DE102004002192B4 - Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen - Google Patents
Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen Download PDFInfo
- Publication number
- DE102004002192B4 DE102004002192B4 DE102004002192A DE102004002192A DE102004002192B4 DE 102004002192 B4 DE102004002192 B4 DE 102004002192B4 DE 102004002192 A DE102004002192 A DE 102004002192A DE 102004002192 A DE102004002192 A DE 102004002192A DE 102004002192 B4 DE102004002192 B4 DE 102004002192B4
- Authority
- DE
- Germany
- Prior art keywords
- ethylenically unsaturated
- group
- urethane
- use according
- general formula
- 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.)
- Expired - Fee Related
Links
- 239000012948 isocyanate Substances 0.000 title claims abstract description 32
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 22
- 239000000203 mixture Substances 0.000 title claims abstract description 8
- 239000012535 impurity Substances 0.000 title claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title description 4
- 229910052739 hydrogen Inorganic materials 0.000 title description 4
- 239000001257 hydrogen Substances 0.000 title description 4
- 239000011347 resin Substances 0.000 claims abstract description 14
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 239000004014 plasticizer Substances 0.000 claims abstract description 7
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 150000001451 organic peroxides Chemical class 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 15
- 239000004570 mortar (masonry) Substances 0.000 claims description 11
- 239000004848 polyfunctional curative Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 239000011398 Portland cement Substances 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- 239000002808 molecular sieve Substances 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000011148 porous material Substances 0.000 claims description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- -1 Isocyanate compounds Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000005498 phthalate group Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- QUZSUMLPWDHKCJ-UHFFFAOYSA-N bisphenol A dimethacrylate Chemical class C1=CC(OC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OC(=O)C(C)=C)C=C1 QUZSUMLPWDHKCJ-UHFFFAOYSA-N 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- ZHZFKLKREFECML-UHFFFAOYSA-L calcium;sulfate;hydrate Chemical compound O.[Ca+2].[O-]S([O-])(=O)=O ZHZFKLKREFECML-UHFFFAOYSA-L 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
- C04B26/02—Macromolecular compounds
- C04B26/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B26/06—Acrylates
-
- 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
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
- C08G18/4825—Polyethers containing two hydroxy 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8108—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
- C08G18/8116—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
-
- 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
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
- C08L67/07—Unsaturated polyesters having terminal carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Ceramic Engineering (AREA)
- Structural Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004002192A DE102004002192B4 (de) | 2004-01-15 | 2004-01-15 | Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen |
| CNB200510003938XA CN100441618C (zh) | 2004-01-15 | 2005-01-11 | 烯属不饱和异氰酸酯衍生物用来共价结合可硬化物料中的具有活性氢原子的杂质的用途 |
| US11/035,658 US7385014B2 (en) | 2004-01-15 | 2005-01-14 | Use of ethylenically unsaturated isocyanate derivatives for covalently bonding impurities in curable compositions having active hydrogen atoms |
| JP2005007371A JP2005200653A (ja) | 2004-01-15 | 2005-01-14 | 硬化自在の物質中の、活性水素原子を有している汚染物の共有結合のためのエチレン不飽和イソシアン酸塩誘導体の使用方法 |
| EP05000786A EP1555289B1 (de) | 2004-01-15 | 2005-01-17 | Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen |
| ES05000786T ES2365920T3 (es) | 2004-01-15 | 2005-01-17 | Empleo de derivados de isocianato etilénicamente insaturados para la unión covalente de impurezas que exhiben átomos de hidrógeno activos en masas curables. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004002192A DE102004002192B4 (de) | 2004-01-15 | 2004-01-15 | Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE102004002192A1 DE102004002192A1 (de) | 2005-08-18 |
| DE102004002192B4 true DE102004002192B4 (de) | 2006-09-21 |
