CA2624312A1 - Two-component systems for producing flexible coatings - Google Patents
Two-component systems for producing flexible coatings Download PDFInfo
- Publication number
- CA2624312A1 CA2624312A1 CA 2624312 CA2624312A CA2624312A1 CA 2624312 A1 CA2624312 A1 CA 2624312A1 CA 2624312 CA2624312 CA 2624312 CA 2624312 A CA2624312 A CA 2624312A CA 2624312 A1 CA2624312 A1 CA 2624312A1
- Authority
- CA
- Canada
- Prior art keywords
- coating systems
- component coating
- systems according
- groups
- zinc
- 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.)
- Granted
Links
Classifications
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
-
- 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
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7837—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing allophanate groups
-
- 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
-
- 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
-
- 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
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
-
- 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
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
-
- 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
- C09D175/02—Polyureas
-
- 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
- C09D175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
Abstract
The invention relates to two-component coating systems for producing flexible coatings. Said coating systems comprise polyurethane prepolymers having allophanate structures, in addition to amino-functional polyaspartic acid esters as hardeners.
Claims (11)
1. Two-component coating systems at least comprising A) a polyisocyanate prepolymer having polyether groups attached via allophanate groups and B) amino-functional polyaspartic esters of the general formula (I) in which X is an n-valent organic radical obtained by removing the primary amino groups of an n-valent polyamine, R1 and R2 are identical or different organic radicals which are inert towards isocyanate groups under the reaction conditions and n is a whole number of at least 2.
2. Two-component coating systems according to Claim 1, characterized in that the allophanates used in A) are prepared by reacting A1) one or more aliphatic and/or cycloaliphatic polyisocyanates with A2) one or more polyhydroxy compounds, at least one being a polyether polyol, to give an NCO-functional polyurethane prepolymer and then subsequently subjecting its urethane groups thus formed to partial or complete allophanatization with addition of A3) polyisocyanates, which can be different from those from A1), and A4) catalysts and A5) optionally stabilizers.
3. Two-component coating systems according to Claim 2, characterized in that the allophanates used in A) are prepared using, in components A1) and A3), hexane diisocyanate (hexamethylene diisocyanate, HDI), 4,4'-methylenebis(cyclohexyl isocyanate) and/or 3,5,5-trimethyl-1-isocyanato-3-isocyanatomethylcyclohexane (isophorone diisocyanate, IPDI) as polyisocyanates.
4. Two-component coating systems according to Claim 2 or 3, characterized in that polyisocyanates of the same type are used in A1) and A3).
5. Two-component coating systems according to any one of Claims 2 to 4, characterized in that zinc(II) compounds are used as catalysts for the allophanatization in A4).
6. Two-component coating systems according to Claim 5, characterized in that zinc(II) compounds used are zinc(II) bis(2-ethylhexanoate), zinc(II) bis(n-octoate), zinc(II) bis-(stearate) or mixtures thereof.
7. Two-component coating systems according to any one of Claims 2 to 6, characterized in that polyether polyols are used exclusively in A2), these polyols having number-average molecular weights M,, of 2000 to 6000 g/mol, an average OH functionality of >= 1.95 and a degree of unsaturated end groups of less than or equal to 0.01 meq/g in accordance with ASTM D2849-69.
8. Two-component coating systems according to any one of Claims 2 to 7, characterized in that the molar ratio of the OH groups of the compounds of component A2) to the NCO-groups of the polyisocyanates from A1) and A3) is 1:2 to 1:10.
9. Two-component coating systems according to any one of Claims 2 to 8, characterized in that stabilizers used in A5) are organic or inorganic acids, acid halides or esters.
