CH311499A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH311499A CH311499A CH311499DA CH311499A CH 311499 A CH311499 A CH 311499A CH 311499D A CH311499D A CH 311499DA CH 311499 A CH311499 A CH 311499A
- Authority
- CH
- Switzerland
- Prior art keywords
- disazo dye
- parts
- red
- preparation
- orange
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- UCTREIIEJSFTDI-UHFFFAOYSA-N 3-aminonaphthalene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N)=CC2=C1 UCTREIIEJSFTDI-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Disazofarbstoff gelangt, wenn man tetrazotiertes 4,4'-Diehlor-2,2'-diaminodiphe- nylsulfon beidseitig mit 2-Aminonaphthalin- 3,6-disulfonsäure vereinigt.
Der neue Disazofarbstoff bildet ein rot braunes Pulver, das sich in Wasser mit rot- oranger Farbe löst und das Wolle aus sau rem Bade in sehr lichtechten, orangeroten Tönen färbt.
Über die Herstellung der zu verwendenden Tetrazoverbindungen und über die Kupp lungsbedingungen gibt das Hauptpatent Aus kunft.
<I>Beispiel:</I> 8 Teile 4,4'-Dichlor-2,2'-diaminodiphenyl- sulfon werden in 100 Teilen heisser Essigsäure gelöst. und bei 70 durch Zugabe von 15 Vo- lumteilen 30o/oiger Salzsäure als feinverteil tes Chlorhydrat gefällt.
Der Chlorhydratbrei wird bei 5 bis 10 unter wirksamem Rühren mit. 12,5 Volumteilen 4n-Natriumnitritlösung tetrazotiert. Anderseits werden 15,2 Teile 2-Aminonaphthalin-3,6-disulfonsäure als Di- natriumsalz in 400 Teilen Wasser gelöst und noch mit 100 Volumteilen 4n-Natriumacetat- lösung und 5 Teilen Essigsäure versetzt. Man lässt obige Tetrazolösung in einer halben Stunde bei 20 bis 25 zu dieser Lösung flie ssen und lässt noch 16 Stunden bei 20 bis 25 rühren.
Der Farbstoff wird durch Zusatz von 100 Teilen Natriumchlorid bei 20 gefällt, ab filtriert und nochmals in 100 Teilen sieden dem Wasser gelöst. Der Farbstoff wird aus dieser Lösung bei 23 mit 100 Volumteilen gesättigter Natriumchloridlösung abgeschie den, abfiltriert und getrocknet.
Process for the preparation of a disazo dye. It has been found that a valuable disazo dye is obtained if tetrazotized 4,4'-diehlor-2,2'-diaminodiphenylsulfone is combined on both sides with 2-aminonaphthalene-3,6-disulfonic acid.
The new disazo dye forms a red-brown powder that dissolves in water with a red-orange color and dyes the wool from an acid bath in very lightfast, orange-red tones.
The main patent provides information on the preparation of the tetrazo compounds to be used and the coupling conditions.
<I> Example: </I> 8 parts of 4,4'-dichloro-2,2'-diaminodiphenylsulfone are dissolved in 100 parts of hot acetic acid. and at 70, precipitated as finely divided hydrochloric acid by adding 15 parts by volume of 30% hydrochloric acid.
The chlorohydrate slurry becomes at 5 to 10 with effective stirring. 12.5 parts by volume of 4N sodium nitrite solution tetrazotized. On the other hand, 15.2 parts of 2-aminonaphthalene-3,6-disulfonic acid as disodium salt are dissolved in 400 parts of water and 100 parts by volume of 4N sodium acetate solution and 5 parts of acetic acid are added. The above tetrazo solution is allowed to flow into this solution at 20 to 25 in half an hour and is allowed to stir at 20 to 25 for a further 16 hours.
The dye is precipitated by adding 100 parts of sodium chloride at 20, filtered off and redissolved in 100 parts of boiling water. The dye is deposited from this solution at 23 with 100 parts by volume of saturated sodium chloride solution, filtered off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH311499T | 1952-12-16 | ||
| CH309566T | 1952-12-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH311499A true CH311499A (en) | 1955-11-30 |
Family
ID=25735610
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH311499D CH311499A (en) | 1952-12-16 | 1952-12-16 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH311499A (en) |
-
1952
- 1952-12-16 CH CH311499D patent/CH311499A/en unknown
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