Copper phthalocyanine pigment and method for producing copper phthalocyanine microparticles

Patent metadata

Field	Value
Publication number	US-9487658-B2
Application number	US-201113701162-A
Country	US
Kind code	B2
Filing date	Mar 4, 2011
Priority date	Jun 3, 2010
Publication date	Nov 8, 2016
Grant date	Nov 8, 2016

Abstract

Provided are: a copper phthalocyanine pigment which contains at least one kind of copper phthalocyanine microparticles whose crystal type is any of two kinds of β- and γ-type crystals and that exhibits, in a region of 380 nm to 780 nm, an absorption spectrum shape extremely similar to that of α-form copper phthalocyanine microparticles; and a process for the production of the copper phthalocyanine microparticles. Also provided are: a copper phthalocyanine pigment which contains at least one kind of coper phthalocyanine microparticles whose crystal type is any of two kinds of β- and γ-type crystals and that exhibits a wavelength (λ-max) of shorter than 478 nm in the transmission spectrum in a region of 380 nm to 780 nm, said wavelength (λ-max) being a wavelength at which the maximum transmittance appears; and a process for the production of the copper phthalocyanine microparticles.

First claim

The invention claimed is:

1. A copper phthalocyanine pigment containing copper phthalocyanine microparticles containing at least one kind of copper phthalocyanine microparticles whose crystal type is any of two kinds of β- and γ-type crystals, wherein a wavelength (λmax) to give the maximum transmittance in 380 nm to 780 nm of a transmission spectrum of the copper phthalocyanine microparticles is less than 478 nm, wherein an absorption spectrum of the copper phthalocyanine microparticles in 380 nm to 780 nm is an absorption spectrum form of an α-type crystal, and wherein the copper phthalocyanine microparticles are formed by a process comprising:
a fluid to be processed is supplied between processing surfaces being capable of approaching to and separating from each other and displacing relative to each other,
pressure of force to move in the direction of approaching is balanced with pressure of force to move in the direction of separation thereby keeping a minute space in the distance between the processing surfaces, wherein the pressures of force include supply pressure of the fluid to be processed and pressure applied between the processing surfaces, at least one of which rotates relative to the other,
the minute space kept between two processing surfaces is used as a flow path of the fluid to be processed, thereby forming a thin film fluid of the fluid to be processed,
forming the copper phthalocyanine microparticles in this thin film fluid,
wherein the fluid to be processed is at least two kinds of fluids to be processed including a copper phthalocyanine solution having a copper phthalocyanine dissolved in a solvent and a solvent capable of being a poor solvent to the copper phthalocyanine, and
wherein the copper phthalocyanine solution is a solution having copper phthalocyanine dissolved in an organic solvent that is added with an acidic substance, and
wherein the solvent capable of being the poor solvent to the copper phthalocyanine is one solvent selected from the group consisting of a mixed solvent of an aromatic compound solvent and ethylene diamine, an aromatic compound solvent, and an ether compound solvent.

2. The copper phthalocyanine pigment containing copper phthalocyanine microparticles according to claim 1 , wherein a volume-average particle diameter of the copper phthalocyanine microparticles is in the range of 1 nm to 600 nm.

3. The copper phthalocyanine pigment containing copper phthalocyanine microparticles according to claim 1 , wherein the copper phthalocyanine solution is a solution having copper phthalocyanine having β-type crystal dissolved in a mixed solvent of trifluoroacetic acid and dichloromethane, and
the solvent capable of being the poor solvent to the copper phthalocyanine is one selected from the group consisting of a mixed solvent of m-xylene and ethylene diamine, m-xylene and tetrahydrofuran.

4. The copper phthalocyanine pigment containing copper phthalocyanine microparticles according to claim 1 , wherein the wavelength (λmax) to give the maximum transmittance in 380 nm to 780 nm of a transmission spectrum of the copper phthalocyanine microparticles is less than 478 nm and more than or equal to 465 nm.

