CA2540607A1 - Polyurethane dispersion (pud) with improved isopropanol resistance, flexibility and softness - Google Patents
Polyurethane dispersion (pud) with improved isopropanol resistance, flexibility and softness Download PDFInfo
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- CA2540607A1 CA2540607A1 CA002540607A CA2540607A CA2540607A1 CA 2540607 A1 CA2540607 A1 CA 2540607A1 CA 002540607 A CA002540607 A CA 002540607A CA 2540607 A CA2540607 A CA 2540607A CA 2540607 A1 CA2540607 A1 CA 2540607A1
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- prepolymer
- isocyanate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0828—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing sulfonate groups or groups forming them
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4866—Polyethers having a low unsaturation value
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6659—Compounds of group C08G18/42 with compounds of group C08G18/34
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/724—Combination of aromatic polyisocyanates with (cyclo)aliphatic polyisocyanates
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- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
- Y10T428/1386—Natural or synthetic rubber or rubber-like compound containing
Abstract
Isocyanate-functional polyurethane prepolymers and aqueous dispersions therefrom which are useful for the production of flat materials having excellent resistance to alcoholic solvents are described. The prepolymers are prepared by reacting: A) an isocyanate selected from the group consisting of i) an aliphatic and/or a cycloaliphatic isocyanate, ii) a mixture of an aromatic isocyanate and an aliphatic and/or a cycloaliphatic isocyanate, B) a di- or polyhydroxy compound having a number average molecular weight of from 700 to about 16,000, and C) optionally, a dihydroxy and/or polyhydroxyl compound having a number average molecular weight of less than 700, with the provisos that a) at least one of components A), B or C) has a functionality of more than 2 and b) if both component A) and component B) are difunctional, component C) cannot be a trihydroxy component of the formula: R-(OH)3 where R
is a saturated straight chain or branched chain aliphatic group of from 2 to 8 carbon atoms.
is a saturated straight chain or branched chain aliphatic group of from 2 to 8 carbon atoms.
Claims (11)
1. A polyurethane prepolymer having an NCO content of from about 1 to about 6% by weight, prepared by reacting:
A) an isocyanate selected from the group consisting of i) an aliphatic and/or a cycloaliphatic isocyanate, ii) a mixture of an aromatic isocyanate and an aliphatic and/or a cycloaliphatic isocyanate, B) a di- or polyhydroxy compound having a number average molecular weight of from 700 to about 16,000, and C) optionally, a dihydroxy and/or polyhydroxyl compound having a number average molecular weight of less than 700, with the provisos that a) at least one of components A), B or C) has a functionality of more than 2 and b) if both component A) and component B) are difunctional, component C) cannot be a trihydroxy component of the formula:
R-(OH)3 where R is a saturated straight chain or branched chain aliphatic group of from 2 to 8 carbon atoms.
A) an isocyanate selected from the group consisting of i) an aliphatic and/or a cycloaliphatic isocyanate, ii) a mixture of an aromatic isocyanate and an aliphatic and/or a cycloaliphatic isocyanate, B) a di- or polyhydroxy compound having a number average molecular weight of from 700 to about 16,000, and C) optionally, a dihydroxy and/or polyhydroxyl compound having a number average molecular weight of less than 700, with the provisos that a) at least one of components A), B or C) has a functionality of more than 2 and b) if both component A) and component B) are difunctional, component C) cannot be a trihydroxy component of the formula:
R-(OH)3 where R is a saturated straight chain or branched chain aliphatic group of from 2 to 8 carbon atoms.
2. The prepolymer of Claim 1 wherein component B) at least 60 wt.%
of at least one polyoxyproplyene glycol.
of at least one polyoxyproplyene glycol.
3. The prepolymer of Claim 1 wherein component A) comprises (1) from 5 to 50 wt.% of an aliphatic and/or cycloaliphatic isocyanate and (2) from 50 to 95 wt.% of an aromatic diisocyanate.
4. The prepolymer of Claim 3 wherein component B) is a polyether polyol based on at least one polyoxypropylene diol having a number average molecular weight of from about 1000 to about 8000 and having an unsaturated terminal group content of less than or equal to 0.02 milliequivalents per gram polyol.
