JP2008208364A5 - - Google Patents
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- Publication number
- JP2008208364A5 JP2008208364A5 JP2008028863A JP2008028863A JP2008208364A5 JP 2008208364 A5 JP2008208364 A5 JP 2008208364A5 JP 2008028863 A JP2008028863 A JP 2008028863A JP 2008028863 A JP2008028863 A JP 2008028863A JP 2008208364 A5 JP2008208364 A5 JP 2008208364A5
- Authority
- JP
- Japan
- Prior art keywords
- component
- prepolymer
- dispersion
- polyisocyanate
- curable
- 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
- 239000006185 dispersion Substances 0.000 claims description 44
- 239000005056 polyisocyanate Substances 0.000 claims description 25
- 229920001228 polyisocyanate Polymers 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 12
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 12
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000003010 ionic group Chemical group 0.000 claims description 6
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical compound N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 claims description 5
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 5
- 239000011248 coating agent Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
- 230000001070 adhesive effect Effects 0.000 claims description 3
- -1 aliphatic diamine Chemical class 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005442 diisocyanate group Chemical group 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003973 paint Substances 0.000 claims description 3
- 239000004970 Chain extender Substances 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229920003180 amino resin Polymers 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000003431 cross linking reagent Substances 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 11
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 8
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 7
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000012974 tin catalyst Substances 0.000 description 7
- 239000013638 trimer Substances 0.000 description 7
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 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 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- IVGRSQBDVIJNDA-UHFFFAOYSA-N 2-(2-aminoethylamino)ethanesulfonic acid Chemical class NCCNCCS(O)(=O)=O IVGRSQBDVIJNDA-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229920002601 oligoester Polymers 0.000 description 1
- FIWHJQPAGLNURC-UHFFFAOYSA-N oxiran-2-ylmethyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OCC1CO1 FIWHJQPAGLNURC-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000003711 photoprotective effect Effects 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102007006492.8 | 2007-02-09 | ||
| DE102007006492A DE102007006492A1 (de) | 2007-02-09 | 2007-02-09 | UV-härtbare Dispersionen auf Basis von Polyisocyanaten |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008208364A JP2008208364A (ja) | 2008-09-11 |
| JP2008208364A5 true JP2008208364A5 (https=) | 2011-03-24 |
| JP5698430B2 JP5698430B2 (ja) | 2015-04-08 |
Family
ID=39462107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008028863A Expired - Fee Related JP5698430B2 (ja) | 2007-02-09 | 2008-02-08 | ポリイソシアネートに基づくｕｖ硬化性分散体 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7868055B2 (https=) |
| EP (1) | EP1958974B1 (https=) |
| JP (1) | JP5698430B2 (https=) |
| KR (1) | KR101478358B1 (https=) |
| CN (1) | CN101240058B (https=) |
| CA (1) | CA2619181A1 (https=) |
| DE (1) | DE102007006492A1 (https=) |