10. Coatings obtainable from two-component coating systems according to any of one of Claims 1 to 9.
11. Substrates coated with coatings according to Claim 10.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005047562A DE102005047562A1 (en) | 2005-10-04 | 2005-10-04 | Two-component coating system for production of flexible coatings on various substrates, contains a polyisocyanate prepolymer with allophanate-linked polyether groups and an aminofunctional polyaspartate ester as hardener |
DE102005047562.0 | 2005-10-04 | ||
PCT/EP2006/009203 WO2007039133A1 (en) | 2005-10-04 | 2006-09-22 | Two-component systems for producing flexible coatings |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2624312A1 true CA2624312A1 (en) | 2007-04-12 |
CA2624312C CA2624312C (en) | 2014-03-25 |
Family
ID=37387257
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA 2624312 Expired - Fee Related CA2624312C (en) | 2005-10-04 | 2006-09-22 | Two-component systems for producing flexible coatings |
Country Status (15)
Country | Link |
---|---|
US (1) | US7927704B2 (en) |
EP (1) | EP1937742B1 (en) |
JP (1) | JP5275032B2 (en) |
KR (1) | KR20080064822A (en) |
CN (1) | CN101277988A (en) |
AT (1) | ATE554117T1 (en) |
AU (1) | AU2006299127B2 (en) |
BR (1) | BRPI0616849A2 (en) |
CA (1) | CA2624312C (en) |
DE (1) | DE102005047562A1 (en) |
ES (1) | ES2383224T3 (en) |
IL (1) | IL190075A0 (en) |
NO (1) | NO20081898L (en) |
PL (1) | PL1937742T3 (en) |
WO (1) | WO2007039133A1 (en) |
Families Citing this family (51)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102005047560A1 (en) * | 2005-10-04 | 2007-04-05 | Bayer Materialscience Ag | Two-component composition for coating metal, plastics, ceramics or natural material, e.g. internal pipe coating, contains polyisocyanate prepolymer with polyether groups bound by allophanate groups and polyamine with primary amino groups |
GB0610272D0 (en) * | 2006-05-24 | 2006-07-05 | Auxetic Technologies Ltd | A composite material |
US8003552B2 (en) | 2007-12-11 | 2011-08-23 | Campbell Matthew T | Polyaspartic polyurethene applications in composite industry |
CN101469246B (en) * | 2007-12-27 | 2011-12-21 | 上海涂料有限公司技术中心 | Preparation of polyaspartate polyurea waterproof coating material |
DE102008024352A1 (en) * | 2008-05-20 | 2009-11-26 | Bayer Materialscience Ag | polyurea |
EP2154167A1 (en) * | 2008-07-30 | 2010-02-17 | Bayer MaterialScience AG | Electromechanical converter with a polymer element on a polyisocyanate basis |
DE102009005712A1 (en) * | 2009-01-22 | 2010-07-29 | Bayer Materialscience Ag | Polyurethanvergussmassen |
DE102009007228A1 (en) | 2009-02-03 | 2010-08-05 | Bayer Materialscience Ag | coatings |
DE102009007194A1 (en) * | 2009-02-03 | 2010-08-05 | Bayer Materialscience Ag | Flexible coatings |
JP5509919B2 (en) * | 2009-03-13 | 2014-06-04 | オート化学工業株式会社 | Curable composition and method for producing the same |
JP5407626B2 (en) * | 2009-07-17 | 2014-02-05 | オート化学工業株式会社 | Curable composition |
WO2011061314A1 (en) | 2009-11-23 | 2011-05-26 | Basf Se | Catalysts for polyurethane coating compounds |
JP2013523972A (en) * | 2010-04-09 | 2013-06-17 | バイエル・マテリアルサイエンス・リミテッド・ライアビリティ・カンパニー | Polyaspartic acid two-component coating composition |
