KR930702253A - Method for preparing 3,3-didutero-2-fluoroacrylate and tridutero-2-fluoroacrylate and uses thereof - Google Patents

Method for preparing 3,3-didutero-2-fluoroacrylate and tridutero-2-fluoroacrylate and uses thereof

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Publication number
KR930702253A
KR930702253A KR1019930700759A KR930700759A KR930702253A KR 930702253 A KR930702253 A KR 930702253A KR 1019930700759 A KR1019930700759 A KR 1019930700759A KR 930700759 A KR930700759 A KR 930700759A KR 930702253 A KR930702253 A KR 930702253A
Authority
KR
South Korea
Prior art keywords
group
formula
organic solvent
fluoroacrylate
compound
Prior art date
Application number
KR1019930700759A
Other languages
Korean (ko)
Inventor
답페르헬트 슈테펜
호이뮐러 루돌프
빌트 만프레트
Original Assignee
테르가우, 바이쎄르트
훽스트 아크티엔게젤샤프트
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Publication date
Application filed by 테르가우, 바이쎄르트, 훽스트 아크티엔게젤샤프트 filed Critical 테르가우, 바이쎄르트
Publication of KR930702253A publication Critical patent/KR930702253A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/04—Acids, Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/001—Acyclic or carbocyclic compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

3.3-디듀테로-2-플루오로아크릴산염과 트리듀테로-2-플루오로아크릴산염의 제조방법 및 이의 용도 본 발명은 일반식(V)의 화합물과 등몰량의 염기를 물 또는 유기 용매 또는 물과 1개 이상의 유기 용매의 혼합물 속에서 반응 용액의 응고점 내지 비점의 온도에서 반응시켜 일반식(I)의 화합물을 제조하는 방법에 관한 것이다.Method for preparing 3.3-dideutero-2-fluoroacrylate and trideutero-2-fluoroacrylate and its use The present invention provides a compound of formula (V) with an equimolar amount of water or an organic solvent or water. And a method of preparing a compound of formula (I) by reacting in a mixture of at least one organic solvent at a temperature of the freezing point or boiling point of the reaction solution.

상기식에서, n은 1,2 또는 3이고, R12는 수소 또는 중수소원자이다.Wherein n is 1,2 or 3 and R 12 is hydrogen or deuterium atom.

A(+)는 NH4 (+)그룹 또는 NH3D(+)그룹 또는, 금속 M(+), 바람직하게는 알칼리 금속 또는 알칼리 토금속이거나 일반식(Ⅱ)의 1급, 2급, 3급 또는 4급 암모늄 이온 또는 일반식(Ⅲ)의 라디칼이다.A (+) is NH 4 (+) group or NH 3 D (+) group or metal M (+) , preferably alkali metal or alkaline earth metal or is a primary, secondary or tertiary of general formula (II) Or a quaternary ammonium ion or a radical of the general formula (III).

Description

3.3 - 디듀테로 - 2 - 플루오로아크릴산염과 트리듀테로 - 2 - 플루오로아크릴산염의 제조방법 및 이의 용도3.3 Method for the preparation of dedutero-2-fluoroacrylate and trideutero-2-fluoroacrylate and uses thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (8)

