新型以苯甲醛與三苯胺衍生物合成之芳香族聚合物與其電致變色及光致變色性質之研究

Synthesis, Electrochromic and Photochromic Properties of Novel Aromatic Polymers from Benzaldehyde and Triphenylamine Derivatives

張慧文(Hui-Wen Chang)

指導教授 ： 劉貴生 ； 蘇玉龍

國立暨南國際大學/科技學院/應用化學系/碩士(2008年)

https://doi.org/10.6837/NCNU.2008.00296

摘要

一系列新型以三苯胺為主體的芳香族聚合物經由苯甲醛與不同形式的三苯胺衍生物在存在酸性催化劑條件下以縮合聚合的方式被合成。在結構的鑑定上藉由NMR的氫譜與碳譜顯示此親核性取代反應只發生在三苯胺衍生物的對位位置上。這些聚合物在甲苯溶液中的紫外光吸收帶表現在309-324 nm，最大放射波長在藍光區域大約370-417nm。由循環伏安法圖譜得知所有聚合物擁有可逆的氧化還原峰，其氧化電位 (Eonset) 大約是0.42-0. 90 V，顯示這些聚合物具有電化學活性。另外，這些芳香族聚合物溶於氯仿溶液中，在紫外光照射下會展現類似電致變色的光致變色特性，顏色由無色轉變為綠色。所有聚合物擁有高的玻璃轉換溫度 (Tg) 約 197-217 oC及好的溶解度與成模性。這些特別的光氧化形態可能可以被用作新型的光導體材料。

關鍵字

電洞傳輸聚合物；三苯胺；苯甲醛；縮合聚合；電致變色；光致變色

並列摘要

A series of novel triphenylamine-based aromatic polymers were synthesized by condensation polymerization of benzaldehyde with various types of triphenylamine derivatives in the presence of an acid catalyst. Structural characterization by 1H and 13C NMR spectroscopy show that the electrophilic substitution reaction occurs exclusively at the para-position of triphenylamine derivatives. These polymers exhibited UV-vis absorption bands at 309-324 nm in toluene solution. The photoluminescence spectra showed maximum bands around 370-417 nm in the blue region. Cyclic voltammograms of all polymers show reversible oxidation redox peaks and Eonset around 0.42-0.90 V, indicating that the polymers are electrochemically active. These aromatic polymers revealed photochromic characteristics in chloroform under irradiation with light conformity to their electrochromic characteristics, with color change from colorless to green. In addition to high glass transition temperatures (Tg) in the range of 197-217 oC, all the obtained polymers also possess good solubility and film formability. This special photooxidation form might be considered as a novel photoconductor.

並列關鍵字

hole transport polymer ； triarylamine ； benzaldehyde ； condensation polymerization ； electrochromic ； photochromic

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