Chlorinated copper phthalocyanine pigments

Patent metadata

Field	Value
Publication number	US-11059978-B2
Application number	US-201916707027-A
Country	US
Kind code	B2
Filing date	Dec 9, 2019
Priority date	Jun 4, 2015
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

It is an object of the present technology to overcome the disadvantages of conventional chlorination of a copper phthalocyanine which produces copper phthalocyanine, wherein the number of chlorines is less than than or equal to 4. The pigments described herein contain less chlorine than standard commercial grades of tetrachlorinated (or greater) copper phthalocyanine pigments while achieving similar color space, chromaticity, fastness properties, and color travel in automotive waterborne and solvent borne systems. The inventive pigments are more advantageous from a toxicity and environmental perspective, and allow the manufacturer to produce pigments in a safe and economical manner.

First claim

What is claimed is:

1. A chlorinated copper phthalocyanine pigment composition, comprising a mixed crystal form containing β crystal form and a crystal form other than β crystal, and comprises greater than 50% β crystal form, having a structure:

having α- and β-positions, where chlorine substitution at the α- and β-positions on the phthalocyanine is defined by:
0.4<m+n≤4
m≥n
n>0.2

where m represents the average number of chlorine substituents at the α-position, and n represents the average number of chlorine substituents at the β-position.

2. The phthalocyanine pigment composition of claim 1 , having a particle size between about 20-90 nm.

3. The phthalocyanine pigment composition of claim 1 , having a particle size between about 30-70 nm.

4. The phthalocyanine pigment composition of claim 1 , having a hue angle (H) in 95 W tints between about 225-242°.

5. The phthalocyanine pigment composition of claim 1 , wherein the pigment composition comprises at least one additive.

6. The phthalocyanine pigment composition of claim 5 , wherein the additive is a pigment derivative.

7. The phthalocyanine pigment composition of claim 6 , wherein the additive is a modified phthalocyanine pigment derivative.

8. The phthalocyanine pigment composition of claim 7 , wherein the additive is a sulfonated phthalocyanine pigment derivative.

9. The phthalocyanine pigment composition of claim 1 , wherein the pigment composition is used in automotive paint systems.

10. The phthalocyanine pigment composition of claim 1 , wherein the crystal form other than β crystal is α crystal form.

11. A coating, ink, waterborne or solvent borne pigment preparation, electrophotographic toner and developer, plastics, color filters, powder coating materials, comprising the chlorinated copper phthalocyanine pigment composition of claim 1 .

Assignees

• Sun Chemical Corp

Inventors

• Visintin Pamela M
• Schwartz Russell J

Classifications

• G03F7/105

  having substances, e.g. indicators, for forming visible images · CPC title

• C09B67/0026

  of phthalocyanine pigments · CPC title

• G03G9/0918

  Phthalocyanine dyes · CPC title

• C09B67/0032

  Treatment of phthalocyanine pigments (C09B67/0016, C09B67/0019 take precedence) · CPC title

• C09D11/322

  Pigment inks · CPC title