DE2555808A1 - TRANSFER PRINT ON TEXTILE MATERIAL - Google Patents

Description

The invention relates to transfer printing on textile material using an organic-aqueous printing ink; the organic-aqueous printing ink as such as well as the textile material printed in the transfer printing process.

Printing inks on a purely organic or purely aqueous basis and their use for printing on carrier materials, especially paper and its use in transfer printing are known.

It has now surprisingly been found that too aqueous preparations for the manufacture of organic-aqueous Printing inks, especially for gravure and flexographic printing processes, can be used without adverse effects such as reagglomerations occurring.

The invention thus relates to transfer printing on textile material using an organic-aqueous based printing ink, containing in addition to at least one binder, at least one organic solvent and optionally water, an aqueous, low-dispersant, highly concentrated dye or optical brightener preparation from water-insoluble to poorly soluble transferable dyes or optical brighteners, the particle size of which is smaller than 10 μg> in particular smaller than 2 μ, these preparations at least 10 percent by weight and in particular 20 to 30 percent by weight water, min-

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at least 30 percent by weight, in particular 35 to 65 percent by weight, preferably 40 to 60 percent by weight of a finely dispersed, water-insoluble to sparingly soluble transferable Dye or optical brightener and a mixture consisting of at most 10 percent by weight, in particular 1 to 5 percent by weight, of an anion-active dispersant, at most 5 percent by weight, in particular 1 to 3 Percent by weight, of a non-ionic dispersant and at most 35 percent by weight, in particular 5 to 20 percent by weight, of a hydrotropic agent and possibly other additives "

The transferable dyes that are insoluble to sparingly soluble in water are those which are used in the framework of this Definition are suitable for the transfer printing process, in particular Disperse dyes, which at atmospheric pressure between 150 and 220 ° C to at least 60% in less than 60 seconds in the vapor state, are heat-stable and transferable without decomposition.

Examples of such disperse dyes are the monoazo dyes of the formula

• N = N-

S and Y each represent an alkyl radical with 1 to 4 carbon atoms,

OH ^ C-NH - c! ^N C = N CH ₃ = N

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NO «

H ₃ C

N = N-CH

CO-CH,

CO-NH

and especially the quinophthalone dye of the formula

^0H

ti ο

and the anthraquinone dyes of the formulas

NH-Z

(Z «= alkyl with 1 to 4 carbon atoms),

O - R

0 OH

(R = alkyl or aryl)

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CO-OR ₁

O NH,

(R, = alkyl with 3 to 4 carbon atoms),

0 NHCIL

0 NHCH,

0 NH-A

(A = alkyl or aryl), as well as the brominated or chlorinated L, 5-diamino-4,8-dihydroxyanthraquinones called.

The choice of dyes for dye combinations is also important, because only dyes that are in their Transfer characteristics are similar, should be combined in the transfer process.

In addition, it is also possible to use mixtures of the same or different types of dyes within the scope of the definition and to use transferable optical brighteners in the aqueous dye preparations.

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The following are, for example, suitable anion-active dispersants:

Sulphated primary or secondary purely aliphatic Alcohols whose alkyl chain has 8 to 18 carbon atoms, e.g. sodium lauryl sulfate, potassium α-methylstearyl sulfate, Sodium tridecyl sulfate, sodium oleyl sulfate, potassium stearyl sulfate, or the sodium salts of coconut fatty alcohol sulfates;

sulfated unsaturated higher fatty acids or fatty acid esters, such as oleic acid, elaidic acid or ricinoleic acid, or their lower alkyl esters, e.g. ethyl, propyl or butyl esters, and oils containing such fatty acids, such as olive oil, Castor oil, rapeseed oil;

with the help of an organic dicarboxylic acid, such as maleic acid, Malonic acid or succinic acid, but preferably with an inorganic polybasic acid such as o-phosphoric acid or, in particular, sulfuric acid, adducts of 1 to 20 mol of ethylene oxide converted into an acidic ester to fatty amines, fatty acids or aliphatic alcohols with 8 to 20 carbon atoms in the alkyl chain, e.g. to stearylamine, Oleylamine, stearic acid, oleic acid, lauryl alcohol, myristyl alcohol, stearic alcohol or oleyl alcohol, e.g. the ammonium salt of sulfated lauryl alcohol triglycol ether or from 1 to 5 moles of ethylene oxide on alkylphenols, such as the acidic sulfuric acid ester of the adduct of 2 moles of ethylene oxide in 1 mole of ρ-nonyphenol, the acidic sulfuric acid ester of the adduct of 1.5 moles of ethylene oxide with 1 mole of p-tert-octylphenol, the acidic sulfuric acid ester of Addition product of 5 months! Ethylene oxide on 1 mole of p-nonylphenol, of the acidic phosphoric acid ester of the adduct of 2 moles of ethylene oxide with 1 mole of p-nonylphenol, the acidic Maleic acid ester of the adduct of 2 moles of ethylene oxide with 1 mole of ρ-nonylphenol;

sulfated esterified polyoxy compounds, e.g. sulfated partially esterified polyhydric alcohols such as the Sodium salt of the sulfated monoglyceride of palmitic acid;

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instead of the sulfates, esters with other polyvalent ones can also be used Mineral acids such as phosphates can be used;

primary and secondary alkyl sulfonates, their alkyl chain Contains 8 to 20 carbon atoms, e.g. ammonium decyl sulfonate, Sodium dodecyl sulfonate, sodium hexadecanesulfonate, and sodium stearyl sulfonate;

Alkylarylsulfonates, such as alkylbenzenesulfonates with straight or branched alkyl chain with at least 7 carbon atoms, e.g. sodium dodecylbenzenesulfonate, 1,3,5,7-tetramethyloctylbenzenesulfonate, Sodium octadecylbenzenesulfonate; such as alkyl naphthalene sulfonates, e.g., sodium 1-isopropyl naphthalene-2-sulfonate; Sodium dibutylnaphthalene sulfonate; or like Dinaphthylmethanesulfonate, e.g. the disodium salt of di- (6-sulfonaphthyl-2) methane;

Sulfonates of polycarboxylic acid ester ^ e.g. sodium dioctyl sulfosuccinate, Sodium dihexyl sulfophthalate;

the soaps called sodium, potassium, ammonium, N-alkyl, N-hydroxyalkyl, N-alkoxyalkyl or N-cyclohexylammonium or hydrazinium and morpholinium salts of fatty acids with 10 to 20 carbon atoms, such as lauric, palmitic, stearic or oleic acid, of naphthenic acids, of resin acids, such as Abietic acid, e.g. the so-called rosin soap;

Esters of polyalcohols, in particular mono- or diglycerides of fatty acids with 12 to 18 carbon atoms, e.g. the monoglycerides of lauric, stearic, palmitic or oleic acid, and the fatty acid esters of sugar alcohols, such as sorbitol, sorbitans and sucrose, for example sorbitan monolaurate (Span 20), -palmitate (Span 40), -stearate (Span 60), -oleate (Span 80), -sesquioleate, -trioleate (Span 85) or their Oxyethylation products (Tween).

