JP2004532288A - 常温硬化速乾性溶剤含有塗料組成物 - Google Patents
常温硬化速乾性溶剤含有塗料組成物 Download PDFInfo
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- JP2004532288A JP2004532288A JP2002563253A JP2002563253A JP2004532288A JP 2004532288 A JP2004532288 A JP 2004532288A JP 2002563253 A JP2002563253 A JP 2002563253A JP 2002563253 A JP2002563253 A JP 2002563253A JP 2004532288 A JP2004532288 A JP 2004532288A
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- coating composition
- composition according
- acetoacetate
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- structured
- Prior art date
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- 239000008199 coating composition Substances 0.000 title claims abstract description 48
- 238000001035 drying Methods 0.000 title abstract description 12
- 239000002904 solvent Substances 0.000 title description 6
- 229920000768 polyamine Polymers 0.000 claims abstract description 39
- 239000003085 diluting agent Substances 0.000 claims abstract description 33
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 27
- 238000000576 coating method Methods 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 25
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical group CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000003822 epoxy resin Substances 0.000 claims abstract description 23
- 239000011230 binding agent Substances 0.000 claims abstract description 22
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- 239000011248 coating agent Substances 0.000 claims abstract description 16
- 238000004132 cross linking Methods 0.000 claims abstract description 16
- 239000000758 substrate Substances 0.000 claims abstract description 15
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims abstract description 8
- -1 acetoacetate compound Chemical class 0.000 claims description 30
- 239000007787 solid Substances 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 239000004593 Epoxy Substances 0.000 claims description 15
- 125000003277 amino group Chemical group 0.000 claims description 14
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 10
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- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical group CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 8
- 150000004729 acetoacetic acid derivatives Chemical class 0.000 claims description 8
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 3
- 150000001282 organosilanes Chemical class 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 5
- 125000000879 imine group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 38
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 36
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- 239000000178 monomer Substances 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
- 125000001931 aliphatic group Chemical group 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
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- 239000011521 glass Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 7
- 239000005056 polyisocyanate Substances 0.000 description 7
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- 239000000126 substance Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- 229940106691 bisphenol a Drugs 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002596 lactones Chemical class 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000005809 transesterification reaction Methods 0.000 description 6
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- 150000002924 oxiranes Chemical class 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 4
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 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 4
- 239000010410 layer Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
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- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 description 3
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
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- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
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- 230000000052 comparative effect Effects 0.000 description 3
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
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Classifications
