KR970001355A - 신규 청색 디케토피롤로피롤 안료 - Google Patents

신규 청색 디케토피롤로피롤 안료 Download PDF

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KR970001355A
KR970001355A KR1019960022762A KR19960022762A KR970001355A KR 970001355 A KR970001355 A KR 970001355A KR 1019960022762 A KR1019960022762 A KR 1019960022762A KR 19960022762 A KR19960022762 A KR 19960022762A KR 970001355 A KR970001355 A KR 970001355A
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radical
independently
alkyl
hydrogen
diketopyrrolo
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KR1019960022762A
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KR100393360B1 (ko
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발크비스트 올로프
라마취 베른트
루흐 토마스
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베르너 발데크
시바-가이기 아게
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/004—Diketopyrrolopyrrole dyes

Abstract

본 발명은 하기 일반식(Ⅰ)의 디케토피롤로〔3,4-c〕피롤에 관한 것이다;
식 중에서, X 및 Y는 서로 독립적으로 이가 방향족 라디칼이고, R은 라디칼 CN, COR5, CO2R5, CON(R5)2, NO2, SO2R5, SOR5, SO2N(R5)2또는 PO(OR6)2이다.
치환기 R1, R2및 R5의 정의에 대해서는 특허청구의 범위 제1항에서 기재한 바와 같다.
상기 화합물들은 우수한 안정성, 특히 우수한 광 안전성 및 기후 안정성을 가진 청색 내지 자색의 강한 착생 안료이다.

Description

신규 청색 디케토피롤로피롤 안료
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. 하기 일반식(Ⅰ)의 디케토피롤로〔3,4-c〕피롤;
    식 중에서, X 및 Y는 서로 독립적으로 하기 식;
    의 이가 방향족 라디칼이고, R은 라디칼 CN, COR5, CO2R5, CON(R5)|2, NO2, SO2R5, SOR5, SO2N(R5)2또는 PO(OR6)2이고, R3및 R4는 서로 독립적으로 수소, 염소, 브롬, 메틸, 에틸, 메톡시 또는 에톡시이며, R6은 C1-C6알킬 또는 페닐이고, R1, R2및 R5는 서로 독립적으로 수소, C1-C8알킬, C1-C8알케닐 또는 비치환되거나 염소, 브롬, 히드록실, C1-C6알킬, C1-C6알콕시, C1-C|6알킬메르캅토, CN, NO2또는 CF3에의해 치환된 페닐이거나, 또는 R1및 R2는 이들이 부착되어 있는 질소원자와 함께 C1-C6알킬 또는 페닐에 의해 치환되거나 비치환된 5- 또는 6-원 복소환 라디칼을 형성하며, 이러한 라디칼은 피롤리디닐, 피페리딜,피롤릴, 트리아졸일, 이미다졸릴, 피라졸릴, 피페라지닐, 모르폴리닐, 티오모르폴리닐, 카르바졸-1-일, 인돌-1-일, 인다졸-1-일, 벤즈아미다졸-1-일, 테트라히드로퀴놀-1-일 및 테트라히드로퀴놀-2-일로 구성된 기로부터 선택하고, 또는, 만일 R1이 수소라면, R2는 하기 식의 라디칼이고;
    식 중에서, X1및 X2는 서로 독립적으로 수소, 염소, 브롬, NO2, 메틸, 메톡시 또는 에톡시이고, X3및 X4는 A와 함께 벤즈이미다졸로닐, 디히드록시퀴나졸리닐, 퀴놀로닐, 벤족사졸로닐, 펜모르폴로닐, 퀴나졸리노닐 또는 프탈이미딜 라디칼을 제조하는 5- 또는 6-원 복소환 고리를 형성하거나, R7이 C1-C6알킬 또는 페닐인 하기 식의 라디칼을 형성하고,
    또는 Y-R은 라디칼이다.
  2. 제1항에 있어서, X 및 Y가 상호 독립적으로또는이고, R은 CN, NO2, CO2R5또는 CON(R5)2라디칼이며, R1, R2및 R5는 상호 독립적으로 수소, C1-C6알킬, 또는 염소, 브롬 C1-C5알킬, 메톡시, CN 또는 NO2에 의해 치환되거나 비치환된 페닐이거나, 또는 R1및 R2는 이들이 부착되어 잇는 질소원자와 함께 피롤리디닐 또는 피레리딘을 형성하는 일반식(Ⅰ)의 디케토피롤로〔3,4-c〕피롤.
  3. 제1항에 있어서, X 및 Y가이고, R은 CN 또는 NO2라디칼이며, R1및 R2는 상호 독립적으로 수소, 메틸, 또는 비치환되거나 메틸, 메톡시, 에톡시, Cl 또는 NO2에 의해 치환된 페닐이거나, 또는 R1및 R2는 이들이 부착되어 있는 질소원자와 함께 피롤리디닐 또는 피페리딜을 형성하는 일반식(Ⅰ)의 디케토피롤로〔3,4-c〕피롤.
  4. 제3항에 있어서, R1및 R2가 상호 동일한 디케토피롤로〔3,4-c〕피롤.
  5. 제1항의 디케토피롤로〔3,4-c〕피롤을 사용하여 착색된 고분자량 유기 물질.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960022762A 1995-06-22 1996-06-21 신규청색디케토피롤로피롤안료 KR100393360B1 (ko)