Condensation products of aromatic sulfonic acids with have proven particularly advantageous as anionic dispersants Formaldehyde, such as condensation products from formaldehyde and naphthalenesulfonic acids or from formaldehyde, naphthalenesulfonic acid and benzenesulfonic acid, or a condensation product

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Raw cresol, formaldehyde and naphthalenesulphonic acid, then lignosulphonates and polyphosphates.

Usually the anionic dispersants are in the form of their alkali salts, their ammonium salts, or their water-soluble ones Amine salts. Advantageously, qualities that are poor in foreign electrolytes are to be used. It is also possible, Use mixtures of anionic dispersants.

Examples of non-ionic dispersants that are mentioned are:

Addition products of e.g. 5 to 50 moles of alkylene oxides, in particular of ethylene oxide, with individual ethylene oxide units replaced by substituted epoxides, such as styrene oxide and / or Propylene oxide, can be replaced with higher fatty acids or with saturated or unsaturated alcohols, mercaptans or amines with 8 to 20 carbon atoms, or on alkylphenols or alkylthiophenols, the alkyl radicals of which have at least 7 carbon atoms;

Reaction products from higher molecular weight fatty acids and hydroxyalkylamines. These can be prepared, for example, from higher molecular weight fatty acids, preferably those with about 8 to carbon atoms, e.g. caprylic acid, stearic acid, oleic acid and especially the acid mixture summarized under the collective term "coconut oil fatty acid ¹ ", and hydroxyalkylamines, such as triethanolamine or preferably diethanolamine, and mixtures of these amines , where Ή reaction takes place in such a way that the molecular quantitative ratio between hydroxyalkylamine and fatty acid is greater than I, for example 2: 1. Such compounds are described in American patent specification No. 2.089.212;

Alkylene oxide, especially ethylene oxide condensation products, whereby individual ethylene oxide units are replaced by substituted epoxides such as styrene oxide and / or propylene oxide could be.

Fatty alcohol polyglycol ethers, particularly those with more than 20 moles of ethylene oxide proved, such as

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Cetyl stearyl alcohol etherified with 25 mol of ethylene oxide, Stearyl oleyl alcohol etherified with 80 mol of ethylene oxide and Oleyl alcohol etherified with 20 mol of ethylene oxide. Furthermore, phenol ethers such as p-nonylphenol are etherified very well with 9 moles of ethylene oxide, ricinoleic acid ester with 15 moles of ethylene oxide and hydroabietyl alcohol etherified with 25 moles of ethylene oxide.

These nonionic dispersants are said to be advantageous be low in electrolytes. Mixtures of such agents are possible and some of them have synergetic effects.

Hydrotropic agents which are used in the aqueous dye preparations according to the invention are to be understood as meaning those which are capable of converting the water-insoluble or sparingly soluble transferable dyes or optical brighteners into a much more soluble form without causing a chemical reaction between the dye or optical brightener and the hydrotropic substance takes place. These compounds should be soluble in water. Examples of substances having these properties are: hydrotropic salts, such as sodium benzoate, sodium benzenesulphonic acid, sodium p-toluenesulphonic acid or sodium N-benzylsulphanilic acid. In this context, however, nitrogen-containing compounds have proven to be particularly advantageous, such as urea and its derivatives, for example dimethylurea, or the amides, such as acetamide and propionamide.

Thanks to this combination of anion-active and non-ionic dispersants with the hydrotropic agent, it is possible to obtain preparations which are low in dispersant on the one hand and rich in dye on the other hand and which are characterized above all by their stability in both heat and cold in a temperature range of around minus 1O ° C to plus 60 ⁰ C; due to their storage stability of several months; through the free flow; due to their finely dispersed form and above all due to their low viscosity in the range from about 1 to 100O cP / 20 ° C.

If desired and necessary, additional properties-improving additives can be added to these preparations, such as

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e.g., hygroscopic agents, e.g., glycols or sorbitol; Anti-rust agents, e.g. ethylene glycol, monopropylene glycol; Antimicrobics; Fungicides, e.g., aqueous formalin solution; Antifoam agents and viscosity improvers, such as carboxymethyl cellulose or silicic acid aerosil 300, which increase the viscosity of the printing ink and prevent sedimentation of the dye or optical brightener.

Thanks to the high dye content and the low content In terms of dispersants and thickening agents, these preparations can be used with too low a viscosity (approx. 20 to 700 cP / 20 ° C, corresponding to approx. 15 up to -200 seconds in the Ford cup 4), organic-aqueous printing inks with sufficient dye or optical brightener concentration.

These organic-aqueous printing inks are produced according to methods known per se, e.g. by using the aqueous preparations in the organic solvent or solvent mixture in the presence of a binder and optionally diluted with further addition of water or stirred under strong turbulence.

The following organic solvents are particularly suitable: the first members of the straight and branched ones aliphatic monohydric and dihydric alcohols, such as methanol, ethanol, n- and iso-propanol and ethylene glycol, or mixtures such alcohols, such as a mixture of methanol and isopropanol, also mixtures of such alcohols with gasoline with boiling points between 110 and 180 ° C, in a ratio of> 3: 1, with aliphatic ketones, such as a mixture of ethanol / methyl ethyl ketone and ethanol / methyl isobutyl ketone or with nitroparaffins, such as isopropanol / nitromethane. It is advisable to limit oneself to these solvents and their mixtures, because they do not dissolve the transferable dyes or optical brighteners in question too much and on the other hand evaporate sufficiently quickly. Furthermore, it must be possible to combine them with a certain proportion of water without a mixing gap.

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Especially valuable have been found: aliphatic alcohols such as methanol, ethanol, propanol, isopropanol, mixtures of such alcohols, such as methanol / isopropanol, or mixtures of such alcohols with gasoline with a boiling range from 110 to 180 ⁰ C or with aliphatic ketones, such as a mixture of ethanol / methyl ethyl ketone.

