SU234955A1 - METHOD OF OBTAINING NITROGEN - Google Patents

Description

This invention relates to a process for the preparation of monoazo and diazo dyes belonging to the classes of phenyzonosophalene or naphthylasonaphthalene. Z, -NR (I Cn-l H2n-l where one of R and R is the naphthalene radical, and the other is the benzene or naphthalene radical, which does not contain hydroxyl groups, but has other substituents, for example, Syz, sulfo group; RI-1,4 -phenylene or 1,4-naphthylene radical; pit - integers, not more than 6; p - 1 or 2; Zi and zi - reactive acyl groups, which may be the same or different, with radicals R, R-, Zi and 21 is chosen in such a way that the azo dye contains at least two Acidic water-soluble groups, by reacting the compound where Zi and zi are a hydrogen atom and the other is a reactive acyl group (other designations are the same as above) with a halide-derived acid or acid anhydride containing a group capable of reacting with Predolsen a method of producing azo-dies of general formula 1 N: N - R - N - ZI Cm-l H2m-l hydroxyl groups of cellulose, at a temperature of about -100 ° C and pH 6-7, followed by separation of the target product in a known manner. The invention is apparent from, but not limited to, examples in which parts and percentages are by weight. Example 1. A solution of 24 parts of the disodium salt of the diaminazo compound obtained by combining the diazotized 2-amine-6-acetylamino-naphthalen-4, 8-disulfonic acids with 3-shsulfomethylaminotoluene in an acidic medium followed by hydrolysis of the resulting cone in 200 parts of water is added at a temperature of 10 ° C to a solution of 20 parts of 2,4-dichloro-6 - (3-sulfophenylamine) -Striazine monosodium salt in 220 parts of water and 40 parts of acetone. Smgs are heated for 3.5 hours at a temperature of 45-50 ° C, maintaining pH 7 by the addition of a 10% aqueous solution of sodium carbonate. The mixture is treated with 15 parts of sodium chloride, filtered and the residue is dried on a filter.

Diamine monoazo compound measures

2-Amin-6- {4-amine-3-methoxy-6-methylphenylazo) naphthalene-4,8-disulfonic acid Ditto

2-Amin-6- (4-metnlaminophenylazo) -naphthalene-4, 8-disulfonic acid Ditto

Also

Also

6-Amin-2- (4-a, min-2-methyl-feiyazo) naphthalene-4, 8-disulfonic acid Ditto

Also

6-Amin-2- (4-methylphenylazo) -naphthalene4, 8-disulfonic acid Same

A mixture of 4-amine-1- (4-amine-2-sulfophenylazo) -naphthalene-6- and -7-sulfonic acids (1: 1)

6-Amin-2- (4-ami11-3-carboxy-fep11lazo) paftalia-4, 8-disulfonic acid

Also

6-Amin-2- {4-amine-2,5-dimethoxyphenylazo) naphthalium-4,8-disulfonic acid 6-Amine-2- (4-amnn-3-methoxy-6-methyl) Table 1

Colour

Heterocyclic compounds

2,4-Dichloro-6- (2-carboxy-4-sulfophenylamine) -5-triazine 2,4-Dichloro- (5- (2-methyl-5-sulfophenylamine) -3-triazine 2,4-Dichloro-6 -amin-3-triazine cyanuric acid 2,4-dichloro-6-.1etoxy-3-triazine bromohydride Same

2,4,5,6-tetrachloropyrimidi11

5-Ts11an-2,4,6-trnchloropyrimidine

5-Cyan-2,4,6-tribromiirimidin-chloroanhydride cyanuric acid 2,4-Dichloro-6- (4-sulfophenylamino) -Striazine Chloro nhydride- (| 3-chloropropionyl)

acids

Chloroacetic acid chloride 2,4-dichloroquinazoline-7-carboxy chloride 2,4-dichloroquinazolin-7-carbonyl chloride 2,3-dichloroquinoxalin-5-carbonyl chloride 2,4-dichloropyrimidnn-5-carboiyl 2,4-D11 chloro-6-chloride (3-sulfophenyls 11) -5 triazine 2,4-Dibrom-6- (3-sulfophenylaminium) -Striazine 2,4-Dichloro-6- (K-3-sulfophenyl-K-mystylamine) -3-triazine 2,4-Dichlor -6- (3,5-disulfophenylamine) S-triazine 2,4-Dichloro-6- (2-carboxy-4-sulfopheiamine) -5-triazine 2,4-Dichloro-6- (2-methyl-5-sulfophenylami ) -S-triazine Same

Cyanuric Chloride

2-Metaxi-4,6-dichloro-5-triazine

2,4,5,6-Tetrachlorop11rimidium

2,4-Dichloro-6-thiocyan-3-triazine

2,3-dichloroquinoxali 11-6-carbopyl chloride

Acrylic acid chloride 2,4-dichloro-6- (3-sulfophenylamine) -triazii 2,4-dichloro-6- (K-3-sulfophenylamine) S-triazits

