CH275801A - Process for the preparation of a metallizable monoazo dye. - Google Patents
Process for the preparation of a metallizable monoazo dye.Info
- Publication number
- CH275801A CH275801A CH275801DA CH275801A CH 275801 A CH275801 A CH 275801A CH 275801D A CH275801D A CH 275801DA CH 275801 A CH275801 A CH 275801A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- aminophenol
- sulfonic acid
- preparation
- monoazo dye
- Prior art date
Links
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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes
- D06P1/10—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes containing metal
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines metallisierbaren Monoazofarbstoffes. Es wurde gefunden, dass man wertvolle itietallisierbare l@Ionoazofarbstoffe erhält, wenn man diazotierte 2-Aniinoplienol-sulfonsäure- amide der allgemeinen Formel
EMI0001.0008
worin _X Wasserstoff oder Halogen und V und Z Wasserstoff, Alkyl, Halogen, -COOH, S02NH2,
-S02NH-Alkyloder --S02-N- -(alkyl).= bedeuten, mit. einem 1-Acylamino-7-naphthol kuppelt. Aus der grossen Anzahl der hierzu an wendbaren 2-Aminophenolsulfamide seien er wähnt:
2-Aminophenol-4-sulfonsäure-(2'-sulfo- methylamido) -anilid, 2-Aminophenol-4-sul- fonsäure- (2'-sulfodimethylamido) -anilid, 2 Aminophenol-4-sulfonsäure-anilid, 2-Amino- Iiheno1H4-sulfonsäure-anthranilid, 2-Aminophe- nol-4rsulfonsäureryp-toluidid, 2-Aminophenol-4- sulfonsäure-(3'-sulfami:
do)-anilid, 2-Amino- phenol-5-sulfonsäure-anthranilid, 4-Chlor-2- aminophenol - 5 - sulfonsäure - antliranilid, 6 Chlor - 2 - aminophenol-4-#sulfonsäure-anthrani- lid, 2-Aminophenol-4-sulfonsäure-4'-chlor-3'- earboxy-anilid, 2-Aminophenol-4-sulfonsäure- 3'-carboxy-anilid und 2-Aminophenol-4-sulfon- säure-4'-carboxyanilid.
Die auf übliche Weise erfolgende Kupp lung der neuen Diazokomponenten mit den 1- Acylamino-7-naphtholen liefert die Azofarb- stoffe in guten Ausbeuten.
Die nach diesem Verfahren dargestellten Farbstoffe sind getrocknet und gemahlen dun kelblaue Pulver, welehe sich in konzentrierter Schwefelsäure mit bläulichroter Farbe lösen; sie sind ausgezeichnete Nachehromierungs- farbstoffe; die meisten von ihnen eignen sieh vorzüglich für das neutrale Einbadchrom- färbeverfahren.
Nach dem Nachchromierungs- oder dem Einbadehromfärbeverfahren auf Wolle ausge färbt, liefern die neuen Farbstoffe schöne graue, graublaue und blaue Töne von ausge zeichneter Licht-, Wasch-, Walk- und Karbo- r-isierechtheit.
Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung eines metal- lisierbaren Monoa,zofarbstoffas, welches da durch gekennzeichnet ist, dass man diazotier- tes 2@Aminophenol-4-sulfonsäureanilid mit 1- (Adipinylamino)-7-naphthol kuppelt.
<I>Beispiel:</I> 26,4 Teile 2-Aminophenol-4-sulfonsäureani- lid werden mit 6,9 Teilen Natriumnitrit und 25 Teilen Salzsäure 30 % diazotiert. Die aus- geschiedene Diazoverbindimg wird abfiltriert und in eine eiskalte Lösung von 28,7 Teilen 1- (Adipinylamino)-7-naphthol und 30 Teilen Natriumcaxbonat in 200 Teilen Wasser einge tragen. -Nach etwa 3 Stunden ist die Kupp lung fertig.
