CN1043651C - 一种制备纯化的靛蓝的方法 - Google Patents
一种制备纯化的靛蓝的方法 Download PDFInfo
- Publication number
- CN1043651C CN1043651C CN92105910A CN92105910A CN1043651C CN 1043651 C CN1043651 C CN 1043651C CN 92105910 A CN92105910 A CN 92105910A CN 92105910 A CN92105910 A CN 92105910A CN 1043651 C CN1043651 C CN 1043651C
- Authority
- CN
- China
- Prior art keywords
- hydroxy
- carboxylic acid
- acid ester
- indole carboxylic
- ester solution
- 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 - Lifetime
Links
- 235000000177 Indigofera tinctoria Nutrition 0.000 title claims abstract description 28
- 229940097275 indigo Drugs 0.000 title claims abstract description 28
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 238000000746 purification Methods 0.000 title description 3
- 238000000034 method Methods 0.000 claims abstract description 28
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 16
- 230000003647 oxidation Effects 0.000 claims abstract description 14
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 14
- 239000012535 impurity Substances 0.000 claims abstract description 8
- 238000004821 distillation Methods 0.000 claims abstract description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000001301 oxygen Substances 0.000 claims abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- AMXMODDEDUGKDR-UHFFFAOYSA-N 3-hydroxy-1h-indole-2-carboxylic acid Chemical compound C1=CC=C2C(O)=C(C(=O)O)NC2=C1 AMXMODDEDUGKDR-UHFFFAOYSA-N 0.000 claims description 41
- 239000000243 solution Substances 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000007789 gas Substances 0.000 claims description 13
- 239000000975 dye Substances 0.000 claims description 10
- 239000003513 alkali Substances 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000011261 inert gas Substances 0.000 abstract 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 18
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- 150000004982 aromatic amines Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241000220317 Rosa Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- PCKPVGOLPKLUHR-UHFFFAOYSA-N indoxyl Chemical compound C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 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
- C09B7/02—Bis-indole indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US731,657 | 1991-07-17 | ||
| US07/731,657 US5116996A (en) | 1991-07-17 | 1991-07-17 | Purification of indigo |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1068581A CN1068581A (zh) | 1993-02-03 |
| CN1043651C true CN1043651C (zh) | 1999-06-16 |
Family
ID=24940442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN92105910A Expired - Lifetime CN1043651C (zh) | 1991-07-17 | 1992-07-17 | 一种制备纯化的靛蓝的方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5116996A (enExample) |
| EP (1) | EP0523532B1 (enExample) |
| JP (1) | JPH05202300A (enExample) |
| CN (1) | CN1043651C (enExample) |
| BR (1) | BR9202583A (enExample) |
| DE (1) | DE59208937D1 (enExample) |
| ES (1) | ES2107483T3 (enExample) |
| TW (1) | TW224125B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4220804A1 (de) * | 1992-06-25 | 1994-01-05 | Basf Ag | Verfahren zur Reinigung von Indigo |
| DE4336032A1 (de) * | 1993-10-22 | 1995-04-27 | Basf Ag | Verfahren zur Reinigung von Indigo |
| CN103387530A (zh) * | 2012-05-09 | 2013-11-13 | 李立奇 | 5-溴吲哚的制备方法 |
| CN103556420B (zh) * | 2013-10-30 | 2015-11-18 | 江苏泰丰化工有限公司 | 一种从靛蓝后处理洗涤过程中回收混合碱液的方法 |
| JP7011042B2 (ja) | 2017-08-11 | 2022-01-26 | アルフローマ アイピー ゲゼルシャフト ミット ベシュレンクテル ハフツング | 精製した濃縮水性ロイコインジゴ塩溶液 |
| PT3569660T (pt) * | 2018-05-18 | 2021-12-17 | Archroma Ip Gmbh | Método para fazer soluções de sal de leucoíndigo sem anilina |
| BR102019025172A2 (pt) * | 2019-11-28 | 2021-06-08 | Bann Química Ltda. | processo de purificação de soluções de sal de leucoíndigo e uso de um gás inerte |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2002020A (en) * | 1977-08-03 | 1979-02-14 | Basf Farben & Fasern | Conditioning of 4,4',7,7'- Tetrachlorothioindigo |
| EP0056867A2 (de) * | 1981-01-22 | 1982-08-04 | BASF Aktiengesellschaft | Verfahren zur Herstellung von 4,4',7,7'-Tetrachlorthioindigo |
| CN1036025A (zh) * | 1988-03-17 | 1989-10-04 | 三井东圧化学株式会社 | 靛蓝化合物的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54124027A (en) * | 1978-03-22 | 1979-09-26 | Mitsui Petrochem Ind Ltd | Preparation of indigo |
-
1991
- 1991-07-17 US US07/731,657 patent/US5116996A/en not_active Expired - Lifetime
-
1992
- 1992-06-03 TW TW081104381A patent/TW224125B/zh active
- 1992-07-08 DE DE59208937T patent/DE59208937D1/de not_active Expired - Lifetime
- 1992-07-08 ES ES92111596T patent/ES2107483T3/es not_active Expired - Lifetime
- 1992-07-08 EP EP92111596A patent/EP0523532B1/de not_active Expired - Lifetime
- 1992-07-10 BR BR929202583A patent/BR9202583A/pt not_active IP Right Cessation
- 1992-07-15 JP JP4187817A patent/JPH05202300A/ja not_active Withdrawn
- 1992-07-17 CN CN92105910A patent/CN1043651C/zh not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2002020A (en) * | 1977-08-03 | 1979-02-14 | Basf Farben & Fasern | Conditioning of 4,4',7,7'- Tetrachlorothioindigo |
| EP0056867A2 (de) * | 1981-01-22 | 1982-08-04 | BASF Aktiengesellschaft | Verfahren zur Herstellung von 4,4',7,7'-Tetrachlorthioindigo |
| CN1036025A (zh) * | 1988-03-17 | 1989-10-04 | 三井东圧化学株式会社 | 靛蓝化合物的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0523532B1 (de) | 1997-10-01 |
| ES2107483T3 (es) | 1997-12-01 |
| CN1068581A (zh) | 1993-02-03 |
| BR9202583A (pt) | 1993-03-16 |
| EP0523532A2 (de) | 1993-01-20 |
| EP0523532A3 (en) | 1994-11-17 |
| DE59208937D1 (de) | 1997-11-06 |
| JPH05202300A (ja) | 1993-08-10 |
| TW224125B (enExample) | 1994-05-21 |
| US5116996A (en) | 1992-05-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C15 | Extension of patent right duration from 15 to 20 years for appl. with date before 31.12.1992 and still valid on 11.12.2001 (patent law change 1993) | ||
| OR01 | Other related matters | ||
| ASS | Succession or assignment of patent right |
Owner name: STAFFAN WEARING TEXTILE FIBERS CO., LTD. GERMANY Free format text: FORMER OWNER: BASF COMPANY Effective date: 20051014 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20051014 Address after: Frankfurt, Germany Patentee after: Dystar Textilfarben GmbH & Co Dutschland K G Address before: Ludwigshafen, Federal Republic of Germany Patentee before: BASF AG |
|
| C17 | Cessation of patent right | ||
| CX01 | Expiry of patent term |
Expiration termination date: 20120717 Granted publication date: 19990616 |