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Issue 12, 2014
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Submillisecond-lived photoinduced charge separation in a fully conjugated phthalocyanine–perylenebenzimidazole dyad

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Abstract

A fully electronically conjugated phthalocyanine–perylenemonoimidebenzimidazole system, ZnPc–PMIBI 2, where the conjugation goes through the imide position of the perylene has been synthesized. The preparation was made possible by the condensation of a new unsymmetrically substituted diaminophthalocyanine, ZnPc(NH2)2, with a perylene monoanhydride monoimide. Both the experimental and the computational (DFT) results indicate that ZnPc–PMIBI exhibits significant intramolecular electronic interactions. The lifetime of the charge-separated (CS) state was extended to 0.26 ms, corresponding to the longest value ever reported for a covalent phthalocyanine–peryleneimide system in solution, and is attributed to the synergy of an extremely low CS energy, lower than the triplet energy of each chromophore, together with the coupling between both units, allowing fast charge separation.

Graphical abstract: Submillisecond-lived photoinduced charge separation in a fully conjugated phthalocyanine–perylenebenzimidazole dyad

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Supplementary files

Article information


Submitted
29 May 2014
Accepted
28 Jul 2014
First published
28 Jul 2014

Chem. Sci., 2014,5, 4785-4793
Article type
Edge Article
Author version available

Submillisecond-lived photoinduced charge separation in a fully conjugated phthalocyanine–perylenebenzimidazole dyad

V. M. Blas-Ferrando, J. Ortiz, K. Ohkubo, S. Fukuzumi, F. Fernández-Lázaro and Á. Sastre-Santos, Chem. Sci., 2014, 5, 4785
DOI: 10.1039/C4SC01579G

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