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CH183695 1995-06-22
CH1836/95 1995-06-22

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KR100393360B1 KR100393360B1 (ko) 2003-11-01

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US (1) US5817832A (ko)
EP (1) EP0755933B1 (ko)
JP (1) JPH0925424A (ko)
KR (1) KR100393360B1 (ko)
CA (1) CA2179582A1 (ko)
DE (1) DE59608944D1 (ko)

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JP2003512996A (ja) 1999-11-03 2003-04-08 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド 着色ガラス質材料、それに被覆されているその前駆体ガラス製物品及びその調製方法
EP1400496A1 (en) * 2000-07-04 2004-03-24 Ciba SC Holding AG Pigment precursors for making pigmented vitreous material
DE10231105A1 (de) * 2002-07-10 2004-01-22 Clariant Gmbh Neue Diketopyrrolopyrrolpigmente
ZA200701232B (en) 2004-07-15 2008-08-27 Amr Technology Inc Aryl-and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin
US9156812B2 (en) 2008-06-04 2015-10-13 Bristol-Myers Squibb Company Crystalline form of 6-[(4S)-2-methyl-4-(2-naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine
CA2760837C (en) * 2009-05-12 2018-04-03 Albany Molecular Research, Inc. 7-([1,2,4]triazolo[1,5-.alpha.]pyridin-6-yl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline and use thereof
WO2010132437A1 (en) 2009-05-12 2010-11-18 Albany Molecular Research, Inc. Aryl, heteroaryl, and heterocycle substituted tetrahydroisoquinolines and use thereof
JP5739415B2 (ja) 2009-05-12 2015-06-24 ブリストル−マイヤーズ スクウィブ カンパニー （Ｓ）−７−（［１，２，４］トリアゾロ［１，５−ａ］ピリジン−６−イル）−４−（３，４−ジクロロフェニル）−１，２，３，４−テトラヒドロイソキノリンの結晶形態およびその使用

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EP0061426B1 (de) * 1981-03-20 1985-02-13 Ciba-Geigy Ag Verfahren zum Färben von hochmolekularem organischem Material und neue polycyclische Pigmente
AU568298B2 (en) * 1982-05-17 1987-12-24 Ciba Specialty Chemicals Holding Inc. Synthesis of pyrrol0 (3,4-c) pyrrole pigments
DE3584138D1 (de) * 1984-11-07 1991-10-24 Ciba Geigy Ag Pigmentmischungen.
DE3581512D1 (de) * 1984-11-07 1991-02-28 Ciba Geigy Ag Verfahren zur herstellung von pyrrolo-(3,4-c)-pyrrolen und neue pyrrolo-(3,4-c)-pyrrole.
EP0232222B1 (de) * 1986-01-31 1992-09-09 Ciba-Geigy Ag Verfahren zur Herstellung von bromierten Pyrrolo-[3,4-c]-pyrrolen
US4783540A (en) * 1986-08-07 1988-11-08 Ciba-Geigy Corporation Solid solutions of pyrrolo-(3,4-C)-pyrrols
EP0353184B1 (de) * 1988-07-20 1994-06-15 Ciba-Geigy Ag Verfahren zur Herstellung aminierter Diketodi(het)aryl-pyrrolopyrrole und Verwendung derselben als photoleitfähige Substanzen
JPH0255362A (ja) * 1988-08-19 1990-02-23 Toyo Ink Mfg Co Ltd 電子写真感光体
EP0511165B1 (de) * 1991-04-26 1996-08-14 Ciba-Geigy Ag Neue Diketopyrrolopyrrolverbindungen

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Publication number Publication date
JPH0925424A (ja) 1997-01-28
KR100393360B1 (ko) 2003-11-01
US5817832A (en) 1998-10-06
DE59608944D1 (de) 2002-05-02
CA2179582A1 (en) 1996-12-23
EP0755933B1 (de) 2002-03-27
EP0755933A1 (de) 1997-01-29

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