DE1946196A1 - Process for dyeing textile materials - Google Patents

Description

CIBA AKTIENGESELLSCHAFT, BASEL (SWITZERLAND)

Case 655Q / 1 + 2 / E
Germany

Process for dyeing textile materials.

It has already been proposed to be fully synthetic Textile material, such as polyester fabric, in solutions of dyes to be colored in methylene chloride.

The present invention is a Process for dyeing cellulosic or nylon-containing textile material, which is characterized in that one in a Solution or dispersion of the fiber-reactive dye (s) in an aliphatic chlorinated hydrocarbon, the contains a maximum of $ 50 water in addition to an emulsifier, colors. It is preferable to dye cellulose-containing textile

00 * 819 / 1.766

materials with emulsions that contain at least one fiber-reactive, water-soluble, or water-insoluble dye and contain an acid binding agent. The coloring takes place discontinuous or continuous.

Suitable solvents for carrying out the inventive Coloring process are optionally chlorinated hydrocarbons, such as monochlorobenzene and the dichlorobenzenes and especially chlorinated aliphatic hydrocarbons, such as 1,1,1-trichiorethane, Trichlorethylene and especially about , 100 C boiling representatives, such as perchlorethylene and geese marriages of such solvents, which may contain relatively small amounts of other solvents, such as dimethylacetamide, May contain dimethylformamide and the like.

The boiling point of the solvents or solvent mixtures used is preferably below 250 ^° C.

In addition to cellulosic! Material, such as cotton or Regenerated cellulose, textile fibers come from polyamides, such as Nylon-6, nylon-6,6 or nylon 12 can be used as the substrate.

Fiber-reactive dyes which can be used according to the invention selenium both members of the well-known class of water-soluble azo, anthraquinone or phthalocyanine dyes, also called insoluble disperse dyes,

009819 / 175S

$ AD ORlOiNAt

t. t "I

such as mono, ms and polyazo dyes, anthraquinone, perinone, quinophthalone ,. Oxazine, nitroso, nitro, phthalocyanine, stilbene and methine dyes, including the styryl, azamethine, polymethine and azostyryl dyes, which have a fiber-reactive radical. Water-soluble or water-insoluble metal complex dyes of the azo and formazan dye types are also suitable.

The dyes can be used as fiber-reactive groups e.g. have the following radicals and substituents: α, ß-unsaturated Acyl radicals of aliphatic carboxylic acids, such as the acyl. rest, the α-bromine or the a-chloroacrylic radical and the radicals of Formula

HC = C-CO- or HOOC-C = C-CO,

-C = C-

wherein one of the two X is hydrogen and the other X is chlorine or bromine, and preferably mobile substituents containing residues. In such residues, the mobile, i.e. reactive with fiber materials in the presence of alkalis, can be used Substituent in a heterocyclic radical containing two nitrogen atoms, e.g. in a pyrimidine radical or on the Acyl radical one with at least one acid group of the composition ■ - '.' · *

-C-OH

be bound, for example to one of the Cyanuric acid or barbituric acid or an aliphatic or

0098 To / ffi ^:

»-Ϊ 3 Γ 1 ι i

i »ι«

eyclpaliphafeischen carboxylic acid-derived acyl residue. In the : Contain the case of the acyl radical originating from cyanuric acid the dyes at least: one to a 1,3,5-triazine ring bonded halogen atom, e.g. a diehlortriazine residue or a honochlorotriazine residue, such as those of the formula

-Cl

wherein Y is an optionally further substituted amino group ' or represents a substituted oxy group or thio group.

The residues derived from barbituric acid include, for example, the di- and trichloro or bromopyrimidine residues and the pyrimidine residues with cleavable sulfonyl groups are mentioned. The acyl radicals derived from aliphatic or cycloaliphatic carboxylic acids preferably contain halogen atoms and only a few, e.g. 2 to 5 carbon atoms. as Examples are the chloroacetyl radical, the α- or ß-chlorine- ' propionyl radical and especially the α, β-dichloro or α, β-dibromopropionyl radical, as well as the remainder of the formulas'.

. "CO-CH-X J30-C.-X

T and; -NC ^ Il

to mention in which one X is a halogen atom. (e.g. a chlorine or Bromine atom) and the other X a halogen or hydrogen atom mean.

