KR940011420A - 시클로헥실기 함유 글리시딜 에테르 - Google Patents

시클로헥실기 함유 글리시딜 에테르 Download PDF

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KR940011420A
KR940011420A KR1019930023984A KR930023984A KR940011420A KR 940011420 A KR940011420 A KR 940011420A KR 1019930023984 A KR1019930023984 A KR 1019930023984A KR 930023984 A KR930023984 A KR 930023984A KR 940011420 A KR940011420 A KR 940011420A
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hydrogen
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볼레프 하인즈
크라메르 안드레아스
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베르너 발데크
시바-가이기 아게
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Abstract

본 발명은 낮은 염소 함량 및 낮은 점도를 갖는 특징이 있으며 예컨대, 반응성 희석재, 가용제 또는 접착제 강화제로서 에폭시 수지 배합물에서 사용될 수 있거나, 또는 그 자체로도 중합되어 거의 물을 흡수하지 않고 양호한 옥의 내후성을 갖는 피복제 또는 성형 수지로서 사용될 수 있는, 제1항에 따른 일반식(Ⅰ) 내지 (Ⅳ)의 시클로헥실기 함유 글리시딜 에테르에 관한 것이다.

Description

시클로헥실기 함유 글리시딜 에테르
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (12)

  1. 하기식 (Ⅰ),(Ⅱ),(Ⅲ) 또는 (Ⅳ)의 시클로헥실기 함유 글리시딜 에테르;
    상기식에서, R1,R2및 R3는 각각 독립적으로 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; R4및 R5는 각각 독립적으로 수소 또는 C1-C20알킬 라디칼이며; R6는 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; X는 일반식 -CH2-, (CH3)2-, -C(CF3)2- -CO-, -O-, -S-, -SO2-,의 브릿지 구성이며; Y=0(n=1일때)이거나 N(n=2일때)이고; m은 숫자 1,2 또는 3이며, n=1(Y=0일 때) 또는 2(Y=N일때)이고; o는 숫자 1 내지 30이며, Z는 직접 결합 또는 일반식 -CH2-, 또는의 브릿지 구성원이다.
  2. 제1항에 있어서, 화합물이 대칭적이며 일반식(Ⅰ)의 X 및 Y가 서로에 대해 p-위치에 있고, 일반식(Ⅱ)의 Y 3개가 C 또는 Z에 대해 각각 p-위치에 있는 일반식(Ⅰ) 내지 (Ⅳ)의 시클로핵실기 함유 글리시딜 에테르.
  3. 제1항에 있어서, 하기와 같은 일반식(Ⅰ) 내지 (Ⅳ)의 시클로헥실기 함유 글리시딜 에테르: R1,R2및 R3는 수소 및/또는 C1-C10알킬 라디칼, 특히 CH3라디칼이고; R4및 R5는 수소 및/또는 CH3이며; R6는 수소이고; X는 일반식 -CH2-, -(CH3)2-, -C(CF3)2- -CO-, -O-, 또는 -SO2-의 브릿지 구성원이며, Y는 0이고; n은 1이며; Z는 직접 결합 또는 브릿지 구성원 -CH2-이고; m은 숫자 2 또는 3이며; 0는 숫자 1 내지 20이고 특히 1 내지 15이다.
  4. 제1항에 있어서, 하기와 같은 일반식(Ⅰ)의 시클로헥실기 함유 글리시딜 에테르; R1,R2및 R3는 수소 및/또는 C1-C10알킬 라디칼, 특히 CH3라디칼이고; R4및 R5는 수소 및/또는 CH3이며; Y는 0이고; n은 숫자 1이며; X는 일반식 -CH2-, (CH3)2-, -C(CF3)2- -CO-, -O-, 또는 -SO2-의 브릿지 구성원이다.
  5. 제1항에 있어서, 하기와 같은 일반식(Ⅱ)의 시클로헥실기 함유 글리시딜 에테르: R1,R2및 R3는 수소 및/또는 C1-C10알킬 라디칼, 특히 CH3라디칼이고; R4및 R5는 수소 및/또는 CH3이며; R6는 수소이고; Y는 0이고; n은 1이며; Z는 직접 결합 또는 브릿지 구성원 -CH2-이다.
