IP Library › Granted Patent US 9,056,302
Granted Patent B2
US 9,056,302 · App. 13/376,226 · Granted Jun 16, 2015

Highly branched polymers as cross-linking agents in microcapsule wall

Inventors: Marc Rudolf Jung (Worms, DE); Francisco Javier Lopez Villanueva (Mannheim, ES); Tina Schroeder-Grimonpont (Rheinzabern, DE); Monika Haberecht (Ludwigshafen, DE); Bernd Bruchmann (Freinsheim, DE)
Assignee: BASF SE
B01J13/14Y10T428/2989A61K8/11A61K8/8147A61K2800/412C09B67/0097F28D20/023Y02E60/145
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,056,302
App. No.
13/376,226
Granted
Jun 16, 2015
Kind
B2
Abstract

The present invention relates to microcapsules comprising a capsule core and a capsule wall, obtainable by a process comprising the free-radical polymerization of an oil-in-water emulsion which comprises the following constituents: 30 to 90% by weight based on the total weight of the monomers of one or more monomers (monomers I) from the group comprising C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid, acrylic acid, methacrylic acid, maleic acid, fumaric acid and itaconic acid 10 to 70% by weight based on the total weight of the monomers of one or more ethylenically unsaturated crosslinkers (monomers II), where at least 10% by weight, based on the total weight of the monomers I, II and III, is a highly branched polymeric crosslinker, 0 to 30% by weight based on the total weight of the monomers of one or more monounsaturated monomers (monomer III), which are different from the monomers I, and a hydrophobic core material, to a process for their preparation and to their use.

Claims (38)

1. A microcapsule, comprising:

a capsule core and

a capsule wall,

wherein the capsule wall is obtained by a process comprising polymerizing, in a free-radical polymerization, an oil-in-water emulsion,

wherein the oil-in-water emulsion comprises the following monomers:

(I) 30 to 90% by weight based on the total weight of the monomers of at least one monomer (I) selected from the group consisting of a C 1 -C 24 -alkyl ester of acrylic acid or of methacrylic acid or of both, acrylic acid, methacrylic acid, maleic acid, fumaric acid, and itaconic acid,

(II) 10 to 70% by weight based on the total weight of the monomers of a monomer (II), which is an ethylenically unsaturated crosslinker, wherein at least 10% by weight, based on the total weight of the monomers (I), (II) and (III), is a highly branched polymeric crosslinker, and

(III) 0 to 30% by weight based on the total weight of the monomers of a monomer (III), which is a monounsaturated monomer, which is different from monomer (I); and

a hydrophobic core material.

2. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker is a hyperbranched polymer with a double bond content of from 0.1 to 10 mol/kg.

3. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker is a polyaddition product or polycondensation product.

4. The microcapsule of claim 1 , wherein the highly branched crosslinker is selected from the group consisting of a polycarbonate, a polyester, a polyether, a polyurethane, a polyurea, a polyamide, and mixtures thereof.

5. The microcapsule of claim 1 , wherein the highly branched crosslinker is a polyester, a polycarbonate, a polyurethane, or a mixture thereof.

6. The microcapsule of claim 1 , wherein

a total content of all monomer (I) is from 40 to 70% by weight based on the total weight of the monomers,

a total content of all monomer (II) is from 30% to 60% by weight based on the total weight of the monomers, wherein a total content of the highly branched polymeric crosslinker is at least 30% by weight based on the total weight of the monomers (I), (II) and (III), and

a total content of all monomer (III) is from 0 to 30%.

7. The microcapsule of claim 1 , wherein the free-radical polymerization is in the presence a protective colloid.

8. The microcapsule of claim 7 , wherein the protective colloid comprises a polyvinyl alcohol, a partially hydrolyzed polyvinyl acetate, a methylhydroxy(C 1 -C 4 )-alkylcellulose, or a mixture thereof.

9. The microcapsule of claim 1 , wherein the hydrophobic core material is at least one material selected from the group consisting of an aliphatic or aromatic hydrocarbon compound; a saturated or unsaturated C 6 -C 30 -fatty acid; a fatty alcohol; a C 6 -C 30 -fatty amine; a C 4 -C 30 -mono-, C 4 -C 30 -di-, or C 4 -C 30 -polyester; a primary, secondary or tertiary C 4 -C 30 -carboxamide; a fatty acid ester; a natural or synthetic wax; a halogenated hydrocarbon; a natural oil; a C 3 -C 20 -ketone; a C 3 -C 20 -aldehyde; a crosslinker; an adhesive resin; a tackifying resin; a fragrance; an aroma substance; an active compound; a dye; a color former; a catalyst; and an inhibitor.

10. A process for preparing a microcapsule, the process comprising:

forming a microcapsule which comprises capsule core and a capsule wall, wherein said forming comprises polymerizing, in a the free-radical polymerization, an oil-in-water emulsion,

wherein the oil-in-water emulsion comprises the following monomers:

(I) 30 to 90% by weight based on the total weight of the monomers of at least one monomer (I) selected from the group consisting of a C 1 -C 24 -alkyl ester of acrylic acid or of methacrylic acid or of both; acrylic acid; methacrylic acid; maleic acid; fumaric acid; and itaconic acid,

(II) 10 to 70% by weight based on the total weight of the monomers of a monomer (II), which is an ethylenically unsaturated crosslinker, wherein at least 10% by weight, based on the total weight of the monomers (I), (II) and (III), is a highly branched polymeric crosslinker, and

(III) 0 to 30% by weight based on the total weight of the monomers of a monomer (III), which is a monounsaturated monomer, which is different from monomer (I); and

a hydrophobic core material.

11. A latent heat storage material, comprising the microcapsule of claim 1 .

12. The microcapsule of claim 4 , wherein the highly branched crosslinker is at least one crosslinker selected from the group consisting of a poly(urea urethane), a poly(ether amine), a poly(ester amine), a poly(ether amide), a poly(ester amide), a poly(amidoamine), a poly(ester carbonate), a poly(ether carbonate), a poly(ether ester), and a poly(ether ester carbonate).

13. The process of claim 10 , wherein the oil-in-water emulsion further comprises a protective colloid.

14. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker has a molar mass distribution such that the width of the molar mass distribution is at least 1.1.

15. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker has a degree of branching per molecule of from 10 to 100%.

16. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker has at least 2 to 100, on number-average, ethylenically unsaturated end groups and/or side groups.

17. The microcapsule of claim 1 , wherein the highly branched polymeric crosslinker has a weight-average molecular weight Mw of from about 800 to 300 000.

18. The process of claim 10 , wherein the highly branched polymeric crosslinker has a molar mass distribution such that the width of the molar mass distribution is at least 1.1.

19. The process of claim 10 , wherein the highly branched polymeric crosslinker has a degree of branching per molecule of from 10 to 100%.

20. The process of claim 10 , wherein the highly branched polymeric crosslinker has at least 2 to 100, on number-average, ethylenically unsaturated end groups and/or side groups.

21. The process of claim 10 , wherein the highly branched polymeric crosslinker has a weight-average molecular weight Mw of from about 800 to 300 000.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2011
From: JUNG, MARC RUDOLF; LOPEZ VILLANUEVA, FRANCISCO JAVIER; SCHROEDER-GRIMONPONT, TINA; HABERECHT, MONIKA; BRUCHMANN, BERND
To: BASF SE
Reel/Frame 027355/0316 →
Priority Claims (1)
EP 09162662 · Jun 15, 2009 · regional
Continuity (1)
Related Publication 20120076843A1 · Mar 29, 2012