JP2015530445A5 - - Google Patents
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- Publication number
- JP2015530445A5 JP2015530445A5 JP2015532404A JP2015532404A JP2015530445A5 JP 2015530445 A5 JP2015530445 A5 JP 2015530445A5 JP 2015532404 A JP2015532404 A JP 2015532404A JP 2015532404 A JP2015532404 A JP 2015532404A JP 2015530445 A5 JP2015530445 A5 JP 2015530445A5
- Authority
- JP
- Japan
- Prior art keywords
- polycarbodiimide
- diisocyanate
- carbodiimidization catalyst
- range
- bottom product
- 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
- 238000000034 method Methods 0.000 claims 19
- 239000003054 catalyst Substances 0.000 claims 15
- 125000005442 diisocyanate group Chemical group 0.000 claims 9
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 239000011261 inert gas Substances 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 238000006116 polymerization reaction Methods 0.000 claims 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims 2
- ZBVOEVQTNYNNMY-UHFFFAOYSA-N O=P1=CCCC1 Chemical compound O=P1=CCCC1 ZBVOEVQTNYNNMY-UHFFFAOYSA-N 0.000 claims 2
- 150000001718 carbodiimides Chemical class 0.000 claims 2
- 238000004821 distillation Methods 0.000 claims 2
- 239000007791 liquid phase Substances 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- GWLJTAJEHRYMCA-UHFFFAOYSA-N phospholane Chemical class C1CCPC1 GWLJTAJEHRYMCA-UHFFFAOYSA-N 0.000 claims 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims 2
- GFNDFCFPJQPVQL-UHFFFAOYSA-N 1,12-diisocyanatododecane Chemical compound O=C=NCCCCCCCCCCCCN=C=O GFNDFCFPJQPVQL-UHFFFAOYSA-N 0.000 claims 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical group O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims 1
- LYDHLGJJJAWBDY-UHFFFAOYSA-N 1-isocyanato-4-[2-(4-isocyanatocyclohexyl)propan-2-yl]cyclohexane Chemical compound C1CC(N=C=O)CCC1C(C)(C)C1CCC(N=C=O)CC1 LYDHLGJJJAWBDY-UHFFFAOYSA-N 0.000 claims 1
- IUUONVQOMMQAEH-UHFFFAOYSA-N 1-methyl-2,3-dihydro-1$l^{5}-phosphole 1-oxide Chemical group CP1(=O)CCC=C1 IUUONVQOMMQAEH-UHFFFAOYSA-N 0.000 claims 1
- JHYNEQNPKGIOQF-UHFFFAOYSA-N 3,4-dihydro-2h-phosphole Chemical compound C1CC=PC1 JHYNEQNPKGIOQF-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- JTDWCIXOEPQECG-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCC(C)(C)C Chemical compound N=C=O.N=C=O.CCCCCC(C)(C)C JTDWCIXOEPQECG-UHFFFAOYSA-N 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229910052786 argon Inorganic materials 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 239000001307 helium Substances 0.000 claims 1
- 229910052734 helium Inorganic materials 0.000 claims 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical group 0.000 claims 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 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 229910052754 neon Inorganic materials 0.000 claims 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 claims 1
- 150000002903 organophosphorus compounds Chemical class 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 229920001451 polypropylene glycol Polymers 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12184995 | 2012-09-19 | ||
| EP12184995.4 | 2012-09-19 | ||
| PCT/EP2013/069452 WO2014044743A1 (en) | 2012-09-19 | 2013-09-19 | Process for producing polycarbodiimide |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015530445A JP2015530445A (ja) | 2015-10-15 |
| JP2015530445A5 true JP2015530445A5 (https=) | 2016-10-27 |
| JP6286433B2 JP6286433B2 (ja) | 2018-02-28 |
Family
ID=46940344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015532404A Active JP6286433B2 (ja) | 2012-09-19 | 2013-09-19 | ポリカルボジイミドの製造方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9416213B2 (https=) |
| EP (1) | EP2897996B1 (https=) |
| JP (1) | JP6286433B2 (https=) |
| CN (1) | CN104797615B (https=) |
| BR (1) | BR112015006038A2 (https=) |
