TWI293322B - Anthraquinone dyes - Google Patents
Anthraquinone dyes Download PDFInfo
- Publication number
- TWI293322B TWI293322B TW092107595A TW92107595A TWI293322B TW I293322 B TWI293322 B TW I293322B TW 092107595 A TW092107595 A TW 092107595A TW 92107595 A TW92107595 A TW 92107595A TW I293322 B TWI293322 B TW I293322B
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- TW
- Taiwan
- Prior art keywords
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- sub
- compound
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- 239000001000 anthraquinone dye Substances 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 20
- 238000002360 preparation method Methods 0.000 claims abstract description 15
- 229920003023 plastic Polymers 0.000 claims abstract description 10
- 239000004033 plastic Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 239000002245 particle Substances 0.000 claims abstract description 8
- -1 hydrazine compound Chemical class 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 3
- 238000006068 polycondensation reaction Methods 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 238000012644 addition polymerization Methods 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 150000002367 halogens Chemical class 0.000 abstract description 2
- 239000000975 dye Substances 0.000 description 19
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 239000003086 colorant Substances 0.000 description 5
- 239000011368 organic material Substances 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000004973 liquid crystal related substance Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QXHDYMUPPXAMPQ-UHFFFAOYSA-N 2-(4-aminophenyl)ethanol Chemical compound NC1=CC=C(CCO)C=C1 QXHDYMUPPXAMPQ-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000009740 moulding (composite fabrication) Methods 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920001707 polybutylene terephthalate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- XDLJIIILKATPAQ-UHFFFAOYSA-N 2,8-dichloro-7h-purine Chemical class ClC1=NC=C2NC(Cl)=NC2=N1 XDLJIIILKATPAQ-UHFFFAOYSA-N 0.000 description 1
- CLRBBGAKMXZMTF-UHFFFAOYSA-N 2-chloro-1H-indol-4-amine Chemical compound NC1=CC=CC2=C1C=C(Cl)N2 CLRBBGAKMXZMTF-UHFFFAOYSA-N 0.000 description 1
- 241000234282 Allium Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- HCUARRIEZVDMPT-UHFFFAOYSA-N Indole-2-carboxylic acid Chemical class C1=CC=C2NC(C(=O)O)=CC2=C1 HCUARRIEZVDMPT-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- BKNBVEKCHVXGPH-UHFFFAOYSA-N anthracene-1,4,9,10-tetrol Chemical compound C1=CC=C2C(O)=C3C(O)=CC=C(O)C3=C(O)C2=C1 BKNBVEKCHVXGPH-UHFFFAOYSA-N 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000000038 blue colorant Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000040 green colorant Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-OUBTZVSYSA-N potassium-40 Chemical compound [40K] ZLMJMSJWJFRBEC-OUBTZVSYSA-N 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001062 red colorant Substances 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
- C09B1/5145—N-aryl derivatives only amino and hydroxy groups
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/56—Mercapto-anthraquinones
- C09B1/58—Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals
- C09B1/60—Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals substituted by aliphatic, cycloaliphatic or araliphatic radicals
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Luminescent Compositions (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Optical Filters (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02405226 | 2002-03-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200420673A TW200420673A (en) | 2004-10-16 |