Effective binders in these organic, water-based printing inks are used, the dye dispersion should stabilize

see brighteners

ren, little or no affinity for the dyes used, opti- / and solvents, just hold them on the printed area of the inert carrier without changing them, and remain completely on the carrier material after the thermal transfer process. Preferred binders are those in the mixture of water / organic solvent or mixture of organic solvents are soluble and, for example, dry quickly and completely in a stream of warm air and a Form a fine film on the carrier and be able to bind the dye well, i.e. rubbing-proof. It is also important that the binding agent - in the case of combinations at least one of the components - of the printing ink a certain amount for the printing process give the required viscosity. In this context, cellulose esters such as nitrocellulose have proven to be particularly suitable and cellulose butyrate; Cellulose ethers, such as methyl, ethyl, propyl, isopropyl, benzyl, hydroxypropyl or cyanoethyl cellulose; Polyvinyl acetate; Polyvinyl alcohol; Zein (a protein made from corn); Melamine and urea-formaldehyde condensation products ; Alcohol-soluble polyamides and, in particular, those based on polyacrylics, including polyacrylic acid alkyl (Ci-Cg) esters and methacrylic acid alkyl (C-Co) esters are to be understood; also the alcohol- and alkali-soluble acidic, modified ones Colophony, maleate, alkyd and phenolic resins in combination with e.g. triethanolamine, or ketone resins.

In this context, a printing ink on an organic-aqueous basis is also claimed, containing in addition to min-

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At least one binder *, at least one organic solvent and optionally water an aqueous, low-dispersant, highly concentrated preparation of dye or optical brightener of water-insoluble or sparingly soluble transferable dyes or optical brighteners, the particle size of which is smaller than 10 ti, in particular smaller than 2 JU is characterized in that these preparations contain at least 10 percent by weight of water, at least 30 percent by weight of a finely dispersed water-insoluble to sparingly soluble transferable dye or optical brightener and a mixture consisting of at most 10 percent by weight of an anionic dispersant, at most 5 percent by weight of a nonionic dispersant and at most Contain 35 percent by weight of a hydrotropic agent and optionally other additives.

The total water content of such an organic-aqueous printing ink is preferably between 5 and 50 percent by weight and in particular between 20 and 30 percent by weight. Particularly powerful printing inks are those which dry quickly on the carrier, such as paper, for example. Printing inks which contain the following preparations as preparations are preferred: a) 40 to 60 percent by weight of the dye of the formula

OH

W-

0 ^

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na salt),
1 to 3 parts by weight of cetyl stearyl alcohol, etherified with

25 moles of ethylene oxide,

0.5 to 2 percent by weight of 357% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, ■ 5 to 20 percent by weight of urea and 20 to 30 percent by weight of water.

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b) 40 to 60 percent by weight of the dye of the formula

0.1 to 5 percent by weight of an anion-active condensation

Product of naphthalenesulfonic acid with formaldehyde (Na-Salz), . . 1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 moles of ethylene oxide,

0.5 to 2 percent by weight of 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea and 20 to 30 percent by weight water.

c) 35 to 65 percent by weight of the dye of the formula

.0

: n

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfpic acid with formaldehyde (Na-Salz),

1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 mol of ethylene oxide,

0.5 to 2 percent by weight 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea, and more than 10 percent by weight water.

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d) 40 to 60 percent by weight of the dye of the formula

O, NHCHo

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-Salz),

1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 moles of ethylene oxide,

0.5 to 2 percent by weight 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea and

20 to 30 percent by weight water.

e) 40 to 60 percent by weight of a dye mixture of the dyes of the formulas

and

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-Salz), up to 3 percent by weight of cetyl stearyl alcohol etherified with 25 mol of ethylene oxide,

up to 12 percent by weight 1,2-propylene glycol, 0.5 to 2 percent by weight 35% aqueous formalin solution,

5 to 20 percent by weight urea and 20 to 30 percent by weight water.

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f) 40 to 60 percent by weight of the dye of the formula

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na salt),

1 to 3 percent by weight of cetyl stearyl alcohol is etherified with 25 moles of ethylene oxide,

0.5 to 2 percent by weight 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 weight percent urea, 0.2 weight percent of an antifoam agent and 20 to 30 percent by weight water.

g) 35 to 65 percent by weight of the dye of the formula

0 'NH,

0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-Salz),

1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 mol of ethylene oxide,

0.5 to 2 percent by weight 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea, 0.1 percent by weight of an antifoam agent and more than 10 percent by weight of water.

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The carrier materials that are printed with such organic-aqueous printing inks are known and exist expediently made of a flexible, preferably spatially stable flat structure, such as a tape, strip or film, with an advantageously smooth surface. These carrier materials must be heat-stable and consist of the most diverse Types of mainly non-textile materials, such as metal, such as an aluminum or steel foil, or an endless belt made of stainless steel, plastic, paper or cellophane, preferably pure unpainted cellulose parchment paper, the optionally can be coated with a film made of vinyl resin, ethyl cellulose, polyurethane resin or Teflon.

The optionally filtered organic-aqueous printing inks are applied to the carrier material, for example by spraying, coating or, more effectively, by printing in places or over the whole area. You can also use the ■ Apply a multi-colored pattern to the carrier material or one after the other in a basic tone and then with the same or print different patterns. After the printing ink has been applied to the carrier material, this is e.g. warm air flow or by infrared radiation.

The carrier materials can also be printed on both sides, with different colors and / or for the two sides Pattern can be chosen. In order to avoid the use of a printing machine, the printing inks can e.g. Spray gun can be sprayed onto the carrier materials. You get particularly interesting effects when you work at the same time prints or sprays more than one shade onto the substrate. Certain patterns can be created e.g. by using Stencils can be obtained, or artistic patterns with the brush. If you print the carrier material, you can do a variety of things Use printing processes such as letterpress printing (e.g. letterpress, flexographic printing), gravure printing (e.g. Rouleaux printing), Screen printing processes (e.g. rotary printing, film printing) or electrostatic printing processes.

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The transfer from the carrier material to the organic material to be printed is carried out in the usual way by the action of heat. For this purpose, the treated carrier materials are brought into contact with the organic materials to be printed, in particular textile materials, and kept at about 120 to 210 ^° C. until the dyes or optical brighteners applied to the carrier material have been transferred to the textile material. Usually 5 to 60 seconds are sufficient for this.

The heat can be applied in various known ways, e.g. by passing through a hot heating drum, a tunnel-shaped heating zone or by means of a heated roller, advantageously in the presence of a pressure-exerting, unheated one or heated counter roll or a hot calender, or by means of a heated plate, optionally under Vacuum created by steam, oil, infrared radiation or microwaves are preheated to the required temperature or are in a preheated heating chamber.

■ After the end of the heat treatment, the printed organic material is separated from the carrier material. This organic Material 'need no post-treatment, neither a steam treatment, to fix the dye or optical brightener, or washing to improve the fastness properties.

For printing according to the transfer printing process, see basically all synthetic fibers, as far as their thermal resistance compared to the procedure is sufficient. Polyester, polyacrylonitrile and polyamide fibers, cellulose 2% - come in practical terms. and triacetate fibers and mixtures with one another or admixtures of cellulose or protein fibers.

The following examples illustrate the invention, without limiting them to that. Unless otherwise stated, parts are parts by weight and temperatures are in degrees Celsius indicated.

