DE2403303C3 - Verfahren zur Herstellung von Organopolysiloxanpolyolen - Google Patents
Verfahren zur Herstellung von OrganopolysiloxanpolyolenInfo
- Publication number
- DE2403303C3 DE2403303C3 DE2403303A DE2403303A DE2403303C3 DE 2403303 C3 DE2403303 C3 DE 2403303C3 DE 2403303 A DE2403303 A DE 2403303A DE 2403303 A DE2403303 A DE 2403303A DE 2403303 C3 DE2403303 C3 DE 2403303C3
- Authority
- DE
- Germany
- Prior art keywords
- hydrolysis
- content
- aqueous solution
- weight
- polyols
- 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
- 238000000034 method Methods 0.000 title claims description 19
- 229920005862 polyol Polymers 0.000 title claims description 15
- 150000003077 polyols Chemical class 0.000 title claims description 15
- 229920001296 polysiloxane Polymers 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 3
- 230000007062 hydrolysis Effects 0.000 claims description 22
- 238000006460 hydrolysis reaction Methods 0.000 claims description 22
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 17
- 239000007864 aqueous solution Substances 0.000 claims description 12
- 150000004756 silanes Chemical class 0.000 claims description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 10
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 claims description 6
- 229910000069 nitrogen hydride Inorganic materials 0.000 claims description 6
- 235000019270 ammonium chloride Nutrition 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 238000007664 blowing Methods 0.000 claims description 3
- 150000001367 organochlorosilanes Chemical class 0.000 claims description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910020175 SiOH Inorganic materials 0.000 description 25
- -1 siloxanes Chemical class 0.000 description 14
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 9
- 229910000077 silane Inorganic materials 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000002585 base Substances 0.000 description 6
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical group C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000005055 methyl trichlorosilane Substances 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 150000004819 silanols Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- JAWMENYCRQKKJY-UHFFFAOYSA-N [3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-ylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]methanone Chemical compound N1N=NC=2CN(CCC=21)CC1=NOC2(C1)CCN(CC2)C(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F JAWMENYCRQKKJY-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 239000000049 pigment 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
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- UQMGAWUIVYDWBP-UHFFFAOYSA-N silyl acetate Chemical class CC(=O)O[SiH3] UQMGAWUIVYDWBP-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- ZOYFEXPFPVDYIS-UHFFFAOYSA-N trichloro(ethyl)silane Chemical group CC[Si](Cl)(Cl)Cl ZOYFEXPFPVDYIS-UHFFFAOYSA-N 0.000 description 1
- 239000005050 vinyl trichlorosilane 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2403303A DE2403303C3 (de) | 1974-01-24 | 1974-01-24 | Verfahren zur Herstellung von Organopolysiloxanpolyolen |
| US05/539,150 US3939195A (en) | 1974-01-24 | 1975-01-07 | Preparation of silanol containing organopolysiloxanes |
| JP878475A JPS5427880B2 (OSRAM) | 1974-01-24 | 1975-01-22 | |
| GB296475A GB1449102A (en) | 1974-01-24 | 1975-01-23 | Preparation of silanol containing organopolysiloxanes |
| FR7502310A FR2259123B1 (OSRAM) | 1974-01-24 | 1975-01-24 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2403303A DE2403303C3 (de) | 1974-01-24 | 1974-01-24 | Verfahren zur Herstellung von Organopolysiloxanpolyolen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2403303A1 DE2403303A1 (de) | 1975-07-31 |
| DE2403303B2 DE2403303B2 (de) | 1979-01-11 |
| DE2403303C3 true DE2403303C3 (de) | 1986-07-10 |
Family
