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US-12624242-B2 - Water-based coloring composition, coloring method, pigment dispersion liquid, and metal pigment producing method

US12624242B2US 12624242 B2US12624242 B2US 12624242B2US-12624242-B2

Abstract

A water-based coloring composition contains a metal pigment, water, and an organic solvent. The metal pigment is surface-treated with a first surface treatment agent and a second surface treatment agent, the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) or a phosphoric-acid-based compound denoted by Formula (2), the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) or a phosphoric-acid-based compound denoted by Formula (4), and the carbon number of R 1 or R 2 of the first surface treatment agent is higher than the carbon number of R 3 or R 4 of the second surface treatment agent.

Inventors

  • Mitsunobu Nakatani
  • Kei Hiruma
  • Kenta TSUKADA

Assignees

  • SEIKO EPSON CORPORATION

Dates

Publication Date
20260512
Application Date
20230623
Priority Date
20220624

Claims (13)

  1. 1 . A water-based coloring composition comprising: a metal pigment; water; and an organic solvent, wherein the metal pigment is surface-treated with a first surface treatment agent and a second surface treatment agent, the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) below or a phosphoric-acid-based compound denoted by Formula (2) below, the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) below or a phosphoric-acid-based compound denoted by Formula (4) below, (R 1 )PO(OH) 2 (1) (in Formula (1), R 1 represents a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 2 O) a PO(OH) 3-a (2) (in Formula (2), R 2 represents independently a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent, and a is an integer of 1 or 2) (R 3 )PO(OH) 2 (3) (in Formula (3), R 3 represents a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 4 O) b PO(OH) 3-b (4) (in Formula (4), R 4 represents independently a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent, and b is an integer of 1 or 2), and the carbon number of R 1 or R 2 of the first surface treatment agent is higher than the carbon number of R 3 or R 4 of the second surface treatment agent, wherein a content of the first surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition; and wherein a content of the second surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition.
  2. 2 . The water-based coloring composition according to claim 1 , wherein a difference between the carbon number of R 1 or R 2 of the first surface treatment agent and the carbon number of R 3 or R 4 of the second surface treatment agent is 4 or more and 14 or less.
  3. 3 . The water-based coloring composition according to claim 1 , wherein the carbon number of R 3 or R 4 of the second surface treatment agent is 11 or less.
  4. 4 . The water-based coloring composition according to claim 1 , wherein a content of the water is 50% by mass or more and 90% by mass or less relative to a total amount of the water-based coloring composition.
  5. 5 . The water-based coloring composition according to claim 1 , wherein a content of the organic solvent is 10% by mass or more and 60% by mass or less relative to a total amount of the water-based coloring composition.
  6. 6 . The water-based coloring composition according to claim 1 , wherein a content of the metal pigment is 0.5% by mass or more and 20% by mass or less relative to a total amount of the water-based coloring composition.
  7. 7 . The water-based coloring composition according to claim 1 , wherein the water-based coloring composition is a paint composition or an ink composition.
  8. 8 . The water-based coloring composition according to claim 1 , wherein the metal pigment is composed of aluminum or an aluminum alloy.
  9. 9 . A coloring method comprising: attaching the water-based coloring composition according to claim 1 to an object to be colored.
  10. 10 . A pigment dispersion liquid comprising: a metal pigment; water; and an organic solvent, wherein the metal pigment is surface-treated with a first surface treatment agent and a second surface treatment agent, the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) below or a phosphoric-acid-based compound denoted by Formula (2) below, the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) below or a phosphoric-acid-based compound denoted by Formula (4) below, (R 1 )PO(OH) 2 (1) (in Formula (1), R 1 represents a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 2 O) a PO(OH) 3-a (2) (in Formula (2), R 2 represents independently a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent, and a is an integer of 1 or 2) (R 3 )PO(OH) 2 (3) (in Formula (3), R 3 represents a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 4 O) b PO(OH) 3-b (4) (in Formula (4), R 4 represents independently a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent, and b is an integer of 1 or 2), and the carbon number of R 1 or R 2 of the first surface treatment agent is higher than the carbon number of R 3 or R 4 of the second surface treatment agent, wherein a content of the first surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition; and wherein a content of the second surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition.
  11. 11 . A metal pigment producing method comprising: a first surface treatment step of surface-treating a metal pigment with a first surface treatment agent; and a second surface treatment step of surface-treating the metal pigment surface-treated with the first surface treatment agent with a second surface treatment agent, wherein the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) below or a phosphoric-acid-based compound denoted by Formula (2) below, the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) below or a phosphoric-acid-based compound denoted by Formula (4) below, (R 1 )PO(OH) 2 (1) (in Formula (1), R 1 represents a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 2 O) a PO(OH) 3-a (2) (in Formula (2), R 2 represents independently a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent, and a is an integer of 1 or 2) (R 3 )PO(OH) 2 (3) (in Formula (3), R 3 represents a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R 4 O) b PO(OH) 3-b (4) (in Formula (4), R 4 represents independently a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent, and b is an integer of 1 or 2), and the carbon number of R 1 or R 2 of the first surface treatment agent is higher than the carbon number of R 3 or R 4 of the second surface treatment agent, wherein a content of the first surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition; and wherein a content of the second surface treatment agent ranges from 0.05% by mass to 10% by mass, relative to a total amount of the coloring composition.
  12. 12 . The metal pigment producing method according to claim 11 , wherein the surface treatment with the first surface treatment agent is performed in a solvent-based medium during the first surface treatment step.
  13. 13 . The metal pigment producing method according to claim 11 , wherein the surface treatment with the second surface treatment agent is performed in a water-based medium during the second surface treatment step.