Family
ID=34609574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102004002192A Expired - Fee Related DE102004002192B4 (de) | 2004-01-15 | 2004-01-15 | Verwendung von ethylenisch ungesättigten Isocyanatderivaten zur kovalenten Bindung von aktive Wasserstoffatome aufweisenden Verunreinigungen in härtbaren Massen |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7385014B2 (enExample) |
| EP (1) | EP1555289B1 (enExample) |
| JP (1) | JP2005200653A (enExample) |
| CN (1) | CN100441618C (enExample) |
| DE (1) | DE102004002192B4 (enExample) |
| ES (1) | ES2365920T3 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005047641A1 (de) * | 2005-10-05 | 2007-04-12 | Schaeffler Kg | Steuerventil für einen Nockenwellenversteller |
| TW201000580A (en) * | 2008-06-19 | 2010-01-01 | Henkel Corp | Curable compositions containing aromatic urethane linkages for reworkable adhesives |
| CN106397683B (zh) * | 2016-08-30 | 2019-03-01 | 北京东方雨虹防水技术股份有限公司 | 一种降低高标号混凝土粘度的聚羧酸减水剂及其制备方法 |
| CN107417872A (zh) * | 2017-07-24 | 2017-12-01 | 合肥思敬齐化工材料有限责任公司 | 一种高交联紫外光固化水性聚氨酯的制备方法 |
| CN109957076B (zh) * | 2019-02-19 | 2021-06-04 | 江苏万邦新材料科技有限公司 | 一种抗泥保坍型聚羧酸减水剂及其制备方法 |
| CN114573761B (zh) * | 2020-11-16 | 2023-10-20 | 万华化学集团股份有限公司 | 一种可水洗3d打印双重固化光敏树脂组合物及其制备方法 |
| EP4223819A1 (en) * | 2022-02-03 | 2023-08-09 | Covestro LLC | Epoxy-urethane compounds and their thermosetting polymers |
| WO2023114013A1 (en) * | 2021-12-13 | 2023-06-22 | Covestro Llc | Epoxy-urethane compounds and their thermosetting polymers |
| EP4223818A1 (en) * | 2022-02-03 | 2023-08-09 | Covestro LLC | Epoxy-urethane compounds and their thermosetting polymers |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19628309A1 (de) * | 1996-07-13 | 1998-01-15 | Hoechst Ag | Wasserverdünnbare, einkomponentige Epoxidharzsysteme mit latenter Härte |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS565704B2 (enExample) * | 1972-10-03 | 1981-02-06 | ||
| JPS6117459A (ja) * | 1984-07-03 | 1986-01-25 | 昭和高分子株式会社 | 水中で硬化可能な組成物 |
| JPS6116914A (ja) * | 1984-07-04 | 1986-01-24 | Showa Highpolymer Co Ltd | 水中で硬化可能な組成物 |
| DE3617702C2 (de) * | 1985-04-18 | 1997-04-10 | Hilti Ag | Verwendung härtbarer Acrylatderivate als Befestigungs-Mörtel |
| US5098788A (en) * | 1985-12-27 | 1992-03-24 | The Sherwin-Williams Company | Isocyanate functional polymers |
| US5270431A (en) * | 1987-07-23 | 1993-12-14 | Basf Aktiengesellschaft | Preparation of oligomeric or polymeric radiation-reactive intermediates for solvent-structured layers |
| DE3724368A1 (de) * | 1987-07-23 | 1989-02-02 | Basf Ag | Verfahren zur herstellung oligomerer oder polymerer strahlungsreaktiver vorstufen fuer loesungsmittelstrukturierte schichten |
| DE3940309A1 (de) * | 1989-12-06 | 1991-06-13 | Hilti Ag | Moertelmasse |
| GB9116781D0 (en) * | 1991-08-02 | 1991-09-18 | Ici Plc | Curable compositions |
| JP3073070B2 (ja) * | 1991-10-07 | 2000-08-07 | 竹本油脂株式会社 | 高いガラス転移温度を有する型内硬化成形物の製造方法及び該製造方法によって得られる高いガラス転移温度を有する型内硬化成形物 |
| JP3359414B2 (ja) * | 1994-03-11 | 2002-12-24 | 住友ベークライト株式会社 | 樹脂組成物、永久レジスト樹脂組成物及びこれらの硬化物 |
| US5990345A (en) * | 1996-12-19 | 1999-11-23 | Lohmann; Dieter | Process for preparation of ethylenically unsaturated isocyanates |
| EP0849258B1 (de) * | 1996-12-19 | 2001-10-31 | Novartis AG | Verfahren zur Herstellung von ethylenisch ungesättigten Isocyanaten |
| JP4040911B2 (ja) * | 2002-05-31 | 2008-01-30 | 日東電工株式会社 | 樹脂組成物の製造方法 |
-
2004
- 2004-01-15 DE DE102004002192A patent/DE102004002192B4/de not_active Expired - Fee Related
-
2005
- 2005-01-11 CN CNB200510003938XA patent/CN100441618C/zh not_active Expired - Fee Related
- 2005-01-14 US US11/035,658 patent/US7385014B2/en not_active Expired - Fee Related
- 2005-01-14 JP JP2005007371A patent/JP2005200653A/ja not_active Ceased
- 2005-01-17 ES ES05000786T patent/ES2365920T3/es not_active Expired - Lifetime
- 2005-01-17 EP EP05000786A patent/EP1555289B1/de not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19628309A1 (de) * | 1996-07-13 | 1998-01-15 | Hoechst Ag | Wasserverdünnbare, einkomponentige Epoxidharzsysteme mit latenter Härte |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102004002192A1 (de) | 2005-08-18 |
| US7385014B2 (en) | 2008-06-10 |
| EP1555289B1 (de) | 2011-06-15 |
| CN100441618C (zh) | 2008-12-10 |
| CN1644609A (zh) | 2005-07-27 |
| JP2005200653A (ja) | 2005-07-28 |
| EP1555289A1 (de) | 2005-07-20 |
| US20050187357A1 (en) | 2005-08-25 |
| ES2365920T3 (es) | 2011-10-13 |
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