CS261907B1 - The active ingredient of an anionic dye finishing and dyeing finishing agent - Google Patents

Abstract

The active ingredient of preparations for finishing dyeing and printing with anionic dyes is a compound based on structural units of formulas I, II, and II, in which A denotes alkyl or hydroxyalkyl with a number of carbons from 1 to 10. B denotes the group -CHg - CH = CH -, m is an integer from 1 to 3, D is alkylene or hydroxyalkylene with a number of carbons from 2 to 10, r is an integer from 2 to 6, s is an integer from 1 to 4, k is an integer from 1 to 3, x is an anionic residue. The regular reaction of compounds of general formula IV and V, where x and k have the meaning given above, z denotes a group of formula VI or VII, Rn, Ro, Ro denotes a hydrogen atom, alkyl or hydroxyalkyl with a number of carbons from 1 to 22 or a group of general formula VIII, where A, Bm, Q have the meaning given above, with at least one of the substituents Rn, Ro, R3 being a hydrogen atom, at temperatures from 20 to 150 °C.

Description

The invention relates to an active ingredient of textile auxiliaries for finishing dyeing and printing with anionic dyes.

Finishing dyeing and printing is a demanding operation, especially for reactive dyes. The resulting dyeing fastness depends mainly on the perfect removal of unfixed and hydrolyzed dye.

The classic procedure for finishing reactive dyeing and printing consists of first removing alkali by washing in cold water, then intensive washing with bath exchange at a temperature of 50 to 80 °C, soaping with anionic surfactant at boiling temperature, washing with hot water and final rinsing with cold water. The whole process is characterized by high demands on the amount of operating water and time.

Therefore, options have previously been sought to shorten finishing operations _by optimizing both the properties of reactive dyes and the dyeing or printing process.

One of the possibilities to intensify the washing process is to use compounds according to A.O. 245 170. These are cationic compounds, reaction products, products of 1,3-bis(3-chloro-2hydroxypropyl) or 1,3-bis(2,3-epoxypropyl) imidazolinium salts and polyfunctional aliphatic amines. These substances significantly shorten the washing time of reactive dyes and improve the fastness of dyeing and printing, and in addition, they prevent staining of the white ground in prints,

Of the other anionic dyes, the finishing process is also very important for the coloration of sulfur dyes. Oxidation with active oxygen-releasing substances provides a cleaner coloration, but the washing fastness is on average 1 to 2 degrees lower than when finishing with potassium dichromate. Due to the significant toxicity of chromium salts and the pollution of wastewater, it is prohibited in many areas to discharge wastewater containing chromium.

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In this area, too, compounds according to A.O. 245 170 have found application. The process according to dependent A.O. 250 569 makes it possible to obtain colorations with fastnesses at least on the level of completion with potassium dichromate.

Further research in the field of imidazolinium compounds has shown the possibility of using new types of compounds for finishing dyeing and printing with anionic dyes, which have a higher effect than the compounds according to A.O. 245 170, since they simultaneously reduce the surface tension. They therefore penetrate the fibrous substrate more easily and thus accelerate the washing process even more.

Qdp about auxiliary preparations containing an active substance based on structural units, formulas

D

(1) (CK ₂ ) _r - _CHO - CH - CH„ 2 , 2

OH

- CH,

CH — CHg — OH (2) (3) where A represents alkyl or hydroxyalkyl with 1 to 10 carbons

B stands for the group - CHg - CH CH m is an integer from 1 to 3

D is alkylene or hydroxyalkylene with 2 to 10 carbons r is an integer of 2 to 6 s is an integer of 1 to 4 k is an integer of 1 to 3

X is an anionic residue/ 261 907 preparative reaction of 1,3-bis(3-chloro-2-hydroxypropyl)imidazolinium or 1,3-bis(2,3-epoxypropyl)imidazolinium salt and N-substituted amides of unsaturated carboxylic compounds of the general formula

where A, B, m, D, r, e have the meanings given above

Rg, Rg represents a hydrogen atom, an alkyl or hydroxyalkyl having 1 to 22 carbon atoms or a group

A — B «· D — where A, B, m, D have the meaning given above

The reaction takes place under normal pressure at temperatures of 20 to 150 °C. e preferably at 50 to 90 °C,

Depending on the substituents of the amide nitrogen of the starting compound of general formula 4, more or less complicated compounds are formed. The resulting constitution also depends on the molar ratio of the two reacting components. Some basic possibilities are shown in Tables 1 and 2,

The process for preparing the compounds of the invention and their use is illustrated in the examples.

The preparations are of particular importance for reactive and eir dyes on cellulose materials. However, their use for other groups of dyes and other textile fiber substrates is not excluded.

Example 1

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In a 500 l duplicator, 162 kg of N-(2-aminoethylioleylamide) are diluted in 100 l of water. At a temperature of 60 °C, 175 kg of an 83% aqueous solution of 1,3-bie(3-chloro-2-hydroxypropyl)imidazolinium sulfate are gradually added over 60 minutes. The reaction mixture is left to react for another 60 minutes at a temperature of 80 °C with constant stirring. The resulting brown pasty substance contains 71.4% of compound number 1 from Table 1.

