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用于开发大豆油基非异氰酸酯聚氨酯泡沫的环状碳酸酯合成中的离子液体催化作用。

Ionic Liquid Catalysis in Cyclic Carbonate Synthesis for the Development of Soybean Oil-Based Non-Isocyanate Polyurethane Foams.

作者信息

Kiełkiewicz Damian, Siewniak Agnieszka, Gaida Rafał, Greif Małgorzata, Chrobok Anna

机构信息

Łukasiewicz Research Network-Institute of Heavy Organic Synthesis "Blachownia", Energetyków 9, 47-225 Kędzierzyn-Koźle, Poland.

Department of Chemical Organic Technology and Petrochemistry, PhD School, Silesian University of Technology, Akademicka 2A, 44-100 Gliwice, Poland.

出版信息

Molecules. 2024 Aug 18;29(16):3908. doi: 10.3390/molecules29163908.

DOI:10.3390/molecules29163908
PMID:39202987
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11356965/
Abstract

A method for obtaining non-isocyanate polyurethane (NIPU) foams from cyclic carbonate (CC) based on soybean oil was developed. For this purpose, cyclic carbonate was synthesized from epoxidized soybean oil and CO using various ionic liquids (ILs) as catalysts. Among the tested ILs, the highest selectivity (100%) and CC yield (98%) were achieved for 1-ethyl-3-methylimidazolium ([emim]Br). Without any purification, the resulting cyclic carbonate was reacted directly with diethylenetriamine as a model crosslinking agent to produce NIPU foams. It was found that the soybean oil-based CC synthesized with bromide imidazolium ionic liquids exhibited significantly shorter gelling times (8 min 50 s for [emim]Br and 9 min 35 s for [bmim]Br) compared to those obtained with the conventional TBAB catalyst (26 min 15 s). A shorter gelling time is a crucial parameter for the crosslinking process in foams. The obtained foams were subjected to mechanical tests and a morphology analysis.

摘要

开发了一种由基于大豆油的环状碳酸酯(CC)制备非异氰酸酯聚氨酯(NIPU)泡沫的方法。为此,使用各种离子液体(ILs)作为催化剂,由环氧化大豆油和CO合成环状碳酸酯。在所测试的离子液体中,1-乙基-3-甲基咪唑鎓([emim]Br)的选择性最高(100%),CC产率最高(98%)。所得环状碳酸酯无需任何纯化,直接与作为模型交联剂的二亚乙基三胺反应以制备NIPU泡沫。发现与使用传统TBAB催化剂(26分钟15秒)获得的相比,用溴化咪唑鎓离子液体合成的基于大豆油的CC表现出明显更短的胶凝时间([emim]Br为8分钟50秒,[bmim]Br为9分钟35秒)。较短的胶凝时间是泡沫交联过程的关键参数。对所得泡沫进行了力学测试和形态分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7efe/11356965/09d748b901a3/molecules-29-03908-g015.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7efe/11356965/2a4d3b9215b5/molecules-29-03908-g009.jpg
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本文引用的文献

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A review on vegetable oil-based non isocyanate polyurethane: towards a greener and sustainable production route.基于植物油的非异氰酸酯聚氨酯综述:迈向更绿色、可持续的生产路线
RSC Adv. 2024 Mar 19;14(13):9273-9299. doi: 10.1039/d3ra08684d. eCollection 2024 Mar 14.
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Tailor-Made Bio-Based Non-Isocyanate Polyurethanes (NIPUs).定制的生物基非异氰酸酯聚氨酯(NIPUs)。
Polymers (Basel). 2023 Mar 22;15(6):1589. doi: 10.3390/polym15061589.
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Synthesis of Nonisocyanate Poly(hydroxy)urethanes from Bis(cyclic carbonates) and Polyamines.
由双(环状碳酸酯)和多胺合成非异氰酸酯聚(羟基)聚氨酯。
Polymers (Basel). 2022 Jul 2;14(13):2719. doi: 10.3390/polym14132719.
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