Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules

Zhengxu Cai; Ricardo J. Vázquez; Donglin Zhao; Lianwei Li; Wai Yip Lo; Na Zhang; Qinghe Wu; Bradley Keller; Audrey Eshun; Neranga Abeyasinghe; Halley Banaszak-Holl; Theodore Goodson; Luping Yu

doi:10.1021/acs.chemmater.7b01512

Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules

Zhengxu Cai, Ricardo J. Vázquez, Donglin Zhao, Lianwei Li, Wai Yip Lo, Na Zhang, Qinghe Wu, Bradley Keller, Audrey Eshun, Neranga Abeyasinghe, Halley Banaszak-Holl, Theodore Goodson^*, Luping Yu

^*Corresponding author for this work

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

55 Citations (Scopus)

Abstract

A new series of donor-acceptor ladder-type molecules were synthesized via Scholl reaction. These molecules contain up to 25-fused rings but still show good air stability and good solubility. The ring-fusing reaction is found to be sensitive to the nature of the side-chain in donor units. The molecular conformations were investigated by 2D NMR and DFT calculations. The photophysical properties were investigated and an intense intramolecular charge-transfer was observed. All of the molecules exhibit two-photon absorption (TPA) activity, and their TPA cross-section shows a linear relationship with increasing conjugation length of the thienoacene-PDI derivatives.

Original language	English
Pages (from-to)	6726-6732
Number of pages	7
Journal	Chemistry of Materials
Volume	29
Issue number	16
DOIs	https://doi.org/10.1021/acs.chemmater.7b01512
Publication status	Published - 22 Aug 2017
Externally published	Yes

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Cai, Z., Vázquez, R. J., Zhao, D., Li, L., Lo, W. Y., Zhang, N., Wu, Q., Keller, B., Eshun, A., Abeyasinghe, N., Banaszak-Holl, H., Goodson, T., & Yu, L. (2017). Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules. Chemistry of Materials, 29(16), 6726-6732. https://doi.org/10.1021/acs.chemmater.7b01512

@article{803c88af936944aca354e874dc8ecc4b,

title = "Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules",

abstract = "A new series of donor-acceptor ladder-type molecules were synthesized via Scholl reaction. These molecules contain up to 25-fused rings but still show good air stability and good solubility. The ring-fusing reaction is found to be sensitive to the nature of the side-chain in donor units. The molecular conformations were investigated by 2D NMR and DFT calculations. The photophysical properties were investigated and an intense intramolecular charge-transfer was observed. All of the molecules exhibit two-photon absorption (TPA) activity, and their TPA cross-section shows a linear relationship with increasing conjugation length of the thienoacene-PDI derivatives.",

author = "Zhengxu Cai and V{\'a}zquez, {Ricardo J.} and Donglin Zhao and Lianwei Li and Lo, {Wai Yip} and Na Zhang and Qinghe Wu and Bradley Keller and Audrey Eshun and Neranga Abeyasinghe and Halley Banaszak-Holl and Theodore Goodson and Luping Yu",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = aug,

day = "22",

doi = "10.1021/acs.chemmater.7b01512",

language = "English",

volume = "29",

pages = "6726--6732",

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publisher = "American Chemical Society",

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Cai, Z, Vázquez, RJ, Zhao, D, Li, L, Lo, WY, Zhang, N, Wu, Q, Keller, B, Eshun, A, Abeyasinghe, N, Banaszak-Holl, H, Goodson, T & Yu, L 2017, 'Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules', Chemistry of Materials, vol. 29, no. 16, pp. 6726-6732. https://doi.org/10.1021/acs.chemmater.7b01512

TY - JOUR

T1 - Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules

AU - Cai, Zhengxu

AU - Vázquez, Ricardo J.

AU - Zhao, Donglin

AU - Li, Lianwei

AU - Lo, Wai Yip

AU - Zhang, Na

AU - Wu, Qinghe

AU - Keller, Bradley

AU - Eshun, Audrey

AU - Abeyasinghe, Neranga

AU - Banaszak-Holl, Halley

AU - Goodson, Theodore

AU - Yu, Luping

PY - 2017/8/22

Y1 - 2017/8/22

N2 - A new series of donor-acceptor ladder-type molecules were synthesized via Scholl reaction. These molecules contain up to 25-fused rings but still show good air stability and good solubility. The ring-fusing reaction is found to be sensitive to the nature of the side-chain in donor units. The molecular conformations were investigated by 2D NMR and DFT calculations. The photophysical properties were investigated and an intense intramolecular charge-transfer was observed. All of the molecules exhibit two-photon absorption (TPA) activity, and their TPA cross-section shows a linear relationship with increasing conjugation length of the thienoacene-PDI derivatives.

AB - A new series of donor-acceptor ladder-type molecules were synthesized via Scholl reaction. These molecules contain up to 25-fused rings but still show good air stability and good solubility. The ring-fusing reaction is found to be sensitive to the nature of the side-chain in donor units. The molecular conformations were investigated by 2D NMR and DFT calculations. The photophysical properties were investigated and an intense intramolecular charge-transfer was observed. All of the molecules exhibit two-photon absorption (TPA) activity, and their TPA cross-section shows a linear relationship with increasing conjugation length of the thienoacene-PDI derivatives.

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U2 - 10.1021/acs.chemmater.7b01512

DO - 10.1021/acs.chemmater.7b01512

M3 - Article

AN - SCOPUS:85027849783

SN - 0897-4756

VL - 29

SP - 6726

EP - 6732

JO - Chemistry of Materials

JF - Chemistry of Materials

IS - 16

ER -

Two Photon Absorption Study of Low-Bandgap, Fully Conjugated Perylene Diimide-Thienoacene-Perylene Diimide Ladder-Type Molecules

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