KR950008499A - 안정화제로서 유용한 3-아릴벤조푸란온 - Google Patents

안정화제로서 유용한 3-아릴벤조푸란온 Download PDF

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KR950008499A
KR950008499A KR1019940023863A KR19940023863A KR950008499A KR 950008499 A KR950008499 A KR 950008499A KR 1019940023863 A KR1019940023863 A KR 1019940023863A KR 19940023863 A KR19940023863 A KR 19940023863A KR 950008499 A KR950008499 A KR 950008499A
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alkyl
hydrogen
oxygen
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unsubstituted
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네스바드바 피터
에반스 사무엘
크뢴케 크리스토프
징크 쥐르크
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베르너 발데크
시바-가이기 아게
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Abstract

본 발명은 열적, 산화적 또는 광유발 분해에 대해 유기 물질, 특히 중합체 및 윤활제를 보호하기 위한 안정화제로서의 하기 일반식(I)화합물에 관한 것이다.
상기식에서 일반적 부호는 제1항에 정의된 바와 같다.

Description

안정화제로서 유용한 3-아릴벤조푸란온
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (20)

  1. 하기 일반식(I)의 화합물;
    상기식에서, n=1일 때, R1이 나프틸, 페난트릴, 안트릴, 5,6,7,8-테트라히드로-2-나프틸, 5,6,7,8-테트라히드로-1-나프틸, 티엔일, 벤조[b]티엔일, 나프토[2,3-b]티엔일, 티아트레닐, 디벤조푸릴, 크로메닐, 크산테닐, 페녹사티이닐, 피롤릴, 이미다졸릴, 피라졸릴, 피라진일, 피리미딘일, 피리다진일, 인돌리진일, 이소인돌릴, 인돌릴, 인다졸릴, 푸린일, 퀴놀리진일, 이소퀴놀릴, 퀴놀릴, 프탈아진일, 나프티리딘일, 퀴노크살린일, 퀴나졸린일, 시놀린일, 프테리딘일, 카르바졸릴, β-카르볼린일, 페난트리딘일, 아크리딘일, 페리미딘일, 페난트롤린일, 펜아진일, 이소티아졸릴, 페노티아진일, 이소크사졸릴, 푸라잔일, 비페닐, 테르페닐, 플루오레닐 또는 페녹사진일이며, 각각 비치환 또는 C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, 히드록시, 할로겐, 아미노 C1-C4알킬아미노, 페닐아미노 또는 디(C1-C4알킬)아미노에 의해 치환되었거나,
    또는 일반식(II)
    의 라디칼이고, n이 2일 때, R1은 비치환 또는 C1-C4알킬이나 히드록시에 의해 치환된 페닐렌 또는 나프틸렌이고; 또는 -R12-X-R13-이며, R2, R3, R4및 R5는 서로 독립해서 클로로, 히드록시, C1-C25알킬, C7-C9페닐알킬, 비치환 또는 C1-C4알킬-치환된 페닐, 비치환 또는 C1-C4알킬-치환된 C5-C8시클로 알킬; C1-C18알콕시, C1-C18알킬티오, C1-C4알킬아미노, 디-(C1-C4알킬)아미노, C1-C25알칸오일옥시, C1-C25알칸오일아미오, C3-C25알켄오일옥시, 중간에 산소, 황 또는을 포함하는 C3-C25알칸오일옥시; C6-C9시클로알킬카르보닐옥시, 벤조일옥시 또는 C1-C12알킬-치환된 벤조일옥시이며; 단, R2가 수소 또는 메틸일 때. R7또는 R9은 히드록시 또는 C1-C25알칸오일옥시가 아니거나; 또는 치환기쌍 R2와 R3또는 R3와 R4또는 R4와 R5가 열결 탄소원자와 함께 벤젠 고리를 형성하고; R4는 추가로 -(CH2)p-COR15또는 -(CH2)qOH이거나, 또는 R3및 R5가 수소일 때, R4는 추가로 하기 일반식(Ⅲ)의 라디칼이며;
