JP6540902B2 - Dioxazine violet pigment composition - Google Patents

Description

  The present invention relates to dioxazine violet pigment compositions which can be used as pigments in paint applications.

  The paint is formulated with paints made of various pigments such as inorganic pigments, organic pigments, brighteners, etc. to create a distinctive paint color. Therefore, in the organic pigment, a high saturation from the viewpoint of design is a desirable characteristic from the viewpoint of wide color reproduction.

  In addition, it is desirable that the viscosity when made into a paint is low because the amount and combination that can be blended can be broadened. The basic performance as a paint film is that the resin used most in the paint composition produces the performance based on it. However, depending on the pigment, the viscosity may be significantly increased with respect to the resin, or the coating film may be weakened. An increase in viscosity leads to poor dispersion in the disperser at the time of paint production and, in some cases, causes the device to stop. Moreover, although the finished paint may be apply | coated by air spray coating etc., in that case, it is essential to spray from a spray nozzle, and a viscosity characteristic becomes important.

  The resin that determines the coating performance is various, such as acrylic resin, melamine resin, epoxy resin, polyester resin, polyurethane resin, polyamide resin, and phenol resin. In order to balance cost and performance, it is also possible to blend two or more resins. Among them, acrylic resins are widely used as base resins because they are inexpensive and have good performance. In particular, in consideration of the environment, water-ization has progressed, and the use of acrylic resins is spreading.

  As a dioxazine violet pigment composition for paints, as a prior art, a pigment composition containing a dioxazine bilayer pigment and a derivative of the dioxazine bilayer pigment has been proposed. As a method for producing the pigment, for example, a pigment according to a solvent salt milling method in which a crude dioxazine violet pigment is ground by a kneader, a Banbury mixer, etc. using a grinding aid such as sodium chloride and a wetting agent such as polyethylene glycol in combination. Or crude pigment of dioxazine violet is dry-ground by a ball mill, attritor, or vibratory ball mill, etc. to form a dry-ground product, then a mixed solvent of alcohols and water, a mixed solvent of ketones and water, or Only a dioxazine violet pigment is previously prepared by a pigmentation method such as solvent boiling treatment with a mixed solvent of an aromatic solvent and water, and thereafter this is mixed with a corresponding derivative of the dioxazine violet pigment to give a pigment There is a method of composition.

  In addition, at the stage of producing a crude dioxazine violet pigment by condensation and ring closure of 3-amino-9-ethylcarbazole and chloranil, a derivative of dioxazine violet pigment is obtained by combining the above derivatives of the dioxazine violet pigment as described above. A process has been proposed in which the crude pigment composition is pigmented by the known method as described above after producing the crude dioxazine violet pigment contained.

  However, the method of using a derivative of the above-mentioned conventional dioxazine violet pigment in combination has the disadvantage that the gloss of the colored film containing it is reduced. Moreover, the pigment composition containing the derivative of the dioxazine violet pigment becomes hydrophilic and is inferior in bleed resistance (Bleeding is a property in which the water resistance of the colored film is poor and the dye dissolves when water is attached). Furthermore, depending on the application to be used, defects such as flowability decrease due to thickening (increase in viscosity) may appear.

  Patent Document 1 discloses a crude dioxazine violet pigment containing a sulfonic acid derivative of a dioxazine violet pigment and the like in combination with the sulfonic acid derivative of the dioxazine violet pigment and the like at the stage of producing the crude pigment of dioxazine violet. And the method of pigmenting this crude pigment by a conventional method has been proposed.

Further, in Patent Document 2, after adding a sulfonamide derivative of a dioxazine violet pigment to a wet cake of a dioxazine violet pigment, wet-pulverizing with a sand mill, the sulfonamide derivative is filtered, washed with water, and dried by a conventional method. Methods have been proposed for producing the contained dioxazine violet pigments.
Further, according to Patent Document 3, a relatively large amount of benzenesulfonic acid derivative is added to a dioxazine violet pigment and pulverized, and the resultant is added to a potassium hydroxide aqueous solution to be stirred as a slurry at a high temperature, and then filtered, washed and dried. A process for the preparation of oxazine biret pigments is disclosed.

