DE954456C - Verfahren zur Herstellung von mit Organosiliciumverbindungen modifizierten AEthoxylinharzen in geloester Form - Google Patents
Verfahren zur Herstellung von mit Organosiliciumverbindungen modifizierten AEthoxylinharzen in geloester FormInfo
- Publication number
- DE954456C DE954456C DE1954G0013463 DEG0013463A DE954456C DE 954456 C DE954456 C DE 954456C DE 1954G0013463 DE1954G0013463 DE 1954G0013463 DE G0013463 A DEG0013463 A DE G0013463A DE 954456 C DE954456 C DE 954456C
- Authority
- DE
- Germany
- Prior art keywords
- weight
- organosilicon compounds
- production
- water
- dissolved form
- 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
- 229920005989 resin Polymers 0.000 title claims description 17
- 239000011347 resin Substances 0.000 title claims description 17
- 150000003961 organosilicon compounds Chemical group 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 4
- -1 siloxanes Chemical class 0.000 claims description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 150000004756 silanes Chemical class 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 14
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229920000180 alkyd Polymers 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 229920003986 novolac Polymers 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- BYLOHCRAPOSXLY-UHFFFAOYSA-N dichloro(diethyl)silane Chemical compound CC[Si](Cl)(Cl)CC BYLOHCRAPOSXLY-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000001282 organosilanes Chemical class 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- MPFUOCVWJGGDQN-UHFFFAOYSA-N butan-1-ol;1,2-xylene Chemical group CCCCO.CC1=CC=CC=C1C MPFUOCVWJGGDQN-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 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 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- INUOIYMEJLOQFN-UHFFFAOYSA-N tributoxy(phenyl)silane Chemical group CCCCO[Si](OCCCC)(OCCCC)C1=CC=CC=C1 INUOIYMEJLOQFN-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- C08G59/40—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
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4085—Curing agents not provided for by the groups C08G59/42 - C08G59/66 silicon containing compounds
-
- 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)
- Epoxy Resins (AREA)
- Silicon Polymers (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL193715D NL193715A (en, 2012) | 1954-01-07 | ||
| NL85765D NL85765C (en, 2012) | 1954-01-07 | ||
| DE1954G0013463 DE954456C (de) | 1954-01-07 | 1954-01-07 | Verfahren zur Herstellung von mit Organosiliciumverbindungen modifizierten AEthoxylinharzen in geloester Form |
| GB3780854A GB760309A (en) | 1954-01-07 | 1954-12-31 | Method of producing an epoxy resin modified with organic silicon compounds |
| CH1453255A CH367629A (de) | 1954-01-07 | 1955-01-05 | Verfahren zur Herstellung von Lösungen von mit Organosiliciumverbindungen modifizierten Äthoxylinharzen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1954G0013463 DE954456C (de) | 1954-01-07 | 1954-01-07 | Verfahren zur Herstellung von mit Organosiliciumverbindungen modifizierten AEthoxylinharzen in geloester Form |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE954456C true DE954456C (de) | 1956-12-20 |
Family
ID=7120021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1954G0013463 Expired DE954456C (de) | 1954-01-07 | 1954-01-07 | Verfahren zur Herstellung von mit Organosiliciumverbindungen modifizierten AEthoxylinharzen in geloester Form |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH367629A (en, 2012) |
| DE (1) | DE954456C (en, 2012) |
| GB (1) | GB760309A (en, 2012) |
| NL (2) | NL85765C (en, 2012) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1107400B (de) * | 1958-10-21 | 1961-05-25 | Metallochemie Ets | Verfahren zum Haerten von Epoxyharzen |
| DE1114966B (de) * | 1957-05-22 | 1961-10-12 | Union Carbide Corp | UEberzugsmittel fuer Glasgegenstaende auf der Grundlage von Loesungen oder waessrigen Emulsionen von Organopolysiloxanen |
| DE1115927B (de) * | 1956-05-23 | 1961-10-26 | Dow Corning A G | Verfahren zur Herstellung von Organopolysiloxanen |
| DE1136115B (de) * | 1958-06-20 | 1962-09-06 | Ici Ltd | Verfahren zur Herstellung von verbesserten Organopolysiloxanen |
| DE1268763B (de) * | 1961-02-02 | 1968-05-22 | Dow Corning | Mittel zur Verbesserung der Haftfestigkeit von Harzen auf Silicium und Sauerstoff enthaltenden Fuellstoffen und Verstaerkungsmitteln |
| US6528607B2 (en) | 2000-07-22 | 2003-03-04 | Goldschmidt Ag | Heat-stable, corrosion-inhibiting polyorganosiloxane resins |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3055858A (en) * | 1957-05-23 | 1962-09-25 | Dow Corning | Method of preparing silicone-epoxide resins |
| US3169884A (en) * | 1959-03-04 | 1965-02-16 | Owens Corning Fiberglass Corp | Glass fibers sized with silane-epoxy resin compounds and method |
| DE1091748B (de) * | 1959-04-22 | 1960-10-27 | Richardson Co | Verfahren zum Vernetzen von Glycidylaethern und harzartigen Epoxydverbindungen mit organischen Siliciumverbindungen |
| DE3135991A1 (de) * | 1981-09-11 | 1983-03-31 | Trumpf GmbH & Co, 7257 Ditzingen | "stanz- oder nibbelmaschine" |
| RU2209225C1 (ru) * | 2001-11-12 | 2003-07-27 | Федеральное Государственное унитарное предприятие "Научно-исследовательский институт комплексных испытаний оптико-электронных приборов и систем" | Оптический клей |
| CN116515085B (zh) * | 2023-06-28 | 2023-11-21 | 北京玻钢院复合材料有限公司 | 一种高性能环氧树脂及其制备方法 |
-
0
- NL NL193715D patent/NL193715A/xx unknown
- NL NL85765D patent/NL85765C/xx active
-
1954
- 1954-01-07 DE DE1954G0013463 patent/DE954456C/de not_active Expired
- 1954-12-31 GB GB3780854A patent/GB760309A/en not_active Expired
-
1955
- 1955-01-05 CH CH1453255A patent/CH367629A/de unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1115927B (de) * | 1956-05-23 | 1961-10-26 | Dow Corning A G | Verfahren zur Herstellung von Organopolysiloxanen |
| DE1114966B (de) * | 1957-05-22 | 1961-10-12 | Union Carbide Corp | UEberzugsmittel fuer Glasgegenstaende auf der Grundlage von Loesungen oder waessrigen Emulsionen von Organopolysiloxanen |
| DE1136115B (de) * | 1958-06-20 | 1962-09-06 | Ici Ltd | Verfahren zur Herstellung von verbesserten Organopolysiloxanen |
| DE1107400B (de) * | 1958-10-21 | 1961-05-25 | Metallochemie Ets | Verfahren zum Haerten von Epoxyharzen |
| DE1268763B (de) * | 1961-02-02 | 1968-05-22 | Dow Corning | Mittel zur Verbesserung der Haftfestigkeit von Harzen auf Silicium und Sauerstoff enthaltenden Fuellstoffen und Verstaerkungsmitteln |
| US6528607B2 (en) | 2000-07-22 | 2003-03-04 | Goldschmidt Ag | Heat-stable, corrosion-inhibiting polyorganosiloxane resins |
Also Published As
| Publication number | Publication date |
|---|---|
| NL85765C (en, 2012) | |
| CH367629A (de) | 1963-02-28 |
| GB760309A (en) | 1956-10-31 |
| NL193715A (en, 2012) |
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