DE2224643A1 - Verfahren zur automatischen Herstellung von Azofarbstoffen - Google Patents
Verfahren zur automatischen Herstellung von AzofarbstoffenInfo
- Publication number
- DE2224643A1 DE2224643A1 DE19722224643 DE2224643A DE2224643A1 DE 2224643 A1 DE2224643 A1 DE 2224643A1 DE 19722224643 DE19722224643 DE 19722224643 DE 2224643 A DE2224643 A DE 2224643A DE 2224643 A1 DE2224643 A1 DE 2224643A1
- Authority
- DE
- Germany
- Prior art keywords
- coupling
- diazotization
- azo
- reaction
- amine
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims description 28
- 239000000987 azo dye Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 239000000243 solution Substances 0.000 claims description 42
- 238000005859 coupling reaction Methods 0.000 claims description 38
- 238000010168 coupling process Methods 0.000 claims description 37
- 230000008878 coupling Effects 0.000 claims description 36
- 238000006193 diazotization reaction Methods 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 238000001914 filtration Methods 0.000 claims description 16
- 239000000725 suspension Substances 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 13
- 238000006149 azo coupling reaction Methods 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 9
- 239000011541 reaction mixture Substances 0.000 claims description 9
- 238000001816 cooling Methods 0.000 claims description 5
- 238000003860 storage Methods 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 239000000543 intermediate Substances 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- 239000011550 stock solution Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 14
- 238000010923 batch production Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000010924 continuous production Methods 0.000 description 4
- 150000001989 diazonium salts Chemical class 0.000 description 4
- 238000004904 shortening Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000002955 isolation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 2
- ARAINKADEARZLZ-ZHACJKMWSA-N 4,4,5,5-tetramethyl-2-[(e)-2-phenylethenyl]-1,3,2-dioxaborolane Chemical compound O1C(C)(C)C(C)(C)OB1\C=C\C1=CC=CC=C1 ARAINKADEARZLZ-ZHACJKMWSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- KSVSZLXDULFGDQ-UHFFFAOYSA-M sodium;4-aminobenzenesulfonate Chemical compound [Na+].NC1=CC=C(S([O-])(=O)=O)C=C1 KSVSZLXDULFGDQ-UHFFFAOYSA-M 0.000 description 2
- ZBNNKSSSCSTNNK-UHFFFAOYSA-M sodium;naphthalen-1-olate Chemical compound [Na+].C1=CC=C2C([O-])=CC=CC2=C1 ZBNNKSSSCSTNNK-UHFFFAOYSA-M 0.000 description 2
- AJXVJQAPXVDFBT-UHFFFAOYSA-M sodium;naphthalen-2-olate Chemical compound [Na+].C1=CC=CC2=CC([O-])=CC=C21 AJXVJQAPXVDFBT-UHFFFAOYSA-M 0.000 description 2
- 102100024341 10 kDa heat shock protein, mitochondrial Human genes 0.000 description 1
- UEUIKXVPXLWUDU-UHFFFAOYSA-N 4-diazoniobenzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 108010059013 Chaperonin 10 Proteins 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 239000004783 Serene Substances 0.000 description 1
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B41/00—Special methods of performing the coupling reaction
- C09B41/006—Special methods of performing the coupling reaction characterised by process features
- C09B41/007—Special methods of performing the coupling reaction characterised by process features including condition or time responsive control, e.g. automatically controlled processes; Stepwise coupling
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS3719A CS150061B1 (OSRAM) | 1971-05-21 | 1971-05-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2224643A1 true DE2224643A1 (de) | 1972-12-07 |
Family
ID=5378068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722224643 Withdrawn DE2224643A1 (de) | 1971-05-21 | 1972-05-19 | Verfahren zur automatischen Herstellung von Azofarbstoffen |
Country Status (6)
| Country | Link |
|---|---|
| CH (1) | CH566373A5 (OSRAM) |
| CS (1) | CS150061B1 (OSRAM) |
| DE (1) | DE2224643A1 (OSRAM) |
| FR (1) | FR2138777B1 (OSRAM) |
| GB (1) | GB1381790A (OSRAM) |
| IT (1) | IT955711B (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2439222A1 (fr) * | 1978-10-17 | 1980-05-16 | Ugine Kuhlmann | Procede de fabrication de colorants azoiques |
| GB0416256D0 (en) * | 2004-07-20 | 2004-08-25 | Avecia Ltd | Manufacturing process |
-
1971
- 1971-05-21 CS CS3719A patent/CS150061B1/cs unknown
-
1972
- 1972-05-18 CH CH741772A patent/CH566373A5/xx not_active IP Right Cessation
- 1972-05-19 FR FR7218004A patent/FR2138777B1/fr not_active Expired
- 1972-05-19 DE DE19722224643 patent/DE2224643A1/de not_active Withdrawn
- 1972-05-20 IT IT2465372A patent/IT955711B/it active
- 1972-05-22 GB GB2391772A patent/GB1381790A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CS150061B1 (OSRAM) | 1973-09-04 |
| FR2138777A1 (OSRAM) | 1973-01-05 |
| IT955711B (it) | 1973-09-29 |
| GB1381790A (en) | 1975-01-29 |
| FR2138777B1 (OSRAM) | 1980-03-14 |
| CH566373A5 (OSRAM) | 1975-09-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8139 | Disposal/non-payment of the annual fee |