Kong Lingcan, Wong Hok-Lai, Tam Anthony Yiu-Yan, Lam Wai Han, Wu Lixin, Yam Vivian Wing-Wah
State Key Laboratory of Supramolecular Structure and Materials and College of Chemistry, Jilin University , Changchun 130012, P.R. China.
ACS Appl Mater Interfaces. 2014 Feb 12;6(3):1550-62. doi: 10.1021/am404242a. Epub 2014 Jan 17.
Two series of Bodipy-containing photochromic spirooxazine and spiropyran derivatives have been designed, synthesized and characterized by (1)H NMR, ESI mass spectrometry and elemental analysis. Their electrochemical and photochromic properties were investigated. The photophysical, ultrafast transient absorption, and fluorescence resonance energy transfer (FRET) properties from Bodipy (donor) to the ring-opened merocyanine (acceptor) were also studied. Upon photoexcitation, all the photochromic spirooxazine- and spiropyran-containing compounds exhibited reversible photochromism. Computational studies have been performed to provide further insights into the nature of the electronic transitions for the two classes of compounds. The rate constants and activation parameters for thermal bleaching reactions of compounds SO, SP-alkyne, 1-3, and 8-10 were determined through kinetic studies in acetonitrile. The thermal bleaching reaction rate of the spiropyran-containing compounds is found to be much slower than that of the spirooxazine-containing counterparts.
设计、合成了两个系列含氟硼二吡咯的光致变色螺恶嗪和螺吡喃衍生物，并通过¹H NMR、ESI质谱和元素分析对其进行了表征。研究了它们的电化学和光致变色性质。还研究了从氟硼二吡咯（供体）到开环部花青（受体）的光物理、超快瞬态吸收和荧光共振能量转移（FRET）性质。光激发后，所有含光致变色螺恶嗪和螺吡喃的化合物均表现出可逆的光致变色现象。已进行计算研究，以进一步深入了解这两类化合物的电子跃迁性质。通过在乙腈中的动力学研究，测定了化合物SO、SP-炔烃、1-3和8-10的热褪色反应速率常数和活化参数。发现含螺吡喃的化合物的热褪色反应速率比含螺恶嗪的对应物慢得多。