  6. 제1항에 있어서, 하기와 같은 일반식(Ⅲ)의 시클로헥실기 함유 글리시딜 에테로: R1,R2및 R3는 수소 및/또는 C1-C10알킬 라디칼, 특히 CH3라디칼이고; R4및 R5는 수소 및/또는 CH3이며; Y는 0이고; n은 1이며; m은 2 또는 3이다.
  7. 제1항에 있어서, 하기와 같은 일반식(Ⅳ)의 시클로헥실기 함유 글리시딜 에테로: R1,R2및 R3는 수소 및/또는 C1-C10알킬 라디칼, 특히 CH3라디칼이고; R4및 R5는 수소 및/또는 CH3이며; Y는 0이고; n은 1이며; o는 숫자 1 내지 20이며, 특히 1 내지 15이다.
  8. a)하기식(Ⅰa),(Ⅱa),(Ⅲa) 또는 (Ⅳa)의 화합물을 온도 약 50 내지 200℃ 및 압력 1 내지 10바아, 유기 용매에서 염기의 존재하에 에틸렌 옥시드 또는 하기식(A)의 유도체와 반응시키고; (b)이렇게 제조된 일반식(Ⅰb),(Ⅱb),(Ⅲb) 또는 (Ⅳb)의 화합물을 수소 및 촉매에 의해, 바람직하게는 온도 50 내지 200℃ 및 압력 50 내지 200바아, 유기 용매에 있어서, 수소화 반응 시킨후; c)온도 약 40 내지 90℃ 및 압력 50 내지 200토르에서 알칼리 용액을 첨가하면서, 상 전이 촉매의 존재하에 에피할로히드린과 함께 반응시켜, 제1항에 따른 일반식(Ⅰ),(Ⅱ),(Ⅲ) 또는 (Ⅳ)의 시클로헥실기 함유 글리시딜 에테르를 제조하는 방법;
    상기식에서, R1,R2및 R3는 각각 독립적으로 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; R4및 R5는 각각 독립적으로 수소 또는 C1-C20알킬 라디칼이며; R6는 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; X는 일반식 -CH2-, (CH3)2-, -C(CF3)2- -CO-, -O-, -S-, -SO2-,의 브릿지 구성이며; Y=0(n=1일때)이거나 N(n=2일때)이고; m은 숫자 1,2 또는 3이며, n=1(Y=0일 때) 또는 2(Y=N일때)이고; o는 숫자 1 내지 30이며, Z는 직접 결합 또는 일반식 -CH2-, 또는의 브릿지 구성원이고, R1′,R2′ 및 R3′는 각각 독립적으로 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 아릴이고, R6′는 수소, 비치환 또는 치환된 C1-C10알킬 또는 아릴이며; X1는 일반식 -CH2-, (CH3)2-, -C(CF3)2- -CO-, -O-, -S-, -SO2-,의 브릿지 구성원이며; Y1=0 또는 NH이고, Z1은 직접 결합 또는 CH2또는다.
  9. a)일반식 (Ⅰa1),(Ⅱa1),(Ⅲa1) 또는 (Ⅳa1)의 화합물을, 바람직하게는 온도 약 50 내지 200℃ 및 압력 50 내지 200바아, 유기 용매에서, 수소 및 촉매에 의해 수소화 반응시키고; b)그 결과 제조된 하기식의 신규 수소화된 하기식(Ⅰb1),(Ⅱb1),(Ⅲb1) 또는 (Ⅳb1)의 화합물을 온도 약 40 내지 90℃ 및 압력 50 내지 200토르에서 알칼리 용액을 첨가하면서, 상 전이 촉매의 존재하에 에피할로히드린과 함께 반응시켜 각각, R4가 CH3이고 R5가 H인 제1항에 따른 일반식(Ⅰ) 내지 (Ⅳ)의 화합물을 제조하는 방법;
    상기식에서, R1,R2및 R3는 각각 독립적으로 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; R4는 CH3이고, R6는 수소, 비치환 또는 치환된 C1-C10알킬 라디칼 또는 수소화된 아릴 라디칼이고; X는 일반식
    Y=0(n=1일때)이거나 N(n=2일때)이고; m은 숫자 1,2 또는 3이며, n=1(Y=0일 때) 또는 2(Y=N일때)이고; o는 숫자 1 내지 30이며, Z는 직접 결합 또는 일반식 -CH2-, 또는의 브릿지 구성원이다.
  10. 반응성 희석제, 가용제 또는 접착제 강화제로서 에폭시 수시 배합물에서 제1항에 따른 일반식(Ⅰ) 내지 (Ⅳ)의 시클로헥실기 함유 글리시딜 에테르 또는 제8항 및 제9항에 따라 제조된 시클로헥실기 함유 글리시딜 에테르의 용도.
  11. 하기 일반식(Ⅰc),(Ⅱc),(Ⅲc) 또는 (Ⅳc)의 화합물 :
    상기 부호는 제8항에 정의된 바와 같다.
  12. 하기 일반식(Ⅰb1),(Ⅱb1),(Ⅲb1) 또는 (Ⅳb1)의 화합물 :
    상기 부호는 제9항에 정의된 바와 같다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930023984A 1992-11-11 1993-11-10 시클로헥실기 함유 글리시딜 에테르 KR100286593B1 (ko)

