KR960010646A - 치환된 프탈로시아닌 이성질체들의 혼합물 및 그의 제조 방법 - Google Patents

치환된 프탈로시아닌 이성질체들의 혼합물 및 그의 제조 방법 Download PDF

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KR960010646A
KR960010646A KR1019950031312A KR19950031312A KR960010646A KR 960010646 A KR960010646 A KR 960010646A KR 1019950031312 A KR1019950031312 A KR 1019950031312A KR 19950031312 A KR19950031312 A KR 19950031312A KR 960010646 A KR960010646 A KR 960010646A
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볼레브 하인쯔
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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
    • C07D487/22—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 four or more hetero 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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/06—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide
    • C09B47/067—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide from phthalodinitriles naphthalenedinitriles, aromatic dinitriles prepared in situ, hydrogenated phthalodinitrile
    • C09B47/0675—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide from phthalodinitriles naphthalenedinitriles, aromatic dinitriles prepared in situ, hydrogenated phthalodinitrile having oxygen or sulfur linked directly to the skeleton
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0034—Mixtures of two or more pigments or dyes of the same type
    • C09B67/0035—Mixtures of phthalocyanines
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B7/248—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes porphines; azaporphines, e.g. phthalocyanines
    • 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
    • Y10T428/21—Circular sheet or circular blank

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)

Abstract

본 발명은 4종의-알콕시 치환 프탈로시아닌 이성질체들, 우세하게는 하기 일반식(Ⅱ) 및 (Ⅲ) 또는 4종의-알콜시 치환 프탈로시아닌 이성질체들의 혼합물에 관한 것이다.
상기 식 중, Me는 2가 금속 원자 또는 2가 옥소 금속이고, R1은 비치환되거나, 또는 C1-C12알콕시, -CN, NO2, 할로겐, -OH, 페닐, 시아노페닐, 니트로페닐, 할로페닐, 히드록시페닐 또는 (C1-C12알콕시) 페닐에 의해 치환된, 선형 또는 분자형 C1-C16알킬, C3-C16알케닐 또는 C3-C16알키닐기이며, 여기서, 상기 일반식(Ⅱ) 및 상기 일반식(Ⅲ) 의 2종의 이성질체는 전체 혼합물의 80% 이상을 구성하고, 2종의 다른 이성질체는 전체 혼합물의 20% 이하를 구성하며, 상기 일반식(Ⅱ)의 화합물의 비율은 0.3 내지 3.0 대 1이다.
이성질체 혼합물은 금속염, 루이스산, 용매로서 니트로방향족 화합물 및 프탈로디니트릴을 기준으로 적어도 동몰량의 우레아 존재하에- 또는

Description

치환된 프탈로시아닌 이성질체들의 혼합물 및 그의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (16)

