DE2001382B2 - PRINTING TOOLS - Google Patents

Description

added, in which R _{1 is} an alkyl radical optionally substituted by halogen, a hydroxy, acyloxy, carboxy or alkoxycarbonyl group, containing a total of 3 to 16 carbon atoms, the carbon chain of which can be interrupted by oxygen atoms, and R _{2 is} hydrogen or a halogen atom , a hydroxy, C ₁ -C ₄ alkoxy, carboxy, C ₁ -C ₄ alkoxycarbonyl or nitro group or a phenyl radical.

2. The method according to claim 1, characterized in that phthalimide derivatives of the formula indicated in which R _{1 is} an alkyl radical containing a total of 3 to 8 carbon atoms, optionally substituted by halogen, a hydroxy, acyloxy, carboxy or alkoxycarbonyl group, is used whose carbon chain can be interrupted by oxygen atoms.

3. The method according to claim 1 and 2, characterized in that phthalimide derivatives of the formula indicated are used in which R _{2 represents} a hydrogen atom.

4. Printing pastes of pigment dyes, azo coupling dyes, direct dyes, vat dyes, Reactive dyes, acid dyes, metal complex dyes, cationic dyes, Mordant dyes and oxidation dyes, characterized in that they are used as printing oils Phthalimide derivatives of the formula

The invention relates to a method for improving the printing properties of printing pastes of pigment dyes, azo coupling dyes, direct dyes, vat dyes, reactive dyes, Acid dyes, metal complex dyes, cationic dyes, mordant dyes and Oxidizing dyes; the process consists in that the printing pastes phthalimide derivatives of formula

R, 4 I NR ₁

"VV

35

obtained in which R _{1 is} an alkyl radical optionally substituted by halogen, a hydroxy, acyloxy, carboxy or alkoxycarbonyl group, containing a total of 3 to 16 carbon atoms, the carbon chain of which can be interrupted by oxygen atoms, and R _{2 is} hydrogen or a halogen atom , a hydroxy, C, -C ₄ -alkoxy, carboxy, C, -C ₄ -alkoxy added, in which R _{1 is} optionally substituted by halogen, a hydroxy, acyloxy, carboxy or alkoxycarbonyl group, a total of 3 to 16, preferably 3 to 8, alkyl radical containing carbon atoms, the carbon chain of which can be interrupted by oxygen atoms, and R ₂ in particular for hydrogen or for a halogen atom, a hydroxy, C ₁ -C ₄ -AlkOXy-, carboxy-, C ₁ - C ₄ alkoxycarbonyl or nitro group or a phenyl radical.

The invention also relates to printing pastes as described in claims 4 to 6, which as Compressive oils containing the phthalimide derivatives of the formula I.

Examples of alkyl radicals for R ₁ are: propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, 1-methyl-butyl, 2-ethylhexyl, decyl and dodecyl -, hexadecyl, ethoxymethyl, propoxymethyl, 3-hydroxy-propyl- (l) -, 3-chloro-propyl- (l) -, 3-methoxypropyl- (l) -, 2-acetoxyethyI- (l) - , 3-propionyloxypropyl- (l) -, 3-methoxycarbonylpropyl- (l) - and the 5-ethoxycarbonylpentyl- (l) radical.

For R ₂ , for example, methoxy, ethoxy, propoxy, isopropoxy and butoxy groups may be mentioned as Cj-Q-alkoxy groups, and methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl and butoxycarbonyl groups as QQ-alkoxycarbonyl groups.

Examples of representatives of the phthalimide derivatives of the formula I to be used according to the invention are called: N-isopropyl-phthalimide, N-butylphthalimide, N-Isobutyl-phthalimide, N-sec.-ButylphthaIimid, N- (1-Methylbutyl) -phthalimid, N- (2-Äthvl-

hexyl) - phthalimide, N - ethoxymethyl - phthalimide, N-propoxymethyl-pbthalimide, N- (3-hydroxypropyl) -phthalimide, N - (3 - methoxypropyl) - phthalimide, N - acetoxyethyl - phthalimide, N - (3 - propionyloxypropyl) - phthalimide, 4 - phthalimide) - methyl butyrate, 6 - phthalimidocaproic acid - ethyl ester. also the corresponding N-derivatives of 3- and 4-chlorophthalic acid imides, of 3- and 4-nitro-phthalic acid imides and of 4-phenyl-, 4-hydroxy-, 4-methoxy-, 4-ethoxy-, 4-methoxycarbonyl - and 4-ethoxy- _J0 carbonyl-phthalic acid imides.

The phthalimide derivatives of the formula I to be used according to the invention are produced according to known processes available.

The required amounts of the phthalimide derivatives to be used according to the invention Formula I can easily be determined from case to case by preliminary tests. In general, sets have become from 5 to 50 g, in particular 10 to 20 g, per kg of printing paste has proven successful. ,

For the use of the phthalimide derivatives as pressure oils, it is necessary that the derivatives either are liquid at room temperature, such as N- (1-methyl-butyl) phthalimide, or at least that they are have a low melting point, such as N-butyl-phthalimide or N- (3-propionyloxy-propyl) -phthalimide. Since the phthalimide derivatives are excellent with mutual lowering of the melting point dissolve into each other, higher-melting phthalimides can also be used by removing manufactures these mixtures that are liquid or have a low melting point. It is also important that the phthalimide derivatives used are also hydrolytically resistant to those in printing pastes commonly used amounts of alkali and acid.

In the case of printing pastes whose printing properties are due to the addition according to the invention of Phthalimide derivatives are improved, both are those made with thickeners Printing pastes as well as emulsion-thickened printing pastes.

The phthalimide derivatives of the formula I to be used according to the invention are usually the finished printing pastes added; in the case of emulsion-thickened printing pastes, they are advantageously combined emulsified with the hydrocarbons in the aqueous phase.

With the addition of the phthalimide derivatives of the formula I according to the invention, the running properties and squeegee properties of the printing pastes and the sharpness of the contours of the prints produced with the printing pastes are significantly improved. In addition, they have the advantages that they markedly improve the dye yield in the case of certain dyes, especially azo coupling dyes and reactive dyes, and that they allow a substantial reduction in the amount of urea required for hot-air fixation of these dyes. In addition, the wear and tear of the doctor blades when working with printing pastes containing the phthalimide derivatives is noticeably reduced. This is particularly important when printing with strongly acidic printing pastes, e.g. B. with printing pastes of mordant dyes, advantageously noticeable. In pigment printing pastes, the phthalimide derivatives of the formula I, in which R _{1 is} an alkyl radical containing more than 4 carbon atoms, simultaneously act as plasticizers for the binders and in this way improve the feel of the printed textile materials.

These advantageous properties have been shown to date for improving the printing properties Mineral oil emulsions not used by printing pastes, or only in a much smaller amount Extent.

The dyes indicated in the following examples relate to the information in Color Index, Volume 3, 2nd Edition (1956).

example 1

In an emulsion binder, made from 250 g of a 40% copolymer of 44% butyl acrylate, 42% styrene, 10% vinyl isobutyl ether and 4% of the methyl ether of methacrylic acid methylolamide, 2 g of triethanolamine, 200 g of a 10% aqueous solution of a urea-formaldehyde condensate, 40 g 10% ammonium polyacrylate solution, 30 g of ethylene glycol and 10 g of a reaction product of 1 mol of stearyl alcohol with 10 mol of ethylene oxide stirred in, then 50 g of a 30% strength aqueous dispersion of a copper phthalocyanine dye and 250 g of water mixed in. A high-speed stirrer is used in this aqueous dispersion 300 g of gasoline (boiling point 160 to 220 C) and 20 g of a liquid mixture of equal parts N-butyl-phthalimide and N-tert-butyl-phthalimide emulsified.

You get a printing paste, which is characterized by very good running properties and which can be used on textiles gives a blue print of high brilliance.

Example 2

In a printing paste made from 50 g of a mixture of 1 mol of the diazoamino compound from diazotized ^ -aminotoluene-4-sulfonic acid dimethylamide and 2-ethylamino-5-sulfo-benzoic acid and 1 mole of 3-hydroxy-naphthoic acid- (2) -phenetidide, 10 g of 32.5% sodium hydroxide solution, 50 g of ethanol, 60 g of urea, 370 g of water and 500 g of a conventional starch-tragacanth thickener was prepared, 15 g of a mixture of 1 part N-acetoxyethyl-phthalimide, 1 part N-isopropyl-phthalimide and 1 part of N-butyl phthalimide entered.

A printing paste is obtained which has considerably improved squeegee properties. With the printing paste is after applying to a cotton fabric, drying and fixing for 1 minute using hot air at 170 ° C and after subsequent washing and drying, a clear red print is obtained.

Example 3

A printing paste made from 20 g of direct dye No. 35 780 dissolved in 200 g of hot water, 50 g of diethylene glycol and 100 g of urea, 600 g of a 4% high-viscosity alginate thickener, 20 g of des Prepares the sodium salt of m-nitrobenzenesulfonic acid was, 20 g of a mixture of 1 part of N-propylphthalimiii, 1 part of N-tert-butyl phthalimide and 1 part of N-butyl phthalimide were added.

This printing paste is obtained on cotton or regenerated cellulose textile materials after fixing by steaming and subsequent aftertreatment a clear red print, the sharpness of which is Contour and its clarity is significantly improved compared to a corresponding print,

the one with a printing paste that does not contain phthalimide derivatives contained, was produced.

Example 4

A printing paste made from 40 g of vat dye No. 65 410 in five times the amount of water dispersed, 700 g of a thickening made from 110 g of wheat starch, 220 g water, 240 g Tragsnt 6.5%, 110 g dextrinated starch, 190 g potash and 130 g des The sodium salt of hydroxymethanesulfinic acid was, 20 g of a mixture of 2 parts of N-sec-butyl phthalimide, 1 part of N- {3-hydroxypropyl) phthalimide and 2 parts of n-butyl phthalimide were added.

A rapid printing paste with very good printing properties and, after printing, is obtained Drying and steaming, rinsing, oxidizing, washing and drying a brilliant yellow print.

Example 5

In a printing paste made from 50 g of the dye

SO ₃ H

HO NH

N = N

SO ₂ CH ₁

SO ₃ H

OH

SO ₇ NH

dissolved in 60 g of thiodiglycol, 50 g of urea and 330 g

"5

Water in 500 g of a thickening consisting of 2 parts of 40% dextrinated starch and 1 part 6% tragacanth, was obtained, 20 g of a mixture of 2 parts of n-butyl phthalimide and 1 part N-isopropyl phthalimide added.

A rapid printing paste is obtained which, after printing, fixing by steaming, rinsing, washing and drying gives a uniform, sharp-contoured orange print.

Example 7

A printing paste consisting of 35 g of the cationic dye No. 48 060, dissolved in 20 g of thiodiglycol, 20 g of acetic acid, 30%, 5 g of citric acid, 315 g of water and 600 g of a thickening of burnt Starch and tragacanth, 15 g of molten n-butyl phthalimide are added and stirred.

The result is a quick printing paste that prints evenly and with sharp contours and on polyacrylonitrile fabrics after drying and steaming (30 minutes at 0.2 atmospheres), rinsing, washing, rinsing. Drying gives a brilliant yellow print.

dissolved in a thickening consisting of 20 g of sodium hydrogen carbonate, 150 g urea, 10 g Na-m-nitrobenzenesulfonate, 500 g of an 8% medium viscosity Alginate and 300 g of water will be 15 g stirred in a mixture of 3 parts of N-butyl phthalimide and 1 part of N-tert-butyl phthalimide.

After printing, drying and hot air fixation (170 ^° C. for 2 minutes), rinsing, washing and drying, a brilliant red print of high levelness and good contour definition is obtained.

Example 6

A printing paste which is produced by stirring in 20 g of the chromium 1: 2 complex dye of the formula

Example 8

60 g of the mordant dye No. 14 645 are dissolved in 50 g of thiodiglycol, 30 g of diglycol, 320 g of water, in 500 g of a Britishgum tragacanth thickener were stirred with 25 g of sodium chromate and 25 g of ammonium sulfate; this mixture is 15 g of a liquid mixture of 1 part of N-isopropyl phthalimide, 1 part N - isobutyl - phthalimide and 1 part N-tert. - Butylphthalimide added and stirred well.

A rapid printing paste is obtained which is distinguished by very good printing properties. After printing, drying and fixing (by steaming for 30 minutes), rinsing, Wash and dry a black print with sharp contours.

Example 9

80 g of aniline hydrochloride and 5 g of aniline are dissolved in 150 g of hot water. The solution obtained will be 200 g of a 25% strength potassium hexacyano ferrate solution were added. Then this solution is in 400 g a thickening of 50% vegetable gum containing 30 g of sodium chlorate, stirred in, finally 15 g of a mixture of 1 part of N-isopropyl phthalimide and 2 parts of N-butyl phthalimide were stirred in. An excellent knife-able printing paste is obtained, which is applied to cellulosic textile materials according to the Printing, drying and steaming result in a black print with sharp contours.

Claims (1)

Patent claims: 1. Process for improving the printing properties of printing pastes made from pigment dyes, Azo coupling dyes, direct dyes, vat dyes, reactive dyes, Acid dyes, metal complex dyes, cationic dyes, mordant dyes and oxidative dyes, characterized in that the printing paste ;! Pluhalimide derivatives the formula carbonyl or nitro group or a phenyl radical. 5. Printing pastes according to claim 4, characterized in that in the phthalimide derivatives of the formula R _{1 is} an alkyl radical optionally substituted by halogen, a hydroxy, acyloxy, carboxy or alkoxycarbonyl group and containing a total of 3 to 8 carbon atoms, the carbon chain of which can be interrupted by oxygen atoms. 6. Printing pastes according to claim 4 and 5, characterized in that in the phthalimide derivatives of the formula R _{2 stands} for a hydrogen atom.