DK2966109T3 - Hydrofile blokcopolymerer og fremgangsmåde til deres fremstilling - Google Patents

Hydrofile blokcopolymerer og fremgangsmåde til deres fremstilling Download PDF

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DK2966109T3
DK2966109T3 DK15172714.6T DK15172714T DK2966109T3 DK 2966109 T3 DK2966109 T3 DK 2966109T3 DK 15172714 T DK15172714 T DK 15172714T DK 2966109 T3 DK2966109 T3 DK 2966109T3
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group
copolymer
block
formula
ketone
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DK15172714.6T
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Hassan Ait-Haddou
Frank Okezie Onyemauwa
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Pall Corp
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • C08G65/06Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
    • C08G65/14Unsaturated oxiranes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/20Polysulfones
    • C08G75/23Polyethersulfones
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/02Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/52Polyethers
    • B01D71/522Aromatic polyethers
    • B01D71/5222Polyetherketone, polyetheretherketone, or polyaryletherketone
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/52Polyethers
    • B01D71/522Aromatic polyethers
    • B01D71/5223Polyphenylene oxide, phenyl ether polymers or polyphenylethers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/76Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
    • B01D71/80Block polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • C08G65/22Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32Polymers modified by chemical after-treatment
    • C08G65/329Polymers modified by chemical after-treatment with organic compounds
    • C08G65/334Polymers modified by chemical after-treatment with organic compounds containing sulfur
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/38Hydrophobic membranes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/66Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
    • B01D71/68Polysulfones; Polyethersulfones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/12Copolymers
    • C08G2261/126Copolymers block
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/05Polymer mixtures characterised by other features containing polymer components which can react with one another

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polyethers (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
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Claims (15)