US8586697B2 (en) | 2010-04-09 | 2013-11-19 | Basf Se | Coatings repairable by introduction of energy |
EP2556100A1 (en) | 2010-04-09 | 2013-02-13 | Basf Se | Coatings that can be repaired by the application of energy |
CN102311700A (en) | 2010-06-29 | 2012-01-11 | 拜耳材料科技(中国)有限公司 | Aliphatic Polyurea paint, preparation method and application thereof |
DE102010031682A1 (en) | 2010-07-20 | 2012-01-26 | Bayer Materialscience Ag | Binder combinations for constructive drinking water pipe coatings |
WO2013060809A2 (en) | 2011-10-28 | 2013-05-02 | Basf Se | Method for producing polyisocyanates, which are flocculation-stable in solvents, from (cyclo)aliphatic diisocyanates |
US9617402B2 (en) | 2011-10-28 | 2017-04-11 | Basf Se | Process for preparing polyisocyanates which are flocculation-stable in solvents from (cyclo)aliphatic diisocyanates |
CN107815087B (en) | 2011-10-28 | 2023-02-28 | 巴斯夫欧洲公司 | Color-stable curing compositions of polyisocyanates containing (cyclo) aliphatic diisocyanates |
US9587139B2 (en) | 2012-06-15 | 2017-03-07 | 3M Innovative Properties Company | Curable polyurea forming composition, method of making, and composite article |
CN104903375A (en) | 2013-01-07 | 2015-09-09 | 巴斯夫欧洲公司 | Catalysts for polyurethane coating compounds |
US10683424B2 (en) * | 2013-02-05 | 2020-06-16 | Evonik Operations Gmbh | Low gloss, high solids polyurea coatings |
BR112016016094B1 (en) * | 2014-02-13 | 2022-01-25 | Akzo Nobel Coatings International B.V. | TWO-COMPONENT COATING COMPOSITION, METHOD FOR PRODUCING A COATING ON A SUBSTRATE, COATING, MULTI-LAYER COATING, SUBSTRATE AND USE OF THE COATING |
US10125290B2 (en) * | 2014-02-25 | 2018-11-13 | Axalta Coating Systems Ip Co., Llc | Coating compositions comprising diisocyanate chain extended bisaspartates |
US10385231B2 (en) * | 2014-02-25 | 2019-08-20 | Axalta Coating Systems Ip Co., Llc | Coating compositions comprising diisocyanate chain extended bisaspartates |
CN103820013A (en) * | 2014-02-28 | 2014-05-28 | 北京东方雨虹防水技术股份有限公司 | Heavy-duty corrosion-resistant spraying polyurea coating and preparation method thereof |
DE102015108232A1 (en) * | 2015-05-26 | 2016-12-01 | Franken Systems Gmbh | Process for the moisture-resistant primer of mineral substrates |
RU2018112479A (en) | 2015-09-07 | 2019-10-09 | Басф Се | WATER EMULTIABLE ISOCYANATES WITH IMPROVED PROPERTIES |
EP3305824A1 (en) | 2016-10-07 | 2018-04-11 | Basf Se | Colour stable curing agent compositions containing polyisocyanates of (cyclo)aliphatic diisocyanates |
EP3305863A1 (en) | 2016-10-07 | 2018-04-11 | Basf Se | Method for the preparation of flocculation stable polyisocyanates of (cyclo)aliphatic diisocyanates in solvents |
US10717702B2 (en) * | 2017-03-03 | 2020-07-21 | Cargill, Incorporated | Polyaspartic ester compositions, and methods of making and using same |
EP3431521A1 (en) | 2017-07-20 | 2019-01-23 | Basf Se | Colour stable curing agent compositions containing polyisocyanates of (cyclo)aliphatic diisocyanates |
EP3336117A1 (en) | 2017-09-20 | 2018-06-20 | Basf Se | Method for the preparation of flocculation stable polyisocyanates of (cyclo)aliphatic diisocyanates in solvents |
