JP2002526551A5 - - Google Patents
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- Publication number
- JP2002526551A5 JP2002526551A5 JP2000574586A JP2000574586A JP2002526551A5 JP 2002526551 A5 JP2002526551 A5 JP 2002526551A5 JP 2000574586 A JP2000574586 A JP 2000574586A JP 2000574586 A JP2000574586 A JP 2000574586A JP 2002526551 A5 JP2002526551 A5 JP 2002526551A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- polyisocyanate
- isocyanate
- stable modified
- crosslinkable
- 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
Links
- 239000005056 polyisocyanate Substances 0.000 description 84
- 229920001228 polyisocyanate Polymers 0.000 description 84
- 239000000203 mixture Substances 0.000 description 36
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 33
- 239000003795 chemical substances by application Substances 0.000 description 20
- 230000000873 masking effect Effects 0.000 description 20
- 239000012948 isocyanate Substances 0.000 description 15
- 150000002513 isocyanates Chemical class 0.000 description 15
- 239000003153 chemical reaction reagent Substances 0.000 description 13
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 12
- 150000002923 oximes Chemical class 0.000 description 12
- 150000005676 cyclic carbonates Chemical group 0.000 description 11
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 10
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical group OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 150000002009 diols Chemical group 0.000 description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 7
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- VACHUYIREGFMSP-UHFFFAOYSA-N (+)-threo-9,10-Dihydroxy-octadecansaeure Natural products CCCCCCCCC(O)C(O)CCCCCCCC(O)=O VACHUYIREGFMSP-UHFFFAOYSA-N 0.000 description 4
- JPFGKGZYCXLEGQ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-5-methylpyrazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(O)=O)C=N1 JPFGKGZYCXLEGQ-UHFFFAOYSA-N 0.000 description 4
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 4
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 4
- VACHUYIREGFMSP-SJORKVTESA-N 9,10-Dihydroxystearic acid Natural products CCCCCCCC[C@@H](O)[C@@H](O)CCCCCCCC(O)=O VACHUYIREGFMSP-SJORKVTESA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 235000013877 carbamide Nutrition 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 238000009501 film coating Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 2
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- YDSNLENYXBHZOK-UHFFFAOYSA-N C(=O)=CC(C)(C)C(=NO)C(C=C=O)(C)C Chemical compound C(=O)=CC(C)(C)C(=NO)C(C=C=O)(C)C YDSNLENYXBHZOK-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- XXRCUYVCPSWGCC-UHFFFAOYSA-N Ethyl pyruvate Chemical compound CCOC(=O)C(C)=O XXRCUYVCPSWGCC-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical group CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- VRAVWQUXPCWGSU-UHFFFAOYSA-N bis(1h-1,2,4-triazol-5-yl)methanone Chemical compound N1=CNN=C1C(=O)C=1N=CNN=1 VRAVWQUXPCWGSU-UHFFFAOYSA-N 0.000 description 2
- PFYXSUNOLOJMDX-UHFFFAOYSA-N bis(2,5-dioxopyrrolidin-1-yl) carbonate Chemical compound O=C1CCC(=O)N1OC(=O)ON1C(=O)CCC1=O PFYXSUNOLOJMDX-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- JTSUVDHGKHHUTO-UHFFFAOYSA-N carbonic acid;2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound OC(O)=O.CCC(CO)(CO)CO JTSUVDHGKHHUTO-UHFFFAOYSA-N 0.000 description 2
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical group C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229940117360 ethyl pyruvate Drugs 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- CWKLZLBVOJRSOM-UHFFFAOYSA-N methyl pyruvate Chemical compound COC(=O)C(C)=O CWKLZLBVOJRSOM-UHFFFAOYSA-N 0.000 description 2
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical group CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 2
- NGTGENGUUCHSLQ-UHFFFAOYSA-N n-heptan-2-ylidenehydroxylamine Chemical compound CCCCCC(C)=NO NGTGENGUUCHSLQ-UHFFFAOYSA-N 0.000 description 2
