AU2003296761A1 - Preparation of beta quinacridone pigments - Google Patents
Preparation of beta quinacridone pigments Download PDFInfo
- Publication number
- AU2003296761A1 AU2003296761A1 AU2003296761A AU2003296761A AU2003296761A1 AU 2003296761 A1 AU2003296761 A1 AU 2003296761A1 AU 2003296761 A AU2003296761 A AU 2003296761A AU 2003296761 A AU2003296761 A AU 2003296761A AU 2003296761 A1 AU2003296761 A1 AU 2003296761A1
- Authority
- AU
- Australia
- Prior art keywords
- dihydroquinacridone
- quinacridone
- weight
- salt
- hydrogen peroxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 239000000049 pigment Substances 0.000 title claims abstract description 53
- 238000002360 preparation method Methods 0.000 title abstract description 10
- SNDAOXYSCAWUFQ-UHFFFAOYSA-N 5,6,12,13-tetrahydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=CC=C2C(=O)C2=C1CC(C(=O)C1=CC=CC=C1N1)=C1C2 SNDAOXYSCAWUFQ-UHFFFAOYSA-N 0.000 claims abstract description 56
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 51
- 239000002245 particle Substances 0.000 claims abstract description 36
- 238000000034 method Methods 0.000 claims abstract description 35
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 20
- 230000003647 oxidation Effects 0.000 claims abstract description 20
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims abstract description 15
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- 239000003966 growth inhibitor Substances 0.000 claims abstract description 14
- 230000008569 process Effects 0.000 claims description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 23
- -1 alkali metal salt Chemical class 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
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- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 8
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- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 4
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- OKONMFPEKSWGEU-UHFFFAOYSA-N 9,10-dioxoanthracene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 OKONMFPEKSWGEU-UHFFFAOYSA-N 0.000 claims description 3
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- 150000004056 anthraquinones Chemical class 0.000 claims description 3
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- PTKWYSNDTXDBIZ-UHFFFAOYSA-N 9,10-dioxoanthracene-1,2-disulfonic acid Chemical compound C1=CC=C2C(=O)C3=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C3C(=O)C2=C1 PTKWYSNDTXDBIZ-UHFFFAOYSA-N 0.000 claims 1
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- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 3
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- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920001291 polyvinyl halide Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- YWPOLRBWRRKLMW-UHFFFAOYSA-M sodium;naphthalene-2-sulfonate Chemical compound [Na+].C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 YWPOLRBWRRKLMW-UHFFFAOYSA-M 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 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
- C09B48/00—Quinacridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Compounds Of Unknown Constitution (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42978002P | 2002-11-27 | 2002-11-27 | |
| US60/429,780 | 2002-11-27 | ||
| PCT/EP2003/050839 WO2004048479A1 (en) | 2002-11-27 | 2003-11-17 | Preparation of beta quinacridone pigments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2003296761A1 true AU2003296761A1 (en) | 2004-06-18 |
Family
ID=32393586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2003296761A Abandoned AU2003296761A1 (en) | 2002-11-27 | 2003-11-17 | Preparation of beta quinacridone pigments |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6864371B2 (enExample) |
| EP (1) | EP1565530B1 (enExample) |
| JP (1) | JP4608320B2 (enExample) |
| KR (1) | KR20050084035A (enExample) |
| CN (1) | CN100349988C (enExample) |
| AT (1) | ATE372358T1 (enExample) |
| AU (1) | AU2003296761A1 (enExample) |
| BR (1) | BR0316531A (enExample) |
| CA (1) | CA2505763A1 (enExample) |
| DE (1) | DE60316179T2 (enExample) |
| MX (1) | MXPA05005679A (enExample) |
| RU (1) | RU2005120168A (enExample) |
| WO (1) | WO2004048479A1 (enExample) |
| ZA (1) | ZA200503642B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060249245A1 (en) * | 2000-10-31 | 2006-11-09 | Bernard Balling | Ceramic and glass correction inks |
| US7211139B2 (en) * | 2005-05-03 | 2007-05-01 | Sun Chemical Corporation | Process for preparing nanoscale quinacridone |