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A. Preparation of the preparations

example 1

500 parts of the coarsely crystalline, dry dye of the formula

0 NH,

O OH

are in a pre-prepared solution of 25 parts of an anion-active Dispersing agent (sodium naphthalenesulfonic acid condenses with formaldehyde), 10 parts of a fatty alcohol polyglycol ether as a nonionic dispersant (cetyl, stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts 35% aqueous formalin solution, 100 parts of 1,2-propylene glycol as antifreeze and 118 parts of urea as hydrotropic Stabilizer in 147 parts of water with vigorous stirring (dissolver or Lödige mixer) slowly added and during homogenized and deaerated for approx. 1 hour.

This 55% mixture of dyestuff is then ground in a sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) for about 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose overwhelming majority of the particles are smaller than 5 μ . By adding a further 90 parts of water, which, if necessary, contains a pre-determined percentage by weight of carboxymethyl cellulose as a thickening agent in order to bring the final viscosity into the ideal range of 500 to 1000 cP (Brookfield viscometer; 30 rpm), the finely ground dispersion is applied to the Dye content diluted by 50% (yield: 1000 parts).

The free-flowing aqueous treatment remains completely unchanged and lasts even after several months of storage Temperatures from -15 ° to + 40 ° are harmless.

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Instead of the specified dye, the anion-active dispersant is used, the nonionic dispersant and the hydrotropic agent equal parts of the components given in the following table, proceed in others as stated, one also obtains storage-stable, free-flowing aqueous dye preparations with analogous Properties, their dye content and the respective grinding time is determined by the dye and between 40 and 60 percent by weight, respectively. 5 to 10 hours.

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Tabel

Example no .:

dye

anion active
Dispersants

non-ionogenic dispersant

hydrotropes

middle

0 NH-CH.

O NH-CH,

Lignin sulfonate

Fatty alcohol polyglycol ethers (stesryl / oleyl alcohol etherified with 80 mol A-ethylene oxide)

Ac etamide

Polyphosphate
(Calgon®>

Ph eno lather
(ρ-Rony! phenol etherified with 9 mol A etb y1enoxide).

urea

O NH

Condensation product from approx. 2 mol
Naphtha sulfonic acid and 1 McI
formaldehyde

Mixture of 6 parts of ricinoleic acid ester with 15 mol of ethylene oxide with 1 part fatty alcohol ο lpo I'yg lyko l "ä tb er (Cetyl / steary alcohol etherified with 25 Mole of ethylene oxide)

Acetamide

or

OO

CO

Continuation of the table

O'CCt QO IX> CJ *

E.g.
No.: dye anion active
Dispersants nicbtionogenes
Dispersants bydrotropes
middle 5 O NH ₀
^ v / ^ vcX ^ s ^ S Cl
O NH ₂ Condensation pro-
• product made of naphtba
linsulfonic acid,
Formaldehyde and
Benzenesulfonic acid FettalkobοlpoIy-
glycol oil
(Oleylalkcbol
etherified with 20
Mol of acetylene oxide) Ac etamide 6th OH
CH ₃ - C-HN- ^ J> -N = N- / j).
° ^CH 3 Lignin sulfonate Hydroabietyl alcohol
Bol eschewed
with 25 moles of
1enoxide Dimetby! Harn
material 7th O NH ₂
i ^ Ylf ^ T ^0CH 3
11 ·
O NH ₂ Mixture of 1 part
Condensation
product from Rob-
kresol, Forrr.alde-
byd and Napbtba-
linsulfonic acid
with 1 part lignin
sulfonate Fatty alcohol poly
glycol ether
(Cetyl / stearyl
alkobol dies
with 25 moles of aetby
1 enoxide ^) Dimetbylbarn-
material

Continuation of the table ''

E.g.

No.:

dye

Geraisch of the dyes (% rw.%) Ex. 1 387. Ex. 2 47.5% Ex. 3 14.5%

anionic dispersant

Condensation product from 2 mol Na pb tba1insulf ons'dure and 1 mole of formaldehyde (low in salt)

Condensation product from approx. 2 moles of naphthalenesulfonic acid and -1 mole of formaldehyde

non-ionic dispersant

hydrotropes

'Iittel

F e t ta lkoh o lpo Iyglycol ether (Cetyl / stearyl alcohol etherified with 25 moles of ethylene oxide)

urea

F et talkoh olpoIyglycolether (Cetyl / stearyl alcohol etherified with 25 mol of ethylene oxide)

urea

ZfSBBuB

Example 10

500 parts of the dry dye of the formula

0 NH,

OH

are in a solution of 30 parts of an anion-active dispersant (condensation product of about 2 moles of cresol, 0.2 moles of 2-naphthol-6-sulfonic acid and 3 moles of formaldehyde) and 110 parts .Guanidine chloride as a hydrotropic agent in 220 parts of water and 50 parts Monopropylene glycol slowly added with vigorous stirring and homogenized and deaerated for about 1 hour. This 55% mixture of dyestuff is then ground in an open mill using 2000 parts of silicon quartzite balls (1 mm diameter) for about 10 hours. After this time, a dispersion is obtained, the particle size of which is less than 5 microns . By adding a further 60 parts of monopropylene glycol, 10 parts of 35% aqueous formalin solution and 20 parts of a fatty alcohol polyglycol ether as a nonionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), the millbase is diluted to 1000 parts and used for 15 minutes; homogenized. If necessary, an antifoam agent is also added. It is then separated from the grinding media, giving a free-flowing aqueous preparation with a dye content of approx. 50 percent by weight. This is of low viscosity (500 cP / 20 °) and remains unchanged even during storage for several weeks.

Example 11

500 parts of the dry dye of the formula

O NH-CH

'CH,

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are slowly introduced into a solution of 30 parts of an anionic dispersant (poly-2-naphthylmethanesulfonic acid) and 110 parts of N-methylacetamide as hydrotropic agent in 220 parts of water and 50 parts of monopropylene glycol with vigorous stirring and homogenized and deaerated for about 1 hour. This 55% dye mixture is then ground in an open mill using 2000 parts of silica-quartzite balls (1 mm diameter ) for about 3 hours. After this time, a dispersion is obtained, the particle size of which is less than 5 j * . By adding a further 60 parts of monopropylene glycol, 10 parts of 35% strength aqueous formalin solution and 20 parts of a fatty alcohol polyglycol ether as a nonionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), the millbase is diluted to 1000 parts and homogenized for 15 minutes. If necessary, an antifoam agent is also added. It is then separated from the grinding media, giving a free-flowing aqueous preparation with a dye content of approx. 50 percent by weight. This is of low viscosity (500 cP / 20 °) and remains unchanged even during storage for several weeks.