5. The prepolymer of Claim 1 wherein component B) is a polyether polyol based on at least one polyoxypropylene diol having a number average molecular weight of from about 1000 to about 8000 dalton and having an unsaturated terminal group content of less than or equal to 0.02 milliequivalents per gram polyol.
6. The prepolymer of Claim 1 wherein component C) is a polyether triol.
7. The prepolymer of Claim 1 having an NCO content of from about 2 to about 4% by weight.
8. An aqueous polyurethane dispersion comprising the prepolymer of Claim 1 and D) a compound having an anionic or potentially anionic group and two groups which are reactive to isocyanate groups and E) a chain extender having two amine groups which are reactive with isocyanate groups.
9. A polyurethane film produced from the prepolymer of Claim 1.
10. A polyurethane film which is resistant to isopropanol produced from the prepolymer of Claim 1.
11. A polyurethane glove or condom produced from the prepolymer of Claim 1.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/677,882 US7045573B2 (en) | 2003-04-21 | 2003-10-02 | Polyurethane dispersion (PUD) with improved isopropanol resistance, flexibility and softness |
US10/677,882 | 2003-10-02 | ||
PCT/US2004/031724 WO2005035612A1 (en) | 2003-10-02 | 2004-09-27 | Polyurethane dispersion (pud) with improved isopropanol resistance, flexibility and softness |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2540607A1 true CA2540607A1 (en) | 2005-04-21 |
CA2540607C CA2540607C (en) | 2013-11-26 |
Family
ID=34435359
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2540607A Expired - Fee Related CA2540607C (en) | 2003-10-02 | 2004-09-27 | Polyurethane dispersion (pud) with improved isopropanol resistance, flexibility and softness |
Country Status (13)
Country | Link |
---|---|
US (1) | US7045573B2 (en) |
EP (1) | EP1685172B1 (en) |
JP (1) | JP4895816B2 (en) |
KR (1) | KR101142689B1 (en) |
CN (1) | CN100489004C (en) |
AT (1) | ATE452920T1 (en) |
BR (1) | BRPI0414994A (en) |
CA (1) | CA2540607C (en) |
DE (1) | DE602004024817D1 (en) |
ES (1) | ES2335892T3 (en) |
HK (1) | HK1093997A1 (en) |
MX (1) | MXPA06003623A (en) |
WO (1) | WO2005035612A1 (en) |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040249106A1 (en) * | 2003-06-03 | 2004-12-09 | Gindin Lyubov K. | Modified polyurethanes |
US8629195B2 (en) | 2006-04-08 | 2014-01-14 | Bayer Materialscience Ag | Production of polyurethane foams |
DE102006016636A1 (en) * | 2006-04-08 | 2007-10-18 | Bayer Materialscience Ag | Polyurethane foams for wound treatment |
KR100828789B1 (en) * | 2006-07-05 | 2008-05-09 | 현대자동차주식회사 | Thinwall Waterborne Soft Feel Paint |
DE102006058202A1 (en) * | 2006-12-11 | 2008-06-12 | Merck Patent Gmbh | Process for the preparation of dispersions |
DE102007005960A1 (en) * | 2007-02-07 | 2008-08-14 | Bayer Materialscience Ag | Carbon black filled polyurethanes with high dielectric constant and dielectric strength |
US20090030146A1 (en) * | 2007-07-24 | 2009-01-29 | Yuliya Berezkin | Polyurethane dispersions for sealants |
EP2045279A1 (en) * | 2007-10-05 | 2009-04-08 | Bayer MaterialScience AG | Polyurethane foams for treating wounds |
WO2009085587A1 (en) * | 2007-12-26 | 2009-07-09 | Dow Global Technologies Inc. | Polyurethane dispersions and coatings produced therefrom |
US8455695B2 (en) * | 2010-05-07 | 2013-06-04 | Dow Global Technologies Llc | Process for the production of aliphatic isocyanates |
US8901232B2 (en) * | 2010-11-18 | 2014-12-02 | Lubrizol Advanced Materials, Inc. | Polymers for surgeons gloves |
US8952093B2 (en) | 2011-02-18 | 2015-02-10 | Eastern Michigan University | Bio-based polyurethane dispersion compositions and methods |
