Matrix dependence of light emission from TCNQ adducts

Matrix dependence of light emission from TCNQ adducts
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DOI:
10.1039/b104992p
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发表时间:
2001-01-01
影响因子:
--
通讯作者:
Rumbles, G
Rumbles, G
中科院分区:
其他
文献类型:
--
作者:
Bloor, D;Kagawa, Y;Rumbles, G

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伯胺和仲胺与 7,7,8,8-四氰基-对醌二甲烷 (TCNQ) 的反应会产生单取代和二取代的加合物。已观察到其中几种化合物的荧光发射。 TCNQ加合物2-{4-[(2,6-二甲基吗啉-4-基)(4-甲基哌啶-1-基)亚甲基]环己-2,5-二烯-1-亚基}丙二腈(MORPIP)和在各种环境中研究了 2-{4-[环己-1-基四氢嘧啶-2(1H)-亚基]环己-2,5-二烯-1-亚基}丙二腈 (AMINO)。这些包括室温下的醇溶液和晶体以及作为温度函数的玻璃形成溶剂和聚合物薄膜。发现荧光量子产率和斯托克斯位移对基质非常敏感。晶体结构数据表明分子在基态下是非平面的。基质效应根据光激发期间的构象变化以及基质对此施加的约束进行讨论。
The reactions of primary and secondary amines with 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) lead to mono- and di-substituted adducts. Fluorescence emission has been observed for several of these compounds. The luminescence property of the TCNQ adducts, 2-{4-[(2,6-dimethylmorpholin-4-yl)(4-methylpiperidin-1-yl) methylene]cyclohexa-2,5-dien-1-ylidene}malononitrile (MORPIP) and 2-{4-[cyclohex-1-yltetrahydropyrimidin-2(1H)-ylidene]cyclohexa-2,5-dien-1-ylidene}malononitrile (AMINO) were investigated in a variety of environments. These included alcohol solutions and crystals at room temperature and glass forming solvents and polymer films as a function of temperature. The fluorescence quantum yields and Stokes' shifts were found to be very sensitive to the matrix. Crystal structure data show that the molecules are non-planar in the ground state. The matrix effect is discussed in terms of the conformational change during photo-excitation and the constraint imposed on this by the matrix.