GB686068A - Improvements in or relating to organosilylamines - Google Patents
Improvements in or relating to organosilylaminesInfo
- Publication number
- GB686068A GB686068A GB9663/51A GB966351A GB686068A GB 686068 A GB686068 A GB 686068A GB 9663/51 A GB9663/51 A GB 9663/51A GB 966351 A GB966351 A GB 966351A GB 686068 A GB686068 A GB 686068A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trimethylsilylmethyl
- hydrochloride
- bis
- general formula
- alkyl
- 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
- 239000004215 Carbon black (E152) Substances 0.000 abstract 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 11
- 229930195733 hydrocarbon Natural products 0.000 abstract 11
- -1 monocyclic aryl hydrocarbon Chemical group 0.000 abstract 9
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 6
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 150000003839 salts Chemical class 0.000 abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000001450 anions Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- VIAPGVLSJAGIPY-UHFFFAOYSA-N n-(trimethylsilylmethyl)aniline Chemical compound C[Si](C)(C)CNC1=CC=CC=C1 VIAPGVLSJAGIPY-UHFFFAOYSA-N 0.000 abstract 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- ZDOBWJOCPDIBRZ-UHFFFAOYSA-N chloromethyl(triethoxy)silane Chemical compound CCO[Si](CCl)(OCC)OCC ZDOBWJOCPDIBRZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000012954 diazonium Substances 0.000 abstract 2
- 150000001989 diazonium salts Chemical class 0.000 abstract 2
- 235000019441 ethanol Nutrition 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 239000000376 reactant Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 229910052710 silicon Inorganic materials 0.000 abstract 2
- 239000010703 silicon Substances 0.000 abstract 2
- WSOBJOKPIUCQHQ-UHFFFAOYSA-N 1-ethoxysilyl-n,n-dimethylmethanamine Chemical compound CCO[SiH2]CN(C)C WSOBJOKPIUCQHQ-UHFFFAOYSA-N 0.000 abstract 1
- OYWKBIVCHPPAOQ-UHFFFAOYSA-N 1-triethoxysilyl-n-(triethoxysilylmethyl)methanamine Chemical compound CCO[Si](OCC)(OCC)CNC[Si](OCC)(OCC)OCC OYWKBIVCHPPAOQ-UHFFFAOYSA-N 0.000 abstract 1
- BZJILDWKZIVTPE-UHFFFAOYSA-N 1-trimethylsilyl-n-(trimethylsilylmethyl)methanamine Chemical compound C[Si](C)(C)CNC[Si](C)(C)C BZJILDWKZIVTPE-UHFFFAOYSA-N 0.000 abstract 1
- XCYUKUCZYUZAOV-UHFFFAOYSA-N 2-[2-aminoethoxy(dimethyl)silyl]oxyethanamine Chemical compound NCCO[Si](C)(C)OCCN XCYUKUCZYUZAOV-UHFFFAOYSA-N 0.000 abstract 1
- IVJOVSLPDKOPMF-UHFFFAOYSA-N 2-ethoxysilyl-N-(2-ethoxysilylpropan-2-yl)propan-2-amine Chemical compound CC([SiH2]OCC)(C)NC(C)(C)[SiH2]OCC IVJOVSLPDKOPMF-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- CBGJHXIAFCRLJH-UHFFFAOYSA-N N,N-bis(trimethylsilylmethyl)octadecan-1-amine Chemical compound C[Si](C)(C)CN(CCCCCCCCCCCCCCCCCC)C[Si](C)(C)C CBGJHXIAFCRLJH-UHFFFAOYSA-N 0.000 abstract 1
- AQHPSCHJKMWFCG-UHFFFAOYSA-N N,N-dimethyl-1-phenylsilylmethanamine Chemical compound CN(C[SiH2]C1=CC=CC=C1)C AQHPSCHJKMWFCG-UHFFFAOYSA-N 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- FYTPGBJPTDQJCG-UHFFFAOYSA-N Trichloro(chloromethyl)silane Chemical compound ClC[Si](Cl)(Cl)Cl FYTPGBJPTDQJCG-UHFFFAOYSA-N 0.000 abstract 1
- KOOADCGQJDGAGA-UHFFFAOYSA-N [amino(dimethyl)silyl]methane Chemical compound C[Si](C)(C)N KOOADCGQJDGAGA-UHFFFAOYSA-N 0.000 abstract 1
- KCBISRMLWOXVTR-UHFFFAOYSA-N [aminosilyl(ethoxy)methoxy]ethane Chemical compound N[SiH2]C(OCC)OCC KCBISRMLWOXVTR-UHFFFAOYSA-N 0.000 abstract 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Chemical group 0.000 abstract 1
- YYLFXWHPWIEAEP-UHFFFAOYSA-N bromomethyl(diethoxymethyl)silane Chemical compound BrC[SiH2]C(OCC)OCC YYLFXWHPWIEAEP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- ITKVLPYNJQOCPW-UHFFFAOYSA-N chloro-(chloromethyl)-dimethylsilane Chemical compound C[Si](C)(Cl)CCl ITKVLPYNJQOCPW-UHFFFAOYSA-N 0.000 abstract 1
- RJCTVFQQNCNBHG-UHFFFAOYSA-N chloromethyl-dimethyl-phenylsilane Chemical compound ClC[Si](C)(C)C1=CC=CC=C1 RJCTVFQQNCNBHG-UHFFFAOYSA-N 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 abstract 1
- 239000005055 methyl trichlorosilane Substances 0.000 abstract 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 abstract 1
- OUSBZHYDUVVKHE-UHFFFAOYSA-N n,n-dimethyl-1-trimethylsilylmethanamine Chemical compound CN(C)C[Si](C)(C)C OUSBZHYDUVVKHE-UHFFFAOYSA-N 0.000 abstract 1
- NVVGMNZEOWJLGX-UHFFFAOYSA-N n-(trimethylsilylmethyl)cyclohexanamine Chemical compound C[Si](C)(C)CNC1CCCCC1 NVVGMNZEOWJLGX-UHFFFAOYSA-N 0.000 abstract 1
- ALYHWJDDYKHBBR-UHFFFAOYSA-N n-(trimethylsilylmethyl)octadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNC[Si](C)(C)C ALYHWJDDYKHBBR-UHFFFAOYSA-N 0.000 abstract 1
- BAHPBZUWESTFBG-UHFFFAOYSA-N n-(trimethylsilylmethyl)propan-2-amine Chemical compound CC(C)NC[Si](C)(C)C BAHPBZUWESTFBG-UHFFFAOYSA-N 0.000 abstract 1
- VLSFITLAADJYOS-UHFFFAOYSA-N n-methyl-1-trimethylsilylmethanamine Chemical compound CNC[Si](C)(C)C VLSFITLAADJYOS-UHFFFAOYSA-N 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000005375 organosiloxane group Chemical group 0.000 abstract 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- ROWWCTUMLAVVQB-UHFFFAOYSA-N triethoxysilylmethanamine Chemical compound CCO[Si](CN)(OCC)OCC ROWWCTUMLAVVQB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
Abstract
Catalysts for the setting of organosiloxane resins comprise organo-silicon compounds of the general formula (R3SiCH2)aNR1bH3-a-b wherein a is 1 or 2, b is 0, 1 or 2, the sum of a and b being not greater than 3, R is an alkyl, monocyclic aryl hydrocarbon or alkoxy radical, and R1 is an alkyl, alicyclic hydrocarbon or monocyclic aryl hydrocarbon radical or a hydroxyalkyl radical in which the OH group is at least beta to the nitrogen atom, and salts derived from the above organo-silicon compounds and having the general formula <FORM:0686068/IV (a)/1> wherein a is 1 or 2, b1 is 0, 1, 2 or 3, the sum of a and b1 being not greater than 4, Y is an acid anion, and R and R1 have the significance indicated above. The organo-silicon compounds of both the above general formul are used as intermediates in the production of organo-silicon resins.ALSO:The invention comprises organo-silicon compounds of the general formula (R3SiCH2)aNR1bH3-a-b wherein a is 1 or 2, b has a value from 0 to 2 (the sum of a+b being not greater than 3), R is an alkyl, monocyclic aryl hydrocarbon or alkoxy radical, and R1 is an alkyl, alicyclic hydrocarbon or monocyclic aryl hydrocarbon radical or a hydroxyalkyl radical in which the OH group is at least beta to the nitrogen, salts of the above compounds having the general formula [(R3SiCH2)aNR1b1H4-a-b1] wherein a is 1 or 2, b1 has a value from 0 to 3 (the sum of a and b1 being not greater than 4), Y is an acid anion and R and R1 have the above significance, and a process for preparing the above compounds by heating a compound of the general formula R3SiCH2X with a compound of the general formula R11bNH3-b, where X represents chlorine or bromine, and R11 is an alkyl, alicyclic hydrocarbon, monocyclic aryl hydrocarbon or hydroxyalkyl radical in which the hydroxy substituent has been blocked and is beta to the nitrogen, at a temperature of at least 50 DEG C. Halomethylsilane reactants referred to are trimethyl-, tripropyl-, triphenyl-, phenylisopropoxymethyl-, octadecoxydimethyl- and triethoxy-chloromethylsilane, and phenyldimethyl- and diethoxymethyl-bromomethylsilane. Amino reactants referred to are ammonia, methylamine, aniline, cyclohexylamine, isopropylamine, dimethylamine, tolylamines, ethanolamine and gamma-propanolamine. In the examples, the following compounds are prepared: trimethylsilylamine and its hydrochloride and adipate, bis-(trimethylsilylmethyl) amine and its hydrochloride, dimethylethoxysilylmethylamine, bis - (dimethylethoxysilylmethyl)amine, N-(trimethylsilylmethyl)phenylamine and its hydrochloride, dimethylphenylsilylmethylamine and its hydrochloride, bis-(dimethylphenylsilylmethyl) amine and its hydrochloride, (trimethylsilylmethyl) dimethylamine and its hydrochloride and quaternary salt derived from methyl