    R1은 n=1에 대해 상기 정의한 바와 같고, R6은 수소 또는
    일반식(IV)
    의 라디칼이며, R4는 일반식(Ⅲ)의 라디칼이며 아니며 R1은 n=1에 대해 상기 정의한 바와 같고, R7, R8, R9및 R10은 각각 독립적으로 수소, 할로겐, 히드록시, C1-C25알킬, 중간에 산소, 황 또는을 포함하는 C2-C25알킬; C1-C25알콕시, 중간에 산소, 황 또는을 포함하는 C2-C25알콕시; C1-C25알킬티오, C3-C|25알켄일, C3-C25알켄오일옥시, C3-C25알킨일, C3-C25알킨일옥시, C7-C9페닐알킬, C7-C9페닐알콕시, 비치환 또는 C1-C4알킬치환된 페닐; 비치환 또는 C1-C4알킬치환된 페녹서; 비치환 또는 C1-C4알킬치환된 C5-C8시클로알킬; 비치환 또는 C1-C|4알킬 치환된 C5-C8시클로알콕시; C1-C4알킬아미노, 디(C1-C4알킬아미노), C1-C|25알칸오일 중간에 산소, 황 또는을 포함하는 C3-C25알칸오일; C1-C25알칸오일옥시 중간에 산소, 황 또는을 포함하는 C3-C25알칸오일옥시; C1-C25알칸오일아미노, C3-C25알칸오일, 중간에 산소, 황 또는를 포함하는 C3-C25알켄오일; C3-C25알켄오일옥시, 중간에 산소, 황 또는를 포함하는 C3-C25알칸오일옥시; C6-C9시클로알킬카르보닐옥시, 벤조일 또는 C1-C12알킬-치환된 벤조일; 벤조일옥시 또는 C1-C|12알킬치환된 벤조일옥시;또는이거나 또는 일반식(II)에서 각 치환기상 R7및 R8및 R11는 연결 탄소원자와 함께 벤젠 고리를 형성하고; R11은 수소, C1-C25알킬; C1-C25알킬티오, C3-C25알켄일, C3-C25알킨일, C7-C9페닐알킬, 비치환 또는 C1-C4알킬치환된 페닐; 비치환 또는 C1-C4알킬치환된 C5-C8시클로알킬; C1-C4알킬아미노, 디(C1-C4알킬)아미노, C1-C25알칸오일, 중간에 산소, 황 또는를 포함하는 C3-C25알켄오일;C1-C25알칸오일아미노, C3-C|25알칸오일, 중간에 산소, 황 또는를 포함하는 C3-C25알켄오일; C6-C9시클로알킬카르보닐, 벤조일 또는 C1-C12알킬치환된 벤조일이며,단 R7, R8, R9, R10또는 R11중 적어도 하나는 수소가 아니고, R12및 R13은 서로 독립해서 비치환 또는 C1-C4알킬에 의해 치환된 페닐렌 또는 나프틸렌이며, R14는 수소 또는 C1-C8알킬이고, R15히드록시,, C1-C18알콕시 또는이며, R16및 R17은 각각 독립적으로 수소, CF3, C1-C12알킬 또는 페닐이거나, 또는 연결 탄소원자와 합쳐져서 비치환 또는 1 내지 3개의 C1-C4알킬기에 의해 치환된 C5-C8시클로알킬리덴 고리를 형성하며, R16및 R19은 서로 독립해서 수소, C1-C4알킬 또는 페닐이고 R20은 수소 또는 C1-C4알킬이며, R21은 수소, 비치환 또는 C1-C4알킬-치환된 페닐; C1-C4알킬, 중간에 산소, 황 또는을 포함하는 C2-C25알킬; 비치환 또는 1내지 3개의 C1-C4알킬기가 페닐 잔기에 치환된 C7-C9페닐알킬; 중간에 산소, 황 또는을 포함하며 1내지 3개의 C1-C4알킬기가 페닐 잔기에 치환된 C7-C25페닐알킬; 또는 R20및 R21이 연결 탄소원자와 함께 비치환 또는 1내지 3개의 C1-C4알킬기가 치환된 C5-C12시클로알킬렌 고리를 형성하고; R22는 수소 또는C1-C4알킬이며, R23은 수소, C1-C25알칸오일; C3-C25알켄오일, 중간에 산소, 황 또는을 포함하는 C3-C25알칸오일 디(C1-C6알킬)포스포네이트기에 의해 치환된 C2-C25알칸오일; C6-C9시클로알킬카르보닐, 테노일, 푸로일, 벤조일 또는 C1-C12알킬-치환된 벤조일;
    또는이고; R24및 R25는 각각 독립적으로 수소 또는 C1-C18알킬이며, R26는 수소 또는 C1-C8알킬이고, R27직접결합, C1-C18알킬렌, 중간에 산소, 황 또는을 포함하는 C2-C18알킬렌; C2-C18알켄일렌, C2-C|20알킬리덴, C7-C20페닐알킬리덴, C5-C8시클로알킬렌, C7-C|8비시클로알킬렌, 비치환 또는 C1-C4알킬-치환된 페닐렌.
