DE2210072C3 - Verfahren zur Herstellung von Kupferphthalocyanin der ε-Modifikation - Google Patents
Verfahren zur Herstellung von Kupferphthalocyanin der ε-ModifikationInfo
- Publication number
- DE2210072C3 DE2210072C3 DE19722210072 DE2210072A DE2210072C3 DE 2210072 C3 DE2210072 C3 DE 2210072C3 DE 19722210072 DE19722210072 DE 19722210072 DE 2210072 A DE2210072 A DE 2210072A DE 2210072 C3 DE2210072 C3 DE 2210072C3
- Authority
- DE
- Germany
- Prior art keywords
- modification
- copper phthalocyanine
- pure
- solvent
- carbon atoms
- 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.)
- Expired
Links
- 238000012986 modification Methods 0.000 title claims description 86
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 title claims description 48
- 238000000034 method Methods 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 230000004048 modification Effects 0.000 claims description 43
- 239000002904 solvent Substances 0.000 claims description 29
- -1 aliphatic alcohols Chemical class 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 238000000227 grinding Methods 0.000 claims description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 150000001298 alcohols Chemical class 0.000 claims description 8
- 150000002576 ketones Chemical class 0.000 claims description 7
- 239000007858 starting material Substances 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 4
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- BTANRVKWQNVYAZ-SCSAIBSYSA-N (2R)-butan-2-ol Chemical compound CC[C@@H](C)O BTANRVKWQNVYAZ-SCSAIBSYSA-N 0.000 claims 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical class NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 claims 1
- 239000000049 pigment Substances 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 6
- 238000002441 X-ray diffraction Methods 0.000 description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- SYTBZMRGLBWNTM-SNVBAGLBSA-N (R)-flurbiprofen Chemical compound FC1=CC([C@H](C(O)=O)C)=CC=C1C1=CC=CC=C1 SYTBZMRGLBWNTM-SNVBAGLBSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000003012 phosphoric acid amides Chemical class 0.000 description 2
- XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical compound N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 description 2
- 229920006391 phthalonitrile polymer Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 1
- AQZGPSLYZOOYQP-UHFFFAOYSA-N Diisoamyl ether Chemical class CC(C)CCOCCC(C)C AQZGPSLYZOOYQP-UHFFFAOYSA-N 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- VVOLVFOSOPJKED-UHFFFAOYSA-N copper phthalocyanine Chemical compound [Cu].N=1C2=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC=1C1=CC=CC=C12 VVOLVFOSOPJKED-UHFFFAOYSA-N 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002561 ketenes Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 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
- 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
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
- C09B67/0016—Influencing the physical properties by treatment with a liquid, e.g. solvents of phthalocyanines
-
- 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
- C09B67/0025—Crystal modifications; Special X-ray patterns
-
- 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
- C09B67/0025—Crystal modifications; Special X-ray patterns
- C09B67/0026—Crystal modifications; Special X-ray patterns of phthalocyanine pigments
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE795946D BE795946A (fr) | 1972-03-02 | Procede de preparation de pigments de phtalocyanine cuivrique (variete epsilon) | |
| DE19722210072 DE2210072C3 (de) | 1972-03-02 | 1972-03-02 | Verfahren zur Herstellung von Kupferphthalocyanin der ε-Modifikation |
| CA164,594A CA992940A (en) | 1972-03-02 | 1973-02-26 | PRODUCTION OF PHTHALOCYANINE PIGMENTS OF THE .epsilon.-MODIFICATION |
| AU52572/73A AU476846B2 (en) | 1972-03-02 | 1973-02-26 | Production of phthalocyanine pigments ofthe modification |
| IT4844173A IT977502B (it) | 1972-03-02 | 1973-02-26 | Procedimento per la produzione di pigmenti cuproftalocianinici della modificazione epsilon |
| FR7306899A FR2174089B1 (forum.php) | 1972-03-02 | 1973-02-27 | |
| NL7302732A NL7302732A (forum.php) | 1972-03-02 | 1973-02-27 | |
| GB972073A GB1411880A (en) | 1972-03-02 | 1973-02-28 | Production pf phthalocyanine pigments of the epsilon-modification |
| DK112173A DK132765C (da) | 1972-03-02 | 1973-03-01 | Fremgangsmade til fremstilling af et kobberphthalocyaninpigment af epsilon-modifikation |
| CH302273A CH568366A5 (forum.php) | 1972-03-02 | 1973-03-01 | |
| JP2445773A JPS5735210B2 (forum.php) | 1972-03-02 | 1973-03-02 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722210072 DE2210072C3 (de) | 1972-03-02 | 1972-03-02 | Verfahren zur Herstellung von Kupferphthalocyanin der ε-Modifikation |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2210072A1 DE2210072A1 (de) | 1973-09-06 |
