JP2005513191A - 改善された付着性を有するクリアコート組成物 - Google Patents
改善された付着性を有するクリアコート組成物 Download PDFInfo
- Publication number
- JP2005513191A JP2005513191A JP2003552884A JP2003552884A JP2005513191A JP 2005513191 A JP2005513191 A JP 2005513191A JP 2003552884 A JP2003552884 A JP 2003552884A JP 2003552884 A JP2003552884 A JP 2003552884A JP 2005513191 A JP2005513191 A JP 2005513191A
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- JP
- Japan
- Prior art keywords
- group
- carbamate
- coating composition
- clearcoat coating
- functional
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 74
- 239000008199 coating composition Substances 0.000 claims abstract description 56
- 239000000178 monomer Substances 0.000 claims abstract description 55
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 37
- 238000006243 chemical reaction Methods 0.000 claims abstract description 28
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 21
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 21
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- 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
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- 150000001875 compounds Chemical class 0.000 claims description 61
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 58
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 37
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- BTDQXGUEVVTAMD-UHFFFAOYSA-N 2-hydroxyethyl carbamate Chemical compound NC(=O)OCCO BTDQXGUEVVTAMD-UHFFFAOYSA-N 0.000 claims description 4
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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 description 6
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- 239000003999 initiator Substances 0.000 description 5
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- 125000001931 aliphatic group Chemical group 0.000 description 4
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 3
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
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- 150000002923 oximes Chemical class 0.000 description 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- MPNNOLHYOHFJKL-UHFFFAOYSA-N peroxyphosphoric acid Chemical class OOP(O)(O)=O MPNNOLHYOHFJKL-UHFFFAOYSA-N 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
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- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000004094 surface-active agent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DDFYFBUWEBINLX-UHFFFAOYSA-M tetramethylammonium bromide Chemical compound [Br-].C[N+](C)(C)C DDFYFBUWEBINLX-UHFFFAOYSA-M 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical class OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 description 1
- 229940103494 thiosalicylic acid Drugs 0.000 description 1
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- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
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- 150000003752 zinc compounds Chemical class 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical class OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Dental Preparations (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/017,442 US6657007B2 (en) | 2000-09-29 | 2001-12-14 | Clearcoat composition with improved adhesion |
| PCT/US2002/029486 WO2003052015A1 (en) | 2001-12-14 | 2002-09-16 | Clearcoat composition with improved adhesion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005513191A true JP2005513191A (ja) | 2005-05-12 |
| JP2005513191A5 JP2005513191A5 (enExample) | 2006-01-05 |
Family
ID=21782608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003552884A Pending JP2005513191A (ja) | 2001-12-14 | 2002-09-16 | 改善された付着性を有するクリアコート組成物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6657007B2 (enExample) |
| EP (1) | EP1453923B1 (enExample) |
| JP (1) | JP2005513191A (enExample) |
| AT (1) | ATE453697T1 (enExample) |
| AU (1) | AU2002334583A1 (enExample) |
| BR (1) | BR0214927A (enExample) |
| CA (1) | CA2464097A1 (enExample) |
| DE (1) | DE60234955D1 (enExample) |
| MX (1) | MXPA04002603A (enExample) |
| WO (1) | WO2003052015A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020528102A (ja) * | 2017-07-26 | 2020-09-17 | ビーエーエスエフ コーティングス ゲゼルシャフト ミット ベシュレンクテル ハフツングBASF Coatings GmbH | 二重層硬化機構で極性−促進の層間触媒移動により形成される低温硬化コーティング |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7163984B2 (en) * | 2000-12-19 | 2007-01-16 | Basf Corporation | Waterborne coating compositions containing monomeric difunctional compounds |
| US7321013B2 (en) * | 2000-12-19 | 2008-01-22 | Basf Corporation | Method for obtaining coating compositions having reduced VOC |
