高级检索

    钟璇, 王宇飞, 黄晴, 郭鑫, 孟嘉祺, 李欣欣. 含供电子取代基三苯胺基团苯并噁唑聚合物的合成与性能[J]. 华东理工大学学报(自然科学版), 2020, 46(4): 464-471. DOI: 10.14135/j.cnki.1006-3080.20190329006
    引用本文: 钟璇, 王宇飞, 黄晴, 郭鑫, 孟嘉祺, 李欣欣. 含供电子取代基三苯胺基团苯并噁唑聚合物的合成与性能[J]. 华东理工大学学报(自然科学版), 2020, 46(4): 464-471. DOI: 10.14135/j.cnki.1006-3080.20190329006
    ZHONG Xuan, WANG Yufei, HUANG Qing, GUO Xin, MENG Jiaqi, LI Xinxin. Synthesis and Properties of Benzoxazole Polymers Containing Electron-Donating Triphenylamine Groups[J]. Journal of East China University of Science and Technology, 2020, 46(4): 464-471. DOI: 10.14135/j.cnki.1006-3080.20190329006
    Citation: ZHONG Xuan, WANG Yufei, HUANG Qing, GUO Xin, MENG Jiaqi, LI Xinxin. Synthesis and Properties of Benzoxazole Polymers Containing Electron-Donating Triphenylamine Groups[J]. Journal of East China University of Science and Technology, 2020, 46(4): 464-471. DOI: 10.14135/j.cnki.1006-3080.20190329006

    含供电子取代基三苯胺基团苯并噁唑聚合物的合成与性能

    Synthesis and Properties of Benzoxazole Polymers Containing Electron-Donating Triphenylamine Groups

    • 摘要: 将供电子取代基异丙基和叔丁基引入三苯胺(TPA)结构中,得到4,4'-二羰基氯-4''-异丙基三苯胺(iPrTPADC)和4,4'-二羰基氯-4''-叔丁基三苯胺(tBuTPADC),并将其与硅氧烷化的4,6-二氨基间苯二酚(TBS-DAR)反应,先分别缩聚合成含异丙基三苯胺(iPrTPA)的聚苯并噁唑(PBO)前聚体(iPrTPA-PrePBO)和含叔丁基三苯胺(tBuTPA)的聚苯并噁唑前聚体(tBuTPA-PrePBO),然后经高温热关环处理分别得到含异丙基三苯胺和含叔丁基三苯胺的苯并噁唑聚合物iPrTPA-PBO和tBuTPA-PBO,研究了聚合物的溶解性能、热性能和光物理性能。结果表明:TPA基团的引入有助于改善聚合物的溶解性,热关环处理后的聚合物在二甲基亚砜中也具有较好的溶解性;聚合物在500 ℃以上环境中仍然保持优异的热稳定性;光物理性能研究表明,含供电子取代基的聚合物具有优于传统苯并噁唑聚合物的能带间隙和荧光量子产率。

       

      Abstract: TPA-functionalized prepolymer (iPrTPA-PrePBO, tBuTPA-PrePBO) was synthesized by treating 4,4'-dicarbonylchloride-4''-isopropyltriphenylamine (iPrTPADC) and 4,4'-dicarbonyl chloride-4''-tertbutyltriphenylamine (tBuTPADC) with 4,6-di(tertbutyldimethylsilylamino)-1,3-di(tertbutyldimethylsiloxy)benzene (TBS-DAR), respectively. Then, a thermal cyclization reaction was carried out to obtain two benzoxazole polymers containing electron-donating triphenylamine groups (iPrTPA-PBO, tBuTPA-PBO). The prepolymers and benzoxazole polymers were characterized by nuclear magnetic resonance spectroscopy(1H-NMR) and Fourier transforminfrared spectroscopy (FT-IR). Thermogravimetry (TG), X-ray diffraction (XRD), ultraviolet-visible spectroscopy (UV-vis) and fluorescence spectroscopy were used to analyze the solubility, thermal and photophysical properties of the polymers. The results showed that the two prepolymers had excellent solubility in conventional solvents, and the polymers after thermal cyclization reaction also had moderate solubility in solvents with a high boiling point such as dimethyl sulphoxide. The polymers existed in nitrogen atmosphere and air showed excellent thermal stability with a temperature above 500 ℃. Photophysical studies showed that polymers had higher fluorescence quantum yields than the conventional PBO, and their band gaps (about 2.0 eV) were close to the semiconductor.

       

    /

    返回文章
    返回