Example 12

500 parts of the pure dry active ingredient of the optical brightener of the formula

are in a solution of 17 parts of an anionic dispersant (Formaldehyde, condensed with naphthalenesulfonic acids! Sodium) and 125 parts of urea as a hydrotropic agent in 230 parts of water and 50 parts of monopropylene glycol under intensive Stirring slowly entered and homogenized and deaerated for about 1 hour. This approx. 53% stirring is then in a closed agitator ball mill (DYNO-MiIl type KDL) ground by means of silicon quartzite balls (1 mm 0) for approx. 4 hours. After this time, a dispersion is obtained, the particle size of which.

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is less than 3 microns; By adding a further 50 parts of monopropylene glycol, 10 parts of 35% formalin solution and 18 parts of a fatty alcohol polyglycol ether as a nonionic dispersant (cetyl stearyl alcohol etherified with 25 mol Ethylene oxide) the millbase is diluted to 1000 parts and. homogenized for 15 minutes. If necessary, a defoamer is also added. Then it is separated from the grinding media, whereby a free-flowing, aqueous preparation with an active substance content of approx. 50 percent by weight receives. The preparation is low-viscosity (<C 100 cP / 20 °).

Example 13

If, in Example 12, the same amounts of one of the formula are used instead of the specified optical brightener

HO OVX

ο L.. L.H.O

C-CH = CH-C

instead of the anion-active dispersant, equal amounts of a sulfonated sulfone mixture of phenol and naphthalene, partially condensed with formaldehyde and instead of the nonionic dispersant, equal amounts of stearyl oleyl alcohol etherified with 80 moles of ethylene oxide using otherwise the same procedure, a preparation of an optical one is obtained Brightener.

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Example 14

480 parts of the coarsely crystalline, dry dye the formula

are in a pre-prepared solution of 24 parts of an anion-active Dispersing agent (sodium naphthalenesulfonic acid condenses with formaldehyde), 10 parts of a fatty alcohol polyglycol ether as a non-ionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formalin solution, 100 parts of 1,2-propylene glycol as Antifreeze and 124 parts of urea as a hydrotropic stabilizer in 172 parts of water with vigorous stirring (Dissolver or Lödige mixer) slowly added and homogenized and deaerated for approx. 1 hour.

The approx. 52% strength dye is then mixed in one Sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) ground for about 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose the vast majority of the particles are smaller than 5 u. By Addition of a further 80 parts of water, if necessary a pre-determined percentage by weight of carboxymethyl cellulose as Contains thickener to bring the final viscosity into the ideal range of 500 to 1000 cP (Brookfield viscometer; 30 rpm) bring the finely ground dispersion to the dye content diluted by 48% (yield: 1000 parts). The free-flowing aqueous treatment remains in place even after several months of storage completely unchanged and withstands temperatures from -15 ° to + 40 ° without damage.

$ 09825/0014

- 26 -

Example 15

320 parts of the coarsely crystalline, dry dye mixture of the formulas

and
0

are in a pre-prepared solution of 5 parts of an anion-active Dispersing agent (sodium naphthalenesulfonic acid condenses with formaldehyde), 2C parts of a fatty alcohol polyglycol ether as a non-ionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formalin solution, 150 parts of 1,2-propylene glycol as Antifreeze and 130 parts of urea as a hydrotropic stabilizer in 190 parts of water with intensive stirring (Dissolver or Lödige mixer) slowly added and homogenized and deaerated for about »1 hour.

This dye mix is then in a Sand mills or preferably in a closed pearl mill using Ottawa sand or siliquarzite balls (1 mm diameter) for approx. 10 hours at a temperature of 20 to 50 ° ground. After this time, a dispersion is obtained, the majority of the particles of which are smaller than 5 microns. By Add another 175 parts of water, one if necessary Pre-determined percentage by weight of carboxymethyl cellulose as a thickening agent, in order to achieve the ideal final viscosity Range from 500 to 1000 cP (Brookfield viscometer; 30 rpm) To bring, the finely ground dispersion is diluted to the dye content of 40% (= 1000 parts). The free flowing aqueous treatment remains completely unchanged even after several months of storage and holds temperatures from -15 ° to + 40 ° without damage.

609826/0 * 94

Example 16

2 ^ 55808

500 parts of the coarsely crystalline, dry dye the formula

0 NH,

¹ //

0 OH

■ are in a pre-prepared solution of 25 parts of an anion-active Dispersing agent (sodium naphthalenesulfonic acid condensed with formaldehyde), 10 parts of a fatty alcohol polyglycol ether as a nonionic dispersant (cetyl alcohol, stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts 35% aqueous formalin solution, 100 parts 1,2-propylene glycol as antifreeze and 118 parts of urea as hydrotropes Stabilizer in 147 parts of water with vigorous stirring (dissolver or LÖdige mixer) slowly added and during homogenized and deaerated for approx. 1 hour.

This 557 ₀ Färb strength material is then anrührung (1 mm diameter) ground in a sand mill or preferably in a closed bead mill using Ottawa sand or Siliquarzitkugeln for about 5 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose overwhelming majority of the particles are smaller than 5 yx . By adding a further 90 parts of water, which if necessary contains a pre-determined percentage by weight of carboxymethyl cellulose as a thickening agent, in order to bring the final viscosity into the ideal range of 500 to 1000 cP (Brookfield viscometer; 30 rpm), the finely ground dispersion is applied to the Dye content diluted by 50% (yield: 1000 parts).

The free-flowing aqueous preparation remains completely unchanged even during storage periods of several months and withstands temperatures from -15 ° to + 40 ° without damage.

609826/0894

24-5 5 S O B

Example 17

400 parts of the coarsely crystalline, dry dye of the formula

are in a prepared solution of 20 parts of an anion-.active Dispersant (sodium naphthalenesulfonic acid condensed with formaldehyde), 20 parts of a fatty alcohol polyglycol ether as a non-icnogenic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formalin solution, 100 parts of 1,2-propylene glycol as Antifreeze and 150 parts of urea as a hydrotropic stabilizer in 190 parts of water with vigorous stirring (Dissolver or Lödige mixer) slowly added and homogenized and deaerated for approx. 1 hour.

This 45% strength dye mixture is then in a Sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) ground for about 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose The vast majority of the particles are smaller than 5µ. By adding another 11 parts of water, one if necessary Pre-determined percentage by weight of carboxymethyl cellulose as a thickening agent, in order to achieve the ideal final viscosity Range from 500 to 1000 cP (Brookfield viscometer; 30 rpm) To bring, the finely ground dispersion is diluted to the dye content of 40% (= 100O parts). The free flowing aqueous treatment remains completely unchanged even after several months of storage and holds temperatures from -15 ° to + 40 ° without damage.

