Polyester dispersants for colouration of ceramic tiles using ink jet inks and ink jet ink printers

Patent metadata

Field	Value
Publication number	US-10584256-B2
Application number	US-201515529029-A
Country	US
Kind code	B2
Filing date	Nov 12, 2015
Priority date	Nov 24, 2014
Publication date	Mar 10, 2020
Grant date	Mar 10, 2020

Abstract

The invention provides dispersed inorganic mixed metal oxide pigment compositions in a non-aqueous media utilizing a polyester dispersant having a terminal hydroxyl, tertiary amine or quaternized amine anchoring group and a mixed metal oxide pigment. The metal oxide pigment is of the type used to colour ceramic or glass articles. A milling process using beads is also described to reduce the mixed metal oxide particle size to the desired range. A method of using the mixed metal oxide dispersion to digitally print an image on a ceramic or glass article using the dispersion jetted through a nozzle and firing the coloured article is also described.

First claim

What is claimed is:

1. A composition comprising a particulate solid, a mid-polar ester medium and/or polar ether medium and a dispersing agent of the Formula (1),
RC(═O)-[A] m -[B] n —Z  Formula (1)

wherein Formula 1 is a random or blocky copolymer of A and B units,
R is a C 1-35 hydrocarbyl group optionally substituted with hydroxyl or halogen;
A is an oxy (C 8-20 ) alk(en)ylene carbonyl repeating unit;
B is an optionally substituted oxy (C 2-7 ) alkylene carbonyl repeating unit;
m is 1-6 and n is 1-10 and m+n is from 4 to 16;
Z is OH or is a group which is attached to the carbonyl group of A or B through an oxygen or nitrogen atom and is generally represented by the formula:
—N(T)-Q-Y or —O-Q-Y;

wherein T is a hydrogen, or a C 1-18 hydrocarbyl radical, or a group represented by Q-Y;
Q is an alkylene or hydroxyalkylene radical containing from 2-6 carbon atoms;
and Y is a tertiary amine group represented by the formula:
—N(R 2 )(R 3 )

or a quaternary ammonium group represented by the formula:
—N + (R 2 )(R 3 )(R 4 )W −

wherein R 2 , R 3 and R 4 are each independently alkyl, cycloalkyl, or benzyl groups optionally wherein the alkyl or cycloalkyl group has from 1 to 18 carbon atoms, optionally wherein said alkyl, cycloalkyl, or benzyl are hydroxyl or halogen substituted, and optionally wherein R 2 and R 3 are a single hydrocarbon group that in combination with the N of the Y group forms a cyclic amine;

and W − is a colourless anion, and wherein the particulate solid is a mixed metal oxide pigment that develops its color intensity and hue after firing at elevated temperatures.

2. The composition according to claim 1 , wherein Z is a hydroxyl group.

3. The composition according to claim 1 , wherein Z is represented by —O-Q-Y.

4. The composition according to claim 1 , wherein Z is represented by —N(T)-Q-Y.

5. The composition as claimed in claim 1 , wherein the particulate solid is at least one ceramic pigment of mixed metal oxides which contain a combination of two or more elements in cationic form selected from Al, Mg, Ca, Cd, Co, Cr, Fe, In, Mn, Ni, Pr, Sb, Se, Si, Sn, Ti, V, Zn and Zr.

6. The composition as claimed in claim 5 , wherein the mixed metal oxide particulate is present from about 20 to about 60 wt. % of said composition.

7. The composition according to claim 1 , wherein Z is represented by —N(T)-Q-Y or —O-Q-Y.

8. The composition according to claim 7 , wherein Y is a tertiary amine.

9. The composition according to claim 7 , wherein Y is a quaternized amine.

10. A process for milling an inorganic particulate, having a dry powder volume average particle diameter D 50 in excess of 2 micron, in a mid-polar ester medium and/or polar ether medium to a D 50 particle size of less than 700 nanometres, said process comprising;
a) blending a mid-polar ester medium and/or polar ether medium, said inorganic particulate material comprising a mixed metal oxide pigment, optionally including a vitreous glaze material, having a dry powder volume average particle diameter in excess of 2 micron, and a dispersing agent of the formula
RC(═O)-[A] m -[B] n —Z  Formula (1)

wherein -[A] m -[B] n — of Formula 1 is a random or blocky polyester copolymer of A and B units,
R is a C 1-35 hydrocarbyl group, optionally substituted with hydroxyl or halogen;
A is an oxy (C 8-20 ) alk(en)ylene carbonyl repeating unit;
B is an optionally substituted oxy (C 2-7 ) alkylene carbonyl repeating unit;
m is 1-6 and n is 1-10 and m+n is from 4 to 16;

