SU1028672A1 - Ammonium or sulfoammonium derivatives of tetra(methyl-phenyl)prophine for dyeing polyacrylonitrile or cellulose fiber - Google Patents

Abstract

Ammonium or sulfonium derivatives of tetra- (methylphenyl) porphin of the general formula 1 (SKZ) 2 C1 N

Description

This invention relates to ammonium or sulfonium derivatives of tetra- (methylphenyl) porphin in general form; mules

CHjB

where are the groups

and (SN.z) g

§"with

Ci

X:

Issa)

Mr. J

which exhibit at the same time the properties of cyanals, the ability to dye cellulose paper fibers, and the properties of cationic dyes that dye polyacrylonitrile fibers.

The closest to the proposed structure is the mesotetra (4-sulfonatophenyl) porphyrin tl}.

However, it does not dye either pulp or polyacrylonitrile.

The known cationic dyes cannot be used with the same effect, since they only dye polyacrylonitrile: ny fiber and do not dye the pulp and paper. In addition, in the gamut of cationic dyes, the Cs | brown colors are completely absent.

The aim of the invention is new chemical compounds that dye and polyacrylonitrile or cellulose fibers brown.

The goal is achieved by the above-mentioned compounds (I), which are obtained by chloromethylation of tetraphenylporphine by paraform in chlorosulfonic acid at 0-2 ° C, obtained by tetrachloromethyl derivative or treated with pyridine to obtain the ammonium salt, or fused with tetramethylurea, a mixture of polyurethane is used.

An important property of the compounds obtained is the versatility of LAR;

change They allow dyeing both polyacrylonitrile fiber (Nitron) and cellulose paper directly from aqueous solutions while maintaining the high 5 strength properties of dyes for physico-chemical effects. This is valuable from the point of view of their use in dyeing fabrics from mixed fibers.

Qi Example 1, Preparation of tetra (para-chloromethylphenyl) porphin ammonium (pyridinium) salt based on

1 g of tetra- (para-chloromethylphenyl porphin is mixed with 20 ml of pyridine and refluxed for 5 minutes.)

The precipitation is filtered, washed with acetone. Yield 98-99%,

Calculated,%: C 72.51; H 4.80; N 10.07 L C2 12.62. 0, CbgHy, N8C2

Naidio,%: C, 72.55; H 4.62; And 10.00; C2 12.42.

Example 2 Preparation of the sulfonium {thiuronium) salt based on 5 tetra- (para-chloromethylphenyl) porphine,

1 g of tetra- (para-chloromethylphenyl) porphin is triturated with 10 g of tetramethylthiourea, 2 ml of water are added and melted in a porcelain dish on a water bath to dryness. Then, the resulting salt is diluted with 50 ml of acetone, filtered and washed with acetone. The output of 97-98%

Calculated,%: C 61.07f H 6.11; And 12.50; S 9.57; C2 10.62,

Cig)

Found,%: C 60.83} H 6.12; H 12.38; B 9.27; CE 10.54,

The compounds obtained are characterized by electronic absorption spectra.

The shift of the absorption maxima in the longer wavelength region of the spectrum in comparison with the initial tetraphenylporphine is explained by the appearance of eight microns of alkyl amino groups, Sulfonium (thiuronium) and ammonium (pyridinium) salts have unlimited solubility in water, which distinguishes them from the original, irreducible tetraphenyl salt, which differs from the original, incompletely soluble in water, which differs them from the original, incompetent tetraphenyl salt in tetraphenylphenylphenylphenyl; which is not soluble in water.

Dyeing polyacrylonitrile fiber.

Dyeing nitron lead from dye bath containing propylenecarbo nat (50 g / l). The bath module is 1:50. The sample is placed in a dyebath at 50-60 ° C for 15-20 minutes, then the temperature is raised to a boil and painted for 1 hour. Then, the painted sample 0 is thoroughly washed with hot water, detergent solution, cold water and dried

The obtained vykraski have high strength to various 5 types of treatments.

Dyeing pulp and paper fiber.

. Dyeing is carried out by padding the fabric at 50-55 C with a solution of dye in water (10-20 g / l), squeezing — and passing through soda solution (5 g / l) at 40 Cf, then washing it with hot and cold

water

The obtained vykraski show high strength to various types of processing.

5 The table shows the indicators of the strength of the colors to physicochemical effects.

Ammonium (pyridinium) salt tetraphenyltetra chloride (methyl pyridinium)

Sulfonium (thiuronium) salt - tetraphenyltetra (methylthiuronium) chloride 5/5

Note.

5/5

4/5 5/5

5/5

5/5

5/5

4/5 5/5

The upper figure shows the strength of the coloration on the fiber Nitron, the lower - on the cotton.

Claims (1)

Ammonium or sulfonium derivatives of tetra- (methylphenyl) porphin of the general formula or zhsp ₃ ) ₂ C1 5C_- 1028672 for dyeing polyacrylonitrile or cellulose fibers. ' 5> one TO 286? 2