JPS5933615B2 - チオインジゴ染料の製造法 - Google Patents
チオインジゴ染料の製造法Info
- Publication number
- JPS5933615B2 JPS5933615B2 JP51010906A JP1090676A JPS5933615B2 JP S5933615 B2 JPS5933615 B2 JP S5933615B2 JP 51010906 A JP51010906 A JP 51010906A JP 1090676 A JP1090676 A JP 1090676A JP S5933615 B2 JPS5933615 B2 JP S5933615B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- solution
- peroxydisulfate
- alkaline solution
- added
- 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
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 239000000243 solution Substances 0.000 claims description 33
- 239000012670 alkaline solution Substances 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 9
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 3
- 235000019395 ammonium persulphate Nutrition 0.000 claims description 2
- 239000007800 oxidant agent Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 42
- 239000000049 pigment Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 235000011121 sodium hydroxide Nutrition 0.000 description 14
- 230000003647 oxidation Effects 0.000 description 10
- 238000007254 oxidation reaction Methods 0.000 description 10
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 10
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000005352 clarification Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- -1 aliphatic ketones Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-N sodium polysulfide Chemical compound [Na+].S HYHCSLBZRBJJCH-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood 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
- C09B7/00—Indigoid dyes
- C09B7/10—Bis-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752504935 DE2504935C3 (de) | 1975-02-06 | Verfahren zur Herstellung von Thioindigofarbstoffen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS51103130A JPS51103130A (en) | 1976-09-11 |
| JPS5933615B2 true JPS5933615B2 (ja) | 1984-08-16 |
Family
ID=5938220
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP51010906A Expired JPS5933615B2 (ja) | 1975-02-06 | 1976-02-05 | チオインジゴ染料の製造法 |
Country Status (8)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2916400A1 (de) | 1979-04-23 | 1980-11-13 | Basf Ag | Verfahren zur herstellung von lasierenden pigmentformen des 4,4',7,7'-tetrachlorthioindigo |
| DE3101873A1 (de) * | 1981-01-22 | 1982-08-26 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von farbstarken 4,4',7,7'-tetrachlorthioindigopigmenten |
| DE3230125A1 (de) * | 1982-08-13 | 1984-02-16 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung eines organischen pigments auf basis 4,4',7,7'-tetrachlorthioindigo |
| DE3324879A1 (de) * | 1983-07-09 | 1985-01-17 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung eines pigments auf basis 4,4',7,7'-tetrachlorthioindigo |
| DE19802081A1 (de) * | 1998-01-21 | 1999-07-22 | Clariant Gmbh | Verfahren zur Herstellung von 4,4'-Dimethyl-6,6'-dichlorthioindigo |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE202351C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | ||||
| US876839A (en) * | 1907-09-14 | 1908-01-14 | Basf Ag | Red dye and process of making same. |
| GB368505A (en) * | 1930-02-22 | 1932-03-10 | Ig Farbenindustrie Ag | Improvements in the manufacture of thioindigoid vat-dyestuffs |
| US2173506A (en) * | 1937-07-17 | 1939-09-19 | Du Pont | Vat dye compositions |
| US2158032A (en) * | 1938-06-11 | 1939-05-09 | Du Pont | Process of producing symmetrical thioindigo dyes |
| US2804464A (en) * | 1954-06-28 | 1957-08-27 | American Cyanamid Co | Preparation of thioindigoid dyestuffs |
| US2898337A (en) * | 1956-05-21 | 1959-08-04 | American Cyanamid Co | Process improvement for vat dyes |
-
1976
- 1976-02-04 IT IT19898/76A patent/IT1054839B/it active
- 1976-02-04 BR BR7600707A patent/BR7600707A/pt unknown
- 1976-02-04 GB GB4356/76A patent/GB1485602A/en not_active Expired
- 1976-02-04 CH CH136476A patent/CH597310A5/xx not_active IP Right Cessation
- 1976-02-05 CA CA245,096A patent/CA1079740A/en not_active Expired
- 1976-02-05 JP JP51010906A patent/JPS5933615B2/ja not_active Expired
- 1976-02-06 FR FR7603288A patent/FR2300116A1/fr active Granted
-
1978
- 1978-11-13 US US05/959,446 patent/US4229583A/en not_active Expired - Lifetime
-
1980
- 1980-05-09 US US06/148,218 patent/US4284789A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| IT1054839B (it) | 1981-11-30 |
| DE2504935B2 (de) | 1977-03-03 |
| GB1485602A (en) | 1977-09-14 |
| FR2300116B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-05-30 |
| FR2300116A1 (fr) | 1976-09-03 |
| US4284789A (en) | 1981-08-18 |
| DE2504935A1 (de) | 1976-08-19 |
| BR7600707A (pt) | 1976-08-31 |
| CA1079740A (en) | 1980-06-17 |
| JPS51103130A (en) | 1976-09-11 |
| CH597310A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-03-31 |
| US4229583A (en) | 1980-10-21 |
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