ES2467369T3 - Poliuretano termoplástico de baja turbidez utilizando una mezcla de prolongadores de cadena que incluye 1,3- y 1,4-ciclohexanodimetanol - Google Patents
Poliuretano termoplástico de baja turbidez utilizando una mezcla de prolongadores de cadena que incluye 1,3- y 1,4-ciclohexanodimetanolInfo
- Publication number
- ES2467369T3 ES2467369T3 ES07853220.7T ES07853220T ES2467369T3 ES 2467369 T3 ES2467369 T3 ES 2467369T3 ES 07853220 T ES07853220 T ES 07853220T ES 2467369 T3 ES2467369 T3 ES 2467369T3
- Authority
- ES
- Spain
- Prior art keywords
- cyclohexanedimethanol
- mixture
- thermoplastic polyurethane
- polyurethane elastomer
- weight
- 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.)
- Active
Links
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- 229920002803 thermoplastic polyurethane Polymers 0.000 title claims abstract description 22
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 229920001971 elastomer Polymers 0.000 claims abstract description 68
- 239000000806 elastomer Substances 0.000 claims abstract description 68
- 229920000642 polymer Polymers 0.000 claims abstract description 22
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical class OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- -1 acyclic diol Chemical class 0.000 claims abstract description 16
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 15
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 13
- LUSFFPXRDZKBMF-UHFFFAOYSA-N [3-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCCC(CO)C1 LUSFFPXRDZKBMF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000004985 diamines Chemical class 0.000 claims abstract description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 32
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 27
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- LUSFFPXRDZKBMF-OCAPTIKFSA-N [(1s,3r)-3-(hydroxymethyl)cyclohexyl]methanol Chemical compound OC[C@H]1CCC[C@@H](CO)C1 LUSFFPXRDZKBMF-OCAPTIKFSA-N 0.000 claims description 3
- LUSFFPXRDZKBMF-YUMQZZPRSA-N [(1s,3s)-3-(hydroxymethyl)cyclohexyl]methanol Chemical compound OC[C@H]1CCC[C@H](CO)C1 LUSFFPXRDZKBMF-YUMQZZPRSA-N 0.000 claims description 3
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- 229940125810 compound 20 Drugs 0.000 claims 1
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- 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 description 5
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 4
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- 239000012963 UV stabilizer Substances 0.000 description 4
- PFURGBBHAOXLIO-UHFFFAOYSA-N cyclohexane-1,2-diol Chemical compound OC1CCCCC1O PFURGBBHAOXLIO-UHFFFAOYSA-N 0.000 description 4
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- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 3
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- 150000008064 anhydrides Chemical class 0.000 description 3
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- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
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- 229920001228 polyisocyanate Polymers 0.000 description 3
- 239000005056 polyisocyanate Substances 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
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- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- IPNQEKDRLAFQKQ-UHFFFAOYSA-N 1,2-dimethylcyclohexane-1,2-diol Chemical compound CC1(O)CCCCC1(C)O IPNQEKDRLAFQKQ-UHFFFAOYSA-N 0.000 description 2
- IICHVFLQUNQPON-UHFFFAOYSA-N 1,2-dimethylcyclopentane-1,2-diol Chemical compound CC1(O)CCCC1(C)O IICHVFLQUNQPON-UHFFFAOYSA-N 0.000 description 2
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 2
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 description 2
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- B29C45/0001—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor characterised by the choice of material
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/3203—Polyhydroxy compounds
- C08G18/3212—Polyhydroxy compounds containing cycloaliphatic groups
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- B29K2221/00—Use of unspecified rubbers as reinforcement
- B29K2221/003—Thermoplastic elastomers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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Landscapes
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Mechanical Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
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| PCT/US2007/024753 WO2008121133A1 (en) | 2007-03-29 | 2007-12-03 | Low haze thermoplastic polyurethane using mixture of chain extenders including 1,3-and 1,4-cyclohexanedimethanol |
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| CN101321796B (zh) * | 2005-12-09 | 2011-04-06 | 路博润高级材料公司 | 使用助增链剂的低雾度热塑性聚氨酯 |
| US20100184938A1 (en) * | 2007-05-21 | 2010-07-22 | Lubrizol Advanced Materials, Inc. | Polyurethane Polymer |
| US20110054056A1 (en) * | 2008-05-22 | 2011-03-03 | Hefner Jr Robert E | Thermoset polyurethanes |
| WO2012116164A2 (en) * | 2011-02-23 | 2012-08-30 | The University Of Akron | Melt processible polyureas and polyurea-urethanes, method for the production thereof and products made therefrom |
| EP2858689A4 (en) * | 2012-06-08 | 2017-06-14 | Poly-Med Inc. | Polyether urethane and polyether urea based copolymers and methods related thereto |
| AU2014212059B2 (en) * | 2013-02-04 | 2017-02-16 | Lubrizol Advanced Materials, Inc. | Clear hydrophobic TPU |
| WO2014210098A1 (en) * | 2013-06-27 | 2014-12-31 | Lubrizol Advanced Materials, Inc. | Fast recovery hard thermoplastic polyurethanes |
| EP2952531A1 (de) * | 2014-06-02 | 2015-12-09 | Basf Se | Kompakte Elastomerformteile auf Basis von Polyurethan |
| US10076159B2 (en) | 2014-08-27 | 2018-09-18 | Nike, Inc. | Soil-shedding article of footwear, and method of using the same |
| GB2532837B (en) | 2014-08-27 | 2017-10-25 | Nike Innovate Cv | Article of footwear with soil-shedding performance |
| US10314364B2 (en) | 2014-08-27 | 2019-06-11 | Nike, Inc. | Soil-shedding article of footwear, and method of using the same |
| US10076156B2 (en) | 2014-08-27 | 2018-09-18 | Nike, Inc. | Article of footwear with soil-shedding performance |
| US10463105B2 (en) | 2014-08-27 | 2019-11-05 | Nike, Inc. | Articles of footwear, apparel, and sports equipment with soil-shedding properties |
| US10362834B2 (en) | 2016-03-02 | 2019-07-30 | Nike, Inc. | Hydrogel connection |
| US10455893B2 (en) | 2016-03-02 | 2019-10-29 | Nike, Inc. | Hydrogel with mesh for soil deflection |
| US10675609B2 (en) | 2016-03-02 | 2020-06-09 | Nike, Inc. | Articles with soil-shedding performance |
| US10531705B2 (en) | 2016-03-02 | 2020-01-14 | Nike, Inc. | Hydrogel tie layer |
| JP2019513448A (ja) * | 2016-03-31 | 2019-05-30 | ルブリゾル アドバンスド マテリアルズ， インコーポレイテッド | 口腔ケア用および医療用のデバイスおよび構成要素の固体自由形状製作のための熱可塑性ポリウレタン組成物 |
| MY209023A (en) * | 2016-06-28 | 2025-06-17 | Lubrizol Advanced Mat Inc | Articles made from hydrophilic thermoplastic polyurethane compositions |
| CN107383325B (zh) * | 2017-06-28 | 2020-02-07 | 苏州奥斯汀新材料科技有限公司 | 一种高透明热塑性聚氨酯弹性体的制备方法 |
| TWI700175B (zh) | 2017-08-01 | 2020-08-01 | 荷蘭商耐基創新公司 | 製造用於鞋類物品之外底的組件之方法 |
| WO2019079692A1 (en) | 2017-10-19 | 2019-04-25 | Nike Innovate C.V. | COMPOSITE MATERIALS, METHODS OF MANUFACTURE, METHODS OF USE AND ARTICLES CONTAINING THESE COMPOSITE MATERIALS |
| CN111448234A (zh) * | 2017-12-14 | 2020-07-24 | 巴斯夫欧洲公司 | 制备具有低玻璃化转变温度的热塑性聚氨酯的方法 |
| CN113527625B (zh) * | 2021-08-06 | 2022-02-22 | 盛鼎高新材料有限公司 | 聚氨酯弹性体预制物及聚氨酯弹性体的生产方法 |
| CN113754858A (zh) * | 2021-09-30 | 2021-12-07 | 宁波长阳科技股份有限公司 | 热塑性聚氨酯材料、热塑性聚氨酯膜及包含其的隐形车衣 |
| CN116217882A (zh) * | 2022-12-07 | 2023-06-06 | 山东一诺威聚氨酯股份有限公司 | 隐形车衣高强度低雾度tpu及其制备方法 |
| FR3165550A1 (fr) * | 2024-08-13 | 2026-02-20 | Arkema France | Crampons de chaussure |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1147034B (de) * | 1961-07-26 | 1963-04-11 | Bayer Ag | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe auf Polyurethanbasis |
| DE2817456A1 (de) * | 1978-04-21 | 1979-10-31 | Bayer Ag | Verfahren zur herstellung von thermoplastischen polyurethanelastomeren |
| JPH09235343A (ja) * | 1995-12-28 | 1997-09-09 | Saint Gobain Vitrage | 架橋されたポリウレタン系樹脂シートおよびそれを用いた積層体 |
| ES2172622T3 (es) | 1995-12-28 | 2002-10-01 | Asahi Glass Co Ltd | Placa de resina de poliuretano reticulado y producto preparado que utiliza esta. |
| US6521164B1 (en) * | 1996-02-06 | 2003-02-18 | Parker-Hannifin Corporation | Injection-moldable thermoplastic polyurethane elastomer |
| WO1998000383A1 (en) | 1996-06-28 | 1998-01-08 | New Japan Chemical Co., Ltd. | Process for the preparation of cyclohexanedimethanol |
| US6252121B1 (en) * | 1999-07-27 | 2001-06-26 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US6613867B2 (en) | 2000-12-19 | 2003-09-02 | Dow Global Technologies Inc. | Thermoplastic polyurethane containing structural units of ethylene oxide polyol or ethylene oxide capped propylene oxide polyol |
| US6806314B2 (en) | 2003-02-03 | 2004-10-19 | Ppg Industries Ohio, Inc. | Coating of Hydroxy-functional polymer(s), crosslinker, and 1,3- and 1,4-cyclohexane dimethanols |
| CN101321796B (zh) * | 2005-12-09 | 2011-04-06 | 路博润高级材料公司 | 使用助增链剂的低雾度热塑性聚氨酯 |
| ZA200806228B (en) * | 2006-02-03 | 2009-11-25 | Dow Global Technologies Inc | 1,3/1,4-cyclohexane dimethanol based monomers and polymers |
| US8022138B2 (en) * | 2006-05-18 | 2011-09-20 | Dow Global Technologies Llc | Polyurethane-urea polymers derived from cyclohexane dimethanol |
| ATE483742T1 (de) * | 2006-05-18 | 2010-10-15 | Dow Global Technologies Inc | Polyurethan-elastomer mit erhöhter hydrolyse- resistenz |
-
2007
- 2007-12-03 KR KR1020097022665A patent/KR101447935B1/ko active Active
- 2007-12-03 BR BRPI0721405-7A patent/BRPI0721405B1/pt not_active IP Right Cessation
- 2007-12-03 WO PCT/US2007/024753 patent/WO2008121133A1/en not_active Ceased
- 2007-12-03 EP EP07853220.7A patent/EP2129700B1/en not_active Not-in-force
- 2007-12-03 JP JP2010500892A patent/JP5506659B2/ja active Active
- 2007-12-03 ES ES07853220.7T patent/ES2467369T3/es active Active
- 2007-12-03 US US12/593,377 patent/US8242228B2/en active Active
- 2007-12-03 CN CN2007800523337A patent/CN101652399B/zh not_active Expired - Fee Related
-
2008
- 2008-03-17 TW TW097109305A patent/TWI443118B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008121133A1 (en) | 2008-10-09 |
| US8242228B2 (en) | 2012-08-14 |
| US20100113733A1 (en) | 2010-05-06 |
| BRPI0721405A2 (pt) | 2014-03-04 |
| KR20100016046A (ko) | 2010-02-12 |
| JP5506659B2 (ja) | 2014-05-28 |
| BRPI0721405B1 (pt) | 2018-07-31 |
| EP2129700B1 (en) | 2014-05-14 |
| CN101652399B (zh) | 2013-02-20 |
| TWI443118B (zh) | 2014-07-01 |
| CN101652399A (zh) | 2010-02-17 |
| KR101447935B1 (ko) | 2014-10-07 |
| JP2010522799A (ja) | 2010-07-08 |
| EP2129700A1 (en) | 2009-12-09 |
| TW200904845A (en) | 2009-02-01 |
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