Z is OH or Z is a group which is attached to the carbonyl group of A or B through an oxygen or nitrogen atom and is generally represented by the formula:
—N(T)-Q-Y or —O-Q-Y;

wherein T is a hydrogen, or a C 1-18 hydrocarbyl radical, or a group represented by Q-Y;
Q is an alkylene or hydroxyalkylene radical containing from 2-6 carbon atoms;
and Y is a tertiary amine group represented by the formula:
—N(R 2 )(R 3 )

or a quaternary ammonium group represented by the formula:
—N + (R 2 )(R 3 )(R 4 )W −

wherein R 2 , R 3 and R 4 are each independently alkyl, cycloalkyl, or benzyl groups, optionally wherein the alkyl or cycloalkyl group has from 1 to 18 carbon atoms, optionally wherein said alkyl, cycloalkyl, or benzyl are hydroxyl or halogen (e.g., Cl, Br, or I) substituted, and optionally wherein R 2 and R 3 are a single hydrocarbon group that in combination with the N of the Y group forms a cyclic amine;

and W − is a colourless anion, and wherein the particulate solid is a mixed metal oxide pigment that develops its color intensity and hue after firing at elevated temperatures;
b) milling said mixed metal oxide pigment dispersed with said dispersing agent in said mid-polar ester medium and/or polar ether medium using a bead mill for 5 minutes to 60 hours; and
c) confirming the volume average particle diameter D 50 is less than 700 nanometres.

11. The process for milling an inorganic particulate according to claim 10 , wherein said milling process is at a milling rate of 0.4 to 8 KWatt/hour per Kg of particulate.

12. The process according to claim 10 , wherein said mixed metal oxide pigment contains a combination of two or more different elements in the form of cations selected from the group of Al, Mg, Ca, Cd, Co, Cr, Fe, In, Mn, Ni, Pr, Sb, Se, Si, Sn, Ti, V, Zn and Zr.

13. The process of claim 10 , wherein Z is a hydroxyl group.

14. The process of claim 10 , wherein Z is represented by —O-Q-Y.

15. The process of claim 14 , wherein Y is a quaternized tertiary amine.

16. The process of claim 10 , wherein Z is represented by —N(T)-Q-Y or —O-Q-Y.

17. The process of claim 16 , wherein Y is a tertiary amine.

18. The process of claim 16 , wherein Y is a quaternized tertiary amine.

19. A process for digitally printing on ceramic article or glass article substrate using an ink jetted through a nozzle;
a) providing a mixed metal oxide dispersed in a mid-polar ester medium and/or polar ether medium with a dispersing agent of the formula
RC(═O)-[A] m -[B] n —Z  Formula (1)

wherein Formula 1 is a random or blocky copolymer of A and B units,
R is a C 1-35 hydrocarbyl group optionally substituted with hydroxyl or halogen;
A is an oxy (C 8-20 ) alk(en)ylene carbonyl repeating unit;
B is an optionally substituted oxy (C 2-7 ) alkylene carbonyl repeating unit;
m is 1-6 and n is 1-10 and m+n is from 4 to 16;

Z is OH or is a group which is attached to the carbonyl group of A or B through an oxygen or nitrogen atom and is generally represented by the formula:
—N(T)-Q-Y or —O-Q-Y;

wherein T is a hydrogen, or a C 1-18 hydrocarbyl radical, or a group represented by Q-Y;
Q is an alkylene or hydroxyalkylene radical containing from 2-6 carbon atoms;
and Y is a tertiary amine group represented by the formula:
—N(R 2 )(R 3 )

or a quaternary ammonium group represented by the formula:
—N + (R 2 )(R 3 )(R 4 )W −

wherein R 2 , R 3 and R 4 are each independently alkyl, cycloalkyl, or benzyl groups optionally wherein the alkyl or cycloalkyl group can have from 1 to 18 carbon atoms, optionally wherein said alkyl, cycloalkyl, or benzyl are hydroxyl or halogen (e.g., Cl, Br, or I) substituted, and optionally wherein R 2 and R 3 are a single hydrocarbon group that in combination with the N of the Y group forms a cyclic amine;

and W − is a colourless anion, and wherein the particulate solid is a mixed metal oxide pigment that develops its color intensity and hue after

Assignees

• Lubrizol Advanced Mat Inc

Inventors

• Thetford Dean
• Cartridge David

Classifications

• C09D11/326 Primary

  characterised by the pigment dispersant · CPC title

• C09D11/104

  Polyesters · CPC title

• C09D11/32

  characterised by colouring agents · CPC title

• C09D11/30

  Inkjet printing inks · CPC title

• C09D11/322

  Pigment inks · CPC title