WO2012150459A3 - Product for the release of active substances - Google Patents

Product for the release of active substances Download PDF

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Publication number
WO2012150459A3
WO2012150459A3 PCT/GB2012/050971 GB2012050971W WO2012150459A3 WO 2012150459 A3 WO2012150459 A3 WO 2012150459A3 GB 2012050971 W GB2012050971 W GB 2012050971W WO 2012150459 A3 WO2012150459 A3 WO 2012150459A3
Authority
WO
WIPO (PCT)
Prior art keywords
polymer
release
cyclodextrin
substrate
active substance
Prior art date
Application number
PCT/GB2012/050971
Other languages
French (fr)
Other versions
WO2012150459A2 (en
Inventor
Jas Pal Singh Badyal
Wayne Christopher Edward Schofield
Suzanne MORSCH
Original Assignee
Surface Innovations Limited
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
Priority claimed from GB201107494A external-priority patent/GB201107494D0/en
Priority claimed from GBGB1112404.7A external-priority patent/GB201112404D0/en
Application filed by Surface Innovations Limited filed Critical Surface Innovations Limited
Priority to EP12723892.1A priority Critical patent/EP2707535A2/en
Priority to CN201280032861.7A priority patent/CN103814169A/en
Publication of WO2012150459A2 publication Critical patent/WO2012150459A2/en
Publication of WO2012150459A3 publication Critical patent/WO2012150459A3/en
Priority to US14/323,440 priority patent/US20140315780A1/en

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M10/00Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements
    • D06M10/02Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements ultrasonic or sonic; Corona discharge
    • D06M10/025Corona discharge or low temperature plasma
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6953Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a fibre, a textile, a slab or a sheet
    • 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
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • 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
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8123Compositions of homopolymers or copolymers of compounds having one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers, e.g. PVC, PTFE
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • C08B37/0012Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
    • C08B37/0015Inclusion compounds, i.e. host-guest compounds, e.g. polyrotaxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/16Cyclodextrin; Derivatives thereof
    • 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
    • C09D105/00Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
    • C09D105/16Cyclodextrin; Derivatives thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M10/00Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements
    • D06M10/04Physical treatment combined with treatment with chemical compounds or elements
    • D06M10/08Organic compounds
    • D06M10/10Macromolecular compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/01Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03Polysaccharides or derivatives thereof
    • 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
    • A61K2800/56Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
    • 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
    • A61K2800/60Particulates further characterized by their structure or composition
    • A61K2800/61Surface treated
    • A61K2800/62Coated
    • A61K2800/624Coated by macromolecular compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00Processes for applying liquids or other fluent materials
    • B05D1/18Processes for applying liquids or other fluent materials performed by dipping
    • B05D1/185Processes for applying liquids or other fluent materials performed by dipping applying monomolecular layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00Processes for applying liquids or other fluent materials
    • B05D1/62Plasma-deposition of organic layers

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Textile Engineering (AREA)
  • Materials Engineering (AREA)
  • Birds (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Physics & Mathematics (AREA)
  • Wood Science & Technology (AREA)
  • Plasma & Fusion (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Cosmetics (AREA)
  • Paints Or Removers (AREA)

Abstract

A delivery system for an active substance, comprising a substrate on which the substance is loaded for subsequent release,wherein: (i) the substrate has been at least partially coated with a polymer using plasma deposition (preferably pulsed plasma deposition); (ii) the active substance is present as a guest molecule within a cyclodextrin inclusion complex; and (iii)the inclusion complex is bound to the polymer through a chemical linkage formed between a hydroxyl group on the cyclodextrin and a functional group on the polymer. The system may be used to control the release of an active substance such as a perfume. Also provided are methodsfor preparing (a) the delivery system and (b) a functionalised substrate for use as part of the system, in which the polymer is suitably reacted with a cyclodextrin using an S N 2 nucleophilic substitution reaction, in particular a Williamson ether synthesis reaction.
PCT/GB2012/050971 2011-05-05 2012-05-04 Product WO2012150459A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP12723892.1A EP2707535A2 (en) 2011-05-05 2012-05-04 Product for the release of active substances
CN201280032861.7A CN103814169A (en) 2011-05-05 2012-05-04 Product for release of active substance
US14/323,440 US20140315780A1 (en) 2011-05-05 2014-07-03 Product

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB201107494A GB201107494D0 (en) 2011-05-05 2011-05-05 Product
GB1107494.5 2011-05-05
GBGB1112404.7A GB201112404D0 (en) 2011-07-19 2011-07-19 Method
GB1112404.7 2011-07-19

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US14115603 A-371-Of-International 2012-05-04
US14/323,440 Continuation US20140315780A1 (en) 2011-05-05 2014-07-03 Product

Publications (2)

Publication Number Publication Date
WO2012150459A2 WO2012150459A2 (en) 2012-11-08
WO2012150459A3 true WO2012150459A3 (en) 2013-01-03

Family

ID=46172801

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2012/050971 WO2012150459A2 (en) 2011-05-05 2012-05-04 Product

Country Status (5)

Country Link
EP (1) EP2707535A2 (en)
CN (1) CN103814169A (en)
GB (1) GB2490782B (en)
TW (1) TW201311965A (en)
WO (1) WO2012150459A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113777100B (en) * 2021-08-27 2022-11-01 厦门大学 Quantitative substance controlled release system and method based on host-guest action

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19849464A1 (en) * 1997-04-30 2000-04-27 Schering Ag Stent with polymeric coating having pockets, preferably cyclodextrin stuctures, containing active agent for prophylaxis of restenosis
WO2001083877A1 (en) * 2000-04-27 2001-11-08 Kimberly-Clark Worldwide, Inc. Thermoplastic nonwoven web chemically reacted with a cyclodextrin compound
US20070161308A1 (en) * 2006-01-12 2007-07-12 North Carolina State University Atmospheric pressure plasma-aided antimicrobial finishes of textiles

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0212848D0 (en) 2002-06-01 2002-07-17 Surface Innovations Ltd Introduction of liquid/solid slurry into an exciting medium
US9198875B2 (en) 2008-08-17 2015-12-01 Massachusetts Institute Of Technology Controlled delivery of bioactive agents from decomposable films

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19849464A1 (en) * 1997-04-30 2000-04-27 Schering Ag Stent with polymeric coating having pockets, preferably cyclodextrin stuctures, containing active agent for prophylaxis of restenosis
WO2001083877A1 (en) * 2000-04-27 2001-11-08 Kimberly-Clark Worldwide, Inc. Thermoplastic nonwoven web chemically reacted with a cyclodextrin compound
US20070161308A1 (en) * 2006-01-12 2007-07-12 North Carolina State University Atmospheric pressure plasma-aided antimicrobial finishes of textiles

Also Published As

Publication number Publication date
GB2490782B (en) 2013-12-04
GB2490782A (en) 2012-11-14
GB201207822D0 (en) 2012-06-13
WO2012150459A2 (en) 2012-11-08
CN103814169A (en) 2014-05-21
EP2707535A2 (en) 2014-03-19
TW201311965A (en) 2013-03-16

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