Aqueous dispersion of capsules

Patent metadata

Field	Value
Publication number	US-12359080-B2
Application number	US-201917298687-A
Country	US
Kind code	B2
Filing date	Nov 26, 2019
Priority date	Dec 3, 2018
Publication date	Jul 15, 2025
Grant date	Jul 15, 2025

Abstract

An aqueous dispersion of particles comprising a resin having at least one repeating unit of formula I, II and/or III and which is obtainable by contacting in a liquid comprising water, a compound A comprising at least 2 functional groups selected from the group of functional groups —X—C(═O)—CHR1-C(═O)—R2, —X—C(═O)—C≡C—R2; or —X—C(═O)—CR1=CR2-NR11R12, the functional groups are linked by a linking group comprising a polyester, polyether, polyolefin, polydimethylsiloxane or polycarbonate chain with a compound B comprising at least two —NH 2 , —NH 3 + or —N═C═O, wherein X, R1, R2, R3, R11 and R12 have the same meaning as that defined in the claims and w. The invention also includes a method of producing the aqueous dispersion.

First claim

The invention claimed is:

1. An aqueous dispersion of capsules having a polymeric shell surrounding a core, wherein the core comprises an active material and the shell comprises a resin comprising at least one repeating unit of formula I, II and/or III

wherein
R1 is selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl or heteroaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, C═OR4, and CN;
R2 is selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl or heteroaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and C═OR4;
optionally, R1 and R2 represent the necessary atoms to form a five to eight membered ring;
R3 is selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group;
R4 is selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl or heteroaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, OR5, and NR6R7;
R5 is selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group;
R6 and R7 are independently selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group;
optionally, R6 and R7 represent the necessary atoms to form a five to eight membered ring;
X is selected from the group consisting of O, NR8, and CR9R10;
R8, R9, and R10 are independently selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group;
optionally, R8 and R3 represent the necessary atoms to form a five to eight membered ring;
optionally, any of R3, R9 and R10 represent the necessary atoms to form a five to eight membered ring;
and which is obtained by contacting in a liquid comprising water, a compound A comprising at least two functional groups selected from the group consisting of functional groups —X—C(═O)—CHR1-C(═O)—R2, —X—C(═O)—C≡C—R2; and —X—C(═O)—CR1=CR2-NR11R12, wherein the functional groups are linked by means of a linking group comprising a polyester, polyether, polyolefin, polydimethylsiloxane or polycarbonate chain, with a compound B comprising at least two functional groups selected from the group consisting of —NH 2 , —NH 3 + and —N═C═O;
wherein R11 and R12 are independently selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, and a substituted or unsubstituted aryl or heteroaryl group.

2. The aqueous dispersion according to claim 1 wherein the repeating unit is of formula I and compound A comprises at least two functional groups according to the formula —X—C(═O)—CHR1-C(═O)R2, wherein X represents O.

3. The aqueous dispersion according to claim 1 , wherein the repeating unit is of formula I and wherein compound B comprises at least two amine groups and further comprises an oligomer.

4. The aqueous dispersion according to claim 1 wherein the core comprises an active material selected from the group consisting of colorants, chemical reactants which are able to react upon application of heat and/or light, flame retardants, binders, fragrances, light stabilizers, conductive particles and polymers, magnetic particles, flavour or malodour counteraction agents, drugs, herbicides, pesticides, and combinations thereof.

5. The aqueous dispersion according to claim 4 wherein the core comprises a chemical reactant that is a blocked isocyanate.

6. The aqueous dispersion according to claim 4 wherein the core comprises a colorant that is a leuco dye.

7. The aqueous dispersion according to claim 4 wherein the core comprises a colorant that is a pigment.

8. An ink jet ink comprising water, a pigment, and the capsules as defined in claim 1 in an amount of 30 wt. % or less, with respect to the total weight of the ink.

9. An ink jet ink comprising water, a pigment, and the capsules as defined in claim 3 in an amount of 30 wt. % or less, with respect to the total weight of the ink.

10. An ink jet ink comprising water, a pigment, and the capsules as defined in claim 7 in an amount of 30 wt. % or less, with respect to the total weight of the ink.

11. A method of producing an aqueous dispersion as defined in claim 1 comprising:
a) preparing a non-aqueous solution of compound A or B and an active material in a non-water soluble organic solvent;
b) preparing an aqueous solution of compound B or A;
c) dispersing the non-aqueous solution under high shear in the aqueous solution; and
d) allowing a reaction between compound A and B.

12. The method of producing an aqueous dispersion according to claim 11 wherein the active material is selected from the group consisting of colorants, chemical reactants which are able to react upon application of heat and/or light, flame retardants, binders, fragrances, light stabilizers, conductive particles and polymers, magnetic particles, flavour or malodour counteraction agents, drugs, herbicides, pesticides, and combinations thereof.

13. A method of producing an aqueous dispersion as defined in claim 1 comprising:
a) preparing a non-aqueous solution of compound A or B in a non-water soluble organic solvent;
b) preparing an aqueous solution of compound B or A and an active material;
c) dispersing the non-aqueous solution under high shear in the aqueous solution; and
d) allowing a reaction between compound A and B.

14. The method of producing an aqueous dispersion according to claim 13 wherein the active material is selected from the group consisting of colorants, chemical reactants which are able to react upon application of heat and/or light, flame retardants, binders, fragrances, light stabilizers, conductive particles and polymers, magnetic particles, flavour or malodour counteraction agents, drugs, herbicides, pesticides, and combinations thereof.

15. An inkjet recording method, comprising:
a) applying an aqueous inkjet ink as defined i

Assignees

• Agfa Gevaert Nv

Inventors

• Van Aert Hubertus
• Loccufier Johan
• Louwet Jos

Classifications

• C09D11/322

  Pigment inks · CPC title

• C09D11/102

  containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds · CPC title

• C09D11/037

  characterised by the pigment · CPC title

• C09D11/033

  characterised by the solvent · CPC title

• B41M5/0023

  Digital printing methods characterised by the inks used (inks per se C09D11/00) · CPC title