CH402234A - Process for the production of a red wool dye - Google Patents

Process for the production of a red wool dye

Info

Publication number
CH402234A
CH402234A CH718362A CH718362A CH402234A CH 402234 A CH402234 A CH 402234A CH 718362 A CH718362 A CH 718362A CH 718362 A CH718362 A CH 718362A CH 402234 A CH402234 A CH 402234A
Authority
CH
Switzerland
Prior art keywords
dye
production
red
wool
good
Prior art date
Application number
CH718362A
Other languages
German (de)
Inventor
Guenther Dr Essbach
Lippold Kurt
Woche Gerhard
Lothar Dr Zoelch
Original Assignee
Wolfen Filmfab Veb
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wolfen Filmfab Veb filed Critical Wolfen Filmfab Veb
Publication of CH402234A publication Critical patent/CH402234A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/18Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/24Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with formation of —O—SO2—R or —O—SO3H radicals

Description

  

      Verfahren        zur    Herstellung     eines    roten     Wollfarbstoffes       Es ist     bekannt,    dass man rotfärbende     Wollfarb-          stoffe    dadurch herstellen     kann,        indem    man z.

   B. den       Disazofarbstoff    aus     tetrazotiertem        4,4'-Diamino-3,3'-          dimethyldiphenyl(o-tolidin),    2     Naphtholdisulfonsäure-          6,8    und Phenol     mit    Benzol- bzw.     Toluolsulfochlorid          verestert.    Solche rotfärbenden Wollfarbstoffe zeichnen  sich in der Regel durch     gute        Echtheiten    aus, wobei  besonders die     Nassechtheiten    zu     erwähnen    sind. Die       Nuance    ist klar und von guter Lichtechtheit.

   Solche  Farbstoffe färben in der Regel     aus    sauren bzw.    schwachsauren Bädern animalische Fasern, insbeson  dere Wolle an. Für den Einsatz zum Färben von Wolle,  Baumwolle,     Mischgeweben        und.        Gespinsten        sind    sie       nicht    immer geeignet, da     ihr    neutrales     Ziehvermögen     für diesen     Verwendungszweck    oft     unzureichend        ist.     



  Es wurde nun gefunden, dass man einen rotfär  benden     Wollfarbstoff        erhält,        der    sehr gut. aus neutralen  Bädern auf animalische Fasern, insbesondere Wolle,       zieht,    wenn :man den     Disazofarbstoff    folgender Kon  stitution  
EMI0001.0040     
         mit        p-Chlorbenzolsulfonsäurecblorid    verestert. Der     resultierende        Farbstoff,-    der folgende Konstitution be  sitzt:  
EMI0001.0045     
    färbt animalische Fasern,     insbesondere    Wolle,     in    einer       brillanten,    roten Nuance.

   Sein     Ziehvermögen        aus    neu  traler Flotte ist sehr gut und     bekannten    ähnlichen       Farbstoffen        überlegen.    Es ist besonders zum Färben  von     Halbwollfarbstoffsteilungen    geeignet.

   Hervorzuhe  ben von den im allgemeinen guten     Echtheiten        sind.            besonders    die     guten        Nassechtheiten.    Der     Einbau        eines          zusätzlichen    Chloratoms in das anfangs aufgezeich  nete     Farbstoffmolekül        erbrachte    eine     Steigerung    des  Ziehvermögens aus neutralem Bade, wie es nicht vor  ausgesehen werden     konnte.         <I>Beispiel</I>  63,2 Teile des     Disazofarbstoffes,

      wie er durch  Kuppeln von     tetrazotiertem        o-Tolidin    erst mit 2     Naph-          tholdisulfonsäure-6,8    und     anschliessend    mit Phenol  erhalten wird, werden in Wasser eingetragen und auf  etwa<B>65-70'</B> C     erwärmt.    Anschliessend trägt man  rasch etwa 25 Teile     p-Chlorbenzolsulfochlorid    ein  und tropft     Sodalösung    in der Weise zu, dass immer  ein     pH-Wert    von 7,5-8 resultiert. Man     lässt    so lange  reagieren, bis eine verdünnte Probe mit     Essigsäure       keinen Farbumschlag mehr zeigt.