| ES (1) | ES2795800T3 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8222351B2 (en) * | 2007-02-12 | 2012-07-17 | Sabic Innovative Plastics Ip B.V. | Low gloss polycarbonate compositions |
| WO2009145242A1 (ja) * | 2008-05-29 | 2009-12-03 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体、その製造方法、及びそれを含有する塗料組成物 |
| CN102089342B (zh) * | 2008-07-11 | 2013-04-10 | 宇部兴产株式会社 | 水性聚氨酯树脂分散体、其制造方法及含有所述分散体的涂料组合物 |
| JP5553020B2 (ja) * | 2008-07-16 | 2014-07-16 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体及びその製造方法 |
| CN102159611B (zh) * | 2008-09-23 | 2014-03-26 | 氰特表面技术有限公司 | 可辐射固化的粘合剂 |
| DE102009008950A1 (de) | 2009-02-13 | 2010-08-19 | Bayer Materialscience Ag | Wässrige Beschichtungssysteme auf Basis physikalisch trocknender Urethanacrylate |
| DE102009008949A1 (de) * | 2009-02-13 | 2010-08-19 | Bayer Materialscience Ag | Wässrige Beschichtungssysteme auf Basis physikalisch trocknender Urethanacrylate |
| JP5716661B2 (ja) | 2009-02-26 | 2015-05-13 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体及びその製造方法 |
| CN102333805B (zh) | 2009-02-26 | 2014-01-01 | 宇部兴产株式会社 | 水性聚氨酯树脂分散体及其制造方法 |
| TWI491634B (zh) * | 2009-07-23 | 2015-07-11 | Ube Industries | 水性聚脲烷樹脂分散體及其製造方法 |
| WO2011021500A1 (ja) | 2009-08-20 | 2011-02-24 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体及びその製造方法 |
| ES2385441T3 (es) * | 2009-10-31 | 2012-07-24 | Bayer Materialscience Ag | Dispersiones de poliuretano acuosas exentas de estaño |
| RU2552629C2 (ru) * | 2009-12-19 | 2015-06-10 | Байер Интеллектуэль Проперти Гмбх | Низковязкие полиуретанакрилатные дисперсии |
| US20110180298A1 (en) * | 2010-01-26 | 2011-07-28 | Hitachi Cable, Ltd. | Hydrous water absorbent polymer-dispersed ultraviolet curable resin composition, porous substance, insulated wire, multilayer covered cable, coaxial cable using the same, method for fabricating a porous substance, and method for fabricating an insulated wire |
| DE102010009896A1 (de) * | 2010-03-02 | 2011-09-08 | Bayer Materialscience Ag | Wässrige Polyurethandispersionen |
| US8647471B2 (en) * | 2010-12-22 | 2014-02-11 | Bayer Materialscience Llc | Process for the production of sized and/or wet-strength papers, paperboards and cardboards |
| CA2885130A1 (en) * | 2012-10-24 | 2014-05-01 | Basf Se | Radiation-curing, water-dispersible polyurethane (meth)acrylates |
| US20150259568A1 (en) * | 2012-12-06 | 2015-09-17 | Basf Se | Radiation-curable aqueous polyurethane dispersions |
| US9969901B2 (en) * | 2013-08-06 | 2018-05-15 | Dic Corporation | Aqueous resin composition, laminate produced using same, and image display device |
| EP3058008B1 (en) * | 2013-10-16 | 2017-06-14 | Basf Se | Use of water-emulsifiable polyurethane acrylates |
| EP2942361A1 (en) * | 2014-05-06 | 2015-11-11 | Basf Se | Grain enhancement with surfactants in water-based uv-radiation curable polyurethane dispersions |
| US10647878B2 (en) | 2015-06-01 | 2020-05-12 | Ndsu Research Foundation | Amphiphilic siloxane-polyurethane fouling-release coatings and uses thereof |
| US11859099B2 (en) | 2015-06-01 | 2024-01-02 | Ndsu Research Foundation | Amphiphilic siloxane-polyurethane fouling-release coatings and uses thereof |
| KR102190088B1 (ko) * | 2016-01-21 | 2020-12-11 | 바스프 코팅스 게엠베하 | 방사선-경화성 코팅제, 내스크래치성 코팅의 제조 방법, 코팅제의 용도, 및 코팅제로 코팅된 기재 |
| JP6413130B2 (ja) * | 2016-08-25 | 2018-10-31 | レッド・スポット・ペイント・アンド・ヴァーニッシュ・カンパニー・インコーポレーテッド | 脂肪族ウレタンアクリレート樹脂を含むｕｖ硬化性被覆組成物 |
| JP6981269B2 (ja) * | 2018-01-17 | 2021-12-15 | 凸版印刷株式会社 | 化粧シート、化粧材、化粧シートの製造方法 |
| JP6921215B2 (ja) * | 2018-11-28 | 2021-08-18 | 深▲せん▼創怡興実業有限公司Ｓｈｅｎｚｈｅｎ Ｆａｎｃｙ Ｃｒｅａｔｉｏｎ Ｉｎｄｕｓｔｒｉａｌ Ｌｉｍｉｔｅｄ | ゴムスクレーパ及びその製造方法 |
| EP4003927A1 (en) * | 2019-07-31 | 2022-06-01 | Covestro (Netherlands) B.V. | Radiation curable compositions with multi-functional long-armed oligomers for coating optical fibers |
| EP3875512A1 (de) * | 2020-03-05 | 2021-09-08 | Covestro Deutschland AG | Nicht-ionisch hydrophilierte vernetzerdispersion mit thermolatent gebundenen urethan/harnstoffgruppen |
| CN112062935B (zh) * | 2020-09-04 | 2022-02-11 | 广东也乐新材料制造有限公司 | 一种净味水分散聚异氰酸酯的制备方法及其应用 |
| JP7748226B2 (ja) * | 2021-08-27 | 2025-10-02 | 株式会社Adeka | アニオン性プレポリマー、アニオン性ポリウレタン及び該アニオン性ポリウレタンを含有する水系ポリウレタン組成物 |
| JP7338029B1 (ja) * | 2022-12-27 | 2023-09-04 | 東洋インキＳｃホールディングス株式会社 | ハードコート層形成用活性エネルギー線硬化性組成物、それを用いたハードコートフィルムおよびその積層体。 |
| CN117720854B (zh) * | 2023-12-25 | 2026-01-06 | 广东西顿新材料科技有限公司 | 铝合金用水性uv双固化分散体及其制备方法和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2446440C3 (de) | 1974-09-28 | 1981-04-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von wäßrigen Dispersionen von Sulfonatgruppen aufweisenden Polyurethanen |
| DE3911827A1 (de) * | 1989-04-11 | 1990-10-25 | Basf Ag | Waessrige dispersionen von durch einwirkung von energiereicher strahlung vernetzbaren polyurethanen |
| US5290663A (en) * | 1991-03-01 | 1994-03-01 | W. R. Grace & Co.-Conn. | Photocurable polyurethane-acrylate ionomer compositions for aqueous developable printing plates |
| DE4434554A1 (de) * | 1994-09-28 | 1996-04-04 | Basf Ag | Strahlungshärtbare wäßrige Polyurethandispersionen |
| US5594065A (en) | 1995-05-09 | 1997-01-14 | Air Products And Chemicals, Inc. | Two component waterborne crosslinkable polyurethane/acrylate-hybrid systems |
| DE19750186A1 (de) | 1997-11-13 | 1999-05-20 | Bayer Ag | Hydrophilierungsmittel, ein Verfahren zu dessen Herstellung sowie dessen Verwendung als Dispergator für wäßrige Polyurethan-Dispersionen |
| DE19929784A1 (de) * | 1999-06-29 | 2001-01-04 | Bayer Ag | Bindemittelkombination für wäßrige Beschichtungen |
| CN1238398C (zh) | 1999-09-30 | 2006-01-25 | 巴斯福股份公司 | 能够用紫外线和热硬化的聚氨酯水分散体,以及它们的用途 |
| DE19957604A1 (de) * | 1999-11-30 | 2001-05-31 | Bayer Ag | Polyurethan-Emulsionen |
| DE10002089A1 (de) | 2000-01-19 | 2001-07-26 | Basf Ag | Witterungsstabile, strahlungshärtbare Polyurethane |
| DE10226932A1 (de) * | 2002-06-17 | 2003-12-24 | Bayer Ag | Strahlenhärtende Beschichtungsmittel |
| DE10226933A1 (de) * | 2002-06-17 | 2003-12-24 | Bayer Ag | Glasfaserverstärkte Kunststoffe |
| JP5177786B2 (ja) * | 2005-01-20 | 2013-04-10 | 荒川化学工業株式会社 | ビニル−ポリウレタンウレア樹脂水分散液の製造方法 |
| DE102005008032A1 (de) * | 2005-02-22 | 2006-08-31 | Bayer Materialscience Ag | Verfahren zur Herstellung von Hydroxyalkyl(meth)acrylaten und deren Verwendung |
| JP5769359B2 (ja) | 2005-02-24 | 2015-08-26 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 放射線硬化な水性ポリウレタン分散液 |
| US20070149704A1 (en) * | 2005-06-17 | 2007-06-28 | Reichhold, Inc. | Radiation curable polyurethane dispersions |
| US7671152B2 (en) | 2005-12-22 | 2010-03-02 | The Goodyear Tire & Rubber Company | Surfactantless synthesis of amphiphilic cationic block copolymers |
-
2007
- 2007-02-09 DE DE102007006492A patent/DE102007006492A1/de not_active Withdrawn
-
2008
- 2008-01-26 EP EP08001459.0A patent/EP1958974B1/de active Active
- 2008-01-26 ES ES08001459T patent/ES2795800T3/es active Active
- 2008-01-30 US US12/011,875 patent/US7868055B2/en active Active
- 2008-02-04 CN CN2008100058327A patent/CN101240058B/zh active Active
- 2008-02-05 KR KR20080011709A patent/KR101478358B1/ko not_active Expired - Fee Related
- 2008-02-06 CA CA002619181A patent/CA2619181A1/en not_active Abandoned
- 2008-02-08 JP JP2008028863A patent/JP5698430B2/ja not_active Expired - Fee Related
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