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首页> 外文期刊>Chemistry: A European journal >Towards Solar Energy Storage in the Photochromic Dihydroazulene-Vinylheptafulvene System
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Towards Solar Energy Storage in the Photochromic Dihydroazulene-Vinylheptafulvene System

机译：迈向光致变色二氢氮杂烯-乙烯基庚二烯体系中的太阳能存储

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摘要

One key challenge in the field of exploitation of solar energy is to store the energy and make it available on demand. One possibility is to use photochromic molecules that undergo light-induced isomerization to metastable isomers. Here we present efforts to develop solar thermal energy storage systems based on the dihydroazulene (DHA)/vinylheptafulvene (VHF) photo/thermoswitch. New DHA derivatives with one electron-withdrawing cyano group at position 1 and one or two phenyl substituents in the five-membered ring were prepared by using different synthetic routes. In particular, a diastereoselective reductive removal of one cyano group from DHAs incorporating two cyano groups at position 1 turned out to be most effective. Quantum chemical calculations reveal that the structural modifications provide two benefits relative to DHAs with two cyano groups at position 1: 1) The DHA-VHF energy difference is increased (i.e., higher energy capacity of metastable VHF isomer); 2) the Gibbs free energy of activation is increased for the energy-releasing VHF to DHA back-reaction. In fact, experimentally, these new derivatives were so reluctant to undergo the back-reaction at room temperature that they practically behaved as DHA to VHF one-way switches. Although lifetimes of years are at first attractive, which offers the ultimate control of energy release, for a real device it must of course be possible to trigger the back-reaction, which calls for further iterations in the future.
机译：太阳能开发领域的主要挑战之一是存储能量并按需提供。一种可能性是使用经历光诱导的异构化为亚稳态异构体的光致变色分子。在这里，我们目前正在努力开发基于二氢azulene（DHA）/乙烯基庚二烯（VHF）光电/热敏开关的太阳能储热系统。采用不同的合成路线，制备了新的DHA衍生物，其在1位具有一个吸电子氰基，在五元环上具有一个或两个苯基取代基。尤其是，从DHA中在位置1处引入两个氰基的非对映选择性还原还原一个氰基是最有效的。量子化学计算表明，相对于在位置1：1具有两个氰基的DHA，结构修饰提供了两个好处：1）DHA-VHF能量差增加（即，亚稳VHF异构体的能量容量更高）; 2）对于释放能量的VHF到DHA的背反应，增加了吉布斯活化能。实际上，从实验上讲，这些新衍生物不愿在室温下发生逆反应，以至于它们实际上充当了DHA至VHF的单向开关。尽管起初的使用寿命很吸引人，可以提供最终的能量释放控制，但是对于真正的设备，当然必须能够触发反向反应，这需要在将来进行进一步的迭代。

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