ID=5905561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2403303A Expired DE2403303C3 (de) | 1974-01-24 | 1974-01-24 | Verfahren zur Herstellung von Organopolysiloxanpolyolen |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3939195A (OSRAM) |
| JP (1) | JPS5427880B2 (OSRAM) |
| DE (1) | DE2403303C3 (OSRAM) |
| FR (1) | FR2259123B1 (OSRAM) |
| GB (1) | GB1449102A (OSRAM) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2705563C2 (de) * | 1977-02-10 | 1982-10-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlichen Herstellung von hochviskosen Polydiorganosiloxanen |
| DE2801779A1 (de) * | 1978-01-17 | 1979-07-19 | Wacker Chemie Gmbh | Verfahren zum erhoehen des molekulargewichts |
| US4376210A (en) * | 1981-02-02 | 1983-03-08 | Pitney Bowes Inc. | Vinyl polysiloxane polymers release compositions and methods |
| US4368313A (en) * | 1981-09-18 | 1983-01-11 | General Electric Company | Stabilization of silanol hydrolysates of organosilanes |
| US4395563A (en) * | 1981-10-29 | 1983-07-26 | General Electric Company | Hydrolysis of alkoxysilanes |
| US4625011A (en) * | 1983-06-15 | 1986-11-25 | Dow Corning Corporation | Neutralization of alkali metal catalysts in organopolysiloxanes |
| DE3629381A1 (de) * | 1986-08-29 | 1988-03-03 | Wacker Chemie Gmbh | Verfahren zur herstellung von lineareen organopolysiloxandiolen |
| US4772516A (en) * | 1987-11-09 | 1988-09-20 | Mahone Louis G | Stable methylpolydisilylazane polymers |
| JP3703116B2 (ja) * | 1995-07-05 | 2005-10-05 | 信越化学工業株式会社 | オルガノポリシロキサン樹脂の製造方法 |
| CN102516546B (zh) * | 2011-12-01 | 2013-12-18 | 杭州师范大学 | 一种低黏度甲基苯基羟基硅油的制备方法 |
| CN106029677B (zh) | 2014-02-03 | 2019-08-06 | 国立研究开发法人产业技术综合研究所 | 一种硅烷醇化合物、组合物以及硅烷醇化合物的制造方法 |
| CN115010929B (zh) * | 2022-06-24 | 2023-07-21 | 江西蓝星星火有机硅有限公司 | 一种羟基封端乙烯基硅烷预聚体的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2758124A (en) * | 1952-04-11 | 1956-08-07 | Gen Electric | Continuous hydrolysis of organohalogenosilanes |
| US2832794A (en) * | 1952-11-05 | 1958-04-29 | Allied Chem & Dye Corp | Hydrolysis of organosilanes |
| US3309390A (en) * | 1963-07-01 | 1967-03-14 | Union Carbide Corp | Preparation of hydroxy-endblocked siloxane fluids |
| DE1235317B (de) * | 1964-01-29 | 1967-03-02 | Dow Corning | Verfahren zur Hydrolyse von Silanen |
| DE1195752B (de) * | 1964-02-27 | 1965-07-01 | Bayer Ag | Vorrichtung zur kontinuierlichen Hydrolyse von Organochlorsilanen |
| DE1252682B (de) * | 1964-08-13 | 1967-10-26 | Imperial Chemical Industries Limited, London | Verfahren zur Herstellung von 1,5-Dihydroxyhexaorganotrisiloxanen |
| FR1451269A (fr) * | 1965-03-12 | 1966-01-07 | Rhone Poulenc Sa | Procédé de préparation d'organopolysiloxanes linéaires |
| US3442925A (en) * | 1966-07-01 | 1969-05-06 | Bayer Ag | Process for the production of hydroxymethylsiloxanes |
| US3542837A (en) * | 1968-10-17 | 1970-11-24 | Dow Corning | Method of preparing triorganosilanols |
| US3853932A (en) * | 1973-12-28 | 1974-12-10 | Gen Electric | Process for producing silanol end-stopped polymers of low molecular weight |
-
1974
- 1974-01-24 DE DE2403303A patent/DE2403303C3/de not_active Expired
-
1975
- 1975-01-07 US US05/539,150 patent/US3939195A/en not_active Expired - Lifetime
- 1975-01-22 JP JP878475A patent/JPS5427880B2/ja not_active Expired
- 1975-01-23 GB GB296475A patent/GB1449102A/en not_active Expired
- 1975-01-24 FR FR7502310A patent/FR2259123B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5427880B2 (OSRAM) | 1979-09-12 |
| JPS50104300A (OSRAM) | 1975-08-18 |
| DE2403303B2 (de) | 1979-01-11 |
| DE2403303A1 (de) | 1975-07-31 |
| FR2259123B1 (OSRAM) | 1979-01-05 |
| US3939195A (en) | 1976-02-17 |
| FR2259123A1 (OSRAM) | 1975-08-22 |
| GB1449102A (en) | 1976-09-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8281 | Inventor (new situation) |
Free format text: LUECKING, HANS JOACHIM, DR., 5674 BERGISCH NEUKIRCHEN, DE SEYFRIED, KLAUS, DR., 5072 SCHILDGEN, DE BUECHNER, WERNER, DR., 5672 LEICHLINGEN, DE RUDOLPH, KARL-HEINZ, DR., 5670 OPLADEN, DE |
|
| C3 | Grant after two publication steps (3rd publication) |