Active agent microparticles

Patent metadata

Field	Value
Publication number	US-9439870-B2
Application number	US-201314133716-A
Country	US
Kind code	B2
Filing date	Dec 19, 2013
Priority date	Dec 20, 2012
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

The present invention concerns polymeric-enveloped microparticles including at least one HASE type acrylic copolymer, at least one solid-liquid phase change material with a phase transition temperature ranging from 20 to 90° C., and at least one active agent. In particular, the microparticles include at least one HASE type acrylic copolymer including at least one anionic monomer with a polymerizable vinyl group and a carboxyl group, at least one non-ionic hydrophobic monomer with a polymerizable vinyl group, and at least one alkoxylated associative macromonomer with a polymerizable vinyl group and a hydrophobic hydrocarbon chain.

First claim

The invention claimed is:

1. Polymeric-enveloped microparticles, comprising:
a) 1 to 20% by weight of an acrylic copolymer of HASE type, the acrylic polymer comprising in polymerized form:
an anionic monomer with a polymerizable vinyl function and a carboxyl group;
a non-ionic hydrophobic monomer with a polymerizable vinyl function; and
an alkoxylated associative macromonomer with a polymerizable vinyl group and a hydrophobic hydrocarbon chain;

b) 4 to 95% by weight of a solid-liquid phase change material with a phase transition temperature ranging from 20 to 90° C., the solid-liquid phase change material being at least one of a natural wax and a synthetic wax; and
c) 4 to 95% by weight of an active agent which is a fragrance or odorous molecule or an agrochemical active ingredient;
wherein the microparticles have controlled mechanical strength and provide controlled release of the active agent.

2. The polymeric-enveloped microparticies according to claim 1 , wherein the HASE type acrylic copolymer comprises in polymerized form, relative to a total weight of the copolymer:
from 20% to 65% by weight of the anionic monomer with a polymerizable vinyl function and a carboxyl group;
from 35% to 75% by weight of the non-ionic hydrophobic monomer with a polymerizable vinyl function; and
from 0.5% to 15% by weight of the alkoxylated associative monomer with a polymerizable vinyl group and a hydrophobic hydrocarbon chain.

3. The polymeric-enveloped microparticles according to claim 1 , wherein the alkoxylated associative macromonomer of the HASE type acrylic copolymer is a macromonomer of formula (I):
R-A-R′  (I)

in which:
A represents a polymeric chain consisting of:
m units of an alkylene oxide with the formula —CH 2 CHR 1 O— with R 1 representing an alkyl group including 1 to 4 carbons, and m ranging from 0 to 150,
p units of alkylene oxide with the formula —CH 2 CHR 2 O— with R 2 representing an alkyl group including 1 to 4 carbons, and p ranging from 0 to 150, and
n units of ethylene oxide, with n ranging from 0 to 150,

in which:
m+n+p >4, and
the units of alkylene oxide with the formula —CH 2 CHR 1 O—, the units of alkylene oxide with the formula —CH 2 CHR 2 O—,and the units of ethylene oxide are in a block, are alternate, or are random;

R represents a radical containing a polymerizable unsaturated group selected from the group consisting of an acrylic ester, a methacrylic ester, a maleic ester, an itaconic ester, and a crotonic ester: and
R′ represents a linear or branched hydrocarbon chain having 6 to 40 carbon atoms, or a substituted or non-substituted cycloalkyl or aryl group including from 6 to 100 carbon atoms.

4. The polymeric-enveloped microparticles according to claim 3 , wherein n ranges from 15 to 150.

5. The polymeric-enveloped microparticles according to claim 3 , wherein R′ represents a linear or branched hydrocarbon chain having from 8 to 20 carbon atoms.

6. The polymeric-enveloped microparticles according to claim 3 , wherein:
m and p are each 0,
n varies from 15 to 150,
R represents a radical containing a polymerizable unsaturated group selected from the group consisting of an acrylic ester and a methacrylic ester; and
R′ represents a linear hydrocarbon chain having from 8 to 18 carbon atoms, or a branched alkyl chain having from 12 to 20 carbon atoms.

7. Polymeric-enveloped microparticles according to claim 1 , comprising, relative to a total weight of the microparticles:
a. 1 to 10% by weight of the HASP type acrylic copolymer;
b. 4 to 75% by weight of the phase change material; and
c. 24 to 95% by weight of the active agent, the active agent comprising at least one fragrance or odorous molecule.

8. An aqueous dispersion, comprising water and the microparticles according to claim 1 .

9. A cosmetic, agrochemical, paint, textile, detergent or paper product comprising the microparticles of claim 1 .

10. Polymeric-enveloped microparticles according to claim 1 , wherein the active agent is a fragrance or odorous molecule.

11. Polymeric-enveloped microparticles according to claim 1 , wherein the active agent is an agrochemical active ingredient.

Assignees

• Coatex Sas

Inventors

• Champagne Clementine
• Suau Jean-Marc
• Guerret Olivier

Classifications

• C08L33/14

  of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen · CPC title

• A61K8/31

  Hydrocarbons · CPC title

• C11D17/0039

  Coated compositions or coated components in the compositions, (micro)capsules · CPC title

• C08L91/06

  Waxes · CPC title

• C08L33/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title