일반식(V)의 화합물과 등몰량의 염기를 물 또는 유기 용매 또는 물과 1개 이상의 유기 용매의 혼합물 속에서 반응 용액의 응고점 내지 비점의 온도에서 반응시켜 일반식(I)의 화합물을 제조하는 방법.A compound of formula (I) is prepared by reacting a compound of formula (V) with an equimolar amount of base in water or an organic solvent or a mixture of water and one or more organic solvents at a temperature of the freezing point or boiling point of the reaction solution. Way. 상기식에서, n은 1,2 또는 3이고,Wherein n is 1,2 or 3, A(+)는 NH4 (+)그룹 또는 NH3D(+)그룹 또는, 금속 M(+), 바람직하게는 알칼리 금속 또는 알칼리 토금속이거나 일반식(Ⅱ)의 1급, 2급, 3급 또는 4급 암모늄 이온(여기서, R1, R2, R3및 R4는 서로 동일하거나 상이하고 서로 독립적으로 수소 또는 중수소원자, 직쇄 또는 측쇄 C1-20-알킬 그룹 또는 치환되거나 치환되지 않은 아릴 또는 아르알킬 라디칼이다) 또는 일반식(Ⅲ)의 라디칼{여기서, R1및 R2는 위에서 정의한 바와 같고, R5는 라디칼-(CH2)|4-6- 및 -(CH2)2-X-(CH2)2-(여기서, X는 NH, O 또는 S이다)중의 하나이거나 일반식(Ⅳ)의 화합물[여기서, R6, R7, R8, R9및 R10은 동일하거나 상이하고 서로 독립적으로 수소 또는 중수소원자, 측쇄 또는 직쇄이며 임의로 할로겐 치환된 C1-4-알킬그룹, 할로겐 원자, 하이드록실 그룹, 측쇄 또는 직쇄 C1-4-알콕시 그룹 또는 NO2CO2R|11또는 SO3R11그룹 (여기서, R11은 C1-6-알킬 그룹 또는 알칼리 금속 또는 알칼리 토금속이다)이거나, 각각의 경우 R6내지 R10의 입접한 두 라디칼은 함께 -C4H4- 또는 -C3H3N- 그룹을 형성한다]이다}이며, R12는 수소 또는 중수소원자이다.A (+) is an NH 4 (+) group or an NH 3 D (+) group or a metal M (+) , preferably an alkali metal or an alkaline earth metal, or Primary, secondary, tertiary or quaternary ammonium ions of (II), wherein R 1 , R 2 , R 3 and R 4 are the same as or different from each other and independently of each other hydrogen or deuterium atoms, straight or branched chain C 1 -20 -alkyl group or substituted or unsubstituted aryl or aralkyl radical) or a general formula Radicals of (III), wherein R 1 and R 2 are as defined above and R 5 is radical- (CH 2 ) | Or one of 4-6 -and-(CH 2 ) 2 -X- (CH 2 ) 2- , wherein X is NH, O or S Compounds of (IV), wherein R 6 , R 7 , R 8 , R 9 and R 10 are the same or different and independently from each other hydrogen or deuterium atoms, branched or straight-chained and optionally halogen substituted C 1-4 -alkyl groups , Halogen atom, hydroxyl group, branched or straight chain C 1-4 -alkoxy group or NO 2 CO 2 R | 11 or SO 3 R 11 group, wherein R 11 is a C 1-6 -alkyl group or an alkali or alkaline earth metal, or in each case the two indirectly joined radicals of R 6 to R 10 are —C 4 H 4 -Or-form a C 3 H 3 N- group; and R 12 is hydrogen or deuterium atom. 제1항에 있어서, 사용되는 유기 용매가 바람직하게는 디에틸 에테르, 디-이소프로필 에테르, 디-n-부틸 에테르, 3급-부틸 메틸 에테르, 테트라하이드로푸란, 디옥산, 펜탄, 헥산, 헵탄, 데칼린, 벤젠, 톨루엔, 크실렌, 테트라알린, 디-, 트리- 또는 테트라-클로로메탄, 디-, 트리 또는 테트라-클로로에탄, 트리클로로 트리플루오로에탄, 디메틸포름아미드, 디메틸아세트아미드, N-메틸-2-피롤리디논, 아세토니트릴, 프로피오니트릴, 메탄올, 에탄올, 프로판올, 부탄올 또는 아세톤 또는 메틸 이소부틸 케론인 방법.The organic solvent of claim 1, wherein the organic solvent used is preferably diethyl ether, di-isopropyl ether, di-n-butyl ether, tert-butyl methyl ether, tetrahydrofuran, dioxane, pentane, hexane, heptane , Decalin, benzene, toluene, xylene, tetralin, di-, tri- or tetra-chloromethane, di-, tri or tetra-chloroethane, trichloro trifluoroethane, dimethylformamide, dimethylacetamide, N- Methyl-2-pyrrolidinone, acetonitrile, propionitrile, methanol, ethanol, propanol, butanol or acetone or methyl isobutyl keron. 제1항에 있어서, 일반식(I)에서 A(+)가 NH3D(+)인 방법.The method of claim 1, wherein A (+) in formula (I ) is NH 3 D (+) . 투명한 중합체 물질을 제조하기 위한, 제1항에 따른 화합물의 용도.Use of a compound according to claim 1 for producing a transparent polymeric material. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930700759A 1990-09-13 1991-09-12 Method for preparing 3,3-didutero-2-fluoroacrylate and tridutero-2-fluoroacrylate and uses thereof KR930702253A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4029067A DE4029067A1 (en) 1990-09-13 1990-09-13 METHOD FOR PRODUCING THE SALTS OF THE 3,3-DIDEUTERO-2-FLUORACRYLIC ACID AND THE TRIDEUTERO-2-FLUORACRYLIC ACID AND THE USE THEREOF
DEP4029067.0? 1990-09-13
PCT/EP1991/001739 WO1992005128A1 (en) 1990-09-13 1991-09-12 Process for producing 3,3-dideutero-2-fluoracrylic acid and trideutero-2-fluoracrylic acid salts and their use

Publications (1)

Publication Number Publication Date
KR930702253A true KR930702253A (en) 1993-09-08

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KR1019930700759A KR930702253A (en) 1990-09-13 1991-09-12 Method for preparing 3,3-didutero-2-fluoroacrylate and tridutero-2-fluoroacrylate and uses thereof

Country Status (6)

Country Link
EP (1) EP0550475A1 (en)
JP (1) JPH05506036A (en)
KR (1) KR930702253A (en)
CA (1) CA2092689A1 (en)
DE (1) DE4029067A1 (en)
WO (1) WO1992005128A1 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1760064A4 (en) * 2004-06-25 2008-03-05 Wako Pure Chem Ind Ltd Method for deuterating haloacrylic acid or its salt

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3485903T2 (en) * 1983-06-10 1993-04-15 Daikin Ind Ltd OPTICAL MATERIAL.
EP0203462B1 (en) * 1985-05-25 1990-08-01 Hoechst Aktiengesellschaft Alpha-fluoroacrylic-acid esters and their polymers
DE3704915A1 (en) * 1987-02-17 1988-08-25 Hoechst Ag ELECTROCHEMICAL METHOD FOR REPLACING HALOGENATOMS IN AN ORGANIC COMPOUND

Also Published As

Publication number Publication date
WO1992005128A1 (en) 1992-04-02
DE4029067A1 (en) 1992-03-19
EP0550475A1 (en) 1993-07-14
CA2092689A1 (en) 1992-03-14
JPH05506036A (en) 1993-09-02

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