SU1521747A1 - Method of obtaining pigments in crystalline modification - Google Patents

Abstract

This invention relates to the chemistry of organic dyes and pigments, in particular, to methods for producing quinacridone or anthraquinone pigments for the chlorination of polymeric materials and chemical fibers in bulk. The method allows to increase the durability by 20%, the dispersion of the pigment in the polymer from 7-10 to 3-5 µm, the opacity in the polymer by 5-10% and the yield of the target product from 88 to 98%, which is achieved due to the additional introduction of 0.001 -0.005 wt.h. on 1 wt.h. macrocyclic polyether pigment selected from the group: Dibenzo-18-crown-6, dicyclohexyl-18-crown-6, 15-crown-5, and 18-crown-6, using alkyl-C ₁₁ -C as a surfactant _16- trimethylammonium chloride, triethyl-C ₁₀ -C ₁₆ - benzyl ammonium chloride and carrying out the process of treating the base of the pigment at 60-130 ° C, followed by treating the resulting suspension with an aqueous solution of octadecylamine hydrochloride or triethanolamine lauryl sulfate. 1 tab.

Description

one

(21) 4126151 / 23-05

(22) 06.24.86

(46) 15-11.89. Bksh. № 42 (72) O.Poshel pin, L.L.Pushkina, OO.Savishchenko, B.L.Moroz and S.I.Kout

(53) 668.812.49 (088.8)

(56) German Patent No. 2039465,

Clo C 09 B 67/00, published. 1970.

(54) METHOD FOR OBTAINING PIGMENTS IN CRYSTALLINE MODIFICATION

(57) The invention relates to the chemistry of organic dyes and pigments, in particular, to methods for the preparation of chinacridone or anthraquinone pigment for dyeing polymeric materials and chemical fibers.

 in bulk. The method allows to increase

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durability by 20%, dispersion of pigment in the polymer from 7-tO to 3-5 µm, hiding power in the polymer by 5-10% and the yield of the target product from 88 to 98%, which is achieved due to the additional introduction of 0.001 - 0.005 us. h on 1 ma.ch. macrocyclic polyether pigment selected from the group: Dibenzo-18-crown-6, dicyclohexyl-18-crown-6, 15-crown-5 and 18-crown-6, using alkyl-C, o Ca - as surfactant trimethylammonium chloride, triethyl-C, p -C (-benzylammonium chloride and carrying out the process of treating the base of the pigment at 60-1З C, followed by processing the resulting suspension with an aqueous solution of octadecylamine hydrochloride or a triethanolamine lauryl sulfate salt. 1 tab.

The invention relates to the chemical technology of organic dyes and pigments, in particular, to methods for the preparation of a .hynacridone or anthraquinone pigment used for dyeing polymeric materials and chemical fibers in bulk.

The purpose of the invention is to increase the durability, opacity, dispersion and yield of the target product.

The method includes processing the original pigment in a mixture of lower alcohol, alkali, aromatic solvent, surfactant and macrocyclic polyester in an aqueous medium, followed by processing the resulting dispersion with a water solution

hydrochloric octadecylamine shea tri-ethanolamine salt of lauryl sulfate.

Example 1. In a three-necked flask equipped with a stirrer, a thermometer and a reflux condenser, 37.5 g of n-butyl alcohol, 2.5 g of KOH dissolved in 130 ml of water, 0.01 g of dibenzo-18-crown are charged. 6 and 5 g of potassium salt of linear quinacridone (25 g of aqueous paste) obtained by cyclization of 2,5-lanylium-terephthalic acid. After stirring for 1 hour, the alcohol is distilled off, 100 g of toluene, 2.5 g of alkyl-G ,,, - C, j-trimethylammonium chloride are added, heated for 30 minutes at 80 ° C, (1 1 n -

m

taiub

20

25

luol Next, the aqueous pigment suspension is treated with 10% aqueous solution of octadecylamine hydrochloride at the rate of 1% for dry pigment, the suspension is filtered, washed, and dried. A purple hinacridon pigment is obtained in the p-modification with the yield

97%, suitable for dyeing chemical fibers, plastics, and polyvio-JQ nil chloride (PVC) films in bulk.

EXAMPLE 2 Analogously to Example 1, all operations are carried out, but for the treatment of pigment, 5 g of linear quinacridone (LCA), 50 g of xylene, 6.025 g of dicyclohexyl-18-red are used. un-6, 5 g alksh1-C o-C It-trimethylam-. monium chloride, 0.5 g of NaOtt dissolved in 38 g of water, and the treatment is carried out at 60 ° C for 1 hour, and the resulting suspension after the distillation of xylene is modified with 10% hydrochloric octadecylamine solution at the rate of 3% on dry pigment. The obtained pigment violet quinacridone in β-crystalline modification with a yield of 98% is used for dyeing Chemical fibers, plastics and PVC films in bulk.

Example 3. A three-neck flask equipped with a mixing device, a thermometer and a reflux condenser was charged with 5 g of LCA sodium salt, 42.5 g of methyl alcohol containing 0.25 g of NaOH, 20 g of chlorobenzene, 125 g of water, 0.005 g of 15-crown-5, mix for 10 minutes. Then, 10 g of triethyl-C {, -C-benzyl-ammonium chloride is charged, kept under stirring for 1.5 h at 100 ° C, chlorobenzene is distilled off, the suspension is cooled, and then the resulting mass is separated into acidified water containing triethanolamine salt of lauryl sulfate in the amount of 5% by weight of dry pigment. The suspension is filtered,

washed and dried. A pink quinacridone pigment in a y-crystalline modification with a yield of 98% is obtained, suitable for dyeing chemical fibers, plastics, and PVC films in bulk.

