新型三苯胺衍生物之合成與電化學研究

Synthesis and Electrochemical Studies of a Novel Triphenylamine Derivative

高敏昭(Min-Jhao Gao)

指導教授 ： 鄭淑華

國立暨南國際大學/科技學院/應用化學系/碩士(2009年)

摘要

本論文以Suzuki coupling反應成功合成出新型三苯胺衍生物4,4'-二對胺基苯-4"-對甲氧基三苯胺（BAPMTPA）。此新的化合物以4-對甲氧基三苯胺 （MTPA）為主體，在苯環對位接上兩個苯胺基。在含有0.1 M TBAP的CH3CN溶液中，以循環伏安法檢測BAPMTPA，呈現出三對氧化還原波。BAPMTPA在CH3CN呈現最大吸收波長在335 nm。以波長345 nm激發，則發出藍色螢光，最大放射波長在428 nm。BAPMTPA能以電化學氧化方式聚合沉積在玻璃質碳電極及ITO電極上。以CV檢測在ITO電極上的導電高分子PBAPMTPA，顯示出兩對氧化還原對，半波電位分別為0.65和0.94 V。在含有0.1 M TBAP的CH3CN溶液中，ITO電極上的高分子薄膜經100圈來回掃描後，表現出良好的穩定性。PBAPMTPA呈現出新的最大吸收波長在360 nm。在含有0.1 M TBAP的CH3CN溶液中，PBAPMTPA在ITO上，於電位0 ~ 1.05 V之間具有電致色變的性質。ITO電極上的PBAPMTPA從中性態到氧化態，在850 nm處光學對比約33 %。PBAPMTPA在氧化態展現出快速的響應時間，在波長850 nm約1.7秒。PBAPMTPA在氧化時呈現出短暫的記憶效應。

關鍵字

Suzuki coupling反應 ； 循環伏安法 ； 螢光 ； 電化學聚合 ； 電致色變

並列摘要

A novel triphenylamine derivative, 4,4'-bis(4-aminophenyl)-4"-methoxytriphenylamine (BAPMTPA), was synthesized successfully by Suzuki coupling reaction. This new compound bears a 4-methoxytriphenylamine (MTPA) unit fused with two aminophenyl groups on the para sites. Cyclic voltammetry (CV) of BAPMTPA in CH3CN containing 0.1 M TBAP revealed three pairs of oxidation and reduction waves. Spectral studies of BAPMTPA in CH3CN showed absorption band at 335 nm. Blue light fluorescence at 428 nm was observed when BAPMTPA in CH3CN was excited at 345 nm. BAPMTPA can be electropolymerized onto glassy carbon and ITO electrodes. The corresponding conducting polymer PBAPMTPA on ITO has been characterized by cyclic voltammetry, exhibiting two reversible redox couples at E1/2 = 0.65 and 0.94 V, respectively. PBAPMTPA on ITO showed a new absorption band λmax at 355 nm. The polymer film on ITO exhibited high stability after electrochemical repeated scans (100 cycles) in CH3CN containing 0.1 M TBAP. Spectroelectrochemical experiments showed that PBAPMTPA on ITO displayed electrochromic properties at applied potentials between 0 to 1.05 V in CH3CN containing 0.1 M TBAP. The PBAPMTPA on ITO reveal dual color switching from neutral state to oxidation state and 33 % optical contrast at 850nm. PBAPMTPA showed fast switching time for oxidation state as 1.7 s at 850 nm. The PBAPMTPA revealed short memory effect at oxidized form.

並列關鍵字

Suzuki coupling reaction ； Cyclic voltammetry ； Fluorescence ； Electropolymerization ； Electrochromism

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