  Further, Patent Document 4 discloses a method of wet milling a crude dioxazine with an organic liquid comprising an inorganic salt and one or more alcohols or polyols as a grinding aid, and using a dioxazine derivative based on 100 parts by weight of the crude dioxazine. There is disclosed a process for producing a β-type dioxazine pigment which is characterized by adding 0.2 to 20 parts by weight and grinding.

  Patent Document 5 discloses a pigment composition obtained by mixing 0.1 to 30% by weight of a dioxazine pigment derivative having a phthalimidomethyl group introduced into a dioxazine pigment.

JP-A-8-48687 JP-A-2-102272 Unexamined-Japanese-Patent No. 3-9960 JP-A-6-228454 Unexamined-Japanese-Patent No. 4-246469

  However, each of the dioxazine violet pigment compositions obtained from the methods of Patent Documents 1 to 3 has a disadvantage that the color saturation is low when a colored film is formed therefrom. In addition, pigment compositions containing derivatives of dioxazine violet pigments are all hydrophilic, and have problems such as poor bleeding resistance and poor fluidity (increase in viscosity) depending on the intended use.

  In the methods of Patent Documents 4 and 5, although the reduction in viscosity is achieved, the saturation is still insufficient.

  Also, in recent years, higher performance has been sought for viscosity reduction and chroma improvement which affect the workability and quality.

  Thus, when used as a paint, a dioxazine pigment composition has been desired which combines both the property that the viscosity increase is remarkably suppressed and the color saturation of the coated product is very high.

  The present inventors have completed the present invention as a result of intensive studies to find a dioxazine pigment composition which is low in viscosity and good in workability and excellent in chroma of the coated material obtained by the paint. The

  That is, the present invention provides a pigment composition comprising a dioxazine violet pigment, a phthalimidomethyl dioxazine violet pigment derivative, and a dimethylaminomethyl copper phthalocyanine pigment derivative.

  A pigment composition characterized by containing 70 to 94% of dioxazine violet pigment, 4 to 15% of phthalimidomethyl dioxazine violet pigment derivative, and 2 to 15% of dimethylaminomethyl copper phthalocyanine pigment derivative in terms of mass. Provide the goods.

  The present invention also provides a paint comprising the pigment composition described above.

  The pigment composition of the present invention is a dioxazine violet pigment composition comprising a dioxazine violet pigment, a phthalimidomethyl dioxazine violet pigment derivative, and a dimethylaminomethyl copper phthalocyanine pigment derivative, and the pigment composition is contained therein. The coating composition of the invention has a particularly remarkable effect of low viscosity and good workability, and the coated product has a very high saturation.

Hereinafter, the present invention will be described in detail.
The present invention relates to a pigment composition comprising a dioxazine violet pigment, a phthalimidomethyl dioxazine violet pigment derivative, and a dimethylaminomethyl copper phthalocyanine pigment derivative.

  The pigment composition in the present invention contains a dioxazine violet pigment as an essential component pigment, and the dioxazine violet pigment includes C.I. I. Pigment Violet 23, which means an organic pigment of the following chemical structural formula (I).

  As a pigmentation method of a dioxazine violet pigment, for example, a solvent salt milling method or a solvent method is well known. These methods are as follows.

  In the solvent salt milling method, for example, a crude dioxazine violet pigment is ground using a water-soluble grinding aid such as sodium chloride and a wetting agent such as polyethylene glycol in combination using a kneader or a Banbury mixer, and then washed with water. It is a method of drying. On the other hand, as a solvent method, for example, a dry ground product (ground crude pigment composition) obtained by dry grinding a crude dioxazine violet pigment by a ball mill, an attritor, a vibrating ball mill or the like is mixed with alcohol and water. It is a method of heating under normal pressure, filtration, washing and drying with a solvent, a mixed solvent of ketones and water, or a mixed solvent of aromatic solvent and water.

