AT69290B - Process for the preparation of yellow azo dyes. - Google Patents
Process for the preparation of yellow azo dyes.Info
- Publication number
- AT69290B AT69290B AT69290DA AT69290B AT 69290 B AT69290 B AT 69290B AT 69290D A AT69290D A AT 69290DA AT 69290 B AT69290 B AT 69290B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- azo dyes
- yellow azo
- parts
- sulfonic acids
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title description 3
- 238000000034 method Methods 0.000 title description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 5
- 150000003460 sulfonic acids Chemical class 0.000 claims description 5
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims description 2
- 150000004992 toluidines Chemical class 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- SVSGKVLJUJOBNO-UHFFFAOYSA-N 3-chloro-4-hydrazinylbenzenesulfonic acid Chemical compound NNC1=CC=C(S(O)(=O)=O)C=C1Cl SVSGKVLJUJOBNO-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von gelben Azofarbstoffen.
Es wurde gefunden, dass man zu neuen, wertvollen gelben Azofarbstoffen dadurch gelangen kann, dass man die Diazoverbindungen der Toluidine oder ihrer Sulfosäuren mit Chlorarylmethylpyrazolonsulfosäuren kombiniert oder die genannten Diazoverbindungen mit Azetessigestfr kuppelt und die so erhältlichen Produkte mit Chlorarylhydrazinsulfosäuren kondensiert.
Die so erhältlichen Farbstoffe färben Wolle in grüngelben, egalen Tönen an.
Beispiel.
107 Teile p-Toluidin werden diazotiert und die Diazoverbindung mit 130 Teilen Azetessigester in Gegenwart von 110 Teilen Kalk gekuppelt. Die neue Verbindung wird abfiltriert und mit einer Kochsalzlösung, die freie Salzsäure enthält, gewaschen. Die abfiltrierte Masse wird darauf zu einer Suspension von 222'5 Teilen 2-Chlorphenylhydrazin-4-suIfosäure und 3500 Teilen Wasser, welches 35 Teile Soda und 116 Teile Natriumazetat enthält, gegeben, die Mischung auf 950 3 Stunden erhitzt, angesäuert und der Farbstoff warm ausgesalzen.
Dasselbe Produkt entsteht durch Kuppeln der Diazoverbindung des p-Toluidins mit 2-Chlorphenylmethvlpyrazolonstilfosäure.
EMI1.1
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of yellow azo dyes.
It has been found that new, valuable yellow azo dyes can be obtained by combining the diazo compounds of toluidines or their sulfonic acids with chloroarylmethylpyrazolone sulfonic acids or by coupling the diazo compounds mentioned with Acetessigestfr and condensing the products thus obtainable with chlorarylhydrazine sulfonic acids.
The dyes obtainable in this way dye wool in green-yellow, level tones.
Example.
107 parts of p-toluidine are diazotized and the diazo compound is coupled with 130 parts of acetoacetic ester in the presence of 110 parts of lime. The new compound is filtered off and washed with a saline solution containing free hydrochloric acid. The filtered mass is then added to a suspension of 222.5 parts of 2-chlorophenylhydrazine-4-sulfonic acid and 3500 parts of water containing 35 parts of soda and 116 parts of sodium acetate, the mixture is heated to 950 for 3 hours, acidified and the dye is warm salted out.
The same product is obtained by coupling the diazo compound of p-toluidine with 2-chlorophenyl methyrazolone stilfoic acid.
EMI1.1
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB69290X | 1913-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT69290B true AT69290B (en) | 1915-07-10 |
Family
ID=9823414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT69290D AT69290B (en) | 1913-04-09 | 1913-12-01 | Process for the preparation of yellow azo dyes. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT69290B (en) |
-
1913
- 1913-12-01 AT AT69290D patent/AT69290B/en active
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