KR960000888A - 디케토피롤로피롤 안료의 2종의 신규 결정 변태 - Google Patents

디케토피롤로피롤 안료의 2종의 신규 결정 변태 Download PDF

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KR960000888A
KR960000888A KR1019950017747A KR19950017747A KR960000888A KR 960000888 A KR960000888 A KR 960000888A KR 1019950017747 A KR1019950017747 A KR 1019950017747A KR 19950017747 A KR19950017747 A KR 19950017747A KR 960000888 A KR960000888 A KR 960000888A
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diketopyrrolopyrrole
formula
transformation
process according
minutes
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KR1019950017747A
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KR100378930B1 (ko
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지밍 하오
이크발 아불
헤렌 프리쯔
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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
    • 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
    • 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
    • C09B68/00—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology
    • C09B68/40—Organic pigments surface-modified by grafting, e.g. by establishing covalent or complex bonds, in order to improve the pigment properties, e.g. dispersibility or rheology characterised by the chemical nature of the attached groups
    • C09B68/44—Non-ionic groups, e.g. halogen, OH or SH
    • C09B68/443—Carboxylic acid derivatives, e.g. carboxylic acid amides, carboxylic acid esters or CN groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0906—Organic dyes
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0906—Organic dyes
    • G03G9/0922—Formazane dyes; Nitro and Nitroso dyes; Quinone imides; Azomethine dyes
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/097—Plasticisers; Charge controlling agents
    • G03G9/09733—Organic compounds
    • G03G9/09758—Organic compounds comprising a heterocyclic ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)

Abstract

본 발명은 하기 일반식(I)의 디케토피롤로피롤의 β-변태및 γ-변태에 관한 것이다. β-변태및 γ-변태는 모두 고분자량 유기 물질을 착색하기 위한 안료로서 적합하다. α-변태에 비해 β-변태에 비해 황적색으로 이동된 색조를 나타내고 γ-변태는 밝은 오렌지색 착색물을 생성한다.

Description

디케토피롤로피롤 안료의 2종의 신규 결정 변대
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. a) 그의 X-선 회절 패턴이 다음과 같은 회절선을 갖는 것을 특징으로 하는 하기 구조식(I)의 디케토피롤로피롤의 β-변태, 또는
    b) 그의 X-선 회절 패턴이 다음과 같은 회절선을 갖는 것을 특징으로 하는 하기 구조식(I)의 디케토피롤로피롤의 γ-변태.
  2. 제1항에 있어서, γ-변태인 디케토피롤로피롤.
  3. 하기 일반식(Ⅱ)의 가용성 디케토피롤로피롤을 유기 용매 중에 용해시키고, 이용액을 산의 존재하에 80내지 120℃의 온도로 가열하고, 이이서 냉각한 후 침전된 생성물을 통상의 방법으로 단리시키는 것을 포함하는 제1항에 따른 일반식(I)의 디케토피롤로피롤의 제조방법.
    상기식에서, R1은 C1-C6알킬이다.
  4. 제3에 있어서, R1이 에틸, 바람직하게는 메틸인 일반식(Ⅱ)의 화합물이 사용되는 방법.
  5. 제3항에 있어서, 일반식(Ⅱ)의 디케토피롤로피롤을 5분 내지 60분간 환류 처리한 후, 혼합물을 10내지 30℃로 냉각시키는 방법.
  6. 제3항에 있어서, 사용되는 용매가 디메틸술폭시드, 아세틸아세톤, 에틸렌글리콜 모노메틸 에테르, 바람직하게는 디메틸포름아미드인 방법.
  7. 제3항에 있어서, 상기 산이 4-톨루엔술폰산인 방법.
  8. 제3항에 있어서, 상기 산이 일반식(Ⅱ)의 디케토피롤로피롤 1몰당 8 내지 30몰의 양으로 사용되는 방법.
  9. 제3항에 있어서, 일반식(Ⅱ)의 디케토피롤로피롤이 디메틸포름아미드 중에서 100 내지 105℃에서 15 내지 20분간 디케토피롤로피롤을 기준으로 4-톨루엔술폰산 15 내지 20몰로 처리되는 방법.
  10. 하기 일반식(Ⅱ)의 디케토피롤로피롤을 200 내지 350℃의 온도로 10분 재니 10시간 동안 가열하는 것을 포함하는 제1항에 따른 일반식 (I)의 디케토피롤로피롤의 γ-변태의 제조방법.
    상기식에서, R1은 C1-C6알킬이다.
  11. 제10항에 있어서, 일반식(Ⅱ)의 디케토피롤로피롤이 분말 형태로 220 내지 260℃에서 30분 내지 2시간동안 가열되는 방법.
  12. 제1항에 따른 디케토피롤로피롤을 포함하는 고분자량 유기 물질.
  13. 제12항에 있어서, 제1항에 따른 디케토피롤로피롤의 γ-변태를 포함하는 고분자량 유기 물질.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950017747A 1994-06-29 1995-06-28 디케토피롤로피롤안료의2종의신규결정변태 KR100378930B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH2076/94-1 1994-06-29
CH207694 1994-06-29

