CA2481435A1 - Use of hydrophobically modified copolymers based on n-vinyl monomers for the production of membranes - Google Patents

Use of hydrophobically modified copolymers based on n-vinyl monomers for the production of membranes Download PDF

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Publication number
CA2481435A1
CA2481435A1 CA002481435A CA2481435A CA2481435A1 CA 2481435 A1 CA2481435 A1 CA 2481435A1 CA 002481435 A CA002481435 A CA 002481435A CA 2481435 A CA2481435 A CA 2481435A CA 2481435 A1 CA2481435 A1 CA 2481435A1
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CA
Canada
Prior art keywords
carboxylic acids
weight
monoethylenically unsaturated
polymers
alkyl
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Granted
Application number
CA002481435A
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French (fr)
Other versions
CA2481435C (en
Inventor
Tanja Schneider
Frank Dietsche
Axel Sanner
Stefan Stein
Karin Neubecker
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BASF SE
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Individual
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Publication of CA2481435A1 publication Critical patent/CA2481435A1/en
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Publication of CA2481435C publication Critical patent/CA2481435C/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00Copolymers 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C08F226/06Copolymers 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D67/00Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
    • B01D67/0002Organic membrane manufacture
    • B01D67/0009Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
    • B01D67/0011Casting solutions therefor
    • 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
    • B01D71/40Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
    • B01D71/401Polymers based on the polymerisation of acrylic acid, e.g. polyacrylate
    • 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
    • B01D71/40Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
    • B01D71/402Polymers based on the polymerisation of fumaric acid or derivatives thereof
    • 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
    • B01D71/40Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
    • B01D71/403Polymers based on the polymerisation of maleic acid or derivatives thereof
    • 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
    • B01D71/40Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
    • B01D71/404Polymers based on the polymerisation of crotonic acid
    • 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
    • B01D71/44Polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, not provided for in a single one of groups B01D71/26-B01D71/42
    • B01D71/441Polyvinylpyrrolidone
    • 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2323/00Details relating to membrane preparation
    • B01D2323/04Hydrophobization
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2323/00Details relating to membrane preparation
    • B01D2323/12Specific ratios of components used
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/02Details relating to pores or porosity of the membranes
    • B01D2325/022Asymmetric membranes
    • 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
    • B01D71/40Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
    • 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
    • B01D71/44Polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, not provided for in a single one of groups B01D71/26-B01D71/42
    • 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
    • B01D71/56Polyamides, e.g. polyester-amides
    • 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

Abstract

The invention relates to the use of A copolymers containing a) 50 to 99 percent by weight of at least one N-vinyl lactam or N-vinyl amine, selected among the group comprising N-vinyl pyrrolidone, N-vinyl piperidone, N-vinyl caprolactam, N-vinyl imidazole, methylized N-vinyl imidazole, and N-vinyl formamide, and b) 1 to 50 percent by weight of at least one monomer, selected among one of the groups comprising b1) C8-C30 alkyl ester of monoethylenically unsaturated C3-C8 carboxylic acids; b2) N-C8-C30 alkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids; b3) N,N-C8-C30 dialkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b4) vinyl ester of aliphatic C8-C30 carboxylic acids; b5) C8-C30 alkyl vinyl ether, for the production of membranes.

Claims (11)

