JP4126623B2 - エポキシ樹脂のための硬化剤 - Google Patents
エポキシ樹脂のための硬化剤 Download PDFInfo
- Publication number
- JP4126623B2 JP4126623B2 JP19189797A JP19189797A JP4126623B2 JP 4126623 B2 JP4126623 B2 JP 4126623B2 JP 19189797 A JP19189797 A JP 19189797A JP 19189797 A JP19189797 A JP 19189797A JP 4126623 B2 JP4126623 B2 JP 4126623B2
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- Prior art keywords
- acid
- ester
- microgel
- carboxylic acid
- reaction product
- 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.)
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- 239000007795 chemical reaction product Substances 0.000 claims description 23
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 17
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 16
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
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- FTUONIFJANQDSN-UHFFFAOYSA-N 2-(4-methyl-3-oxopent-4-enoxy)carbonylbenzoic acid Chemical compound CC(=C)C(=O)CCOC(=O)C1=CC=CC=C1C(O)=O FTUONIFJANQDSN-UHFFFAOYSA-N 0.000 claims description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 2
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- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 2
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
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- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- NKHAVTQWNUWKEO-NSCUHMNNSA-N monomethyl fumarate Chemical compound COC(=O)\C=C\C(O)=O NKHAVTQWNUWKEO-NSCUHMNNSA-N 0.000 claims description 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
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- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- ZMVMYBGDGJLCHV-UHFFFAOYSA-N n-methyl-4-[[4-(methylamino)phenyl]methyl]aniline Chemical compound C1=CC(NC)=CC=C1CC1=CC=C(NC)C=C1 ZMVMYBGDGJLCHV-UHFFFAOYSA-N 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002755 poly(epichlorohydrin) Polymers 0.000 description 1
- 229920005650 polypropylene glycol diacrylate Polymers 0.000 description 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Epoxy Resins (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH165896 | 1996-07-02 | ||
| CH1658/96 | 1996-07-10 | ||
| CH174596 | 1996-07-10 | ||
| CH1745/96 | 1996-07-10 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH1067819A JPH1067819A (ja) | 1998-03-10 |
| JPH1067819A5 JPH1067819A5 (enExample) | 2005-04-07 |
| JP4126623B2 true JP4126623B2 (ja) | 2008-07-30 |
Family
ID=25688298
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19189797A Expired - Fee Related JP4126623B2 (ja) | 1996-07-02 | 1997-07-02 | エポキシ樹脂のための硬化剤 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US5994475A (enExample) |
| EP (1) | EP0816393B1 (enExample) |
| JP (1) | JP4126623B2 (enExample) |
| CA (1) | CA2209338A1 (enExample) |
| DE (1) | DE59711017D1 (enExample) |
| ES (1) | ES2210484T3 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000049991A2 (en) * | 1999-02-23 | 2000-08-31 | Phairson Medical Inc. | Treatment of trauma |
| BR0009063B1 (pt) * | 1999-03-17 | 2010-04-06 | composições de resina de epóxido estáveis a armazenamento e produtos reticulados. | |
| US6878776B1 (en) * | 1999-03-31 | 2005-04-12 | Cray Valley, S.A. | Thermosetting resin compositions comprising cross-linked reactive microparticles with improved mechanical strength |
| US7041769B2 (en) * | 1999-12-17 | 2006-05-09 | Acushnet Company | Polyurethane compositions for golf balls |
| TWI298412B (enExample) * | 2000-06-21 | 2008-07-01 | Mitsui Chemicals Inc | |
| EP1387860B1 (en) * | 2001-05-14 | 2005-07-20 | Huntsman Advanced Materials (Switzerland) GmbH | Moulding composition for producing bipolar plates |
| US8109402B2 (en) | 2001-10-04 | 2012-02-07 | Schoeller Arca Systems Ab | Collapsible container for transport and storage |
| MXPA03002222A (es) * | 2002-03-28 | 2004-10-29 | Rohm & Haas | Polvos de recubrimiento, metodos para su elaboracion y articulos formados a partir de los mismos. |
| US20060194896A1 (en) * | 2004-05-26 | 2006-08-31 | Sun Benjamin J | Low shrinkage dental material and method |
| US20060270778A1 (en) * | 2005-05-26 | 2006-11-30 | Dow Global Technologies Inc. | Sealer compositions |
| US20070054978A1 (en) * | 2005-09-07 | 2007-03-08 | Kabushiki Kaisha Shofu | One-liquid medical and dental curable composition |
| EP2435490A1 (en) * | 2009-05-28 | 2012-04-04 | Corning Incorporated | Swellable synthetic microcarriers for culturing cells |