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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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
-
- 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
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
- C08G59/4042—Imines; Imides
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26680701P | 2001-02-06 | 2001-02-06 | |
| PCT/US2002/003597 WO2002062909A1 (en) | 2001-02-06 | 2002-02-06 | Ambient cure fast dry solvent borne coating compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004532288A true JP2004532288A (ja) | 2004-10-21 |
| JP2004532288A5 JP2004532288A5 (enExample) | 2005-12-22 |
Family
ID=23016074
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002563253A Withdrawn JP2004532288A (ja) | 2001-02-06 | 2002-02-06 | 常温硬化速乾性溶剤含有塗料組成物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6740359B2 (enExample) |
| EP (1) | EP1358286B1 (enExample) |
| JP (1) | JP2004532288A (enExample) |
| CA (1) | CA2433001A1 (enExample) |
| DE (1) | DE60208538T2 (enExample) |
| WO (1) | WO2002062909A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003064152A (ja) * | 2001-08-23 | 2003-03-05 | Japan Epoxy Resin Kk | 変性エポキシ樹脂組成物とその製造法及びその組成物を用いた無溶剤型塗料 |
| JP2005272813A (ja) * | 2004-02-23 | 2005-10-06 | Japan Epoxy Resin Kk | 変性エポキシ樹脂組成物及びその製造方法 |
| JP2011529119A (ja) * | 2008-07-23 | 2011-12-01 | スリーエム イノベイティブ プロパティズ カンパニー | 反応性液体改質剤 |
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| KR20050088447A (ko) * | 2002-12-18 | 2005-09-06 | 존슨디버세이, 인크. | 초박 표면 개질 시스템 |
| US20050010022A1 (en) * | 2003-07-09 | 2005-01-13 | Yasuo Chiba | Epoxy resin compositions |
| US9095878B2 (en) | 2006-08-02 | 2015-08-04 | Ford Motor Company | Coating compositions and methods of applying the same |
| DE102006039941A1 (de) * | 2006-08-25 | 2008-02-28 | Wacker Chemie Ag | Verfahren zur Behandlung von cellulosehaltigen Fasern oder Flächengebilde enthaltend cellulosehaltige Fasern |
| WO2010011710A2 (en) | 2008-07-23 | 2010-01-28 | 3M Innovative Properties Company | Two-part epoxy-based structural adhesives |
| KR101662856B1 (ko) | 2008-07-23 | 2016-10-05 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 2액형 에폭시계 구조용 접착제 |
| WO2010096424A1 (en) * | 2009-02-17 | 2010-08-26 | Valspar Sourcing, Inc. | Solvent-borne coating composition containing acetoacyl-functional polymers |
| JP5756178B2 (ja) | 2010-08-10 | 2015-07-29 | スリーエム イノベイティブ プロパティズ カンパニー | エポキシ構造接着剤 |
| US20130034741A1 (en) * | 2011-08-04 | 2013-02-07 | Ppg Industries Ohio, Inc. | Branched polyester polymers comprising isophthalic acid and coatings comprising the same |
| CN103820006B (zh) * | 2014-02-28 | 2017-01-11 | 北京东方雨虹防水技术股份有限公司 | 一种tpo表面处理用涂料及其制备方法 |
| CN104710911B (zh) * | 2015-03-08 | 2017-05-03 | 宁波高新区夏远科技有限公司 | 一种毛巾架用防滑涂料及其制备方法 |
| TWI713498B (zh) | 2015-03-24 | 2020-12-21 | 美商羅門哈斯公司 | 核-殼水性乳膠 |
| CN106590320A (zh) * | 2015-10-16 | 2017-04-26 | 中兴通讯股份有限公司 | 一种铝合金压铸件缺陷修补剂及其制备方法 |
| US11732165B2 (en) | 2017-06-13 | 2023-08-22 | Eastman Chemical Company | Low-temperature curable compositions |
| AR115082A1 (es) | 2018-05-07 | 2020-11-25 | Swimc Llc | Composición de recubrimiento superior e imprimación resistente a la corrosión |
| EP3856861A1 (en) | 2018-09-26 | 2021-08-04 | Swimc Llc | Curable coating compositions |
| EP3894386B1 (en) | 2018-12-11 | 2024-02-21 | Eastman Chemical Company | Curable coating compositions |
| US11530342B2 (en) | 2018-12-11 | 2022-12-20 | Eastman Chemical Company | Curable compositions comprising acetoacetylated resins, aldehydes and certain amines |
| US11920050B2 (en) | 2018-12-11 | 2024-03-05 | Eastman Chemical Company | Self-curable and low temperature curable coating compositions |
| CN114258411B (zh) | 2019-09-18 | 2024-11-08 | Swimc有限公司 | 具有多官能氨基甲酸盐的涂料组合物和方法 |
| US11525059B2 (en) | 2019-10-15 | 2022-12-13 | Swimc, Llc | Intumescent coating compositions effective at low temperatures |
| CN114891317B (zh) * | 2022-05-16 | 2023-12-26 | 上纬新材料科技股份有限公司 | 一种可降解拉挤板材复合材料及其在风电叶片上的应用 |
| EP4464751B1 (de) * | 2023-05-16 | 2025-07-23 | STO SE & Co. KGaA | Reaktive 2k-beschichtungszusammensetzung |
| EP4563617A1 (de) | 2023-11-29 | 2025-06-04 | Sika Technology AG | Härtbare zusammensetzungen enthaltend funktionelle polyester und aldimine |
