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WO2022243677A1 - Réseaux réticulés interpénétrationnels - Google Patents

Réseaux réticulés interpénétrationnels Download PDF

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Publication number
WO2022243677A1
WO2022243677A1 PCT/GB2022/051249 GB2022051249W WO2022243677A1 WO 2022243677 A1 WO2022243677 A1 WO 2022243677A1 GB 2022051249 W GB2022051249 W GB 2022051249W WO 2022243677 A1 WO2022243677 A1 WO 2022243677A1
Authority
WO
WIPO (PCT)
Prior art keywords
polymer
cross
polymerisation
linking
catalyst
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.)
Ceased
Application number
PCT/GB2022/051249
Other languages
English (en)
Inventor
Grant Bradley
Samit Vallabhbhai AHIR
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.)
Makevale Ltd
Original Assignee
Makevale Ltd
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 Makevale Ltd filed Critical Makevale Ltd
Priority to EP22726792.9A priority Critical patent/EP4341305A1/fr
Publication of WO2022243677A1 publication Critical patent/WO2022243677A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
    • C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C08F2/18—Suspension polymerisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • 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
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/068—Copolymers with monomers not covered by C08L33/06 containing glycidyl groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • 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
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00

Definitions

  • the one or more monomer species comprises a methyl methacrylate having a complementary functionality monomer to that in the first polymer.
  • polymerisation to form the second polymer is catalysed by a catalyst either incorporated within the solid polymer bead, or is deposited on the surface of the bead. Further optionally, the polymerisation catalyst is incorporated within the bead.
  • the polymerisation of monomer to form the second polymer is carried out in an autoclave at a temperature from 50 to 80°C. Further preferably, the temperature is from 60 to 70°C. Yet further preferably, polymerisation takes from 6 to 12 hours.
  • the resulting mixture was processed as per Example 1 until after the machining step. At this point the casting was subjected to UV irradiation (2000mJ, UV LED - 385nm, rotating chamber) before being subjected to a post-exposure bake at 150°C for 90 minutes.
  • UV irradiation 2000mJ, UV LED - 385nm, rotating chamber

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Graft Or Block Polymers (AREA)
  • Polymerisation Methods In General (AREA)

Abstract

L'invention concerne un procédé de fabrication d'une matrice polymère réticulée, des premier et second polymères étant réticulés ensemble. Le procédé comprend les étapes de réticulation d'un premier polymère solide et d'un second polymère de poids moléculaire élevé non identique. Le premier polymère est sélectionné pour avoir un poids moléculaire supérieur à 100 k daltons. Le second polymère est formé in situ par la polymérisation d'une ou de plusieurs espèces monomères qui sont aptes à agir en tant que solvant/agent de gonflement efficace pour le premier polymère.
PCT/GB2022/051249 2021-05-18 2022-05-18 Réseaux réticulés interpénétrationnels Ceased WO2022243677A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP22726792.9A EP4341305A1 (fr) 2021-05-18 2022-05-18 Réseaux réticulés interpénétrationnels

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB2107072.7 2021-05-18
GB2107072.7A GB2607007B (en) 2021-05-18 2021-05-18 Interpenetrational crosslinked networks

Publications (1)

Publication Number Publication Date
WO2022243677A1 true WO2022243677A1 (fr) 2022-11-24

Family

ID=76550550

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2022/051249 Ceased WO2022243677A1 (fr) 2021-05-18 2022-05-18 Réseaux réticulés interpénétrationnels

Country Status (3)

Country Link
EP (1) EP4341305A1 (fr)
GB (1) GB2607007B (fr)
WO (1) WO2022243677A1 (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2234993A (en) 1937-02-06 1941-03-18 Vernon Benshoff Company Process of manufacturing articles of thermoplastic synthetic resins
US4308190A (en) * 1978-11-24 1981-12-29 Bayer Aktiengesellschaft Dental materials based on organic plastics in paste form
US4358477A (en) 1978-09-07 1982-11-09 Akzo N.V. Process of curing unsaturated epoxy coating composition with radiation and epoxy curing agent, and coated substrate
US4575539A (en) * 1985-06-03 1986-03-11 E. R. Squibb & Sons, Inc. Drug delivery systems including novel interpenetrating polymer networks and method
US4943516A (en) 1987-11-30 1990-07-24 Taiyo Ink Manufacturing Co., Ltd. Photosensitive thermosetting resin composition and method of forming solder resist pattern by use thereof
US7132469B2 (en) * 2002-06-28 2006-11-07 Reinforced Polymers, Inc. Molding compositions with solid thermoplastic elastomer thickeners and products obtained therefrom
WO2013113935A1 (fr) * 2012-02-03 2013-08-08 Dsm Ip Assets B.V. Billes polymères, procédé et composition correspondants
WO2017037011A1 (fr) * 2015-08-31 2017-03-09 Kemira Oyj Réseau polymère interpénétrant contenant du n-polyvinylamine réticulée
US20180194906A1 (en) * 2015-06-25 2018-07-12 Kemira Oyj A method for producing a material with a network of at least two polymers, a product thereof and use of the product