  1. 하기 일반식(Ⅰ-Ⅳ)의-알콕시 치환 프탈로시아닌 이성질체들 또는 하기 일반식(Ⅰa-Ⅳa)의-알콕시 치환 프탈로시아닌 이성질체들의 혼합물.
    상기 식 중, Me는 2가 금속 원자 또는 2가 옥소 금속이고, R1은 비치환되거나, 또는 C1-C12알콕시, -CN, NO2, 할로겐, -OH, 페닐, 시아노페닐, 니트로페닐, 할로페닐, 히드록시페닐 또는 (C1-C12알콕시) 페닐에 의해 치환된, 선형 또는 분자형 C1-C16알킬, C3-C16알케닐 또는 C3-C16알키닐기이며, 여기서, 상기 일반식(Ⅱ) 또는 (Ⅱa)의 이성질체 및 상기 일반식(Ⅲ) 또는 (Ⅲa)의 이성질체는 전체 혼합물의 80% 이상, 바람직하게는 전체 혼합물의 90% 이상, 가장 바람직하게는 전체 혼합물으 95%이상을 구성하고, 상기 일반식(Ⅰ)또는 (Ⅰa) 의 이성질체 및 상기 일반식(Ⅳ) 또는 (Ⅳa)의 이성질체는 전체 혼합물의 20% 이하 , 바람직하게는 전체 혼합물 10%이하, 가장 바람직하게는 전체 혼합물의 5% 이하를 구성하며, 상기 일반식(Ⅱ)또는 (Ⅱa)의 이성질체 대 상기 일반식(Ⅲ) 또는 (Ⅲa)의 이성질체의 비율은 0.3 내지 3.0 대 1이다.
  2. 제1항에 있어서, 상기 일반식(Ⅱ) 또는 (Ⅱa) 의 이성질체 및 상기 일반식(Ⅲ) 또는 (Ⅲa)의 이성질체는 전체 혼합물의 90%이상, 바람직하게는 전체 혼합물의 95%이상을 구성하고, 상기 일반식(Ⅰ) 또는(Ⅰa)의 이성질체 및 상기 일반식(Ⅳ)또는 (Ⅳa)의 이성질체는 전체 혼합물의 10%이하, 바람직하게는 전체 혼합물의 5% 이하를 구성하는 것인 이성질체 혼합물.
  3. 제1항에 있어서, 2가 금속 원자 또는 옥소 금속인 Me는 Cu(Ⅱ), Zn(Ⅱ), Fe(Ⅱ), Ni(Ⅱ), Ru(Ⅱ), Rh(Ⅱ), Pd(Ⅱ), Pt(Ⅱ), Mn(Ⅱ), Mg(Ⅱ), Be(Ⅱ), Ca(Ⅱ), Cd(Ⅱ), Hg(Ⅱ), Sn(Ⅱ), Co(Ⅱ), Pd(Ⅱ), 또는 VO, MnO, TiO이고, 바람직하게는 Zn(Ⅱ), Sn(Ⅱ), Cu(Ⅱ), Ni(Ⅱ), Co(Ⅱ), Pb(Ⅱ) 또는 Pd(Ⅱ)이고, 가장 바람직하게는 Cu(Ⅱ) 또는 Pd(Ⅱ)인 것인 이성질체 혼합물.
  4. 제1항에 있어서, R1은 비치환되거나, 또는 C1-C12알콕시, -CN, NO2, 할로겐, -OH, 페닐, 시아노페닐, 니트로페닐, 할로페닐, 히드록시페닐 또는 (C1-C12알콕시)페닐에 의해 치화노딘, 선형 또는 분지형 C1-C16알킬기, 바람직하게는 C1-C12알콕시, -CN, NO2, 할로겐, -OH, 페닐, 시아노페닐, 니트로페닐, 할로페닐, 히드록시페닐 또는 (C1-C12알콕시)페닐에 의해 치환되거나 또는 가장 바람직하게는 비치환된, 선형 또는 분지형 C4-C12알킬기인 것인 이성질체 혼합물.
  5. 제1항에 있어서, 치환 프탈로시아닌 이성질체가 상기 일반식(Ⅰ-Ⅳ)으 ㅣ-알콕시 치환 프탈로시아닌인 것인 이성질체 혼합물.
  6. 니트로벤젠, 니트로톨루엔 또는 니트로크실렌 및 하기 일반식(Ⅴ)의 화합물을 기준으로 적어도 동몰량의 우레아 존재하에 하기 일반식(Ⅴ)의 화합물을 금속염 및 루이스산의 존재하에 반응시키는 것을 포함하는, 제1항에 따른 이성질체 혼합물을 제조하는 방법.
    상기 식 중, R1은 제1항에서 정의된 바와 같다.
  7. 제6항에 있어서, 금속염이 일염기 무기산 또는 이염기 무기산, C1-C12카르복실산 또는 C5-C12--디케톤의 음이온을 함유하는 것인 방법.
  8. 제6항에 있어서, 금속염이 Pd(Ⅱ)Cl2, Cu(Ⅱ), Zn(Ⅱ)Cl2, Ni(Ⅱ)Cl2,Cu(Ⅱ) 아세틸아세토네이트 또는 Ⅴ(Ⅲ)아세틸아세토네이트, 바람직하게는 Pd(Ⅱ)Cl2, Cu(Ⅱ)Cl2또는 Ni(Ⅱ)Cl2인 것인 방법.
  9. 제6항에 있어서, 반응이 상기 일반식(Ⅴ)의 화합물 대 우레아의 몰비1:1 내지 1:20에서 수행되는 것인 방법.
  10. 제6항에 있어서, 우레아 대 니트로벤젠, 니트로톨루엔 또는 니트로크셀렌의 중량비가 1:1 내지 1:50, 바람직하게는 1:5 내지 1:20 인 것인 방법.
  11. 제6항에 있어서, 반응이 130 내지 250℃, 바람직하게는 130 내지 190℃의 온도에서 수행되는 것이 방법.
  12. 제6항에 있어서, 반응이 1·105내지 20·105Pa의 압력에서 수행되는 것인 방법.
  13. 제6항에 있어서, 루이스산이 암모늄 몰리브데이트 또는 암모늄 몰리브데이트 테트라하이드레이트인 것인 방법.
  14. 제6항에 있어서, 루이스산이 상기 일반식(Ⅴ)의 화합물을 기준으로 0.1 내지 5중량%의 양으로 존재하는 것인 방법.
  15. 제1항에 따른 이성질체 혼합물의 적어도 한 층이 투명한 유전성 캐리어에 도포된, 정보의 광학 기록 및 저장용 물질.
  16. WORM(write once read many) 시스템의 정보 기록용 광학 저장 광학 저장 매체에 있어서 제1항에 따른 이성질체 혼합물의 용도.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950031312A 1994-09-23 1995-09-22 치환된프탈로시아닌이성질체들의혼합물및그의제조방법 Expired - Fee Related KR100384344B1 (ko)

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EP (1) EP0703280B1 (ko)
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EP0492508B1 (en) * 1990-12-26 1996-03-13 MITSUI TOATSU CHEMICALS, Inc. Method for preparing alkoxyphthalocyanine
DE69227729T2 (de) * 1991-06-21 1999-06-02 Mitsui Chemicals, Inc., Tokio/Tokyo Amorphe Phthalocyaninverbindung oder eine Mischung amorpher Phthalocyaninverbindungen sowie ein Verfahren zu ihrer Herstellung
JPH05331383A (ja) * 1992-05-29 1993-12-14 Toyo Ink Mfg Co Ltd 粗製銅フタロシアニンの製造法

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EP0703280A1 (de) 1996-03-27
JPH08209011A (ja) 1996-08-13
US5663326A (en) 1997-09-02
CA2158806A1 (en) 1996-03-24
EP0703280B1 (de) 2000-03-01
US5817804A (en) 1998-10-06
DE59507878D1 (de) 2000-04-06
KR100384344B1 (ko) 2003-11-10

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