Friable shell microcapsules, process for preparing the same and method of use thereof

Patent metadata

Field	Value
Publication number	US-11396000-B2
Application number	US-201716070446-A
Country	US
Kind code	B2
Filing date	Jan 13, 2017
Priority date	Jan 14, 2016
Publication date	Jul 26, 2022
Grant date	Jul 26, 2022

Abstract

The present application describes a microcapsule comprising: (i) a lipophilic core material, and (ii) a microcapsule shell, wherein microcapsule shell formed from oil-in-water emulsion polymerisation of monomer mixture consisting essentially of: (a) greater than 70 to about 99% by weight of at least one polyfunctional ethylenically unsaturated monomer, (b) about 1 to about 30% by weight of at least one unsaturated carboxylic acid monomer or its ester, and (c) about 0 to about 30% by weight of at least one vinyl monomer. Also provides process for preparing the same and its method of use in various applications.

First claim

What is claimed is:

1. A microcapsule comprising:
i. a lipophilic core comprising a lipophilic core material, and
ii. a friable and highly crosslinked microcapsule shell;

wherein said microcapsule shell is formed from oil-in-water emulsion polymerisation of a monomer mixture consisting essentially of: (a) greater than 70 to about 99% by weight of pentaerythritol triacrylate (PETA) (b) about 1 to about 30% by weight of at least one unsaturated carboxylic acid monomer or its ester selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, 2-carboxylethyl acrylate, C1-C24 alkyl ester of acrylic acid, C1-C24 alkyl ester of methacrylic acid, and combinations thereof, and (c) about 0 to about 30% by weight of at least one vinyl monomer selected from the group consisting of N-vinyl pyrrolidone, N-vinyl caprolactam, 2-hydroxylethyl pyrrolidone methacrylate, octyl acrylamide, acryloxyethyltrimethyl ammonium chloride, 2-hydroxyethyl methacrylate and combinations thereof; and
wherein the lipophilic core is encapsulated by the friable and highly crosslinked microcapsule.

2. The microcapsule according to claim 1 , wherein said lipophilic core material is selected from the group consisting of fragrances, UV absorbers, emollient oils, insecticides, dyes, detergents, printing inks, perfumes, silicone conditioners, hair treatment/shampoo materials, biocides, adhesives, corrosion inhibitors, anti-fouling agents, flavors, cosmetic & personal care actives, oxidizing agents, pharmaceutical agents, agrochemicals/pesticides, lipids/fats, food additive, liquid crystals, coating materials. catalysts, preservatives and/or antimicrobial agents, lipophilic scale inhibitors, chemical reactants, rustproofing agents, recording materials, magnetic substances, and combinations thereof.

3. The microcapsule according to claim 1 , wherein the friable and highly crosslinked microcapsule shell is formed from a monomer mixture consisting essentially of methacrylic acid and/or acrylic acid and pentaerythritol triacrylate (PETA).

4. The microcapsule according to claim I. wherein said unsaturated carboxylic acid monomer or its ester is present in an amount from about 10 to about 30% by weight of total monomers in polymer shell.

5. The microcapsule according to claim 1 , wherein the friable and highly crosslinked microcapsule provides both retention and release of the lipophilic core material.

6. The microcapsule according to claim 1 , wherein said microcapsule has a mean particle size of 1-2000 μm.

7. A process for preparing microcapsules comprising the steps of:
A. preparing an oil phase comprising:
i. a monomer mixture consisting essentially of: (a) greater than 70 to about 99% by weight of pentaerythritol triacrylate (PETA) (b) about 1 to about 30% by weight of at least one unsaturated carboxylic acid monomer or its ester selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, 2-carboxylethyl acrylate, C1-C24 alkyl ester of acrylic acid, C1-C24 alkyl ester of methacrylic acid, and combinations thereof, and (c) about 0 to about 30% by weight of at least one vinyl monomer selected from the group consisting of N-vinyl pyrrolidone, N-vinyl caprolactam, 2-hydroxylethyl pyrrrolidone methacrylate, octyl acrylamide, acryloxyethyltrimethyl ammonium chloride, 2-hydroxyethyl methacrylate and combinations thereof, and
ii. at least one lipophilic core material;
B. preparing a separate aqueous phase comprising at least one polymeric emulsion stabilizer and water;
C. adding the oil phase of step (A) to the aqueous phase of step (B) under mechanical shear to form an oil-in-water emulsion;
D. polymerizing the oil-in-water emulsion of step (C) through radical polymerisation by heating the emulsion to at least 80° C. and employing at least one initiator to produce core-shell microcapsules comprising an entrapped lipophilic core material and a friable and highly crosslinked polymer shell to result in a suspension of core-shell microcapsules in water.

