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含烯丙基的三元酚型苯并噁嗪的合成及性能 被引量:1

Synthesis and Properties of Allyl-containing Trisphenol-based Benzoxazine
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摘要 以合成的1,3,5-三(p-羟基苯基)苯(TP)、烯丙基胺和甲醛为原料,合成了一种新型的含烯丙基的三元酚型苯并噁嗪单体——1,3,5-三(3-烯丙基-3,4-二氢-2H-1,3-苯并噁嗪基)苯(tp-ala).采用核磁共振谱、傅里叶变换红外光谱、紫外-可见吸收光谱和差示扫描量热表征了tp-ala的结构和固化行为,用热失重分析、动态热机械分析和荧光光谱测试了固化物P-tp-ala的热性能及光学性能.结果表明,烯丙基的引入使P-tp-ala玻璃化转变温度高达322℃,5%的热失重温度为351℃,800℃残炭率达到61.4%,与不含烯丙基的三元酚型苯并噁嗪相比具有较好的耐热性.在233 nm激发波长下,P-tp-ala的荧光发射波长为350 nm,具有荧光性能.由于P-tp-ala中的芳香含量高,使其折射率高达1.6325,在防折射涂层方面有很好的应用潜力. 1,3,5-Tri ( 3-allyl-3,4-dihydro-2H- 1,3-benzoxa-zinyl ) benzene (tp-ala) was synthesized using allyl amine, para-formaldehyde and new synthesized 1,3,5-tri (p-hydroxyl-phenyl)benzene. The chemical structure of tp-ala was characterized by nuclear magnetic resonance spectroscopy (^1H NMR, ^13C NMR), Fourier trans- form infrared spectroscopy (FTIR) and ultraviolet and visible absorption spectroscopy (UV-Vis). The curing behavior of tp-ala was studied by differential scanning calorimetry (DSC) analysis. The thermal and optical properties of cured tp-ala(P-tp-ala) were observed. The results showed that by introducing the allyl-group, the Tg of P-tp-ala was 322 ℃. 5% mass loss temperature was at 356 ℃ and the char yield at 800 ℃ was 61.4%, which were higher than those of the reported trisphenol-based polybenzoxazines. P-tp-ala also showed photolumineseent property. The fluorescence emission wavelength of P-tp-ala under an excitation at 233 nm was at 350 nm. In addition, due to the high aromatic content of P-tp-ala, P-tp-ala had a high refractive index of 1. 6325. The high refractive-index characteristic makes P-tp-ala thermoset a potential candidate in antireflective coating.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2014年第11期2494-2498,共5页 Chemical Journal of Chinese Universities
基金 国家自然科学基金(批准号:21074067)资助~~
关键词 含烯丙基的三元酚型聚苯并噁嗪 热性能 光学性能 Allyl-containing trisphend-based polybenzoxazine Thermal property Photoluminescent property
作者简介 联系人:鲁在君,男,教授,主要从事苯并嗯嗪复合材料及药物缓释材料阴离子聚合研究.E-mail:z.lu@sdu.edu.cn
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