EXAMPLE 4 The treatment was carried out under the conditions of Example 3, but using the potassium salt of indanthrone — the blue anthraquinone pigment — and toluene as the 55 solvent. Obtained after processing the pigment blue anthraquinone in / 1-crystalline modification-1

thirty

35

40

45

50

0

five

Q

five

0

five

0

five

0

With a yield of 98%, it is suitable for edge-, weight in the mass of synthetic fibers and plastics.

EXAMPLE 5 The treatment was carried out under the conditions of Example 1, but using the potassium salt of the cis isomer of naphthoylene bisbenzimidazole, the bordo anthraquinone pigment. The resulting pigment in a / a-crystalline modification with a yield of 98% is suitable for dyeing synthetic fibers in bulk, plastics and PVC films.

Example 6. In a three-necked flask, equipped with a stirrer, a cooler and a thermometer, 30 ml of chlorobenzene and 3 g of alkyl-C, 0-C, -trimethyl ammonium chloride, dissolved in 35 g of ethanol, are charged. Then, with constant stirring, 7.5 g of aqueous paste (3 g in terms of dry) of 2H anthraquinone pigment (mixture of cis and trans isomers of naphthoylenbisbenzimidazoles) in the form of sodium salt, 16 ml of water, 0.003 g of 18 crown are loaded into the flask. -6 and heated to 80 ° C. When this temperature is reached, 12 g of a 5% aqueous solution of sodium hydroxide are added to the flask. The temperature of the reaction mass is brought to a boil (130 ° C) and held at this temperature for 4.5 hours. After the end of the exposure, the reaction mass at ambient temperature is separated into a previously prepared emulsion of 20 g of chlorobenzene and 60 g of 10% - hydrochloric acid, the solvent is distilled off, 0.09 g of hydrochloric octadecylamine is then added. The resulting pigment scarlet 2G anthraquinone in a new /} -modification with a yield of 98% is used for the preparation of flexographic inks and plastic dyeing.

Example 7. The treatment is carried out under the conditions of Example 1, but using a bright orange pigment to anthraquinone (dibromantantron). The resulting pigment in crystalline form is suitable for dyeing binding material and chemical fibers in bulk.

The quality indicators of the obtained pigments are given in the table.

Example 8; The treatment was carried out under the conditions of Example 1, but the addition of a crown ether was absent. A purple quinacridone pigment with reduced dye ability (87%) is obtained.

and red tint, much dull on the purity of tone.

EXAMPLE 9: The treatment is carried out under the conditions of Example 3, but using 15-crown-5 in an amount of 0.01 g. According to, pink quinacridone-pink pigment is obtained. low aggregate stability and a 12% lower cost.

Example 10. The treatment is carried out under the conditions of example 2, with the only difference that the suspension of the dye after removal of the organic phase is treated with an aqueous solution of triethanol of the new salt of lauryl sulfate in an amount of 0.3% by weight of the original dry pigment. A purple quinacridone pigment with low indices is obtained dispersion (1.2–15 µm), density (1.42 kg / m), and coloring ability (97%).

EXAMPLE 11 The process is carried out under the conditions of Example 4, but the suspension after removal of the organic phase is treated with a solution of triethanolamine lauryl sulfate in an amount of 0.35 wt.%. A blue anthraquinone pigment is obtained, capable of abundant foaming, with deteriorated rheological properties. The formation of abundant foam during the processing of surfactants reduces the performance of the filtering equipment by 27%.

Example 12. The process is carried out under the conditions of example 1, but in the presence of 1.5 mach.h alkyl- (C, o-C () -trimethylammonium chloride. Instead of a violet pigment, a red-colored pigment with a blue tint and low resistance to the action of solvents and light.

Example 13. The process is carried out under the conditions of example 1, but in the presence of 12.5 wt.h. alkyl- (C, p-C |.) -trimethylammonium chloride. Get a pig

cop purple color with a dull shade.

Claims (1)

The proposed method allows to increase the dyeing ability of the pigment - the target product by 10-20% while bringing the purity of the color tone and shade to the norm, satisfying the consumer, increase opacity by 5-10% due to the formation of a new stable crystalline modification, as well as increase the dispersion pigment particles from 7-10 to 3-5 microns, which improves their distribution in plasticizers and film-forming, and the yield of the target product by 9-11%. Invention Formula The method of obtaining pigments in crystalline modification by treating the base of the pigment with a mixture of lower alcohol, alkali, an organic solvent of an aromatic series, a surfactant and water at a higher temperature, so that With the aim of improving the durability, covering, dispersion and yield of the target product, 0.001-0.005 wt.h is additionally added to the mixture. on 1 ma.ch. of the macrocyclic polyester pigment selected from the group: dibenzo-18-crown-6, dicyclo-hexyl-18-crown-6,15-crown-5 and 18-crown-6, alkyl-C is used as a surfactant -Cj -trimethylammonium chloride, trnetil-C, (, -C, 5 - benzyl ammonium chloride in an amount of 0.1-2.0 mash per 1 part by weight of the initial pigment, and the treatment is carried out at 60-130 C, and The resulting solution of the removal of the aromatic-water solution is additionally treated with an aqueous solution of octadecylamine hydrochloride or triethanolamine if the amount of lauryl sulfate taken is ve 1.0-5.0% of dry pigment.