  The solvent method is based on 100 parts of crude crude dioxazine pigment on a mass basis, a mixed solvent of alcohols and water, a mixed solvent of amide compounds and water, a mixed solvent of ketones and water, or a mixed solvent of aromatic solvent and water It can be carried out by mixing with 400 to 1,000 parts and heating. As the alcohol in this case, for example, n-butanol, isobutanol and the like, as the amide compounds, for example, N-methyl-2-pyrrolidone, and as the ketones, for example, methyl isobutyl ketone, aromatic Examples of the solvent include toluene, xylene and the like. The ratio of the alcohol to water or the aromatic solvent to water can be, for example, alcohol or aromatic solvent / water = 15/85 to 85/15 on a mass basis. Although heating conditions in particular are not restrict | limited, For example, they are azeotropic temperature more than 323K (Kelvin temperature), and 1-8 hours.

As the primary particle diameter of the dioxazine violet pigment, for example, those having a BET specific surface area of 50 to 130 m ² / g can be suitably used. More preferably, those in the range of 100 to 125 m ² / g are preferable in that they contribute to the improvement of saturation.

  Here, the primary particle diameter refers to the maximum diameter (long diameter) of 20 primary pigment particles constituting an aggregate on a two-dimensional image by photographing the particles in the field of view with a transmission electron microscope or scanning electron microscope ) Is obtained and averaged.

  On the other hand, the BET specific surface area is a specific surface area value of the powder measured according to the "method of measuring the amount of adsorbed gas by the one-point method" defined in Appendix 2 of Japanese Industrial Standard JIS Z8830. This BET specific surface area can be measured, for example, by an apparatus such as Micro Data Co., Ltd. product Micro Soap Automatic Surface Area Model MODEL 4232 II.

  The phthalimidomethyl dioxazine violet pigment derivative used in the present invention is represented by the following general formula (II).

・・・式（ＩＩ）

··· Formula (II)

  The phthalimidomethyl dioxazine violet pigment derivative can be obtained, for example, as follows. That is, dioxazine violet is added to 15 weight times of 80% sulfuric acid solution while stirring, N-methylol phthalimide is added at 50 ° C., and after stirring for 4 hours, it is taken out in water, filtered, washed with water and dried. Can be mentioned. Instead of N-methylol phthalimide, equimolar amounts of formaldehyde and phthalimide may be added.

  A pigment derivative having a phthalimidomethyl group is added to a pigment to suppress crystal growth and to impart dispersibility when the pigment is used in applications such as ink, paint, color filter, toner, etc. . The phthalimido methyl group in the phthalimido methyl dioxazine violet pigment derivative can be substituted 1 to 10 when it is substituted on the outermost benzene ring, preferably using one having a number of substitution of 1 to 8 it can.

  In the present invention, it is possible to use a pigment derivative having 1 to 10 phthalimidomethyl substitution as described above, and among them, when the number of substituents is averaged, one having 1 to 6 substituents is preferable. The viscosity is low and the color saturation of the coated material is high. The number of substituents averaged is more preferably 1 to 5, and 1 to 4 can provide more preferable characteristics. The phthalimidomethyl dioxazine violet pigment derivative used in the present invention may be produced by the above method and may be used, or a commercially available product may be used. Here, the phthalimidomethyl dioxazine violet pigment derivative produced or the commercially available phthalimidomethyldioxazine violet pigment derivative may contain an unsubstituted substance which is not substituted at the time of synthesis, and the "averaged number of substituents" may be selected. In the description, it is a value measured including such an unsubstituted substance.

