Highly heat-resistant phthalocyanine

Patent metadata

Field	Value
Publication number	US-9580447-B2
Application number	US-201113989082-A
Country	US
Kind code	B2
Filing date	Nov 22, 2011
Priority date	Nov 24, 2010
Publication date	Feb 28, 2017
Grant date	Feb 28, 2017

Abstract

The problem addressed by the present invention is to provide a high heat-resistant phthalocyanine. The phthalocyanine is separated by mixing a phthalocyanine separation solvent and a phthalocyanine solution wherein a phthalocyanine starting material is dissolved in a solvent. The phthalocyanine is wherein having high heat resistance, the decomposition temperature of the separated phthalocyanine being at least 10° C. higher than the decomposition temperature of the phthalocyanine starting material. Also, the phthalocyanine solution may be the result of dissolving at least two types of phthalocyanine starting material in the solvent, the separated phthalocyanine being wherein containing a solid solvent of the at least two types of phthalocyanine starting material and by the decomposition temperature of the separated phthalocyanine being at least 10° C. higher than the decomposition temperature of a mixture of at least two types of phthalocyanine separated by mixing the phthalocyanine separation solvent and each of at least two types of phthalocyanine solution resulting from dissolving each of the at least two types of phthalocyanine starting material in a solvent.

First claim

The invention claimed is:

1. A highly heat resistant phthalocyanine, comprising;
a solid solution comprising a copper phthalocyanine and a brominated chlorinated zinc phthalocyanine;
wherein the said phthalocyanine is the phthalocyanine which is separated by mixing a phthalocyanine solution having a phthalocyanine raw material dissolved in a solvent with a phthalocyanine separating solvent, and a decomposition temperature of the separated phthalocyanine is higher by 10° C. or more than a decomposition temperature of the phthalocyanine raw material;
wherein the phthalocyanine is obtained by separating phthalocyanine microparticles by mixing the phthalocyanine solution with the phthalocyanine separating solvent in a thin film fluid formed between at least two processing surfaces which are disposed in a position they are faced with each other so as to be able to approach to and separate from each other, at least one of which rotates relative to the other;
wherein the phthalocyanine solution is a solution having two or more phthalocyanine raw materials dissolved in a solvent, the separated phthalocyanine containing a solid solution of the said two or more phthalocyanine raw materials;
wherein said phthalocyanine raw material is comprised of a copper phthalocyanine and a brominated chlorinated zinc phthalocyanine; and
a decomposition temperature of the separated phthalocyanine is higher by 10° C. or more than a decomposition temperature of a mixture of two or more phthalocyanines that are separated by mixing each of two or more phthalocyanine solutions having the two or more phthalocyanine raw materials dissolved into each solvent with a phthalocyanine separating solvent.

2. The highly heat resistant phthalocyanine according to claim 1 , wherein the separated phthalocyanine contains a copper phthalocyanine having its decomposition temperature of 440° C. or higher.

3. The highly heat resistant phthalocyanine according to claim 1 , wherein the separated phthalocyanine contains a brominated chlorinated zinc phthalocyanine having its decomposition temperature of 515° C. or higher.

4. The highly heat resistant phthalocyanine according to claim 1 , wherein a decomposition temperature of the separated phthalocyanine is 530°C. or higher, and the separated phthalocyanine contains a solid solution of a copper phthalocyanine and a brominated chlorinated zinc phthalocyanine.

5. The highly heat resistant phthalocyanine according to claim 1 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof.

6. The highly heat resistant phthalocyanine according to claim 1 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof, and the measurements thereof are done under an atmospheric condition with the temperature rising rate of 5° C. per one minute while using the reference sample of α-alumina and the sample weight of 10 mg±0.5 mg.

7. The highly heat resistant phthalocyanine according to claim 1 , wherein the decomposition temperature thereof is the temperature TR which is the intersection point R between the tangent line L 1 at the weight-decrease starting temperature P 1 and the tangent line L 2 at the weight-decrease ending temperature P 2 in the TG curve obtained by simultaneous measurements of thermogravimetry and differential thermal thereof.

8. The highly heat resistant phthalocyanine according to claim 7 , wherein its weight decreasing ratio from 40° C. to the weight-decrease starting temperature P 1 in simultaneous measurements of thermogravimetry and differential thermal thereof is 3% or less.

9. The highly heat resistant phthalocyanine according to claim 1 , wherein the separated phthalocyanine is composed of particles having a particle diameter 100 nm or less.

10. The highly heat resistant phthalocyanine according to claim 1 , wherein a solid solution ratio of two or more phthalocyanines in a primary particle of the separated phthalocyanine microparticles relative to a ratio of two or more phthalocyanine raw materials in the phthalocyanine solution mixed with the phthalocyanine separating solvent is within 25% as a degree of precision.

11. The highly heat resistant phthalocyanine according to claim 2 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof.

12. The highly heat resistant phthalocyanine according to claim 3 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof.

13. The highly heat resistant phthalocyanine according to claim 4 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof.

14. The highly heat resistant phthalocyanine according to claim 2 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof, and the measurements thereof are done under an atmospheric condition with the temperature rising rate of 5° C. per one minute while using the reference sample of α-alumina and the sample weight of 10 mg±0.5 mg.

15. The highly heat resistant phthalocyanine according to claim 3 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof, and the measurements thereof are done under an atmospheric condition with the temperature rising rate of 5° C. per one minute while using the reference sample of α-alumina and the sample weight of 10 mg±0.5 mg.

16. The highly heat resistant phthalocyanine according to claim 4 , wherein its decomposition temperature is calculated from simultaneous measurements of thermogravimetry and differential thermal thereof, and the measurements thereof are done under an atmospheric condition with the temperature rising rate of 5° C. per one minute while using the reference sample of α-alumina and the sample weight of 10 mg±0.5 mg.

Assignees

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

Inventors

• Maekawa Masaki
• Honda Daisuke
• Enomura Masakazu

Classifications

• C09B67/0035

  Mixtures of phthalocyanines · CPC title

• C09C1/0081

  Composite particulate pigments or fillers, i.e. containing at least two solid phases, except those consisting of coated particles of one compound (C09C1/0015, C09C1/0078 take precedence) · CPC title

• B82Y30/00 Primary

  Nanotechnology for materials or surface science, e.g. nanocomposites · CPC title

• C01P2004/64

  Nanometer sized, i.e. from 1-100 nanometer · CPC title

• C09C1/04

  Compounds of zinc {(C09C1/0003, C09C1/0009, C09C1/0015, C09C1/0078 take precedence)} · CPC title