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由单苯并恶嗪制得的高度交联聚苯并恶嗪:酚环间位取代的影响

Highly Crosslinked Polybenzoxazines from Monobenzoxazines: The Effect of Meta-Substitution in the Phenol Ring.

作者信息

Martos Alba, Soto Marc, Schäfer Hannes, Koschek Katharina, Marquet Jordi, Sebastián Rosa M

机构信息

Department of Chemistry, Universitat Autònoma de Barcelona and Centro de Innovación en Química (ORFEO-CINQA), Cerdanyola del Vallés, 08193 Barcelona, Spain.

Fraunhofer Institute for Manufacturing Technology and Advanced Materials IFAM, Adhesive Bonding Technology and Surfaces, Wiener Strasse 12, 28359 Bremen, Germany.

出版信息

Polymers (Basel). 2020 Jan 21;12(2):254. doi: 10.3390/polym12020254.

DOI:10.3390/polym12020254
PMID:31973239
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7077280/
Abstract

It is possible to control the crosslink density of polymers derived from monobenzoxazines by switching the type of substituents in the phenolic ring and their relative position with respect to the phenol group. We prepared several substituted monobenzoxazines in the para and meta positions of the phenolic ring and studied how these substituents affected the polymerization temperature of monomers and the thermal stability of the final polymers and, more extensively, how they affected the crosslink network of the final polymers. Gel content and dynamic mechanical analysis confirm that ortho- and para-orienting substituents in the meta position generate highly crosslinked materials compared to para ones. This fact can lead to the design of materials with highly crosslinked networks based on monobenzoxazines, simpler and more versatile monomers than the commercial bisbenzoxazines currently in use.

摘要

通过改变酚环中取代基的类型及其相对于酚羟基的相对位置,可以控制由单苯并恶嗪衍生的聚合物的交联密度。我们在酚环的对位和间位制备了几种取代的单苯并恶嗪,并研究了这些取代基如何影响单体的聚合温度和最终聚合物的热稳定性,更广泛地说,研究了它们如何影响最终聚合物的交联网络。凝胶含量和动态力学分析证实,与对位取代基相比,间位的邻位和对位取向取代基会生成高度交联的材料。这一事实有助于设计基于单苯并恶嗪的具有高度交联网络的材料,单苯并恶嗪是比目前使用的商业双苯并恶嗪更简单、更通用的单体。

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本文引用的文献

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Polymers (Basel). 2016 Aug 2;8(8):278. doi: 10.3390/polym8080278.
2
Design and Development of Allyl Terminal Triaryl Pyridine Core Skeletal Modified Benzoxazines Based Polybenzoxazine-Silica (PBZ-SiO2) Hybrid Nanocomposites.烯丙基封端的三芳基吡啶核心骨架改性苯并恶嗪基聚苯并恶嗪-二氧化硅(PBZ-SiO2)杂化纳米复合材料的设计与开发
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Qualitative analysis of the stability of the oxazine ring of various benzoxazine and pyridooxazine derivatives with proton nuclear magnetic resonance spectroscopy.
苯并恶嗪树脂的加速聚合和低温聚合综述:可加成聚合的可持续聚合物
Polymers (Basel). 2021 Apr 13;13(8):1260. doi: 10.3390/polym13081260.
利用质子核磁共振光谱对各种苯并恶嗪和吡啶并恶嗪衍生物的恶嗪环稳定性进行定性分析。
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