5. A method for producing copper phthalocyanine microparticles, the method to produce the copper phthalocyanine microparticles according to claim 1 , wherein:
a fluid to be processed is supplied between processing surfaces being capable of approaching to and separating from each other and displacing relative to each other,
pressure of force to move in the direction of approaching, including supply pressure of the fluid to be processed and pressure applied between the rotating processing surfaces, is balanced with pressure of force to move in the direction of separation thereby keeping a minute space in the distance between the processing surfaces,
the minute space kept between two processing surfaces is used as a flow path of the fluid to be processed, thereby forming a thin film fluid of the fluid to be processed, and
the copper phthalocyanine microparticle is separated in this thin film fluid.

6. The method for producing copper phthalocyanine microparticles according to claim 5 , wherein:
at least three fluids to be processed, comprising a first fluid, a second fluid, and a third fluid, are used, wherein
the first fluid to be processed is a copper phthalocyanine solution having a copper phthalocyanine dissolved in a solvent,
the second fluid to be processed is a solvent capable of being a poor solvent to the copper phthalocyanine, and
the third fluid to be processed contains at least one kind of organic solvent, wherein
all of the fluids to be processed are mixed in the thin film fluid.

7. The method for producing copper phthalocyanine microparticles according to claim 5 , wherein:
at least two fluids to be processed are used,
at least one of the fluids to be processed is a copper phthalocyanine solution having a copper phthalocyanine dissolved in a solvent, and at least one of the fluids to be processed other than the above fluid is a solvent capable of being a poor solvent to the copper phthalocyanine,
at least one of the fluids to be processed out of the copper phthalocyanine solution and the solvent capable of being a poor solvent to the copper phthalocyanine contains at least one kind of an organic solvent, and
the fluids to be processed are mixed in the thin film fluid.

8. The method for producing copper phthalocyanine microparticles according to claim 7 , wherein the organic solvent contains at least one solvent out of an aromatic compound solvent, a ketone compound solvent, an ether compound solvent, and a halogenated compound solvent.

9. The method for producing copper phthalocyanine microparticles according to claim 5 , wherein the method comprises:
a fluid pressure imparting mechanism for imparting a pressure to the fluid to be processed,
at least two processing members of a first processing member and a second processing member, the second processing member being capable of relatively approaching to and separating from the first processing member, and
a rotation drive mechanism for rotating the first processing member and the second processing member relative to each other; wherein
each of the processing members is provided with at least two processing surfaces of a first processing surface and a second processing surface disposed in a position they are faced with each other,
each of the processing surfaces constitutes part of a sealed flow path through which the fluid to be processed under the pressure is passed,
of the first and second processing members, at least the second processing member is provided with a pressure-receiving surface, and at least part of the pressure-receiving surface is comprised of the second processing surface,
the pressure-receiving surface receives pressure applied to the fluid to be processed by the fluid pressure imparting mechanism thereby generating a force to move in the direction of separating the second processing surface from the first processing surface,
the fluid to be processed under the pressure is passed between the first and second processing surfaces being capable of approaching to and separating from each other and rotating relative to each other, whereby the fluid to be processed forms the thin film fluid, and
the copper phthalocyanine microparticles are separated in this thin film fluid.

10. The method for producing copper phthalocyanine microparticles according to claim 9 , wherein:
one kind of fluid to be processed is introduced to between the first processing surface and the second processing surface,
an another independent introduction path for another kind of fluid to be processed

Assignees

• Maekawa Masaki
• Honda Daisuke
• Enomura Masakazu
• M Technique Co Ltd

Inventors

• Maekawa Masaki
• Honda Daisuke
• Enomura Masakazu

Classifications

• C09B67/0019 Primary

  of phthalocyanines · CPC title

• C09B67/0026 Primary

  of phthalocyanine pigments · CPC title

• Y10T428/2982

  Particulate matter [e.g., sphere, flake, etc.] · CPC title

• C09B67/006

  Preparation of organic pigments · CPC title

• C09B67/0016

  of phthalocyanines · CPC title