| WO (1) | WO2014044743A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014128031A1 (de) | 2013-02-22 | 2014-08-28 | Basf Se | Verfahren zur herstellung von wässrigen polyurethanzubereitungen |
| US10633476B2 (en) * | 2015-02-26 | 2020-04-28 | Covestro Deutschland Ag | Method for producing a composition comprising polycarbodiimide having improved storage stability |
| CN108586706B (zh) * | 2018-04-18 | 2021-06-29 | 万华化学集团股份有限公司 | 制备含有碳化二亚胺和/或脲酮亚胺类衍生物的改性异氰酸酯混合物的方法 |
| EP3788090B1 (de) | 2018-05-04 | 2022-04-06 | Basf Se | Verfahren zur verlängerung der standzeit eines reaktors mit destillationseinrichtung |
| WO2019211426A1 (de) | 2018-05-04 | 2019-11-07 | Basf Se | Verfahren zur herstellung von carbodiimiden |
| CN109749053A (zh) * | 2018-12-29 | 2019-05-14 | 华南理工大学 | 一种含聚碳化二亚胺的聚氨酯分散体及其制备方法 |
| JP2021066845A (ja) * | 2019-10-28 | 2021-04-30 | 日清紡ケミカル株式会社 | 相溶化剤及びポリエステル樹脂組成物 |
| EP4079722A1 (de) * | 2021-04-20 | 2022-10-26 | LANXESS Deutschland GmbH | Verfahren zur herstellung von carbodiimiden |
| EP4180473A1 (de) | 2021-11-10 | 2023-05-17 | LANXESS Deutschland GmbH | Verfahren zur herstellung von aromatischen polymeren carbodiimiden |
| WO2025233332A1 (en) | 2024-05-07 | 2025-11-13 | Basf Se | Process for preparing a polycarbodiimide composition using dimethylphospholene oxide as catalyst |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5008363A (en) | 1990-03-23 | 1991-04-16 | Union Carbide Chemicals And Plastics Technology Corporation | Low temperature active aliphatic aromatic polycarbodiimides |
| JP3165971B2 (ja) | 1991-12-26 | 2001-05-14 | 日清紡績株式会社 | ポリテトラメチルキシリレンカルボジイミド |
| DE4318979A1 (de) * | 1993-06-08 | 1994-12-15 | Basf Ag | Carbodiimide und/oder oligomere Polycarbodiimide auf Basis von 1,3-Bis-(1-methyl-1-isocyanato-ethyl)-benzol, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Hydrolysestabilisator |
| US5357021A (en) * | 1993-07-21 | 1994-10-18 | Basf Corporation | Reactive carbodimide compositions |
| US5498747A (en) * | 1994-05-12 | 1996-03-12 | Basf Aktiengesellschaft | Carbodiimides and/or oligomeric polycarbodiimides based on 1,3-bis (1-methyl-1-isocyanatoethyl)benzene, their preparation, and their use as hydrolysis stabilizers |
| JPH09157588A (ja) | 1995-10-04 | 1997-06-17 | Nisshinbo Ind Inc | ウレタン系塗料用硬化剤及びポリエステル／ウレタン系塗料 |
| JP3373996B2 (ja) | 1996-02-06 | 2003-02-04 | 日清紡績株式会社 | エステル基を有する樹脂用の耐加水分解安定剤及び該安定剤によるエステル基を有する樹脂の耐加水分解安定化方法 |
| JP3393752B2 (ja) | 1996-04-26 | 2003-04-07 | 日清紡績株式会社 | エステル基を有する樹脂用の耐加水分解安定剤及び該安定剤によるエステル基を有する樹脂の耐加水分解安定化方法 |
| JP4087467B2 (ja) | 1996-05-21 | 2008-05-21 | 日清紡績株式会社 | 二重結合を有するカルボジイミド |
| DE19809634A1 (de) * | 1998-03-06 | 1999-09-09 | Basf Ag | Carbodiimide und Verfahren zu deren Herstellung |
| US6121406A (en) | 1998-04-20 | 2000-09-19 | Nisshinbo Industries, Inc. | Mixture of hydrophilic dicyclohexylmethanecarbodiimide |
| JP4585749B2 (ja) * | 2003-08-07 | 2010-11-24 | 日清紡ホールディングス株式会社 | 黄変を抑えたカルボジイミド組成物、耐加水分解安定剤及び熱可塑性樹脂組成物 |
| JP2005082642A (ja) | 2003-09-05 | 2005-03-31 | Nisshinbo Ind Inc | エステル基を有する樹脂用の耐加水分解安定剤及び熱可塑性樹脂組成物 |
| DE102004024196A1 (de) * | 2004-05-13 | 2005-12-01 | Basf Ag | Carbodiimide enthaltend Harnstoffgruppen und Silangruppen |
| DE102004041605A1 (de) | 2004-08-26 | 2006-03-02 | Basf Ag | Carbodiimide |
| KR20120018796A (ko) * | 2009-05-15 | 2012-03-05 | 라인 케미 라이나우 게엠베하 | 카르보디이미드의 제조 방법 |
| EP2371873A1 (de) | 2010-04-01 | 2011-10-05 | Bayer MaterialScience AG | Verfahren zur Carbodiimidisierung |
| CN104797554B (zh) * | 2012-09-19 | 2017-03-22 | 巴斯夫欧洲公司 | 聚碳二亚胺的纯化方法 |
-
2013
- 2013-09-19 JP JP2015532404A patent/JP6286433B2/ja active Active
- 2013-09-19 US US14/429,227 patent/US9416213B2/en active Active
- 2013-09-19 WO PCT/EP2013/069452 patent/WO2014044743A1/en not_active Ceased
- 2013-09-19 CN CN201380060155.8A patent/CN104797615B/zh not_active Expired - Fee Related
- 2013-09-19 EP EP13763093.5A patent/EP2897996B1/en active Active
- 2013-09-19 BR BR112015006038A patent/BR112015006038A2/pt not_active Application Discontinuation
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