JP2006097022A5 - - Google Patents
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- Publication number
- JP2006097022A5 JP2006097022A5 JP2005262354A JP2005262354A JP2006097022A5 JP 2006097022 A5 JP2006097022 A5 JP 2006097022A5 JP 2005262354 A JP2005262354 A JP 2005262354A JP 2005262354 A JP2005262354 A JP 2005262354A JP 2006097022 A5 JP2006097022 A5 JP 2006097022A5
- Authority
- JP
- Japan
- Prior art keywords
- groups
- compounds
- exposure
- ethylenically unsaturated
- compound
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 53
- 230000005855 radiation Effects 0.000 claims description 24
- 239000011230 binding agent Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims description 10
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical group O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 claims description 6
- SFRSJNAYBXEQKM-UHFFFAOYSA-M 2,2-dimethylpropanoate;2-methoxyethyl(trimethyl)azanium Chemical compound CC(C)(C)C([O-])=O.COCC[N+](C)(C)C SFRSJNAYBXEQKM-UHFFFAOYSA-M 0.000 claims description 5
- WMDLGLNAIPCRPO-UHFFFAOYSA-M 2,2-dimethylpropanoate;tetrabutylazanium Chemical compound CC(C)(C)C([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC WMDLGLNAIPCRPO-UHFFFAOYSA-M 0.000 claims description 5
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 5
- XUZNXNABRSCKOA-UHFFFAOYSA-M 2-ethylhexanoate;2-hydroxyethyl(trimethyl)azanium Chemical compound C[N+](C)(C)CCO.CCCCC(CC)C([O-])=O XUZNXNABRSCKOA-UHFFFAOYSA-M 0.000 claims description 5
- KQSZRCPDBKWQGB-UHFFFAOYSA-M 2-ethylhexanoate;tetrabutylazanium Chemical compound CCCCC(CC)C([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC KQSZRCPDBKWQGB-UHFFFAOYSA-M 0.000 claims description 5
- DVSPHWCZXKPJEQ-UHFFFAOYSA-N 2-methoxyethyl(trimethyl)azanium Chemical compound COCC[N+](C)(C)C DVSPHWCZXKPJEQ-UHFFFAOYSA-N 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims description 5
- 229960001231 choline Drugs 0.000 claims description 5
- 150000004714 phosphonium salts Chemical class 0.000 claims description 5
- 229950010765 pivalate Drugs 0.000 claims description 5
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 125000002723 alicyclic group Chemical group 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000005056 polyisocyanate Substances 0.000 claims description 4
- 229920001228 polyisocyanate Polymers 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 2
- 239000008199 coating composition Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 4
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200410043537 DE102004043537A1 (de) | 2004-09-09 | 2004-09-09 | Herstellung von neuen strahlenhärtenden Bindemitteln |
| DE102004043537.5 | 2004-09-09 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006097022A JP2006097022A (ja) | 2006-04-13 |
| JP2006097022A5 true JP2006097022A5 (enExample) | 2008-10-23 |
| JP4841908B2 JP4841908B2 (ja) | 2011-12-21 |
Family
ID=35457184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005262354A Expired - Fee Related JP4841908B2 (ja) | 2004-09-09 | 2005-09-09 | 放射線硬化性バインダーおよびその製造方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US7666970B2 (enExample) |
| EP (1) | EP1634906B1 (enExample) |
| JP (1) | JP4841908B2 (enExample) |
| CN (1) | CN1746246B (enExample) |
| CA (1) | CA2518139A1 (enExample) |
| DE (1) | DE102004043537A1 (enExample) |
| ES (1) | ES2522994T3 (enExample) |
| MX (1) | MXPA05009606A (enExample) |
| TW (1) | TWI391416B (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004043540A1 (de) * | 2004-09-09 | 2006-03-30 | Bayer Materialscience Ag | Niedrigviskose Allophanate mit aktinisch härtbaren Gruppen |
| DE102004043539A1 (de) * | 2004-09-09 | 2006-03-30 | Bayer Materialscience Ag | Niedrigviskose Allophanate mit aktinisch härtbaren Gruppen |
| DE102004043538A1 (de) * | 2004-09-09 | 2006-03-16 | Bayer Materialscience Ag | Herstellung von neuen strahlenhärtenden Bindemitteln |
| DE102004048775A1 (de) * | 2004-10-07 | 2006-04-13 | Degussa Ag | Hoch reaktive uretdiongruppenhaltige Polyurethanzusammensetzungen |
| DE102004048873A1 (de) * | 2004-10-07 | 2006-04-13 | Bayer Materialscience Ag | Verfahren zur Herstellung von niedrigviskosen Allophanaten mit aktinisch härtbaren Gruppen |
| DE102004057916A1 (de) * | 2004-11-30 | 2006-06-01 | Bayer Materialscience Ag | Neue Dual Cure-Systeme |
| US20090298962A1 (en) * | 2006-09-29 | 2009-12-03 | Katia Studer | Photolatent bases for systems based on blocked isocyanates |
| US7776969B2 (en) | 2006-12-04 | 2010-08-17 | Bayer Materialscience Llc | Allophanate-modified stabilizers and the polymer polyols prepared from these stabilizers |
| CA2628872A1 (en) * | 2007-04-12 | 2008-10-12 | Bayer Materialscience Llc | Urethane acrylates for uv powder coatings |
| DE102007040239A1 (de) * | 2007-08-25 | 2009-05-07 | Bayer Materialscience Ag | Verfahren zur Herstellung von niedrigviskosen Allophanaten mit aktinisch härtbaren Gruppen |
| KR101006989B1 (ko) | 2008-07-18 | 2011-01-12 | 에스에스씨피 주식회사 | 우수한 내수성을 갖는 자외선 경화형 코팅 조성물 및 이를이용한 광섬유 |
| DE102009008569A1 (de) * | 2009-02-12 | 2010-08-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von besonders reaktiven und niedrigviskosen Allophanaten mit aktinisch härtbaren Gruppen und deren Verwendung zur Herstellung besonders kratzfester Beschichtungen |
| US9175117B2 (en) | 2013-03-15 | 2015-11-03 | Covestro Llc | Dual cure composite resins containing uretdione and unsaturated sites |
| CN110023368A (zh) * | 2016-11-14 | 2019-07-16 | 科思创德国股份有限公司 | 基于双重固化异氰脲酸酯聚合物的复合材料 |
| CN108559437B (zh) * | 2018-02-28 | 2020-12-08 | 广州市白云化工实业有限公司 | 反应型聚氨酯热熔胶及其制备方法 |
| JP2021516180A (ja) * | 2018-03-02 | 2021-07-01 | フォームラブス, インコーポレーテッドFormlabs, Inc. | 潜在性硬化樹脂および関連する方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB994890A (en) | 1961-12-18 | 1965-06-10 | Ici Ltd | New organic polyisocyanates and their manufacture |
| DE2312391A1 (de) * | 1973-03-13 | 1974-09-19 | Bayer Ag | Pulverfoermige, vernetzbare ueberzugsmittel |
| DE2729990A1 (de) * | 1977-07-02 | 1979-01-18 | Bayer Ag | Verfahren zur herstellung von isocyanatgruppen aufweisenden allophanaten |
| JPS5974112A (ja) * | 1982-10-20 | 1984-04-26 | Matsushita Electric Works Ltd | ラジカル重合性プレポリマ−の製法 |
| DE4416321A1 (de) | 1994-05-09 | 1995-11-16 | Bayer Ag | Verfahren zur Herstellung von Allophanatgruppen aufweisenden lichtechten Polyisocyanaten |
| DE4441176A1 (de) * | 1994-11-18 | 1996-05-23 | Bayer Ag | Allophanatgruppen aufweisende Polyisocyanate |
| DE19632951A1 (de) | 1996-08-19 | 1998-02-26 | Bayer Ag | Verfahren zur Herstellung von aliphatischen und/oder cycloaliphatischen und/oder Isocyanatgruppen aufweisenden Allophanaten |
| US5739251A (en) * | 1997-03-27 | 1998-04-14 | Bayer Corporation | Low viscosity, ethylenically unsaturated polyurethanes containing allophanate groups |
| US5777024A (en) | 1997-04-30 | 1998-07-07 | The Valspar Corporation | Urethane resins and coating compositions and methods for their use |
| DE19860041A1 (de) * | 1998-12-23 | 2000-06-29 | Basf Ag | Durch Addition an Isocyanatgruppen als auch durch strahlungsinduzierte Addition an aktivierte C-C-Doppelbindungen härtbare Beschichtungsmittel |
| DE10031258A1 (de) | 2000-06-27 | 2002-01-10 | Basf Ag | Härtbare wässrige Polyurethandispersionen |
| DE10041634C2 (de) * | 2000-08-24 | 2002-10-17 | Basf Coatings Ag | Wäßrige Dispersion und ihre Verwendung zur Herstellung von thermisch und mit aktinischer Strahlung härtbaren Beschichtungsstoffen, Klebstoffen und Dichtungsmassen |
| JP4678466B2 (ja) * | 2001-08-09 | 2011-04-27 | Ｄｉｃ株式会社 | エネルギー線硬化型樹脂組成物 |
| DE10205608A1 (de) * | 2002-02-11 | 2003-08-21 | Degussa | Bei niedriger Temperatur härtbare feste uretdiongruppenhaltige Polyurethan-Pulverlackzusammensetzungen |
| DE10346957A1 (de) * | 2003-10-09 | 2005-05-04 | Degussa | Hochreaktive, flüssige uretdiongruppenhaltige Polyurenthansysteme, die bei niedriger Temperatur härtbar sind |
| DE102004043538A1 (de) * | 2004-09-09 | 2006-03-16 | Bayer Materialscience Ag | Herstellung von neuen strahlenhärtenden Bindemitteln |
| DE102004043540A1 (de) * | 2004-09-09 | 2006-03-30 | Bayer Materialscience Ag | Niedrigviskose Allophanate mit aktinisch härtbaren Gruppen |
| DE102004043539A1 (de) * | 2004-09-09 | 2006-03-30 | Bayer Materialscience Ag | Niedrigviskose Allophanate mit aktinisch härtbaren Gruppen |
-
2004
- 2004-09-09 DE DE200410043537 patent/DE102004043537A1/de not_active Withdrawn
-
2005
- 2005-08-31 EP EP20050018877 patent/EP1634906B1/de not_active Expired - Lifetime
- 2005-08-31 ES ES05018877.0T patent/ES2522994T3/es not_active Expired - Lifetime
- 2005-09-01 US US11/217,728 patent/US7666970B2/en not_active Expired - Fee Related
- 2005-09-02 CA CA 2518139 patent/CA2518139A1/en not_active Abandoned
- 2005-09-08 TW TW94130807A patent/TWI391416B/zh not_active IP Right Cessation
- 2005-09-08 MX MXPA05009606A patent/MXPA05009606A/es active IP Right Grant
- 2005-09-09 CN CN2005101036872A patent/CN1746246B/zh not_active Expired - Fee Related
- 2005-09-09 JP JP2005262354A patent/JP4841908B2/ja not_active Expired - Fee Related
-
2010
- 2010-01-04 US US12/651,576 patent/US8202618B2/en not_active Expired - Fee Related
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