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KR910014420A - 가황성 액체 조성물 - Google Patents

가황성 액체 조성물 Download PDF

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KR910014420A
KR910014420A KR1019910000861A KR910000861A KR910014420A KR 910014420 A KR910014420 A KR 910014420A KR 1019910000861 A KR1019910000861 A KR 1019910000861A KR 910000861 A KR910000861 A KR 910000861A KR 910014420 A KR910014420 A KR 910014420A
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block
liquid
conjugated diene
copolymer
polymerized
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스미스 쿨바우 토마스
차알스 로벨리스 프레데릭
네스터 매튜스 데미트로스
로버트 뤼드닉 레슬리
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모빌 오일 코오포레이숀
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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
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • 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
    • C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
    • C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
    • 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
    • C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
    • C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
    • C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/04—Reduction, e.g. hydrogenation
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/08—Epoxidation

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  • Polymers & Plastics (AREA)
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  • Inorganic Chemistry (AREA)
  • Graft Or Block Polymers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)

Abstract

내용 없음

Description

가황성 액체 조성물
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 본 발명의 비수소화된 이소프렌-부타디엔-이소프렌 삼블록 중합체의 분자량에 대한 점도의 관계를 도시한 것이다.

Claims (33)

  1. (ⅰ)공중합된 단량체들이 적어도 트리-. 또는 별 모양의 가지난 블록 공중합체로 배열된다면, 중간 블록은 선택적으로 거의 완전히 수소화되는 반면, 동일하거나 상이한 각 말단 블록은 가황되기에 충분한 불포화도를 보유하고, (ⅱ)공중합된 단량체들이 (별 모양의 가지난 랜덤을 포함) 랜덤 공중합체로 배열된다면 골격은 선택적으로 거의 완전하게 수소화되는 반면 가지난 기들은 가황되기에 충분한 불포화도를 보유하는 적어도 두개의 공중합된 단량체를 포함하는 가황성 액체 공중합체.
  2. 제1항에 있어서, 하기식의 적어도 세개의 교번 블록을 포함하는 액체 블록 공중합체,
    (I)x-(B)y-(I)x′
    상기식에서, (Ⅰ)는 적어도 5개의 탄소원자를 갖고 일반식(1)로 표현되는 적어도 하나의 중합된 공역디엔을 포함하는 블록을 나타내는데,
    일반식(1)에서, R1내지 R6은 동일하거나 상이하며 각각은 수소원자 또는 탄화수소기인데, 단, (a) R1내지 R6중 적어도 하나는 탄화수소기이고, 및 (b)중합된 블록에서의 잔류 이중결합구조는 일반식(2)를 갖는 것이며,
    일반식(2)에서 RⅠ, RⅡ, RⅢ및 RⅣ는 동일하거나 상이하고 각각은 수소원자 또는 탄화수소기인데, 단 RⅠ과 RⅡ모두 탄화수소기이거나 및/또는 RⅢ과 RⅣ모두 탄화수소기이며, (B)는 적어도 네개의 탄소원자를 포함하고 일반식(3)으로 표현되며 디엔(1)과 상이한 적어도 공역디엔 B를 포함하는 블록을 나타내는데,
    일반식(3)에서, R7내지 R12은 동일하거나 상이하며, 각각은 수소원자 또는 탄화수소기인데, 단, 중합된 블록의 잔류 이중결합의 구조가 일반식(4)를 갖는 것이며,
    일반식(4)에서 Ra, Rb, Rc, 및 Rd는 동일하거나 상이하고 각각은 수소원자 또는 탄화수소기인데, 단 (c)Ra또는 Rb중 하나가 수소원자이고, (d)Rc또는 Rd중 하나가 수소원자이고, 및 (e) Ra, Rb, Rc또는 Rd중 적어도 하나가 탄화수소기 이어야 하며, X와 X1는 동일하거나 상이하고 각각 적어도 1이며, y 는 적어도 25이다.
  3. 제1항에 있어서, 일반식(5)의 별모양의 가지난 액체 블록 중합체:
    [P]iQ (5)
    상기식에서, P는 일반식(Ⅰ)x및 (B)y의 블록들을 포함하는데, Ⅰ과 x는 제2항에 정의된 것이고 블록 각각에 대한 값은 동일하거나 상이하며, B과 Y는 제2항에 정의도니 것이고 블록 각각에 대한 밧은 동일하거나 상이하며, P의 각 자유말단은 블록(Ⅰ)이고, Q는 커플링 부분이고, 및 ⅰ는 별모양의 가지수이다.
  4. 제1항에 있어서, 적어도 하나의 중합된 공역디엔 Ⅰ과 적어도 하나의 중합된 공역디엔 B를 포함하며, 상기 Ⅰ와 B는 제2항에 정의된 것인 액체 랜덤 공중합체.
  5. 제1항에 있어서, 적어도 하나의 중합된 공역디엔 Ⅰ과 적어도 하나의 중합된 공역디엔 B를 포함하며, 상기 Ⅰ와 B는 제2항에 정의된 것인 별모양의 가지난 액체 랜덤 공중합체.
  6. 전술한 항중 어느 한 항에 있어서, 적어도 한개의 중합된 아릴-치환 올레핀을 하나의 블록 공중합체에 포함하며 한 블록 (Ⅰ)내에 불규칙하에 블록 공중합된 액체 공중합체.
  7. 제6항에 있어서, 아릴-치환된 올레핀이 하기식(6)인 액체 공중합체.
    상기식에서, Ar은 페닐, 알킬치환된 페닐, 나프틸 또는 알킬-치환된 나프틸기이고, Re는 수소원자 또는 메틸, 에틸, 프로필, 부틸 또는 아릴기임.
  8. 제1, 제2, 제3, 또는 제6항에 있어서, 동일하거나 상이한 (Ⅰ)블록중 적어도 하나가 적어도 30몰%의 아릴-치환된 올레핀을 포함한 액체 블록 공중합체.
  9. 제6, 제7 또는 제8항에 있어서, (B)블록(들) 이 96 내지 40중량%의 공중합체를 포함하는 액체 블록 공중합체.
  10. 제1, 제4, 제5, 제6 또는 제7항에 있어서, 아릴-치환된 올레핀 0.3 내지 15몰%를 포함하는 액체 랜덤 공중합체.
  11. 제10항에 있어서, 제2항에서 정의한 Ⅰ를 1 내지 25몰%를 포함하는 액체 랜덤 공중합체.
  12. 제11항에 있어서, 공역 디엔 Ⅰ1.0 내지 10몰%및 상응하는 공역 디엔 B 90 내지 99몰%를 포함하는 액체 랜덤 공중합체.
  13. 전술한 항중 어느 한 항에 있어서, 적어도 2,000정도의 분자량을 갖는 액체 공중합체.
  14. 제13항에 있어서, 5000 내지 10000 정도의 분자량을 갖는 액체 공중합체.
  15. 제1, 제2, 제3 및 제6항 내지 제14항중 어느 한 항에 있어서, x는 1 내지 30, y는 30 내지 275를 나타내는 액체 블록 공중합체.
  16. 전술한 항중 어느 한 항에 있어서, 디엔 Ⅰ는 이소프렌, 2, 3-디메틸-부타디엔, 2-메틸-1, 3-펜타디엔, 미르센, 3-메틸-1, 3-펜타디엔, 4-메틸-1, 3-펜타디엔2-페닐-1, 3-부타디엔, 2-페닐-1, 3-펜타디엔, 3-페닐-1, 3-펜타디엔, 2, 3-디메틸-1, 3-펜타디엔, 2-헥실-1, 3-부타디엔, 3-메틸-1, 3-헥사디엔, 2-벤질-1, 3-부타디엔, 2-p-톨릴-1, 3-부타디엔 및 그것의 혼합물인 액체 공중합체.
