KR890012921A - 과플루오로알킬화합물 및 펜타플루오로 에틸트리메틸실란의 제조방법 - Google Patents

과플루오로알킬화합물 및 펜타플루오로 에틸트리메틸실란의 제조방법 Download PDF

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KR890012921A
KR890012921A KR1019890002077A KR890002077A KR890012921A KR 890012921 A KR890012921 A KR 890012921A KR 1019890002077 A KR1019890002077 A KR 1019890002077A KR 890002077 A KR890002077 A KR 890002077A KR 890012921 A KR890012921 A KR 890012921A
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general formula
compound
fluoride
carbon atoms
formula
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KR1019890002077A
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크루세 알프레드
지게문트 귄터
슈만 악셀
루페르트 인고발터
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하인리히 벡커, 베른하르트 베크
훽스트 아크티엔게젤샤프트
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Publication of KR890012921A publication Critical patent/KR890012921A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • 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
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
    • 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
    • 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
    • C07F7/0825—Preparations of compounds not comprising Si-Si or Si-cyano linkages
    • C07F7/0827—Syntheses with formation of a Si-C bond
    • 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
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음.

Description

과플루오로알킬화합물 및 펜타플루오로 에틸트리메틸실란의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 이발식 (I)의 과플루오로알킬트리메틸실란을 촉매로서 반응매질중에서 적어도 부분적으로 용성인 염-형태 플루오라이드의 존재하에서, 일반식 (II)의 카보닐 화합물과 반응시켜 일반식 (III)의 실릴에테르를 수득하고, 이를 분리한후 가수분해시켜 일반식 (IV)의 알콜을 수득함을 특징으로 하는, 과플루오로알킬 화합물의 제조방법.
    상기식에서, CnF2n+1그룹은 1 내지 6개의 탄소원자를 지닌 과플루오로알킬 그룹을 나타내고, R1은 탄화수소 그룹 또는 수소를 나타내며, R2는 탄화수소 그룹, 과플루오로알킬 그룹 또는 과플루오로아릴 그룹을 나타내고, 단, R1및 R2가 함께 지환족 고리계의 일부일 수 있다.
  2. 제1항에 있어서, (a) 플루오라이드가 알카리 플루오라이드 또는 알카리 비플루오라이드, 바람직하게는 칼륨 플루오라이드 또는 세슘 플루오라이드이고, (b) 촉매가 카보닐 화합물(II)을 기준으로 2 내지 30몰-%, 바람직하게는 10 내지 25몰-%의 양으로 도입되며, (c) 공정이, 반응조건하에서 반응물에 대해 불활성이고 촉매에 대해 용해 용량을 지닌 용매 또는 희석제, 바람직하게는 테트라하이드로푸란 및 일반식 CH3-O-[CH2-alk-O]n-CH3(여기에서, n은 1 내지 4의 정수이고, alk는 CH-CH3또는 CH2이다)의 폴리에테르로 구성된 그룹으로부터 선택되는 에테르 또는 디메틸포름아미드의 존재하에 무수의 조건하에서 진행되고, (d) 공정 0℃ 내지 100℃, 바람직하게는 20 내지 60℃의 온도 범위내에서 진행되며, (c) 실란(I)이 카보닐 화합물과 최소한 동량 및 최대한 25몰-%이하의 과량으로 도입되고, (f) 카보닐 화합물(II)의 R1및 R2가 각기 1 내지 10개의 탄소원자, 더 바람직하게는 1 내지 6개의 탄소원자를 갖는 특징들중 하나이상을 특징으로 하는 제조방법.
  3. 일반식 (CH3)3Si-CF2CF3의 펜타플루오로에틸 트리메틸실란.
  4. (a) 화합물(V)의 알킬 그룹이 각기 1 내지 4개의 탄소원자를 지니는, 바람직하게는 화합물(V)가 일반식 P[N(CH2CH3)2]3의 트리스-디에틸아미노포스판이고, (b) 공정이, -80℃ 내지 0℃, 바람직하게는 -30℃ 내지 -10℃의 온도범위내에서 진행되며, (c) 공정이 반응조건하에서 반응물에 대해 불활성이고, 생성되는 실란과는 충분히 차이가 나는 비점을 지닌 극성, 비양성자성 액체의 존재하에서, 바람직하게는 용매로서 n-부티로 니트릴중에서 진행되는 특성들 중 하나이상을 특징으로하는, 틀로로트리메틸실란을 펜타플루오로에틸 요오다이드 및 일반식 P[N-(alkyl)2]3(V)의 인산의 트리스-디알킬아미드와 반응시키는 단계를 포함하는 일반식 (CH3)Si-CF2CF3의 펜타플루오로 에틸 트리메틸실란의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890002077A 1988-02-23 1989-02-22 과플루오로알킬화합물 및 펜타플루오로 에틸트리메틸실란의 제조방법 KR890012921A (ko)