Publications (2)

Publication Number Publication Date
KR960000888A true KR960000888A (ko) 1996-01-25
KR100378930B1 KR100378930B1 (ko) 2003-07-12

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US (1) US5646299A (ko)
EP (1) EP0690059B1 (ko)
JP (1) JP3637105B2 (ko)
KR (1) KR100378930B1 (ko)
CA (1) CA2152748A1 (ko)
DE (1) DE59506764D1 (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100459833B1 (ko) * 1996-01-30 2005-09-09 시바 스페셜티 케미칼스 홀딩 인크. 중합가능한디케토피롤로피롤및이것으로제조한중합체

Families Citing this family (10)

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Publication number Priority date Publication date Assignee Title
US5840907A (en) * 1996-06-05 1998-11-24 Ciba Specialty Chemicals Corporation Process for preparing diketopyrrolopyrrole derivatives
ATE201710T1 (de) * 1996-08-22 2001-06-15 Ciba Sc Holding Ag Kristallmodifikation eines diketopyrrolopyrrolpigments
KR20000070575A (ko) * 1997-01-29 2000-11-25 잔디해머,한스루돌프하우스 티아진 인디고 안료, 그의 고체 용액 및 그의 제조방법
EP0877058B1 (de) * 1997-05-06 2002-07-03 Ciba SC Holding AG Diketopyrrolopyrrolzusammensetzungen
DE60210120T2 (de) * 2001-09-11 2006-08-17 Ciba Speciality Chemicals Holding Inc. Verfahren zur direkten herstellung von pyrrol/3,4-c/pyrrolen
US7501076B2 (en) * 2003-04-10 2009-03-10 Ciba Specialty Chemicals Corporation Fluorescent diketopyrrolopyrroles
JP5082318B2 (ja) * 2006-07-24 2012-11-28 東洋インキＳｃホールディングス株式会社 α型結晶変態ジクロロジケトピロロピロール顔料の製造方法、該方法で製造されたα型結晶変態ジクロロジケトピロロピロール顔料、およびそれを用いた着色組成物
WO2008044519A1 (fr) * 2006-10-06 2008-04-17 Toyo Ink Mfg. Co., Ltd. PIGMENT DE α-DICÉTOPYRROLOPYRROLE, COMPOSITION COLORANTE CONTENANT CELUI-CI, ET FILM ROUGE
ES2457070T3 (es) 2006-11-02 2014-04-24 Dainichiseika Color & Chemicals Mfg. Co., Ltd. Composiciones de pigmento, composiciones coloreadas utilizando las composiciones de pigmento, y filtros de color
WO2011027844A1 (ja) 2009-09-04 2011-03-10 富士フイルム株式会社 水系顔料分散物及びインクジェット記録用水性インク

Family Cites Families (10)

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DE3262270D1 (en) * 1981-03-20 1985-03-28 Ciba Geigy Ag Process for colouring highly molecular organic material and polycyclic pigments
EP0094911B1 (de) * 1982-05-17 1986-09-10 Ciba-Geigy Ag Herstellung von Pyrrolo-(3,4-c)-pyrrolen
US4585878A (en) * 1983-06-29 1986-04-29 Ciba-Geigy Corporation N-substituted 1,4-diketopyrrolo-[3,4-c]-pyrroles
EP0184982B1 (de) * 1984-11-07 1991-01-23 Ciba-Geigy Ag Verfahren zur Herstellung von Pyrrolo-[3,4-c]-pyrrolen und neue Pyrrolo-[3,4-c]-pyrrole
US4783540A (en) * 1986-08-07 1988-11-08 Ciba-Geigy Corporation Solid solutions of pyrrolo-(3,4-C)-pyrrols
US4931566A (en) * 1987-07-31 1990-06-05 Ciba-Geigy Corporation Process for the preparation of pyrrolo[3,4-c]pyrroles
US5223624A (en) * 1991-08-22 1993-06-29 Baebler Fridolin Modified gamma-quinacridone pigment
DE59409750D1 (de) * 1993-07-29 2001-06-21 Ciba Sc Holding Ag Neue feinteilige cyansubstituierte Diketopyrrolopyrrolpigmente und Herstellung derselben
TW372244B (en) * 1993-07-29 1999-10-21 Ciba Sc Holding Ag Process for producing novel finely divided highly transparent diketopyrrolopyrrole pigments
EP0648770B1 (de) * 1993-10-13 2000-05-17 Ciba SC Holding AG Pyrrolo[3,4-c]pyrrole

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100459833B1 (ko) * 1996-01-30 2005-09-09 시바 스페셜티 케미칼스 홀딩 인크. 중합가능한디케토피롤로피롤및이것으로제조한중합체

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Publication number Publication date
JPH0820731A (ja) 1996-01-23
EP0690059A1 (de) 1996-01-03
US5646299A (en) 1997-07-08
DE59506764D1 (de) 1999-10-14
EP0690059B1 (de) 1999-09-08
KR100378930B1 (ko) 2003-07-12
JP3637105B2 (ja) 2005-04-13
CA2152748A1 (en) 1995-12-30

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