DE1198069B - Verfahren zur Herstellung von waermehaertbaren Harzen - Google Patents
Verfahren zur Herstellung von waermehaertbaren HarzenInfo
- Publication number
- DE1198069B DE1198069B DEU4527A DEU0004527A DE1198069B DE 1198069 B DE1198069 B DE 1198069B DE U4527 A DEU4527 A DE U4527A DE U0004527 A DEU0004527 A DE U0004527A DE 1198069 B DE1198069 B DE 1198069B
- Authority
- DE
- Germany
- Prior art keywords
- epoxy
- compounds
- hours
- attempt
- thermosetting resins
- 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.)
- Pending
Links
- 229920005989 resin Polymers 0.000 title claims description 10
- 239000011347 resin Substances 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 6
- 229920001187 thermosetting polymer Polymers 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229920000647 polyepoxide Polymers 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 3
- -1 compound 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 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 claims 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims 1
- 239000002685 polymerization catalyst Substances 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 239000000047 product Substances 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 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 2
- 238000000465 moulding Methods 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- GRWFFFOEIHGUBG-UHFFFAOYSA-N 3,4-Epoxy-6-methylcyclohexylmethyl-3,4-epoxy-6-methylcyclo-hexanecarboxylate Chemical compound C1C2OC2CC(C)C1C(=O)OCC1CC2OC2CC1C GRWFFFOEIHGUBG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 241001505100 Succisa pratensis Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- DCFDVJPDXYGCOK-UHFFFAOYSA-N cyclohex-3-ene-1-carbaldehyde Chemical compound O=CC1CCC=CC1 DCFDVJPDXYGCOK-UHFFFAOYSA-N 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DBIWHDFLQHGOCS-UHFFFAOYSA-N piperidine;trifluoroborane Chemical compound FB(F)F.C1CCNCC1 DBIWHDFLQHGOCS-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride 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
- C08G59/18—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
- C08G59/20—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 epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US586933A US2890209A (en) | 1956-05-24 | 1956-05-24 | Polymers of 3, 4-epoxycyclohexylmethyl 3, 4-epoxycyclohexanecarboxylates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1198069B true DE1198069B (de) | 1965-08-05 |
Family
ID=24347678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEU4527A Pending DE1198069B (de) | 1956-05-24 | 1957-05-09 | Verfahren zur Herstellung von waermehaertbaren Harzen |
Country Status (7)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0110198A1 (de) * | 1982-11-19 | 1984-06-13 | Bayer Ag | Mischungen spezieller cycloaliphatischer 1,2-Diepoxide und ihre Verwendung |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL235520A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1958-01-29 | |||
| NL247540A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1959-01-21 | |||
| US3238227A (en) * | 1960-05-31 | 1966-03-01 | Union Carbide Corp | Epoxy derivatives and process of preparing the same |
| US3251817A (en) * | 1963-03-01 | 1966-05-17 | Dow Chemical Co | Vinylidene chloride copolymer coating compositions |
| US3220916A (en) * | 1963-08-13 | 1965-11-30 | Formica Corp | Decorative laminate |
| US3463769A (en) * | 1964-04-02 | 1969-08-26 | Us Agriculture | Diepoxide from levopimaric acid transannular peroxide |
| US5001178A (en) * | 1989-03-06 | 1991-03-19 | General Electric Company | Thermoplastic molding compositions |
| US5026777A (en) * | 1989-11-17 | 1991-06-25 | General Electric Company | Low gloss thermoplastic molding compositions |
| TW222660B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1992-02-25 | 1994-04-21 | Gen Electric | |
| US5948922A (en) * | 1997-02-20 | 1999-09-07 | Cornell Research Foundation, Inc. | Compounds with substituted cyclic hydrocarbon moieties linked by secondary or tertiary oxycarbonyl containing moiety providing reworkable cured thermosets |
| US5767150A (en) * | 1997-04-10 | 1998-06-16 | Sartomer Company | Cycloaliphatic epoxide compounds |
| US7205342B2 (en) * | 2003-10-10 | 2007-04-17 | General Electric Company | Poly(arylene ether) composition and method of molding |
| DE102008009676A1 (de) * | 2008-02-18 | 2009-08-27 | Siemens Aktiengesellschaft | Strahlungswandler und Verfahren zur Herstellung eines Strahlungswandlers |
| CN113979970A (zh) * | 2021-11-12 | 2022-01-28 | 泉州师范学院 | 阳离子型环氧树脂3,4-环氧环己基甲基-3’，4’-环氧环已基甲酸酯的制备方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2716123A (en) * | 1953-08-13 | 1955-08-23 | Dbepoxides of cycloaliphatic esters |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2706182A (en) * | 1952-06-05 | 1955-04-12 | Dow Chemical Co | Polymerization of olefin oxides |
| US2706189A (en) * | 1952-06-05 | 1955-04-12 | Dow Chemical Co | Solid polymers of propylene oxide |
| US2706181A (en) * | 1952-06-05 | 1955-04-12 | Dow Chemical Co | Catalysts for the polymerization of olefin oxides |
-
0
- NL NL105023D patent/NL105023C/xx active
- NL NL217496D patent/NL217496A/xx unknown
- BE BE557665D patent/BE557665A/xx unknown
-
1956
- 1956-05-24 US US586933A patent/US2890209A/en not_active Expired - Lifetime
-
1957
- 1957-05-09 DE DEU4527A patent/DE1198069B/de active Pending
- 1957-05-14 GB GB15211/57A patent/GB816027A/en not_active Expired
- 1957-05-21 FR FR1175602D patent/FR1175602A/fr not_active Expired
- 1957-05-22 CH CH362234D patent/CH362234A/fr unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2716123A (en) * | 1953-08-13 | 1955-08-23 | Dbepoxides of cycloaliphatic esters |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0110198A1 (de) * | 1982-11-19 | 1984-06-13 | Bayer Ag | Mischungen spezieller cycloaliphatischer 1,2-Diepoxide und ihre Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| NL217496A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| FR1175602A (fr) | 1959-03-31 |
| BE557665A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| CH362234A (fr) | 1962-05-31 |
| NL105023C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| GB816027A (en) | 1959-07-08 |
| US2890209A (en) | 1959-06-09 |
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