1. The use of a copolymer A containing a) from 50 to 99% by weight of at least one N-vinyllactam or N-vinylamine selected from the group consisting of N-vinylpyrrolidone, N-vinylpiperidone, N-vinylcaprolactam, N-vinylimidazole, methylated N-vinylimidazole, and N-vinylformamide, and b) from 1 to 50% by weight of at least one monomer selected from the group consisting of b1) C8-C30-alkyl esters of monoethylenically unsaturated C3-C8 carboxylic acids;
b2) N-C8-C30-alkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b3) N,N-C8-C30-dialkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b4) vinyl esters of aliphatic C8-C30 carboxylic acids;
and b5) C8-C30-alkyl vinyl ethers to produce a membrane, the membrane comprising, as further component, hydrophobic polymers B selected from the group consisting of polysulfones, polycarbonates, polyamides, polyvinyl chloride, hydrophobically modified acrylic polymers, polyethers, polyurethanes, polyurethane copolymers, water-insoluble cellulose derivatives, and mixtures of such polymers.
2. The use as claimed in claim 1 of a copolymer A containing a) from 60 to 99% by weight of N-vinylpyrrolidone and b) from 1 to 40% by weight of at least one monomer selected from the group consisting of b1) C8-C30-alkyl esters of monoethylenically unsaturated C3-C8 carboxylic acids;
b2) N-C8-C30-alkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b3) N,N-C8-C30-dialkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b4) vinyl esters of aliphatic C8-C30 carboxylic acids;
and b5) C8-C30-alkyl vinyl ethers.
3. The use as claimed in claim 1 or 2 of copolymer A containing a) from 60 to 99% by weight of N-vinylpyrrolidone and b) from 1 to 40% by weight of at least one monomer selected from the group consisting of b1) C12-C22-alkyl esters of monoethylenically unsaturated C3-C8 carboxylic acids;
b2) N-C12-C18-alkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b3) N,N-C12-C18-dialkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b4) vinyl esters of aliphatic C8-C18 carboxylic acids;
and b5) C8-C22-alkyl vinyl ethers.
4. The use as claimed in any of claims 1 to 4, wherein the copolymer A is used in amounts of from 0.1 to 25% by weight, based on the total amount of polymers used.
5. The use as claimed in any of claims 1 to 4, wherein the copolymer A is used in combination with one or more further polymers.
6. The use as claimed in any of claims 1 to 5, wherein the hydrophobic polymers B are used in amounts of from 50 to 99.9 by weight, based on the total amount of polymers used.
7. The use as claimed in any of claims 1 to 6, wherein the membrane further comprises, as polymers C, hydrophilic polymers selected from the group consisting of polyvinylpyrrolidones, polyethylene glycols, polyethylene glycol monoesters, polyethylene glycol-propylene glycol copolymers, water-soluble cellulose derivatives, polysorbates, and mixtures of such polymers.
8. The use as claimed in claim 7, wherein the hydrophilic polymers C are used in amounts of from 10 to 40% by weight, based on the total amount of polymers used.
9. A semipermeable, water-wettable membrane comprising at least one copolymer A formed from a) from 50 to 99% by weight of at least one N-vinyllactam or N-vinylamine selected from the group consisting of N-vinylpyrrolidone, N-vinylpiperidone, N-vinylcaprolactam, N-vinylimidazole, methylated N-vinylimidazole, and N-vinylformamide, and b) from 1 to 50% by weight of at least one monomer selected from the group consisting of b1) C8-C30-alkyl esters of monoethylenically unsaturated C3-C8 carboxylic acids;
b2) N-C8-C30-alkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b3) N,N-C8-C30-dialkyl-substituted amides of monoethylenically unsaturated C3-C8 carboxylic acids;
b4) vinyl esters of aliphatic C8-C30 carboxylic acids;
and b5) C8-C30-alkyl vinyl ethers, and, as hydrophobic polymer component B, a polymer selected from the group consisting of polysulfones, polycarbonates, polyamides, polyvinyl chloride, hydrophobically modified acrylic polymers, polyethers, polyurethanes, polyurethane copolymers, cellulose acetates, cellulose nitrates, and mixtures thereof.
10. A membrane as claimed in claim 9, obtainable using a copolymer A in amounts of from 0.1 to 25% by weight.
11. A membrane as claimed in claim 9 or 10 comprising in addition a hydrophilic polymer C selected from the group consisting of polyvinylpyrrolidones, polyethylene glycols, polyglycol monoesters, copolymers of polyethylene glycol with propylene glycol, water-soluble derivatives of cellulose, polysorbates, and mixtures thereof.
CA2481435A 2002-04-18 2003-04-11 Use of hydrophobically modified copolymers based on n-vinyl monomers for the production of membranes Expired - Fee Related CA2481435C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10217440A DE10217440A1 (en) 2002-04-18 2002-04-18 Use of hydrophobically modified copolymers based on N-vinyl monomers for the production of membranes
DE10217440.7 2002-04-18
PCT/EP2003/003764 WO2003086594A1 (en) 2002-04-18 2003-04-11 Use of hydrophobically modified copolymers based on n-vinyl monomers for the production of membranes

Publications (2)

Publication Number Publication Date
CA2481435A1 true CA2481435A1 (en) 2003-10-23
CA2481435C CA2481435C (en) 2011-02-01

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CA2481435A Expired - Fee Related CA2481435C (en) 2002-04-18 2003-04-11 Use of hydrophobically modified copolymers based on n-vinyl monomers for the production of membranes

Country Status (8)

Country Link
US (1) US7347938B2 (en)
EP (1) EP1499426B1 (en)
JP (1) JP4443231B2 (en)
AT (1) ATE321602T1 (en)
AU (1) AU2003229642A1 (en)
CA (1) CA2481435C (en)
DE (2) DE10217440A1 (en)
WO (1) WO2003086594A1 (en)

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Also Published As

Publication number Publication date
JP2005527351A (en) 2005-09-15
DE10217440A1 (en) 2003-11-06
ATE321602T1 (en) 2006-04-15
WO2003086594A1 (en) 2003-10-23
US20050126987A1 (en) 2005-06-16
JP4443231B2 (en) 2010-03-31
US7347938B2 (en) 2008-03-25
CA2481435C (en) 2011-02-01
EP1499426A1 (en) 2005-01-26
DE50302817D1 (en) 2006-05-18
AU2003229642A1 (en) 2003-10-27
EP1499426B1 (en) 2006-03-29

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