DE2656867A1 - Verfahren zum herstellen von novolak-epoxy-harzen - Google Patents
Verfahren zum herstellen von novolak-epoxy-harzenInfo
- Publication number
- DE2656867A1 DE2656867A1 DE19762656867 DE2656867A DE2656867A1 DE 2656867 A1 DE2656867 A1 DE 2656867A1 DE 19762656867 DE19762656867 DE 19762656867 DE 2656867 A DE2656867 A DE 2656867A DE 2656867 A1 DE2656867 A1 DE 2656867A1
- Authority
- DE
- Germany
- Prior art keywords
- epichlorohydrin
- water
- reaction medium
- alkali metal
- range
- 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- Withdrawn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
- 229920003986 novolac Polymers 0.000 title claims description 35
- 239000003822 epoxy resin Substances 0.000 title claims description 30
- 229920000647 polyepoxide Polymers 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 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 title description 16
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000012429 reaction media Substances 0.000 claims description 21
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 17
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 238000004821 distillation Methods 0.000 claims description 11
- 239000005011 phenolic resin Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 38
- 239000000243 solution Substances 0.000 description 17
- 239000004593 Epoxy Substances 0.000 description 15
- 229920005989 resin Polymers 0.000 description 14
- 239000011347 resin Substances 0.000 description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 13
- 239000000460 chlorine Substances 0.000 description 13
- 229910052801 chlorine Inorganic materials 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000007788 liquid Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 238000001914 filtration Methods 0.000 description 5
- 239000012044 organic layer Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 150000002484 inorganic compounds Chemical class 0.000 description 3
- 229910010272 inorganic material Inorganic materials 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000012258 stirred mixture Substances 0.000 description 2
- UWLINSANVPZJBA-UHFFFAOYSA-N 2-(chloromethyl)oxirane hydrate Chemical compound O.ClCC1CO1 UWLINSANVPZJBA-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 241000206761 Bacillariophyta Species 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 241001165661 Diura Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- -1 amine compounds Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- OQAQJWFVENTVSM-UHFFFAOYSA-N azorous acid Chemical compound ON(O)O OQAQJWFVENTVSM-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 238000000926 separation method Methods 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
- C08G59/08—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols from phenol-aldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT30493/75A IT1051397B (it) | 1975-12-19 | 1975-12-19 | Procedimento per la preparazione di resine novolacche epossidate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2656867A1 true DE2656867A1 (de) | 1977-06-30 |
Family
ID=11229845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762656867 Withdrawn DE2656867A1 (de) | 1975-12-19 | 1976-12-15 | Verfahren zum herstellen von novolak-epoxy-harzen |
Country Status (11)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0103282A3 (en) * | 1982-09-13 | 1987-05-13 | The Dow Chemical Company | A process for preparing glycidyl derivatives of compounds having at least one aromatic hydroxyl group or aromatic amine group |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57141419A (en) * | 1981-02-27 | 1982-09-01 | Mitsubishi Petrochem Co Ltd | Production of polyepoxide |
| US4474929A (en) * | 1983-09-30 | 1984-10-02 | The Dow Chemical Company | Polyglycidyl ethers of branched novolacs |
| GB8616162D0 (en) * | 1986-07-02 | 1986-08-06 | Shell Int Research | Cationic coating compositions |
| GB8621491D0 (en) * | 1986-09-05 | 1986-10-15 | Shell Int Research | Cationic coating compositions |
| JPH0759616B2 (ja) * | 1987-04-10 | 1995-06-28 | 住友化学工業株式会社 | エポキシ樹脂の製造方法 |
| US4778863A (en) * | 1987-08-13 | 1988-10-18 | The Dow Chemical Company | Preparation of epoxy resins having low undesirable halogen content |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL89266C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1953-10-19 | |||
| GB785415A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1955-01-31 | |||
| US2829124A (en) * | 1955-12-23 | 1958-04-01 | Borden Co | Epoxide resin |
| US3252850A (en) * | 1961-11-02 | 1966-05-24 | Dow Chemical Co | Fire resistant modified epoxy novolac resins and laminae bonded with same |
| IT967654B (it) * | 1972-09-20 | 1974-03-11 | Sir Soc Italiana Resine Spa | Procedimento perfezionato per la preparazione di resine epossino volacche liquide |
| IT967653B (it) * | 1972-09-20 | 1974-03-11 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione di resine epossinovolacche solide |
-
1975
- 1975-12-19 IT IT30493/75A patent/IT1051397B/it active
-
1976
- 1976-11-30 GB GB49981/76A patent/GB1509475A/en not_active Expired
- 1976-12-06 US US05/747,856 patent/US4137220A/en not_active Expired - Lifetime
- 1976-12-13 MX MX167370A patent/MX143783A/es unknown
- 1976-12-15 DE DE19762656867 patent/DE2656867A1/de not_active Withdrawn
- 1976-12-16 CA CA268,075A patent/CA1085990A/en not_active Expired
- 1976-12-17 NL NL7614030A patent/NL7614030A/xx not_active Application Discontinuation
- 1976-12-17 FR FR7638121A patent/FR2335546A1/fr active Granted
- 1976-12-17 BR BR7608524A patent/BR7608524A/pt unknown
- 1976-12-17 JP JP15276676A patent/JPS5290597A/ja active Granted
- 1976-12-18 ES ES454385A patent/ES454385A1/es not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0103282A3 (en) * | 1982-09-13 | 1987-05-13 | The Dow Chemical Company | A process for preparing glycidyl derivatives of compounds having at least one aromatic hydroxyl group or aromatic amine group |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1085990A (en) | 1980-09-16 |
| JPS5290597A (en) | 1977-07-29 |
| MX143783A (es) | 1981-07-14 |
| BR7608524A (pt) | 1977-12-20 |
| FR2335546A1 (fr) | 1977-07-15 |
| IT1051397B (it) | 1981-04-21 |
| GB1509475A (en) | 1978-05-04 |
| ES454385A1 (es) | 1977-12-16 |
| US4137220A (en) | 1979-01-30 |
| JPS5335999B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-09-29 |
| FR2335546B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-03-28 |
| NL7614030A (nl) | 1977-06-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |