WO2002010244A3 - Biocidal polyurethane compositions and method of use - Google Patents

Biocidal polyurethane compositions and method of use Download PDF

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Publication number
WO2002010244A3
WO2002010244A3 PCT/US2001/021666 US0121666W WO0210244A3 WO 2002010244 A3 WO2002010244 A3 WO 2002010244A3 US 0121666 W US0121666 W US 0121666W WO 0210244 A3 WO0210244 A3 WO 0210244A3
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
polyurethane polymer
compound
derived
polyurethane
Prior art date
Application number
PCT/US2001/021666
Other versions
WO2002010244A2 (en
Inventor
Ashok Sengupta
Jeffrey L Jacobs
Matthew T Scholz
Kestutis J Tautvydas
Original Assignee
3M Innovative Properties Co
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 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Priority to JP2002515971A priority Critical patent/JP2004511582A/en
Priority to ES01951005T priority patent/ES2379541T3/en
Priority to EP01951005A priority patent/EP1311572B1/en
Priority to AT01951005T priority patent/ATE538150T1/en
Priority to AU7194501A priority patent/AU7194501A/en
Priority to AU2001271945A priority patent/AU2001271945B2/en
Publication of WO2002010244A2 publication Critical patent/WO2002010244A2/en
Publication of WO2002010244A3 publication Critical patent/WO2002010244A3/en

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Classifications

    • 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09D175/16Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • 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
    • C08F290/00Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06Polymers provided for in subclass C08G
    • C08F290/067Polyurethanes; Polyureas
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0809Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups
    • C08G18/0814Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups containing ammonium groups or groups forming them
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/61Polysiloxanes
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/664Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/671Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/81Unsaturated isocyanates or isothiocyanates
    • C08G18/8141Unsaturated isocyanates or isothiocyanates masked
    • C08G18/815Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
    • C08G18/8158Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
    • C08G18/8175Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen

Abstract

The invention relates to a polymeric composition comprising a polyurethane polymer derived from a polyisocyanate compound and a polyactive hydrogen compound, said polyurethane having an effective amount of covalently bound, antimicrobially active ammonium groups pendant to the polyurethane polymer as a side chain along the polyurethane polymer backbone, wherein the antimicrohially active ammonium group is derived from a compound of the formula (I): €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ[CH 3 (CH 2 ) x ] q N Š• (R 4 ) m -(CH 2 ) z LH Q Š– €ƒ€ƒ€ƒ€ƒ€ƒ(I) wherein: m is 1 or 2; q = 1 or 2 provided that m+q = 3; x is 6 to 20; z is 2 to 10; L is O, S, NR 5 or NH; where R 5 is C 1-4 alkyl or benzyl; each R 4 is independently C 1-4 alkyl, phenyl or C 6-8 aralkyl; and Q Š– is halogen, alkyl sulfate, carboxylate, sulfonate, sulfate, phosphonate or phosphate.
PCT/US2001/021666 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use WO2002010244A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2002515971A JP2004511582A (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and methods of use
ES01951005T ES2379541T3 (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use
EP01951005A EP1311572B1 (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use
AT01951005T ATE538150T1 (en) 2000-07-27 2001-07-09 BIOCIDAL POLYURETHANE COMPOSITIONS AND METHOD FOR PRODUCING
AU7194501A AU7194501A (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use
AU2001271945A AU2001271945B2 (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/626,026 US7459167B1 (en) 2000-07-27 2000-07-27 Biocidal polyurethane compositions and methods of use
US09/626,026 2000-07-27

Publications (2)

Publication Number Publication Date
WO2002010244A2 WO2002010244A2 (en) 2002-02-07
WO2002010244A3 true WO2002010244A3 (en) 2002-04-25

Family

ID=24508648

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2001/021666 WO2002010244A2 (en) 2000-07-27 2001-07-09 Biocidal polyurethane compositions and method of use

Country Status (7)

Country Link
US (1) US7459167B1 (en)
EP (2) EP1311572B1 (en)
JP (1) JP2004511582A (en)
AT (1) ATE538150T1 (en)
AU (2) AU2001271945B2 (en)
ES (1) ES2379541T3 (en)
WO (1) WO2002010244A2 (en)

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Also Published As

Publication number Publication date
ATE538150T1 (en) 2012-01-15
EP1311572A2 (en) 2003-05-21
EP1311572B1 (en) 2011-12-21
AU7194501A (en) 2002-02-13
US7459167B1 (en) 2008-12-02
ES2379541T3 (en) 2012-04-27
EP1935911A1 (en) 2008-06-25
AU2001271945B9 (en) 2002-02-13
JP2004511582A (en) 2004-04-15
WO2002010244A2 (en) 2002-02-07
AU2001271945B2 (en) 2007-05-17

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