KR940703878A - 에너지-중합성 접착제, 피복재, 필름 및 이들의 제조 방법(An Energy-Polymerizable Adhesive, Coating, Film and Process for Making the same) - Google Patents

에너지-중합성 접착제, 피복재, 필름 및 이들의 제조 방법(An Energy-Polymerizable Adhesive, Coating, Film and Process for Making the same)

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KR940703878A
KR940703878A KR1019940702500A KR19940702500A KR940703878A KR 940703878 A KR940703878 A KR 940703878A KR 1019940702500 A KR1019940702500 A KR 1019940702500A KR 19940702500 A KR19940702500 A KR 19940702500A KR 940703878 A KR940703878 A KR 940703878A
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eta
epoxy
cyclopentadienyl
iron
acrylate
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KR100263959B1 (ko
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페기 에스. 윌레트
재니스 로빈스
켄트.에스. 타버튼
마이클 에이. 크로프
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로저 로이 템테
미네소타 마이닝 앤드 매뉴팩츄어링 컴패니
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    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/14—Polymers provided for in subclass C08G
    • C08F290/144—Polymers containing more than one epoxy group per molecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K3/00—Apparatus or processes for manufacturing printed circuits
    • H05K3/30—Assembling printed circuits with electric components, e.g. with resistor
    • H05K3/32—Assembling printed circuits with electric components, e.g. with resistor electrically connecting electric components or wires to printed circuits
    • H05K3/321—Assembling printed circuits with electric components, e.g. with resistor electrically connecting electric components or wires to printed circuits by conductive adhesives
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/12—All metal or with adjacent metals
    • Y10T428/12007—Component of composite having metal continuous phase interengaged with nonmetal continuous phase

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Resins (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

본 발명은 하나 이상의 양이온 중합성 단량체; 임의의 자유 라디칼 중합성 단량체; 유기 금속 착염을 함유하는 에너지-중합성 촉매계; 유기 금속 착염의 금속 이온과 킬레이트 착체를 형성하는 산과 3차 알킬 알콜의 열 분해성 에스테르 반응 생성물; 및 임의의 과산화물을 갖는 중합성 조성물에 관한 것이다. 중합성 조성물은 경화된 접착 필름, 압감성 접착제, 보호용 피복재, 액상 접착제 구조용 및 반-구조용 접착제, 및 비-고정형 필름으로서 유용하다.

Description

에너지-중합성 접착제, 피복재, 필름 및 이들의 제조 방법(An Energy-Polymerizable Adhesive, Coating, Film and Process for Making the same)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (32)

  1. (1) 하나 이상의 양이온 중합성 단량체 ; (2) (a) 하나 이상의 유기 금속 착염, (b) 유기 금속 착염의 금속 이온과 킬레이트 착체를 형성하는 산과 3차 알킬 알콜의 열 분해성 에스테르 반응 생성물, 및 (c) 임의로, 과산화물을 함유하는 촉매계; (3) 임의로, 완충 화합물; 및 (4) 임의로, 일작용성 알콜 또는 다작용성 알콜을 함유하는 양이온 중합성 조성물.
  2. 제1항에 있어서, (1) 하나 이상의 양이온 중합성 단량체 1 내지 99중량%; (2) (a)하나 이상의 유기 금속 착염 0.01 내지 19.99중량%, (b) 유기 금속 착염의 금속 이온과 킬레이트 착체를 형성하는 산과 3차 알킬 알콜의 열 분해성 에스테르 반응 생성물 0.01 내지 19.99중량%, 및 (c) 과산화물 0 내지 20중량%를 함유하는 촉매계 0.01 내지 20중량%; (3) 완충 화합물 0 내지 20중량%; 및 (4) 일작용성 알콜 또는 다작용성 알콜 0 내지 50중량%를 추가로 함유하는 양이온 중합성 조성물.
  3. 제2항에 있어서, 보조제 또는 열가소성 중합체 0 내지 98중량%를 추가로 함유하는 양이온 중합성 조성물.
  4. 제2항에 있어서, 양이온 중합성 단량체가 에폭시, 시클릭에테르, 비닐 에테르, 실록산, N-비닐 화합물, 알파-올레핀, 락탐, 및 락톤으로 이루어진 군중에서 선택되는 양이온 중합성 조성물.
  5. 제4항에 있어서, 유기 금속 착염이 (에타6-크실렌(이성질체 혼합됨)) (에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티노메이트, (에타6-크실렌(이성질체 혼합됨)) ( 에타5-시클로펜타디에닐)아이론(1+)헥사플루오로포스페이트, (에타6-m-크실렌)(에타5-시클로펜타디에닐)아이론(1+)테트라플루오로보레이트, (에타8-o-크실렌(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-p-크실렌) (에타5-시클로펜타디에닐)아이론(1+)트리플레이트, (에타6-톨루엔)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-큐멘)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-p-크실렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-m-크실렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-헥사메틸벤젠)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-나프탈렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-피렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-크리센)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-메시틸렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-큐멘)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로포스페이트, (에타6-멕시틸렌)(에타5-시클로펜타디에닐)아이론(1+)펜타플루오로히드록시안티모네이트, 및 (에타6-톨루엔)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로아르세네이트로 이루어진 군중에서 선택되는 양이온 중합성 조성물.
  6. 제5항에 있어서, 3차 알콜과 산의 열 분해성 에스테르 반응 생성물이 옥살산, 아인산, 및 인산으로 이루어진 군중에서 선택되는 양이온 중합성 조성물.
  7. 제6항에 있어서, 과산화물 0 내지 20중량%를 추가로 함유하는 양이온 중합성 조성물.
  8. 제7항에 있어서, 일작용성 알콜 또는 다작용성 알콜 0 내지 50중량%를 추가로 함유하는 양이온 중합성 조성물.
  9. (1) 하나 이상의 자유 라디칼 중합성 단량체; (2) 하나 이상의 양이온 중합성 단량체; (3) (a) 하나 이상의 유기 금속 착염, (b) 유기 금속 착염의 금속 이온과 킬레이트 착체를 형성하는 산과 3차 알킬 알콜의 열 분해성 에스테르 반응 생성물, (c) 임의로, 과산화물, 및 (d) 임의로, 하나 이상의 자유 라디칼 개시제를 함유하는 촉매계; (4) 임의로, 완충 화합물; 및 (5) 임의로, 일작용성 알콜 또는 다작용성 알콜을 함유하는 중합성 에폭시-아크릴레이트 조성물.
  10. 제 9항에 있어서, (1) 하나 이상의 자유 라디칼 주합성 단량체 1 내지 99중량%; (2) (a) 하나 이상의 양이온 중합성 단량체 1 내지 99%중량%; (3) (a) 하나 이상의 유기 금속 착염 0.01 내지 19.99중량%, (b) 유기 금속 착염의 금속 이온과 킬레이트 착체를 형성하는 산과 3차 알킬 알콜의 열 분해성 에스테르 반응 생성물 0.01 내지 19.99중량%, 및 (c) 과산화물 0 내지 20중량%, (d) 하나 이상의 자유 라디칼 개시제 0 내지 20중량%를 함유하는 촉매계 0.01 내지 20중량%; (4) 완충 화합물 0 내지 20중량%; 및 (5) 일작용성 알콜 또는 다작용성 알콜 0 내지 50중량%를 추가로 함유하는 에폭시-아크릴레이트 조성물.
