SU234956A1 - WAY OF OBTAINING THE DYE - Google Patents

Description

This invention relates to the field of producing new dyes by combining, by covalent bonds, two dyes or dye producers, which can be used for dyeing keratin fibers and hair.

A method for producing a dye of the general formula is provided.

Rri

II

Z - N - (СН,) п - N Кз

R "

- (CH,) ,, - N - Z

where Z, Z is the residue of benzene row nitro, anthraquinone row dyes or iso dyes;

R, RI, R2, R: is hydrogen, lower alkyl or hydroxyalkyl containing at most 4 carbon atoms;

X is halogen;

(;; ..}. „.

p, p - integers from 2 to 6, by

condensation) by a compound of the general formula RR,

Z - N - (СН,) „- N, I

Ra

where p, Z, R, RI, Rs are as defined above, with a compound of the general formula

RS

I Z-N- (CH,), / - X,

where Z, R-2, p, X are as defined above, followed by isolating the target product in a known manner.

In order to increase the solubility of the dye and the affinity for some of the first units, the dye is converted into a water-soluble form in a known manner.

Example 1. Preparation of K-2-nitro4 - (fi-diethylmethylammonium ethylamino) -phenyl-K- (4-nitrophenyl) -ethyleidpamine iodide of the following formula

4First phase. Preparation of N- (2-nitro-4benzenesulfonyl minofe11nl) -N- (4-nitrofeine) ethylene diamine. To a solution of 0.02 mol of N- (2-nitro-4-am Nophenyl) - (4-1strofenil) -ethylene: ia.min (6.3 g) in 60 ml of pyrnna is added 0.022 mol of benzenesulfonyl chloride, then. the reaction mixture for 1 tea at. It is poured into 60 ml of concentrated hydrochloric acid and 200 g of crushed ice are sucked off to 8.3 g of product, which, after recrystallization from p-irridts, diluted with an equal volume of water, melts at 130 ° C. An analysis of an imbrousing product gives the following; no results. Calculated from S oP MbOZ, S 7.00. N 15.55-15.51; S 6.92-7.05. Found,%: Second phase. Getting M-2-nntro-4. 3 a. Preparation of M-2-ytztro-4 (benzenesulfoyl-p-diethylaminoethyl) -aminofeiyl-K- (4-nitrophenyl) -ethylennaminamine. After addition of 0.15 mol of benzolsu.chfamid previously obtained in the first phase (i.e., 7 g) to 70 ml are added to the first phase. a solution of caustic soda at a temperature of 80 ° C and squeezed to complete transition to the solution. After cooling, 7.1 g of the sodium derivative are sucked off. The latter was dissolved in 70 ml of dimethylformamide with a temperature of 90 ° C and 0.03 mol of diethylaminoethyl chloride was added rather quickly. After allowing the reaction mixture to flow for 10 minutes, it is poured at 90 ° C for 10 minutes from 100 ml of ice water and oTcacbiBaiOT crude product. The last processing is 0.2.5 and. with a solution of caustic water in the amount of 200 ml to extract the non-reactive OBaiBmero of the tachal product. His pro: we (fn, 1y-: m- (CHja

This tsrodudu kl iduchayut condensate N, N, dimethylamino - 3-dimethylaminopropylamino-4-nitrobenzene (Ac) e 4-nitro-1-p-bromoethyl .nobenzene (Vz). The product Au is described in the application for the Luxembourgian -agent dated April 13, 1966. The product Vo is obtained hydrolyzed in co-centrifugal 288-4 4-nitro-1- (X-beta; .Warm up

There are 1.4 g (0.005 mol) Ai; and 1.2 g (0.005 mol of the compound. Neither within 0.5 hour from the reverse: a refrigerator in 10 ml of chlorobenzene. By cooling the reaction mixture, the resulting quaternary compound is cryletallized, which is isolated in the form of maela. After non-recrystallization from boiling water, it is decomposing at.

vg: oO

Calculated for C-mNZLiO.Vg.

6.06; N 16.43. Found,%: C 49.12-49.20;

16.28-16.39.

Presenting a note about

The way in which the dye is in general form is RR,

ZN - (SND, - N is watered with water and dried. 6 g of K-2-nitro-4 - (benzenesulfonyl-p - diethlaminoethnl) aminophenyl - N- (4-yltrophenyl) - ethylenediamine Miiia are obtained. Third phase. Preparation of Li-2- ntro-4- (rdiethylaminoethylamino) -phenyl-L- (4-ntrophenyl) -ethylenediami1. 0.01 mol of disubstituted phenolsulfamnda, and for the above method (corresponding to 5.6 g), is dissolved in 28 ml of concentrated sulfuric acid and incubate the mixture for 3 hours at room temperature. Then the reaction mixture is poured onto 300 ml of ice, alkalinized and 2-nitro-4- (| 3-diethylaminioethylamine -phenyl-N- (4-nitrophenyl) ethylenediamine methyl isobutyl ketone. The solvent is distilled off, the residue is dissolved in an ice bath in a 100 ml of 2 ml and hydrochloric acid solution. After oh cooled, 3.5 g of the expected product is sucked off in the forum of dichlorohydrate, which, after recrystallization from 2N hydrochloric acid, is decomposed by decomposition at 125 ° C. Preparation of iodine - nitro-4 - (| 3-DiethylMethylammonium ethylamino) -phenyl- (4-nitrophenyl) - ethylene diamine. 0.1 mol of 1CH-2-nitro-4 - ((3-diethylaminoethyl. Amino) -phenyl-X- (4-nitropheyl) or ethylenediamine (4.2 g) is dissolved in 60 ml of chlorobenzene. 1.5 g are added. methyl iodide, leave the reaction mixture at room temperature for 5 hours and separate the tetragne salt. Example 2. Preparation of bromide (ntro-2 - dimethyl-amine-5) -phenyl-aminopiyl, PN- (/ g-iitrophenyl) - amnioethyl, di. Methylammonium according to the formula

about 6

where Z II Z is the residue of nitro-disintegra ben-RRj

ash mixture; anthrachiponol dyesii

row or isocrospteles; Z - N - (СНо) ,, - N R, RI, Ro, R-) is hydrogen, lower alkyl or 5 oxyalkyl, containing a maximum of 4 carbon atoms; X is halogen; p, p - integers from 2-l, o 6, distinguishing-10 with the fact that, in order to expand the range of dyes suitable for dyeing hair and keratin fibers, the connection of the general formula

Y34956 where n, Z, R, Ri, Rs have the above meaning, are condensed with a compound of the general formula Ra, I, 2 N (CH,), X, where Z, n, Ro, X have the above values, followed by separation target product in a known manner.