8. The process according to claim 7 , wherein the shell of the microcapsule consists essentially of: (a) greater than 70 to about 99% by weight of pentaerythritol triacrylate (PETA), (b) about 1 to about 30% by weight of at least one unsaturated carboxylic acid monomer or its ester, and (c) about 0 to about 30% by weight of at least one vinyl monomer.

9. The process according to claim 7 , wherein the polymeric emulsion stabilizer is selected from the group consisting of cationic cellulose derivatives, quaternized gums, polyethylene imine, cationic polyacrylates and acrylamides, gelatin, quaternized protein hydrolysates, quaternized amino silicones, colloidal silica, hydroxyethyl cellulose, polyvinyl pyrrolidone, poly vinyl alcohol, styrene copolymer with maleic anhydride or acrylic acid, and a combination thereof.

10. The process according to claim 7 , wherein the initiator is a theimal or redox initiator selected from the group consisting of dicetyl peroxydicarbonate, di(4-tert -butylcyclohexyl)peroxydicarbonate, dioctanoyl peroxide, dibenzoyl peroxide, dilauroyl peroxide, didecanoyl peroxide, tert-butyl peracetate, tert-butyl perlaurate, tert-butyl perbenzoate, tert-butyl hydroperoxide, cumene hydroperoxide, cumene ethylperoxide, diisopropylhydroxy dicarboxylate, 2,2′-azob is (2,4-dimethyl valeronitrile), 2,2′-azob is (is obutyronitrile), 1,1′-azob is (cyclohexane-1-carbonitrile), 2,2′azobis-(2-methylbutyronitrile), dimethyl 2,2′-azobis(2-methylpropionate), 2,2′-azobis[2-methyl-N-(2-hydroxyethyl) propionamide, and combinations thereof.

11. A consumer care composition comprising a microcapsule comprising: (i) a lipophilic core comprising a lipophilic core material, and (ii) a friable and highly crosslinked microcapsule shell, wherein said microcapsule shell is formed from oil-in-water emulsion polymerisation of a monomer mixture consisting essentially of (a) greater than 70 to about 99% by weight of pentaerythritol triacrylate (PETA) (b) about 1 to about 30% by weight of at least one unsaturated carboxylic acid monomer or its ester selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, 2-carboxylethyl acrylate, C1-C24 alkyl ester of acrylic acid, C1-C24 alkyl ester of methacrylic acid, and combinations thereof, and (c) about 0 to about 30% by weight of at least one vinyl monomer selected from the group consisting of N-vinyl pyrrolidone, N-vinyl caprolactam, 2-hydroxyle thyl pyrrrolidone methacrylate, octyl acrylamide, acryloxyethyltrimethyl ammonium chloride, 2-hydroxyethyl methacrylate and combinations thereof;
wherein the lipophilic core is encapsulated by the friable and highly crosslinked microcapsule shell.

12. The consumer care composition according to claim 11 , wherein said consumer care composition is a laundry care composition, a personal care composition, an all-purpose cleaner composition, a therapeutic composition, a cosmetic composition, a homecare & cleaning composition, pharmaceutical or cosmeceutical composition.

13. The consumer care composition according to claim 12 , wherein said personal care composition is a hair shampoo, hair conditioner, rinse off or leave on composition for skin and hair, hair rinse, hair styling gel, hair colorant, hair removal depilatory, antiperspirant/deodorant, hand sanitizer, hand cream, hand lotion, liquid/solid soap, shower gel, body lotion, bar soap, body wash, sun protection product, preservative composition, sun and tissue regeneration scaffold, oral care, toothpaste, mouth wash and chewing gum, dentur

Assignees

• Isp Investments Llc

Inventors

• Mistry Kishor Kumar
• Fiaz Assim
• Hussain Abdul Wahab
• Crutcher Terry

Classifications

• A61Q5/06 Primary

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title

• B32B27/14

  next to a particulate layer · CPC title

• C08K5/235

  Diazo and polyazo compounds · CPC title

• A61K8/11

  Encapsulated compositions · CPC title

• C08L33/00

  Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers · CPC title