  11. 제10항에 있어서, 보조제 또는 열가소성 중합체 0 내지 97중량%를 추가로 함유하는 중합성 에폭시-아크릴레이트 조성물.
  12. 제10항에 있어서, 양이온 중합성 단량체가 에폭시, 시클릭에테르, 비닐 에테르, 실록산, N-비닐 화합물, 알파-올레핀, 락탐, 및 락톤으로 이루어진 군중에서 선택되는 중합성 에폭시-아크릴레이트 조성물.
  13. 제12항에 있어서, 자유 라디칼 중합성 단량체가 (메트)아크릴레이트, (메트)아크릴아미드, 및 비닐 화합물로 이루어진 군중에서 선택되는 중합성 에폭시-아크릴레이트 조성물.
  14. 제13항에 있어서, 유기 금속 착염이 (에타6-크실렌(이성질체 혼합됨))(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티노메이트, (에타6-크실렌(이성질체 혼합됨))(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로포스페이트, (에타6-m-크실렌)(에타5-시클로펜타디에닐)아이론(1+)테트라플루오로보레이트,(에타6-o-크실렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-p-크실렌)(에타5-시클로펜타디에닐)아이론(1+)트리플레이트, (에타6-톨루엔)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-큐멘)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-p-크실렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-m-크실렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-헥사메틸벤젠)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-나프탈렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-피렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-크리센)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-메시틸렌)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로안티모네이트, (에타6-큐멘)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로포스페이트, (에타6-메시틸렌)(에타5-시클로펜타디에닐)아이론(1+)펜타플루오로히드록시안티모네이트, 및 (에타6-톨루엔)(에타5-시클로펜타디에닐)아이론(1+)헥사플루오로아르세네이트로 이루어진 군중에서 선택되는 중합성 에폭시-아크릴레이트 조성물.
  15. 제14항에 있어서, 3차 알콜과 산의 열 분해성 에스테르 반응 생성물이 옥살산, 아인산, 및 인산으로 이루어진 군중에서 선택되는 중합성 에폭시-아크릴레이트 조성물.
  16. 제14항에 있어서, 자유 라디칼 개시제가 아세토페논, 케탈, 아릴 글록살레이트, 아실포스핀 옥사이드, 및 방향족 할로늄 염으로 이루어진 군중에서 선택되는 중합성의 점탄성 에폭시-아크릴레이트 조성물.
  17. 제16항에 있어서, 과산화물 0 내지 20중량%를 추가로 함유하는 중합성의 점탄성 에폭시-아크릴레이트 조성물.
  18. 제17항에 있어서, 일작용성 알콜 또는 다작용성 알콜 0 내지 50중량%를 추가로 함유하는 중합성 점탄성 에폭시-아크릴레이트 조성물.
  19. (a) 기재, 및 (b) 제1항에 따라 중합된 생성물을 함유하는 에폭시 피복재.
  20. 제19항에 있어서, 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 192g/eq임), 3,4-에폭시시클로헥실메틸-3,4-에폭시클시클로헥산 카르복실레이트 및 비스(3,4-에폭시-6-메틸시클로헥실메틸)아디페이트로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) Cp(Xy1)Fe+SbF6-, (c) 옥살레이트 에스테르, (d) 시클로헥산디메탄올, 및 (e) 과산화물을 함유하는 에폭시 피복재.
  21. 제1항에 따라 중합된 생성물을 함유하는 비-고정형(free standing) 에폭시 필름.
  22. 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 192g/eq임), 3,4-에폭시시클로헥실메틸-3,4-에폭시클시클로헥산 카르복실레이트, 및 비스(3,4-에폭시-6-메틸시클로헥실메틸)아디페이트로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b)Cp(Xy1)Fe+SbF6-, (c) 옥살레이트 에스테르, (d) 시클로헥산디메탄올, 및 (e) 과산화물을 함유하는 비-고정형 에폭시 필름.
