Novel Series of Diaminoanthraquinone-Based π-Extendable Building Blocks with Tunable Optoelectronic Properties

Ganesh Masilamani; Harikrishna Batchu; Dana Amsallem; Anjan Bedi

doi:10.1021/acsomega.2c03609

Novel Series of Diaminoanthraquinone-Based π-Extendable Building Blocks with Tunable Optoelectronic Properties

Ganesh Masilamani
, Harikrishna Batchu
, Dana Amsallem
, Anjan Bedi^*

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

We have achieved the first series of DAAQ-based building blocks, viz., n-TIPS-DAAQs (n = 1-4), and unraveled a rational design of their π-extension. Sequentially increasing numbers (n) of the exocyclic π-linkers showed (a) a systematic bathochromic shift in both absorption and emission spectra, (b) selective stabilization of the lowest-unoccupied molecular orbital (LUMO), and (c) unselective changes in the S₀/S₁states. To our surprise, the LUMO level of 4-TIPS-DAAQ (-3.72 eV) was found to be comparable to that of PC₆₀BM.

Original language	English
Pages (from-to)	25874-25880
Number of pages	7
Journal	ACS Omega
Volume	7
Issue number	29
DOIs	https://doi.org/10.1021/acsomega.2c03609
State	Published - 26 Jul 2022

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title = "Novel Series of Diaminoanthraquinone-Based π-Extendable Building Blocks with Tunable Optoelectronic Properties",

abstract = "We have achieved the first series of DAAQ-based building blocks, viz., n-TIPS-DAAQs (n = 1-4), and unraveled a rational design of their π-extension. Sequentially increasing numbers (n) of the exocyclic π-linkers showed (a) a systematic bathochromic shift in both absorption and emission spectra, (b) selective stabilization of the lowest-unoccupied molecular orbital (LUMO), and (c) unselective changes in the S0/S1states. To our surprise, the LUMO level of 4-TIPS-DAAQ (-3.72 eV) was found to be comparable to that of PC60BM.",

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AU - Masilamani, Ganesh

AU - Batchu, Harikrishna

AU - Amsallem, Dana

AU - Bedi, Anjan

PY - 2022/7/26

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N2 - We have achieved the first series of DAAQ-based building blocks, viz., n-TIPS-DAAQs (n = 1-4), and unraveled a rational design of their π-extension. Sequentially increasing numbers (n) of the exocyclic π-linkers showed (a) a systematic bathochromic shift in both absorption and emission spectra, (b) selective stabilization of the lowest-unoccupied molecular orbital (LUMO), and (c) unselective changes in the S0/S1states. To our surprise, the LUMO level of 4-TIPS-DAAQ (-3.72 eV) was found to be comparable to that of PC60BM.

AB - We have achieved the first series of DAAQ-based building blocks, viz., n-TIPS-DAAQs (n = 1-4), and unraveled a rational design of their π-extension. Sequentially increasing numbers (n) of the exocyclic π-linkers showed (a) a systematic bathochromic shift in both absorption and emission spectra, (b) selective stabilization of the lowest-unoccupied molecular orbital (LUMO), and (c) unselective changes in the S0/S1states. To our surprise, the LUMO level of 4-TIPS-DAAQ (-3.72 eV) was found to be comparable to that of PC60BM.

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Novel Series of Diaminoanthraquinone-Based π-Extendable Building Blocks with Tunable Optoelectronic Properties

Abstract

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