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JP3480552B2 (ja) * 1998-04-15 2003-12-22 ジャパンエポキシレジン株式会社 エポキシ樹脂組成物
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EP1359202A1 (de) * 2002-05-03 2003-11-05 Sika Schweiz AG Hitze-härtbare Epoxydharzzusammensetzung
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EP1498441A1 (de) * 2003-07-16 2005-01-19 Sika Technology AG Hitzehärtende Zusammensetzungen mit Tieftemperatur-Schlagzähigkeitsmodifikatoren
JP4779362B2 (ja) * 2005-01-06 2011-09-28 三菱化学株式会社 水素化エポキシ樹脂及びエポキシ樹脂組成物
EP1741734A1 (de) * 2005-07-05 2007-01-10 Sika Technology AG Tieftemperaturschlagzähe hitze-härtbare Epoxidharzzusammensetzung mit Epoxidfestharzen
EP1754721A1 (de) 2005-08-16 2007-02-21 Sika Technology AG Aminogruppen-terminierte Zähigkeitsverbesserer und deren Folgeprodukte und Verwendungen
EP1876194A1 (de) * 2006-06-30 2008-01-09 Sika Technology AG Hitzehärtende Zusammensetzung geeignet zum Verkleben von beschichteten Substraten
EP1916269A1 (de) * 2006-10-24 2008-04-30 Sika Technology AG Blockierte Polyurethanprepolymere und hitzehärtende Epoxidharzzusammensetzungen
EP1916285A1 (de) * 2006-10-24 2008-04-30 Sika Technology AG Derivatisiertes Epoxid-Festharz und dessen Verwendungen
EP1916270A1 (de) 2006-10-24 2008-04-30 Sika Technology AG Hitzehärtende Epoxidharzzusammensetzung mit blockiertem Polyurethanprepolymer
EP1916272A1 (de) 2006-10-24 2008-04-30 Sika Technology AG Hitzehärtende Epoxidharzzusammensetzung enthaltend ein blockiertes und ein epoxidterminiertes Polyurethanprepolymer
WO2008068205A1 (de) 2006-12-07 2008-06-12 Basf Se Epoxidharzzusammensetzungen und verfahren zu ihrer herstellung
EP1972646A1 (de) * 2007-03-20 2008-09-24 Sika Technology AG Epoxidgruppen terminierte Polymer, deren Zusammensetzungen und deren Verwendung als Schlagzähigkeitsmodifikatoren
ATE484547T1 (de) * 2008-01-30 2010-10-15 Sika Technology Ag Auswaschbeständige hitzehärtende epoxidharzklebstoffe
EP2110397A1 (de) 2008-04-16 2009-10-21 Sika Technology AG Auf amphiphilen Block-Copolymer basierendes Polyurethan-Polymer und dessen Verwendung als Schlagzähigkeitsmodifikator
DE502008000478D1 (de) 2008-07-17 2010-05-06 Sika Technology Ag Haftvermittlerverbindungen für beölten Stahl
EP2145924A1 (de) * 2008-07-18 2010-01-20 Sika Technology AG Auf amphiphilen Block-Copolymer basierende Reaktionsprodukte und deren Verwendung als Schlagzähigkeitsmodifikator
US8618321B2 (en) 2010-05-20 2013-12-31 Basf Se Derivatives of tris(2-hydroxyphenyl)methane, their preparation and use
MX341194B (es) * 2010-05-20 2016-08-11 Basf Se Derivados de tris (2-hidroxifenil) metanos, su preparacion y uso.
JP5402955B2 (ja) * 2011-02-01 2014-01-29 三菱化学株式会社 水素化エポキシ樹脂、その製造方法及びエポキシ樹脂組成物
WO2012111186A1 (ja) * 2011-02-15 2012-08-23 株式会社プリンテック 透明樹脂基板
MX360810B (es) 2011-10-18 2018-11-16 Wintershall Holding GmbH Uso de derivados de tris - (2 - hidroxifenil) metano para producción terciaria de petróleo.
US9428432B2 (en) 2011-11-24 2016-08-30 BASF Wintershall Holding GmbH Derivatives of tris(2-hydroxyphenyl)methanes, preparation thereof and use thereof for mineral oil production
EP2782666B1 (de) * 2011-11-24 2016-02-03 Wintershall Holding GmbH Derivate von tris(2-hydroxyphenyl)methanen, deren herstellung und verwendung für die erdölförderung
CN117285698A (zh) * 2015-03-26 2023-12-26 亨斯迈先进材料特许(瑞士)有限公司 用于制备室外制品的热固性环氧树脂组合物以及由此获得的制品