809825/0394

* · · Ι is 2f55808

Example 18 *

482 parts of the coarsely crystalline, dry dye of the formula

0 ϊίΗ-CH

are in a vorprä'parierte solution of 20 parts of an anion7 active dispersant (sodium naphthalenesulfonic acid condenses with formaldehyde), 15 parts of a fatty alcohol polyglycol ether as a non-ionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formal in Ib'sung, 100 parts of 1,2-propylene glycol as Antifreeze and 120 parts of urea as a hydrotropic stabilizer in 145 parts of water with vigorous stirring (Dissolver or Lb'dige mixer) slowly added and homogenized and deaerated for about 1 hour.

This 54% dye stirring is then in a Sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) ground for about 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose the vast majority of the particles are smaller than 5 u. By Addition of a further 108 parts of water, if necessary a pre-determined percentage by weight of carboxymethyl cellulose as Contains thickener to bring the final viscosity into the ideal range of 500 to 1000 cP (Brookfield viscometer; 30 rpm) bring the finely ground dispersion to the dye content diluted by 48.2%. The free flowing aqueous treatment remains completely unchanged even after several months of storage and holds temperatures from -15 ° to + 40 ° without damage.

809825/0894

■ 2ßSB0B

Example 19

445 parts of the coarsely crystalline, dry dye the formula

0 NH,

are in a pre-prepared solution of 10 parts of an anion-active Dispersant (sodium naphthalenesulfonic acid condensed with formaldehyde), 20 parts of a fatty alcohol polyglycol ether as a non-ionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formalin solution, 100 parts of 1,2-propylene glycol as Antifreeze and 137 parts of urea as hydrotropes Stabilizer · slowly added to 205 parts of water with vigorous stirring (dissolver or Lödige mixer) and during homogenized and deaerated for approx. 1 hour.

This 48% mixture of dyestuff is then ground in a sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) for about 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained, the vast majority of the particles of which are smaller than 5 microns. By adding a further 73 parts of water, which if necessary contains a pre-determined weight proportion of carboxymethyl cellulose as a thickening agent, in order to bring the final viscosity into the ideal range of 500 to 1000 cP (Brookfield viscometer; 30 rpm), the finely ground dispersion is made diluted the dye content of 44.5% (= 10000 parts). The free-flowing aqueous treatment remains completely unchanged even after several months of storage and withstands temperatures from -15 ° to -f40 ° without damage.

2 ^ 55808

Example 20

415 parts of the coarsely crystalline, dry dye of the formula

0 NH,

are in a pre-prepared solution of 5 parts of an anion-active Dispersing agent (sodium naphthalenesulfonic acid condensed with formaldehyde), 20 parts of a fatty alcohol polyglycol ether as a non-ionic dispersant (cetyl stearyl alcohol etherified with 25 mol of ethylene oxide), 10 parts of 35% strength aqueous formalin solution, 100 parts of 1,2-propylene glycol as Antifreeze and 150 parts of urea as a hydrotropic stabilizer in 222 parts of water with vigorous stirring (Dissolver or Lödige mixer) slowly added and homogenized and deaerated for approx. 1 hour.

This 45% strength dye mixture is then in a Sand mill or preferably in a closed bead mill using Ottawa sand or siliquarzite balls (1 mm diameter) • milled for approx. 10 hours at a temperature of 20 to 50 °. After this time, a dispersion is obtained whose the vast majority of the particles are smaller than 5 u. By adding another 78 parts of water, add one if necessary Pre-determined percentage by weight of carboxymethyl cellulose as a thickening agent, in order to achieve the ideal final viscosity In the range from 500 to 1,000 cP (Brookfield viscometer; 30 rpm), the finely ground dispersion is brought to the dye content diluted by 41.5% (= 1000 parts). The free-flowing aqueous treatment remains in place even after several months of storage completely unchanged and withstands temperatures from -15 ° to + 40 ° without damage.

609825/089 /.

" ³² "'· 2 ^ 5.5808

B. Production of the organic-aqueous printing ink and its use

Example 21

In 90 parts of a solution consisting of 2.5 parts of ethyl hydroxyethyl cellulose (EHEC / Hercules) and 11 parts Polyvinyl acetate (Mowilith 20) in 62 parts of ethanol, 12 parts of methyl ethyl ketone and 2.5 parts of nitromethane are means 10 parts of a preparation according to Examples 1 to 20 of a high-performance mixer tube (Homorex) were stirred in within 5 minutes and intensively turbined for a further 5 minutes. The result is an organic-aqueous printing ink with a Viscosity of approx. 20 seconds (Ford cup 4), corresponding to 70 to 80 cP / 20 °, which contains the dye or optical brightener in loosely flocculated form and is excellent for printing on paper using the gravure printing process suitable. The dye or optical brightener printed on the paper can then be used in thermal transfer printing at temperatures from approx. 200 to 210 ° onto a synthetic material such as polyester fabric.

Example 22

8 parts of a preparation prepared according to Examples 1 to 20 are diluted with 10 parts of water and incorporated therein Stir 5 parts of zein (egg white obtained from maize), dispersed in a lump-free manner. Adding 77 parts of ethanol is produced after 10 minutes of intensive stirring a very low viscosity (viscosity 12 seconds / Ford cup 4 or 18 cP / 20 °), completely Deflocculated printing ink that is suitable for printing on paper using the gravure printing process. The papers so printed are suitable for the transfer printing process on polyester and other synthetic fibers.

Instead of 10 parts of water, 10 parts of a 10% strength Methyl cellulose solution in water is used, the result is a correspondingly more viscous printing ink (20 seconds / Ford cup 4)

609 8 257 0 81: 4. :

- ³³ '2JT558Q8

Example 23

By stirring in 7.5 parts each according to the examples 1 to 20 prepared preparations and 7.5 parts of water in a solution of 3 parts of a melamine-formaldehyde condensation product and 8.5 parts of alcohol-soluble cellulose butyrate in 73.5 parts of denatured alcohol 967oig using an Ultra-Turrax stirrer results after 5 minutes a completely disaggregated dispersion with a viscosity of 30 seconds / Ford cup 4, which printing ink is very suitable for flexographic printing on paper, with a printed paper obtained that is done in the transfer printing process on synthetic textile materials can be used. '

Example 24

8 parts of one obtained according to Examples 1 to 20 Preparation, combined with 5 parts of ethylene glycol dispersed by means of a Homorex stirrer within 10 minutes in a solution of 7.5 parts of ethyl cellulose in 79.5 parts of ethanol. The result is an organic-aqueous printing ink with a viscosity of 25 seconds / Ford cup 4, accordingly approx. 90 cP / 20 °, which is suitable for printing on paper using the gravure printing process. The paper printed in this way can be used in the transfer printing process for polyester materials.

