JPS6121477B2 - - Google Patents

Info

Publication number: JPS6121477B2
Authority: JP; Japan
Prior art keywords: trimethoxysilane; reaction mixture; methyl alcohol; present; reaction
Prior art date: 1978-11-27
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

Application number

JP14634378A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5572197A (en

Inventor

Tetsuyoshi Suzuki

Sunao Imaki

Naruhisa Yamaura

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Mitsubishi Chemical Corp

Original Assignee

Mitsubishi Chemical Industries Ltd

Priority date (The priority date 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 date listed.)

1978-11-27

Filing date

1978-11-27

Publication date

1986-05-27

1978-11-27 Application filed by Mitsubishi Chemical Industries Ltd filed Critical Mitsubishi Chemical Industries Ltd

1978-11-27 Priority to JP14634378A priority Critical patent/JPS5572197A/ja

1980-05-30 Publication of JPS5572197A publication Critical patent/JPS5572197A/ja

1986-05-27 Publication of JPS6121477B2 publication Critical patent/JPS6121477B2/ja

Status Granted legal-status Critical Current

Links

OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 45
YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 claims description 26
239000011541 reaction mixture Substances 0.000 claims description 21
150000001413 amino acids Chemical class 0.000 claims description 9
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 8
229910052802 copper Inorganic materials 0.000 claims description 8
239000010949 copper Substances 0.000 claims description 8
238000000034 method Methods 0.000 claims description 8
239000003054 catalyst Substances 0.000 claims description 7
229910052710 silicon Inorganic materials 0.000 claims description 6
239000010703 silicon Substances 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
125000003710 aryl alkyl group Chemical group 0.000 claims description 4
230000000087 stabilizing effect Effects 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
150000001875 compounds Chemical class 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 11
238000004821 distillation Methods 0.000 description 10
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 8
235000001014 amino acid Nutrition 0.000 description 8
229940024606 amino acid Drugs 0.000 description 8
239000004471 Glycine Substances 0.000 description 4
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 3
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
239000005749 Copper compound Substances 0.000 description 2
229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 2
235000004279 alanine Nutrition 0.000 description 2
OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 2
150000001880 copper compounds Chemical class 0.000 description 2
OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 2
RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
229940045803 cuprous chloride Drugs 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000203 mixture Substances 0.000 description 2
RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
VIDOPANCAUPXNH-UHFFFAOYSA-N 1,2,3-triethylbenzene Chemical compound CCC1=CC=CC(CC)=C1CC VIDOPANCAUPXNH-UHFFFAOYSA-N 0.000 description 1
WSSNQXJVTQOUMV-UHFFFAOYSA-N 1,2-dibenzyl-3,4-dimethylbenzene Chemical group C=1C=CC=CC=1CC1=C(C)C(C)=CC=C1CC1=CC=CC=C1 WSSNQXJVTQOUMV-UHFFFAOYSA-N 0.000 description 1
PKQYSCBUFZOAPE-UHFFFAOYSA-N 1,2-dibenzyl-3-methylbenzene Chemical compound C=1C=CC=CC=1CC=1C(C)=CC=CC=1CC1=CC=CC=C1 PKQYSCBUFZOAPE-UHFFFAOYSA-N 0.000 description 1
WJECKFZULSWXPN-UHFFFAOYSA-N 1,2-didodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1CCCCCCCCCCCC WJECKFZULSWXPN-UHFFFAOYSA-N 0.000 description 1
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
KXTWDIPAGFPHCA-UHFFFAOYSA-N 1,2-dipropylnaphthalene Chemical compound C1=CC=CC2=C(CCC)C(CCC)=CC=C21 KXTWDIPAGFPHCA-UHFFFAOYSA-N 0.000 description 1
HMAMGXMFMCAOPV-UHFFFAOYSA-N 1-propylnaphthalene Chemical compound C1=CC=C2C(CCC)=CC=CC2=C1 HMAMGXMFMCAOPV-UHFFFAOYSA-N 0.000 description 1
229910021595 Copper(I) iodide Inorganic materials 0.000 description 1
AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
239000013522 chelant Chemical class 0.000 description 1
RFKZUAOAYVHBOY-UHFFFAOYSA-M copper(1+);acetate Chemical compound [Cu+].CC([O-])=O RFKZUAOAYVHBOY-UHFFFAOYSA-M 0.000 description 1
BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 1
LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 1
ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 description 1
HFDWIMBEIXDNQS-UHFFFAOYSA-L copper;diformate Chemical compound [Cu+2].[O-]C=O.[O-]C=O HFDWIMBEIXDNQS-UHFFFAOYSA-L 0.000 description 1
GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
229940076286 cupric acetate Drugs 0.000 description 1
229960003280 cupric chloride Drugs 0.000 description 1
KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
229940112669 cuprous oxide Drugs 0.000 description 1
229930007927 cymene Natural products 0.000 description 1
230000007423 decrease Effects 0.000 description 1
YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 1
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
-1 ditolylmethane Chemical compound 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
YUWFEBAXEOLKSG-UHFFFAOYSA-N hexamethylbenzene Chemical compound CC1=C(C)C(C)=C(C)C(C)=C1C YUWFEBAXEOLKSG-UHFFFAOYSA-N 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229960000310 isoleucine Drugs 0.000 description 1
AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
229940057995 liquid paraffin Drugs 0.000 description 1
ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
229940038384 octadecane Drugs 0.000 description 1
VXNSQGRKHCZUSU-UHFFFAOYSA-N octylbenzene Chemical compound [CH2]CCCCCCCC1=CC=CC=C1 VXNSQGRKHCZUSU-UHFFFAOYSA-N 0.000 description 1
HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
239000000843 powder Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
239000004474 valine Substances 0.000 description 1

