PL161918B2 - Method for new cobalt-complex dyes - Google Patents

Abstract

Method of obtaining new cobalt-complex dyes with general formula 1, where R<1>=H, R<2>=H, NO2, SO3Na or SO2NH2 or else R<1> and R<2> together form a fragment CH=CH-CH=CH or CH=CH-C(NO2)=CH of a six-member ring condensed with a benzene ring, R<3>=H or SO3Na, and R<4>=H, NO2 or SO3Na, characterized in that o,o'-dihydroxyazo dyes of general formula 2, where the symbols have the meanings given above, are cobalt-treated using cobaltous chloride.<IMAGE>

Description

The subject of the invention is a method for the preparation of new cobalt complex dyes of the general formula I, in which Ri = H, r2 = Η, NO2, SCbNa or SO2NH2 or Ri and R2 together form a CH = CH-CH = CH or CH = CH-C (NO2 ) = CH condensed with a benzene ring six-membered ring, R ³ = H or SCbNa and R4 = H, NO2 or SCbNa. These dyes dye polyamide fibers and wool in orange or red colors.

According to the process of the invention, 2,6-diaminopyrimidine o'-dihydroxyase dyes of the general formula (II), in which the symbols have the meanings indicated above, are subjected to cobaltization with cobalt chloride.

The o, o'-dihydroxyase dyes of formula 2 are obtained by coupling 2,6-diamino-4-pyrimidinol with a diazonium salt prepared from the appropriate 2-aminophenol or 1-amino-2-naphthol. The cobaltation reaction is carried out in an aqueous solution in an alkaline medium by heating the reactants at 90 ° for 8 hours. The cobalt complex dyes formed are separated from the cooled solution after neutralization.

The new cobalt complex dyes obtained by the method according to the invention have high utility values. The dyes obtained with these dyes are characterized by high resistance.

The invention is illustrated by the following examples in which the percentages are percentages by weight and the degrees of temperatures are in degrees Celsius:

EXAMPLE I To 2 g of the dye of formula 2, wherein R1 R3 and R4 are hydrogen, and R ² represents a group of pine, 25 cm3 of water was added and the slurry was heated to 60 °, then a solution of 0.75 g C0CI2 6 H 2 O 3 cm3 of water. The reaction was stirred for 15 minutes, then about 0.9 ml of 25% NaOH was added dropwise to dissolve the suspension and stirred for 8 hours at 90 °. After cooling, the mixture is neutralized with 10% hydrochloric acid, the separated precipitate is filtered off and washed with a little water. After drying, 1.7 g of the dye of formula I was obtained, in which the symbols have the above-mentioned meanings, which dye the above-mentioned fibers has a brown-orange color.

Example Π. Following the procedure described in Example I, using 2 g of the dye of formula 2, wherein R 1 and R ^T are hydrogen, R ² is NO 2, and R 4 is Soane and using a solution of 0.66 g C0CI2 · 6H 2 O in 2.5 cm? of water and 0.8 cm 3 of 25% NaOH, 1.9 g of dye of formula I, in which the symbols have the above meanings, were obtained, which dyes the above-mentioned fibers brown red.

Example Πΐ. By following the procedure described in Example 1, using the dye of Formula 2 as the starting compound in Example 2, where R 1 and R 3 are hydrogen, R ² is SOaNa and R4 is NO 2, 2g isomeric to the dye used as starting material, 1.8g was obtained dye of the formula I, in which the symbols have the meanings given above, which dyes the above-defined fibers yellow-orange.

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Example IV. Following the procedure described in Example I, using 2 g of the dye of formula 2, wherein R ^1, R ³ and R ⁴ are hydrogen and R ² is a group SO2NH2, and using a solution of 0.8 g of C0CI2 · 6H 2 O 3 and 0 cm3wody , 9 cm 3 NaOH, there was obtained 2.1 g of the dye of formula I, in which the symbols have the above meanings, which dye the above-mentioned fibers yellow-orange.

EXAMPLE 5 Following the procedure described in Example 1, with 2 g of the dye of formula 2, wherein R 1 and r 2 are together CH = CH-CH = CH (fragment of a fused six-membered ring), r 3 is SCbNa and r4 is hydrogen, and using solution of 0.65 g of COCl2 · 6H2O in 2.5 cm3 of water and 0.8 cm3 of 25% NaOH, there was obtained 1.7 g of a dye of formula 1, in which the symbols have the above-mentioned meanings, which dyes the above-mentioned fibers red.

Example VI. By following the procedure described in Example 1, using 2 g of the dye of formula 2, where R1 and r2 are together CH = CH-C (NC2) = CH (fragment of the fused six-membered ring), r3 is SCbNa and R4 is hydrogen, and by using a solution of 0.59 g of COCl2 · 6H2O in 2.5 cm3 of water and 0.7 cm3 of 25% NaOH, 1.7 g of the dye of formula I was obtained, in which the symbols have the above-mentioned meanings, which dye the above-mentioned fibers brown red.

The table below shows the resistance of the dyes obtained with the dyes obtained according to the examples described above.

Table

Example no Resistance (5-point scale) Xenotest (scale 8-foot) washing 40 ° sweat friction alkaline sour AND 4-5 4-5 2-4 5 6-7 Π 5 3-5 3-5 4 7-8 m 5 4-5 4-5 5 7 IV 3-5 3-5 4-5 1 6-7 V 5 4-5 4-5 2-3 7 VI 5 3-5 4-5 2-3 7-8

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Publishing Department of the UP RP. Circulation of 90 copies Price PLN 10,000

Claims (1)

Patent claim The method of obtaining new cobalt complex dyes of general formula 1, where R ¹ = H, R ² = Η, NO2, SOjNa or SO2NH2 or R ¹ and R ² together form a CH = CH-CH = CH or CH = CH-C fragment ( NO2) = CH of a benzene-fused six-membered ring, R ³ = H or SCbNa, and R ⁴ = Η, NO2 or SCjNa, characterized in that o, o'-dihydroxyazo dyes of general formula 2 in which the symbols have the above-mentioned significance, subjected to cobaltization with cobalt chloride.