Synthesis of a new zinc phthalocyanine-benzoquinone rigid dyad

Chi Hang Lee; Young Ju Yun; Jianchang Guo; Lin X. Chen; Braja K. Mandal

doi:10.1142/S1088424620500510

Synthesis of a new zinc phthalocyanine-benzoquinone rigid dyad

Chi Hang Lee, Young Ju Yun, Jianchang Guo, Lin X. Chen, Braja K. Mandal^*

^*Corresponding author for this work

Chemistry

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

Abstract

A new zinc phthalocyanine-benzoquinone rigid dyad, QnZnPc-G2 was synthesized as a model compound to study photo-induced charge separation mimicking natural photosynthesis. Compared to its previously reported analog, this dyad has an additional fused benzene ring between the zinc phthalocyanine (ZnPc) (donor) and benzoquinone (acceptor) moieties. The rigid structure of QnZnPc-G2 (i.e. no rotamers) is designed to minimize the unusual electronic perturbation induced by the internal motions, which resulted in a significant increase in the lifetime of the charged separated state (from 40 ps to 252 ps). Physical and photochemical properties of this new dyad were examined and discussed in this paper.

Original language	English (US)
Pages (from-to)	56-65
Number of pages	10
Journal	Journal of Porphyrins and Phthalocyanines
Volume	25
Issue number	1
DOIs	https://doi.org/10.1142/S1088424620500510
State	Published - Jan 2021

Keywords

donor-Acceptor dyads
organic solar cells
photo-induced electron transfer
photosynthesis
phthalocyanines

ASJC Scopus subject areas

Chemistry(all)

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title = "Synthesis of a new zinc phthalocyanine-benzoquinone rigid dyad",

abstract = "A new zinc phthalocyanine-benzoquinone rigid dyad, QnZnPc-G2 was synthesized as a model compound to study photo-induced charge separation mimicking natural photosynthesis. Compared to its previously reported analog, this dyad has an additional fused benzene ring between the zinc phthalocyanine (ZnPc) (donor) and benzoquinone (acceptor) moieties. The rigid structure of QnZnPc-G2 (i.e. no rotamers) is designed to minimize the unusual electronic perturbation induced by the internal motions, which resulted in a significant increase in the lifetime of the charged separated state (from 40 ps to 252 ps). Physical and photochemical properties of this new dyad were examined and discussed in this paper. ",

keywords = "donor-Acceptor dyads, organic solar cells, photo-induced electron transfer, photosynthesis, phthalocyanines",

author = "Lee, {Chi Hang} and Yun, {Young Ju} and Jianchang Guo and Chen, {Lin X.} and Mandal, {Braja K.}",

note = "Funding Information: This research was supported in part by a grant from the National Science Foundation (CHE–0203245). The optical transient absorption section of the work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Chemical, Biological and Geological Sciences Division, under Contract No. DE-AC02-06CH11357. Publisher Copyright: {\textcopyright} 2021 World Scientific Publishing Company.",

year = "2021",

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doi = "10.1142/S1088424620500510",

language = "English (US)",

volume = "25",

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AU - Yun, Young Ju

AU - Guo, Jianchang

AU - Chen, Lin X.

AU - Mandal, Braja K.

N1 - Funding Information: This research was supported in part by a grant from the National Science Foundation (CHE–0203245). The optical transient absorption section of the work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Chemical, Biological and Geological Sciences Division, under Contract No. DE-AC02-06CH11357. Publisher Copyright: © 2021 World Scientific Publishing Company.

PY - 2021/1

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N2 - A new zinc phthalocyanine-benzoquinone rigid dyad, QnZnPc-G2 was synthesized as a model compound to study photo-induced charge separation mimicking natural photosynthesis. Compared to its previously reported analog, this dyad has an additional fused benzene ring between the zinc phthalocyanine (ZnPc) (donor) and benzoquinone (acceptor) moieties. The rigid structure of QnZnPc-G2 (i.e. no rotamers) is designed to minimize the unusual electronic perturbation induced by the internal motions, which resulted in a significant increase in the lifetime of the charged separated state (from 40 ps to 252 ps). Physical and photochemical properties of this new dyad were examined and discussed in this paper.

AB - A new zinc phthalocyanine-benzoquinone rigid dyad, QnZnPc-G2 was synthesized as a model compound to study photo-induced charge separation mimicking natural photosynthesis. Compared to its previously reported analog, this dyad has an additional fused benzene ring between the zinc phthalocyanine (ZnPc) (donor) and benzoquinone (acceptor) moieties. The rigid structure of QnZnPc-G2 (i.e. no rotamers) is designed to minimize the unusual electronic perturbation induced by the internal motions, which resulted in a significant increase in the lifetime of the charged separated state (from 40 ps to 252 ps). Physical and photochemical properties of this new dyad were examined and discussed in this paper.

KW - donor-Acceptor dyads

KW - organic solar cells

KW - photo-induced electron transfer

KW - photosynthesis

KW - phthalocyanines

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Synthesis of a new zinc phthalocyanine-benzoquinone rigid dyad

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Keywords

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