GB633478A - Manufacture of new dyestuffs of the phthalocyanine series - Google Patents
Manufacture of new dyestuffs of the phthalocyanine seriesInfo
- Publication number
- GB633478A GB633478A GB2279146A GB2279146A GB633478A GB 633478 A GB633478 A GB 633478A GB 2279146 A GB2279146 A GB 2279146A GB 2279146 A GB2279146 A GB 2279146A GB 633478 A GB633478 A GB 633478A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalocyanine
- heating
- copper
- carboxylic acid
- compound
- 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
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class 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 abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000010438 heat treatment Methods 0.000 abstract 6
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 4
- 239000002184 metal Substances 0.000 abstract 4
- 229910052751 metal Inorganic materials 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052802 copper Inorganic materials 0.000 abstract 3
- 239000010949 copper Substances 0.000 abstract 3
- GWRRIWOILKZQOV-UHFFFAOYSA-N 3-chloro-9,10-dioxoanthracene-2-carbonyl chloride Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=C(C(=O)Cl)C(Cl)=C2 GWRRIWOILKZQOV-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 229910021589 Copper(I) bromide Inorganic materials 0.000 abstract 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 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 abstract 2
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 abstract 2
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 abstract 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 abstract 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 2
- 125000005647 linker group Chemical group 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 150000007530 organic bases Chemical class 0.000 abstract 2
- -1 phthalocyanine compound Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 1
- JOVXWCNPCIBTJQ-UHFFFAOYSA-N 1-chloro-9,10-dioxoanthracene-2-carbonyl chloride Chemical compound C1=CC=C2C(=O)C3=C(Cl)C(C(=O)Cl)=CC=C3C(=O)C2=C1 JOVXWCNPCIBTJQ-UHFFFAOYSA-N 0.000 abstract 1
- ZHLRCPOFSPCJPL-UHFFFAOYSA-N 1-chloro-9,10-dioxoanthracene-2-carboxylic acid Chemical compound C1=CC=C2C(=O)C3=C(Cl)C(C(=O)O)=CC=C3C(=O)C2=C1 ZHLRCPOFSPCJPL-UHFFFAOYSA-N 0.000 abstract 1
- RRCAJFYQXKPXOJ-UHFFFAOYSA-N 4-aminobenzene-1,2-dicarbonitrile Chemical compound NC1=CC=C(C#N)C(C#N)=C1 RRCAJFYQXKPXOJ-UHFFFAOYSA-N 0.000 abstract 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 abstract 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 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 abstract 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 1
- 229930192627 Naphthoquinone Natural products 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000004056 anthraquinones Chemical class 0.000 abstract 1
- 150000003857 carboxamides Chemical class 0.000 abstract 1
- KNVLCWQKYHCADB-UHFFFAOYSA-N chlorosulfonyloxymethane Chemical compound COS(Cl)(=O)=O KNVLCWQKYHCADB-UHFFFAOYSA-N 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- 229940045803 cuprous chloride Drugs 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 150000002791 naphthoquinones Chemical class 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical compound N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 abstract 1
- 229920006391 phthalonitrile polymer Polymers 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- JXAZAUKOWVKTLO-UHFFFAOYSA-L sodium pyrosulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OS([O-])(=O)=O JXAZAUKOWVKTLO-UHFFFAOYSA-L 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 abstract 1
- 239000000984 vat dye Substances 0.000 abstract 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
- C09B9/00—Esters or ester-salts of leuco compounds of vat dyestuffs
-
- 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
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL63824D NL63824C (enrdf_load_stackoverflow) | 1946-07-31 | ||
| GB2279146A GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
| FR950690D FR950690A (fr) | 1946-07-31 | 1947-07-31 | Fabrication de matières colorantes nouvelles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2279146A GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB633478A true GB633478A (en) | 1949-12-19 |
Family
ID=10185135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2279146A Expired GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR950690A (enrdf_load_stackoverflow) |
| GB (1) | GB633478A (enrdf_load_stackoverflow) |
| NL (1) | NL63824C (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759950A (en) * | 1950-12-20 | 1956-08-21 | Basf Ag | Dyestuffs of the phthalocyanine series |
-
0
- NL NL63824D patent/NL63824C/xx active
-
1946
- 1946-07-31 GB GB2279146A patent/GB633478A/en not_active Expired
-
1947
- 1947-07-31 FR FR950690D patent/FR950690A/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759950A (en) * | 1950-12-20 | 1956-08-21 | Basf Ag | Dyestuffs of the phthalocyanine series |
Also Published As
| Publication number | Publication date |
|---|---|
| NL63824C (enrdf_load_stackoverflow) | |
| FR950690A (fr) | 1949-10-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB633478A (en) | Manufacture of new dyestuffs of the phthalocyanine series | |
| GB496663A (en) | Process for the manufacture of new dyestuffs | |
| GB633480A (en) | Manufacture of a dyestuff of the anthraquinone series | |
| GB471418A (en) | Manufacture of dyestuffs of the phthalocyanine series | |
| GB488201A (en) | Process for the manufacture of new phthalo-cyanines | |
| US2164784A (en) | Process for the preparation of dyestuffs and intermediates of the anthraquinone series | |
| US1781238A (en) | New valuable vat dyestuffs of the anthraquinone series | |
| GB555055A (en) | Manufacture of vat dyestuffs | |
| US2141877A (en) | Compounds of the benzanthraquinone series | |
| US1694884A (en) | Geobges ie floch | |
| GB588696A (en) | Sulphur-containing dyestuffs | |
| US2475521A (en) | Benzanthrone acridine dianthrimide acridones | |
| US1978540A (en) | Mono and dipyridino quinone com- | |
| GB470542A (en) | The manufacture of pigment dyestuffs of the phthalocyanine series | |
| GB343100A (en) | Improvements in the manufacture and production of derivatives of pyranthrone | |
| SU122227A1 (ru) | Способ получени кубовых красителей | |
| Bradley et al. | Chemistry of indanthrone. Part IX. NN′-dihydro-1: 2-7: 8-diphthaloylphenazine | |
| GB633505A (en) | A new dyestuff of the anthraquinone series | |
| GB745365A (en) | Process for the manufacture of salts of sulphuric acid esters of leuco vat dyestuffs of the anthraquinone series | |
| GB480745A (en) | New anthraquinone dyestuffs | |
| GB498831A (en) | A process for the production of nitrogen-containing dyestuffs | |
| GB607467A (en) | Process for the preparation of acid anthraquinone dyestuffs | |
| GB592268A (en) | Manufacture of vat dyestuffs | |
| GB807595A (en) | A black vat dyestuff of the violanthrone series | |
| GB398161A (en) | Anthracene and anthraquinone dyestuffs |