- 230000000269 nucleophilic effect Effects 0.000 description 2
- RGQVEMVVEFTMJD-UHFFFAOYSA-N octadecane-1,9,10-triol Chemical compound CCCCCCCCC(O)C(O)CCCCCCCCO RGQVEMVVEFTMJD-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000006069 physical mixture Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- -1 uretindione Chemical compound 0.000 description 2
- ZDKYYMRLZONTFK-UHFFFAOYSA-N 3,4-bis(isocyanatomethyl)bicyclo[2.2.1]heptane Chemical compound C1CC2(CN=C=O)C(CN=C=O)CC1C2 ZDKYYMRLZONTFK-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N CC(CO1)OC1=O Chemical compound CC(CO1)OC1=O RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 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
- 150000003951 lactams Chemical class 0.000 description 1
- GVGCUCJTUSOZKP-UHFFFAOYSA-N nitrogen trifluoride Chemical compound FN(F)F GVGCUCJTUSOZKP-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9812389A FR2784113B1 (fr) | 1998-10-02 | 1998-10-02 | Isocyanates modifies |
| FR98/12389 | 1998-10-02 | ||
| PCT/FR1999/002350 WO2000020477A1 (fr) | 1998-10-02 | 1999-10-01 | Isocyanates modifies |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011235170A Division JP5554307B2 (ja) | 1998-10-02 | 2011-10-26 | 修飾されたイソシアネート |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002526551A JP2002526551A (ja) | 2002-08-20 |
| JP2002526551A5 true JP2002526551A5 (enExample) | 2006-11-24 |
Family
ID=9531152
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000574586A Pending JP2002526551A (ja) | 1998-10-02 | 1999-10-01 | 修飾されたイソシアネート |
| JP2011235170A Expired - Fee Related JP5554307B2 (ja) | 1998-10-02 | 2011-10-26 | 修飾されたイソシアネート |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011235170A Expired - Fee Related JP5554307B2 (ja) | 1998-10-02 | 2011-10-26 | 修飾されたイソシアネート |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20030050424A1 (enExample) |
| EP (2) | EP1382626A1 (enExample) |
| JP (2) | JP2002526551A (enExample) |
| KR (1) | KR100626760B1 (enExample) |
| AT (1) | ATE256155T1 (enExample) |
| AU (1) | AU5870499A (enExample) |
| BR (1) | BR9914240B1 (enExample) |
| CA (1) | CA2345366A1 (enExample) |
| DE (1) | DE69913564T2 (enExample) |
| FR (1) | FR2784113B1 (enExample) |
| WO (1) | WO2000020477A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6346591B1 (en) * | 1999-05-21 | 2002-02-12 | Basf Corporation | Monomer and polymerization process |
| US7122605B2 (en) * | 2001-11-29 | 2006-10-17 | Basf Corporation | Method for selective graft polymerization |
| US6951672B2 (en) * | 2002-03-12 | 2005-10-04 | Hewlett-Packard Development Company, L.P. | Chemically-modified coatings for enhanced performance of ink-jet images |
| FR2914309B1 (fr) * | 2007-03-27 | 2011-07-08 | Rhodia Recherches & Tech | Composition a base de (poly)isocyanate modifie et d'un solvant de type acetal ou cetone aliphatique,et utilisation de cette composition pour la fabrication de revetements |
| EP2226345A4 (en) * | 2007-12-12 | 2014-07-09 | Asahi Kasei Chemicals Corp | NOVEL BLOCK POLYISOCYANATE AND THIS URETHANE COMPOSITION CONTAINING |
| US8629231B2 (en) * | 2009-05-20 | 2014-01-14 | Basf Coatings Gmbh | Methods of making oligomers, coating compositions containing them, and coated articles |
| US8293836B2 (en) * | 2009-05-20 | 2012-10-23 | Basf Coatings Gmbh | Curable coating composition containing a compound having a uretdione group and a different functional group and cured coatings |
| FR2973383B1 (fr) * | 2011-03-30 | 2014-08-29 | Ecoat | Procede de reticulation de polymeres, utilisation des polymeres reticules et composition associee |
| EP2641896B1 (en) | 2012-01-25 | 2020-10-14 | Asahi Kasei Kabushiki Kaisha | Separation method |
| EP2890690B1 (de) * | 2012-08-28 | 2016-04-27 | Covestro Deutschland AG | Bindemittel mit cyclischen carbonatstrukturen |
| EP2762471A1 (en) * | 2013-01-31 | 2014-08-06 | Construction Research & Technology GmbH | 2-oxo-1,3-dioxolane-4-carboxamide building blocks, their preparation and use |