Der auf übliche Weise isolierte neue Mono- azofarbstoff ist ein dunkelblaues Pulver, wel ches sich in konzentrierter ,Schwefelsäure mit bordeauxroter Farbe löst. Er ist ein ausge zeichneter neutralziehender Einbadchromfarb- stoff und gibt auf Wolle Ausfärbungen von schönen grauen Tönen.
Process for the preparation of a metallizable monoazo dye. It has been found that valuable itietallisable l @ ionoazo dyes are obtained if diazotized 2-Aniinoplienol-sulfonic acid amides of the general formula
EMI0001.0008
where _X is hydrogen or halogen and V and Z are hydrogen, alkyl, halogen, -COOH, SO2NH2,
-S02NH-alkyl or --S02-N- - (alkyl). =, With. a 1-acylamino-7-naphthol. From the large number of 2-aminophenol sulfamides that can be used for this purpose, the following should be mentioned:
2-aminophenol-4-sulfonic acid (2'-sulfomethylamido) anilide, 2-aminophenol-4-sulfonic acid (2'-sulfodimethylamido) anilide, 2 aminophenol-4-sulfonic acid anilide, 2-amino - Iiheno1H4-sulfonic acid anthranilide, 2-aminophenol-4rsulfonsäureryp-toluidid, 2-aminophenol-4-sulfonic acid- (3'-sulfami:
do) -anilide, 2-aminophenol-5-sulfonic acid-anthranilide, 4-chloro-2-aminophenol - 5 - sulfonic acid - antliranilide, 6 chlorine - 2 - aminophenol-4- # sulfonic acid-anthranilide, 2-aminophenol -4-sulfonic acid-4'-chloro-3'-earboxy-anilide, 2-aminophenol-4-sulfonic acid-3'-carboxy-anilide and 2-aminophenol-4-sulfonic acid-4'-carboxyanilide.
The customary coupling of the new diazo components with the 1-acylamino-7-naphthols gives the azo dyes in good yields.
The dyes produced by this process are dried and ground dark blue powder, which dissolve in concentrated sulfuric acid with a bluish red color; they are excellent reconstructive dyes; Most of them are ideally suited for the neutral single bath chrome dyeing process.
Dyed onto wool using the post-chrome plating or single bathing process, the new dyes provide beautiful gray, gray-blue and blue tones with excellent light, wash, milled and carbonised fastness.
The present invention relates to a process for the production of a metalizable mono, zo dye, which is characterized in that diazotized 2 @ aminophenol-4-sulfonic acid anilide is coupled with 1- (adipinylamino) -7-naphthol.
<I> Example: </I> 26.4 parts of 2-aminophenol-4-sulfonic acid anilide are diazotized with 6.9 parts of sodium nitrite and 25 parts of 30% hydrochloric acid. The precipitated diazo compound is filtered off and carried into an ice-cold solution of 28.7 parts of 1- (adipinylamino) -7-naphthol and 30 parts of sodium carbonate in 200 parts of water. - The coupling is ready after about 3 hours.
The new monoazo dye isolated in the usual way is a dark blue powder which dissolves in concentrated sulfuric acid with a burgundy red color. It is an excellent, neutral, single-bath chrome dye and gives beautiful gray tones on wool.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH275801T | 1949-07-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH275801A true CH275801A (en) | 1951-06-15 |
Family
ID=4480416
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH275801D CH275801A (en) | 1949-07-21 | 1949-07-21 | Process for the preparation of a metallizable monoazo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH275801A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1061284B (en) * | 1956-07-27 | 1959-07-16 | Bayer Ag | Process for dyeing structures made of polyterephthalic acid glycol esters |
-
1949
- 1949-07-21 CH CH275801D patent/CH275801A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1061284B (en) * | 1956-07-27 | 1959-07-16 | Bayer Ag | Process for dyeing structures made of polyterephthalic acid glycol esters |
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