三(4-(雙苯胺基)-直線型多聯苯基)-甲醇之合成,UV吸收及 電化學特性之研究

Abstract

我們利用了Miyaura-Suzuki coupling 與Büchwald-Hartwig C-N coupling等方法合成出一系列多苯環芳香胺基系列化合物F1~F6，測量這些化合物的電化學、紫外光吸收、光譜電化學等測量，並進行電聚膜的製備。結果顯示當橋接苯環的個數增加時，其共軛長度增加，吸收光譜紅移。且三苯胺的作用會影響OH基團的解離程度，但不影響解離後的吸收波長。化合物F1~F4可於ITO表面形成電聚合薄膜。 綜合以上電化學和光物理性質測量，選擇條件較為適合的F2電聚膜，於不同電位下進行吸收光譜之測量，可以觀察膜顏色變化隨著電位增加而變化。化合物F2電聚膜吸收波長為500 nm時，其著色時間為1.9秒，褪色時間為2.8秒，此著色效率(coloration efficiency) η (500 nm) 為 74.34 cm2C-1。其吸收波長為750 nm時，著色時間為6.4秒，褪色時間為3.7秒，著色效率(coloration efficiency) η(750 nm)為 39 cm2C-1。

We synthesized a series of Polycyclic aromatic amine-based compounds F1~F6 through Suzuki-Miyaura coupling and Büchwald-Hartwig C-N coupling. We measured their physical properties including electrochemical properties, UV absorption and Spectroelectrochemical characterization; meanwhile, we fabricated their films by electropolymerization. We observed bathochromic shift in the UV absorption spectrum as the conjugation length extended with increasing number of bridge molecule. The influence of triphenylamine is on the extent of ionization of OH group instead of on the absorption wavelength after ionization. We fabricated films of compound F1~F4 on the surface of ITO conducting glasses by electropolymerization. After summarized the electrochemical and photophysical properties, we chosed the film of F2 by chemical polymerization to proceed the absorption spectrum measurement under different potential, it turned out that different film color can be observed. The film F2 requried 1.9 s for coloration at 500 nm and 2.8 s for bleaching. The coloring efficiency η (500 nm) = 74.34 cm2C-1. The film F2 requried 6.4 s for coloration at 750 nm and 3.7 s for bleaching. The coloring efficiency η (750 nm) = 39 cm2C-1.