KR930010031A - 비스말레인이미드 유도체의 제조방법 - Google Patents

비스말레인이미드 유도체의 제조방법 Download PDF

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Publication number
KR930010031A
KR930010031A KR1019920022531A KR920022531A KR930010031A KR 930010031 A KR930010031 A KR 930010031A KR 1019920022531 A KR1019920022531 A KR 1019920022531A KR 920022531 A KR920022531 A KR 920022531A KR 930010031 A KR930010031 A KR 930010031A
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South Korea
Prior art keywords
methylenebis
aniline
general formula
process according
acid
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KR1019920022531A
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English (en)
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하르트 피터
포엘케르 테오도르
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하인쯔 모저, 비트 라우버
론자 리미티드
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Publication of KR930010031A publication Critical patent/KR930010031A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
    • C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C07D207/452—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Indole Compounds (AREA)

Abstract

제1단계로 하기 일반식(Ⅱ)의 무수 말레인산을 용매인 할로겐화되지 않은 방향족 탄화수소중에서 하기 일반식(Ⅲ)의 메틸렌비스아닐린과 반응시켜 적합한 아미드산으로 전환시키고 또 이들 아미드산을 단리하지 않고 제2단계로 산 촉매 존재하에서 하기 일반식(I)에 따른 최종 생성물로 전환시키는 것에 의해 하기 일반식(I)의 비스말레인이미드 유도체를 제조하는 신규 방법이 기재되어 있다.
상기식에서, R1및 R2는 동일하거나 또는 상이하며, 또 측쇄 또는 직쇄의 C1-C4알킬기이고, 또 R3는 할로겐원자 또는 수소원자이다.

Description

비스말레인이미드 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (6)

  1. 제1단계로 하기 일반식(Ⅱ)의 무수 말레인산을 용매인 할로겐화되지 않은 방향족 탄화수소중에서 하기 일반식(Ⅲ)의 메틸렌비스아닐린과 반응시켜 적합한 아미드산으로 전환시키고 또 이들 아미드산을 단리하지 않고 제2단계로 산 촉매 존재하에서 하기 일반식(I)에 따른 최종 생성물로 전환시키는 것을 특징으로 하는 하기 일반식(I)의 비스말레인이미드 유도체의 제조방법;
    상기식에서, R1및 R2는 동일하거나 또는 상이하며, 또 측쇄 또는 직쇄의 C1-C4알킬기이고, 또 R3는 할로겐 원자 또는 수소원자이다.
  2. 제1항에 있어서, 제1단계에서의 메틸렌비스아닐린이 4,4'-메틸렌비스[(2-에틸-6-메틸)아닐린], 4,4'-메틸렌비스[2,6-디에틸)아닐린], 4,4'-메틸렌비스[(2-이소프로필-6-에틸)아닐린], 4,4'-메틸렌비스[(3-클로로-2,6-디에틸)아닐린] 또는 4,4'-메틸렌비스[(2,6-디이소프로필)아닐린]인 제조방법.
  3. 제1항 또는 제2항에 있어서, 제1단계의 전환반응이 20 내지 140℃의 온도에서 실행되는 방법.
  4. 제1항 내지 제3항중 어느 하나에 있어서, 제2단계에서 산 촉매로서 p-톨루엔술폰산 또는 이들의 수화물이 사용되는 방법.
  5. 제1항 내지 제4항중 어느 하나에 있어서, 제2단계에서의 전환반응이 90℃내지 환류온도에서 실행되는 방법.
  6. 제1항 내지 제6항 중 어느 하나에 있어서, 제1 및 제2단계에서 할로겐화되지 않은 방향족 탄화수소로서 톨루엔 또는 크실렌 이성질체가 사용되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019920022531A 1991-11-28 1992-11-25 비스말레인이미드 유도체의 제조방법 KR930010031A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH348691 1991-11-28
CH91-4/3486 1991-11-28

Publications (1)

Publication Number Publication Date
KR930010031A true KR930010031A (ko) 1993-06-21

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Country Status (8)

Country Link
US (1) US5286874A (ko)
EP (1) EP0544266B1 (ko)
JP (1) JPH05246985A (ko)
KR (1) KR930010031A (ko)
CN (1) CN1072678A (ko)
AT (1) ATE143361T1 (ko)
CA (1) CA2084027A1 (ko)
DE (1) DE59207244D1 (ko)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5286874A (en) * 1991-11-28 1994-02-15 Lonza Ltd. Process for the production of bismaleinimide derivatives
CH686958A5 (de) * 1994-09-02 1996-08-15 Lonza Ag Gampel Wallis Gesch F Ungesaettigte Bisimide und Verfahren zu deren Herstellung.
WO1997047597A1 (de) * 1996-06-14 1997-12-18 Hos-Technik Verfahren zur herstellung von zweifach ungesättigten bisimiden mit hoher farbstabilität und niedrigem polymeranteil
JP4694734B2 (ja) * 2001-08-21 2011-06-08 三井化学株式会社 マレイミド類の製造方法
CN102276512A (zh) * 2010-06-13 2011-12-14 湘潭高新区林盛化学有限公司 一种n-（2，4，6-三氯苯基）马来酰亚胺的制备方法
CN112011181A (zh) * 2019-05-31 2020-12-01 台光电子材料(昆山)有限公司 一种树脂组合物及其制品
CN110511172A (zh) * 2019-08-06 2019-11-29 华烁科技股份有限公司 负载型催化剂催化制备双(3-乙基-5-甲基-4-马来酰亚胺基苯)甲烷的方法
WO2022223295A1 (en) 2021-04-20 2022-10-27 Arxada Ag Asymmetrical methylene bis imides and their preparation
CN114540845A (zh) * 2022-04-18 2022-05-27 浙江工业大学 一种2,2`-双琥珀酰亚胺衍生物的电化学合成方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4217282A (en) * 1979-02-21 1980-08-12 Abbott Laboratories Process for making N-(2-methyl-1-naphthyl)-maleimide
JPS57159764A (en) * 1981-03-28 1982-10-01 Ihara Chem Ind Co Ltd Preparation of bismaleimide compound
JPH0696638B2 (ja) * 1984-10-15 1994-11-30 三菱油化株式会社 耐熱性材料の製造方法
JPS6479149A (en) * 1987-09-19 1989-03-24 Matsushita Electric Works Ltd Production of unsaturated dicarboxylic acid imide compound
JPH0639461B2 (ja) * 1988-03-25 1994-05-25 株式会社日本触媒 マレイミド類の製造方法
JPH0258267A (ja) * 1988-08-23 1990-02-27 Seiko Epson Corp Ｍｉｓ型半導体集積回路装置の製造方法
US5087705A (en) * 1989-04-21 1992-02-11 Shin-Daikyowa Petrochemical Co., Ltd. Process for preparation of n-substituted maleimides
US5286874A (en) * 1991-11-28 1994-02-15 Lonza Ltd. Process for the production of bismaleinimide derivatives

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Publication number Publication date
ATE143361T1 (de) 1996-10-15
CN1072678A (zh) 1993-06-02
EP0544266B1 (de) 1996-09-25
DE59207244D1 (de) 1996-10-31
CA2084027A1 (en) 1993-05-29
JPH05246985A (ja) 1993-09-24
US5286874A (en) 1994-02-15
EP0544266A1 (de) 1993-06-02

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