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2538072A (en) * 1947-06-11 1951-01-16 Devoe & Raynolds Co Epoxide preparation
US2883359A (en) * 1953-04-23 1959-04-21 Farbenfabriken Bayer Atkienges Synthetic products of high molecular weight
NL277165A (ko) * 1961-04-13
US3428713A (en) * 1964-06-15 1969-02-18 Du Pont Alkanol amine salts of phosphates
US3327016A (en) * 1964-07-09 1967-06-20 Epoxylite Corp Epoxide compositions cured with 1, 4-bis (aminomethyl) cyclohexane
US3535378A (en) 1966-10-03 1970-10-20 Mobay Chemical Corp Alkylene oxide adducts of methylcyclohexylene diamine
FR1539419A (fr) * 1966-10-03 1968-09-13 Mobay Chemical Corp Produits d'addition d'oxydes d'alcoylène sur la méthylcyclohexylène diamine
US4088614A (en) * 1973-06-26 1978-05-09 Dai-Ichi Kogyo Seiyaku Co., Ltd. Flame resistant polyurethane foam and process for producing the same
DE2528022A1 (de) * 1975-06-24 1977-01-20 Hoechst Ag Verfahren zur herstellung von polyglycidylaethern
JPS54141708A (en) * 1978-04-26 1979-11-05 Osaka Soda Co Ltd Preparation of glycidyl ether
JPS60131289A (ja) * 1983-12-20 1985-07-12 Toho Chem Ind Co Ltd 減感剤組成物
JPS62136658A (ja) * 1985-12-10 1987-06-19 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料の処理方法
DE3629632A1 (de) * 1986-08-30 1988-03-03 Basf Ag Verfahren zur herstellung von 2,2-di-(p-glycidoxi-cyclohexyl)-propan
US4767883A (en) * 1987-07-24 1988-08-30 Eastman Kodak Company Polymerizable cyclohexyleneoxyalkyl acrylates
JPH0772150B2 (ja) * 1990-07-18 1995-08-02 花王株式会社 α−(アルキルシクロヘキシルオキシ)−β−アルカノール類及びこれを含有する香料組成物
US5128491A (en) * 1991-07-30 1992-07-07 Ciba-Geigy Corporation Process for the preparation of glycidyl ethers of di-secondary alcohols with high monomer content
DE4139255A1 (de) * 1991-11-29 1993-06-03 Basf Ag Verfahren zur herstellung von diglycidyloligoethern
GB9200566D0 (en) * 1992-01-11 1992-03-11 Ciba Geigy Compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103615259A (zh) * 2013-12-06 2014-03-05 中国矿业大学(北京) 锚网索-型钢支架耦合支护结构和支护方法

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JP3533577B2 (ja) 2004-05-31
DE59307934D1 (de) 1998-02-12
US5668227A (en) 1997-09-16
EP0597806A1 (de) 1994-05-18
TW289763B (ko) 1996-11-01
EP0597806B1 (de) 1998-01-07

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