# US 10,117,815 B2 · Improvements relating to encapsulated benefit agents > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,117,815 B2 - Document ID: US10117815B2 - Status: Granted - Kind: B2 - Application number: 14/904,533 - Filed: 2014-07-28 - Published: 2016-07-07 - Granted: 2018-11-06 - Earliest claimed: 2013-07-30 - Assignees: Conopco, Inc. - Applicants: Conopco, Inc. - Inventors: Craig Warren Jones; Changxi Li; Xiaoyun Pan - Web page: https://patentgrep.com/patent/US10117815B2 ## CPC - A61K 8/31: Hydrocarbons - A23L 27/72: {Encapsulation} - A61K 8/11: Encapsulated compositions - A61K 8/8135: {Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid; Compositions of derivatives of such polymers, e.g. vinyl esters (polyvinylacetate)} - A61K 8/88: Polyamides - A61Q 19/10: Washing or bathing preparations - B01J 13/14: Polymerisation; cross-linking - B01J 13/22: Coating - C09B 67/0013: {with polymeric coatings} - C09B 67/0097: {Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes} - C11D 3/505: {encapsulated or adsorbed on a carrier, e.g. zeolite or clay} - C11D 17/0039: {Coated compositions or coated components in the compositions, (micro)capsules} - D06M 23/12: Processes in which the treating agent is incorporated in microcapsules (making microcapsules B01J13/02) - A61K 2800/412: Microsized, i.e. having sizes between 0.1 and 100 microns - A61K 2800/63: More than one coating - A61K 2800/654: The particulate/core comprising macromolecular material - A61K 2800/95: Involves in-situ formation or cross-linking of polymers - A61Q 13/00: Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) - C10N 2050/12: {Micro capsules} - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P) - C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL - D06M: TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS - C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS ## Abstract A process for the preparation of a particle, wherein the particle comprises: (a) a core comprising a hydrophobic benefit agent; (b) an outer crosslinked shell, which comprises a crosslinked, hydrophobically modified polyvinyl alcohol, which comprises a crosslinking agent comprising a first dextran aldehyde having a molecular weight of from 2,000 to 2,000,000 Da; and (c) an inner polyamide shell, wherein the shell comprises a polyamide, and wherein the polyamide comprises an aromatic group; wherein the outer crosslinked shell is formed prior to the formation of the inner polyamide shell. ## Claims ### Claim 1 A process for the preparation of a particle, comprising: i.) forming an emulsion comprising a) an oil phase comprising a hydrophobic benefit agent and a reactive monomer comprising an aromatic group; and b) a water phase comprising a hydrophobically modified polyvinyl alcohol; ii.) adding a first dextran aldehyde having a molecular weight of from 10,000 to 25,000 Da such that crosslinking of the hydrophobically modified polyvinyl alcohol occurs to form an outer crosslinked shell; and iii.) adding a reactive amine such that the reactive monomer in the oil phase undergoes polymerisation to form an inner polyamide shell; wherein the particle comprises: (a) a core comprising the hydrophobic benefit agent; (b) an outer crosslinked shell, which comprises a crosslinked, hydrophobically modified polyvinyl alcohol, which comprises a crosslinking agent comprising the first dextran aldehyde having a molecular weight of from 10,000 to 25,000 Da; and (c) an inner polyamide shell, wherein the shell comprises a polyamide, and wherein the polyamide comprises an aromatic group; wherein the outer crosslinked shell is formed prior to the formation of the inner polyamide shell; wherein the reactive amine comprises at least one water miscible monomer selected from the group consisting of a diamine, a triamine and mixtures thereof, and the reactive monomer comprising an aromatic group comprises one water immiscible organic monomer selected from the group consisting of diacyl chlorides, triacyl chlorides and mixtures thereof; and wherein the hydrophobically modified polyvinyl alcohol is represented by the formula: wherein the average number ratio of z to x is within the range of from about 1:200 to about 1:6; y is the residual acetate in the range of from about 1 to about 20%, and R is an alkyl group having from 3 to 6 carbon atoms. ### Claim 2 (depends on 1) A process as claimed in claim 1, wherein the first dextran aldehyde has a molecular weight of from 15,000 to 22,000 Da, and the outer crosslinked shell further comprises a second dextran aldehyde having a molecular weight of from 150,000 to 300,000. ### Claim 3 (depends on 2) A process as claimed in claim 2, wherein the wt/wt ratio of the second dextran aldehyde to the first dextran aldehyde is in the range of from 0.1 to 10. ### Claim 4 (depends on 1) A process as claimed in claim 1, wherein the particle further comprises a deposition aid. ### Claim 5 (depends on 4) A process as claimed in claim 4, wherein the deposition aid is a polysaccharide. ### Claim 6 (depends on 1) A process as claimed in claim 1, wherein the particle has an average diameter of from 5 to 50 microns. ### Claim 7 (depends on 1) A process as claimed in claim 1, wherein the benefit agent is a fragrance, an antimicrobial compound or a mixture thereof. ### Claim 8 (depends on 1) A process as claimed in claim 1, wherein the hydrophobically modified polyvinyl alcohol is modified with butyraldehyde. ### Claim 9 (depends on 8) A process as claimed in claim 8, wherein the core further comprises an additional component selected from a polymeric agent, a solvent and mixtures thereof. ### Claim 10 (depends on 5) A process as claimed in claim 5, wherein the polysaccharide is a non-ionic polysaccharide. ### Claim 11 (depends on 1) A process as claimed in claim 1, wherein the water miscible monomer is selected from the group consisting of diethylene triamine, hexamethylene diamine, ethylene diamine and mixtures thereof. ### Claim 12 (depends on 1) A process as claimed in claim 1, wherein the water immiscible organic monomer is selected from the group consisting of teraphthaloyl chloride, trimesoyl chloride, benzoyl chloride, and mixtures thereof.