JPS5948034B2 - ink composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a low-odor oil-based ink composition that has an excellent blue-green to green color, good light resistance, and low odor.

Oil-based marking inks, which have traditionally been used to mark glass, plastic, wood, paper, and objects, are prepared by dissolving oil-soluble dyes in oil-based solvents.

The colors of oil-based marking ink include black, red, blue, green, and brown, but black, red, blue, and brown have relatively good light resistance and can be used outdoors in direct sunlight. However, there were only a few dyes that could be used for blue-green to green inks, and this has been a struggle. Conventionally, blue-green to green oil-based inks are prepared by dissolving corresponding blue-green to green oil-soluble dyes in solvents.

However, blue-green to green oil-soluble dyes generally have the following drawbacks. That is, (1) an ink composition consisting of an oil-soluble dye obtained by modifying a base of a green basic dye with a fatty acid uses triphenylmethane-based or quinoline-based as the base of the green basic dye, but the properties of the dye Light resistance is not good. (2) Arethraquinone-based green dyes have somewhat good light resistance, but have low tinting power and are not advantageous in terms of cost because they use dyes at high concentrations.

(3) An ink composition consisting of a green acid dye and an oil-soluble dye formed by salt formation of an amine does not have good light resistance due to the nature of the acid dye, and the water resistance of handwriting is also not good.

(4) Green dye produced by salt formation of acidic dye and basic dye is
It is a combination of a blue acid dye and a yellow basic dye, or a combination of a yellow acid dye and a blue basic dye, and the light fastness of the green ink prepared from this is the same as the light fastness of the acid dye and the basic dye. Relatedly, the light fastness of each dye group is not good.

etc.

In the present invention, none of the blue-green to green dyes described above is used alone except for anthraquinone dyes, and
Even oil-based inks using resins do not have good light fastness because the original dyes have low light fastness or are used in combination.As a result of our intensive research, we found that nickel , sulfo-phthalocyanine
By using a blue-green to green dye that has been chlorinated or chloromethylated and reacted with an aliphatic amine, they have succeeded in obtaining an oil-based ink composition that has good tinting power and very good light resistance.

The nickel phthalocyanine derivative used in the present invention is produced by the conventional method (1) treating nickel phthalocyanine with chlorosulfonic acid to form tri- or tetrasulfochloride, which is then reacted with an amine.

(2) Nickel phthalocyanine is chloromethylated with dichlorodimethyl ether in an aluminum chloride-tertiary amine complex and reacted with the amine.

The amines used include butylamine, isobutylamine, benzylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, laurylamine, tetradecylamine, hexadecylamine, octadecylamine, cyclohexylamine, Butylamine, diisobutylamine,
Dipentylamine, dihexylamine, diheptylamine, didioctylamine, dinonylamine, didecylamine, dilaurylamine, ditetradecylamine, dihexadecylamine, dioctadecylamine, oilamine, dioleylamine, synchlohexylamine, etc.

The amount of the dye used in the ink composition is 1 to 20 parts by weight,
The amount is preferably 5 to 18 parts by weight. Next, aliphatic hydrocarbons and fatty hydrocarbons are used as low-odor solvents, specifically normal hexane, isohexane, normal heptane, and normal octane with a boiling point of 40°C or higher.
In addition, there are mixtures of petroleum benzine, gasoline, ligroin, kerosene, petroleum spirits, petroleum naphtha, and cyclohexane, methylcyclohexane, dimethylcyclohexane, and ethylcyclohexane. The amount used is 50-8
0 parts by weight, preferably 65 to 75 parts by weight. Further, if necessary, an aromatic hydrocarbon solvent such as benzene, toluene, xylene, etc. may be added. In addition to the above ingredients, actual oil-based marking inks use resins as film-forming agents, such as alkylphenol novolak resins, coumaron-yledene resin-modified alkyd resins, and modified rosin resins. 5 in ink composition
~20 parts by weight, preferably 8 to 15 parts by weight.
Other additives such as activators, rust preventives, and antistatic agents may also be added. Examples of the present invention will be described in detail below with respect to oil-based marking inks, and the term "Example Middle" indicates parts by weight. A green oil-based marking ink was obtained by stirring the above ingredients at room temperature.

For comparison, a marking ink was prepared using Orient Oil Green BG (C.I Solvent Green 3, manufactured by Orient Chemical Co., Ltd.) dissolved in xylene. Both inks were filled into a felt pen, written on a polyester film, and irradiated with a fade meter for 24 hours, and the light resistance of both was grade 7-8. However, the present invention was clearly superior in terms of odor. Similarly, the light fastness of green marking ink using malachite green base (based on C.I. Basic Green 4, manufactured by Hodogaya Chemical Co., Ltd.) and oleic acid salt-forming dye is measured using a fade meter. It was grade 3-4 after irradiation for 24 hours. A blue-green oil-based marking ink was created by stirring the above ingredients at room temperature. For comparison, a green marking ink was prepared using Acid Brilliant Milling Green B (Cl. Acid Green 9, manufactured by Sumitomo Chemical Co., Ltd.) and laurylamine salt dye. When this was filled in a feltben and tested on a polyester film using a fade meter, the light resistance of the ink of the present invention was 7 to 8, and that of the comparative example was 3 to 4. Instead of Acid Brilliant Milling Green B, Naphthalene Green VS (C.I. Acid Green 16, manufactured by Sumitomo Mikuni Co., Ltd.), Mitsui Nylon Green 2BW (C.I. manufactured by Mitsui Tohoku Chemical Co., Ltd.) ．．
All products using Acid Green 19) amine salt have a light resistance of grade 4 to 5, and the marking of the present invention
It was inferior to ink. Furthermore, when the written polyester was left under running water, in some comparative examples, some of the dye flowed out and the concentration decreased. As explained above, the ink composition of the present invention basically uses nickel phthalocyanine, which has good light resistance, as a base material, and contains blue-green to green dyes and resins condensed with its sulfochloride, chloromethylated derivatives, and various amines. Since it is composed of low-odor aliphatic hydrocarbons and alicyclic hydrocarbons, its light resistance is lower than that of conventional green markings.
It is far superior to ink and has low odor.

Claims (1)

[Claims] 1 Consists of 1 to 20 parts by weight of a nickel phthalocyanine derivative represented by general formula (1), 50 to 80 parts by weight of an aliphatic hydrocarbon or alicyclic hydrocarbon, and 5 to 20 parts by weight of a resin. Characteristic ink composition. General formulas▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・(
1) (In the general formula, Pc is a phthalocyanine group, and X is -SO_
2- or -CH_2-R_1, R_2 is hydrogen or an alkyl group, alkenyl group, or cycloalkyl group having 4 to 18 carbon atoms. )