Synthesis, characterization, and photoinduced electron transfer properties of core-functionalized perylene-3,4 : 9,10-bis(dicarboximide) s with pendant anthracenes
Synthesis, characterization, and photoinduced electron transfer properties of core-functionalized perylene-3,4 : 9,10-bis(dicarboximide) s with pendant anthracenes
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带有蒽侧链的核功能化苝-3,4 : 9,10-双（二甲酰亚胺）的合成、表征和光诱导电子转移性能
DOI：
10.1039/c1jm13397g
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发表时间：
2011
影响因子：
--
通讯作者：
Tobin J.Marks
中科院分区：
文献类型：
--
作者：
安藤伸治;Charusheela Ramanan;Antonio Facchetti;Michael R. Wasielewski;Tobin J.Marks
本文描述了一系列由核溴化和氰化茂-3，4：9，10-双(二甲亚胺)(PDI)结构组成的给体-受体分子，这些结构共价连接到两个末端的烷基并茂(A)上。这些具有不同烷基链长和PDI电子亲和力的杂化分子是通过1，7-二溴戊二烯四酸酸酐与适当的氨基烷基菲缩合，然后与CuCN氰化而合成的。对其热学、光学和电化学性质进行了表征。PdI部分光激发产生1(A+·-PdI−·-A)物种。用超快暂态吸收光谱表征了这种单电子电荷分离的溶液动力学，发现电荷分离速率随烷基链长度的变化而变化。这些速率的趋势归因于PDI-A结构的溶液相几何变化，反映了间隔物的灵活性。
A series of donor–acceptor molecules consisting of core-brominated and -cyanated perylene-3,4:9,10-bis(dicarboximide) (PDI) structures covalently linked to two terminal pendant alkylanthracenes (A) is described. These hybrid molecules, having varying alkyl tether lengths as well as PDI electron affinities, were synthesized by condensation of a 1,7-dibromoperylene tetracarboxylic acid anhydride with the appropriate aminoalkylanthracene, followed by cyanation with CuCN. Thermal, optical, and electrochemical properties were characterized. PDI moiety photoexcitation results in pendant anthracene oxidation, generating 1(A+˙-PDI−˙-A) species. The solution dynamics of this one-electron charge separation were characterized by ultrafast transient absorption spectroscopy, and charge separation rates are found to vary with alkyl tether length. Trends in these rates are attributed to solution phase geometric variations of the PDI-A structure, reflecting the flexibility of the spacer.