| US7427323B1 (en) * | 2007-06-07 | 2008-09-23 | Xerox Corporation | Quinacridone nanoscale pigment particles |
| US7427324B1 (en) * | 2007-06-07 | 2008-09-23 | Xerox Corporation | Methods of making quinacridone nanoscale pigment particles |
| CN105189659B (zh) * | 2013-12-19 | 2018-05-18 | Dic株式会社 | 低胺含量的喹吖啶酮颜料以及其制造方法 |
| CN105348127A (zh) * | 2015-12-08 | 2016-02-24 | 温州金源化工有限公司 | 喹吖啶酮中间体的制备方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB735396A (en) | 1952-06-21 | 1955-08-17 | Celanese Corp | Vat dyeing |
| US2844484A (en) | 1955-07-22 | 1958-07-22 | Du Pont | Organic pigments |
| US2844485A (en) | 1955-07-22 | 1958-07-22 | Du Pont | Organic pigments |
| US2844581A (en) | 1957-11-22 | 1958-07-22 | Du Pont | Organic pigments |
| US2969366A (en) | 1958-02-11 | 1961-01-24 | Du Pont | Production of quinacridones |
| US3074950A (en) | 1959-08-22 | 1963-01-22 | Basf Ag | Process for producing a modification of gamma 7,14-dioxo-5,7,12,14-tetrahydroquinolino-(2,3-b) acridine |
| US3272821A (en) | 1962-04-26 | 1966-09-13 | Eastman Kodak Co | Delta form of quinacridone pigment |
| US4293719A (en) | 1980-03-31 | 1981-10-06 | The Standard Oil Company | Manufacture of hydroperoxides |
| US4857646A (en) | 1987-08-24 | 1989-08-15 | Ciba-Geigy Corporation | Modified beta-quinacridone pigment |
| US5223624A (en) | 1991-08-22 | 1993-06-29 | Baebler Fridolin | Modified gamma-quinacridone pigment |
| US5502192A (en) * | 1994-08-08 | 1996-03-26 | Ciba-Geigy Corporation | Process for the preparation of quinacridones from dihydroquinacridones in an aqueous medium |
| EP0806456B1 (en) * | 1996-05-10 | 2001-07-25 | Ciba SC Holding AG | Oxidation process for preparing quinacridone pigments |
| EP0829523B1 (en) | 1996-08-16 | 2001-09-12 | Ciba SC Holding AG | Oxidation process for preparing quinacridone pigments |
| DE69830445T2 (de) * | 1997-04-25 | 2006-03-16 | Ciba Speciality Chemicals Holding Inc. | Beta-Chinacridonpigment |
| DE69801302T2 (de) | 1997-08-01 | 2002-03-14 | Ciba Speciality Chemicals Holding Inc., Basel | Verfahren zur Herstellung fester Lösungen von Chinacridonen |
| JPH11246784A (ja) * | 1998-03-02 | 1999-09-14 | Dainippon Ink & Chem Inc | キナクリドンキノン系化合物の製造方法 |
| DE60026133T2 (de) * | 1999-02-02 | 2006-08-03 | Ciba Speciality Chemicals Holding Inc. | Verbindungen zur Kontrolle des Teilchenwachstums und /oder der Kristallphase von Pigmenten |
| US6264733B1 (en) | 1999-02-02 | 2001-07-24 | Ciba Specialty Chemicals Corporation | Pigment particle growth and/or crystal phase directors |
| US6225472B1 (en) | 1999-02-02 | 2001-05-01 | Ciba Specialty Chemicals Corporation | 6,13-dihydroquinacridone derivatives |
| BR0312705A (pt) * | 2002-07-17 | 2005-04-26 | Ciba Sc Holding Ag | Processo de oxidação para preparação de pigmentos de quinacridona |
-
2003
- 2003-11-14 US US10/714,269 patent/US6864371B2/en not_active Expired - Lifetime
- 2003-11-17 DE DE60316179T patent/DE60316179T2/de not_active Expired - Lifetime
- 2003-11-17 BR BR0316531-0A patent/BR0316531A/pt not_active Application Discontinuation
- 2003-11-17 EP EP03811780A patent/EP1565530B1/en not_active Expired - Lifetime
- 2003-11-17 CA CA002505763A patent/CA2505763A1/en not_active Abandoned
- 2003-11-17 JP JP2004554536A patent/JP4608320B2/ja not_active Expired - Fee Related
- 2003-11-17 RU RU2005120168/04A patent/RU2005120168A/ru not_active Application Discontinuation
- 2003-11-17 KR KR1020057009703A patent/KR20050084035A/ko not_active Withdrawn
- 2003-11-17 AU AU2003296761A patent/AU2003296761A1/en not_active Abandoned
- 2003-11-17 CN CNB2003801042637A patent/CN100349988C/zh not_active Expired - Lifetime
- 2003-11-17 AT AT03811780T patent/ATE372358T1/de not_active IP Right Cessation
- 2003-11-17 MX MXPA05005679A patent/MXPA05005679A/es unknown
- 2003-11-17 WO PCT/EP2003/050839 patent/WO2004048479A1/en not_active Ceased
-
2005
- 2005-05-06 ZA ZA200503642A patent/ZA200503642B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE60316179D1 (de) | 2007-10-18 |
| US6864371B2 (en) | 2005-03-08 |
| MXPA05005679A (es) | 2005-07-26 |
| ATE372358T1 (de) | 2007-09-15 |
| EP1565530A1 (en) | 2005-08-24 |
| BR0316531A (pt) | 2005-10-04 |
| JP2006508210A (ja) | 2006-03-09 |
| DE60316179T2 (de) | 2008-05-29 |
| CN100349988C (zh) | 2007-11-21 |
| US20040138457A1 (en) | 2004-07-15 |
| EP1565530B1 (en) | 2007-09-05 |
| ZA200503642B (en) | 2006-07-26 |
| CA2505763A1 (en) | 2004-06-10 |
| RU2005120168A (ru) | 2006-05-10 |
| WO2004048479A1 (en) | 2004-06-10 |
| CN1717455A (zh) | 2006-01-04 |
| KR20050084035A (ko) | 2005-08-26 |
| JP4608320B2 (ja) | 2011-01-12 |
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