SU383306A1 - METHOD OF OBTAINING WATER-SOLUBLE DISASOCOLOR - Google Patents

Description

The invention relates to the field of production of a new pyridine disazocrayers, which can be used for dyeing textile materials and applying the last pattern to a printing method. A known method for producing water-insoluble pyridine monoazoxygens of the general formula CH, L / where R is the residue of a benzene derivative that does not contain water-soluble groups. The method consists in the fact that the diazoconstituent — a prediazated amine of the general formula where R— has the indicated value, is subjected to a combination with the azo compound 2,6-dioxy-4-methyl-3-cyanopyridine. The dyes obtained by this method have low color indices, as well as poor resistance to the action of organic solvents, which does not allow them to be used as pigments for printing and printing textile materials. In order to eliminate these drawbacks, it is presumed that the B of the diazo compound is a compound of the general formula A-N-N-B-No where A is a phenyl or naphthyl radical, which may contain one or more substituents that do not promote water solubility; B is a fenplenic or naphflenovy radical, which may contain one or more substituents, PS, promoting water solubility. As a diazo-compound, it is expedient to use a compound of the general formula I), in which the radical A has the following aimetics: halogen, hydroxyalkoxy, alkoxy, cyloxy, acylamino, trifluoromethyl, cyano, itro, R, -COORi, -CON (Ro) R3, -COR9, -S09N (R.,) R3, -SOaRi, -OCOOR ,. OCN (R.,) R3, -OCORo, -OSO, X (R2) Rs, OSOaR ,. -N (R2) COORb -N (R2) CON (Ri) Rs, -X (R2) COR., -N (R.) SOoN (Rs) Rs. -N (R2) S02Rb

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Table Dyes of the general formula

CHj CN

but

Obtained Component Z ny

Colour

12 Continued table. 2

Received Component Z color

Orange fO c "KQ out

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The same

Bluish red

M Zhiny blue-K fi- O red

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Bluish red

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Snow red

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where Ri is an alkyl or alkoxyalkyl-acyloxyalkyl, oxyalkyl, cycloalkyl, aryl, haloalkyl group;

R2 and K3 are hydrogen or one of the indicated for RI groups, and can also be linked directly or via a heteroatom.

The substituents of the radical B for the specified diazo-component of the general formula (I) may be halogen, alkyl, alkoxy, NRaCOORi,

-NR2CON (R2) R3, -N (R2) COR2,

-N (R2) SO2N (R2) R3, -N (R2) SO2Rb

where Ri is an alkyl or alkoxyalkyl, acyloxyalkyl oxyalkyl, aryloxyalkyl, cyanoalkyl, aralkyl, cycloalkyl, aryl, halogenalkyl group;

R2 and Ra are hydrogen or one of the indicated for RI groups, and can also be bonded directly or via a heteroatom.

Use as a diazo compound of the general formula (I) allows to increase the color indices, as well as the tone, purity and depth of dyeing during splicing and printing with these dyes as pigments.

The color obtained on the materials has good resistance to light and chemical treatments.

Example. 19.7 wt. including 4-aminoazobenzene 150 weight. including water and 36.0 weight. including 30% hydrochloric acid, incubated for several hours. Then the mixture is diluted with 150 wt. including water and when O- | -5 ° C diazotized with a solution of 7.7 wt. including sodium nitrite in 50.0 weight. h of water. Then for one hour, the solution is stirred at room temperature. The filtered clear diazo solution was introduced into a suspension consisting of 16.5 wt. including 2,6-dioxy-3-cyano-4-methyl pyridine in 400 weight. including water, 16.7 wt. including NaOH and 27.0 weight. including sodium acetate.

The resulting dye gives the color orange with good light resistance and resistance to chemical treatments. In tab. 1 and 2 show the dyes obtained according to example.

Subject invention

The method of producing a water-insoluble disazo-dye by combining the diazo-component with the azo-component - 2,6-dioxy-4-methyl-3-cyanopyridine followed by isolation

by the known product, characterized in that, in order to increase the resistance of the dye to organic solvents and to improve the color characteristics, the CoelT is used as the diazo component.

A-N N-B-Ng, (1),

where A is a phenyl or naphthyl radical,

which may contain one or more substituents that do not promote water solubility;

B is a phenylene or naphthylene radical, which may contain one or several substituents that do not promote water solubility.

2. A method according to claim 1, characterized in that a compound of the general formula (I) is used as a diazo-compound, in which radical A has the following substituents: halogen, oxyalkoxy, alkoxy, acloxy, acylamino, trifluoromethyl, cyan, nitro, Ri,

-COORb -CON (R2) R3, -COR2, -SO2N (R2) R3, S02Rb -OCOORi,

-OCON (R,) R3, -OCOR2, -OS02N (R2) R3, -6sO2Rb -N (R2) COOR ,.

-N (Ro) CON (R2) R3, -N (R2) COR2, -N (R2) S02N (R2) Rs, -N (R.) SO2Rb

where RI is an alkyl or alkoxyalkyl, acyloxyalkyl, oxyalkyl, aryloxyalkyl, cyanoalkyl, aralkyl, cycloalkyl, arka ,n, halogenoalkyl group;

R2 and Rs are hydrogen or one of these groups indicated for RI, and can also be linked directly or by a heteroatom.

3. The method according to claim 1, characterized in that a compound of the general formula (I) is used as a diazo compound, where radical B has the following substituents: halogen, alkyl, alkoxy, -NR2COORb -NR2CON (R2) R3,

--N (R2) COR2, -N (R2) SO2N (R2) R3, -N (R2) S02Rb

where Ri is an alkyl or alkoxyalkyl, acyloxyalkyl, oxyalkyl, aryloxyalkyl, cyanoalkyl, aralkyl, cycloalkyl, arykna, halogenoalkyl group;

R2 and Rs are hydrogen or one of the indicated for RI groups, and can also be linked directly or through a heteroatom.