   Dann erhitzt     man     kurz auf 90  C und     salzt    mit etwa 15 %     NaCl    aus.  Bei 90  C     filtriert    man den     kristallin.        ausgefallenen     Farbstoff ab. Er stellt getrocknet ein     dunkelrotes    Pul  ver dar, das     animalische    Fasern,     insbesondere        Wolle,     bereits aus neutraler Flotte in guten     Echtheiten    färbt.

    Auf Grund des     sehr    guten neutralen Ziehvermögens  und der guten Echtheitseigenschaften ist dieser Farb  stoff besonders zum Einstellen von roten     Halbwoll-          farbstoffen    geeignet.



      Process for the production of a red wool dye It is known that red-dyeing wool dyes can be produced by z.

   B. esterified the disazo dye from tetrazotized 4,4'-diamino-3,3'-dimethyldiphenyl (o-tolidine), 2 naphthol disulfonic acid 6,8 and phenol with benzene or toluenesulfochloride. Such red-dyeing wool dyes are generally distinguished by good fastness properties, the wet fastness properties being particularly worthy of mention. The shade is clear and has good lightfastness.

   Such dyes usually dye animal fibers, in particular wool, from acidic or weakly acidic baths. For use in dyeing wool, cotton, blended fabrics and. They are not always suitable for webs, since their neutral drawability is often insufficient for this purpose.



  It has now been found that a red dyeing wool dye is obtained which is very good. from neutral baths on animal fibers, especially wool, pulls if: one stitution disazo dye of the following constitution
EMI0001.0040
         Esterified with p-chlorobenzenesulfonic acid chloride. The resulting dye - has the following constitution:
EMI0001.0045
    dyes animal fibers, especially wool, in a brilliant red shade.

   Its drawability from neutral liquor is very good and superior to known similar dyes. It is particularly suitable for dyeing semi-wool dye divisions.

   The generally good fastness properties should be emphasized. especially the good wet fastness properties. The incorporation of an additional chlorine atom into the dye molecule initially recorded resulted in an increase in the drawability from a neutral bath that could not have been anticipated before. <I> Example </I> 63.2 parts of the disazo dye,

      as obtained by coupling tetrazotized o-tolidine first with 2-naphthol-6,8 and then with phenol, are added to water and heated to about 65-70 ° C. Then about 25 parts of p-chlorobenzenesulfonyl chloride are quickly introduced and soda solution is added dropwise in such a way that a pH of 7.5-8 is always obtained. The reaction is allowed to take place until a diluted sample with acetic acid no longer changes color.

   Then it is heated briefly to 90 ° C. and salted out with about 15% NaCl. The crystalline is filtered off at 90 ° C. precipitated dye. When dried, it is a dark red powder that dyes animal fibers, especially wool, with good fastness properties even from a neutral liquor.

    Due to the very good neutral drawability and the good fastness properties, this dye is particularly suitable for setting red semi-wool dyes.

 

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines roten Wollfarbstoffes mit neutralem Ziehvermögen, dadurch gekenn zeichnet, dass ein Disazofarbstöff der Formel EMI0002.0030 mit p-Chlorbenzolsulfonsäurechlorid zum Farbstoff der Formel EMI0002.0033 verestert wird. PATENT CLAIM Process for the production of a red wool dye with neutral drawability, characterized in that a disazo dye of the formula EMI0002.0030 with p-chlorobenzenesulfonic acid chloride to form the dye of the formula EMI0002.0033 is esterified.
CH718362A 1962-02-08 1962-06-13 Process for the production of a red wool dye CH402234A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DD7812662 1962-02-08

Publications (1)

Publication Number Publication Date
CH402234A true CH402234A (en) 1965-11-15

Family

ID=5477710

Family Applications (1)

Application Number Title Priority Date Filing Date
CH718362A CH402234A (en) 1962-02-08 1962-06-13 Process for the production of a red wool dye

Country Status (1)

Country Link
CH (1) CH402234A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2214685A1 (en) * 1973-01-18 1974-08-19 Ugine Kuhlmann
WO1994004613A1 (en) * 1992-08-14 1994-03-03 Zeneca Limited Watersoluble disazodyes for dyeing leather

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2214685A1 (en) * 1973-01-18 1974-08-19 Ugine Kuhlmann
WO1994004613A1 (en) * 1992-08-14 1994-03-03 Zeneca Limited Watersoluble disazodyes for dyeing leather

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