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Benzoindolic squaraine dyes with a large two-photon absorption cross-section

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Journal of Materials Chemistry C Vol - 5 Issue - 4

Journal of Materials Chemistry C Vol - 5 Issue - 3

Journal of Materials Chemistry C Vol - 5 Issue - 2

Journal of Materials Chemistry C Vol -4

Journal of Materials Chemistry C Vol -3

Journal of Materials Chemistry C Vol -2

Journal of Materials Chemistry C Vol -1

Benzoindolic squaraine dyes with a large two-photon absorption cross-section

Content Provider	Royal Society of Chemistry (RSC)
Author	Lv, Shao-Kai Liao, Qing Zhang, Hao-Li Liu, Yan-Ping Sun, Chun-Lin Fu, Hongbing Yao, Jiannian
Copyright Year	2017
Abstract	Near-infrared (NIR) emission and two-photon excited fluorescence (TPEF) are both desirable features for bioimaging because they offer several advantages, such as deep tissue penetration, high spatial resolution and low background noise. However, incorporation of NIR emission and TPEF into the same labeling dye molecule remains a formidable challenge as it requires three features simultaneously: large two-photon absorption cross-section (δ), high fluorescence quantum yield (Φ) and an appropriate NIR absorption/emission wavelength. Herein, we report a theory-assisted design of novel benzoindolic squaraine (BIS) dye molecules that exhibit a high-performance NIR emission and TPEF properties simultaneously. First, the planarity of the BIS core extended the π-framework, which leads to NIR emission at 682 nm with a quantum yield greater than 40%. Second, we utilized the local electric field effect by the addition of non-conjugated D/A moieties to the BIS core to modulate the two-photon absorption (TPA) cross-section (δ) values. Natural transition orbital calculations suggest that non-conjugated D or A groups do not affect the one-photon photophysical properties of BIS dyes, but can alter the molecular orbitals involved in the Sn ← S0 (n ≥ 2) TPA process. With this new strategy, we successfully obtained a methoxyl-modified molecule (BIS-1), which presents a TPA window between 780 and 950 nm, with the largest δ value above 12 000 GM.
Starting Page	1224
Ending Page	1230
Page Count	7
File Format	HTM / HTML PDF
ISSN	20507526
Volume Number	5
Issue Number	5
Journal	Journal of Materials Chemistry C
DOI	10.1039/c6tc04129a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	NIR BIS GM Fluorescence Dye Two-photon absorption Quantum Wavelength British Interplanetary Society Electric field Digital-to-analog converter
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry

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