQXUNJPBEW-UHFFFAOYSA-N 3-(triphenyl-$l^{5}-phosphanylidene)pyrrolidine-2,5-dione Chemical compound O=C1NC(=O)CC1=P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 GNAVAQXUNJPBEW-UHFFFAOYSA-N 0.000 description 1
- UWTMPGSBQKMCEY-UHFFFAOYSA-N 3-[diethyl(phenyl)-$l^{5}-phosphanylidene]pyrrolidine-2,5-dione Chemical compound C=1C=CC=CC=1P(CC)(CC)=C1CC(=O)NC1=O UWTMPGSBQKMCEY-UHFFFAOYSA-N 0.000 description 1
- ZKTADQVJJVSGPN-UHFFFAOYSA-N C1(=CCCCC1)[PH2]=C1C(NC(C1)=O)=O Chemical compound C1(=CCCCC1)[PH2]=C1C(NC(C1)=O)=O ZKTADQVJJVSGPN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical group CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000008379 phenol ethers Chemical class 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012048 reactive intermediate Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/066—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with chain extension or advancing agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/5537—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom the heteroring containing the structure -C(=O)-N-C(=O)- (both carbon atoms belong to the heteroring)
-
- 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
- C08G59/68—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 catalysts used
- C08G59/688—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 catalysts used containing phosphorus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Epoxy Resins (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ZA00740342A ZA74342B (en) | 1973-01-17 | 1973-01-17 | Process of reacting epoxy compounds with phenol and epoxy resin compositions |
| SE7400497A SE379774B (enrdf_load_stackoverflow) | 1973-01-17 | 1974-01-15 | |
| CA190,112A CA1012293A (en) | 1973-01-17 | 1974-01-15 | Latent catalysts for promoting the reaction between phenols and epoxy resins |
| DE2403407A DE2403407C3 (de) | 1973-01-17 | 1974-01-24 | Verfahren zur Umsetzung von Epoxyverbindungen mit Phenolen |
| DE19742462462 DE2462462A1 (de) | 1973-01-17 | 1974-01-24 | Epoxyharzmasse |
| NL7401197A NL7401197A (nl) | 1973-01-17 | 1974-01-29 | Werkwijze voor het bereiden van epoxyharsen. |
| GB434574A GB1448772A (en) | 1973-01-17 | 1974-01-30 | Process of reacting epoxy resins with phenols and epoxy resin compositions |
| JP49011907A JPS5219878B2 (enrdf_load_stackoverflow) | 1973-01-17 | 1974-01-30 | |
| FR7403194A FR2259859A1 (en) | 1973-01-17 | 1974-01-31 | 3-(Trihydrocarbyl-phosphoranylidene)-2,5-pyrrolidine-diones - used as catalysts for reaction of epoxides and phenols |
| JP14861276A JPS5281398A (en) | 1973-01-17 | 1976-12-10 | Epoxy resin composite preliminarily endowed with catalitic property |
Applications Claiming Priority (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ZA00740342A ZA74342B (en) | 1973-01-17 | 1973-01-17 | Process of reacting epoxy compounds with phenol and epoxy resin compositions |
| SE7400497A SE379774B (enrdf_load_stackoverflow) | 1973-01-17 | 1974-01-15 | |
| CA190,112A CA1012293A (en) | 1973-01-17 | 1974-01-15 | Latent catalysts for promoting the reaction between phenols and epoxy resins |
| DE2403407A DE2403407C3 (de) | 1973-01-17 | 1974-01-24 | Verfahren zur Umsetzung von Epoxyverbindungen mit Phenolen |
| DE19742462462 DE2462462A1 (de) | 1973-01-17 | 1974-01-24 | Epoxyharzmasse |
| NL7401197A NL7401197A (nl) | 1973-01-17 | 1974-01-29 | Werkwijze voor het bereiden van epoxyharsen. |
| GB434574A GB1448772A (en) | 1973-01-17 | 1974-01-30 | Process of reacting epoxy resins with phenols and epoxy resin compositions |
| JP49011907A JPS5219878B2 (enrdf_load_stackoverflow) | 1973-01-17 | 1974-01-30 | |
| FR7403194A FR2259859A1 (en) | 1973-01-17 | 1974-01-31 | 3-(Trihydrocarbyl-phosphoranylidene)-2,5-pyrrolidine-diones - used as catalysts for reaction of epoxides and phenols |
| JP14861276A JPS5281398A (en) | 1973-01-17 | 1976-12-10 | Epoxy resin composite preliminarily endowed with catalitic property |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2462462A1 true DE2462462A1 (de) | 1977-03-31 |
Family
ID=27579028
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2403407A Expired DE2403407C3 (de) | 1973-01-17 | 1974-01-24 | Verfahren zur Umsetzung von Epoxyverbindungen mit Phenolen |
| DE19742462462 Withdrawn DE2462462A1 (de) | 1973-01-17 | 1974-01-24 | Epoxyharzmasse |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2403407A Expired DE2403407C3 (de) | 1973-01-17 | 1974-01-24 | Verfahren zur Umsetzung von Epoxyverbindungen mit Phenolen |
Country Status (7)
| Country | Link |
|---|---|
| JP (2) | JPS5219878B2 (enrdf_load_stackoverflow) |
| CA (1) | CA1012293A (enrdf_load_stackoverflow) |
| DE (2) | DE2403407C3 (enrdf_load_stackoverflow) |
| GB (1) | GB1448772A (enrdf_load_stackoverflow) |
| NL (1) | NL7401197A (enrdf_load_stackoverflow) |
| SE (1) | SE379774B (enrdf_load_stackoverflow) |
| ZA (1) | ZA74342B (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0315755A3 (en) * | 1987-09-24 | 1989-06-14 | BASF Aktiengesellschaft | Latent catalysts for heat curable resins |
| JPH01134627U (enrdf_load_stackoverflow) * | 1988-03-07 | 1989-09-13 |
-
1973
- 1973-01-17 ZA ZA00740342A patent/ZA74342B/xx unknown
-
1974
- 1974-01-15 CA CA190,112A patent/CA1012293A/en not_active Expired
- 1974-01-15 SE SE7400497A patent/SE379774B/xx not_active IP Right Cessation
- 1974-01-24 DE DE2403407A patent/DE2403407C3/de not_active Expired
- 1974-01-24 DE DE19742462462 patent/DE2462462A1/de not_active Withdrawn
- 1974-01-29 NL NL7401197A patent/NL7401197A/xx not_active Application Discontinuation
- 1974-01-30 GB GB434574A patent/GB1448772A/en not_active Expired
- 1974-01-30 JP JP49011907A patent/JPS5219878B2/ja not_active Expired
-
1976
- 1976-12-10 JP JP14861276A patent/JPS5281398A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL7401197A (nl) | 1975-07-31 |
| ZA74342B (en) | 1975-04-30 |
| CA1012293A (en) | 1977-06-14 |
| DE2403407B2 (de) | 1979-06-13 |
| SE379774B (enrdf_load_stackoverflow) | 1975-10-20 |
| GB1448772A (en) | 1976-09-08 |
| DE2403407C3 (de) | 1980-02-21 |
| JPS50108399A (enrdf_load_stackoverflow) | 1975-08-26 |
| DE2403407A1 (de) | 1975-07-31 |
| JPS5219878B2 (enrdf_load_stackoverflow) | 1977-05-31 |
| JPS5281398A (en) | 1977-07-07 |
| SE7400497L (enrdf_load_stackoverflow) | 1975-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |