CH100856A - Process for the preparation of an acidic monoazo dye. - Google Patents
Process for the preparation of an acidic monoazo dye.Info
- Publication number
- CH100856A CH100856A CH100856DA CH100856A CH 100856 A CH100856 A CH 100856A CH 100856D A CH100856D A CH 100856DA CH 100856 A CH100856 A CH 100856A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- orange
- monoazo dye
- acidic
- sulfuric acid
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 2
- HSZCJVZRHXPCIA-UHFFFAOYSA-N n-benzyl-n-ethylaniline Chemical compound C=1C=CC=CC=1N(CC)CC1=CC=CC=C1 HSZCJVZRHXPCIA-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 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
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- DILXLMRYFWFBGR-UHFFFAOYSA-N 2-formylbenzene-1,4-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(S(O)(=O)=O)C(C=O)=C1 DILXLMRYFWFBGR-UHFFFAOYSA-N 0.000 description 1
- RPKWNMFDAOACCX-UHFFFAOYSA-N 4-chloro-3-nitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 RPKWNMFDAOACCX-UHFFFAOYSA-N 0.000 description 1
- 230000000397 acetylating effect Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007859 condensation product Substances 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/04—Apparatus specially adapted for manufacture or treatment of cocoa or cocoa products
- A23G1/042—Manufacture or treatment of liquids, creams, pastes, granules, shreds or powders
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0801—Amino benzenes containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO3H2; SO2NHSO2R or salts thereof, R being hydrocarbonyls
- C09B29/0803—Amino benzenes containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO3H2; SO2NHSO2R or salts thereof, R being hydrocarbonyls containing SO3H, OSO3H
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines sauren Nonoazofarbstoffes. Es wurde gefunden, dass man einen sauren .#l,onoitzofarbstoff herstellen kann, wenn man die Diazoverbindung des in 5"-Stellung ace- tylierten 2,5"-Diamino-4-sulio-4"-metliyl-1,1'- diphenylsulfons mit Äthylbenzylaii.ilin kup pelt.
Der neue Farbstoff bildet ein braun- oranges Pulver, das sich- in Wasser mit oranger, in konzentrierter Schwefelsäure mit ge <B>,</B> Iber Farbe löst und Wolle aus schwefel saurem Bade in sehr gleichmässigen, lebhaf ten, vollen, licht- und waschechten, orangen Tönen färbt.
<I>Beispiel:</I> <B>-11,3</B> Teile der Diazoverbindung des in 5'- Stellung aoetylierten 2,5-Diamino-4-sulfo- 4'-mü-thyl-1,1"-diphenylsulfons (erhalten zum Beispiel durch Kondensieren der p-Toluol- sulfinsäure mit 1-Chlor-2-nitrobenzol-4-sulfo- säure, Nitrieren, Reduzieren, Acetylieren und Diazotieren des Kondensationsproduk tes) werden in<B>500</B> teilen Wasser verteilt und mit einer Lösung von 21,
1 Teilen Äthyl- benzylanilin in<B>11</B> Teilen Salzsäure versetzt. Die Kupplung tritt sehr bald ein, sie wird durch vorsichtiges Abstumpfen der freien Mineralsäure- gefördert. Der gebildete Farb stoff wird alkalisch ausgesalzen und abfil- triert.
Process for the preparation of an acidic nonoazo dye. It has been found that an acidic. # L, onoitzo dye can be produced if the diazo compound of the 2,5 "-diamino-4-sulio-4" -metliyl-1,1'- acetylated in the 5 "position diphenylsulfons with Äthylbenzylaii.ilin kup pelt.
The new dye forms a brown-orange powder that dissolves in water with orange, in concentrated sulfuric acid with a <B>, </B> Iber color and wool from a sulfuric acid bath in a very even, lively, full, light - and colors in real orange tones.
<I> Example: </I> <B> -11.3 </B> parts of the diazo compound of 2,5-diamino-4-sulfo-4'-methyl-1,1 aoetylated in the 5'-position "Diphenyl sulfone (obtained for example by condensing p-toluenesulfinic acid with 1-chloro-2-nitrobenzene-4-sulfonic acid, nitrating, reducing, acetylating and diazotizing the condensation product) are in <B> 500 </ B > share water distributed and with a solution of 21,
1 part of ethylbenzylaniline is added to 11 parts of hydrochloric acid. The coupling occurs very soon, it is promoted by careful blunting of the free mineral acid. The dye formed is salted out under alkaline conditions and filtered off.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH90093T | 1918-12-14 | ||
| CH100856T | 1922-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100856A true CH100856A (en) | 1923-08-16 |
Family
ID=25704107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100856D CH100856A (en) | 1918-12-14 | 1922-04-29 | Process for the preparation of an acidic monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100856A (en) |
-
1922
- 1922-04-29 CH CH100856D patent/CH100856A/en unknown
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