CN104736761B (en) * | 2012-10-16 | 2017-06-13 | 陶氏环球技术有限责任公司 | The synthetic leather froth bed being made up of the main chain polyurethane dispersion liquid based on PEPA |
EP3063256A1 (en) * | 2013-10-29 | 2016-09-07 | Dow Brasil Sudeste Industiral Ltda. | A lubricant composition and a method to lubricate a mechanical device |
EP3094692B1 (en) * | 2014-01-17 | 2021-02-24 | Basf Se | Lamination printing ink comprising an aqueous dispersion comprising polyurethane |
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US10414859B2 (en) | 2014-08-20 | 2019-09-17 | Resinate Materials Group, Inc. | High recycle content polyester polyols |
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WO2016118411A1 (en) | 2015-01-21 | 2016-07-28 | Resinate Materials Group, Inc. | High recycle content polyols from thermoplastic polyesters and lignin or tannin |
WO2016123558A1 (en) | 2015-01-30 | 2016-08-04 | Resinate Materials Group, Inc. | Integrated process for treating recycled streams of pet and ptt |
WO2016153780A1 (en) | 2015-03-20 | 2016-09-29 | Resinate Materials Group, Inc. | Cycloaliphatic polyester polyols from thermoplastic polyesters |
US9522976B2 (en) | 2015-03-20 | 2016-12-20 | Resinate Materials Group, Inc. | Cycloaliphatic polyester polyols from thermoplastic polyesters |
WO2016168043A1 (en) | 2015-04-14 | 2016-10-20 | Resinate Materials Group, Inc. | Polyester polyols with increased clarity |
JP6808970B2 (en) * | 2016-05-17 | 2021-01-06 | 東ソー株式会社 | Coating material composition and its cured product |
JP6839947B2 (en) * | 2016-09-14 | 2021-03-10 | アイシーケイ株式会社 | Fast-curing two-component urethane waterproof material composition and its manufacturing method |
BR112019017672A2 (en) | 2017-03-03 | 2020-03-31 | Resinate Materials Group, Inc. | ENERGY-CURING, SUSTAINABLE POLYESTERS POLYESTERS AND THEIR COATINGS OR RIGID FOAMS |
CN108864394A (en) * | 2018-05-17 | 2018-11-23 | 合肥科天水性科技有限责任公司 | A kind of preparation method of the low modulus waterborne polyurethane resin of resistance to alcohol type of polyurethane medical gloves |
NL2022104B1 (en) | 2018-11-30 | 2020-06-26 | Stahl Int B V | Process to prepare aqueous polyurethane dispersions that are substantially free of volatile organic compounds and that have a high solids content |
TW202104720A (en) | 2019-05-09 | 2021-02-01 | 英商萊卡英國有限公司 | Transfer printable elastic dispersion with solid low melt powder |
US11845863B2 (en) | 2020-05-04 | 2023-12-19 | Carlisle Construction Materials, LLC | Polyurethane dispersions and their use to produce coatings and adhesives |
CN114195957B (en) * | 2022-01-13 | 2024-04-09 | 万华化学集团股份有限公司 | Preparation method of polymer polyol |
WO2024047166A1 (en) | 2022-09-01 | 2024-03-07 | Polyu Gmbh | Aqueous polyurethane dispersion, and its manufacturing method and use |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3839491A (en) * | 1972-12-14 | 1974-10-01 | Peritech Int Corp | Low volatility polyurethane prepolymer |
DE2438948A1 (en) * | 1974-08-14 | 1976-02-26 | Peritech Int Corp | Polyurethane prepolymer compsn. - substantially free from volatile arylene diisocyanate |
DE2645779C3 (en) | 1976-10-09 | 1979-12-06 | Basf Ag, 6700 Ludwigshafen | Process for the production of emulsifier-free, aqueous polyurethane dispersions |
US4758648A (en) * | 1986-10-20 | 1988-07-19 | Essex Specialty Products, Inc. | High speed cure sealant |
US4895894A (en) * | 1988-05-31 | 1990-01-23 | The Dow Chemical Company | Modulus modification of water borne polyurethane-ureas |
US4956438A (en) * | 1989-02-08 | 1990-09-11 | The Dow Chemical Company | Bulk polyurethane ionomers |
