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Direct synthesis of poly(benzoxazine imide) from an ortho-benzoxazine: its thermal conversion to highly cross-linked polybenzoxazole and blending with poly(4-vinylphenol)†
Polymer Chemistry ( IF 4.6 ) Pub Date : 2018-03-08 00:00:00 , DOI: 10.1039/c8py00087e
Ahmed F. M. El-Mahdy,Shiao-Wei Kuo

This paper describes a facile one-pot synthesis of a poly(benzoxazine imide), NDOPoda Bz, through the reaction of a difunctional naphthalene dianhydride ortho-phenol (ND-ortho-phenol), paraformaldehyde, and 4,4′-oxydianiline in 1,4-dioxane, without the need for either the preparation of an amino-functionalized benzoxazine or subsequent thermal treatment. This new poly(benzoxazine imide) underwent cross-linking polymerization to form a highly cross-linked poly(benzoxazine imide), which, with additional thermal treatment, was converted to highly cross-linked polybenzoxazoles. A model monomer (NDOPa Bz) was also synthesized based on the reaction of ND-ortho-phenol with paraformaldehyde and aniline. Moreover, we investigated the blending of NDOPoda Bz with a poly(4-vinylphenol) (PVPh) homopolymer at various weight ratios to form miscible blend systems. Fourier transform infrared spectroscopy, differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA) revealed the thermal stability and thermal curing behavior of these blends, which were miscible because of strong hydrogen bonds between the C[double bond, length as m-dash]O groups of PNDOPoda BZ and the OH groups of PVPh. The DSC and TGA data suggested that these hydrogen bonds enhanced the glass transition temperatures, thermal stability, and char yields of the blends. In addition, this approach decreased the temperature for ring opening of the benzoxazine, accelerated the rate of benzoxazole ring formation of NDOPda Bz at a lower temperature, and improved the thermal stability of the formed polybenzoxazoles.

中文翻译:

苯并恶嗪直接合成聚苯并恶嗪酰亚胺:将其热转化为高度交联的聚苯并恶唑并与聚4-乙烯基苯酚共混

本文描述了一种通过双官能萘二酐苯酚(ND-苯酚),多聚甲醛和4,4'-氧二苯胺在1中的反应容易地一锅合成聚苯并恶嗪酰亚胺NDOPoda Bz的方法。,4-二恶烷,而无需制备氨基官能化的苯并恶嗪或随后的热处理。该新的聚(苯并恶嗪酰亚胺)进行交联聚合反应以形成高度交联的聚(苯并恶嗪酰亚胺),该聚苯并恶嗪酰亚胺经过额外的热处理后转化为高度交联的聚苯并恶唑。还根据ND邻位反应合成了模型单体(NDOPa Bz)-苯酚与多聚甲醛和苯胺。此外,我们研究了NDOPoda Bz与聚(4-乙烯基苯酚)(PVPh)均聚物在各种重量比下的共混形成可混溶的共混体系。傅里叶变换红外光谱,差示扫描量热法(DSC)和热重分析(TGA)揭示了这些共混物的热稳定性和热固化行为,这是由于C之间的强氢键可混溶的。[双键,长度为m-破折号]PNDOPoda BZ的O基团和PVPh的OH基团。DSC和TGA数据表明,这些氢键提高了混合物的玻璃化转变温度,热稳定性和炭收率。另外,该方法降低了苯并恶嗪开环的温度,在较低的温度下加速了NDOPda Bz的苯并恶唑环形成的速率,并改善了所形成的聚苯并恶唑的热稳定性。
更新日期:2018-03-08
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