  17. 제16항에 있어서, 디엔 Ⅰ가 이소프렌을 포함하는 액체 공중합체.
  18. 전술한 항중 어느 한 항에 있어서, 디엔B기 1, 3-부타디엔, 1, 3-펜타디엔, 2, 4-헥사디엔, 1, 3-헥사디엔, 1, 3-헵타디엔, 2, 4-헵타디엔, 1, 3-옥타디엔, 2, 4-옥타디엔, 3, 5-옥타디엔, 1, 3-노나디엔, 2, 4-노다디엔, 3, 5-노나디엔, 1, 3-데카디엔, 2, 4-데카디엔, 3, 5-데카디엔 또는 그것의 혼합물인 액체 공중합체.
  19. 제18항에 있어서, 디엔 Ⅰ가 1, 4-부타디엔을 포함하는 액체 공중합체.
  20. 전술한 항중 어느 한 항에 있어서, 선택적 수소화 반응전에 각각의 블록(B) 또는 중합된 공역디엔 B가 1, 4- 및 1,2-유니트의 혼합물인 액체 공중합체.
  21. 제20항에 있어서, 선택적 수소화 반응전에 각각의 블록(B) 또는 중합된 공역디엔 B가 적어도 25중량%의 1,2-유니트를 갖는 액체 공중합체.
  22. 전술한 항중 어느 한 항에 있어서, 각각의 블록(B) 또는 중합된 공역 디엔 B가 선택적으로 수소화 되어 거의 완전히 수소화 되는 반면 각각의 블록(Ⅰ) 또는 중합된 공역디엔 Ⅰ는 가황되기에 충분한 불포화도를 보유하는 액체 공중합체.
  23. 제22항에 있어서, 수소화 반응 이후에 블록 (Ⅰ)또는 중합된 공역디엔 Ⅰ에 대한 요오드화 값이 수소화반응 이전의 요오드화 값의 20 내지 100%인 액체 공중합체.
  24. 제22항에 또는 제23항에 있어서, 수소화 반응 이후에 블록(B)또는 중합된 공역디엔 B에 대한 요오드화 값이 수소화 반응 이전의 요오드화 값의 0 내지 10%인 액체 공중합체.
  25. 전술한 항중 어느 한 항에 따른 공중합체의 할로겐화 유도체.
  26. 전술한 항중 어느 한 항에 따른 공중합체의 말레이트화 유도체.
  27. 음이온 중합화 조건하에서, 공역된 디엔 Ⅰ(Ⅰ는 제2항에서 정의한 바와 같음)를 (Ⅰ)를 형태로 중합하는 단계, 공역된 디엔 B를 그 반응 혼합물에 첨가하고 블록(B)(B는 제2항에서 정의한 바와 같음)로 중합되는 단계, 및 단량체 공급물을 연속적으로 첨가하는 것을 반복하여 액체 블록 공중합체를 제공하는 단계로 포함하는 제1항, 제2항 또는 제3항에 따른 액체 블록 공중합체의 제조 방법.
  28. 음이온 중합 반응 조건하에 공역디엔 Ⅰ을 중합 반응하여 (Ⅰ)을 형성하는 단계, 음이온 중합 반응 조건하에서 공역디엔을 별도로 중합 반응하여(I)′을 형성하는 단계, 공역디엔 B를 (Ⅰ)′을 함유하는 반응 혼합물에 첨가한 후 (B)로 중합시킴으로써 디블록(B)y-(I)x′을 형성하는 단계, 및 블록(I) 각각을 디블록(B)y-(I)x′로 커플링하여 액체 블록 공중합체(Ⅰ)x-(B)y-(Ⅰ)x′를 산출하는 단계를 포함하며, 상기, Ⅰ,x,x′,B 및 y는 제2항에 정의된 바와 같은 제1항, 제2항 또는 제3항에 의한 액체를 블록 공중합체의 제조방법.
  29. 제28항에 있어서, 상기 커플링제가 에스테르, 이산화탄소, 요오드, 디할로알칸, 실리콘 테트라 클로라이드, 알킬트리클로로실란, 디알킬디클로로실란, 루이스염기 또는 디비닐 벤젠을 포함하는 제조방법.
  30. 음이온 중합반응 조건하에서 공역디엔 Ⅰ과 공역디엔B를 중합시킴으로써 액체 랜덤 공중합체를 산출함을 포함하는 제1항, 제4항 또는 제5항에 의한 액체 랜덤 공중합체의 제조방법.
  31. 제30항에 있어서, 중합된 공역디엔 B가 75 내지 90몰%의 액체 랜덤 공중합체를 포함하는 제조방법.
  32. 제27항 내지 제31항중 어느 한 항에 있어서, 적어도 하나의 단량체 공급물이 제6항 내지 제8항중 어느 한 항에 정의된 아릴 치환된 올레핀을 포함하는 제조 방법.
  33. 제27항 내지 제32항중 어느 한 항에 있어서, 액체 중합체가 선택적으로 수소화 되어서 블록(B) 각각 또는 중합된 공역디엔 B가 거의 완전히 수호화되는 반면, 블록(Ⅰ)각각 또는 중합된 공역디엔 Ⅰ는 가황되기에 충분한 불포화도를 보유하는 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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