Colorant dispersion liquid, method for producing colorant dispersion liquid, color resin composition for color filters, color filter, liquid crystal display device, and organic light-emitting display device

Patent metadata

Field	Value
Publication number	US-9376571-B2
Application number	US-201414766320-A
Country	US
Kind code	B2
Filing date	Feb 4, 2014
Priority date	Feb 8, 2013
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

The present invention is to provide a colorant dispersion liquid which is able to form a high-luminance coating film having better heat resistance compared to the case of using conventional dyes. Disclosed is a colorant dispersion liquid containing (A) a colorant, (B) a dispersant, and (C) a solvent, wherein the colorant (A) contains a color material represented by the following general formula (I) and a xanthene-based dye; a solubility of the color material in the solvent (C) and that of the xanthene-based dye in the solvent (C) are each 0.2 (g/100 g solvent) or less at 23° C.; and the color material and the xanthene-based dye are dispersed in the solvent (C) by the dispersant (B):

(The symbols in the formula are as described in the Description.)

First claim

The invention claimed is:

1. A colorant dispersion liquid comprising (A) a colorant, (B) a dispersant, and (C) a solvent, wherein the colorant (A) contains a color material represented by the following general formula (I) and a xanthene-based dye; a solubility of the color material in the solvent (C) and that of the xanthene-based dye in the solvent (C) are each 0.2 (g/100 g solvent) or less at 23° C.; and the color material and the xanthene-based dye are dispersed in the solvent (C) by the dispersant (B):

wherein A is an “a”-valent organic group in which a carbon atom directly bound to N has no π bond, and the organic group is an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at a terminal position directly bound to N, or an aromatic group having the aliphatic hydrocarbon group, and O, S, N can be contained in a carbon chain of the organic group; B c − is a “c”-valent anion; each of R 1 to R 5 is independently a hydrogen atom, an alkyl group which can have a substituent group, or an aryl group which can have a substituent group; R 2 and R 3 can be bound to form a ring structure, and/or R 4 and R 5 can be bound to form a ring structure; Ar 1 is a divalent aromatic group which can have a substituent group; a plurality of R 1 s can be the same or different; a plurality of R 2 s can be the same or different; a plurality of R 3 s can be the same or different; a plurality of R 4 s can be the same or different; a plurality of R 5 s can be the same or different; and a plurality of Ar 1 s can be the same or different; and
wherein each of “a” and “c” is an integer of 2 or more; each of “b” and “d” is an integer of 1 or more; “e” is 0 or 1 and there is no bond when “e” is 0; and “e”s can be the same or different.

2. The colorant dispersion liquid according to claim 1 , wherein the xanthene-based dye is a compound represented by the following general formula (II):

wherein each of R 6 and R 7 is independently an alkyl group or an aryl group, and each of R 8 and R 9 is independently an aryl group or a heteroaryl group.

3. The colorant dispersion liquid according to claim 1 , wherein the dispersant (B) contains a urethane-based dispersant, and at least the xanthene-based dye is dispersed by the urethane-based dispersant.

4. The colorant dispersion liquid according to claim 1 , wherein the anion (B c− ) of the general formula (I) is an inorganic acid anion having a tungsten:molybdenum molar ratio of 100:0 to 90:10.

5. The colorant dispersion liquid according to claim 1 , wherein the colorant dispersion liquid further contains an antioxidant.

6. A method for producing a colorant dispersion liquid comprising (A) a colorant, (B) a dispersant, and (C) a solvent, wherein the colorant (A) contains a color material represented by the following general formula (I) and a xanthene-based dye, and a solubility of the color material in the solvent (C) and that of the xanthene-based dye in the solvent (C) are each 0.2 (g/100 g solvent) or less at 23° C.,
wherein the method comprises a step of adding the color material, the xanthene-based dye and the dispersant (B) to the solvent (C) and co-dispersing the color material and the xanthene-based dye:

wherein A is an “a”-valent organic group in which a carbon atom directly bound to N has no π bond, and the organic group is an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at a terminal position directly bound to N, or an aromatic group having the aliphatic hydrocarbon group, and O, S, N can be contained in a carbon chain of the organic group; Bc − is a “c”-valent anion; each of R 1 to R 5 is independently a hydrogen atom, an alkyl group which can have a substituent group, or an aryl group which can have a substituent group; R 2 and R 3 can be bound to form a ring structure, and/or R 4 and R 5 can be bound to form a ring structure; Ar 1 is a divalent aromatic group which can have a substituent group; a plurality of R 1 s can be the same or different; a plurality of R 2 s can be the same or different; a plurality of R 3 s can be the same or different; a plurality of R 4 s can be the same or different; a plurality of R 5 s can be the same or different; and a plurality of Ar 1 s can be the same or different; and
wherein each of “a” and “c” is an integer of 2 or more; each of “b” and “d” is an integer of 1 or more; “e” is 0 or 1 and there is no bond when “e” is 0; and “e”s can be the same or different.

7. A color resin composition for color filters, comprising (A) a colorant, (B) a dispersant, (C) a solvent and (D) a binder component, wherein the colorant (A) contains a color material represented by the following general formula (I) and a xanthene-based dye; a solubility of the color material in the solvent (C) and that of the xanthene-based dye in the solvent (C) are each 0.2 (g/100 g solvent) or less at 23° C.; and the color material and the xanthene-based dye are dispersed in the solvent (C) by the dispersant (B):

wherein A is an “a”-valent organic group in which a carbon atom directly bound to N has no π bond, and the organic group is an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at a terminal position directly bound to N, or an aromatic group having the aliphatic hydrocarbon group, and O, S, N can be contained in a carbon chain of the organic group; B c− is a “c”-valent anion; each of R 1 to R 5 is independently a hydrogen atom, an alkyl group which can have a substituent group, or an aryl group which can have a substituent group; R 2 and R 3 can be bound to form a ring structure, and/or R 4 and R 5 can be bound to form a ring structure; Ar 1 is a divalent aromatic group which can have a substituent group; a plurality of R 1 s can be the same or different; a plurality of R 2 s can be the same or different; a plurality of R 3 s can be the same or different; a plurality of R 4 s can be the same or different; a plurality of R 5 s can be the same or different; and a plurality of Ar 1 s can be the same or different; and
wherein each of “a” and “c” is an integer of 2 or more; each of “b” and “d” is an integer of 1 or more; “e” is 0 or 1 and there is no bond when “e” is 0; and “e”s can be the same or different.

8. The color resin composition for color filters according to claim 7 , wherein the xanthene-based dye is a compound represented by the following general formula (II):

wherein each of R 6 and R 7 is independently an alkyl group or an aryl group, and each of R 8 and R 9 is independently an aryl group or a heteroaryl group.

9. The color resin composition for color filters according to claim 7 , wherein the dispersant (B) contains a urethane-based dispersant, and at least the xanthene-based dye is dispersed by the urethane-based dispersant.

10. The color resin composition for color filters according to claim 7 , wherein the anion (Bc − ) of the general formula (I) is an inorganic acid anion having a tungsten:molybdenum molar ratio of 100:0 to 90:10.

11. The color resin composition for color filters according to claim 7 , wherein the color resin composition further contains an antioxi

Assignees

• Dainippon Printing Co Ltd
• Dnp Fine Chemicals Co Ltd

Inventors

• Okada Masato
• Endo Daisuke
• Ogura Michihiro
• Segawa Hiroaki
• Murata Tomoki
• Maeno Yoshihito
• Oshima Hiroshi

Classifications

• C09B11/12 Primary

  without any OH group bound to an aryl nucleus · CPC title

• G02F1/133514

  Colour filters · CPC title

• G03F7/0007

  Filters, e.g. additive colour filters; Components for display devices · CPC title

• G02B5/223

  containing organic substances, e.g. dyes, inks or pigments · CPC title

• H01L27/322

  Electricity · mapped topic