| US20250270407A1 (en) * | 2024-02-23 | 2025-08-28 | Swimc Llc | Multi-component direct to metal and plastic primer system |
| WO2026050452A1 (en) * | 2024-08-28 | 2026-03-05 | Ppg Industries Ohio, Inc. | Methods of curing isocyanate-containing compositions |
| CN119798922A (zh) * | 2025-01-10 | 2025-04-11 | 上纬新材料科技股份有限公司 | 一种可降解环氧树脂组合物，缠绕树脂，应用及制备方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2621423A1 (de) | 1976-05-14 | 1977-12-01 | Huels Chemische Werke Ag | Form- und ueberzugsmassen |
| DE3661834D1 (en) | 1985-03-29 | 1989-02-23 | Akzo Nv | A liquid coating composition and a process for coating a substrate with such coating composition |
| US4906684A (en) * | 1988-12-09 | 1990-03-06 | Rtz Chemicals, Ltd. | Ambient temperature curing polymer compositions containing acetoacetoxyethyl methacrylate, glycidyl methacrylate and a polymerizable acid |
| US5021537A (en) | 1990-04-27 | 1991-06-04 | Shell Oil Company | Polyacetoacetate-containing epoxy resin compositions |
| DE4032751A1 (de) | 1990-10-16 | 1992-04-23 | Hoechst Ag | Fluessiges beschichtungsmittel |
| US5288804A (en) * | 1992-01-03 | 1994-02-22 | Reichhold Chemicals, Inc. | Acetoacetate aromatic aldimine resin composition |
| DE4210333A1 (de) | 1992-03-30 | 1993-10-07 | Hoechst Ag | Flüssiges Beschichtungsmittel |
| US5288802A (en) | 1993-01-25 | 1994-02-22 | Ppg Industries, Inc. | Automotive refinish primer surfacer containing acetoacetate functional polyesterpolyol, a polyacrylate, and an amine functional epoxy resin |
| US5567761A (en) * | 1993-05-10 | 1996-10-22 | Guertin Bros. Coatings And Sealants Ltd. | Aqueous two-part isocyanate-free curable, polyurethane resin systems |
| US5451653A (en) * | 1994-12-28 | 1995-09-19 | Air Products And Chemicals, Inc. | Curable crosslinking system with monobenzaldimine as crosslinker |
| IL116255A (en) | 1995-01-05 | 2004-02-19 | Du Pont | High-solids coating composition |
| WO1996037563A1 (en) * | 1995-05-26 | 1996-11-28 | Ad Aerospace Finishes V.O.F. | Coating composition having improved adhesion to substrate |
| IL139413A0 (en) | 1998-05-19 | 2001-11-25 | Du Pont | Polyacrylics containing pendant acetoacetonate moieties |
| EP0969056A1 (en) | 1998-05-26 | 2000-01-05 | Aventis Research & Technologies GmbH & Co KG | Method for preparing an improved protein coating and articles thereof |
| EP0969030A1 (en) | 1998-06-05 | 2000-01-05 | Basf Corporation | Novel epoxy - amine coating compositions |
| US6365673B1 (en) | 1998-06-22 | 2002-04-02 | E. I. Du Pont De Nemours And Company | Low viscosity imine reactive diluents and coating compositions made therefrom |
| AU5620499A (en) | 1998-08-21 | 2000-03-14 | Ciba Specialty Chemicals Holding Inc. | Photoactivatable bases containing nitrogen |
| ES2228176T3 (es) | 1998-11-20 | 2005-04-01 | The Sherwin-Williams Company | Composiciones curables que comprenden funcionalidad acetoacetoxi e imina. |
| EP1036492A1 (en) | 1999-03-13 | 2000-09-20 | Aventis Research & Technologies GmbH & Co. KG | Seed treatment composition |
| WO2000068331A1 (en) | 1999-05-05 | 2000-11-16 | E.I. Du Pont De Nemours And Company | Coating compositions containing highly structured macromolecules |
-
2002
- 2002-01-25 US US10/057,118 patent/US6740359B2/en not_active Expired - Fee Related
- 2002-02-06 JP JP2002563253A patent/JP2004532288A/ja not_active Withdrawn
- 2002-02-06 DE DE60208538T patent/DE60208538T2/de not_active Expired - Fee Related
- 2002-02-06 WO PCT/US2002/003597 patent/WO2002062909A1/en not_active Ceased
- 2002-02-06 EP EP02724917A patent/EP1358286B1/en not_active Expired - Lifetime
- 2002-02-06 CA CA002433001A patent/CA2433001A1/en not_active Abandoned
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003064152A (ja) * | 2001-08-23 | 2003-03-05 | Japan Epoxy Resin Kk | 変性エポキシ樹脂組成物とその製造法及びその組成物を用いた無溶剤型塗料 |
| JP2005272813A (ja) * | 2004-02-23 | 2005-10-06 | Japan Epoxy Resin Kk | 変性エポキシ樹脂組成物及びその製造方法 |
| JP2011529119A (ja) * | 2008-07-23 | 2011-12-01 | スリーエム イノベイティブ プロパティズ カンパニー | 反応性液体改質剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1358286B1 (en) | 2006-01-04 |
| CA2433001A1 (en) | 2002-08-15 |
| EP1358286A1 (en) | 2003-11-05 |
| DE60208538D1 (de) | 2006-03-30 |
| US20020161162A1 (en) | 2002-10-31 |
| US6740359B2 (en) | 2004-05-25 |
| WO2002062909A1 (en) | 2002-08-15 |
| DE60208538T2 (de) | 2006-11-09 |
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