Tunable and highly efficient light-harvesting antenna systems based on 1,7-perylene-3,4,9,10-tetracarboxylic acid derivatives

Chemical Science
Rajeev K DubeyWolter F Jager

Abstract

We report the synthesis and excited-state dynamics of a series of five bichromophoric light-harvesting antenna systems, which are capable of efficient harvesting of solar energy in the spectral range of 350-580 nm. These antenna systems have been synthesized in a modular fashion by the covalent attachment of blue light absorbing naphthalene monoimide energy donors (D1, D2, and D3) to green light absorbing perylene-3,4,9,10-tetracarboxylic acid derived energy acceptors, 1,7-perylene-3,4,9,10-tetracarboxylic tetrabutylester (A1), 1,7-perylene-3,4,9,10-tetracarboxylic monoimide dibutylester (A2), and 1,7-perylene-3,4,9,10-tetracarboxylic bisimide (A3). The energy donors have been linked at the 1,7-bay-positions of the perylene derivatives, thus leaving the peri positions free for further functionalization and device construction. A highly stable and rigid structure, with no electronic communication between the donor and acceptor components, has been realized via an all-aromatic non-conjugated phenoxy spacer between the constituent chromophores. The selection of donor naphthalene derivatives for attachment with perylene derivatives was based on the effective matching of their respective optical properties to achieve efficient excit...Continue Reading

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Citations

Aug 9, 2018·Chemistry : a European Journal·Brijith ThomasHuub J M de Groot
Apr 17, 2020·Chemical Communications : Chem Comm·Rajeev K DubeyWolter F Jager
Dec 1, 2016·ChemPlusChem·Peng ZhangYun-Bao Jiang
Oct 23, 2020·The Journal of Chemical Physics·Abbey M PhilipWolter F Jager
Feb 1, 2019·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Damla InanFerdinand C Grozema

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Methods Mentioned

BETA
NMR
column chromatography
Fluorescence

Software Mentioned

Lifespec
F900

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