CH199655A - Process for preparing a disazo dye. - Google Patents
Process for preparing a disazo dye.Info
- Publication number
- CH199655A CH199655A CH199655DA CH199655A CH 199655 A CH199655 A CH 199655A CH 199655D A CH199655D A CH 199655DA CH 199655 A CH199655 A CH 199655A
- Authority
- CH
- Switzerland
- Prior art keywords
- disazo dye
- acid
- blue
- amino
- preparing
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 2
- 210000004209 hair Anatomy 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000007935 neutral effect Effects 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
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 229940001474 sodium thiosulfate Drugs 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension 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
- 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
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/10—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
- C09B35/16—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from hydroxy-amines
-
- 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
- C09B35/34—Disazo dyes characterised by the tetrazo component the tetrazo component being heterocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffs. Das vorliegende Patent betrifft ein Ver fahren zur Darstellung eines Disazofarbstoffs und ist dadurch gekennzeichnet, dass man die Tetrazoverbindung der Benzidinsulfondi- sulfonsäure (Beilstein, IV. Aufl., Bd. XVIII, S.
636) mit 2 Molekülen 2-Amino-8-oxynaph- talin-6-sulfonsäure unter solchen Bedingungen kuppelt, dass die Azogruppen in Orthostel- lung zu den Aminogruppen eintreten.
Der neue Disazofarbstoff kristallisiert in feinen blauen Nädelchen ; er löst sich in Wasser mit reisblauer, in konzentrierter Schwefelsäure mit violettroter Farbe. Er färbt auf Wolle und Haar ein sehr gut säurewalk- echtes und lichtechtes Blau.
<I>Beispiel:</I> 40,6g Benzidinsulfondisulfonsäure werden mit 13,8 g Natriumnitrit und 60 g conc. Salz säure in üblicher Weise tetrazotiert. Die er haltene Suspension der schwach gelblichen Tetrazoverbindunglässtman dann unterRühren zu einer neutralen, eisgekühlten Lösung von 48g 2-Amino-8-ogynaphtalin-6-sulfonsäure, 30 g Natriumacetat und 30 g Natriumthio- Sulfat fliessen.
Es bildet sich sofort eine tief blaue Lösung, aus welcher der Disazofarb- stoff zum grössten Teil auskristallisiert. Nach Beendigung der Kupplung wird der Farbstoff durch Zusatz von wenig Kochsalz vollstän dig ausgefällt und dann abfiltriert.
Process for preparing a disazo dye. The present patent relates to a process for the preparation of a disazo dye and is characterized in that the tetrazo compound of benzidinesulfonesulfonic acid (Beilstein, IV. Edition., Vol.
636) couples with 2 molecules of 2-amino-8-oxynaphthalene-6-sulfonic acid under such conditions that the azo groups are ortho to the amino groups.
The new disazo dye crystallizes in fine blue needles; it dissolves in water with a rice-blue color, and in concentrated sulfuric acid with a purple-red color. It dyes wool and hair a very good acid-walnut and lightfast blue.
<I> Example: </I> 40.6 g benzidinesulfondisulfonic acid are mixed with 13.8 g sodium nitrite and 60 g conc. Hydrochloric acid tetrazotized in the usual way. The resulting suspension of the pale yellowish tetrazo compound is then allowed to flow with stirring to a neutral, ice-cold solution of 48 g of 2-amino-8-ogynaphthalene-6-sulfonic acid, 30 g of sodium acetate and 30 g of sodium thio-sulfate.
A deep blue solution is formed immediately from which the disazo dye crystallizes for the most part. After the coupling has ended, the dye is precipitated out completely by adding a little sodium chloride and then filtered off.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH194456T | 1937-03-08 | ||
| CH199655T | 1937-03-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH199655A true CH199655A (en) | 1938-08-31 |
Family
ID=25722683
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199655D CH199655A (en) | 1937-03-08 | 1937-03-08 | Process for preparing a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH199655A (en) |
-
1937
- 1937-03-08 CH CH199655D patent/CH199655A/en unknown
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