Description

The present application is based on, and claims priority from JP Application Serial Number 2022-101665, filed Jun. 24, 2022, the disclosure of which is hereby incorporated by reference herein in its entirety. BACKGROUND 1. Technical Field The present disclosure relates to a water-based coloring composition, a coloring method, a pigment dispersion liquid, and a metal pigment producing method. 2. Related Art To date, compositions such as inks and paints containing a metal pigment, for example, aluminum, have been developed to produce articles having glossy metallic appearance. In this regard, in recent years, from the viewpoint of global environment, ease of handling, and the like, aqueous compositions containing water as a main solvent rather than nonaqueous compositions containing an organic solvent as a main solvent have been targeted in development of the compositions. For example, JP-A-2015-140359 discloses a base metal pigment serving as a base metal pigment for an aqueous ink composition, wherein the base metal pigment is surface-treated with a fluorine-based compound, and the base metal pigment has a predetermined zeta potential, to provide a base metal pigment having favorable water resistance and dispersion stability in a water-based medium. As described in JP-A-2015-140359, an improvement in water resistance and dispersibility due to surface treatment with a fluorine-based compound is expected. However, a metal pigment used in a water-based ink is desired to have still more water resistance and dispersibility or improved dispersion stability. In addition, as a matter of course, an improvement in glossiness is also required. SUMMARY A water-based coloring composition according to an aspect of the present disclosure contains a metal pigment, water, and an organic solvent, wherein the metal pigment is surface-treated with a first surface treatment agent and a second surface treatment agent, the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) below or a phosphoric-acid-based compound denoted by Formula (2) below, the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) below or a phosphoric-acid-based compound denoted by Formula (4) below, and the carbon number of R1 or R2 of the first surface treatment agent is higher than the carbon number of R3 or R4 of the second surface treatment agent. (R1)PO(OH)2  (1) (in Formula (1), R1 represents a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R2O)aPO(OH)3-a  (2) (in Formula (2), R2 represents independently a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent, and a is an integer of 1 or 2) (R3)PO(OH)2  (3) (in Formula (3), R3 represents a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R4O)bPO(OH)3-b  (4) (in Formula (4), R4 represents independently a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent, and b is an integer of 1 or 2) A coloring method according to an aspect of the present disclosure includes attaching a coloring composition containing the above-described water-based coloring composition to an object to be colored. A pigment dispersion liquid according to an aspect of the present disclosure contains a metal pigment, water, and an organic solvent, wherein the metal pigment is surface-treated with a first surface treatment agent and a second surface treatment agent, the first surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (1) below or a phosphoric-acid-based compound denoted by Formula (2) below, the second surface treatment agent contains a phosphonic-acid-based compound denoted by Formula (3) below or a phosphoric-acid-based compound denoted by Formula (4) below, and the carbon number of R1 or R2 of the first surface treatment agent is higher than the carbon number of R3 or R4 of the second surface treatment agent. (R1)PO(OH)2  (1) (in Formula (1), R1 represents a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R2O)aPO(OH)3-a  (2) (in Formula (2), R2 represents independently a hydrocarbon group having a carbon number of 12 or more in which a hydrogen atom is not limited to being substituted with a substituent, and a is an integer of 1 or 2) (R3)PO(OH)2  (3) (in Formula (3), R3 represents a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not limited to being substituted with a substituent) (R4O)bPO(OH)3-b  (4) (in Formula (4), R4 represents independently a hydrocarbon group having a carbon number of 4 or more in which a hydrogen atom is not lim