EP3336118A1 (en) | 2017-09-20 | 2018-06-20 | Basf Se | Colour stable curing agent compositions containing polyisocyanates of (cyclo)aliphatic diisocyanates |
CN111788173B (en) | 2017-10-31 | 2023-09-26 | Line-X有限责任公司 | Thin film aliphatic polyurea system |
KR20200105483A (en) * | 2018-01-10 | 2020-09-07 | 헌트스만 인터내셔날, 엘엘씨 | Polyurethane comprising an agent having isocyanate functionality |
EP3626755A1 (en) | 2018-09-24 | 2020-03-25 | Covestro Deutschland AG | A coating composition |
CN110734693A (en) * | 2018-07-20 | 2020-01-31 | 科思创德国股份有限公司 | coating compositions |
WO2020016292A1 (en) | 2018-07-20 | 2020-01-23 | Covestro Deutschland Ag | A coating composition |
US11492440B2 (en) | 2018-07-27 | 2022-11-08 | Axalta Coating Systems Ip Co., Llc | Clearcoat compositions and methods of forming clearcoat compositions |
US11827788B2 (en) | 2019-10-07 | 2023-11-28 | Covestro Llc | Faster cure polyaspartic resins for faster physical property development in coatings |
CN111454413B (en) * | 2020-04-09 | 2022-02-18 | 万华化学集团股份有限公司 | Multifunctional polyaspartic acid ester mixture and preparation method and application thereof |
EP3988597A1 (en) | 2020-10-26 | 2022-04-27 | Covestro Deutschland AG | Two-component coating composition |
WO2022002679A1 (en) | 2020-06-29 | 2022-01-06 | Covestro Deutschland Ag | Two-component coating composition |
CN115916856A (en) | 2020-06-29 | 2023-04-04 | 科思创德国股份有限公司 | Polyether-modified polyisocyanate composition |
EP3988596A1 (en) | 2020-10-26 | 2022-04-27 | Covestro Deutschland AG | Polyether-modified polyisocyanate composition |
US20220089901A1 (en) * | 2020-09-24 | 2022-03-24 | Covestro Llc | Clear coating compositions having low solvent content |
US20240059826A1 (en) | 2020-12-18 | 2024-02-22 | Basf Se | Color-stable curing agent compositions comprising polyisocyanates of (cyclo)aliphatic diisocyanates |
WO2023110504A1 (en) | 2021-12-15 | 2023-06-22 | Basf Se | Water-emulsifiable isocyanates with improved properties |
CN116120821B (en) * | 2022-11-28 | 2023-09-29 | 广州市斯洛柯高分子聚合物有限公司 | Double-component anti-doodling material composition and preparation method and application thereof |
Family Cites Families (44)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB994890A (en) | 1961-12-18 | 1965-06-10 | Ici Ltd | New organic polyisocyanates and their manufacture |
US3567692A (en) | 1963-02-04 | 1971-03-02 | Ici Ltd | Polymeric materials produced by interacting polyisocyanate and water in the presence of polyaldimine or polyketimine |
GB1064841A (en) | 1963-02-04 | 1967-04-12 | Ici Ltd | Manufacture of polymers containing biuret and urea groups |
US3357785A (en) | 1963-10-08 | 1967-12-12 | Merck & Co Inc | Shrinkproofing wool through serial impregnation with a diisocyanate having one or two terminal ester groups and a diamine |
DE1240654B (en) | 1965-05-14 | 1967-05-18 | Bayer Ag | Process for the production of crosslinked plastics using the isocyanate polyaddition process |
GB1264351A (en) | 1968-05-01 | 1972-02-23 | ||
JPS5210917B1 (en) | 1968-12-27 | 1977-03-26 | ||
US3932359A (en) * | 1969-12-25 | 1976-01-13 | Kyowa Hakko Kogyo Co., Ltd. | Polyurethanes based on amino-acids or derivatives thereof |
