DE566471C - Process for the preparation of polyazo dyes - Google Patents

Process for the preparation of polyazo dyes

Info

Publication number
DE566471C
DE566471C DEC41596D DEC0041596D DE566471C DE 566471 C DE566471 C DE 566471C DE C41596 D DEC41596 D DE C41596D DE C0041596 D DEC0041596 D DE C0041596D DE 566471 C DE566471 C DE 566471C
Authority
DE
Germany
Prior art keywords
molecule
preparation
polyazo dyes
dyes
silk
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEC41596D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Priority to DEC41596D priority Critical patent/DE566471C/en
Application granted granted Critical
Publication of DE566471C publication Critical patent/DE566471C/en
Expired legal-status Critical Current

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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/38—Trisazo dyes ot the type
    • C09B35/44—Trisazo dyes ot the type the component K being a hydroxy amine
    • C09B35/46—Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Darstellung von Polyazofarbstoffen Es wurde gefunden, daß man wertvolle Polyazofarbstoffe erhält, wenn man i Molekül einer Tetrazoverbindung in mineralsaurer Lösung mit i Molekül i-Amino-8-oxynaphthalin-3 # 6-disulfonsäure kuppelt und das Zwischenprodukt mit i Molekül einer Monodiazoverbindung und i Molekül eines in der Aminogruppe ganz oder teilweise durch Alkyl-, Aryl- oder Aralkylreste substituierten Metaaminophenols bzw. dessen -,#£bkörlimlingen vereinigt.Process for the preparation of polyazo dyes It has been found that valuable polyazo dyes are obtained if one molecule of a tetrazo compound is used in mineral acid solution with one molecule of i-amino-8-oxynaphthalene-3 # 6-disulfonic acid couples and the intermediate with i molecule of a monodiazo compound and i molecule one in the amino group in whole or in part by alkyl, aryl or aralkyl radicals substituted metaaminophenol or its -, # £ bkörlimlingen united.

Die nach diesem Verfahren erhältlichen Farbstoffe besitzen die besonders wertvolle Eigenschaft, Mischgewebe aus Wolle bzw. Seide einerseits und Kunstseide aus umgeformter Cellulose andererseits in gleichmäßigen schwarzen Tönen fasergleich anzufärben, nährend die nach Patentschrift 153 557 hergestellten analogen Farbstoffe, die als Endkomponenten m-Diaminobenzole oder andere kupplungsfähige Amine oder kupplungsfähige Phenole enthalten, die Kunstseide viel stärker (lecken als die Wolle bzw. die Seide.The dyes obtainable by this process have the particularly valuable property of dyeing mixed fabrics made of wool or silk on the one hand and rayon made of reshaped cellulose on the other hand in uniform black tones, while the analogous dyes produced according to patent specification 153 557, the end components m-diaminobenzenes or others contain amines capable of coupling or phenols capable of coupling, the artificial silk licks much more strongly than the wool or the silk.

Beispiel 18,4 Teile Benzidin werden in der üblichen Weise tetrazotiert und mit 34,1 Teilen i-Amino-8-oxynaphthalin-3 # i-)-disulfonsäure (Mononatriuinsalz) mineralsauer gekuppelt. ist die Bildung des Zwischenproduktes beendet, so wird dieses mit einer Diazobenzollösung aus 9,3 Teilen Anilin sodaalkalisch vereinigt. Nach dem Verschwinden des Diazobenzols läßt man eine Lösung von i9,9 Teilen N-(o-Tolvl-)ni-aminophenol in 4.0o Teilen Wasser und i9 Teilen Natronlauge 3oprozentig zufließen, wobei sofort Kupplung stattfindet. Der Farbstoff wird in der üblichen Weise aufgearbeitet. Er färbt Baumwolle, Kunstseide, Wolle, Seide und Leder in tiefschwarzen Tönen und eignet sich vorzüglich für Mischgewebe aus Wolle und Viskoseseide, welche in neutralem Bade fasergleich gefärbt werden.Example 18.4 parts of benzidine are tetrazotized in the usual way and with 34.1 parts of i-amino-8-oxynaphthalene-3 # i -) - disulfonic acid (mononatriuine salt) coupled with mineral acid. if the formation of the intermediate product has ended, this becomes combined with a diazobenzene solution of 9.3 parts of aniline in an alkaline form. To the disappearance of the diazobenzene is left with a solution of 19.9 parts of N- (o-Tolvl-) ni-aminophenol in 4.0o parts of water and 19 parts of sodium hydroxide solution 3 percent flow in, with immediately Coupling takes place. The dye is worked up in the usual way. He dyes cotton, rayon, wool, silk and leather in deep black tones and is suitable Excellent for blends of wool and viscose silk, which are in neutral Bath can be dyed fiber-like.