| WO2014158705A1 (en) * | 2013-03-13 | 2014-10-02 | 3M Innovative Properties Company | Methods of making low shrinkage and expandable compositions and expandable monomers |
| US9328260B2 (en) * | 2014-01-15 | 2016-05-03 | Xerox Corporation | Polyester processes |
| FR3018815B1 (fr) * | 2014-03-19 | 2016-03-04 | Bostik Sa | Prepolymere de polyurethane a terminaisons cyclocarbonate de faible viscosite et son utilisation dans la fabrication d'une composition adhesive multicomposant |
| CN110128624B (zh) | 2018-02-08 | 2021-06-18 | 旭化成株式会社 | 多异氰酸酯组合物、涂料组合物、涂膜的制造方法及涂膜 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57202317A (en) * | 1981-06-09 | 1982-12-11 | Dainippon Ink & Chem Inc | Curable resin composition |
| JPS57202318A (en) * | 1981-06-09 | 1982-12-11 | Dainippon Ink & Chem Inc | Curable resin composition |
| DE3624454A1 (de) * | 1986-02-13 | 1987-08-20 | Hoechst Ag | Aminourethane, verfahren zu ihrer herstellung und ihre verwendung |
| DE3809840C2 (de) * | 1988-03-21 | 1993-11-11 | Dainippon Ink & Chemicals | Lagerstabile wäßrige Emulsionen Cyclocarbonatgruppen enthaltender Polymere |
| JP2725379B2 (ja) * | 1989-05-31 | 1998-03-11 | 大日本インキ化学工業株式会社 | 活性エネルギー線硬化型樹脂組成物 |
| US5091475A (en) * | 1989-07-17 | 1992-02-25 | Mobay Corporation | Powder coatings with flat finishes |
| GB8921182D0 (en) * | 1989-09-19 | 1989-11-08 | Ici Plc | Novel chemical blowing agent |
| JP2575068B2 (ja) * | 1990-10-23 | 1997-01-22 | 日本ポリウレタン工業株式会社 | 水分散性ブロックイソシアネート組成物 |
| JPH04325538A (ja) * | 1991-04-25 | 1992-11-13 | Dainippon Ink & Chem Inc | 熱硬化性樹脂組成物 |
| JP2979439B2 (ja) * | 1991-04-25 | 1999-11-15 | 大日本インキ化学工業株式会社 | 熱硬化性樹脂組成物 |
| JPH04339878A (ja) * | 1991-05-16 | 1992-11-26 | Dainippon Ink & Chem Inc | 水性塗料組成物 |
| JP3067319B2 (ja) | 1991-10-07 | 2000-07-17 | 大日本インキ化学工業株式会社 | 水性硬化性樹脂組成物 |
| DE4240480A1 (de) * | 1992-12-02 | 1994-08-25 | Bayer Ag | Organische Polyisocyanate mit zumindest teilweise blockierten Isocyanatgruppen |
| DE4339367A1 (de) * | 1993-11-18 | 1995-05-24 | Bayer Ag | Blockierte Polyisocyanate |
| DE4416750A1 (de) * | 1994-05-13 | 1995-11-16 | Bayer Ag | Mischblockierte Polyisocyanate |
| DE4432647A1 (de) * | 1994-09-14 | 1996-03-21 | Bayer Ag | 1,3-Dioxan-2-on-Gruppen enthaltende Oligourethane |
| JPH08165326A (ja) * | 1994-12-15 | 1996-06-25 | Dainippon Ink & Chem Inc | ブロックポリイソシアネート樹脂組成物及びその製造法 |
| DE19516400A1 (de) * | 1995-05-04 | 1996-11-07 | Bayer Ag | Blockierte Polyisocyanate und ihre Verwendung |
| DE19626886A1 (de) * | 1996-07-04 | 1998-01-08 | Huels Chemische Werke Ag | Blockierte Polyisocyanate, ein Verfahren zu ihrer Herstellung sowie deren Verwendung |
| EP1169396B1 (en) * | 1999-03-17 | 2005-11-02 | E.I. Du Pont De Nemours And Company | High solids clear coating composition |
| US6607646B2 (en) * | 2001-09-12 | 2003-08-19 | E. I. Du Pont De Nemours And Company | Cathodic electrocoating compositions containing hydroxyl-carbonate blocked polyisocyanate crosslinking agent |
-
1998
- 1998-10-02 FR FR9812389A patent/FR2784113B1/fr not_active Expired - Fee Related
-
1999
- 1999-10-01 CA CA002345366A patent/CA2345366A1/fr not_active Abandoned
- 1999-10-01 DE DE69913564T patent/DE69913564T2/de not_active Expired - Lifetime
- 1999-10-01 WO PCT/FR1999/002350 patent/WO2000020477A1/fr not_active Ceased
- 1999-10-01 KR KR1020017004229A patent/KR100626760B1/ko not_active Expired - Fee Related
- 1999-10-01 AT AT99946283T patent/ATE256155T1/de not_active IP Right Cessation
- 1999-10-01 EP EP03022382A patent/EP1382626A1/fr not_active Withdrawn
- 1999-10-01 EP EP99946283A patent/EP1129120B1/fr not_active Expired - Lifetime
- 1999-10-01 BR BRPI9914240-6A patent/BR9914240B1/pt not_active IP Right Cessation
- 1999-10-01 AU AU58704/99A patent/AU5870499A/en not_active Abandoned
- 1999-10-01 JP JP2000574586A patent/JP2002526551A/ja active Pending
-
2001
- 2001-04-02 US US09/822,291 patent/US20030050424A1/en not_active Abandoned
-
2003
- 2003-06-30 US US10/608,090 patent/US7635742B2/en not_active Expired - Lifetime
-
2011
- 2011-10-26 JP JP2011235170A patent/JP5554307B2/ja not_active Expired - Fee Related
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