00 9819 / 178S

ti * 1 * I I C

ι ι · * t · ι »tet it rι

The water-soluble fiber-reactive dyes used in the present invention can be furthermore have the following fiber-reactive groups: 2-methylthio-4-fluoropyrirnidine-5-earbonyl-, 2,4-bis- (phenyl-S

sulfonyl) -triazinyl-6-, 2- (3 ^f -carboxyphenyl) -sulfonyl-4-chlorotriazinyl-6-, 2- (3 ^f -Sulfophenyl) -sulfonyl-4-chloro- j

triazinyl-6-, 2,4-bis- (3'-carboxyphenyl-sulfonyl-l ') - triazinyl-6-, 2-carboxymethylsulfonyl-pyriInidinyl-4-, 2-methylsulfonyl-o-methyl-pyrimidinyl - ^ -, 2-phenylsulfonyl-6-ethylpyrimidinyl-4-, 2,6-bismethylsulfonyl-pyrimidinyl-6-, 2,6-bismethylsulfonyl-S-chloro-pyrimidinyl - ^ -, 2,4-bismethylsulfonyl

I pyrimidinyl-5-sulfonyl-, 2-methylsulfonyl-pyrimidinyl ⁱ -4-, 2-phenylsulfonyl-pyrimidinyl-4-, 2-trichloromethylsulfonyl-6-methyl-pyrimidinyl-4-, 2-methylsulfonyl-5-chloro-6- methylpyrimidinyl- ^ Ti 2-methylsulfonyl-5-bromo-6-methyl-pyrimidinyl- ² l-, ^] 2-methylsulfonyl-5-chloro-6-ethyl-pyrimidinyl-4-, 2-methylsulfonyl-5-chloro-6- chloromethyl- ■ pyriπlidinyl.-4- _ί 2-methylsulfonyl-4-chloro-6-methylpyrimidine; -5-sulfonyl-, 2-methylsulfonyi-5-nitro-6-methyl-pyrimidinyl-4-, 2, 5, 6- Tris-methylsulfonylpyrimidinyl-4-, 2-methylsulfonyl-5j6-dimethyl-pyrimidinyl-4- _i 2-ethylsulfonyl-5-chloro-6-methyl-pyrimidinyl-4 ~ _J 2-methylsulfonyl-o-chloro-pyrimid.inyl ^ - , 2,6-bis-methylsulphonyl-5-chloropyrimidinyl-4- », 2-methylsulphonyl« 6-carboxy-pyrimidinyl-4-j 2-methyl3ulphonyl-5-sulpho-pyrimidinyl-4- _ί 2-methylsulphonyl-6- ? carbomethoxy-pyriRiidlpyl-4 · -, 2-methylsulfonyl-5-carboxypyrimidinyl »4 ~ _i ^ - ^{methylsulfonyl-'5-Oyan-6-mβthoxy-pyrimidinyl-4:}

2-MethylBulfemi. -S-ohlor-pyrimidlnyl - ^ - ,. 2-sulfoethylsulfonyl-

00iS1S / 17Si

■■ ■ - μ ~ - "'■". "-' ■ - ■ -. ■" ■ - ■■ "'. ■ -"

6-methyl-pyriinidiriyl-4, S-methylsulfonyl-S-bromo-pyrimid'inyl ^ -, 2-Phenylsulfonyl-5-chloro-pyrimldinyl-4-, 2-Üarböxymethylsulfonyl-S-chloro-ö-methyl-pyrimidinyl-ty-, 2-methylsulfonyl-6-chloro ^ pyrimidine-4- and -5-carbonyl-, 2,6-bis- (methylsulfOnyl) -pyrimidine-4- or -5-carbonyl-, 2-ethylsulfonyl ~ 6-chloro-pyrimidine-5-carbonyl-, 2,4-bis (methylsulfonyl) -pyrimidine-5-sulfonyl-2-methylsulfonyl-4-chloro-6-methylpyrimidine-5-sulfonyl- or -carbonyl-; 2-chlorobenzothiazole-5- or -6-carbonylr · or -5-fe or -6-sulfonyl-, 2-arylsulfonyl- or 2-alkylsulfonylbenz-, thiazole-5- or -6-carbonyl- or -5- or -6-s-sulfonyl-, wi-e. 2-methylsulfonyl- or 2-ethylsulfpnyl-benzthiazol-5- or: -6-sulfonyl- or -carbonyl-, 2-phenylsulfonyl-benzthiazole-5- or -6-sulfonyl- or -carbonyl- and the corresponding Derivatives of 2-sulfonylbenzothiazole-5- or -6-carbonyl- or -sulfonyl-, the sulfo groups on the fused-on benzene ring contain, such as 2-chlorobenzothiazole-5- or -6-carbonyl- or -sulfonyl-, 2-chlorobenzimidazole-5- or -6-carbonyl- or j -sulfonyl-, S-chloro-l-methylbenzimidazole-S- or -6-carbonyl-

