CS239496B1 - Pigment agent on the base of beta modification of copper phthalocyanine - Google Patents

Abstract

Beta modification pigment preparation copper phthalocyanine containing! by weight 42-94.4% of the beta-phthalocyanine modification, 5 to 50% of 2-alkylphthalocyanine copper and 0.5 to 8.0% of 2,9-dialkylphthalocyanine copper, wherein alkyl is optionally substituted. branched a hydrocarbon radical having carbon numbers 2 to 6. Copper beta-cyanine modification with a green shade deviation is possible used for the production of a pigment preparation with shade up to reddish of choice composition.

Description

(54) Pigment preparation based on beta modification of phthalocyanine by the medium

Pigment preparation based on beta modification of copper phthalocyanine containing % by weight of 42 to 94.4% copper phthalocyanine beta modification, 5 to 50% copper 2-alkylphthalocyanine and 0.5 to 8.0% copper 2,9-dialkylphthalocyanine, wherein the alkyl is optionally present. A branched hydrocarbon residue having a carbon number of 2 to 6. Ptalo cyanine copper beta modifications with a greenish shade variation can be used to produce a pigment preparation with a shade up to reddish according to the composition's choice.

The present invention relates to a phthalocyanine-based pigment composition containing copper phthalocyanine beta modification and alkyl- and alkyl-substituted copper phthalocyanine.

Copper phthalocyanine is industrially produced, inter alia, by a continuous process by reacting urea, phthalic anhydride and copper (I) chloride at elevated temperature and from the catalytic action of ammonium molybdate, e.g. No. 177 268 and 210 288. The crude beta modification phthalocyanine must be further processed (micronized or treated and utilized with excipients) to give the resulting pigmented commercial form, the processing method being selected having regard to the desired application properties. However, in this processing (finalization) it is no longer possible to change the color deviation (the product is greener than the standard), which often occurs in a continuous process for producing copper phthalocyanine 8 which makes the resulting pigment or pigment preparation unsuitable for some demanding applications. printing or in the paint industry.

Research has now found that copper phthalocyanine beta modifications having a green hue variation can be used to produce a pigment preparation, and by selecting the composition of the preparation, the shade of the product can be varied as desired up to the reddish region.

The copper phthalocyanine beta-based pigment preparation according to the invention comprises 42 to 94.5% copper phthalocyanine beta modification, 5 to 50% copper 2-alkylphthalocyanine and 0.5 to 8% 2,9-dialkylphthalocyanine copper, wherein alkyl is optionally. a branched hydrocarbon radical having 2 to 6 carbon atoms.

The pigment preparation of the invention comprises monosubstituted and disubstituted copper phthalocyanine. The substituent is a branched or unbranched alkyl having 2 to 6 carbons and may be, for example, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, psntyl, isopentyl, tert-pentyl, neopentyl, hexyl, isohexyl, 1- methylpentyl, etc. The content of 2-alkyl and 2,9-dialkylphthalocyanine of copper in the pigment preparation is selected with respect to the desired shade of the resulting product and must be determined on a case-by-case basis.

The preparation of the pigment preparation according to the invention is preferably carried out by simultaneous micronization of crude or purified copper phthalocyanine with an appropriate amount of 2-alkyl and 2,9-dialkyl-substituted copper phthalocyanine. Micronization yields the pigment form of copper phthalocyanine and at the same time all components of the preparation are perfectly homogenized. Micronization can be carried out, for example, by malaxing with salts and glycols (cf. No. 232848) or by grinding all of the formulation components in colloidal pearl dispersers. However, it is also possible to micronize copper phthalocyanine 8 substituted phthalocyanines separately before homogenizing all components. The product can be further finalized to the desired form, eg for pigmentation of paints and printing, preferably gravure inks.

The examples demonstrate the production of the pigment preparation according to the invention and its application properties. Percentages and parts are by weight in the examples.

Example 1

34.6 g of copper phthalocyanine from continuous production (98.5% phthalocyanine content), 4.8 g of 2- (tert-butyl) copper phthalocyanine were charged into a 0.75 liter Janke Kunkel mixer,

0.6 g of copper 2,9- (di-tert-butyl) phthalocyanine, 120 g of sodium chloride of a mean particle size of 7 µm and 45 g of polyethylene glycol of average molecular weight 600. The mixture was malaxized for 6 hours at 50 to 60 ° C. 500 ml water, stirred at 85 ° C for 1 hour, filtered and the filter cake washed. The cake was redissolved in 240 ml of water and a solution of 5 g of oleic acid oleic acid in 25 g of ethanol was added dropwise with stirring over 15 minutes. The mixture was then heated to 80 ° C, acidified to pH = 1.5 with hydrochloric acid and stirred under these conditions for 60 minutes. The suspension was further filtered, washed with water until the reaction to Cl disappeared, the product was dried at 90 ° C and ground.

The obtained pigment preparation was evaluated in gravure ink as compared to the standard as follows:

dispersion hardness 25 (standard 40) shade 1Item no

Thus, the product is better dispersed in gravure ink than the standard, a shade variation is acceptable. Copper phthalocyanine, treated in the same way but in the absence of substituted copper phthalocyanines, exhibited a color deviation of 32, which is not acceptable for printing.

Příkla. d 2

In a manner analogous to Example 1, pigment preparations having a different content of substituted phthalocyanines were prepared. An overview of the formulations is given in Table 1 together with an evaluation of the dispersion hardness, shade and the results of bulk density determination.

TABLE I

Overview of pigment preparations

with Ftalocyanin copper loading of product (% haot.) 2-tert-butyl-2,9 (di-tert-butyl) shade dispersible hardness loose volume FCM FCM 100.0 o.o 0.0 3Z , 4 2.4 92.3 6.8 0.9 1Z 13 3.6 86.5 11.9 1.6 ιδ 28 4.1 81.7 17.0 2.3 2Č 16 3.7 61.1 33.9 4.6 4Item no 1 * 0 4.0

It can be seen from the table that the content of substituted alkyl copper phthalocyanines greatly affects the shade of the products, whereas up to about 70% of the copper phthalocyanines also satisfy the dispersibility of the intaglio printing compositions.

Example 3 i

Copper phthalocyanine and alkyl-substituted phthalocyanines were malaxized as in Example 1, but separately. Only then were the individual components homogenized in an aqueous suspension in a ratio of 90 parts copper phthalocyanines, Θ parts t-butyl phthalocyanine and 1.0 parts tert-butyl phthalocyanine copper. The product had a shade practically equal to the standard and very good dispersion hardness.

Claims (1)

SUBJECT OF THE INVENTION Pigment preparation based on beta modification of copper phthalocyanines, characterized in that it contains 42 to 94.5% by weight of copper phthalocyanines beta modification, 5 to 50% of 2-alkylphthalocyanine copper and 0.5 to 8.0% of 2,9-dialkylphthalocyanine and copper, wherein alkyl is an optionally branched hydrocarbon radical having 2 to 6 carbon atoms