| US7696285B2 (en) * | 2000-12-19 | 2010-04-13 | Basf Coatings Ag | Carbamate functional reactive polymer composition |
| US7368501B2 (en) * | 2000-12-19 | 2008-05-06 | Basf Corporation | Method for improving environmental durability of materials |
| US7205029B2 (en) * | 2000-12-19 | 2007-04-17 | Basf Corporation | Method of providing cured coating films free of popping defects |
| US6541594B2 (en) * | 2000-12-19 | 2003-04-01 | Basf Corporation | Coating compositions containing crosslinkable monomeric difunctional compounds having at least thirty carbon atoms |
| US6812316B2 (en) * | 2000-12-19 | 2004-11-02 | Basf Corporation | Powder coating compositions and powder slurry coating compositions containing monomeric difunctional compounds |
| US9095878B2 (en) | 2006-08-02 | 2015-08-04 | Ford Motor Company | Coating compositions and methods of applying the same |
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| US20240059926A1 (en) * | 2021-01-05 | 2024-02-22 | Basf Coatings Gmbh | Coating composition comprising a carbamate-functional poly(ethylene-acrylate) copolymer and method of coating substrates |
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| DE2026822C3 (de) | 1970-06-02 | 1974-11-14 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung durchsichtiger, Polyamidschichten enthaltender Sicherheitsschichtkörper, die wie Verbundsicherheits- oder Verbundpanzergläser verwendbar sind |
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| JP2955488B2 (ja) | 1995-04-25 | 1999-10-04 | セメダイン株式会社 | 速硬化接着方法 |
| US5593785A (en) | 1995-06-26 | 1997-01-14 | Ppg Industries, Inc. | Coating compositions containing acrylic polymers with pendant carbamate groups exhibiting improved intercoat adhesion |
| US5593733A (en) * | 1995-11-21 | 1997-01-14 | Ppg Industries, Inc. | Coating composition containing polyester polymers with terminal carbamate groups and polymeric polyol derived from ethylenically unsaturated monomers |
| WO1998000467A1 (en) | 1996-07-01 | 1998-01-08 | Basf Corporation | Curable coating compositions containing carbamate additives |
| US5866259A (en) | 1997-06-30 | 1999-02-02 | Basf Corporation | Primer coating compositions containing carbamate-functional acrylic polymers |
| JPH1158612A (ja) | 1997-08-19 | 1999-03-02 | Daito Kemitoronikusu Kk | 異材合せガラス板及びその製造方法 |
| US5907024A (en) | 1997-11-12 | 1999-05-25 | Basf Corporation | High solids thermosetting compositions with dual cure mechanism |
| US5945499A (en) | 1997-11-12 | 1999-08-31 | Basf Corporation | High solids thermosetting compositions with dual cure mechanism |
| CA2249705C (en) | 1997-11-12 | 2006-09-12 | Basf Corporation | High solids thermosetting compositions with dual cure mechanism |
| US6239212B1 (en) | 1998-10-23 | 2001-05-29 | Basf Corporation. | Clearcoat composition and method for intercoat adhesion |
| US6291073B1 (en) | 1999-10-28 | 2001-09-18 | Basf Corporation | Curable coating composition with improved stability |
-
2001
- 2001-12-14 US US10/017,442 patent/US6657007B2/en not_active Expired - Fee Related
-
2002
- 2002-09-16 BR BR0214927-3A patent/BR0214927A/pt not_active Application Discontinuation
- 2002-09-16 AT AT02805049T patent/ATE453697T1/de not_active IP Right Cessation
- 2002-09-16 MX MXPA04002603A patent/MXPA04002603A/es active IP Right Grant
- 2002-09-16 DE DE60234955T patent/DE60234955D1/de not_active Expired - Lifetime
- 2002-09-16 CA CA002464097A patent/CA2464097A1/en not_active Abandoned
- 2002-09-16 EP EP02805049A patent/EP1453923B1/en not_active Expired - Lifetime
- 2002-09-16 JP JP2003552884A patent/JP2005513191A/ja active Pending
- 2002-09-16 WO PCT/US2002/029486 patent/WO2003052015A1/en not_active Ceased
- 2002-09-16 AU AU2002334583A patent/AU2002334583A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020528102A (ja) * | 2017-07-26 | 2020-09-17 | ビーエーエスエフ コーティングス ゲゼルシャフト ミット ベシュレンクテル ハフツングBASF Coatings GmbH | 二重層硬化機構で極性−促進の層間触媒移動により形成される低温硬化コーティング |
| JP7333776B2 (ja) | 2017-07-26 | 2023-08-25 | ビーエーエスエフ コーティングス ゲゼルシャフト ミット ベシュレンクテル ハフツング | 二重層硬化機構で極性-促進の層間触媒移動により形成される低温硬化コーティング |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2464097A1 (en) | 2003-06-26 |
| DE60234955D1 (de) | 2010-02-11 |
| EP1453923B1 (en) | 2009-12-30 |
| US20020107325A1 (en) | 2002-08-08 |
| ATE453697T1 (de) | 2010-01-15 |
| BR0214927A (pt) | 2004-11-30 |
| US6657007B2 (en) | 2003-12-02 |
| MXPA04002603A (es) | 2004-06-07 |
| WO2003052015A1 (en) | 2003-06-26 |
| EP1453923A1 (en) | 2004-09-08 |
| AU2002334583A1 (en) | 2003-06-30 |
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