- ■ ^r * "= ■" ■■ ■■ · '■■■■''■■■ - ■■ ^-::

or -sulfonyl-, 2-chloro-4-methylthiazole- (1,3) -5 "carbonyl- ■ or-4-'or -5-sulfonyl-best and the N-oxide of 4-chloro- or ^ -Nitroquinoline-STcarbonyl radicals. Also mentioned are the 2 * 2,3i 3'-tetrafluorocyclobutane carbonyl-l- or -sulfonyl -! -,

2-fluoro-2-chloro-3,3-difluorocyclobutane-l-carbonyl- and ß- (2,2,3,3- ; Tetrafluorocyclobutyl-lJ-acryloyl-j, α- or ß-bromoacryloyl ^ and α- or ß-alkyl or -arylsulfonylacryloyl radicals.

009819 / 17SS

The water-soluble fiber-reactive dyes that can be used in accordance with the present invention, fiber-reactive fibers linked via oxygen atoms can be used Contain groups such as glycidyl, 3-chloro-2-hydroxypropionyl, acrylic ester and chloroacetic acid ester groups.

If necessary, mixtures of reactive dyes with other dyes, such as disperse dyes, are used for dyeing cellulose fiber-polyester fiber mixtures.

A very large number of the dyes to be used are already known. Since they only work with the cellulose molecule React properly to presence of water; must in the .invention The dye baths to be used must not have more than $ 50 water. However, it is beneficial to have $ 20 at most or only use as much water as is needed.

For the production of the to be used according to the invention Emulsions or solutions of the reactive fiber dye and the water in the solvent are anionic or nonionic Emulsifiers. Cation-active emulsifiers are also particularly useful together with water-insoluble dyes.

Important representatives of such nonionic surfactants include in particular to the following types of compounds: a) ethers of polyhydroxy compounds, such as polyoxyalkylated Fatty alcohols, polyoxyalkylated polyols, polyoxyalkylated i

Mercaptans and aliphatic amines, polyoxalkylated alkyl ^!

009819/17 6-6

a " \ :;" 1946198

phenols and naphthols, polyoxyalkylated alkylarylmereaptanes and alkylarylamines.

b) Fatty acid esters of ethylene glycols and polyethylene glycols, as well as propylene and butylene glycols, glycerin or the polyglycerols and pentaerythritol, as well as sugar alcohols such as sorbitol, sorbitans and sucrose. α) N-hydroxyalkyl carbonamides, polyoxyalkylated carbonamides ™ and sulfonamides.

For example, surfactants which can be used advantageously are from these groups: addition products of 8 moles of ethylene oxide with 1 mole of p-tert-octylphenol, of 15 or ^: 6 moles of ethylene oxide with castor oil, of 20 moles of ethylene oxide with alcohol C ₁ ^ H ₅₅ OH, ethylene oxide adduct with di- [a-phenylethylJ-phenols, polyethylene oxide tert-dodecylthioether, polyamine polyglycol ether, adducts of 15 or 50 moles of ethylene oxide with 1 mole of amine C ₁₂ H ₂₅ NH ₂ or C ₁₈ H ₃₇ NH ₂ , oleic acid triethylene glycol ] ester, oleic acid polyethylene glycol 200 ester, oleic acid polyethylene glycol 400 ester, the adducts of 1 mol oleic acid and k or 5 mol of ethylene oxide, the adduct of 4 moles of ethylene oxide to 1 Mol oleic acid sorbitan ester and sorbitan ^ mono-läurat, -monpalmitat and -mofiostearat. ■; .

W / o (water-in-oil) emulsifiers with an HLB range of 5> 5 * 6 (cf. * Davis & Rideal, Infcerfacial phenomena. New York 196% ..- S- * 575) are particularly preferred. '-

0098ItZItSl.

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1946198

The acid-binding agent can be added to the dye liquor from the beginning or during the course of the dyeing process. As such agents, the usual ones should be mentioned, such as sodium or potassium bicarbonate, ammonia, soda, potash, alkali or possibly alkaline earth hydroxides, sodium acetate or especially when dyeing mixed fabrics made of cellulose and linear Polyesters also sodium trichloroacetate and the like.

Under certain circumstances it can be advantageous to establish connections, which increase the reactivity of the dyes with the cellulose ("catalysts"). As such are before especially tertiary amines or hydrazines ». The over-. Borrowed dyeing auxiliaries such as urea can also be used in the dye liquor be present. .

The textile material to be dyed can be used for dyeing in the form of loose material, fleece, yarn or as a knitted fabric or woven fabric. It comes in loose form or in on-mechanical Device applied form in a stationary bath, in particular in suitable jiggers, reel runners, cross reel dyeing machines or similar dyeing machines, dyed depending on the nature of the goods to be dyed.

The dyeing can be done in dyeing preparations or vessels *

which are in connection with the outside atmosphere (if necessary by a reflux condenser) or in 'closed Vessels, such as pressure vessels, take place with or without pressure.

901t / 175S

After the desired color depth has been reached, the Dyed goods freed from the dye bath and removed for removal of the still adhering solvent either with steam or treated with a stream of hot air.

Continuous coloring is becoming more common per se Way by padding and subsequent heat setting or steaming carried out,.

After staining, we recommend removing the unfixed dye as completely as possible. For this purpose, the dyeings can be rinsed thoroughly with warm and cold water and subjected to a soaping process in the presence of non-ionic dispersants and / or wetting agents, but treatment with the dye bath on which the dyeing bath is based is usually sufficient Wasser-Losimgsnrlttelgemlsdli.

He f indungsgemäasse method ürgibfc colorations-see in the re ^ eI through, good! "Lohteahtheifc ■ and especially duroii excellent Nasseehthelfcen äuszelchneß *

In the following examples, unless otherwise stated, the parts are parts by weight, which Percentages by weight and temperatures are In Degrees Celsius. ... ·

Example 1.

0.52 parts of the dye of the formula

Cl

SO ₅ H

PH

N N

Ο — N

CH

-N = Ii - / ^ HH C C

H0, S

SO ₅ H

are dissolved in 10 parts by volume of hot water. The solution will be cooled and added with calcined soda up to a concentration of 10 g / l. The dye solution obtained has a 90 Parts by volume of perchlorethylene, which contains 20 g / l of an oleic acid ethylene oxide adduct (average molecular weight 500) contains, mixed. The emulsion prepared in this way becomes 10 parts dry, not pretreated mercerized cotton yarn added. With a liquor ratio of 1:52 (10 parts of yarn in 200 parts by volume of liquor; density of the liquor == l, 6l) is after heating for 45 min. at boiling point in an open system with recovery of the evaporating Solvent colored through a reflux condenser without further additives. . .

1946198

Then - "-". The ".-. Bath is allowed to cool for 15 minutes and the dyed yarn by wringing and drying in the warm air stream freed from the dye liquor.

The colored material is added with 2 g / l of an addition product of 9 moles of ethylene oxide and 1 mole of nonylphenol in water for 50 minutes at the boil, rinsed thoroughly in water and dried.

■ v ^: - "- ■"".- ■■ - ■ - - ■■ '· ■

A brilliant yellow which is fast to the boil is obtained

Coloring. -.

00 98 19 / 17SJ

• Example 2. ......

It is as in Example 1, but using the Dye of the formula

Cl

HCLS HO J? \

⁵ J INN SO _x H

, ο — m

HO ₅ S

colored. The result is a boil-washable, brilliant one scarlet color. .

009819/176

INSPBCTEO

1946198

Example y. -

It is as in Example 1, but using of the dye of the formula

0 0

SO ₃ H

J \ HO i

Λ— ~ HN- C 0

^v ■■■■■■■ H

NH

S0, H 3

colored. The result is a blue coloration that looks like a cooking weight «

9819 / 17SS- '-ι'

'' ORIGINAL INSPECTED

Example for ..

Dry mercerized cotton yarn that has not been pretreated is dyed as in Example 1. However, there will be 2% (based on the weight of the textile material) of the dye of the formula

used, which by diazotization of 2-chloro-6-aminobenzthiazole and coupling with Ν, Ν-dimethylaniline is available.

At the same time, an emulsion of 89 parts by volume of Perchlor ~ ethylene, containing 20 g / l of the above-mentioned oleic acid-ethylene adduct, 10 parts by volume of water, containing 10 g / l soda, and 1 part by volume of dimethylacetamide, containing the dissolved Dye, used as a dye liquor. The emulsion is produced in such a way that the cold, emulsifier-containing perchlorethylene first the dimethylacetamide containing the dissolved dye and at the end add the water containing the soda. .

A yellow coloration which is fast to the boil is obtained.

0 0 8019 / 17SS. '

Example 5 » ·

Dry, non-pretreated cotton-polyester mixed yarn 67/33 is dyed as in Example 4. However, k% (based on the weight of the fiber material) dye and a liquor ratio of I: j52 are used. · * ·

A yellow tone-on-tone dyeing that is fast to the boil is obtained. ·

00 9 8V »/ 17SS

INSPECTED

Example 6. '-

The coloring of Example 5 is repeated but the dye of the formula

H ₂ N

₂ Cl-CH ₉ -CO-ON = N

in an amount of $ 2> (based on the mixed yarn to be dyed). The result is a boil-washable red tone-in-tone coloration.

• 0Ö9819 / 17S6

Example 7 » '·

2% each (based on the weight of the textile material) of the dyes of the formulas

01. ■ -0

Ji

I ι

LH HO NH- C -.0— »

CBL-

and

HO ₃ S SO ₅ H

^{) H} ?

0 M-

are extracted from an emulsion of Parts by volume of perchlorethylene containing 20 g / l of the abovementioned oleic acid adduct and 10 parts by volume of water 10 g / l calc. Soda, on the mixed yarn mentioned in Example 5 colored. . ' -

0098 1071- $ 75

ORIGINAL

The two dyes are dissolved or dispersed in the 10 parts by volume of water before the emulsion is produced, then the amount of soda ash required for dyeing is added for the portion of cellulose fibers » Then the aqueous phase is mixed with the emulsifier Mixed perchlorethylene. The liquor ratio is 1:32. A color-washable, pink-red color is obtained Tone-on-tone coloring.

009819 / 17BS

GSTXRS ^ jÄ ^ di ^ Of * ¹⁰¹¹ ^ INSPECTED

I I I - / I I

ι ι ι -ι, t · r ι

IJ 1I _- '· »

1 # ϊ 1 i I ■ II Il Ϊ ». II

- 20 - V.

AtSDiel 8.

Mercerized bleached cotton fabric is made cold with a solution of the dye (30 g / l) of the formula

Cl

N N

SO-H HO HH-C C-N

Ti = Xi Γ Υ I

HOjS SOjH

in an emulsion of 700 parts by volume of perchlorethylene, containing 25 g / l of the abovementioned oleic acid-ethylene oxide adduct, and 500 parts by volume of water, containing 20 g / l of calc. Soda, padded. Before the emulsion is prepared, the dye is dispersed in 500 parts of water. That ; Tissue is squeezed off to 108 # of the fiber weight, dried at (40 to 50 ° in a stream of warm air and then heat-set for 1 min Soaped up for 50 minutes at 70 °, rinsed with cold water and dried. A brilliant red color is obtained.

009819/1756. '

I ·

Cm .iÄKi © IilORIGiNAL INSPECTED ': ■

s * · · I lc M

- 21 - '■■■' *.

Example 9.

A blend of polyethylene terephthalate fibers (terylene) and mercerized bleached cotton (67 * 33/0 is cold with a mixture of 30 g / l each of the two colors * substances of the formulas

Cl I

.NN

MI S0, H HO NH-0 0-N-

■ ν!

HO ₅ S SO ₃ H

padded as in Example 8, the dyes being dissolved or dispersed in the water portion before the emulsion is produced. The color is as in Example 8 off . guided, a brilliant red tone-in-toh coloration is obtained.

0 0 9819/176 5

22_ 1946198

. Example 10.-

Mereerized bleached cotton fabric is cold with an emulsion of AOO file water _$ which of the dispersed dye of the formula

as well as 15 g / l anhydrous soda and 600 parts by volume Perchlorethylene, which contains 25 g / l of the oleic acid-ethylene oxide adduct mentioned above contains, padded and on 106 ^ des Fiber weight squeezed off. Further treatment takes place as in Example 8. A red coloration (R) develops

0098 19/1756

ORIGINAL. INSPECTED

'- 23 ■ "- ■■ - Example 11.

. * Mercerized bleached polyethylene glycol terephthalate (Terylene) cotton blend ($ 67: 33) is analogous to in example 10 padded ($ 84 squeeze effect), heat-set and aftertreated. The result is a brilliant one scarlet tone-on-tone coloring.

Example 12.

Nylon 6,6 filament fabric (anorak fabric) was made with a Solution of .20 g / l of the dye of the formula

BII ³

0 HH - TVNHCOCBr = CH.

VT

SO ₃ H

in 900 parts by volume of perchlorethylene and 100 parts of water with the addition of 20 g / l oleic acid-polyethylene glycol 300 ester

padded cold, squeezed off to 30 # of the fiber weight, dried cold and then fixed for one minute in a heat-setting unit (dry air bath). A surface-level blue coloration was obtained which had a large proportion of chemically bound dye.

00 98 19/1756

example

It was padded as in Example 12, but using a dye of the formula · '.

SO ₃ H HO KH

inserted and squeezed the fabric to $ 30 of the fiber weight became. The result was a violet coloration, which had a large proportion of chemically bound dye.

0 0 98 19/1 75 6

Example l4.

0.32 parts of the Color-Index Reactive Blue dye No. 68 are dissolved in 10 parts by volume of hot water. The ' The solution is cooled and calcined soda (concentration 30 g / l * only calculated on water) is added. The received Dye solution is made with 90 parts by volume of perchlorethylene, which contains 20 g / l of an oleic acid ethylene oxide adduct (average molecular weight 300), mixed. The so prepared emulsion will be 10 parts dry, not pretreated mercerized cotton yarn added. After heating up for 45 minutes at the boiling point .; in the open System colored with recovery of the evaporating solvent through a reflux condenser without further additives ..:

The bath is then left to cool for 15 minutes and the dyed yarn by wringing and drying in the warm Air stream freed from the dye liquor.

The colored material is added with 2 g / l of an addition product of 9 moles of ethylene oxide to 1 mole of nonylphenol in water Soaped at the boil for 30 minutes, rinsed thoroughly in water and dried. A brilliant blue coloration, which is fast to the boil, is obtained. ·

0 0 981

-26- - ■; ■ ■ '■■. ■

Example 15. \ .. v-

Mercerized bleached cotton fabric gets cold with a solution of the dye (30 g / l) of the formula

in an emulsion of 700, VoI. -Parts of perchlorethylene, containing 25 g / l of the oleic acid ester of polyethylene glycol; 300, and ■. .- · 3OO YoI. -Share. Water , containing 30 g / l sodium bicarbonate (only calculated on water) f.oulardiert. The dye is dispergaVerted in water before the emulsion is produced. The _"fabric is 108 ^ d.es fiber weight squeezed ₃ at ;: -; heat-set by 40 to 50 on the stream of hot air dried and then 5 minutes at l40 ^Q Staining is still with 2 g / l of an adduct of 1 mole of nonylphenol. and 9 M ° l of ethylene oxide in water for 30 minutes at 70 °, rinsed with cold water and dried, giving a brilliant red color.

■ · ■? ■ (<^ 3-: j & ■ r · λ Λ

0 0 9 8 1 9/175 5 ^ -V "*"

Example 16.