Example 25

20 parts of a preparation obtained according to Examples 1 to 20, mixed with 0.2 part of a modified polyvinylpyrrolidone (Antaron P904), are made using an Ultra-Turrax stirrer dispersed within 4 minutes in a solution of 8 parts of ethyl cellulose in 72 parts of ethanol. It results a printing ink with a viscosity of 80 seconds / Ford cup 4, corresponding to 680 cP / 2Q °, which is suitable for the Printing on paper using the flexographic printing process is suitable. That

" ³⁴ " 2 £ 55808

Paper printed in this way can be used in the transfer printing process for polyamide, polyacrylonitrile or cellulose triacetate materials. . -

Example 26

8 parts of one obtained according to Examples 1 to 20 The preparation, mixed with 2 parts of water, is divided into 4 parts within 5 minutes by means of an intensive stirrer Aethylhydroxyäthylcellulose (EHEC) and 8 parts of an alcohol-soluble Polyamides (Scope 30) pre-dissolved and in 78 parts of a solvent mixture of 60 parts of ethanol and 18 parts of Isopar E (Esso = aliphatic solvent) dispersed. A printing ink with a viscosity results of 38 seconds / Ford cup 4, which can be printed on paper using the gravure printing process, which is then transferred using the transfer printing process can be used, for example, by covering the printed paper with a piece of needle felt carpet made of polyester fibers for 30 seconds in a press heated to 210 ° and then removed the paper. The result is an extremely clear and powerful print on the carpet.

Example 27

20 parts of one prepared according to Examples 1 to 20 The preparation is made up of 15 parts of a solution from 3 parts of hydroxypropyl cellulose, 10 parts of water and 2 parts Triethanolamine homogenized and with vigorous stirring in 85 parts of a 15% solution of a maleinate resin (Alresat KM 400, Reichhold Chemie) in isopropanol. It creates a Printing ink with a viscosity of 34 seconds / Ford cup 4, which is suitable for flexographic printing on paper. The papers printed in this way are suitable for thermal transfer printing Polyester and other fibers.

609825/0894

Example 28

3 parts of the formulation according to Example 14 are mixed with 13.5 parts of water and dissolved in 83.5 parts of a solution containing 62.8 parts of ethanol 96%, 15.5 parts of water and 5.2 parts of hydroxypropyl cellulose were thoroughly homogenized using a stirrer. The result is a printing ink with a Viscosity of 21 seconds / Ford cup 4, which is suitable for printing on paper and which is suitable for transfer printing can be used on synthetic textile materials.

Example 29

8 parts of the dye preparation obtained in Example 15 are mixed with 13.5 parts of water and poured into 78.5 parts of a solution containing 59.5 parts of 96% ethanol,

14 parts of water and 5 parts of hydroxypropyl cellulose were thoroughly homogenized using a stirrer. A printing ink results with a viscosity of 21 seconds / Ford cup 4, which can be printed on paper by the Tießiruck method, which can then be used in the transfer transfer printing process, e.g. by covering the printed paper with a piece of polyester satin fabric placed in a press heated to 210 ° for 30 seconds and then removed the paper. It the result is a clear and strong print.

Example 30

6 parts of the aqueous dye preparation according to Example 16 are mixed with 13.5 parts of water and poured into 80.5 parts of a solution containing 61.5 parts of isopropanol,

15 parts of water and 4 parts of hydroxypropyl cellulose means a stirrer well homogenized. The result is a printing ink with a viscosity of 22 seconds / Ford cup 4, which suitable for printing on paper using the gravure printing process, The paper printed in this way can be used for polyester materials in the transfer printing process.

$ 09821/0114 ^

. 2 ^ 558 08

Example 31

6 parts of the aqueous dye preparation according to Example 16 are mixed with 18.5 parts of water and 69.5 parts of isopropanol are added with stirring. 6 parts of hydroxypropyl cellulose are then added to the dye suspension obtained added slowly. The mixture is then stirred for 45 minutes and filtered. A printing ink results with a viscosity of 36 seconds / Ford cup 4, which is suitable for printing on paper using the gravure printing process suitable and which can then be used in the transfer printing process on synthetic textile materials.

Example 32

6 parts of the aqueous dye preparation according to Example 16 is mixed with 38.5 parts of water and 43.5 parts of isopropanol are added with thorough stirring. 6 parts of hydroxypropyl cellulose are added to the dye suspension obtained added slowly. The mixture is then stirred well for 60 minutes and filtered. The result is a Printing ink with a viscosity of 40 seconds / Ford cup 4, which can be printed on paper using the gravure printing process. The printed paper can then be transferred using the transfer printing process synthetic textile materials are used.

21/0804

"2-JT55808

Example 33

3 parts of a dye preparation according to Example 14 are mixed with 13.5 parts of water and in 83.5 parts of a solution containing 30 parts of Collacurl VL (= 30% aqueous solution of a copolymer based on vinylpyrrolidone), 4.25 parts of water and 49.25 parts of isopropanol well homogenized by means of a stirrer.

The result is a printing ink with a viscosity of 25 seconds / delivery cup 4, which is suitable for printing Paper is suitable.

Example 34

3 parts of a dye preparation according to Example 14 are mixed well with 7 parts of water and in 90 parts of a solution containing 3 parts of hydroxypropyl cellulose, 9 parts of Primal WS-24 (= 36% aqueous preparation of a Acrylic copolymer resin), 13.75 parts of water and 64.25 parts Isopropanol · well homogenized using a stirrer.

The result is a printing ink with a viscosity of 20 seconds / Ford cup 4, which is suitable for printing Paper is suitable,

Claims (21)