5-Cyan-2,4,6-trichloriri.midig 2,4-Dichloro-6- (3-sulfophenylamine) -Striazine 2,4-dichlorochipazolin-6-carbonyl chloride 2- (.methoxn-4,6-dichloro) -S-triazine

Also

Cyanuric acid chloride 2,4-Dich.10r-6-amia-5-triazine 5-Cyclo-2,4,6-trichloririmidine 2,4,5,6-Tetrahloririmidine 2,4-Dichloro-6- (Z-sulfophenylamine A) -Striazits 2-methoxy-4,6-dichloro-3-triazine

2,4-Dichloro-6- (2-methyl-5-sulfophenylamine) -3-triazits

Diamine monoazo compound measures

6-Amin-2- (4-amine-2,5-sulfonate-1-ylazo) naphtha.-Shn-4,8-disulfonic acid Ditto

6-Amia-2- (4-aminophenylazo) -naphthalene4, 8-disulfonic acid 6-Amin-2-4 (-4-H-methylaminophennlazo) 2, 5-dimethylphenylazo-naphthalene-4,8-disulfonic acid 6-Amine-2 - 4- (4-methaclaminophene) -3methoxy-6-methyl-phenylazo-naphthalene 4, 8-disulfonic acid 6-Amin-2-4- (4 -Y-methylaminophenylazo) 6-sulfonate-1-ylazo-naphthalen-4, 8 disulfonic acid

PROGRAM

Heterocyclic compounds

Colour

Also

2,4-Dnechlor-6-methoxy-5-triazn 2,4-Dichloro-6-amine-8-triazine 2,4-Dichloro-6- (2,5-disulfoaniline) -S-triazine 2,4-Dichloro-6 - (Z-sulfophenylamine) -Strnazin

2,4-D nchlor-6- (3,5-dnsulfofkylazo) triazine

2,4-Dichloro-6- (Z-sulfophenylain) -Strnaznn

The dye obtained in this way contains 1.98 atoms of hydrolysable chlorine per azo group. When applied to a cellulosic textile material and simultaneously treated with an acid-binding agent, the dye has a good fixability and gives reddish-yellow shades with good light resistance and washability.

In tab. Figure 1 shows the colors obtained by dyeing with new dyes in the following experiments, in which dyes are obtained by the method described in Example 1 by condensing the sodium salt of diamino compounds, 2 moles of heterocyclic compound or other acylating agents. In some cases, the dye is isolated in the presence of a stabilizer such as a mixture of alkali phosphates at a pH in the range of about 6-7.

Example 54. Diazotized 6-amine-2 (5-cyano-2,6-dichloropyrimidin-4-ylamine) -1.8 disulfonic acid is combined with an equimolar amount of L-aminacetanilide in an acidic medium. A solution of 6.9 parts of the disodium salt

of the resulting aminoazo compound in 100 parts of water is added with stirring to a suspension of 2.3 parts of 2-methoxy-4,6-dichlorotriazine in 20 parts of acetone and 40 parts of water. The mixture is heated for 2 hours at a temperature of 40 ° C, maintaining RP 7 by adding a 10% aqueous solution of sodium carbonate. Then 10 parts of sodium chloride are added, the mixture is filtered, and the residue on the filter is dried.

The resulting dye composition contains 3.5 atoms of hydrolysable chlorine per molecule. When applied to a cellulosic textile material with simultaneous treatment with an acid binding agent, the dye gives a reddish yellow color with good strength to light and washing.

In tab. 2 shows the color (reddish yellow) of the other dyes obtained in the subsequent experiments, by combining the diazonium salt of the amino compound with the corresponding component of the combination and with the subsequent

by condensation of the obtained amino-compound with an equimolar amount of an acylating agent.

table 2

78

The subject invention of obtaining azo dyes of the General formula

Z, -N-R (N rN-RViN N-R -N-Z

Сл-1 - 1 Н2.П-1

where one of R and R2 is a naphthalene radical, and the other is a benzene or naphthalene radical, which does not contain hydroxyl groups, but has other substituents, for example CH3, a sulfo group;

RI-1,4-phenylene or 1,4-naphthylenose radical;

l and / n - integers not more than 6;

p is 1 or 2;

zi and zi are reactive acyl moieties that may be the same or different, with the radicals R, R2, Zi and zi being chosen so that azo234955

The dye contains at least two acidic water-soluble groups, characterized in that the compound of the general formula indicated above, where Zi and zi is an atom

hydrogen, or one of them is a hydrogen atom, and the other is a reactive acyl group; other symbols, as described above, are reacted with a halide derivative containing a group capable of reacting with hydroxyl groups of cellulose at temperatures from 0 to 100 ° C, followed by isolation of the target product in a known manner.