CS269946B1 - Method of naphthoylenbenzimidazole's trans-isomer's pigment form preparation - Google Patents

Abstract

The pigment form is prepared by hydrolysis KOC "H" or NaOC "H" adduct in water 2 6 2 6 containing polyethylene oxide wax or chlorobenzene a solution of poty tylenoxide wax. The KOClH 3 or NaOC 2 H 5 adduct is prepared by heating in ethanol with KOH or NaOH in the presence Just a little water.

Description

The present invention provides a process for the preparation of the naphthoylenebenzimidazole trans isomer pigment form.

Condensation of naphthalentetracarboxylic acid 1,4,5,8 with 1,2-diaminobenzene results in a bleaching naphthoylenebenzyl imidazole dye, which is often distilled into isomers and mixed dyes and isomers are used as vat dyes or onalized isomers to pigments which, due to their high stability properties In particular, different solubilities of their KOH adducts prepared by heating the mixed dye in an environment containing water, ethanol and KOH, solid KOH additive compound trans is generally used in particular in the dyeing of poly-propylene silk. the isomer is separated from the soluble cis compound of the cis isomer and processed into vat dye or pigment. According to the literature, the pigment form of the orange trans isomer of naphthoylenebenzimldazole is obtained by hydrolysis of the light gray-yellow KOH adducts of the trans isomer in boiling water or by hydrolysis of the KOHaddition compound trans isomer in boiling water, containing about 5 to 1% pyridine, dimethylformamide or butylamine and hydrolysis is completed by acidifying the mixture with sulfuric acid or treating 33 to 50% of the potassium isobutyl salt of trans isomer of naphthoylenebenzimldazole in ethanol and lye with a surfactant, for example the potassium salt of abletic acid, and hydrolyzing the mixture to pH 5.5-6 with dilute sulfuric acid. Another method consists in grinding the naphthoylenebenzimidazolium dye in the presence of NS2SO4 and commercial toluenesulfonic or xylensulfonic acid or in treating the aqueous paste of the naphthoylenebenzimldazole trans isomer with an aliphatic carbonic acid and an aliphatic amine or rosin.

The described processes produce pigments usable as lacquers, eventually 1 for the coloration of polypropylene silk in orange, orange-brown and red-orange shades. Since the orange trans isomer represents a yellow pigment in some applications. It is desirable that its color shade be as yellow and bright as possible.

It has now been found that trans naphthoylene benzimidazole pigment with higher yield, higher purity hue and yellow shade of orange, coloring polypropylene fiber, is formed. If it is in water or water containing polyethylene oxide wax or chlorobenzene solution of polyethylene oxide powder (solidification point 38-2 ° C, density at 2 ° C 1.15-1.17, trade name for example RV or Apretar P), it is hydrotreated with KOC2HS or NaOC2H5 addukl trans naphthoylenebenzimidazole, a crystalline orange, a yellowish tint compound which is produced by heating transnaphthylenebenzimldazole and ethanol containing up to 7% water, preferably by heating with 96% ethanol and solid KOH or NaOH to 65 maximum 7 ° C. Hydrolysis in water or water containing polyethylene oxide wax or chlorobenzene solution of polyethylene oxide wax is carried out at 2 ° C to 75 ° C.

In contrast to the process in which the KOH adduct of the trans isomer formed from the aqueous alcoholic alkaline medium is hydrolyzed, the KOClH 3 (or NaOC 1 H 8) adduct of the trans isomer is now hydrolyzed. Hydrolysis of the KOH additive compound in water does not produce a pigment form, whereas by the hydrolysis of the KOCgH 1 additive compound a pigmentary formrans isomer is formed. The preparation of the trans naphthoylene benzimidazole pigment form comprising the preparation of KOClHg (or NaOCgHl) additive compound of trans naphthoylenebenzimldazole and in the hydrolysis of adduct in water containing soluble polyethylene oxide wax or chlorobenzene polyethylene oxide wax solution.

The off-white pigment is rich and stains polypropylene silk with a bright orange color with a yellow tint.

The preparation process is further illustrated by examples.

Claims (1)

Example 1. 1 g of dried Iranian naphthylenebenzimidazole, 89 ml of 96% elanol and 19 g of solid KOH were heated with stirring to 65 to 7 ° C and stirred at room temperature during summer. After cooling, an orange precipitate was filtered off and sucked off sharply, which was partially poured into 200 ml of 5 ° C hot water containing 0.5 g of polyethylene oxide wax of the RV trademark dissolved in 2 ml of chlorobenzene. After stirring, the mixture was stirred at room temperature for 3 hours, at 7 to 75 ° C for 3 hours. The cooled mixture was filtered, and the filter cake was washed with ethanol and water. After drying at 8 ° to 9 ° C, 8 g of pigment was obtained by coloring polypropylene silk with a bright orange color with a yellow tint. Example 2. ·. 1 g of the dried trans-isylenebenzimidazole trans isomer 90 ml of 96% ethanol and 1 g of solid NaOH were heated to 65-70 ° C with stirring for 6 minutes. After cooling, the slurry was filtered, a sharply aspirated cake of an orange-yellow adduct precipitate was added in portions to a 1-ml of ice-cooled water containing 0.5 g of polyethylene oxide wax trade nameApret P dissolved in 2 ml of chlorobenzene, stirred for 15 minutes under cooling and then normal temperature for 8 hours. After filtration, washing with ethanol and water and drying at 8 ° to 9 ° C, 8 g of a very bright orange color with a yellow tint was obtained. Example 3, the KOCl 3 adduct was prepared as in Example 1 and the adduct cake was introduced in portions of ice-cooled water to 5 ° C containing 0.4 g of polyethylene oxide wax. The mixture was stirred for 5 hours at normal temperature, the pigment was filtered off, washed with water and dried at 8 ° C. SUBJECT OF THE INVENTION A process for preparing the trans-isylene benzimidazole trans-isomeric form, wherein the KOC1H4 or NaOC1H4 adduct is prepared trans naphthylenebenzimidazole heating with ethanol containing at most 7% water, preferably 96% ethanol and solid KOH or NaOH to 65-7 ° C, which is hydrolysed in water containing a water-soluble polyethylene oxide wax or chlorobenzene solution of polyethylene oxide wax at 2 ° C to 75 ° C.