The charge transfer mechanism and spectral properties of a near-infrared heptamethine cyanine dye in alcoholic and aprotic solvents

Li Chuan Zhou; Guang Jiu Zhao; Ji Feng Liu; Ke Li Han; Yun Kou Wu; Xiao Jun Peng; Meng Tao Sun

doi:10.1016/j.jphotochem.2006.10.027

The charge transfer mechanism and spectral properties of a near-infrared heptamethine cyanine dye in alcoholic and aprotic solvents

Li Chuan Zhou, Guang Jiu Zhao, Ji Feng Liu, Ke Li Han, Yun Kou Wu, Xiao Jun Peng, Meng Tao Sun

Advanced Imaging Research Center

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

89 Scopus citations

Abstract

The charge transfer mechanism of a synthesized near-infrared (NIR) heptamethine cyanine dye has been studied with 3D real space analysis method. A new phenomenon about the intramolecular charge transfer (ICT) process is observed: the sulfonate (-SO₃^-) groups are mainly concerned with the ICT process. The electrons can transfer from the sulfonate (-SO₃^-) groups to the bridgehead amine and the electron-defect conjugated system. And the absorption and fluorescence spectra of the ICT state in alcoholic and aprotic solvents are analyzed. The spectral regularities are explained by the Kamlet and Taft (π^*, α, β) scale and the ICT mechanism. Specific hydrogen-bonding interactions between the solute and solvent are considered to explain the different spectral regularities of the dye in alcoholic and aprotic solvents.

Original language	English (US)
Pages (from-to)	305-310
Number of pages	6
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	187
Issue number	2-3
DOIs	https://doi.org/10.1016/j.jphotochem.2006.10.027
State	Published - Apr 15 2007

Keywords

The absorption and fluorescence spectra
The charge transfer mechanism
The heptamethine cyanine dye
The hydrogen bond

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)
Physics and Astronomy(all)

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10.1016/j.jphotochem.2006.10.027

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@article{653f33ff433b48f18d0560e22f0e6e68,

title = "The charge transfer mechanism and spectral properties of a near-infrared heptamethine cyanine dye in alcoholic and aprotic solvents",

abstract = "The charge transfer mechanism of a synthesized near-infrared (NIR) heptamethine cyanine dye has been studied with 3D real space analysis method. A new phenomenon about the intramolecular charge transfer (ICT) process is observed: the sulfonate (-SO3-) groups are mainly concerned with the ICT process. The electrons can transfer from the sulfonate (-SO3-) groups to the bridgehead amine and the electron-defect conjugated system. And the absorption and fluorescence spectra of the ICT state in alcoholic and aprotic solvents are analyzed. The spectral regularities are explained by the Kamlet and Taft (π*, α, β) scale and the ICT mechanism. Specific hydrogen-bonding interactions between the solute and solvent are considered to explain the different spectral regularities of the dye in alcoholic and aprotic solvents.",

keywords = "The absorption and fluorescence spectra, The charge transfer mechanism, The heptamethine cyanine dye, The hydrogen bond",

author = "Zhou, {Li Chuan} and Zhao, {Guang Jiu} and Liu, {Ji Feng} and Han, {Ke Li} and Wu, {Yun Kou} and Peng, {Xiao Jun} and Sun, {Meng Tao}",

note = "Funding Information: This work was supported by the National Natural Science Foundation of China (Grant 20403020). The authors are deeply appreciated to the help of Jian-Yong Liu and Ying Shi in experiment and discussions.",

year = "2007",

month = apr,

day = "15",

doi = "10.1016/j.jphotochem.2006.10.027",

language = "English (US)",

volume = "187",

pages = "305--310",

journal = "Journal of Photochemistry and Photobiology A: Chemistry",

issn = "1010-6030",

publisher = "Elsevier",

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TY - JOUR

T1 - The charge transfer mechanism and spectral properties of a near-infrared heptamethine cyanine dye in alcoholic and aprotic solvents

AU - Zhou, Li Chuan

AU - Zhao, Guang Jiu

AU - Liu, Ji Feng

AU - Han, Ke Li

AU - Wu, Yun Kou

AU - Peng, Xiao Jun

AU - Sun, Meng Tao

N1 - Funding Information: This work was supported by the National Natural Science Foundation of China (Grant 20403020). The authors are deeply appreciated to the help of Jian-Yong Liu and Ying Shi in experiment and discussions.

PY - 2007/4/15

Y1 - 2007/4/15

N2 - The charge transfer mechanism of a synthesized near-infrared (NIR) heptamethine cyanine dye has been studied with 3D real space analysis method. A new phenomenon about the intramolecular charge transfer (ICT) process is observed: the sulfonate (-SO3-) groups are mainly concerned with the ICT process. The electrons can transfer from the sulfonate (-SO3-) groups to the bridgehead amine and the electron-defect conjugated system. And the absorption and fluorescence spectra of the ICT state in alcoholic and aprotic solvents are analyzed. The spectral regularities are explained by the Kamlet and Taft (π*, α, β) scale and the ICT mechanism. Specific hydrogen-bonding interactions between the solute and solvent are considered to explain the different spectral regularities of the dye in alcoholic and aprotic solvents.

AB - The charge transfer mechanism of a synthesized near-infrared (NIR) heptamethine cyanine dye has been studied with 3D real space analysis method. A new phenomenon about the intramolecular charge transfer (ICT) process is observed: the sulfonate (-SO3-) groups are mainly concerned with the ICT process. The electrons can transfer from the sulfonate (-SO3-) groups to the bridgehead amine and the electron-defect conjugated system. And the absorption and fluorescence spectra of the ICT state in alcoholic and aprotic solvents are analyzed. The spectral regularities are explained by the Kamlet and Taft (π*, α, β) scale and the ICT mechanism. Specific hydrogen-bonding interactions between the solute and solvent are considered to explain the different spectral regularities of the dye in alcoholic and aprotic solvents.

KW - The absorption and fluorescence spectra

KW - The charge transfer mechanism

KW - The heptamethine cyanine dye

KW - The hydrogen bond

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U2 - 10.1016/j.jphotochem.2006.10.027

DO - 10.1016/j.jphotochem.2006.10.027

M3 - Article

AN - SCOPUS:33947286089

SN - 1010-6030

VL - 187

SP - 305

EP - 310

JO - Journal of Photochemistry and Photobiology A: Chemistry

JF - Journal of Photochemistry and Photobiology A: Chemistry

IS - 2-3

ER -

The charge transfer mechanism and spectral properties of a near-infrared heptamethine cyanine dye in alcoholic and aprotic solvents

Abstract

Keywords

ASJC Scopus subject areas

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