| TWI293322B true TWI293322B (en) | 2008-02-11 |
Family
ID=28051880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092107595A TWI293322B (en) | 2002-03-22 | 2003-04-03 | Anthraquinone dyes |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7456316B2 (enExample) |
| EP (1) | EP1487920B1 (enExample) |
| JP (1) | JP4503296B2 (enExample) |
| KR (1) | KR20050006133A (enExample) |
| CN (1) | CN100408640C (enExample) |
| AT (1) | ATE545681T1 (enExample) |
| AU (1) | AU2003227059A1 (enExample) |
| BR (1) | BR0308618B1 (enExample) |
| CA (1) | CA2476886C (enExample) |
| MX (1) | MXPA04009115A (enExample) |
| RU (1) | RU2340642C2 (enExample) |
| TW (1) | TWI293322B (enExample) |
| WO (1) | WO2003080734A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101455122B1 (ko) * | 2006-02-17 | 2014-10-28 | 시바 홀딩 인크 | 콘트라스트가 향상된 청색 컬러 필터 |
| JP6054239B2 (ja) * | 2013-05-07 | 2016-12-27 | 山本化成株式会社 | イソインドリン系化合物およびその製造方法。 |
| KR20170023397A (ko) * | 2014-04-18 | 2017-03-03 | 다우 글로벌 테크놀로지스 엘엘씨 | Lcd의 칼라 필터에 사용되는 안트라퀴논 화합물 |
| US20170137625A1 (en) * | 2014-06-17 | 2017-05-18 | Dow Global Technologies Llc | Anthraquinone compound used for color filter of lcd |
| EP3489217A1 (de) * | 2017-11-24 | 2019-05-29 | LANXESS Deutschland GmbH | Verfahren zur herstellung von phenylaminohydroxyanthrachinonen |
| CN111087831A (zh) * | 2019-12-20 | 2020-05-01 | 南京金浩医药科技有限公司 | 一种新型蒽醌类溶剂蓝染料的制备方法 |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE705034C (de) | 1938-07-31 | 1941-04-13 | Messerschmitt Boelkow Blohm | Rueckstossantrieb mittels der Abgase einer Brennkraftmaschine |
| GB560817A (en) * | 1942-07-15 | 1944-04-21 | Du Pont | Anthraquinone dyestuffs |
| US2434765A (en) * | 1944-01-13 | 1948-01-20 | Chem Ind Basel | 1-amino-2-hydroxyalkylthio-4-arylamino-anthraquinones |
| US2487045A (en) * | 1947-02-27 | 1949-11-08 | Eastman Kodak Co | 1,4-diamino-2-halogenoanthraquinone compounds |
| CH325464A (de) | 1953-12-04 | 1957-11-15 | Ciba Geigy | Verfahren zur Herstellung neuer Dioxy-di-(arylamino)-anthrachinone |
| FR1450641A (fr) * | 1964-07-04 | 1966-06-24 | Bayer Ag | Colorants de la série de l'anthraquinone et de la phtalocyanine, et leurs procédés de fabrication |
| CH472464A (de) * | 1964-08-08 | 1969-05-15 | Bayer Ag | Verfahren zur Herstellung von Verbindungen der Anthrachinonreihe |
| US3434792A (en) * | 1965-05-04 | 1969-03-25 | American Cyanamid Co | 1-amino- (and methylamino) 2-bromo-4-(p-(beta - hydroxyethyl) - anilino) - anthraquinone disperse dyes for nylon and polypropylene |
| GB1114936A (en) * | 1965-07-19 | 1968-05-22 | Ici Ltd | Process for mass coloring polyesters |
| FR1516828A (fr) | 1965-11-29 | 1968-02-05 | Ici Ltd | Nouveaux colorants de la série de l'anthraquinone et leur procédé de fabrication |
| GB1166998A (en) * | 1965-11-29 | 1969-10-15 | Ici Ltd | Anthraquinone Dyestuffs |
| GB1078092A (en) | 1966-03-08 | 1967-08-02 | Ici Ltd | Anthraquinone dyestuffs |
| BR6787718D0 (pt) * | 1966-06-29 | 1973-06-07 | Eastman Kodak Co | Elemento fotografico sensivel a luz |
| FR1530985A (fr) | 1966-07-11 | 1968-06-28 | Ici Ltd | Procédé de fabrication de composés anthraquinoniques |
| GB1152244A (en) * | 1966-07-11 | 1969-05-14 | Ici Ltd | Anthraquinone Dyestuffs |
| US3734934A (en) * | 1970-04-01 | 1973-05-22 | Ciba Geigy Ag | Dispersible {60 -{11 and {62 -substituted anthraquinone dyestuffs containing an -alkyleneocoor group |
| GB1367933A (en) * | 1971-05-10 | 1974-09-25 | Ici Ltd | Mass colouration of polyesters |