1. Blokcopolymer med formlen: A-B-A (I) eller A-B (II), hvori blokken A er: (i) en copolymer af glycidol og allylglycidylether, hvilken copolymer har en eller flere allylgrupper; eller (ii) en copolymer af glycidol og allylglycidylether, hvor en eller flere allylgrupper af copolymeren er blevet erstattet med en 1,2-dihydroxypropyl-gruppe eller en gruppe med formlen: -(CH2)a-S-(CH2)b-X, hvori a er 3, og b er 1 til 3, og hvori X er valgt fra en sur gruppe, en basisk gruppe, en kation, en anion, et zwitterion, halogen, hydroxyl, acyl, acyloxy, alkylthio, alkoxy, aldehydo, amido, carbamoyl, ureido, cyano, nitro, epoxy, en gruppe med formlen -C(H)(COOH)(NH2), og en gruppe med formlen -C(H)(COOH)(NHAc), eller et salt deraf; og hvori Blok B er et aromatisk hydrofobt polymert segment.
2. Blokcopolymeren ifølge krav 1, hvor blok A er (i) en copolymer af glycidol og allylglycidylether, hvilken copolymer har en eller flere allylgrupper.
3. Blokcopolymeren ifølge krav 1, hvor blok A er (ii) en copolymer af glycidol og allylglycidylether, hvori en eller flere allylgrupper af copolymeren er blevet erstattet med en 1,2-dihydroxypropyl-gruppe eller en gruppe med formlen -(CH2)a-S-(CH2)b-X, hvori a er 3, og b er 1 til 3, og hvori X er valgt fra en sur gruppe, en basisk gruppe, en kation, en anion, et zwitterion, halogen, hydroxyl, acyl, acyloxy, alkylthio, alkoxy, aldehydo, amido, carbamoyl, ureido, cyano, nitro, epoxy, en gruppe med formlen -C(H)(COOH)(NH2), og en gruppe med formlen -C(H)(COOH(NHAc), eller et salt deraf.
4. Blokcopolymer ifølge krav 1 eller 3, hvor, som X, den sure gruppe er sulfonsyre eller carboxylsyre, den basiske gruppe er en aminogruppe, en alkylaminogruppe eller en dialkylaminogruppe, kationen er en kvaternær ammoniumgruppe, og zwitterionen er en kvaternær ammoniumalkylsulfonatgruppe med formlen -N+(R1R2)(CH2)cS03', hvor R1 og R2 er alkylgrupper, og c er 1 til 3.
5. Blokcopolymer ifølge ethvert af kravene 1 til 4, hvor det aromatiske hydrofobe polymere segment er valgt blandt polysulfon, polyethersulfon, polyphenylenether, polyphenylenoxid, polycarbonat, poly(phthalazinonethersulfonketon), polyether-keton, polyetheretherketon, polyetherketonketon, polyimid, polyetherimid, og po- lyamidimid, hvor det aromatiske hydrofobe polymere segment fortrinsvis er polyethersulfon.
6. Blokcopolymer ifølge ethvert af kravene 1 til 5, hvor blokken A er en forgrenet copolymer.
7. Blokcopolymer ifølge ethvert af kravene 1 til 2 og 4 til 6, som har følgende struktur:
hvor n er ca. 10 til ca. 1000.
8. Blokcopolymer ifølge ethvert af kravene 1,3 til 5 og 7, som har følgende struktur:
3 hvori R er allyl eller -(Chtejb-X, hvori b er 1 til 3, og n er ca. 10 til ca. 1000, hvori R fortrinsvis er -(CH2)t>-X, hvor X eventuelt er valgt blandt amino, dimethylamino, -CH2CH2SO3H, -CH2CH2CH2SO3H, -CH2CO2H, og -CH2CH2N+(CH3)3 og kombinationer deraf. 5
9. Blokcopolymer ifølge ethvert af kravene 1 til 8, hvor blokken A er til stede i en mængde på ca. 20 % til ca. 50 mol-% og blok B er til stede i en mængde på ca. 50 % til ca. 80 mol-%.
10. Blokcopolymer ifølge ethvert af kravene 1 og 3 til 9, som har en af følgende strukturer:
15 4 5
hvor n er ca. 10 til ca. 1000.
11. Fremgangsmåde til fremstilling af en blokcopolymer med formlen: A-B-A (I) eller A-B (II), hvori blokken A er en copolymer af glycidol og allylglycidylether, hvilken copolymer har en eller flere allylgrupper; og hvori blok B er et aromatisk hydrofobt polymert segment, hvilken fremgangsmåde omfatter: (i) at tilvejebringe et aromatisk hydrofobt polymert segment med en eller flere terminale funktionelle grupper, der er valgt blandt hydroxy, mercapto, og amino-grupper; og (ii) at udføre en ringåbnende polymerisation af allylglycidylether og glycidol på det aromatiske hydrofobe polymere segment.
12. Fremgangsmåde til fremstilling af en blokcopolymer med formlen: A-B-A (I) eller A-B (II), hvori blokken A er en copolymer af glycidol og allylglycidylether, hvori en eller flere af allylgrupperne af copolymeren er blevet erstattet med en 1,2-dihydro-xypropylgruppe eller en gruppe med formlen: -(CH2)a-S-(CH2)b-X, hvori a er 3, og b er 1 til 3, og hvori X er en gruppe valgt fra en sur gruppe, en basisk gruppe, en kation, en anion, et zwitterion, halogen, hydroxyl, acyl, acyloxy, alkylthio, alkoxy, aldehydo, amido, carbamoyl, ureido, cyano, nitro, epoxy, en gruppe med formlen -C(H)(COOH)(NH2), og en gruppe med formlen -C(H)COOH)(NHAc), eller et salt deraf; og B er et aromatisk hydrofobt polymert segment; hvilken fremgangsmåde omfatter: (i) at tilvejebringe en blokcopolymer med formlen: A-B-A (la) eller A-B (Ila), hvori blokken A er en copolymer af glycidol og allylglycidylether, hvilken copolymer omfatter én eller flere allylgrupper; og blok B omfatter et aromatisk hydrofobt polymert segment, og (ii) at omsætte blokcopolymeren med formel (la) eller (Ila) med et middel, der er valgt blandt et oxidationsmiddel, en carboxylalkanthiol eller et salt deraf, en sul-fonalkanthiol eller et salt deraf, en (dialkylamino)alkanthiol eller et salt deraf, en halogenalkanthiol, hydroxyalkanthiol, en acylalkanthiol, en alkoxyalkanthiol, en alkylthioalkanthiol, en aldehydoalkanthiol, en amidoalkanethiol, en carbamoylal-kanthiol, en ureidoalkanthiol, en cyanoalkanthiol, en nitroalkanthiol, en epoxyal-kanthiol, cystein, en acylcystein, en aminoalkanthiol eller et salt deraf, en alkyla-minoalkanthiol, en dialkylaminoalkanthiol og en sulfonalkylammoniumalkanthiol eller et salt deraf.
13. Fremgangsmåde ifølge krav 11 eller 12, hvor det aromatiske hydrofobe polymere segmenter valgt blandt polysulfon, polyethersulfon, polyphenylenether, po-lyphenylenoxid, polycarbonat, poly(phthalazinonethersulfonketon), polyetherke-ton, polyetheretherketon, polyetherketonketon, polyimid, polyetherimid, og poly-amidimid, hvor det aromatiske hydrofobe polymere segment fortrinsvis er polyethersulfon.
14. Fremgangsmåden ifølge ethvert af kravene 11 til 13, hvor det aromatiske hydrofobe polymere segment B har formlen:
eller
hvori n er ca. 10 til ca. 1000.
15. Fremgangsmåde ifølge ethvert af kravene 11 til 14, hvor den ringåbnende polymerisation udføres i nærvær af en base, hvor basen fortrinsvis er valgt blandt kaliumcarbonat, natriumcarbonat, cæsium-carbonat, natrium-tert-butoxid, kalium-tert-butoxid, tetramethylammoniumhydro-xid, ammoniumhydroxid, tetrabutylammoniumhydroxid, natriumhydroxid, kaliumhydroxid, lithiumhydroxid, bariumcarbonat, bariumhydroxid, cæsiumhydroxid, lithiumcarbonat, magnesiumcarbonat, magnesiumhydroxid, natriumamid, lithi-umamid og kombinationer deraf.
DK15172714.6T 2014-06-30 2015-06-18 Hydrofile blokcopolymerer og fremgangsmåde til deres fremstilling DK2966109T3 (da)

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