SU759515A1 - 6-oxy-7-nitrobenzthiazole ferrocomplex as dye for wool and molyamide fiber - Google Patents

Description

The invention relates to the field of synthesis of acid dyes, specifically to the synthesis of ferrocomplex 6-hydroxy-7-nitrosobenzthiazole, which has the properties of acid dyes for dyeing wool and polyamide fiber.

In addition, the proposed dyes can be used in the production of film filters with certain specified spectral characteristics, which can be widely used

unique filters for television equipment, optical devices and other areas of the national economy.

Intra complex compounds based on nitrosonaphthol are known. Some of them are green pigment, but they are used in the paintwork, printing industry, in the production of colored pencils, in the dyeing of wallpaper, rubber, plastics [1]. Known green dyes have a structural formula

Ha

Compounds (II) containing in its composition sulfo and other sulphonamide groups are used as dyes for wool or silk.

However, such dyes on the fiber, give blunt shades, low luminous intensity (4-6 points).

The purpose of the invention is to improve the color indicators, in particular the light resistance and brightness of shades, and the expansion of the range of green dyes.

These properties are determined by the new chemical structure of ferroc30 of plex 6-hydroxy-7-nitrosobenethiaeol,

759515

which is expressed by the following formula _

the compound of formula I is a dye for wool and polyamide fiber, '

The specified compound of formula I receive the scheme

he

R

b-Methoxybenzthiazol is prepared according to a known method [2]. As a result of hydrolysis of this product in a 48% solution of HB g, 6-hydroxybenzthiazole is formed. The latter is nitrosated with sodium nitrite in hydrochloric acid solution. The obtained 7-nitroso-6-hydroxybenzthiaol after treatment with iron (II) sulfate in boiling methanol gives the desired product of formula I.

Target product I is soluble in ethanol, dilute acids, crystallizes from acetonitrile, and is precipitated with water from alcohol solutions.

The new dye dyes both wool and caprone from a weakly acid dye bath in an intense green color with good color properties, and dyeing synthetic fibers eliminates the need for dispersant applications.

Color on the fiber have high strength properties. So, on samples of wool light resistance is 7-8 points for concentrations of 0.5, 1.5 and 3%, and on kapron 6 points for a concentration of 0.5% and

7-8. points - for a concentration of 1.5 and 3%.

The known acid dye green N5ZHM (structure P, K = 50 ₂ ΝΗ ₂ ) has a strength to light 4 points at 0.5% concentration, 5 points at 1.5% concentration and 6 points at 3% concentration

Thus, the new Re-complex exceeds the green dyes in the industrial assortment in its coloristic properties.

Example. 6-Oxybenzthiazole.

3.3 g (0.02 mol) of 6-methoxybenethiazol'a mixed with 60 ml of 48% HB g and incubated for 10 hours at boiling. Then the reaction mass is evaporated to dryness, and the dry residue is boiled with 100 ml of water with the addition of coal and filtered. An ammonia solution is added to the cooled solution to a pH of 8. The precipitated hydrolysis product is filtered off, washed with water and dried in air. Raw product recovery 60%, ’mp. 178-180 ° C (lit., pl. 181-182 ° C) after recrystallization from water.

6-hydroxy-7-nitrosobenzthiazole.

1.51 g (0.01 mol) of 6-hydroxybenzthiaol is dissolved at boiling in a mixture of 120 ml of water and 1.5 ml of concentrated HCC. It is filtered hot and the solution is cooled to 0 ° C. While stirring, a solution of 0.76 g (0.011 mol) of sodium nitrite in 3 ml of water is added dropwise. Immediately a red precipitate falls out. At the end of the dropping, stirring is continued at 0 ° C for a further 2 hours. Then the precipitate is filtered off, washed with water> dried in air. After crystallization from methanol, the substances are used in the next stage.

Re-complex-6-hydroxy-7-nitrosobenetazol.

0.9 g (0.005 mol) of b-hydroxy-7-nitrosobenzthiazole is dissolved by heating in 450 ml of methanol, 3.06 ml of acetic acid and 0.38 are added with stirring. g anhydrous sodium acetate, then add a solution of 0.46 g of iron (II) sulfate in 5 ml of water.

The resulting reaction mass is green, "it is boiled for 3 h, after which the solution is cooled and diluted with 3-fold excess water. The precipitate formed is filtered, washed with water, dried. Yield 65%.

M.p. rael. > 340 ° C.

Found,%: 5 15.41.

UV spectrum, nm (Ι $ ί): 287 (4.49) ,. 360 (4.24), 445 (3.92) and 700 (4.3)

Claims (1)

Claim Ferrocomplex 6-hydroxy-7-nitrosobenzthiazole of formula 65 five 759515 6 As a dye for wool and polyamide fiber.