DE2009179C3 (en) | 1970-02-27 | 1974-07-11 | Bayer Ag, 5090 Leverkusen | Process for the production of allophanate polyisocyanates |
JPS4938038B1 (en) | 1970-04-17 | 1974-10-15 | ||
JPS4948477B1 (en) | 1970-05-20 | 1974-12-21 | ||
DE2725318A1 (en) | 1977-06-04 | 1978-12-14 | Bayer Ag | PROCESS FOR THE PRODUCTION OF ALLOPHANATE GROUPS POLYISOCYANATES |
DE2729990A1 (en) | 1977-07-02 | 1979-01-18 | Bayer Ag | PROCESS FOR THE PREPARATION OF ALLOPHANATES HAVING ISOCYANATE GROUPS |
DE3203490A1 (en) | 1982-02-03 | 1983-08-11 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING COVERS |
US4810820A (en) | 1987-08-12 | 1989-03-07 | Mobay Corporation | Process for the production of polyisocyanates containing allophanate groups |
US5236741A (en) | 1989-06-23 | 1993-08-17 | Bayer Aktiengesellschaft | Process for the production of polyurethane coatings |
DE59007601D1 (en) * | 1989-06-23 | 1994-12-08 | Bayer Ag | Process for the production of coatings. |
US5124427A (en) | 1991-01-22 | 1992-06-23 | Miles Inc. | Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions |
US5235018A (en) * | 1991-07-22 | 1993-08-10 | Miles Inc. | Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions |
US5214086A (en) | 1991-09-04 | 1993-05-25 | Basf Corporation | Coating compositions which may be ambient cured |
US5243012A (en) * | 1992-06-10 | 1993-09-07 | Miles Inc. | Polyurea coating compositions having improved pot lives |
DE4327853A1 (en) * | 1993-08-19 | 1995-02-23 | Bayer Ag | Process for the production of coatings |
US5466771A (en) | 1993-12-21 | 1995-11-14 | Bayer Corporation | Coating compositions based on aldimines and polyisocyanates containing allophanate groups |
EP0667362A1 (en) * | 1994-02-09 | 1995-08-16 | Bayer Corporation | Polyurea coating compositions having improved pot lives |
DE4415778A1 (en) * | 1994-05-05 | 1995-11-09 | Bayer Ag | Process for the production of coatings |
DE4416321A1 (en) | 1994-05-09 | 1995-11-16 | Bayer Ag | Process for the preparation of light-fast polyisocyanates containing allophanate groups |
US5516873A (en) * | 1994-07-11 | 1996-05-14 | Bayer Corporation | Polyisocyanate/polyamine mixtures and their use for the production of polyurea coatings |
US5489704A (en) * | 1994-08-29 | 1996-02-06 | Bayer Corporation | Polyisocyanate/polyamine mixtures and their use for the production of polyurea coatings |
US5523376A (en) | 1994-12-21 | 1996-06-04 | Bayer Corporation | Coating compositions based on aldimines and polyisocyanates containing uretdione groups |
DE19644932A1 (en) | 1996-04-26 | 1997-10-30 | Bayer Ag | Base-catalysed reaction of 1,3-di:isocyanato alkyl cycloalkane |
US5736604A (en) * | 1996-12-17 | 1998-04-07 | Bayer Corporation | Aqueous, two-component polyurea coating compositions |
US5859163A (en) * | 1997-08-22 | 1999-01-12 | Bayer Corporation | Allophanate group-containing polyisocyanates improved compatibility with aldimines |
DE19822842A1 (en) * | 1998-05-22 | 1999-11-25 | Bayer Ag | 2K PUR corrosion protection topcoat |
ES2209274T3 (en) * | 1998-05-22 | 2004-06-16 | Bayer Aktiengesellschaft | MIXED POLYISOCIANATE MODIFIED THROUGH AVAILABLE POLYETERS. |