    R28은 히드록시,C1-C8알콕시 또는이며, R29산소, -NH 또는이고, R30은 C1-C18알킬 또는 페닐이며, R31은 수소 또는 C1-C18알킬이고, M은 r가의 금속 양이온이고, X는 직접결합, 산소, 황 또는 -NR31-이고, n은 1 또는 2이고, p는 0,1또는 2이며, q는 1,2,3,4,5 또는 6이고, r은 1,2 또는 3이며, s는 0,1 또는 2이다.
  2. 제1항에 있어서, n이 2일 때, R1이 -R12-X-R13이며, R12및 R13은 페닐렌이고, X는 산소 또는 -NR31-이며, R31이 C1-C4알킬인 화합물.
  3. 제1항에 있어서, n이 1일 때, R1이 나프틸, 페난트릴, 티엔일, 디벤조푸릴, 카르바졸릴, 프루오렌일이며, 이들이 각각 비치환 또는 C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, 히드록시, 할로겐, 아미노, C1-C4알킬아미노 또는 디(C1-C4알킬)아미노에 의해 치환되었으며, 또는 일반식(II)
    의 라디칼이고, R7, R8, R9및 R10은 각각 독립적으로 수소, 클로로, 브로모, 히드록시, C1-C18알킬, 중간에 산소, 황을 포함하는 C2-C18알킬시; C1-C18알콕; 중간에 산소 또는 황을 포함하는 C2-C18알콕시, C1-C18알킬티오, C3-C12알켄일옥시, C3-C12알킨일옥시, C7-C9페닐알킬, C7-C9페닐알콕시, 비치환 또는 C1-C4알킬치환된 페닐;페녹시;시클로헥실, C5-C8시클로알콕시; C1-C4알킬아미노, 디(C1-C4알킬)아미노, C1-C12알칸오일 중간에 산소 또는 황을 포함하는 C3-C12알칸오일; C1-C12알칸오일옥시 중간에 산소 또는 황을 포함하는 C3-C12알칸오일옥시; C1-C12알칸오일아미노, C3-C12알켄오일, C3-C12알켄오일옥시, 시킬로헥실카르보닐, 시크로헥실카르보닐옥시, 벤조일 또는 C|1-C4알킬-치환된 벤조일; 벤조일옥시 또는 C1-C4알킬치환된 벤조일옥시;또는이거나, 또는 일반식(II)중에서, 각 치환기쌍R7및 R8또는 R8및 R11이 연결 탄소원자와 함께 벤젠 고리를 형성하고; R11은 수소, C1-C18알킬; C1-C18알킬티오, C7-C9페닐알킬, 비치환 또는 C1-C4알킬치환된 페닐; 시클로헥실, C1-C4알킬아미노, 디(C1-C4알킬)아미노, C1-C|12알칸오일, 중간에 산소 또는 황을 포함하는 C3-C12알켄오일;C1-C12알칸오일아미노, C3-C12알켄오일, 시클로헥실, 카르보닐, 벤조일 또는 C1-C4알킬치환된 벤조일이며,단 R7, R8, R9, R10또는 R11중 적어도 하나는 수소가 아니고, R15히드록시, C1-C12알콕시 또는이며, R18및 R19은 서로 독립해서 수소 또는 C1-C4알킬이고, R20은 수소이며, R21은 수소, 패닐 C1-C18알킬, 중간에 산소 또는 황을 포함하는 C2-C18알킬; C7-C9페닐알킬; 중간에 산소 또는 황을 포함하며 비치환 또는 페닐 잔기에 C1-C4알킬기 1내지 3개에 의해 치환된 C7-C18페닐알킬이고, R19및 R20은, 연결 탄소원자와 함께 비치환 또는 1내지 3개의 C1-C4알킬기가 치환된 시클로헥실렌 고리를 형성하고, R22는 수소 또는C1-C4알킬이며, R23은 수소, C1-C18알칸오일, C3-C12알켄오일, 중간에 산소 또는 황을 포함하는 C3-C12알칸오일; 디(C1-C6알킬)포스포네이트기에 의해 치환된 C2-C12알칸오일; C6-C9시클로알킬카르보닐, 벤조일
    이고,R24및 R25는 각각 독립적으로 수소 또는 C1-C12알킬이며, R26는 수소 또는 C1-C4알킬이고, R27은 C1-C12알킬렌, C2-C|8알킬렌, C2-C8알킬리렌, C7-C12페닐알킬리덴, C5-C8시클로알킬렌 또는 페닐렌이며, R28은 히드록시, C1-C|12알콕시 또는이며, R29은 산소 또는 -NH-이고, R30은 C1-C18알킬 또는 페닐이며, s는 1또는 2인 화합물.