DE4105908A1 (en) | 1991-02-26 | 1992-08-27 | Bayer Ag | Moisture-curable polyurethane-based plaster casts - contain mixt. of aromatic and aliphatic poly:isocyanate cpds. on flexible support |
TW374773B (en) * | 1994-07-21 | 1999-11-21 | Witco Corp | Hypoallergenic coating composition for latex rubber gloves |
DE4429076A1 (en) * | 1994-08-17 | 1996-02-22 | Bayer Ag | Isocyanate prepolymers, a process for their preparation and their use |
CA2175403C (en) * | 1995-05-05 | 2008-09-02 | Stephen D. Seneker | Aqueous polyurethane dispersions based on polyether polyols of low monol content |
US5576382A (en) * | 1996-05-05 | 1996-11-19 | Arco Chemical Technology, L.P. | Aqueous polyurethane dispersions based on polyether polyols of low monol content |
AT409819B (en) * | 1996-09-12 | 2002-11-25 | Semperit Ag Holding | OBJECT OF A FLEXIBLE RUBBER AND / OR PLASTIC |
US5821316A (en) * | 1997-01-24 | 1998-10-13 | Air Products And Chemicals, Inc. | Polyurethane prepolymers for making elastomers having improved dynamic properties |
DE19824484A1 (en) * | 1998-06-02 | 1999-12-09 | Bayer Ag | High-solids polyurethane dispersions with high application security |
US5997969A (en) * | 1998-08-27 | 1999-12-07 | Gardon; John L. | Non-allergenic medical and health care devices made from crosslinked synthetic elastomers |
DE59907571D1 (en) * | 1998-12-07 | 2003-12-04 | Bayer Ag | COAGULATE AQUEOUS PUR DISPERSIONS AND THEIR USE |
US6389602B1 (en) * | 1999-03-10 | 2002-05-21 | Lrc Products Limited | Thin walled elastic polyurethane articles |
NO20001902L (en) * | 1999-04-14 | 2000-10-16 | Dow Chemical Co | Polyurethane films and dispersions for their preparation |
NO20001903L (en) * | 1999-04-14 | 2000-10-16 | Dow Chemical Co | Polyurethane films made from polyurethane dispersions |
NO20001904L (en) * | 1999-04-14 | 2000-10-16 | Dow Chemical Co | Polyurethane films prepared by electrolytic precipitation from polyurethane dispersions |
BR0111360A (en) * | 2000-05-16 | 2003-04-29 | Dow Global Technologies Inc | Polyurethane Dispersions, Process for Preparing Them, and Their Use |
US6576702B2 (en) * | 2000-07-20 | 2003-06-10 | Noveon Ip Holdings Corp. | Plasticized waterborne polyurethane dispersions and manufacturing process |
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2003
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2004
- 2004-09-27 EP EP04789127A patent/EP1685172B1/en not_active Not-in-force
- 2004-09-27 KR KR1020067006308A patent/KR101142689B1/en not_active IP Right Cessation
- 2004-09-27 DE DE602004024817T patent/DE602004024817D1/en active Active
- 2004-09-27 CN CNB2004800284421A patent/CN100489004C/en not_active Expired - Fee Related
- 2004-09-27 JP JP2006534007A patent/JP4895816B2/en not_active Expired - Fee Related
- 2004-09-27 AT AT04789127T patent/ATE452920T1/en not_active IP Right Cessation
- 2004-09-27 CA CA2540607A patent/CA2540607C/en not_active Expired - Fee Related
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2007
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US20040210026A1 (en) | 2004-10-21 |
KR20060090691A (en) | 2006-08-14 |
HK1093997A1 (en) | 2007-03-16 |
JP4895816B2 (en) | 2012-03-14 |
CA2540607C (en) | 2013-11-26 |
US7045573B2 (en) | 2006-05-16 |
MXPA06003623A (en) | 2006-06-05 |
ATE452920T1 (en) | 2010-01-15 |
BRPI0414994A (en) | 2006-11-21 |
EP1685172A1 (en) | 2006-08-02 |
WO2005035612A1 (en) | 2005-04-21 |
EP1685172B1 (en) | 2009-12-23 |
DE602004024817D1 (en) | 2010-02-04 |
CN100489004C (en) | 2009-05-20 |
CN1860146A (en) | 2006-11-08 |
KR101142689B1 (en) | 2012-05-23 |
JP2007511621A (en) | 2007-05-10 |
ES2335892T3 (en) | 2010-04-06 |
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