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2234993A (en) 1937-02-06 1941-03-18 Vernon Benshoff Company Process of manufacturing articles of thermoplastic synthetic resins
US4358477A (en) 1978-09-07 1982-11-09 Akzo N.V. Process of curing unsaturated epoxy coating composition with radiation and epoxy curing agent, and coated substrate
US4308190A (en) * 1978-11-24 1981-12-29 Bayer Aktiengesellschaft Dental materials based on organic plastics in paste form
US4575539A (en) * 1985-06-03 1986-03-11 E. R. Squibb & Sons, Inc. Drug delivery systems including novel interpenetrating polymer networks and method
US4943516A (en) 1987-11-30 1990-07-24 Taiyo Ink Manufacturing Co., Ltd. Photosensitive thermosetting resin composition and method of forming solder resist pattern by use thereof
US4943516B1 (fr) 1987-11-30 1994-01-11 Taiyo Ink Manufacturing Co.,Ltd.
US7132469B2 (en) * 2002-06-28 2006-11-07 Reinforced Polymers, Inc. Molding compositions with solid thermoplastic elastomer thickeners and products obtained therefrom
WO2013113935A1 (fr) * 2012-02-03 2013-08-08 Dsm Ip Assets B.V. Billes polymères, procédé et composition correspondants
US20180194906A1 (en) * 2015-06-25 2018-07-12 Kemira Oyj A method for producing a material with a network of at least two polymers, a product thereof and use of the product
WO2017037011A1 (fr) * 2015-08-31 2017-03-09 Kemira Oyj Réseau polymère interpénétrant contenant du n-polyvinylamine réticulée

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BAJPAI S K ET AL: "IN-SITU FORMATION OF POLY(ACRYLAMIDE) WITHIN CALCIUM ALGINATE BEADS FOR IMPROVED STABILITY", CELLULOSE CHEMISTRY AND TECHNOLOGY CELLULOSE CHEM. TECHNOL. INDIA ? CORRESPONDING, 1 January 2017 (2017-01-01), XP055937535, Retrieved from the Internet <URL:https://www.researchgate.net/publication/321746646_IN-SITU_FORMATION_OF_POLYACRYLAMIDE_WITHIN_CALCIUM_ALGINATE_BEADS_FOR_IMPROVED_STABILITY> [retrieved on 20220701] *
GANGULY SAYAN ET AL: "Polysaccharide and poly(methacrylic acid) based biodegradable elastomeric biocompatible semi-IPN hydrogel for controlled drug delivery", MATERIALS SCIENCE AND ENGINEERING C, ELSEVIER SCIENCE S.A, CH, vol. 92, 18 June 2018 (2018-06-18), pages 34 - 51, XP085462525, ISSN: 0928-4931, DOI: 10.1016/J.MSEC.2018.06.034 *
PULAT MEHLIKA ET AL: "Swelling dynamics of IPN hydrogels including acrylamide-acrylic acid-chitosan and evaluation of their potential for controlled release of piperacillin-tazobactam", JOURNAL OF APPLIED POLYMER SCIENCE, vol. 120, no. 1, 14 October 2010 (2010-10-14), US, pages 441 - 450, XP055937550, ISSN: 0021-8995, DOI: 10.1002/app.33169 *

Also Published As

Publication number Publication date
GB202107072D0 (en) 2021-06-30
GB2607007A8 (en) 2022-12-21
EP4341305A1 (fr) 2024-03-27
GB2607007A (en) 2022-11-30
GB2607007B (en) 2025-03-26

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