  23. 제1항의 중합된 생성물을 함유하는 구조용 에폭시 접착제.
  24. 제23항에 있어서, 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 192G/eq임), 3,4-에폭시시클로헥실메틸-3,4-에폭시클시클로헥산 카르복실레이트, 및 비스(3,4-에폭시-6-메틸시클로헥실메틸)아디페이트로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) Cp(Xy1)Fe+SbF6-, (c) 디-벤질-t-부틸 옥살레이트, (d) 1,4-부탄디올, 및 (e) 필름 강화제를 함유하는 구조용 에폭시 접착제.
  25. (a) 기재, 및 (b) 제9항에 따라 중합된 생성물을 함유하는 에폭시-아크릴레이트 피복재.
  26. 제25항에 있어서, 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 192g/eq임), 3,4-에폭시시클로헥실메틸-3,4-에폭시클시클로헥산 카르복실레이트, 및 비스(3,4-에폭시-6-메틸시클로헥실메틸)아디페이트로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) 1,6-헥산디올디아크릴레이트, 테트라히드로푸르푸릴 아크릴레이트, 1,4-부탄디올 디아크릴레이트,및 테트라에틸렌 글리콜 디아크릴레이트로 이루어진 군중에서 선택되는 아크릴레이트 단량체, (c) Cp(Xy1)Fe+SbF6-, (d) 옥살레이트 에스테르, (e) 시클로헥산디메탄올, (f) 벤질 디메톡시 케탈, 및 (g) 과산화물을 함유하는 에폭시-아크릴레이트 피복재.
  27. 제9항에 따라 중합된 생성물을 함유하는 비-고정형 에폭시-아크릴레이트 필름.
  28. 제25항에 있어서, 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 (192g/eq임), 3,4-에폭시시클로헥실메틸-3,4-에폭시클시클로헥산 카르복실레이트, 및 비스(3,4-에폭시-6-메틸시클로헥실메틸)아디페이트로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) 1,6-헥산디올디아크릴레이트, 테트라히드로푸르푸릴 아크릴레이트, 1,4-부탄디올 디아크릴레이트, 및 테트라에틸렌 글리콜 디아크릴레이트로 이루어진 군중에서 선택되는 아크릴레이트 단량체, (c) Cp(Xy1)Fe+SbF6-, (d) 옥살레이트 에스테르, (e) 시클로헥산디메탄올, (f) 벤질 디메톡시 케탈, 및 (g) 과산화물을 함유하는 에폭시-아크릴레이트 피복재.
  29. 제9항에 따라 중합된 생성물을 함유하는 반-구조용(semi-structural) 열경화성 압감성 에폭시-아크릴레이트 접착제.
  30. 제29항에 있어서, 중합된 생성물이 (a) 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 185 내지 192g/eq임), 및 비스페놀 A의 디글리시딜 에테르(에폭시 당량이 525 내지 550g/eq임)로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) 부틸 아크릴레이트, 1,6-헥산디올 디아크릴레이트, 테트라히드로푸르푸릴 아크릴레이트, 이소옥틸 아크릴레이트, 및 테트라에틸렌 글리콜 디아크릴레이트로 이루어진 군중에서 선택되는 아크릴레이트 단량체, (c) Cp(Cum)Fe+PF6- 또는 Cp(Xy1)Fe+SbF6-, (d) 옥살레이트 에스테르, (e) 시클로헥산디메탄올, (f) 벤질 디메톡시 케탈, 및 (g) 과산화물을 함유하는 반-구조용 열경화성 압감성 에폭시-아크릴레이트 접착제.
  31. (a) 전도성 입자, 및 (b) 제9항에 따라 중합된 생성물을 함유하는 전도성 에폭시-아크릴레이트 접착제.
  32. 제31항에 있어서, 중합된 생성물이 (a) 고순도의 액상 비스페놀 A 에폭시 수지(에폭시 당량이 185 내지 190g/eq임), 고순도의 액상 비스페놀 A 에폭시 수지(에폭시 당량이 450 내지 575g/eq임), 및 에폭시 노볼락 수지(에폭시 당량이 191 내지 210g/eq임)로 이루어진 군중에서 선택되는 양이온 중합성 단량체, (b) 부틸 아크릴레이트, 1,6-헥산디올 디아크릴레이트, 테트라히드로푸르푸릴 아크릴레이트, 이소옥틸 아크릴레이트, 및 테트라에틸렌 글리콜 디아크릴레이트로 이루어진 군중에서 선택되는 아크릴레이트 단량체, (c) Cp(Cum)Fe+PF6- 또는 Cp(Xy1)Fe+SbF6-, (d) 옥살레이트 에스테르, (e) 시클로헥산디메탄올, (f) 벤질 디메톡시 케탈, (g) 과산화물, 및 (h) 전도성 입자를 함유하는 전도성 에폭시-아크릴레이트 접착제.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019940702500A 1992-01-22 1992-12-22 에너지-중합성 접착제, 코팅, 필름 및 이들의 제조 방법 KR100263959B1 (ko)

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