  On the other hand, the copper phthalocyanine derivative used together with the dioxazine violet pigment in the present invention is a dimethylaminomethyl copper phthalocyanine pigment derivative. A general structure is a structure represented by the following general formula (III).

  ··· Formula (III)

As a manufacturing method of a dimethylamino methyl copper phthalocyanine pigment derivative, the method etc. which are described in Japanese Patent Publication No.7-2911 are mentioned, for example. As in the above-mentioned formula (III), the number of substituents is preferably 1 to 4. Moreover, the thing with which the average number of substituents is 0.2-3 can be used.
The dimethylaminomethyl copper phthalocyanine pigment derivative used in the present invention may be produced by the above method (such as the method described in JP-B-7-2911) or may be used, or a commercially available product may be used. Here, the manufactured dimethylaminomethyl copper phthalocyanine pigment derivative or the commercially available dimethylaminomethyl copper phthalocyanine pigment derivative may contain an unsubstituted substance which was not substituted at the time of synthesis, and the above-mentioned "averaged number of substituents" may be used. In the description, it is a value measured including such an unsubstituted substance.

  The greatest feature of the present invention is that the pigment composition is contained by the coexistence of a dioxazine violet pigment and phthalimidomethyldioxazine violet pigment derivatives and dimethylaminomethyl copper phthalocyanine pigment derivatives which are two types of pigment derivatives. It shows the remarkable effect that the paint has a low viscosity and the color saturation of the coating is very high. In the prior art, proposals to improve dispersibility by adding pigment derivatives having different chemical structures to violet pigments have been reported, particularly in color filter applications. However, in applications that express the hue of reflected light, such as paints, changes in hue due to differences in structure are often even problematic. Therefore, the present invention finds a better combination of pigment derivatives, and can exert excellent effects without increasing the addition amount of pigment derivatives of different structures, so the influence on the hue is small. Furthermore, although the influence on the hue is small as described above, it is found that the effect on the paint viscosity and the saturation of the coating is very high.

  The present invention is a pigment composition containing 70 to 94% of dioxazine violet pigment, 4 to 15% of phthalimidomethyl pigment derivative of dioxazine violet, and 2 to 15% of dimethylaminomethyl copper phthalocyanine pigment derivative in terms of mass. It is preferred that there be.

  When the pigment composition of the present invention is used as a paint as a coloring agent, various resins such as acrylic resin, melamine resin, epoxy resin, polyester resin, polyurethane resin, polyamide resin and phenol resin are used as the paint. In order to balance the cost and performance, it is also possible to blend two or more resins, but among them, acrylic resin is widely used as a base resin because it is inexpensive and its performance is also good. . In particular, in recent years, in consideration of the environment, water-ization has progressed, and the use of acrylic resin is spreading.

  The solvent used for the paint includes aromatic solvents such as toluene, xylene and methoxybenzene, acetic acid ester solvents such as ethyl acetate, butyl acetate, propylene glycol monomethyl ether acetate and propylene glycol monoethyl ether acetate, and ethoxyethyl pro Propionate solvents such as propionate, alcohol solvents such as methanol, ethanol, propanol, n-butanol and isobutanol, butyl cellosolve, ether solvents such as propylene glycol monomethyl ether, diethylene glycol ethyl ether and diethylene glycol dimethyl ether, methyl ethyl ketone and methyl isobutyl ketone Ketone solvents such as cyclohexanone, aliphatic hydrocarbon solvents such as hexane, N, N-dimethylformamide, -Nitrogen compound solvents such as butyrolactam, N-methyl-2-pyrrolidone, aniline and pyridine, lactone solvents such as γ-butyrolactone, and carbamates such as a mixture of 48: 52 of methyl carbamate and ethyl carbamate, There is water etc. As the solvent, in particular, polar solvents such as propionate type, alcohol type, ether type, ketone type, nitrogen compound type, lactone type, water and the like and soluble in water are suitable.