Mercerized bleached cotton fabric is cold with an emulsion of 400 parts of water, which is 5% of the dispersed dye of the formula

CF-N = N- <3-N (C ₂

as well as 20 g / l anhydrous soda (calculated only on water) and 600 parts by volume of perchlorethylene, which is 25 g / l of the above contains said oleic acid-ethylene oxide adduct, padded and squeezed off to 106 ^ of the fiber weight. The other Treatment is as in Example 8. A red color develops.

0Od. 819/1755

Example 17.

Nylon 6,6 filament fabric (anorak fabric) was made with a Solution of 20 g / l of the dye of the formula

-OE,

0 NH A-NHCOCBr = CH.

^Η 3 ° 'Ύ

SO ^ H

in 100 parts of water and 900 parts by volume of perchlorethylene with the addition of 20 g / l oleic acid-polyethylene glycol 300 ester, padded cold, squeezed to * ± 0% of the fiber weight, cold-dried and then one minute at 200 in a heat-setting unit (dry Air bath). A blue coloration of even surface was obtained, which had a large proportion of chemically bound dye.

009819 / 17SS

Example l8.

It was padded as in Example 17, but a dye of the formula

SO, H

used and the fabric down to kO% of the fiber weight. was squeezed. The result was a violet coloration, which had a large proportion of chemically bound dye. ■.

009819 / $ 175

λΜ '

Example IQ.
15 parts of the dye of the formula

S0 "H"

I ·> NH C ^

Ay

i ii

VIL-

D D

are dissolved in 1200 parts by volume of hot water. The solution w is cooled and treated with 75 parts of calcined soda and 300 parts by volume of the oleic acid ester of polyethylene glycol (molecular weight of 300). This cold mixture of dye, alkali and emulsifier is 13 ^f 500 "parts by volume

j cold perchlorethylene added and in the resulting emulsion

. becomes a 500 g package made of bleached, mere. Cotton yarn according to the circulation change method under gradually Increase in temperature to about 95 during

60 minutes in an open system with recovery of the something

j '■' ■ ■■ "■■■■

evaporating water colored by a reflux condenser. The bath is then brought to room temperature within 20 minutes cooled, then freed the cheese from the dye liquor and dried in a stream of warm air. The dry coil is then with 2 g / l of an addition product of 9 mol of ethylene oxide of 1 mole of nonylphenol for 30 minutes at boiling temperature in

-. '■' - ■ Water next poison / then rinsed with water, then dec- '> -

Watered and dried. This gives a rub-fast, level and _K | well-colored red Kreu ^ spulfärbung.

Claims (13)

Claims ^. ·. 1. Process for dyeing cellulosic or polyamide-containing Textile material, characterized in that one in a fiber-reactive / Solution or dispersion of the dye (s) in an aliphatic halogenated hydrocarbon, which in addition to an emulsifier contains a maximum of $ 50 water, colors. 2. The method according to claim 1, characterized in that that one is discontinuously in an organic boiling point at at least 100 °. Solvent at least 100 dyes in the exhaust process. - 3. The method according to claim 1, characterized in that that the emulsion contains at least one acid-binding agent. 4. The method according to claim 1, characterized in that that one padded from cold to 50 ° warm baths and then steams or heat-set. 5. The method according to claims 1 to 4, characterized in that ί draws that one mixed fabric with cellulose and polyester parts colors and the dyes used are at least partially insoluble in water. 6. The method according to claim 5 *, characterized in that that only fiber-reactive disperse dyes are used. 009019/1755 .1946198 7. * Method according to claim 5, characterized in that that one uses a water-soluble fiber-reactive and a disperse dye at the same time. . , 8. The method according to claims 1 to 7 * thereby characterized in that dyes are used as fiber reactive substituents one, via an N group (n = 1, 2 or 3) ► C-, H - ■■ '-. ■■ n-1 m-1 bonded 5- or 6-membered heterocycle with at least have a nitrogen atom as a hetero atom. 9. The method according to claim 8, characterized in that • that one uses triazine or pyrimidine dyes. 10. The method "according to claim 1, characterized in that that metal complex dyes are used as dyes, 11. The method according to claims 1 to 10, characterized in that one contains less than 20 $ water " Dye liquor used. 12. The method according to claims 1 to 11, characterized in that cheese is dyed. . 13. Bas according to the claims! to 11 obtained colored . . Material. . ■ '"'. -V '" ■ "- ', - 009819/1755