DE2360793C3 - Verfahren zur Herstellung von Kupferphthalocyaninpigmenten der a -Modifikation und deren Verwendung - Google Patents
Verfahren zur Herstellung von Kupferphthalocyaninpigmenten der a -Modifikation und deren VerwendungInfo
- Publication number
- DE2360793C3 DE2360793C3 DE2360793A DE2360793A DE2360793C3 DE 2360793 C3 DE2360793 C3 DE 2360793C3 DE 2360793 A DE2360793 A DE 2360793A DE 2360793 A DE2360793 A DE 2360793A DE 2360793 C3 DE2360793 C3 DE 2360793C3
- Authority
- DE
- Germany
- Prior art keywords
- fine distribution
- process according
- modification
- copper
- copper phthalocyanine
- 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
- 239000000049 pigment Substances 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 15
- 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 12
- 238000012986 modification Methods 0.000 title claims description 7
- 230000004048 modification Effects 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000009826 distribution Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- 239000000460 chlorine Substances 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 229910052802 copper Inorganic materials 0.000 claims description 6
- 239000010949 copper Substances 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000004040 coloring Methods 0.000 claims description 5
- 150000001879 copper Chemical class 0.000 claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 4
- 239000002609 medium Substances 0.000 claims description 4
- 239000000123 paper Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 239000012736 aqueous medium Substances 0.000 claims description 3
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 3
- 239000003973 paint Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 239000008240 homogeneous mixture Substances 0.000 claims description 2
- 239000000976 ink Substances 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 229920003023 plastic Polymers 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 229920002994 synthetic fiber Polymers 0.000 claims description 2
- 239000012209 synthetic fiber Substances 0.000 claims description 2
- 229920003002 synthetic resin Polymers 0.000 claims description 2
- 239000000057 synthetic resin Substances 0.000 claims description 2
- 239000004753 textile Substances 0.000 claims description 2
- KTUQUZJOVNIKNZ-UHFFFAOYSA-N butan-1-ol;hydrate Chemical compound O.CCCCO KTUQUZJOVNIKNZ-UHFFFAOYSA-N 0.000 claims 2
- 239000002966 varnish Substances 0.000 claims 1
- 238000000227 grinding Methods 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 210000003298 dental enamel Anatomy 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- BTTRMCQEPDPCPA-UHFFFAOYSA-N 4-chlorophthalic anhydride Chemical compound ClC1=CC=C2C(=O)OC(=O)C2=C1 BTTRMCQEPDPCPA-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 239000011044 quartzite Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate 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
- C09B67/0017—Influencing the physical properties by treatment with an acid, H2SO4
- C09B67/0019—Influencing the physical properties by treatment with an acid, H2SO4 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
- 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)
- Coloring (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Photoreceptors In Electrophotography (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2360793A DE2360793C3 (de) | 1973-12-06 | 1973-12-06 | Verfahren zur Herstellung von Kupferphthalocyaninpigmenten der a -Modifikation und deren Verwendung |
| IN2642/CAL/74A IN142242B (enExample) | 1973-12-06 | 1974-11-27 | |
| CH1601574A CH603766A5 (enExample) | 1973-12-06 | 1974-12-03 | |
| IT30170/74A IT1046404B (it) | 1973-12-06 | 1974-12-03 | Processo per la produzione di pigmenti cuproftalocianinici della modificazione alfa |
| JP49138569A JPS5087419A (enExample) | 1973-12-06 | 1974-12-04 | |
| AR256776A AR212153A1 (es) | 1973-12-06 | 1974-12-04 | Procedimiento para la preparacion de pigmentos de ftalocianina de cobre de la modificacion alfa |
| DK633474A DK633474A (enExample) | 1973-12-06 | 1974-12-05 | |
| CA215,293A CA1037472A (en) | 1973-12-06 | 1974-12-05 | PROCESS FOR PREPARING COPPER PHTHALOCYANINE PIGMENTS OF THE .alpha.-MODIFICATION |
| BR10194/74A BR7410194A (pt) | 1973-12-06 | 1974-12-05 | Processo para a producao de pigmentos de ftalocianina de cobre da modificacao alfa,pigmentos assim obtidos e sua aplicacao |
| FR7440075A FR2272151B2 (enExample) | 1973-12-06 | 1974-12-06 | |
| GB52968/74A GB1493366A (en) | 1973-12-06 | 1974-12-06 | Process for preparing copper phthalocyanine pigments of the alpha-modification |
| BE151252A BE823058R (fr) | 1973-12-06 | 1974-12-06 | Procede de preparation de pigments de phtalocyanine de cuivre de la modification alpha |
| US05/953,185 US4224222A (en) | 1973-12-06 | 1978-10-20 | Process for preparing copper phthalocyanine pigments of the α-modification |
