Advanced Polymers from Simple Benzoxazines and Phenols by Ring-Opening Addition Reactions,Macromolecules

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Advanced Polymers from Simple Benzoxazines and Phenols by Ring-Opening Addition Reactions
Macromolecules ( IF 5.1 ) Pub Date : 2020-04-02 , DOI: 10.1021/acs.macromol.0c00225
Zeynep Deliballi ₁ , Baris Kiskan ₁ , Yusuf Yagci _{1,

2}

Affiliation

Simple benzoxazines were mixed and reacted with various phenolics such as phenol, p-nitrophenol, p-cresol, 1,3-dihyroxybenzene (resorcinol), 1,3,5-trihydroxybenzene (phloroglucinol), and N-(2-hydroxyphenyl)benzamide. The influence of these phenolic compounds on ring-opening polymerization temperature of benzoxazines was examined by DSC analysis. The cresol-based benzoxazine (C-a) and phenolics yielded polymers with molecular weight of around 1500 Da. Interestingly, for C-a/resorcinol- and C-a/phloroglucinol-based polymers, a second GPC trace was observed that corresponds to a few million daltons for mixing ratios of 4:1 and 5:1. Moreover, the mixtures of C-a and N-(2-hydroxyphenyl)benzamide gave poly(benzoxazine–benzoxazole)s through a new methodology eliminating the need of synthesis of ortho-amide benzoxazines. The obtained polymers were soluble and characterized in detail by ¹H NMR, ¹³C NMR, GPC, DSC, and TGA analyses.

中文翻译：

简单的苯并恶嗪和苯酚通过开环加成反应制得的高级聚合物

将简单的苯并恶嗪混合并与各种酚类反应，例如酚，对硝基苯酚，对甲酚，1,3-二羟苯（间苯二酚），1,3,5-三羟基苯（间苯三酚）和N-（2-羟基苯基）苯甲酰胺。通过DSC分析检查了这些酚类化合物对苯并恶嗪的开环聚合温度的影响。基于甲酚的苯并恶嗪（Ca）和酚类化合物产生的聚合物分子量约为1500 Da。有趣的是，对于基于Ca /间苯二酚和Ca /间苯三酚的聚合物，观察到第二GPC痕迹，其混合比例为4：1和5：1相当于几百万道尔顿。而且，Ca和N的混合物-（2-羟苯基）苯甲酰胺通过一种新方法制得了聚（苯并恶嗪-苯并恶唑），而无需合成邻酰胺苯并恶嗪。所得聚合物是可溶的，并通过¹ H NMR，¹³ C NMR，GPC，DSC和TGA分析进行详细表征。

更新日期：2020-04-24

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