DE2444878A1 - Verfahren zum formieren von phthalocyaninpigmenten - Google Patents
Verfahren zum formieren von phthalocyaninpigmentenInfo
- Publication number
- DE2444878A1 DE2444878A1 DE19742444878 DE2444878A DE2444878A1 DE 2444878 A1 DE2444878 A1 DE 2444878A1 DE 19742444878 DE19742444878 DE 19742444878 DE 2444878 A DE2444878 A DE 2444878A DE 2444878 A1 DE2444878 A1 DE 2444878A1
- Authority
- DE
- Germany
- Prior art keywords
- phthalocyanine
- pigment
- atoms
- chlorine
- anhydride
- 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.)
- Withdrawn
Links
- 239000000049 pigment Substances 0.000 title claims description 48
- 238000000034 method Methods 0.000 title claims description 38
- 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 title claims description 24
- 239000000203 mixture Substances 0.000 claims description 17
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
- 239000000460 chlorine Substances 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- VJDQIBUPTBGINF-UHFFFAOYSA-N 1,3-dioxo-2-benzofuran-5-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(=O)OC(=O)C2=C1 VJDQIBUPTBGINF-UHFFFAOYSA-N 0.000 claims description 6
- 150000008064 anhydrides Chemical class 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 238000004898 kneading Methods 0.000 claims description 2
- 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 claims 1
- 230000001131 transforming effect Effects 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 125000004429 atom Chemical group 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- 239000000976 ink Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- WNKQDGLSQUASME-UHFFFAOYSA-N 4-sulfophthalic acid Chemical compound OC(=O)C1=CC=C(S(O)(=O)=O)C=C1C(O)=O WNKQDGLSQUASME-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000001056 green pigment Substances 0.000 description 2
- 229940112824 paste Drugs 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 229940052228 zinc oxide paste Drugs 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- 229910000570 Cupronickel Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 235000015429 Mirabilis expansa Nutrition 0.000 description 1
- 244000294411 Mirabilis expansa Species 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000013536 miso Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/402,094 US3963743A (en) | 1973-10-01 | 1973-10-01 | Method of conditioning phthalocyanine pigments and product thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2444878A1 true DE2444878A1 (de) | 1975-04-10 |
Family
ID=23590494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742444878 Withdrawn DE2444878A1 (de) | 1973-10-01 | 1974-09-19 | Verfahren zum formieren von phthalocyaninpigmenten |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3963743A (OSRAM) |
| JP (1) | JPS5062225A (OSRAM) |
| CA (1) | CA1031107A (OSRAM) |
| CH (1) | CH602897A5 (OSRAM) |
| DE (1) | DE2444878A1 (OSRAM) |
| DK (1) | DK498674A (OSRAM) |
| FR (1) | FR2246614B1 (OSRAM) |
| GB (1) | GB1433114A (OSRAM) |
| IT (1) | IT1022416B (OSRAM) |
| NL (1) | NL161800C (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4049572A (en) * | 1976-02-24 | 1977-09-20 | Uop Inc. | Catalyst and method of manufacture and use thereof |
| US4508650A (en) * | 1983-07-27 | 1985-04-02 | Xerox Corporation | Process for the preparation of high purity phthalocyanine pigments |
| GB9526517D0 (en) * | 1995-12-23 | 1996-02-28 | Ciba Geigy Ag | Production of pigments |
| DE102004009230A1 (de) * | 2004-02-26 | 2005-09-08 | Clariant Gmbh | Verfahren zur Herstellung transparenter Phthalocyaninpigmente |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2402167A (en) * | 1942-12-24 | 1946-06-18 | Du Pont | Physical form of organic pigment |
| US2524672A (en) * | 1948-09-02 | 1950-10-03 | American Cyanamid Co | Preparation of salts of phthalocyanine pigments |
| US2716649A (en) * | 1951-06-05 | 1955-08-30 | Gen Aniline & Film Corp | Acid pasting of phthalocyanine pigments |
| US2765319A (en) * | 1952-03-27 | 1956-10-02 | Du Pont | Treatment of polychloro copper phthalocyanine |
| US2765318A (en) * | 1952-03-27 | 1956-10-02 | Du Pont | Treatment of crude polychloro copper phthalocyanine |
| US2840568A (en) * | 1953-04-29 | 1958-06-24 | Robert E Brouillard | Acid milling of phthalocyanine pigments |
| US2799595A (en) * | 1953-11-12 | 1957-07-16 | Du Pont | Preparation of phthalocyanine pigments |
| US2833782A (en) * | 1954-04-12 | 1958-05-06 | Du Pont | Treatment of polychloro copper phthalocyanine |
| US2964531A (en) * | 1956-11-06 | 1960-12-13 | Pittsburgh Chemical Company | Acid pasting phthalocyanines |
| US3080375A (en) * | 1959-10-20 | 1963-03-05 | Gen Aniline & Film Corp | Acid milling of phthalocyanine pigments |
| DE1469644A1 (de) * | 1965-09-30 | 1968-12-19 | Basf Ag | Verfahren zur Umwandlung von rohen Polyhalogenkupferphthalocyaninen in eine Pigmentform |
-
1973
- 1973-10-01 US US05/402,094 patent/US3963743A/en not_active Expired - Lifetime
-
1974
- 1974-08-27 CA CA207,914A patent/CA1031107A/en not_active Expired
- 1974-09-06 NL NL7411853.A patent/NL161800C/xx not_active IP Right Cessation
- 1974-09-19 DE DE19742444878 patent/DE2444878A1/de not_active Withdrawn
- 1974-09-23 DK DK498674A patent/DK498674A/da unknown
- 1974-09-24 CH CH1287074A patent/CH602897A5/xx not_active IP Right Cessation
- 1974-09-27 IT IT27841/74A patent/IT1022416B/it active
- 1974-09-30 JP JP49112702A patent/JPS5062225A/ja active Pending
- 1974-09-30 FR FR7432903A patent/FR2246614B1/fr not_active Expired
- 1974-10-01 GB GB4259574A patent/GB1433114A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2246614B1 (OSRAM) | 1978-08-11 |
| JPS5062225A (OSRAM) | 1975-05-28 |
| NL161800B (nl) | 1979-10-15 |
| CH602897A5 (OSRAM) | 1978-08-15 |
| NL161800C (nl) | 1980-03-17 |
| CA1031107A (en) | 1978-05-16 |
| DK498674A (OSRAM) | 1975-06-09 |
| GB1433114A (en) | 1976-04-22 |
| NL7411853A (nl) | 1975-04-03 |
| FR2246614A1 (OSRAM) | 1975-05-02 |
| IT1022416B (it) | 1978-03-20 |
| US3963743A (en) | 1976-06-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OGA | New person/name/address of the applicant | ||
| 8141 | Disposal/no request for examination |