FR3095966B1 - METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED - Google Patents

METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED Download PDF

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Publication number
FR3095966B1
FR3095966B1 FR1912148A FR1912148A FR3095966B1 FR 3095966 B1 FR3095966 B1 FR 3095966B1 FR 1912148 A FR1912148 A FR 1912148A FR 1912148 A FR1912148 A FR 1912148A FR 3095966 B1 FR3095966 B1 FR 3095966B1
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FR
France
Prior art keywords
microcapsules
polymer
active substance
surfactant
monomer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
FR1912148A
Other languages
French (fr)
Other versions
FR3095966A1 (en
Inventor
Yves Ortais
Thierry Ribeiro
Kaouthar Oudoua
The Hien Ho
Didier Gigmes
Catherine Guillaneuf
Yohann Guillaneuf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gem'innov Fr
Original Assignee
GEM INNOV
Aix Marseille Universite
Centre National de la Recherche Scientifique CNRS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GEM INNOV, Aix Marseille Universite, Centre National de la Recherche Scientifique CNRS filed Critical GEM INNOV
Priority to US17/608,839 priority Critical patent/US20230021302A9/en
Priority to BR112021022970A priority patent/BR112021022970A2/en
Priority to AU2020275917A priority patent/AU2020275917A1/en
Priority to JP2021568675A priority patent/JP2022532256A/en
Priority to EP20730315.7A priority patent/EP3969166A1/en
Priority to CN202080036559.3A priority patent/CN113853250B/en
Priority to PCT/FR2020/000170 priority patent/WO2020229744A1/en
Priority to US16/876,006 priority patent/US11654410B2/en
Publication of FR3095966A1 publication Critical patent/FR3095966A1/en
Application granted granted Critical
Publication of FR3095966B1 publication Critical patent/FR3095966B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons
    • B01J13/06Making microcapsules or microballoons by phase separation
    • B01J13/14Polymerisation; cross-linking
    • B01J13/18In situ polymerisation with all reactants being present in the same phase
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/26Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
    • A01N25/28Microcapsules or nanocapsules
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005Wall or coating material
    • A61K9/5021Organic macromolecular compounds
    • A61K9/5026Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005Wall or coating material
    • A61K9/5021Organic macromolecular compounds
    • A61K9/5031Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5089Processes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3719Polyamides or polyimides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • C11D3/502Protected perfumes
    • C11D3/505Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns

Abstract

Procédé de fabrication de microcapsules renfermant une substance dite active, procédé dans lequel : on approvisionne une solution aqueuse d’un tensioactif, une phase huileuse comprenant ladite substance active et au moins un premier monomère X, et une phase polaire comprenant au moins un deuxième monomère Y ; on prépare une émulsion de type O/W par ajout de ladite phase huileuse à ladite solution aqueuse du tensioactif ; on ajoute à ladite émulsion O/W ladite phase polaire, pour permettre l’obtention d’un polymère par polymérisation desdits monomères X et Y ; on isole à partir de ce mélange réactionnel lesdites microcapsules comportant une paroi formée par ledit polymère et renfermant ladite substance active ; ledit procédé étant caractérisé en ce que ledit polymère est un poly(beta-amino ester).Process for manufacturing microcapsules containing a so-called active substance, process in which: an aqueous solution of a surfactant is supplied, an oily phase comprising said active substance and at least one first monomer X, and a polar phase comprising at least one second monomer Y; preparing an O/W type emulsion by adding said oily phase to said aqueous solution of the surfactant; said polar phase is added to said O/W emulsion, to allow a polymer to be obtained by polymerization of said monomers X and Y; said microcapsules comprising a wall formed by said polymer and containing said active substance are isolated from this reaction mixture; said process being characterized in that said polymer is a poly(beta-amino ester).

FR1912148A 2019-05-16 2019-10-29 METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED Active FR3095966B1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BR112021022970A BR112021022970A2 (en) 2019-05-16 2020-05-14 Method for the preparation of biodegradable microcapsules and microcapsules obtained in this way
AU2020275917A AU2020275917A1 (en) 2019-05-16 2020-05-14 Method for preparing biodegradable microcapsules and microcapsules obtained in this manner
JP2021568675A JP2022532256A (en) 2019-05-16 2020-05-14 Method for preparing biodegradable microcapsules and microcapsules obtained by this method
EP20730315.7A EP3969166A1 (en) 2019-05-16 2020-05-14 Method for preparing biodegradable microcapsules and microcapsules obtained in this manner
US17/608,839 US20230021302A9 (en) 2019-05-16 2020-05-14 Method for preparing biodegradable microcapsules and microcapsules obtained in this manner
CN202080036559.3A CN113853250B (en) 2019-05-16 2020-05-14 Process for the preparation of biodegradable microcapsules and microcapsules obtainable in this way
PCT/FR2020/000170 WO2020229744A1 (en) 2019-05-16 2020-05-14 Method for preparing biodegradable microcapsules and microcapsules obtained in this manner
US16/876,006 US11654410B2 (en) 2019-05-16 2020-05-16 Method for preparing biodegradable microcapsules and microcapsules thus obtained

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1905127A FR3095965B1 (en) 2019-05-16 2019-05-16 METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED
FR1905127 2019-05-16

Publications (2)

Publication Number Publication Date
FR3095966A1 FR3095966A1 (en) 2020-11-20
FR3095966B1 true FR3095966B1 (en) 2023-07-14

Family

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Family Applications (2)

Application Number Title Priority Date Filing Date
FR1905127A Active FR3095965B1 (en) 2019-05-16 2019-05-16 METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED
FR1912148A Active FR3095966B1 (en) 2019-05-16 2019-10-29 METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED

Family Applications Before (1)

Application Number Title Priority Date Filing Date
FR1905127A Active FR3095965B1 (en) 2019-05-16 2019-05-16 METHOD FOR PREPARING BIODEGRADABLE MICROCAPSULES AND MICROCAPSULES THUS OBTAINED

Country Status (2)

Country Link
AU (1) AU2020275917A1 (en)
FR (2) FR3095965B1 (en)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2318700A1 (en) 1999-09-17 2001-03-17 Katsuyuki Fujita Thermochromic microencapsulated pigments
US6998115B2 (en) * 2000-10-10 2006-02-14 Massachusetts Institute Of Technology Biodegradable poly(β-amino esters) and uses thereof
DE10139790A1 (en) 2001-08-14 2003-03-06 Henkel Kgaa Microcapsules, process for their preparation and their use
US20070142263A1 (en) 2005-12-15 2007-06-21 Stahl Katherine D Color changing cleansing composition
DK2242774T3 (en) * 2008-02-15 2013-03-18 Catalyse Self-repairing composition, self-repairing materials, self-repairing methods and applications
FR2986324A1 (en) 2012-01-30 2013-08-02 Gem Innov RESPECT INDICATOR OF A TEMPERATURE RANGE
CN105646911B (en) * 2014-09-23 2019-07-09 中南大学 A kind of liver target drug-carrying microballoon and its preparation method and application of pH and reduction responsiveness
CN107249545B (en) * 2014-12-16 2021-05-25 诺赛尔股份有限公司 Composition providing delayed release of active substances

Also Published As

Publication number Publication date
FR3095966A1 (en) 2020-11-20
FR3095965B1 (en) 2023-07-14
AU2020275917A1 (en) 2021-12-09
FR3095965A1 (en) 2020-11-20

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