DE1271388B - Pigment for macromolecular substances - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY GERMAN WIW PATENT OFFICE

EDITORIAL

Int. Cl .:

German KL:

Number:
File number:
Registration date:
Display day:

C08k

C09d

39 b -22/01

22 g-10/01
151-7 / 01

P 12 71 388.1-43
August 11, 1962
June 27, 1968

Of the requirements placed on the fastness properties of organic pigment dyes that are used for the dyeing of high molecular weight organic products in bulk find, the most important ones are high temperature stability, high lightfastness and good solventfastness and good behavior towards plasticizers. It is also made of these pigments demands that they produce clear shades and not bloom.

Among the orange to yellow-red colored organic pigments (including the anthraquinone series) To date, no pigment is known that meets all of these authenticity requirements.

The subject of the invention is the use of the dye of the formula

as a pigment for dyeing printing inks, varnishes or compounds made of synthetic, semi-synthetic or natural macromolecular substances.

This dye is particularly suitable as an orange to yellow-red colored, very temperature-stable and outstandingly light-, plasticizer- and solvent-fast pigment for the mass coloring of plastics and gives pigment-colored masses and mixtures of good clarity and color fastness. This dye is known from US Pat. No. 1,705,023 as a vat dye which dyes cotton from the vat in a yellow-brown shade and is suitable for printing. It can be obtained, for example, from 1, ⁽ ) -Thia / olanthron-2-cai bonsäuieclilorid and 1,4-diaminoanthracliinoii

Pigment dye for macromolecular substances

Applicant:

Aniline & Soda Factory in Baden

Aktiengesellschaft, 6700 Ludwigshafen

Named as inventor:

Dr. Fritz Graser, 6700 Ludwigshafen, Germany

As is well known, there are vat dyes which are also used as pigment dyes for plastics can, provided that they meet the most important fastness requirements for such pigments. However, since the dyes of the vat dye class to which the pigment according to the invention belongs

hears, after the by H. A. L u b s in his book "The Chemistry of Synthetic Dyes and Pigments" (New York 1955) on page 474 in the third to second lines from the bottom only have relatively little importance, mainly

mainly because of its poor lightfastness, it was surprising that the dye according to the invention is distinguished as a pigment dye by excellent lightfastness.
The pigment dye can be used for coloring printing inks or varnishes of all kinds. For mass coloring synthetic, semi-synthetic or natural macromolecular substances such as polyvinyl chloride, polystyrene, polyethylene, polyesters, aminoplasts. Resins and rubbers can be used.

Pigment-colored mixtures which contain the pigment according to the invention as an effective coloring component may contain solid, elastic, paste-like, viscous, thin or thixotropic

Be consistency. They can be obtained by methods known per se. For example, can they used to make printing inks. Plastic dispersions and spinning solutions, pigment doughs or other preparations can be used. The pigment

but can also be organic by stirring in, rolling in, kneading or grinding in water Solvents, non-drying oils, resins, lacquers such as stoving lacquers, plastics or rubber graze. Finally, it is also possible that

so pigment by dry mixing with organic Masses, granulates, fibers. PuKein and others To \ develop pigments for mixtures of substances.

109 567 594

For use as a pigment it is important that the dye is in pure form. To be clear To achieve orange to yellow-red shades, it is therefore advantageous to use the vat dye in a conventional cleaning operation to undergo.

The dye used according to the invention has good all-round fastness properties. He colors z. B. plasticized polyvinyl chloride in clear yellow-red shades with very good plasticizer fastness, has excellent lightfastness in printing inks, has _{excellent overspray resistance in [0} lacquers and is characterized by high brilliance, very good lightfastness, excellent temperature stability and when coloring polystyrene and its copolymers high bleeding resistance. The dyeings of polyethylene according to the invention have, in addition to good lightfastness and excellent temperature stability, high bloom resistance.

The parts and percentages given in the examples are parts by weight.

example 1

0.1 part of the dye obtainable according to Example 4 of US Pat. No. 1705 023 from 2 moles of 1,9-thiazolanthrone-2-carboxylic acid chloride and 1 mole of 1,4-diaminoanthraquinone, which has been purified via its sulfate and then finely ground in a mill are dry mixed with 100 parts of ground pelystyrene block polymer in a high-speed mixer and melted and homogenized on a screw press at a cylinder temperature of 200 to 250 ° C. The colored plastic mass is granulated by hot cutting at the nozzle head or by pulling threads with cooling. The granulate obtained in this way is then injected into shaped bodies in an injection molding device at 200 to 250 ^° C. or pressed into any desired bodies on presses. Bright yellow-red-colored injection molded parts of excellent lightfastness and resistance to bleeding are obtained. The color consistency at different processing temperatures is excellent.

A polystyrene emulsion polymer or suspension polymer can also be used in place of the polystyrene block polymer or copolymers with acrylonitrile and butadiene can be used.

Example 2

0.1 part of the pigment used in Example 1 are mixed on a drum mixer with 100 parts of high pressure polyethylene and then intensively kneaded on a rubber kneader. The mass obtained is then in plastic Condition transferred to a screw press. Then proceed with the mass as in Example 1 given. A brilliant yellow-tinged red coloration with excellent temperature stability is obtained and lightfastness. The dye does not bloom from the polyethylene.

Example 3

8 parts of the pigment used in Example 1 are used in a funnel or ball mill with a stoving varnish made from 40 parts of a coconut oil alkyd resin (40% coconut oil), 12 parts Urea-formaldehyde resin, 40 parts of xylene and 8 parts of n-butanol, rubbed into a colored varnish. This lacquer can be used to produce lacquers that are stoved after curing are high-gloss and have excellent weather and varnish resistance.

Example 4

A mixture consisting of 70 parts of polyvinyl chloride, 30 parts of di-isooctyl phthalate and 1 part of titanium dioxide (Rutile goods) is made on a mixing roller mill, which is heated to 160 ° C, with 0.5 parts of the pigment used in Example 1 colored in the usual way. An intensely red-colored one is obtained Mass that can be used to manufacture foils, profiles, etc. The coloring is characterized by excellent light and plasticizer fastness.

Claims (1)

Claim:
Use of the dye of the formula N-S as a pigment for dyeing printing inks, varnishes or compounds made of synthetic, semi-synthetic or natural macromolecular substances. Considered publications:
U.S. Patent No. 1,705,023.