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首页> 外文期刊>Chemistry: A European journal >Photophysical Properties and Efficient, Stable, Electrogenerated Chemiluminescence of Donor-Acceptor Molecules Exhibiting Thermal Spin Upconversion
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Photophysical Properties and Efficient, Stable, Electrogenerated Chemiluminescence of Donor-Acceptor Molecules Exhibiting Thermal Spin Upconversion

机译：表现热自旋上转换的供体-受体分子的光物理性质和高效，稳定的电化学发光

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摘要

The photophysical properties and electrogenerated chemiluminescence (ECL) of three donor-acceptor molecules composed of dicyanobenzene and methyl-, tert-butyl-, and phenyl-substituted carbazolyl groups, 1,2,3,5-tetrakis(3,6-disubstituted-carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN-Me, 4CzIPN-tBu, and 4CzIPN-Ph, respectively) are described. These molecules show delayed fluorescence as a result of thermal spin upconversion from the lowest triplet state to the lowest singlet state at room temperature. The three molecules showed yellow to yellowish-red ECL. Remarkably, the ECL efficiencies of 4CzIPN-tBu in dichloromethane reached almost 40%. Moreover, stable ECL was emitted from 4CzIPN-tBu and 4CzIPN-Ph. In case of 4CzIPN-Me, the ECL intensity decreased during voltage cycles because of polymerization. Quantum chemical calculations revealed that polymerization was inhibited by the steric hindrance of the bulky tert-butyl and phenyl groups on the carbazolyl moieties and lowered the spin density on the carbazolyl groups through electron conjugation for 4CzIPN-Ph.
机译：由二氰基苯和甲基，叔丁基和苯基取代的咔唑基，1,2,3,5-四（3,6-二取代的-）组成的三个供体-受体分子的光物理性质和电化学发光（ECL）描述了咔唑-9-基）-4，6-二氰基苯（分别为4CzIPN-Me，4CzIPN-tBu和4CzIPN-Ph）。这些分子由于在室温下从最低的三重态到最低的单重态热自旋上转换而显示出延迟的荧光。这三个分子显示黄色至淡黄色红色ECL。值得注意的是，4CzIPN-tBu在二氯甲烷中的ECL效率几乎达到40％。此外，从4CzIPN-tBu和4CzIPN-Ph发出了稳定的ECL。在4CzIPN-Me的情况下，由于聚合，在电压循环期间ECL强度降低。量子化学计算表明，咔唑基部分上大体积叔丁基和苯基的空间位阻抑制了聚合反应，并且通过电子共轭4CzIPN-Ph降低了咔唑基团的自旋密度。

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