| DE2123454A1 (en) | 1971-05-12 | 1972-11-23 | Farbenfabriken Bayer Ag, 5090 Leverkusen | Dyeing of synthetic fibres - using 1,4-bis-(hydroxyanilino) anthraquinones as dispersions in org solvents |
| GB1592966A (en) * | 1977-04-25 | 1981-07-15 | Ici Ltd | Colouration process |
| DE2843474A1 (de) * | 1978-10-05 | 1980-04-17 | Bayer Ag | Verfahren zum faerben und bedrucken von cellulosefasern |
| JPS5790081A (en) * | 1980-11-27 | 1982-06-04 | Canon Inc | Liquid crystal display device |
| JPS5819363A (ja) * | 1981-07-27 | 1983-02-04 | Mitsubishi Chem Ind Ltd | アントラキノン化合物、その製造法及びセルロース含有繊維類用アントラキノン染料 |
| GB2101624B (en) * | 1981-05-20 | 1984-09-19 | Mitsubishi Chem Ind | Anthraquinone dyes for cellulose-containing fibers and their synthesis |
| JPS62903A (ja) * | 1985-06-05 | 1987-01-06 | Sumitomo Chem Co Ltd | 近赤外線吸収フイルタ− |
| JPH0657798B2 (ja) * | 1986-12-03 | 1994-08-03 | 三井東圧化学株式会社 | フイルタ−用青色色素 |
| JPS63249693A (ja) * | 1987-04-06 | 1988-10-17 | Sumitomo Chem Co Ltd | 昇華転写型感熱記録用シアン色素 |
| JPS63268768A (ja) * | 1987-04-27 | 1988-11-07 | Mitsui Toatsu Chem Inc | フイルタ−用緑色色素 |
| JPH0813930B2 (ja) | 1987-12-28 | 1996-02-14 | 三井東圧化学株式会社 | 近赤外線吸収フィルター用高純度アントラキノン系色素 |
| US4846846A (en) * | 1988-06-20 | 1989-07-11 | Milliken Research Corporation | Process for preparing polyurethane resins colored with anthraquinone colorants and products produced thereby |
| CA2430604A1 (en) * | 2000-12-22 | 2002-07-04 | Rainer Hildebrand | Preparation of dyed plastics or polymeric dye particles |
| KR100800984B1 (ko) * | 2000-12-22 | 2008-02-05 | 시바 스페셜티 케미칼스 홀딩 인크. | 제조된 천연 중합체와 소수성 합성 섬유재료의 염색 또는 날염 방법 |
| KR20030064845A (ko) * | 2000-12-22 | 2003-08-02 | 시바 스페셜티 케미칼스 홀딩 인크. | 안트라퀴논 염료, 이의 제조방법 및 이의 용도 |
-
2003
- 2003-03-13 AT AT03744799T patent/ATE545681T1/de active
- 2003-03-13 WO PCT/EP2003/002616 patent/WO2003080734A1/en not_active Ceased
- 2003-03-13 MX MXPA04009115A patent/MXPA04009115A/es active IP Right Grant
- 2003-03-13 US US10/508,714 patent/US7456316B2/en not_active Expired - Fee Related
- 2003-03-13 CN CNB038066092A patent/CN100408640C/zh not_active Expired - Fee Related
- 2003-03-13 AU AU2003227059A patent/AU2003227059A1/en not_active Abandoned
- 2003-03-13 JP JP2003578472A patent/JP4503296B2/ja not_active Expired - Fee Related
- 2003-03-13 RU RU2004131534/04A patent/RU2340642C2/ru not_active IP Right Cessation
- 2003-03-13 EP EP03744799A patent/EP1487920B1/en not_active Expired - Lifetime
- 2003-03-13 CA CA2476886A patent/CA2476886C/en not_active Expired - Fee Related
- 2003-03-13 KR KR10-2004-7014932A patent/KR20050006133A/ko not_active Abandoned
- 2003-03-13 BR BRPI0308618-6B1A patent/BR0308618B1/pt not_active IP Right Cessation
- 2003-04-03 TW TW092107595A patent/TWI293322B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| RU2004131534A (ru) | 2005-07-10 |
| BR0308618B1 (pt) | 2013-12-03 |
| CA2476886C (en) | 2011-02-15 |
| MXPA04009115A (es) | 2004-12-07 |
| WO2003080734A1 (en) | 2003-10-02 |
| ATE545681T1 (de) | 2012-03-15 |
| EP1487920A1 (en) | 2004-12-22 |
| BR0308618A (pt) | 2005-02-15 |
| US7456316B2 (en) | 2008-11-25 |
| TW200420673A (en) | 2004-10-16 |
| CN1643074A (zh) | 2005-07-20 |
| CA2476886A1 (en) | 2003-10-02 |
| EP1487920B1 (en) | 2012-02-15 |
| JP2005520906A (ja) | 2005-07-14 |
| CN100408640C (zh) | 2008-08-06 |
| US20050150061A1 (en) | 2005-07-14 |
| KR20050006133A (ko) | 2005-01-15 |
| JP4503296B2 (ja) | 2010-07-14 |
| AU2003227059A1 (en) | 2003-10-08 |
| RU2340642C2 (ru) | 2008-12-10 |
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| EP1509573B1 (en) | Anthraquinone-azo dyes | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |