DE2346612C3 - Process for printing cellulosic textile material - Google Patents

Description

RO-Ar-CH ₁ -Ar-O- (CH ₁ -CH ₁ -O -).! * Nitranilines, such as

2-nitroaniline (C.I. No. 37 025),

contains, in which R is an alkyl radical with 1 to 3 carbon atoms, 3-nitroaniline (C.I. No. 37 030),

Ar is an arylene radical, preferably a phenylene radical, 55 4-nitro-2-amino-anisole (C.I. No. 37 130),

means and η stands for a number from 7 to about 50 5-nitro-2-amino-anisole (C.I. No. 37 125),

(DT-AS 22 49 533). 5-nitro-2-aminotoluene (C.I. No. 37 100),

Already in the »Guide for dyeing cotton 5-nitro-4-amino-anisole (C.I. No. 37 135).

and other vegetable fibers «of I. G. Farben-. . .. ..

Industry from 1934 is a printing process 60 amine sulfonic acid amides, such as

described, which is characterized in that, 2-amino-anisole-4-sulfonic acid-diäihylamid

deviating from the usual base overprint (C.I.No. 37150),

driving, printing real bases with the addition of 2-amino-anisole-4-suh * onic acid-n-butylamide _

of organic acids on sodium nitrite containing (C.I. No. 37151).

Primers of / J-oxynaphthoic acid arylides- 65.

j _o j _t ^e rj ν j ο Amino-nitnle, like

According to this procedure, the chlorine-l-amino-2,5-dimethoxy-4-benzunitrile

hvdrate or sulfates present color bases (color (C. I. No. 37170).

Benzoyl-phenylenediamines, such as

1-Amino-4-beiizoylamino-2,5-diineÜioxy-benzene
(C. L-No. 37155),

l-Ammo-4-beozoyIamino-2,5-dietb.oxy-benzene

(C. L No. 37175), 2-Amino-4-methyl-5-benzoylamino-anisole
(C. L No. 37165).

Diamino-diphenyls, such as

o-tolidine (C L-No. 37 230), Dianisidine (C. L-No. 37 235)

or other amines suitable for ice dye dyeing.

The dispersions of suitable amines (base dispersions) required for the new process can can be prepared in different ways.

For example, the dispersion is obtained by grinding the amine in an aqueous suspension, expediently in the presence of a dispersant, to avoid the formation of agglomerations. This operation can be done in one with bullets filled roller or vibratory mill; Agitator ball mills with Glass beads or filled with natural sand. The fine distribution by means of a so-called as Dissolvers often lead to useful results.

Another possibility is to put a solid preparation in water, soak it through Spray-drying a base dispersion containing a solid dispersant prepares or through Milling a mixture of a solid dispersant and the amine, e.g. B. in a pin mill, was produced.

Suitable dispersions can also be obtained by introducing a solution of the amine and a suitable one Dispersant can be obtained in a water-soluble solvent in water.

The dispersants used can be cationic, anionic or nonionic in nature and belong, for example, to the following substance classes:

Alkyl polyglycol ethers such as alkylene oxide addition products with fatty alcohols, e.g. B. stearyl, coconut fat or Oleyl alcohol; Alkylaryl polyglycol ethers such as alkylene oxide addition products with nonylphenyol; Aryl polyglycol ethers; Alkylaminoxäthylate; Trialkyl aralkyl ammonium salts such as trialkylbenzylammonium chlorides; Trialkyl phosphinoxides such as dodecyl dimethyl phosphinoxide; Alkylarylsulfonates such as isobutylnaphthalenesulfonic acid-Na - Salt; Aryl sulfonates; Lignosulfonates; sulfonated cresol-formaldehyde resins; Formaldehyde-naphthalenesulfonic acid condensation products; Carbacyl aminosulfonic acid such as N-oleoyl-N-methyl-taurine and others.

In order to obtain perfect printing inks according to the present invention, the maximum grain size should be equal to or smaller than 0.03 mm. The fine distribution of the amine in the dispersions should be so good that no disruptive settling of the base particles occurs during storage of the padding liquor. This is generally the case with a grain size distribution that obeys Ramler-Rosin's law, in which the "mean grain size d '" is equal to or less than 0.005 mm.

The dispersions consist of about 25 to 60% base and about 4 to 15% of the dispersant. They can also contain an agent such as glycol or glycerine to freeze or dry out Avoid using a fungicide, such as pentachlorophenol, to prevent any mold growth during to suppress prolonged storage.

As with the procedure according to DT-AS 22 49 533, the combinability with acid-resistant, reactive dyes fixable by one of the known two-phase fixing processes and in organic dyes Acids soluble phthalocyanine condensation dyes (Ingrain types) given. Dispersions of different amines can also be used together be ducked, whereby - unlike the usual dye salt imprint - a level mixed tone is obtained will.

As acidic agents that are present in the printing pastes to prevent the formation of the diazonium compound from the amine and the nitrite and thus to enable the coupling to the azo dye according to the invention mostly acids of organic nature, e.g. B. formic acid, acetic acid, glycolic acid, Lactic acid, gluconic acid, tartaric acid, citric acid or mixtures of these acids are used. However are also certain inorganic acid salts such as monosodium dihydrogen phosphate, Sodium hydrogen sulfate or aluminum sulfate can be used.

Diazotization and coupling take place immediately in the case of the base dispersions according to the invention after printing, but a little slower than with direct printing of real dye salts or already diazotized real bases. As a result of this slowing down of the coupling process, the components more time for migration and diffusion, so that a much better print through is obtained. This factor is particularly important in the production of African prints.

The following examples are intended to explain the method of operation according to the invention in more detail, but without them to restrict. The color index numbers given in the examples for the dyes used were taken from the 3rd edition in 1971. The quantities or percentages for the Substances used according to the invention mean - unless otherwise specified - parts by weight or Weight percent.

example 1

A bleached and mercerized cotton fabric is placed on a foulard with a hot primer bath padded, which was prepared as follows:

20 parts of 2-hydroxynaphthalene-3-carboxylic acid phenylamide (CI no. 37505) can be poured over a mixture of 20 parts of ethanol, 10 parts of 38% sodium hydroxide solution and 30 parts of water at 40 ⁰ C and dissolved by stirring. This stock solution is introduced into a hot solution of 10 parts of 38% strength sodium hydroxide solution, 10 parts of a protein degradation product-fatty acid condensate and 30 parts of sodium nitrite in 900 parts of hot water.

The liquor pick-up is 800 g per kg of dry goods.

After a short ventilation, the goods are dried and then on a Rouleaux printing machine printed with a printing paste prepared as follows:

20 parts of a 50% strength aqueous dispersion of 4-nitro-2-aminoanisole (with 7% of a sulfonated Cresol-formaldehyde resin as a dispersant) are mixed with 200 parts of water and after addition of 30 parts of tartaric acid and 40 parts of lactic acid

stirred into 400 parts of a conventional hydroxyethyl cellulose thickening and then rinsed with water or thickening

Thickening is stirred in and made up to 1000 parts of paste with water or thickening

thickening set to 1000 parts of paste The printed goods are now dried and

After the usual aftertreatment of the textile material, which is finally rinsed, washed and printed as usual, a scarlet pattern results. Dries A scarlet print pattern is obtained with very good color yield and the customary, customary fastness properties. Fastnesses. . . . .

U e ι s ρ ι e ι receives identical results as in the example above

if you replace the one given there as in Example 1 primed cotton fabric

ReZi-ptur here one of the following printing pastes ver io is printed with a printing paste that is as follows

turns: was prepared:

20 parts of an aqueous dispersion of 4-nitro 20 parts of a dye preparation which can be obtained by drying

2-amino-anisGJ (with 7% of a condensation product kenmahlung a mixture of equal parts

from 1 mole of nonylphenol and 10 moles of ethylene oxide as 5-nitro-2-amino-anisole and formaldehyde-naphtha

Dispergants) are mixed with 200 parts of water in a beater mill

stirs and after the addition of 40 parts of 85% strength ant was obtained, with about 50 parts of hot

acid and 20 parts of monosodium phosphate mixed in 400 parts of water.

a usual Hydroxyäthylcellu! > se thickening insert with 150 parts of cold water becomes 40 parts

stirred and then added with water or thickener to lactic acid and 40 parts of 85% formic acid.