iodide, N-dimethylethoxysilylmethyl) cyclohexylamine, bis-N-(dimethylethoxysilylmethyl)-cyclohexylamine, N-(trimethylsilylmethyl) cyclohexylamine and its hydrochloride, N-(trimethylsilylmethyl) octadecylamine and its hydrochloride, bis-(trimethylsilylmethyl) octadecylamine, N - (trimethylsilylmethyl) methylamine and its hydrochloride, diethoxymethylsilylamine, bis-(diethoxymethylsilylmethyl) amine, N-(trimethylsilylmethyl) isopropylamine and its hydrochloride N-(trimethylsilylmethyl) beta-hydroxyethylamine and its hydrochloride, triethoxysilylmethylamine and bis-(triethoxysilylmethyl) amine. The silicon-containing azo dye p-NO2C6H4 NNC6H4NH-CH2Si(CH3)3 is prepared by reacting the diazonium salt of p-nitro-aniline with N-(trimethylsilylmethyl) phenylamine. Chloromethyldimethylphenylsilane is prepared by reacting chloromethyldimethylchlorosilane and phenyl magnesium bromide. Bis-(beta-aminoethoxy) dimethylsilane is prepared by heating at a temperature above the boiling-point of ethyl alcohol dimethyldiethoxysilane and ethanolamine. Chloromethyltriethoxysilane is prepared by chlorinating methyltrichlorosilane in the presence of light to give chloromethyltrichlorosilane which is then reacted with ethyl alcohol.ALSO:A monazo dye is prepared by coupling the diazonium salt of p-nitro-aniline and N-(trimethylsilylmethyl) phenylamine.ALSO:Emulsifying agents comprise organosilicon compounds of the general formula (R3SiCH2)a NR1b H3-a-b, wherein a is 1 or 2, b is 0, 1 or 2, the sum of a and b being not greater than 3, R is an alkyl, monocyclic aryl hydrocarbon or alkoxy radical, and R1 is an alkyl, alicyclic hydrocarbon or monocyclic hydrocarbon radical or a hydroxyalkyl radical in which the OH group is at least beta to the nitrogen, and salts derived from the above organo-silicon compounds said salts being of the general formula [(R3SiCH2)a NR1b1 H4-a-b1]g , wherein a is 1 or 2, b1 is 0, 1, 2 or 3, the sum of a and b1 being not greater than 4, g is an acid anion, and R and R1 have the significance indicated above.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US686068XA | 1950-06-30 | 1950-06-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB686068A true GB686068A (en) | 1953-01-14 |
Family
ID=22083617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9663/51A Expired GB686068A (en) | 1950-06-30 | 1951-04-25 | Improvements in or relating to organosilylamines |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE503204A (en) |
| FR (1) | FR1036844A (en) |
| GB (1) | GB686068A (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005024A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Rinse aid composition containing an organosilane |
| US4005030A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4005028A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing detergent composition |
| US4390712A (en) * | 1980-12-19 | 1983-06-28 | Degussa Ag | Aqueous solution of cationic organosilicon compounds and process for the production of the solutions |
| US4631273A (en) * | 1984-11-05 | 1986-12-23 | Dow Corning Corporation | Aqueous emulsions using cationic silanes |
| DE10353063A1 (en) * | 2003-11-13 | 2005-06-23 | Wacker-Chemie Gmbh | Process for the preparation of amino-group-carrying silicon compounds |
| WO2006063667A2 (en) * | 2004-12-16 | 2006-06-22 | Wacker Chemie Ag | Method for the continuous production of silicon compounds carrying amino groups |
| JP2008143855A (en) * | 2006-12-12 | 2008-06-26 | Shin Etsu Chem Co Ltd | Method for producing aminoalkylsilane compound |
| DE102007037193A1 (en) | 2007-08-07 | 2009-02-12 | Wacker Chemie Ag | Process for the preparation of aminoorganosilanes |
| DE102009026755A1 (en) | 2009-06-04 | 2010-12-09 | Wacker Chemie Ag | Process for the preparation of aminoorganosilanes |
| CN104086584A (en) * | 2014-07-29 | 2014-10-08 | 荆州市江汉精细化工有限公司 | Preparation method of bis-(alkoxysilylpropyl)-amine |
| WO2018033199A1 (en) | 2016-08-16 | 2018-02-22 | Wacker Chemie Ag | Method for the production of secondary aminoorganosilicon compounds |