| DE2210072B2 DE2210072B2 (de) | 1980-09-04 |
| DE2210072C3 true DE2210072C3 (de) | 1981-07-30 |
Family
ID=5837703
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722210072 Expired DE2210072C3 (de) | 1972-03-02 | 1972-03-02 | Verfahren zur Herstellung von Kupferphthalocyanin der ε-Modifikation |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5735210B2 (forum.php) |
| AU (1) | AU476846B2 (forum.php) |
| BE (1) | BE795946A (forum.php) |
| CA (1) | CA992940A (forum.php) |
| CH (1) | CH568366A5 (forum.php) |
| DE (1) | DE2210072C3 (forum.php) |
| DK (1) | DK132765C (forum.php) |
| FR (1) | FR2174089B1 (forum.php) |
| GB (1) | GB1411880A (forum.php) |
| IT (1) | IT977502B (forum.php) |
| NL (1) | NL7302732A (forum.php) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH629237A5 (de) * | 1976-09-21 | 1982-04-15 | Ciba Geigy Ag | Verfahren zur herstellung von kupferphthalocyanin-pigmentzusammensetzungen. |
| KR100822654B1 (ko) | 2000-07-07 | 2008-04-17 | 시바 스페셜티 케미칼스 홀딩 인크. | 안료성 구리 프탈로시아닌 고용체 및 이를 함유하는 투명한 분산물, 이들의 용도 및 당해 분산물의 제조방법 |
| JP2002121420A (ja) * | 2000-08-07 | 2002-04-23 | Dainippon Ink & Chem Inc | 銅フタロシアニン顔料及びその製造方法 |
| RU2270135C2 (ru) | 2004-03-04 | 2006-02-20 | Карклин Андрей Михайлович | Фюзеляж летательного аппарата |
| US7211664B2 (en) | 2004-03-26 | 2007-05-01 | Toyo Ink Mfg. Co., Ltd. | Process for the production of epsilon crystal form copper phthalocyanine |
| EP2502965A1 (en) * | 2004-11-01 | 2012-09-26 | Basf Se | Highly concentrated flowable pigment composition and process for its manufacture |
| JP5205715B2 (ja) * | 2006-06-16 | 2013-06-05 | 東洋インキＳｃホールディングス株式会社 | ε型銅フタロシアニン顔料、その製造方法およびそれを用いた着色組成物 |
| DE102007001851A1 (de) | 2007-01-12 | 2008-07-17 | Clariant International Ltd. | Feinteilige Epsilon-Kupferphthalocyanin-Komposition (Pigment Blau 15:6) zur Verwendung als Pigment |
| US7905952B2 (en) | 2007-02-07 | 2011-03-15 | Basf Se | Blue phthalocyanine pigment composition and its preparation |
| DE102007033191A1 (de) | 2007-07-17 | 2009-01-22 | Clariant International Ltd. | Feinteilige epsilon-Kupferphthalocyanin-Pigmentzubereitung |
| EP2039727A1 (en) * | 2007-09-18 | 2009-03-25 | SOLVAY (Société Anonyme) | Preparation of epsilon copper phthalocyanine of small primary particle size and narrow particle size distribution |
| EP2060608A1 (en) * | 2007-11-15 | 2009-05-20 | SOLVAY (Société Anonyme) | Preparation of epsilon copper phthalocyanine of small primary particle size and narrow particle size distribution by kneading |
| JP4845231B1 (ja) * | 2010-06-03 | 2011-12-28 | エム・テクニック株式会社 | 新規な銅フタロシアニン顔料 |
| KR101343758B1 (ko) * | 2010-12-22 | 2013-12-19 | 솔베이(소시에떼아노님) | 구리 프탈로시아닌 입자에 기반한 제품의 제조 방법 |
| CN102352128A (zh) * | 2011-08-08 | 2012-02-15 | 江苏双乐化工颜料有限公司 | 一种ε型酞菁蓝的制备方法 |
| JP2013060487A (ja) * | 2011-09-12 | 2013-04-04 | Dic Corp | ε型銅フタロシアニン顔料及びそれを用いたカラーフィルタ用顔料組成物 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3051721A (en) * | 1959-01-13 | 1962-08-28 | American Cyanamid Co | Pigmentary copper phthalocyanine in the "r" form and its preparation |
| US3160635A (en) * | 1960-08-09 | 1964-12-08 | Koege Kemisk Vaerk | Delta copper phthalocyanine pigment and its preparation |
-
0
- BE BE795946D patent/BE795946A/xx not_active IP Right Cessation
-
1972
- 1972-03-02 DE DE19722210072 patent/DE2210072C3/de not_active Expired
-
1973
- 1973-02-26 CA CA164,594A patent/CA992940A/en not_active Expired
- 1973-02-26 AU AU52572/73A patent/AU476846B2/en not_active Expired
- 1973-02-26 IT IT4844173A patent/IT977502B/it active
- 1973-02-27 NL NL7302732A patent/NL7302732A/xx not_active Application Discontinuation
- 1973-02-27 FR FR7306899A patent/FR2174089B1/fr not_active Expired
- 1973-02-28 GB GB972073A patent/GB1411880A/en not_active Expired
- 1973-03-01 DK DK112173A patent/DK132765C/da not_active IP Right Cessation
- 1973-03-01 CH CH302273A patent/CH568366A5/xx not_active IP Right Cessation
- 1973-03-02 JP JP2445773A patent/JPS5735210B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2210072B2 (de) | 1980-09-04 |
| GB1411880A (en) | 1975-10-29 |
| DK132765B (da) | 1976-02-02 |
| AU5257273A (en) | 1974-08-29 |
| DK132765C (da) | 1976-07-05 |
| IT977502B (it) | 1974-09-20 |
| JPS48101419A (forum.php) | 1973-12-20 |
| DE2210072A1 (de) | 1973-09-06 |
| JPS5735210B2 (forum.php) | 1982-07-28 |
| FR2174089A1 (forum.php) | 1973-10-12 |
| CA992940A (en) | 1976-07-13 |
| NL7302732A (forum.php) | 1973-09-04 |
| CH568366A5 (forum.php) | 1975-10-31 |
| AU476846B2 (en) | 1976-10-07 |
| BE795946A (fr) | 1973-08-27 |
| FR2174089B1 (forum.php) | 1983-10-14 |
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