| JP5700238B2 (ja) * | 2009-09-02 | 2015-04-15 | 三菱レイヨン株式会社 | エポキシ樹脂用硬化剤、エポキシ樹脂組成物及びエポキシ樹脂硬化物 |
| ES2664268T3 (es) | 2009-10-09 | 2018-04-18 | Henkel Ag & Co. Kgaa | Un agente de curado latente y composiciones epoxi que contienen el mismo |
| EP2325229A1 (en) | 2009-11-13 | 2011-05-25 | Cytec Surface Specialties, S.A. | Polyesters for coatings |
| JP5275295B2 (ja) * | 2010-07-21 | 2013-08-28 | 信越化学工業株式会社 | 半導体封止用エポキシ樹脂組成物及び半導体装置 |
| JP5620323B2 (ja) * | 2011-04-06 | 2014-11-05 | 積水化学工業株式会社 | 硬化剤及び／又は硬化促進剤複合粒子の製造方法、硬化剤及び／又は硬化促進剤複合粒子、並びに、熱硬化性樹脂組成物 |
| JP2014532800A (ja) * | 2011-11-10 | 2014-12-08 | ダウ グローバル テクノロジーズ エルエルシー | エポキシ硬化用途の潜在性触媒としてのカルボン酸アンモニウム基を有するポリマー |
| CA2896653C (en) * | 2012-12-28 | 2021-02-23 | Cytec Industries Inc. | Corrosion-inhibiting microgels and non-chromated primer compositions incorporating the same |
| US9080007B2 (en) * | 2013-02-28 | 2015-07-14 | Air Products And Chemicals, Inc. | Anhydride accelerators for epoxy resin systems |
| WO2014157464A1 (ja) * | 2013-03-28 | 2014-10-02 | 株式会社日本触媒 | 架橋微粒子の分散体およびその製造方法 |
| KR102094218B1 (ko) * | 2013-04-05 | 2020-03-27 | 에보니크 오퍼레이션즈 게엠베하 | 하이드록시알킬아미노 사이클로알칸을 포함하는 1 성분 에폭시 경화제 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1104287A (en) * | 1975-07-14 | 1981-06-30 | Goodrich (B.F.) Company (The) | Reaction products of non-cycloaliphatic epoxy resins and amine-terminated liquid polymers and process for preparation thereof |
| US4415697A (en) * | 1980-10-23 | 1983-11-15 | Ford Motor Company | Paint composition comprising hydroxy functional film former and crosslinked dispersion flow control additive |
| AU563372B2 (en) * | 1982-12-16 | 1987-07-09 | Celanese Corporation | Crosslinked microgel particles |
| US4539348A (en) * | 1982-12-16 | 1985-09-03 | Celanese Corporation | Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same |
| JPS59142220A (ja) * | 1983-02-04 | 1984-08-15 | Dainippon Ink & Chem Inc | 常温硬化性樹脂組成物 |
| US4503174A (en) * | 1983-09-06 | 1985-03-05 | E. I. Du Pont De Nemours And Company | Low temperature curing coating composition |
| JPS614761A (ja) * | 1984-06-18 | 1986-01-10 | Nippon Paint Co Ltd | 架橋反応プロモ−タ−微小樹脂粒子およびその使用方法 |
| JPS61133221A (ja) * | 1984-11-30 | 1986-06-20 | Du Pont Mitsui Polychem Co Ltd | 剛性および耐熱性にすぐれた熱可塑性重合体の製造法 |
| US4833226A (en) * | 1987-08-26 | 1989-05-23 | Asahi Kasei Kogyo Kabushiki Kaisha | Hardener for curable one-package epoxy resin system |
| EP0362787A3 (en) * | 1988-10-06 | 1992-04-01 | Henkel Research Corporation | Modified amino curing agents for epoxy resins |
| JPH03174432A (ja) * | 1989-09-27 | 1991-07-29 | Dainippon Ink & Chem Inc | 水性樹脂組成物 |
| EP0440583A3 (en) * | 1990-02-02 | 1993-03-03 | Ciba-Geigy Ag | Latent epoxy resin hardeners |
| DE4007559C2 (de) * | 1990-03-09 | 1994-08-25 | Franz Peter Dr Schmitz | Polymeres mit Hydrogel-Eigenschaften und Verfahren zu seiner Herstellung |
| KR100193147B1 (ko) * | 1990-03-30 | 1999-06-15 | 월터클라웨인, 한느-피터 위트린 | 개질된 에폭시 수지 |
| JP3042546B2 (ja) * | 1991-04-23 | 2000-05-15 | 昭和電工株式会社 | 微粒子状の架橋型ｎ−ビニルアミド樹脂及びミクロゲル、その製造法及び用途 |
| DE4141693A1 (de) * | 1991-12-18 | 1993-07-01 | Roehm Gmbh | Verfahren zur herstellung einer wasserloeslichen polymersuspension |
| DE59310074D1 (de) * | 1992-07-09 | 2000-08-17 | Ciba Sc Holding Ag | Härtbare Suspensionen auf Basis von Epoxidharzen |
| JP3468583B2 (ja) * | 1994-06-20 | 2003-11-17 | 神東塗料株式会社 | アニオン性水分散型樹脂組成物及びその製造方法 |
-
1997
- 1997-06-23 EP EP97810395A patent/EP0816393B1/de not_active Expired - Lifetime
- 1997-06-23 DE DE59711017T patent/DE59711017D1/de not_active Expired - Lifetime
- 1997-06-23 ES ES97810395T patent/ES2210484T3/es not_active Expired - Lifetime
- 1997-06-30 CA CA002209338A patent/CA2209338A1/en not_active Abandoned
- 1997-07-01 US US08/886,308 patent/US5994475A/en not_active Expired - Lifetime
- 1997-07-02 JP JP19189797A patent/JP4126623B2/ja not_active Expired - Fee Related
-
1999
- 1999-08-18 US US09/376,797 patent/US6274673B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0816393A3 (de) | 1999-01-07 |
| EP0816393A2 (de) | 1998-01-07 |
| US6274673B1 (en) | 2001-08-14 |
| DE59711017D1 (de) | 2003-12-24 |
| CA2209338A1 (en) | 1998-01-02 |
| EP0816393B1 (de) | 2003-11-19 |
| US5994475A (en) | 1999-11-30 |
| ES2210484T3 (es) | 2004-07-01 |
| JPH1067819A (ja) | 1998-03-10 |
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