JP14634378A 1978-11-27 1978-11-27 Stabilization of trimethoxysilane Granted JPS5572197A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP14634378A JPS5572197A (en)	1978-11-27	1978-11-27	Stabilization of trimethoxysilane

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP14634378A JPS5572197A (en)	1978-11-27	1978-11-27	Stabilization of trimethoxysilane

Publications (2)

Publication Number	Publication Date
JPS5572197A JPS5572197A (en)	1980-05-30
JPS6121477B2 true JPS6121477B2 (fr)	1986-05-27

Family

ID=15405546

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP14634378A Granted JPS5572197A (en)	1978-11-27	1978-11-27	Stabilization of trimethoxysilane

Country Status (1)

Country	Link
JP (1)	JPS5572197A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1323037C (fr) *	1987-02-23	1993-10-12	Yoshiro Ohta	Procede pour la production de trialkoxysilanes
US4727173A (en) *	1987-03-31	1988-02-23	Union Carbide Corporation	Process for producing trialkoxysilanes from the reaction of silicon metal and alcohol
US4761492A (en) *	1987-09-28	1988-08-02	Union Carbide Corporation	Process for recovering trimethoxysilane from a trimethoxysilane and methanol mixture
DE3829510C1 (fr) *	1988-08-31	1989-09-21	Huels Ag, 4370 Marl, De

1978
- 1978-11-27 JP JP14634378A patent/JPS5572197A/ja active Granted

Also Published As

Publication number	Publication date
JPS5572197A (en)	1980-05-30

Publication	Publication Date	Title
RU2051143C1 (ru)	1995-12-27	Способ перевинилирования
US10150785B2 (en)	2018-12-11	Method for producing dialkylaminosilane
CA1278578C (fr)	1991-01-02	Alkoxyalkoxydes metalliques polyvalents solubles dans des solvants organiques
US11028108B2 (en)	2021-06-08	Method for producing dialkylaminosilane
JPH02290840A (ja)	1990-11-30	カルバミン酸エステルの製法
JPS6121477B2 (fr)	1986-05-27
JPS6139955B2 (fr)	1986-09-06
CA2064376A1 (fr)	1992-09-29	Procede de transvinylation pour la preparation de composes vinyliques thermometastables; composes vinyliques obtenus a partir d'acides thermometastables
JPS633869B2 (fr)	1988-01-26
JPH03387B2 (fr)	1991-01-07
JPS6341919B2 (fr)	1988-08-19
US4463196A (en)	1984-07-31	Process for the preparation of citral
JPS6145634B2 (fr)	1986-10-08
JP2000351783A (ja)	2000-12-19	環状ホウ酸エステルの合成方法
CN106103454A (zh)	2016-11-09	三烷基镓化合物的制备以及其用途
JP2584775B2 (ja)	1997-02-26	トリアルコキシシランの分離精製法
JP3380272B2 (ja)	2003-02-24	ケトン／アルコール混合物からケトンを分離する方法
JPH0819137B2 (ja)	1996-02-28	金属含有アルコール溶液の製法
JP2020512325A (ja)	2020-04-23	不凍剤用の防食成分の製造方法
JPH085899B2 (ja)	1996-01-24	アルコキシシランの製造法
JPH01301684A (ja)	1989-12-05	有機金属化合物の製造方法
JPH08311083A (ja)	1996-11-26	立体障害をもつケイ素化合物の製造方法
JP2864985B2 (ja)	1999-03-08	トリ（第２級アルキル）シラン化合物の製造方法
McDonald	1959	Reaction of oxalyl chloride with amine hydrochlorides
JPS5970674A (ja)	1984-04-21	有機亜鉛塩触媒を用いる２−置換−２−オキサゾリンの液相製法