S {-: ..- ö. '., "'" 2455808 ,, ..--. ... P a ten tan s priiche . , ■. :. ... \ l) -Transfer printing on textile material using a '· ^: · printing ink on ^; "'organic WAE ssrigerBasis containing, in ^addition;; at least one binder, at least' organic '·' solvent and optionally water, an aqueous, dispersible ■ yaw medium low, the dye or optical brightener highly ■" concentrated preparation of in Water-insoluble to sparingly soluble transferable dyes or optical brighteners whose particle size is smaller than 10 μ , characterized in that this preparation contains at least 10 percent by weight of water, at least 30 percent by weight of a finely dispersed water-insoluble to sparingly soluble transferable dye or optical brightener and a mixture, consisting of a maximum of 10 percent by weight of an anionic dispersant, a maximum of 5 percent by weight of a nonionic dispersant, a maximum of 35 percent by weight of a hydrotropic agent and, if necessary, further additives. 2. Transfer printing according to claim 1, characterized in that that the particle size of the transferable dye or optical brightener in the preparation is less than 2 / t is. . 3. Transfer printing according to claim 1, characterized in that that the preparation 35 to 65 percent by weight, in particular 40 to 60 percent by weight, of a finely dispersed, in Water-insoluble to sparingly soluble transferable dye or optical brightener contains. 4.. Transfer printing according to claim 1, characterized that the preparation 1 to 5 percent by weight of an anionic dispersant, 1 to 3 percent by weight of a nonionic Contains dispersant and 5 to 20 percent by weight of a hydrotropic agent » 2 <TS5808 5. Transfer printing according to claim 1, characterized in that the preparation is disperse dyes as water-insoluble to sparingly soluble transferable dyes
at atmospheric pressure between 150 and 220 ° C to at least 607o in less than 60 seconds in the vapor state. 6. Transfer printing according to claim 1, characterized in that that the preparation, as an anionic dispersant, is condensation products of aromatic sulfonic acids with formaldehyde, Ligninsulfonates or polyphosphates, as nonionic dispersants, fatty alcohol polyglycol ethers, phenol ethers or Ricinoleic acid esters and, as hydrotropes, nitrogen-containing compounds, such as, in particular, urea or dimethylurea contains. 7. Organic-aqueous based printing ink containing, in addition to at least one binder, at least one organic
Solvent and optionally water an aqueous, low-dispersant, highly concentrated dye or optical brightener preparation of water-insoluble to sparingly soluble transferable dyes or optical brighteners, the particle size of which is smaller than 10 μ , in particular smaller than 2 JU , characterized in that these preparations
at least 10 percent by weight of water, at least 30 percent by weight of a finely dispersed water-insoluble to sparingly soluble transferable dye or optical brightener and a mixture consisting of a maximum of 10 percent glass
an anionic dispersant, at most 5 percent by weight of a nonionic dispersant and at most
Contain 35 percent by weight of a hydrotropic agent and optionally other additives. 609825/08 <U - 40 - 2 * 558 08 8. Printing ink according to claim 7, characterized in that that they use aliphatic alcohols as organic solvents, such as methanol, ethanol, isopropanol, mixtures of these Alcohols, such as methanol / isopropanol, or mixtures of such alcohols with gasoline with a boiling interval of 110 to 180 ° C or with aliphatic ketones, such as a mixture of ethanol / methyl ethyl ketone. 9. Printing ink according to claims 7 and 8, thereby characterized in that it contains as a binder those in the mixture of water / organic solvent or mixture of are soluble in organic solvents. 10. Printing ink according to claim 9, characterized in that it contains cellulose esters, such as cellulose butyrate, as a binder Cellulose ethers, such as ethyl cellulose or hydroxypropyl cellulose, Binding agent based on polyacrylic as well as alcohol- and alkaline-soluble acid modified rosin, Contains maleate, aldehyde and phenolic resins in combination with triethanolamine, or ketone resins. 11. ■ Printing ink according to claim 7, characterized in that it is a total of 5 to 50 percent by weight, in particular 20 to Contains 30 percent by weight of water. 12. Printing ink according to claim 7, characterized in that that it contains a preparation with the following composition: 40 to 60 percent by weight of the dye of the formula .0HO I \ 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-SaIz), 609825 / 08H. 1 to 3 percent by weight:. <Lyl-Stc ⁱ aryI,: 1 i: o! Iol, verathtrt ri L 25 moles of ethylene oxide, ' 0.5 to 2% by weight "35z, iger" aqueous formal in solution, 8 to 12 percent by weight 1,2-propylon ^ lycol, 5 to 20 percent by weight Hai'hstoff and -. 20 to 30 percent by weight water. 13. Printing ink according to claim 7, characterized; that it contains a preparation of the following composition: 40 to 60 percent by weight of the dye of the formula )H 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-SaIz), 1 to 3 percent by weight of cetyl stearyl alcohol is etherified 25 get ethylene oxide, 0.5 to 2 percent by weight of 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea and 20 to 30 percent by weight water. 14. Printing ink according to claim 7, characterized in that that it contains a preparation of the following composition: 35 to 65 percent by weight of the dye of the formula 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Ka-SaIz), OBiGlNAL INSPECTED 609825/081 ^ 1 to 3 percent by weight of C-tyl-stearyl alcohol etherified rait 25 moles of ethyl alcohol,. . '_; - ' 0.5 to 2 percent by weight; 35% aqueous formal in solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight of urea, and more than 10 percent by weight of water ».-._. 15. Printing ink according to claim 7, [characterized in that it contains a preparation of the following composition: 40 to 60 percent by weight of de.s dye of the formula ö 1 ₃ 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-SaIz), -. · - ■■ ·. - 1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 moles of ethylene oxide, 0.5 to 2 percent by weight 35% aqueous formalin solution, 8 to 12 percent by weight 1,2-propylene glycol, 5 to 20 percent by weight urea and 20 to 30 percent by weight water. 16-, printing ink according to claim 7, characterized in that that it contains a preparation of the following composition: 40 to 60 percent by weight of a dye mixture of the dyes of the formulas 809825/0114 2Γ55808 ο Nu and O NHCH, S ⁷ HCH ₃ OjI to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-Salz), 1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 moles of ethylene oxide, 8 to 12 weight percent 1,2-propylene glycol, 0.5 to 2 weight percent of 357 _o aqueous formalin solution, 5 to 20 percent by weight of urea and 20 to 30 weight percent water. 17. Printing ink according to claim 7, characterized in that that it contains a preparation with the following composition: 40 to 60 percent by weight of the dye of the formula 0 NH, 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-Salz), 1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 mol of ethylene oxide, 0.5 to 2 weight percent of 357 _o aqueous formalin solution, 8 to 12 weight percent 1, 2-prop3 * glycol, 5 to 20 percent by weight urea, 0.2 percent by weight of an antifoaming agent and 20 to 30 weight percent water. 609825 / 089A 2 ^ 55808 18. Printing ink according to claim 7, characterized in that it contains a preparation of the following composition: 35 to 65 percent by weight of the dye of the formula 0 NH, 0.1 to 5 percent by weight of an anion-active condensation product of naphthalenesulfonic acid with formaldehyde (Na-SaIz), 1 to 3 percent by weight of cetyl stearyl alcohol etherified with 25 moles of ethylene oxide, 0.5 to 2 weight percent of 357 _o aqueous formalin solution, 8 to 12 weight percent 1,2-Propyl.englykol, 5 to 20 percent by weight urea, 0.1 percent by weight of an antifoaming agent and more than 10 weight percent water. 19. Use of the organic-aqueous printing ink according to claim 7 for coating, in particular printing, of carrier materials, especially paper. 20. The coated, in particular printed, carrier materials, in particular paper, obtained according to claim 19. 21. Application of the coated or printed carrier materials, in particular paper, according to claim 20 in the transfer printing process on organic materials, in particular textile materials. '22. According to claim 1 in the transfer printing process printed textile material. 609825/089 /.