  4. 제1항에 있어서, n이 1일 때, R1이 페난트릴, 티엔일, 디벤조푸릴, 비치환 또는 C1-C4알킬치환된 카르바졸릴; 플루오렌일이며, 또는 일반식(II)
    의 라디칼이고, R7, R8, R9및 R10은 각각 독립적으로 수소, 클로로, 히드록시, C1-C18알킬, C1-C18알콕시, C1-C18알킬티오, C3-C4알켄일옥시, C3-C4알킨일옥시, 페닐, 벤조일 또는 벤조일옥시 또는
    이고, R11은 수소, C1-C18알킬, C1-C18알킬티오, 페닐 또는 시클로헥실이며; 단 R7, R8, R9, R10또는 R11중 적어도 하나는 수소가 아니고, R20은 수소이며, R21은 수소, 페닐 또는 C1-C18알킬이거나, 또는 R20및 R20은 연결 탄소원자와 함께 비치환 또는 1내지 3개의 C1-C4알킬기가 치환된 시클로헥실렌 고리를 형성하고, R22는 수소 또는C1-C4알킬이며, R23은 수소, C1-C12알칸오일 또는 벤조일인 화합물.
  5. 제4항에 있어서,n이 1일 때, R7, R8, R9및 R10은 각각 독립적으로 수소, C1-C4알킬이며, R11은 수소, C1-C12알킬, C1-C4알킬티오 또는 페닐이고, 단 R7, R8, R9, R10또는 R1중 적어도 하나는 수소가 아닌 화합물.
  6. 제1항에 있어서, R2, R3, R4및 R5가 각각 독립적으로 수소, 클로로, C1-C18알킬, 벤질, 페닐, C5-C8시클로알킬, C1-C18알콕시, C1-C|18알킬티오, C1-C18알칸오일옥시, C1-C18알칸오일아미노, C3-C18알켄오일옥시 또는 벤조일옥시이고; 단, R2가 수소 또는 메틸이고, R7또는 R9가 히드록시 또는 C1-C25알칸오일옥시가 아니고; 또는 각 치환기쌍 R2및 R3또는 R3및 R4또는 R3및 R4가 열결 탄소원자와 함께 벤젠 고리를 형성하고; R4는 추가로 -(CH2)p-COR15또는 -(CH2)qOH이거나, 또는 R3, R5및 R6가 수소이면, R4는 추가로 하기 일반식(Ⅲ)의 라디칼이며; R15히드록시, C1-C12알콕시 또는 |이며, R16및 R17은 메틸기 또는, 연결 탄소원자와 합쳐져서 비치환 또는 1 내지 3개의 C1-C4알킬기에 의해 치환된 C5-C8시클로알킬리덴 고리를 형성하며, R24및 R25는 각각 독립적으로 수소 또는 C1-C12알킬이며 p는 1또는 2이고, q는 2,3,4,5 또는 6인 화합물.
  7. 제1항에 있어서, R2, R3, R4및 R5중 적어도 두 개가 수소인 화합물.
  8. 제1항에 있어서, R3및 R5가 수소인 화합물.