Applications Claiming Priority (2)

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DEP3805534.1 1988-02-23
DE3805534A DE3805534A1 (de) 1988-02-23 1988-02-23 Verfahren zur herstellung von perfluoralkylverbindungen sowie das pentafluoraethyl-trimethylsilan

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KR890012921A true KR890012921A (ko) 1989-09-20

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US (1) US4968848A (ko)
EP (1) EP0330058B1 (ko)
JP (1) JPH01272591A (ko)
KR (1) KR890012921A (ko)
DE (2) DE3805534A1 (ko)

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JPH0633343B2 (ja) * 1989-11-02 1994-05-02 信越化学工業株式会社 オルガノシリコーン処理シリカ及びそれを含む組成物、並びにその組成物の製造方法
IT1244008B (it) * 1990-11-02 1994-06-28 Ausimont Spa Processo per la produzione di sali di articoli fluorurati.
US5254755A (en) * 1990-12-04 1993-10-19 Allied-Signal Inc. Partially fluorinated alkanols having a tertiary structure
IT1246283B (it) * 1991-01-25 1994-11-17 Ausimont Spa Emichetali ciclici perfluorurati,corrispondenti perfluorodichetoni e loro processo di preparazione
US6803477B2 (en) 2001-11-29 2004-10-12 University Of Southern California Magnesium mediated preparation of fluorinated alkyl silanes
JP5178052B2 (ja) * 2007-05-31 2013-04-10 東ソ−・エフテック株式会社 光学活性パーフルオロアルキル基含有化合物の製造方法
JP5678655B2 (ja) * 2010-12-29 2015-03-04 セントラル硝子株式会社 α−シリルジフルオロメチルカルボニル化合物の製造方法
RU2521168C1 (ru) * 2013-03-18 2014-06-27 Закрытое акционерное общество научно-производственное Объединение "ПиМ-Инвест" (ЗАО НПО "Пим-Инвест") Способ получения фторированных арил(триметил)силанов
US9156758B2 (en) * 2013-12-20 2015-10-13 Coorstek Fluorochemicals, Inc. Perfluoroalkylation of carbonyl compounds
JP6260579B2 (ja) * 2015-05-01 2018-01-17 信越化学工業株式会社 フルオロポリエーテル基含有ポリマー変性シラン、表面処理剤及び物品
JP6967249B2 (ja) * 2017-03-28 2021-11-17 関東電化工業株式会社 モノヒドロペルフルオロアルカンを出発原料としたペルフルオロアルキル化剤の新規製造法、及びそれらを用いた芳香族ペルフルオロアルキル化合物の製造方法

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US3536745A (en) * 1968-01-05 1970-10-27 Allied Chem Haloalkoxysilanes
FR2463113A1 (fr) * 1979-08-08 1981-02-20 Ugine Kuhlmann Procede de preparation des 1,1,2,2, tetrahydro perfluoro alcanols et des esters de ces alcools
US4383120A (en) * 1981-07-17 1983-05-10 The Dow Chemical Company Thermal catalytic hydrosilylation of carbonyl compounds
DE3151444A1 (de) * 1981-12-24 1983-07-07 Bayer Ag, 5090 Leverkusen Neue silylether, verfahren zu ihrer herstellung und ihre verwendung als polymerisationsinitiatoren
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US4785126A (en) * 1985-04-26 1988-11-15 E. I. Du Pont De Nemours And Company 1,4-O-metallation process and composition

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EP0330058A1 (de) 1989-08-30
US4968848A (en) 1990-11-06
JPH01272591A (ja) 1989-10-31
EP0330058B1 (de) 1991-10-02
DE3805534A1 (de) 1989-08-31
DE58900327D1 (de) 1991-11-07

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