| JP2019182815A (en) * | 2018-04-17 | 2019-10-24 | 信越化学工業株式会社 | Organosilicon compound and method for producing the same |
-
0
- BE BE503204D patent/BE503204A/xx unknown
-
1951
- 1951-04-25 GB GB9663/51A patent/GB686068A/en not_active Expired
- 1951-05-08 FR FR1036844D patent/FR1036844A/en not_active Expired
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005024A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Rinse aid composition containing an organosilane |
| US4005030A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4005028A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing detergent composition |
| US4390712A (en) * | 1980-12-19 | 1983-06-28 | Degussa Ag | Aqueous solution of cationic organosilicon compounds and process for the production of the solutions |
| US4631273A (en) * | 1984-11-05 | 1986-12-23 | Dow Corning Corporation | Aqueous emulsions using cationic silanes |
| AU575214B2 (en) * | 1984-11-05 | 1988-07-21 | Dow Corning Corporation | Aqueous emulsions using cationic silanes |
| US7417160B2 (en) | 2003-11-13 | 2008-08-26 | Wacker Chemie Ag | Method for the production of silicon compounds carrying amino groups |
| DE10353063A1 (en) * | 2003-11-13 | 2005-06-23 | Wacker-Chemie Gmbh | Process for the preparation of amino-group-carrying silicon compounds |
| DE10353063B4 (en) * | 2003-11-13 | 2006-03-02 | Wacker-Chemie Gmbh | A process for the preparation of (N-organylaminoorganyl) - and (N, N-diorganylaminoorganyl) triorganylsilanes and (N-cyclohexylaminomethyl) trimethoxysilane and [N, N-bis (N ', N'-dimethylaminopropyl) aminomethyl] triorganylsilane obtainable by this process |
| WO2006063667A2 (en) * | 2004-12-16 | 2006-06-22 | Wacker Chemie Ag | Method for the continuous production of silicon compounds carrying amino groups |
| WO2006063667A3 (en) * | 2004-12-16 | 2006-10-05 | Wacker Chemie Ag | Method for the continuous production of silicon compounds carrying amino groups |
| JP2008524126A (en) * | 2004-12-16 | 2008-07-10 | ワッカー ケミー アクチエンゲゼルシャフト | Continuous production method of amino group-containing silicon compound |
| US7842831B2 (en) | 2004-12-16 | 2010-11-30 | Wacker Chemie Ag | Method for the continuous production of silicon compounds bearing amino groups |
| JP4852048B2 (en) * | 2004-12-16 | 2012-01-11 | ワッカー ケミー アクチエンゲゼルシャフト | Continuous production method of amino group-containing silicon compound |
| JP2008143855A (en) * | 2006-12-12 | 2008-06-26 | Shin Etsu Chem Co Ltd | Method for producing aminoalkylsilane compound |
| US8314263B2 (en) | 2007-08-07 | 2012-11-20 | Wacker Chemie Ag | Method for producing amino-organosilanes |
| DE102007037193A1 (en) | 2007-08-07 | 2009-02-12 | Wacker Chemie Ag | Process for the preparation of aminoorganosilanes |
| DE102009026755A1 (en) | 2009-06-04 | 2010-12-09 | Wacker Chemie Ag | Process for the preparation of aminoorganosilanes |
| US8981138B2 (en) | 2009-06-04 | 2015-03-17 | Wacker Chemie Ag | Method for producing aminoorganosilanes |
| CN104086584A (en) * | 2014-07-29 | 2014-10-08 | 荆州市江汉精细化工有限公司 | Preparation method of bis-(alkoxysilylpropyl)-amine |
| WO2018033199A1 (en) | 2016-08-16 | 2018-02-22 | Wacker Chemie Ag | Method for the production of secondary aminoorganosilicon compounds |
| JP2019182815A (en) * | 2018-04-17 | 2019-10-24 | 信越化学工業株式会社 | Organosilicon compound and method for producing the same |
| WO2019202795A1 (en) * | 2018-04-17 | 2019-10-24 | 信越化学工業株式会社 | Organic silicon compound and production method therefor |
| CN111989333A (en) * | 2018-04-17 | 2020-11-24 | 信越化学工业株式会社 | Organosilicon compound and method for producing same |
| EP3783003A4 (en) * | 2018-04-17 | 2022-01-05 | Shin-Etsu Chemical Co., Ltd. | Organic silicon compound and production method therefor |
| CN111989333B (en) * | 2018-04-17 | 2023-09-15 | 信越化学工业株式会社 | Organosilicon compound and method for producing same |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1036844A (en) | 1953-09-11 |
| BE503204A (en) | 1900-01-01 |
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