  9. 제1항에 있어서, R2가 C1-C4알킬이고, R3가 수소이며, R4가 C1-C4알킬이거나 또는 R6이 수소일때, R4가 부가적으로 일반식(Ⅲ)의 라디칼이고, R5가 수소이며, R16및 R17이 연결 탄소원자와 함께 시클로헥실리덴고리를 형성하는 화합물.
  10. a)산화적, 열적 또는 광 유발 분해 되기 쉬운 유기물질, 및 b)제1항에 따른 일반식(I)의 화합물 1이상을 포함하는 조성물.
  11. 제10항에 있어서, 성분(a)가 윤활제, 작동액, 금속 작동유 및 천연, 반합성 또는 합성 중합체로 구성된 군으로부터 선택되는 조성물.
  12. 제10항에 있어서, 성분(a)가 무기 오일, 합성 오일 또는 이들의 혼합물계통의 윤활제인 조성물.
  13. 제10항에 있어서, 성분(a)가 합성 중합체인 조성물.
  14. 제10항에 있어서, 성분(a)가 폴리올레핀인 조성물.
  15. 제10항에 있어서, 성분(a)가 폴리에틸렌 또는 폴리프로필렌인 조성물.
  16. 제10항에 있어서, 성분(a)의 중량을 기준으로 성분(b)을 0.0005 내지 5중량%의 양으로 포함하는 조성물.
  17. 제10항에 있어서, 성분(a) 및 (b)이외에도 기타 부가제를 포함하는 조성물.
  18. 제17항에 있어서, 기타 부가제로서 페놀성 산화방지제, 광안정화제 및/또는 공정 안정화제를 포함하는 조성물.
  19. 제18항에 있어서, 기타 부가제로서 유기 포스파이트 또는 포스트나이트 유형의 화하물 1이상을 포함하는 조성물.
  20. 제1항에 정의된 바와 같은 일반식(I)화합물 1이상을 유기물질에 혼입시키거나 또는 도포하는 것을 포함하는, 산화적, 열적 또는 광유발 분해에 대해 유기물질을 안정화시키는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019940023863A 1993-09-17 1994-09-16 안정화제로서유용한3-아릴벤조푸란온 KR100349099B1 (ko)

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CN1074013C (zh) 2001-10-31
NL194760B (nl) 2002-10-01
US5773631A (en) 1998-06-30
ATA176994A (de) 1998-08-15
US6359148B1 (en) 2002-03-19
ES2112140B1 (es) 1999-07-01
SE9403091L (sv) 1995-03-18
CA2132131C (en) 2007-05-01
SG52428A1 (en) 2000-05-23
CH686306A5 (de) 1996-02-29
NL194760C (nl) 2003-02-04
SK110594A3 (en) 1995-06-07
CZ286983B6 (en) 2000-08-16
CZ226394A3 (en) 1995-04-12
ITMI941891A1 (it) 1996-03-16
CN1106809A (zh) 1995-08-16
TW270132B (ko) 1996-02-11
HK1005619A1 (en) 1999-01-15
BR9403589A (pt) 1995-05-16
NL9401507A (nl) 1995-04-18
CA2132131A1 (en) 1995-03-18
DE4432732A1 (de) 1995-03-23
SE524984C2 (sv) 2004-11-02
KR100349099B1 (ko) 2003-01-06
BE1008613A4 (fr) 1996-06-04
GB9418462D0 (en) 1994-11-02
IT1271014B (it) 1997-05-26
GB2281910B (en) 1998-04-01
RU2134689C1 (ru) 1999-08-20
DE4432732B4 (de) 2013-04-04
RU94033487A (ru) 1996-07-20
SE9403091D0 (sv) 1994-09-15
ES2112140A1 (es) 1998-03-16
CN1191229A (zh) 1998-08-26
ITMI941891A0 (it) 1994-09-16
SK281314B6 (sk) 2001-02-12
CN1041415C (zh) 1998-12-30
DE4448032B4 (de) 2009-04-09
FR2710063A1 (fr) 1995-03-24
FR2710063B1 (fr) 1996-06-07
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US5814692A (en) 1998-09-29
US5516920A (en) 1996-05-14
US6346630B1 (en) 2002-02-12
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AT404941B (de) 1999-03-25

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