DE19858818A1 (en) * | 1998-12-21 | 2000-06-29 | Bayer Ag | Two-component binding agent, for the production of aqueous reactive surface fillers, comprises a polyurethane and/or polyurethane-polyurea dispersion and an isocyanate group containing polyisocyanate |
TW510916B (en) | 1998-12-21 | 2002-11-21 | Bayer Ag | Aqueous reacitve filler compositions |
US6183870B1 (en) | 1999-02-09 | 2001-02-06 | Bayer Corporation | Coating compositions containing polyisocyanates and aspartate-terminated urea/urethane prepolymers |
EP1038897A3 (en) * | 1999-03-23 | 2001-10-04 | Air Products And Chemicals, Inc. | Polyaspartic esters containing additional isocyanate-reactive functionality for spray polyurea coatings |
DE10246708A1 (en) | 2002-10-07 | 2004-04-15 | Bayer Ag | Two-component systems for the production of elastic coatings |
JP2005046686A (en) * | 2003-07-31 | 2005-02-24 | Canon Inc | Method for forming polyurea film |
JP2005052703A (en) * | 2003-08-07 | 2005-03-03 | Canon Inc | Method for forming polyurea coating film |
US20050101754A1 (en) * | 2003-11-12 | 2005-05-12 | Slack William E. | Stable liquid, allophanate-modified diphenylmethane diisocyanate trimers, prepolymers thereof, and processes for their preparation |
DE102004034271A1 (en) * | 2004-07-15 | 2006-02-09 | Bayer Materialscience Ag | Water-soluble aspartates |
DE102005020269A1 (en) * | 2005-04-30 | 2006-11-09 | Bayer Materialscience Ag | Binder mixtures of polyaspartic esters and sulfonate-modified polyisocyanates |
-
2005
- 2005-10-04 DE DE102005047562A patent/DE102005047562A1/en not_active Withdrawn
-
2006
- 2006-09-20 US US11/524,001 patent/US7927704B2/en active Active
- 2006-09-22 AU AU2006299127A patent/AU2006299127B2/en not_active Ceased
- 2006-09-22 EP EP06777194A patent/EP1937742B1/en active Active
- 2006-09-22 JP JP2008533896A patent/JP5275032B2/en not_active Expired - Fee Related
- 2006-09-22 ES ES06777194T patent/ES2383224T3/en active Active
- 2006-09-22 CN CNA200680036690XA patent/CN101277988A/en active Pending
- 2006-09-22 KR KR1020087008051A patent/KR20080064822A/en not_active Application Discontinuation
- 2006-09-22 WO PCT/EP2006/009203 patent/WO2007039133A1/en active Application Filing
- 2006-09-22 CA CA 2624312 patent/CA2624312C/en not_active Expired - Fee Related
- 2006-09-22 BR BRPI0616849-3A patent/BRPI0616849A2/en not_active IP Right Cessation
- 2006-09-22 AT AT06777194T patent/ATE554117T1/en active
- 2006-09-22 PL PL06777194T patent/PL1937742T3/en unknown
-
2008
- 2008-03-11 IL IL190075A patent/IL190075A0/en unknown
- 2008-04-21 NO NO20081898A patent/NO20081898L/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP1937742A1 (en) | 2008-07-02 |
AU2006299127A1 (en) | 2007-04-12 |
DE102005047562A1 (en) | 2007-04-05 |
AU2006299127B2 (en) | 2011-12-01 |
IL190075A0 (en) | 2008-08-07 |
NO20081898L (en) | 2008-04-21 |
PL1937742T3 (en) | 2012-09-28 |
WO2007039133A1 (en) | 2007-04-12 |
EP1937742B1 (en) | 2012-04-18 |
US7927704B2 (en) | 2011-04-19 |
CA2624312C (en) | 2014-03-25 |
ATE554117T1 (en) | 2012-05-15 |
CN101277988A (en) | 2008-10-01 |
ES2383224T3 (en) | 2012-06-19 |
KR20080064822A (en) | 2008-07-09 |
BRPI0616849A2 (en) | 2011-07-05 |
JP2009510238A (en) | 2009-03-12 |
JP5275032B2 (en) | 2013-08-28 |
US20070078255A1 (en) | 2007-04-05 |
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