In gleicher Weise wird das Verfahren xnit Tetrazoverbindungen anderer Paradiamine, wie z. B. Tolidin, ausgeführt. Ferner können an Stelle von Diazobenzol andere Monodiazoverbindungen, z. B. diejenigen aus den Toluidinen, Chloranilinen usw., und an Stelle von N- (o-Toly 1-) m-aminophenol andere N-substituierte m Aminophenole, wie N-Äthylm-aminophenol, N-Diäthyl-m-anlinophenol, N-(p-Tolyl-)m-aminophenol usw., verwendet werden. Alle diese Farbstoffe besitzen die Eigenschaft, Mischgewebe aus Wolle bzw. Seide und Kunstseide in neutralem Bade fasergleich zu färben.In the same way, the process with tetrazo compounds is different Paradiamines, such as B. tolidine. Furthermore, instead of diazobenzene other monodiazo compounds, e.g. B. those from the toluidines, chloroanilines etc., and instead of N- (o-toly 1-) m-aminophenol other N-substituted m aminophenols, such as N-ethylm-aminophenol, N-diethyl-m-anlinophenol, N- (p-tolyl-) m-aminophenol etc., be used. All of these dyes have the property of blended fabrics To dye wool or silk and rayon in a neutral bath to match the fibers.

Claims (1)

PATLITTANTSPRUCH Verfahren zur Darstellung vonPolyazofarbstoffen, dadurch gekennzeichnet, daß man i Molekül einer Tetrazoverbindung in mineralsaurer Lösung mit i Molekül i-Amino-8-oxynaphthalin-3 # 6-disulfonsäure kuppelt und das Zwischenprodukt mit i Molekül einer Monodiazoverbindung und i Molekül eines in der Aminogruppe ganz oder teilweise durch Alkyl-, Aryl- oder Aralkylreste substituierten m-Aminophenols bzw. dessen Abkömmlingen vereinigt.PATLITTANTSPRUCH Process for the preparation of polyazo dyes, characterized in that i molecule of a tetrazo compound in mineral acid Solution with i molecule of i-amino-8-oxynaphthalene-3 # 6-disulfonic acid coupled and that Intermediate product with i molecule of a monodiazo compound and i molecule of one in the Amino group completely or partially substituted by alkyl, aryl or aralkyl radicals m-Aminophenols and its derivatives are combined.
DEC41596D 1928-06-15 1928-06-15 Process for the preparation of polyazo dyes Expired DE566471C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC41596D DE566471C (en) 1928-06-15 1928-06-15 Process for the preparation of polyazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC41596D DE566471C (en) 1928-06-15 1928-06-15 Process for the preparation of polyazo dyes

Publications (1)

Publication Number Publication Date
DE566471C true DE566471C (en) 1932-12-16

Family

ID=7024621

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC41596D Expired DE566471C (en) 1928-06-15 1928-06-15 Process for the preparation of polyazo dyes

Country Status (1)

Country Link
DE (1) DE566471C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE933582C (en) * 1953-03-06 1955-09-29 Hoechst Ag Process for the preparation of polyazo dyes
US4468348A (en) * 1972-09-26 1984-08-28 Sandoz Ltd. Trisazo dyes having a 4-(1-amino-3,6-disulfo-8-hydroxy-7-phenylazonaphthyl-2-azo)phenylazo group linked to a coupling component radical

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE933582C (en) * 1953-03-06 1955-09-29 Hoechst Ag Process for the preparation of polyazo dyes
US4468348A (en) * 1972-09-26 1984-08-28 Sandoz Ltd. Trisazo dyes having a 4-(1-amino-3,6-disulfo-8-hydroxy-7-phenylazonaphthyl-2-azo)phenylazo group linked to a coupling component radical

Similar Documents

Publication Publication Date Title
DE667744C (en) Process for the preparation of condensation products which are soluble or easily dispersible in water
DE566471C (en) Process for the preparation of polyazo dyes
DE1048027B (en) Process for the production of color leveling textile auxiliaries
DE582399C (en) Process for the preparation of trisazo dyes
DE1801857A1 (en) Process for dyeing and printing polyamide material with mixtures of chromium-containing dyes
DE842989C (en) Process for the preparation of polyazo dyes
DE2637922A1 (en) ORGANIC COMPOUNDS, THEIR PRODUCTION AND USE
DE850496C (en) Process for the production of polyazo dyes which can be copper-plated on the fiber
DE55837C (en) Process for dyeing leather and other substances containing tannin with the aid of Diazo-respectively. Tetrazo compounds of aromatic amines
DE872037C (en) Process for refining keratin fibers
DE1919120C (en) Process for uniform, streak-free dyeing of synthetic polyamide fiber material
AT124692B (en) Method of tanning leather.
DE644070C (en) Process for the production of ice colors using the printing or padding process
DE402868C (en) Process for the preparation of azo dyes
DE2306769A1 (en) POLYAZO CONNECTION, ITS MANUFACTURING AND USE
DE744275C (en) Process for the color reservation of aniline black with sulfuric acid ester salts of leukokuepen dyes or with ice color preparations, which are developed in acid vapor, on cellulose fibers
DE402502C (en) Process for the production of washfast colors on vegetable fibers
DE462944C (en) Process for dyeing fur, hair, feathers and the like like
DE593048C (en) Process to increase the wetting ability of mercerising liquors
DE112820C (en)
DE1283801B (en) Process for finishing dyeings and prints on polyamide fibers
AT201576B (en) Process for the production of new polyglycol ether derivatives
DE940342C (en) Process for dyeing regenerated cellulose
DE556453C (en) Process for the production of azo dyes on the fiber
DE686846C (en) Process for reserving aniline black dye on acetate rayon or fiber mixtures containing same