  In addition, when a pigment additive and / or a pigment composition is dispersed or mixed in a liquid resin to form a resin composition for a paint, conventional additives such as dispersants, fillers, and paints are prepared. Auxiliary agents, desiccants, plasticizers and / or auxiliary pigments can be used. This is accomplished by dispersing or mixing each component, alone or several together, collecting all the components, or adding all of them at once.

  Examples of the disperser for dispersing the pigment composition include known dispersers such as a disperser, homomixer, paint conditioner, scandex, bead mill, attritor, ball mill, two rolls, three rolls, pressure kneader, etc. However, it is not limited to these. In the dispersion of the pigment composition of the present invention, a resin and a solvent are added and dispersed so as to have a viscosity that allows dispersion with these dispersers. The high concentration paint base after dispersion has a solid content of 5 to 20%, to which a resin and a solvent are further mixed to be used as a paint.

  The dioxazine violet pigment composition of the present invention thus obtained is suitably used for coating applications, but as a coloring function, printing inks, paints, colored molded articles, toners for electrostatic charge image development, color of liquid crystal display devices It can be used for various known applications such as filters, aqueous inks for inkjet recording, and the like.

  Hereinafter, the present invention will be described in more detail using examples and comparative examples. Unless otherwise noted in the following examples and comparative examples, “%” represents “mass%”.

Various evaluation methods in this example are as follows.
1) Viscosity: The viscosity was measured using a Toki Sangyo RB85L viscometer. The measurement was carried out at 20 ° C. at a rotational speed of 6 rpm for the primary color paint. The lower the viscosity, the better.
2) Saturation: A test piece of a light-colored paint after color development was measured using a spectrophotometer ("SPECTRAFLASH SF500" manufactured by Data Color International, Inc.) to measure ΔC *.

  Dioxazine violet before mixing was produced by the following three methods. In addition, (a)-(d) in the text is the numerical value changed so that each Example and a comparative example may be met according to the composition as described in Table 1, 3 and 5 in the Example mentioned later.

Production Example 1
81 parts (a) of dioxazine violet ((trade name) carbazole violet 23 crude (manufactured by Kaiho Kako)) and phthalimidomethyl derivative of dioxazine violet (manufactured by DIC Corporation (FD-MS measurement) A mixture of 7 and the average number of substituents was confirmed to be 2.7)) 9 parts (b), 900 parts of sodium chloride and 150 parts of diethylene glycol were charged in a 2 L kneader and salted and ground for 7 hours. The resulting slurry is filtered, washed with water and the sodium chloride washed away. The filtered wet cake was dried and pulverized to obtain 85 parts of pigment powder.

Production Example 2
360 parts (a) of dioxazine violet ((trade name) carbazole violet 23 crude (manufactured by Kaiho Koko)) and phthalimidomethyl derivative of dioxazine violet (a mixture of 1 to 7 substituents, a mixture of 1 to 7, average substitution Radix number 2.7) 40 parts (b) was charged in a 5 L attritor and dry ground for 50 minutes to obtain 395 parts of a crude pigment. 90 parts of this crude pigment, 144.3 parts of isobutanol and 410.7 parts of water are mixed and heated, and after azeotroping for 5 hours at 363 K, isobutanol is distilled and recovered, filtered, washed, and a filtered wet cake The mixture was dried and ground to obtain 88 parts of pigment powder.

[Production Example 3]
360 parts (a) of dioxazine violet ((trade name) carbazole violet 23 crude (manufactured by Kaiho Kako)) and a phthalimidomethyl derivative of dioxazine violet (a mixture of DIC Corporation (having 1 to 7 substituents, The average number of substituents was 2.7)) 40 parts (b) was charged in a 5 L attritor and dry ground for 50 minutes to obtain 395 parts of a crude pigment. 50 parts of this crude pigment, 570 parts of N-methyl-2-pyrrolidone and 30 parts of water are mixed and heated, stirred for 333 K for 6 hours, filtered and washed, the wet cake separated by filtration is dried and pulverized to give 47 parts of pigment powder I got

Example 1
(Production of primary color paint, and production of painting pieces of exhibition color)
In 47.5 parts (c) of the pigment powder obtained in Production Example 1, 2.5 parts of dimethylaminomethyl copper phthalocyanine pigment derivative (a mixture of 1 to 4 substituents, the average number of substituents being 0.5) Mix (d) to make it uniform. The ratio of the mixed pigments dioxazine violet and phthalimidomethyl derivative of dioxazine violet and dimethylaminomethyl copper phthalocyanine pigment derivative is 90.2%: 4.8%: 5.0%.

  Add 31.2 parts of Acridic 47-712 (made by DIC), 32 parts of mixed solvent (xylene / n-butanol = 3/1) and 120 parts of glass beads into 250 ml poly bottles in 4.8 parts of mixed pigment powder Dispersed for 2 hours with a Toyo Seiki paint shaker. Thereafter, 72 parts of Acrydic 47-712 (manufactured by DIC) and 20 parts of Super Beckcamine L-117-60 (manufactured by DIC) were added and dispersed for 10 minutes with a paint shaker to obtain 120 parts of a primary color paint. The obtained primary color paint was allowed to stand in a constant temperature bath at 20 ° C. for 1 hour or more, and viscosity measurement was performed.

(Preparation of white paint)
36 parts of Typek R-930 (manufactured by Ishihara Sangyo Co., Ltd.), 20.4 parts of Acrydic 47-712 (manufactured by DIC) and 7.2 parts of mixed solvent (xylene / n-butanol = 3/1) and glass beads Place 90 parts in a 250 ml poly bottle and disperse for 2 hours with a Toyo Seiki paint shaker. After that, 47.6 parts of Acridic 47-712 (manufactured by DIC) and 8.8 parts of Super Beckcamine L-117-60 (manufactured by DIC) were added and dispersed for 10 minutes with a paint shaker to obtain a white paint. .

(Creating a light paint, and creating a painted piece)
Ten parts of the primary color paint obtained in Example 1 (preparation of the primary color paint) and 10 parts of the white paint were mixed in a planetary mill (manufactured by KURABO) to obtain a light color paint. The obtained light-colored paint was spread on art paper with a 6-mil applicator, allowed to stand at room temperature for 1 hour or more, and then baked at 140 ° C. for 15 minutes. The developed color test piece was measured with a spectrophotometer.

Examples 2 to 6
Similarly, dioxazine violet (a), phthalimidomethyl derivative (b) used in Production Example 1, pigment powder (c) used for preparation of primary color paint (Example 1), dimethylaminomethyl copper phthalocyanine pigment derivative ((1) The number of substituents is a mixture of 1 to 4, and the average number of substituents is 0.5, and the amount of (d) is changed as shown in Table 1, and test samples are prepared and evaluated. The BET specific surface area (the measuring method is as described above) of the dioxazine violet pigment (corresponding to the above-mentioned pigment powder (c)) in Example 1 and Examples 2 to 6 is in the range of 100 to 125 m ² / g in each case. It was

Comparative Examples 1 and 2
Test samples were prepared in the same manner without the addition of one or both of a phthalimidomethyl derivative, dimethylaminomethyl copper phthalocyanine, and the like.

  The amounts of used dioxazine violet (a), phthalimidomethyl derivative (b), pigment powder (c) used for preparation of primary color paint, and dimethylaminomethyl copper phthalocyanine pigment derivative (d) are as shown in Table 1.

Each compound in the table is abbreviated as follows.
V-23: Dioxazine violet pigment IM-Violet: Phthalimidomethyl dioxazine violet pigment derivative DM-CuPc: Dimethylaminomethyl copper phthalocyanine pigment derivative

  Table 2 shows the composition ratios of the pigments used for preparation of the paint in the above Examples and Comparative Examples, and the evaluation results (B-type viscosity (6 rpm) of the primary color paint, saturation (C *) of the light color paint).

  In the manufactured dioxazine violet pigments, those in which both phthalimidomethyl derivatives of dioxazine violet and dimethylaminomethyl copper phthalocyanine pigment derivatives are not added (comparative example) are the viscosity reduction of the primary color paint and the saturation improvement of the light color paint I could not meet both. On the other hand, in Examples 1 to 6 in which both the phthalimidomethyl derivative of dioxazine violet and the dimethylaminomethyl copper phthalocyanine pigment derivative were added to the dioxazine violet pigment, both the viscosity reduction of the primary color paint and the saturation improvement of the light color paint were both added. It combines the characteristics of H.

<Examples 7 and 8 and Comparative Examples 3 to 5>
The pigment before mixing was produced according to Production Example 2, and the same operation as described above was performed. The amounts changed are shown in Table 3. The BET specific surface area (as described above for the measurement method) of the dioxazine violet pigment (corresponding to the pigment powder (c)) was in each case in the range of 100 to 125 m ² / g.

  Table 4 shows the composition ratios of the pigments used in the preparation of the paint in the above Examples and Comparative Examples, and the obtained evaluation results (B-type viscosity (6 rpm) of the primary color paint, saturation (C *) of the light color paint) .

  As in the previous example, among the dioxazine violet pigments, those to which both the phthalimidomethyl derivative of dioxazine violet and the dimethylaminomethyl copper phthalocyanine pigment derivative are not added (comparative example) are the viscosity reduction of the primary color paint and the color of the light color paint I could not meet both of the improvement. On the other hand, in Examples 7 and 8 in which both the phthalimidomethyl derivative of dioxazine violet and the dimethylaminomethyl copper phthalocyanine pigment derivative were added to the dioxazine violet pigment, both the viscosity reduction of the primary color paint and the chroma improvement of the light color paint were both added. It combines the characteristics of H.

<Examples 9, 10, Comparative Examples 6 to 8>
The pigment before mixing is manufactured according to Production Example 3 and the same operation as described above is carried out (changed amounts are shown in Table 5), and the obtained evaluation results (B-type viscosity (6 rpm) of the primary color paint) The degrees (C *)) are shown in Table 6. The BET specific surface area (as described above for the measurement method) of the dioxazine violet pigment (corresponding to the pigment powder (c)) was in each case in the range of 100 to 125 m ² / g.

  As in the previous example, among the dioxazine violet pigments, those to which both the phthalimidomethyl derivative of dioxazine violet and the dimethylaminomethyl copper phthalocyanine pigment derivative are not added are both the viscosity reduction of the primary color paint and the saturation improvement of the light color paint Could not meet. On the other hand, in Examples 9 and 10 in which both the phthalimidomethyl derivative of dioxazine violet and the dimethylaminomethyl copper phthalocyanine pigment derivative were added to the dioxazine violet pigment, both the viscosity reduction of the primary color paint and the saturation improvement of the light color paint were both added. It combines the characteristics of H.

Claims (3)

A pigment composition comprising a dioxazine violet pigment, a phthalimidomethyl dioxazine violet pigment derivative and a dimethylaminomethyl copper phthalocyanine pigment derivative (however, a pigment comprising CI pigment blue 15: 6) Excluding the composition) . Containing a dioxazine violet pigment, a phthalimidomethyl dioxazine violet pigment derivative, and a dimethylaminomethyl copper phthalocyanine pigment derivative,
In mass terms, dioxazine violet pigment 70-94%, 4-15% phthalimidomethyl-dioxazine violet pigment derivative, face you, characterized in that a proportion of 2-15% dimethylaminomethyl copper phthalocyanine pigment derivative charge composition object.   A paint comprising the pigment composition according to claim 1 or 2.