Example 2

In the duplicator according to Example 1, 169 kg of N-(2-aminoethyl)ricinoylamide are mixed in 100 l of water at a temperature of 70 °C. Over a period of 60 minutes, 176 kg of an 81% aqueous solution of 1,3-bis(3-chloro-2-hydroxypropyl)imidazolinium chloride are gradually added. The mixture is left to react at a temperature of 70 °C for another 90 minutes. The pasty substance resulting from the reaction contains 70% of compound number 2 from Table 1.

Example 3

Cotton yarn 2x29.5 tex ee on the dyeing apparatus is dyed using the usual technology with the dye reactive blue number C.I. 109 at a saturation of 4.5%. After washing with cold water for 7 minutes and washing with water at 70 °C for the same time, the yarn is treated for 10 minutes at a temperature of 95 °C in a bath containing η

1.5 g.l* of compound number 1 from table 1, calculated on pure active substance. After washing with water at 60 °C for 5 minutes and rinsing with cold water, the dyeing is finished. The dyeing fastness in water is 4-5/4-5/4-5, which is 1 degree better than the conventional finishing process under immersion conditions.

Example _4f

Cotton knitwear is dyed on a hydrodynamic machine in the usual way with sulfur blue number C.I. 10 at a saturation of 5%. After dyeing, the knitwear is washed for 10 minutes in cold water.

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This is followed by finishing in a bath containing 2 g.l”^ of compound number 2 from table 1, calculated on the pure active substance. Bath ratio 1:10, temperature 50 °C, processing time 15 minutes. This is followed by washing with water at 40 °C for 15 minutes and a final wash with cold water for 10 minutes. The resulting color fastness in washing at 60 °C is 4-5/5/5.

- 6,261,907

Table 1 Overview of the constitution of the active ingredients of the preparations according to the invention

AND

CM

O

AND

CM

X o

AND

X X o—o

AND

CM

O

AND

X

O'

AND

X •o

X o

»

CM

X o

AND

X X o-o

AND

CM

X o

D>

»

CM

X

O

AND

X CM X X about X θ’—o u 1 about 1 C X X 1 CM X O—O X X C 1 from about r CM I X ? X CM About from—- about X 1 1 t about CM CM X 1 X X from CM About About

35 «

CM

X

O

AND

CM

X o

and

CM »

CM

X o

AND

CM

X

C.J.

AND

CM

X

About me

X o

H

X o

it

CM

X

O

X.**

And what?

X o

CM

X

About

X o

n

X o

CM

X o

and

X in

CM i

oh and

what

X o

X •o

CM about

That too

CM

X

O

WHAT «—» X o

II

X o

t

CM

X o

And what?

X o

WHAT

281,907 (*>

AND

CM

I am

AND

I am

AND

CM

AND

O

AND

Even from

I (O

zx z-x about about CM CM » 1 From I CM c\ About about X X x_z x-z about about 1 1 1 » I X X X from Q Z Q Z from

O

I r» v v

Table 1 - continued

z-x from—» from— CM CM CM CM X X X X about About about about *»»»* x_z x^ 1 1 1 1 X X . X X about about About about n n N n X X X X about about About about 1 1 1 1 rs l*x r- from—* **** from—» **1 CM CM CM CM X X X X About about About About X-z χ·ζ X.Z x-z 1 1 1 1 ω what what what X X X X about about about about

X.

in

261 90:

Table 2 Schematic overview of simpler arrangements of structural units in the molecule of the compound according to the invention

Structural unit Schematic designation ^A - ^B m - ^p - To -1 . q. - L X k ** r * M Π -CH ₂ -CH«CH ₂ -N^N-CH ₂ -(JH-CH ₂ -. OH OH

1/ K - L - M

2/ K-L-M-L-K

4/ 3?L - M - L - K

K.^

- 9,261,907

7/ K - L _{κ M} -Λ ^8/

K ^X M - L

Claims (1)

Anionic dye finishing aid active ingredient, containing structural units of the formulas .0 (I) ir _x η - N - (CH ₂ ) _r - N (II) 1 x ^to CH 8 - C ₁₁ H - CH ₂ T OH - CH - CH, (III) wherein A represents alkyl or hydroxyalkyl having a carbon number of 1 to 10 B is CH ₂ - CH ₂ CH m is an integer of 1 to 3, D is alkylene or hydroxyalkylene with a carbon number of 2 to 10 r is an integer of 2 to 6 9 is an integer from 1 to 4 and k is an integer from 1 to 3 X is an anionic residue obtainable by reaction of compounds of the general formula - CH ₂ - Z 281 907 wherein Z is a group - CH - CH or _O - CH - CH? \ / ² I I ² O OH Cl X denotes an anionic residue k is an integer of 1. 2 or 3 and N-substituted amides of unsaturated carboxyl compounds of the general formula R, ^R 2 (CH ₂ ) _f - N FL · s 3 (V) wherein A, B, m, D, s, R are as defined above for a hydrogen atom, an alkyl or hydroxyalkyl having a carbon number of 1 to 22 or ^R 1 * ^R 2 * ^R 3 A - B _m - D - C wherein A, B _m , D is as defined above, wherein at least one of R 1, R _{2 is} substituted. R ₃ is a hydrogen atom, at a temperature of 20 to 150 ° C.