DE1256188B - Coloring and / or printing of structures made of linear polyesters - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY GERMAN VWtW> PATENT OFFICE

EDITORIAL

Int. Cl .:

D06p

(C ^

German class: 8m- 1/01

Number: 1256

File number: B71971IVc / 8m

Filing date: May 18, 1963

Opened on: December 14, 1967

It has been found that dyes of the form ¹¹ OX NN

O Y

in which X is an amino or hydroxyl group, Y is an amino, alkylamino, aralkylamine, arylamino, Hydroxyl, alkoxy, alkyl mercapto or aryl mercapto group and R is an alkyl, alkyl ether, alkyl mercapto, alkoxy, alkylamino, aralkylamino or arylamino group or an aromatic radical, which is optionally also replaced by halogen atoms, Alkoxy or alkyl groups may be substituted, means excellent for dyeing or printing of structures made of linear polyesters.

Dyes of the general formula I are, for. B. the following connections:

Ν — Ν

O NH ₂

N-N

O NH

35

40

45 Dyeing and / or printing of structures made of linear polyesters

Applicant:

Badische Anilin- & Soda-Fabrik Aktiengesellschaft, Ludwigshafen / Rhein

Named as inventor:

Dr. Hans Weidinger, Limburgerhof; Dr. Heinz Elingsfeld, Dr. Leander Möbius, Ludwigshafen / Rhine

Ν — Ν

O NH ₂

SC ₂ H ₅

O NH,

N-N

O NH,

N-N

O NH

CH ₂ -CH ₂ -O-CH ₃

O NH ₂

Such dyes can e.g. B. obtained when using monothiodiacylhydrazines of the general

70 »708/368

Formula II

II

IO

in which X, Y and R have the abovementioned meaning, in a solvent in the presence of Acids heated. The monothiodiarylhydrazines of the general formula II are obtained, for. B. through implementation of carboxylic acid hydrazides of the general formula

O X

C - NH - NH,

20th

IH

O Y

with thioacylating agents that contain the radical - SC - R, such as dithiocarboxylic acids or their esters, Thiocarboxylic acid esters, N-succinyl-thiocarboxylic acid amides or N-phthalylthiocarboxamides.

However, dyes of the formula I can also be obtained by reacting on a thiocarboxylic acid hydrazide the general formula

R-CS-NH-NH ₂

in which R has the abovementioned meaning, in a solvent and at a higher temperature Acid chloride of the general formula

contain mentioned dyes in finely divided form. It is also expedient to give the printing pastes Dye accelerator too. After printing, the item is steamed and finished as usual.

Those with the dye mixtures according to the invention available dyeings and prints are characterized by good light, rubbing and thermal fastness properties the end. So you get z. B. according to Example I, No. 1 a blue coloration that one with the dye 1-amino-2-cyano-4-methyl known from French patent specification 1,274,789 aminoanthraquinone available on polyester fabric dyeing both in the color strength and in the Thennofixierechtheil is superior.

The parts given in the examples are parts by weight.

example 1

100 parts of polyethylene glycol tercphthalate fabric are made from 50 parts of water in a dye bath one by reacting 1 mole of sperm oil alcohol with 80 moles of ethylene oxide and subsequent sulfonation available compound and 1 part of a finely divided one identified in the following table Dye, treated at 135 ° C for 90 minutes. Strong dyeings with good to very strong color are obtained good fastness properties with the nuances indicated in the table.

O X

NO ₂

O NH ₁

Ν — Ν

C ₂ H ₅

blue

O NH ₂

N-N

9 NH ₂

45

in which X has the meaning given above, allows it to act and then the Nilro group with ammonia, Phenyl mercaptan, ethyl mercaptan or amines, e.g. B. morpholine, implemented.

Structures made from linear polyesters are, for example, films. Films or textiles such as fibers, threads, Flakes, woven and knitted fabrics made from polyethylene glycol terephthalate or based on terephthalic acid and o-dimethylolcyclohexane.

The dyes are advantageously used in finely divided form. The novel dyes can be textile, of polyesters both at temperatures of 95 to 100 ° C under ordinary pressure and at temperatures above 100 to 140 "C color. If one wishes at temperatures of about 100 ⁰ C strong colorations obtained, so it is It is expedient to add dye accelerators, so-called "carriers", for example aromatic carboxylic acids or aromatic halogen compounds, to the dyebaths.

Printing pastes, in addition to the usual ones, are used to print polyester textiles Thickeners and printing auxiliaries the

Greenish blue

O NH ₂

N-N

Reddish blue

N-N

N-N

Example 3

N-N

A polyethylene glycol terephthalate fabric is printed with a printing paste consisting of 20 parts 5 diisobutyl phosphate, 15 parts of a mixture of the reddish blue sodium salts of the disulfonimides of such hydrocarbons, which contain an average of 10 carbon atoms in the molecule, 650 parts of crystal rubber, 275 parts of water and 40 parts of the first dye mentioned in Example 1. After this Drying, the fabric is steamed for 30 minutes under a pressure of 1.5 atmospheres.

A strong blue print with good to very good fastness properties is obtained.

Claims (1)

Claim: Use of dyes of the formula
OX Ν — Ν CH ₂ -CH ₂ -CH ₃
blue 20th O NH ₂ B e i s ρ i e 1 2 lOOTeilePolyäthylcnglykolterephthalatgewebe be treated in a dye bath consisting of 3000 parts of water, 9 parts feinvcrteiltem o-phenylphenol and 2 parts of a compound described in Example 1 finely distributed Färb-substance, for 90 minutes at 10O ⁰ C. The dyed fabric is washed with water and then in a bath consisting of 3000 parts of water, 3 parts of sodium dithionite and 3 parts 32% sodium hydroxide solution, treated at 85 ° C. for 15 minutes, after which it is washed again with water. The dyeings obtained are analogous to those of Example 1. 1 in which X is an amino or hydroxyl group, Y is an amino, alkylamino, aralkylamine, arylamino, Hydroxyl. Alkoxy, alkyl mercapto or aryl mercapto group and R is an alkyl, alkyl ether, Alkyl mercapto, alkoxy, alkylamino, aralkylamino or arylamino group or one optionally is an aromatic radical substituted by halogen atoms, alkoxy or alkyl groups, for dyeing and / or printing of structures made of linear polyesters. Considered publications:
French Patent No. 1,274,789. When the application was announced, a coloring table was displayed.