| JP56193014A JPS57119957A (en) | 1973-12-06 | 1981-12-02 | Manufacture of alpha-transformation copper phthalocyanine pigment |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2360793A DE2360793C3 (de) | 1973-12-06 | 1973-12-06 | Verfahren zur Herstellung von Kupferphthalocyaninpigmenten der a -Modifikation und deren Verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2360793A1 DE2360793A1 (de) | 1975-06-12 |
| DE2360793B2 DE2360793B2 (de) | 1980-03-13 |
| DE2360793C3 true DE2360793C3 (de) | 1980-11-06 |
Family
ID=5900061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2360793A Expired DE2360793C3 (de) | 1973-12-06 | 1973-12-06 | Verfahren zur Herstellung von Kupferphthalocyaninpigmenten der a -Modifikation und deren Verwendung |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4224222A (enExample) |
| JP (2) | JPS5087419A (enExample) |
| AR (1) | AR212153A1 (enExample) |
| BE (1) | BE823058R (enExample) |
| BR (1) | BR7410194A (enExample) |
| CA (1) | CA1037472A (enExample) |
| CH (1) | CH603766A5 (enExample) |
| DE (1) | DE2360793C3 (enExample) |
| DK (1) | DK633474A (enExample) |
| FR (1) | FR2272151B2 (enExample) |
| GB (1) | GB1493366A (enExample) |
| IN (1) | IN142242B (enExample) |
| IT (1) | IT1046404B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4239685A (en) | 1978-02-21 | 1980-12-16 | Produits Chimiques Ugine Kuhlmann | Process for the preparation of phthalocyanine pigments |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3046145C2 (de) * | 1980-12-06 | 1987-04-16 | Pflugfabrik Lemken Kg, 4234 Alpen | Anbaudrehpflug mit Einschwenkvorrichtung |
| US4451654A (en) * | 1981-03-05 | 1984-05-29 | Basf Aktiengesellschaft | Conditioning of finely divided crude organic pigments |
| CA1259608A (en) * | 1986-08-04 | 1989-09-19 | Ryuzo Ueno | Process for producing azo pigment |
| US4859770A (en) * | 1988-01-19 | 1989-08-22 | Basf Corporation | Process for making alpha-phase phthalocyanine blue pigment comprising substantially 100 percent isometric crystals |
| GB2274848A (en) * | 1993-02-05 | 1994-08-10 | Citizen Watch Co Ltd | Modification of pigment and electrophotographic photoreceptor containing modified pigment |
| US5534055A (en) | 1994-08-24 | 1996-07-09 | Bayer Corporation | Process for alpha-phase metal phthalocyanine pigments |
| ES2259630T3 (es) * | 2000-02-04 | 2006-10-16 | DAINICHISEIKA COLOR & CHEMICALS MFG. CO. LTD. | Composiciones de pigmento; un procedimiento para la produccion de las mismas; colorantes y articulos coloreados. |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2284685A (en) * | 1939-10-25 | 1942-06-02 | Du Pont | Preparation of phthalocyanine pigments |
| US2556727A (en) * | 1949-03-05 | 1951-06-12 | Du Pont | Process of finishing phthalocyanine pigments |
| US2602800A (en) * | 1949-04-14 | 1952-07-08 | Du Pont | Recovery of phthalocyanine coloring maters |
| US3004986A (en) * | 1957-02-08 | 1961-10-17 | Standard Ultramarine & Color C | Phthalocyanine pigments |
| US3127412A (en) * | 1959-09-29 | 1964-03-31 | Ciba Ltd | Process for conditioning pigments |
| GB1362180A (en) * | 1970-11-20 | 1974-07-30 | Ciba Geigy Uk Ltd | Preparation of pigments |
| US3758321A (en) * | 1971-01-25 | 1973-09-11 | Allied Chem | Conditioning of phthalocyanine compounds |
| DE2262911B2 (de) * | 1972-12-22 | 1975-02-13 | Farbwerke Hoechst Ag Vormals Meister Lucius & Bruening, 6000 Frankfurt | Verfahren zur Herstellung von Cu-Phthalocyaninpigmenten der alpha-Modifikation |
-
1973
- 1973-12-06 DE DE2360793A patent/DE2360793C3/de not_active Expired
-
1974
- 1974-11-27 IN IN2642/CAL/74A patent/IN142242B/en unknown
- 1974-12-03 IT IT30170/74A patent/IT1046404B/it active
- 1974-12-03 CH CH1601574A patent/CH603766A5/xx not_active IP Right Cessation
- 1974-12-04 AR AR256776A patent/AR212153A1/es active
- 1974-12-04 JP JP49138569A patent/JPS5087419A/ja active Pending
- 1974-12-05 BR BR10194/74A patent/BR7410194A/pt unknown
- 1974-12-05 DK DK633474A patent/DK633474A/da unknown
- 1974-12-05 CA CA215,293A patent/CA1037472A/en not_active Expired
- 1974-12-06 BE BE151252A patent/BE823058R/xx active
- 1974-12-06 GB GB52968/74A patent/GB1493366A/en not_active Expired
- 1974-12-06 FR FR7440075A patent/FR2272151B2/fr not_active Expired
-
1978
- 1978-10-20 US US05/953,185 patent/US4224222A/en not_active Expired - Lifetime
-
1981
- 1981-12-02 JP JP56193014A patent/JPS57119957A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4239685A (en) | 1978-02-21 | 1980-12-16 | Produits Chimiques Ugine Kuhlmann | Process for the preparation of phthalocyanine pigments |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2360793B2 (de) | 1980-03-13 |
| US4224222A (en) | 1980-09-23 |
| CA1037472A (en) | 1978-08-29 |
| IN142242B (enExample) | 1977-06-18 |
| FR2272151B2 (enExample) | 1978-04-28 |
| GB1493366A (en) | 1977-11-30 |
| FR2272151A2 (enExample) | 1975-12-19 |
| BE823058R (fr) | 1975-06-06 |
| IT1046404B (it) | 1980-06-30 |
| CH603766A5 (enExample) | 1978-08-31 |
| JPS57119957A (en) | 1982-07-26 |
| AR212153A1 (es) | 1978-05-31 |
| BR7410194A (pt) | 1976-06-08 |
| JPS5087419A (enExample) | 1975-07-14 |
| DK633474A (enExample) | 1975-07-28 |
| DE2360793A1 (de) | 1975-06-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| OI | Miscellaneous see part 1 | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |