Syntheses and Characterization of Skeletally Modified Cardanol Based Asymmetric Benzoxazines with Enhanced Thermal and Hydrophobic Properties

IF 1 4区化学 Q4 POLYMER SCIENCE

Polymer Science, Series B Pub Date : 2022-08-31 DOI:10.1134/S1560090422700294

Govindraj Latha, Rajalakshmi D, Srinivasan Harinei, Arumugam Hariharan, Krishnasamy Balaji, Muthukaruppan Alagar

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Abstract—

Two different skeletally modified cardanol based asymmetric benzoxazines monomers, cardanol-aminophenol/p-toludine and cardanol-aminophenol/4-fluoroaniline, were synthesized using cardanol, 4‑aminophenol, p-toludine/4-fluoroaniline and paraformaldehyde through Mannich condensation reaction. The molecular structure of the benzoxazine monomers was confirmed by FTIR and ¹H-NMR spectral analyses. Cure behavior and thermal stability were studied using differential scanning calorimetry and thermogravimetric analysis respectively. It was found that these benzoxazines exhibit marginally lower polymerization temperature than that of conventional benzoxazines. The formation of polybenzoxazine was confirmed by FTIR analysis after the thermal curing through the cleavage of benzoxazine ring and subsequently led to the formation of three-dimensional cross-linked network structure. Among the polybenzoxazines studied, poly(cardanol-aminophenol/4-fluoroaniline) possess better thermal stability than that of poly(cardanol-aminophenol/p-toludine) due to fluoro substitution in the molecular structure of benzoxazine. Both polybenzoxazines exhibit an excellent thermal and hydrophobic behavior.

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骨架修饰腰果酚基非对称苯并恶嗪的合成与表征

摘要以腰果酚、4-氨基酚、对甲苯胺和多聚甲醛为原料，通过曼尼希缩合反应合成了腰果酚-氨基酚/对甲苯胺和腰果酚-氨基酚/4-氟苯胺两种不同骨架改性腰果酚基不对称苯并杂嗪单体。通过FTIR和1H-NMR谱分析证实了苯并恶嗪单体的分子结构。用差示扫描量热法和热重法分别研究了固化行为和热稳定性。结果表明，这些苯并恶嗪的聚合温度略低于常规苯并恶嗪。热固化后，通过苯并恶嗪环的解理，形成三维交联网络结构，通过FTIR分析证实了聚苯并恶嗪的形成。在所研究的聚苯并恶嗪中，聚腰果酚-氨基酚/4-氟苯胺由于在苯并恶嗪的分子结构中有氟取代，因此比聚腰果酚-氨基酚/对甲苯胺具有更好的热稳定性。两种聚苯并恶嗪均表现出优异的热疏水性。

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来源期刊

Polymer Science, Series B 化学-高分子科学

CiteScore

1.80

自引率

8.30%

发文量

审稿时长

>0 weeks

期刊介绍： Polymer Science, Series B is a journal published in collaboration with the Russian Academy of Sciences. Series B experimental and theoretical papers and reviews dealing with the synthesis, kinetics, catalysis, and chemical transformations of macromolecules, supramolecular structures, and polymer matrix-based composites (6 issues a year). All journal series present original papers and reviews covering all fundamental aspects of macromolecular science. Contributions should be of marked novelty and interest for a broad readership. Articles may be written in English or Russian regardless of country and nationality of authors. All manuscripts are peer reviewed