1000 parts paste set. 30 given and 400 parts of a conventional hydroxyethyl

Stir in 20 parts of a 50% strength aqueous dispersion of cellulose thickening. Then the

4-Nitro-2-aminoanisoJ (with 7% of a condensation preparation with water or thickening to 1000 parts

Product made from 1 mole of a mixture [about 1: 1] paste.

from stearyl and oleyl alcohol with 8 moles of ethylene oxide.

as a dispersant) with 200 parts of water 15 printed goods results in a blue-red print pattern

stirred and after the addition of 40 parts of 85% strength with the usual fastness properties.

Formic acid and 25 parts of acetic acid in 400 parts. . . ,

an example of a conventional hydroxyethyl cellulose thickening

stirred and then with water or thickening on bleached cotton fabric. is on a fou-

1000 parts paste set. 3 ° lard (liquor pick-up 800 g per kg dry goods)

The dispersion was prepared by using a hot primer bath prepared as follows

grind in a stirrer filled with siliquarzite pearls:

factory ball mill. 20 parts of 4,4'-bis (acetoacetylamino) -3,3'-dimethyI-

n · j, j are diphenyl in a 95 ° C bath of 1000 parts

^μ 35 water, 20 parts of 38% sodium hydroxide solution, 30 parts

A cotton fabric primed as in Example 1, sodium nitrite and 10 parts of a protein degradation fat

is entered on a film printing machine with a pressure acid condensation product and through

paste printed, which was prepared as follows: brief boiling solved.

20 parts of a 45% aqueous dispersion of

3-Nitraniline (dried with 10% of a lignin sulfonate as dispersed product and then with a like

gating agent) are mixed with 200 parts of water and then the following prepared printing paste is printed:

. And after the addition of 30 parts of tartaric acid and 25 parts of 20 parts of a 40% strength aqueous dispersion of

Acetic acid in 400 parts of a gum ethereal 5-nitro-2-amino-toluoI (with 7% of a sulfonated

thickening stirred in and mixed with water or thickening cresol-formaldehyde resin as a dispersant)

adjusted to 1000 parts of paste. 45 mixed with 200 parts of water and after adding

The goods printed in this way are then dried and 40 parts of lactic acid and 40 parts of ants are then rinsed as usual, washed and acid-dried in 400 parts of a customary hydroxyethyl cellu. A print sample is obtained in a full, loose thickening and stirred in with water or clarifying Orange shade with the usual fastness properties. thickening adjusted to 1000 parts paste.

If, in the above example, 50 is used as the diazotizable one, after the customary aftertreatment of the

Amine 30 parts of a 40% strength aqueous dispersion of textile goods with a golden yellow pattern in good yield and

of 2-amino-1-methoxybenzene-4-sulfonic acid-n-butyl- in the usual fastness properties,

amide, you get a full, clear, red print _. . ,,

sample. Example 6

B eis ρ ie 1 3 ⁵⁵ A cotton fabric primed as in Example 1

is treated with a printing paste prepared as follows

A cotton fabric primed as in example 1 prints:

is printed with a printing paste containing 30 parts of a solution of one part of 4'-amino-

was prepared: 4'-Amino-2,3'-dimethyl-azobenzene in one part each

20 parts of an aqueous dispersion of 4-nitro-60 methylglycol and castor oil-ethylene oxide condensate

2-arnino-toluene (obtained by mixing are in a mixture of 50 parts of 85% ant

45 parts of dry-ground 4-nitro-2-aminotoluene, acid and 500 parts of water. This dispers

7 parts of nonylphenol and -ekaglykoläther, 15 parts of sion is in 400 parts of a conventional hydroxyethyl

Ethylene glycol, 3 parts of n-butanol and 30 parts of cellulose thickener are stirred in and then mixed with '

Water in.ein dissolver) are made with 200 parts 65 water to 1000 parts paste.

Water 'and, after adding 40 parts, after drying, rinsing, washing and drying

Lactic acid and 40 parts of 85% formic acid in the goods printed in this way give a full one

400 parts of a standard hydroxyethyl cellulose Ver Bordo sample.

Claims (1)

1 ι ² Ζ- bases) first dissolved in water, with organic Patent application Acids are added and the thickening of the print * * ^{F is} because of the conversion of these bases into the / Process for the bonding of cellulose-containing, couplable diazonium burners necessary SL or consist exclusively of cellulose material - 5 sodium nitrate is previously used together with the Napfc, the textiles, in which one previously applied with / J-Ethol preparation by pre-priming on the textile f droxynaphthoic acid arylidene or acetoacetic acid material freshened up by spontaneous diazoic acid "Vyliden primed with the addition of sodium nitrite and coupling on the fiber is the result of the finished product 'Material with a printing paste made from a dispersion (coupling) dye. an amine suitable for the ice color technique, io With this method, the inconvenient one falls acting agents, optionally reactive borrowed diazotization process, and on the other hand dyes or phthalocyanine developing color i * the shelf life of the printing pastes is unlimited, since fabrics, as well as a thickening and after they do not contain any decomposing diazo compounds, the printing and drying, if necessary in The only disadvantage and main reason that Connection to so-called two-phase fixing methods has so far not been a major technical one drive for reactive dyes, as usual by "has acquired meaning, can then be seen that Washing, soaping and rinsing ready, so this process can only be used for bases, G e k e η η ζ e i c h η e t that the chlorohydrates or sulfates for the ice color are readily soluble in water technically suitable amine in the printing paste as are. It was therefore not previously possible to use water-based textile Dispersion with a maximum grain pressure in practice is largely complete size equal to or smaller than 0.03 mm is available to be able to offer a color palette, and that the dispersant of the dispersion There has now been a method for printing on is cationic, anionic or nonionic in nature, cellulose-containing or exclusively made of cellulose, whereby Dispersant of the general formula material found in existing textiles, in which one 25 that previously with / S-Hydroxynaphthoesäurearyüden or R_O-Ar-CH ₂ -Ar-O- (CH ₂ -CH ₂ -O-) nR Acetoacetic acid aryuds with the addition of sodium nitrite-primed material with a printing paste in which R is an alkyl radical with 1 to 3 carbon atoms and a dispersion of a ge-Ar for the ice color technique is an aryl radical and η stands for a number of suitable amines, acidic agents, given -7 to about 50, are excluded. 3 »if reactive dyes or phthalocyanine developers lungs dyes and a thickening and printed after printing and drying, if necessary im Connection to so-called two-phase fixing process for reactive dyes, as usual by washing, A process for printing soaps and rinses has already been completed, which is characterized by cellulose content and made exclusively of cellulose, that is that which is suitable for the ice color technique material proposed using existing textiles, the amine in the printing paste as an aqueous dispersion is characterized in that the previously with / S-Oxy- a maximum grain size equal to or smaller than üiaphthoesäurearyliden or Acetoessigsäurearyüden 0.03 mm is present and that the dispersant of Material 40 primed with the addition of sodium nitrite Dispersion of a cationic, anionic or nonionic nature with a printing paste from a dispersion one for is, wherein dispersants of the general formula the ice color technique suitable amine, acidic agents, optionally reactive dyes or R-O-Ar-CHj-Ar-O-CCHj-CHj-O- ^ R Phthalocyanine developing dyes, as well as one Thickening and printed after printing and 45 in which R is an alkyl radical with 1 to 3 carbon atoms and Ar drying, optionally following what is known as an arylene radical and η stands for a number of two-phase fixing processes for reactive dyes, such as 7 to about 50 , are excluded, usually finished by washing, soaping and rinsing. For the preparation of the dispersion according to the invention is, wherein the dispersion can be used as a dispersant for the formation of the diazo component general formula 50 amines are used: