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磷改性腰果酚:降低挥发性有机化合物并赋予醇酸树脂涂层阻燃性能的更绿色途径。

Phosphorus Modified Cardanol: A Greener Route to Reduce VolaTile Organic Compounds and Impart Flame Retardant Properties to Alkyd Resin Coatings.

机构信息

Institute Charles Gerhardt Montpellier (ICGM), Université de Montpellier, Recherche Scientifique (CNRS), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), 34000 Montpellier, France.

Lixol, Groupe Berkem, 20 Rue Jean Duvert, 33290 Blanquefort, France.

出版信息

Molecules. 2022 Jul 30;27(15):4880. doi: 10.3390/molecules27154880.

DOI:10.3390/molecules27154880
PMID:35956832
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9369946/
Abstract

Novel phosphorylated cardanol molecules based on phosphonate (POCR) and phosphate (POCR) functions were synthetized. Those molecules have two main actions which are described in this article: the reduction in volatile organic compounds (VOC) and the development of flame retardant (FR) properties conferred on alkyd resins used as coatings for wood specimen. Phosphorylated cardanol compounds have been successfully grafted by covalent bonds to alkyd resins thanks to an auto-oxidative reaction. The impact of the introduction of POCR and POCR on the film properties such as drying time and flexibility has been studied and the thermal and flame retardant properties through differential scanning calorimeter, thermogravimetric analysis and pyrolysis-combustion flow calorimeter. These studies underscored an increase in the thermal stability and FR properties of the alkyd resins. In the cone calorimeter test, the lowest pHRR was obtained with 3 wt% P of phosphate-cardanol and exhibited a value of 170 KW.m, which represented a decrease of almost 46% compared to the POCR-free alkyd resins. Moreover, a difference in the mode of action between phosphonate and phosphate compounds has been highlighted. The most effective coating which combined excellent FR properties and good coating properties has been obtained with 2 wt% P of phosphate-cardanol. Indeed, the film properties were closed to the POCR-free alkyd resin and the pHRR decreased by 41% compared to the reference alkyd resin.

摘要

基于膦酸酯 (POCR) 和磷酸盐 (POCR) 官能团,合成了新型磷酸化腰果酚分子。这些分子有两个主要作用,在本文中进行了描述:减少挥发性有机化合物 (VOC) 和赋予用作木材标本涂层的醇酸树脂的阻燃 (FR) 性能。通过自动氧化反应,成功地通过共价键将磷酸化腰果酚化合物接枝到醇酸树脂上。研究了引入 POCR 和 POCR 对涂膜性能(如干燥时间和柔韧性)的影响,并通过差示扫描量热法、热重分析和热解-燃烧流量量热法研究了热稳定性和阻燃性能。这些研究强调了醇酸树脂热稳定性和 FR 性能的提高。在锥形量热仪测试中,含 3wt%磷的磷酸盐-腰果酚的最低 pHRR 为 170 KW.m,与无 POCR 的醇酸树脂相比,降低了近 46%。此外,还强调了磷酸酯和磷酸盐化合物之间作用模式的差异。用 2wt%磷的磷酸盐-腰果酚获得了具有最佳 FR 性能和良好涂膜性能的最有效涂料。事实上,涂膜性能接近无 POCR 的醇酸树脂,与参考醇酸树脂相比,pHRR 降低了 41%。

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本文引用的文献

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Polymers (Basel). 2019 Jan 31;11(2):224. doi: 10.3390/polym11020224.
3
Molecular Firefighting-How Modern Phosphorus Chemistry Can Help Solve the Challenge of Flame Retardancy.分子灭火——现代磷化学如何助力应对阻燃挑战
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4
Phosphorus-based Flame Retardancy Mechanisms-Old Hat or a Starting Point for Future Development?基于磷的阻燃机理——老生常谈还是未来发展的起点?
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Why are sec-alkylperoxyl bimolecular self-reactions orders of magnitude faster than the analogous reactions of tert-alkylperoxyls? The unanticipated role of CH hydrogen bond donation.为什么仲烷基过氧自由基的双分子自反应比叔烷基过氧自由基的类似反应快几个数量级?CH氢键供体的意外作用。
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Alkyd paints in art: characterization using integrated mass spectrometry.艺术中的醇酸树脂涂料:使用集成质谱法进行表征。
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