Design and synthesis of low dipole moment chromophores: 2,6-disubstitute cycloheptimidazoles

Shuang Zhang; Guijiang Zhou; Zhou Yang; Anjun Qin; Peng Wang; Cheng Ye

doi:10.1016/S0379-6779(02)01228-6

Design and synthesis of low dipole moment chromophores: 2,6-disubstitute cycloheptimidazoles

Shuang Zhang, Guijiang Zhou, Zhou Yang, Anjun Qin, Peng Wang, Cheng Ye

Research output: Contribution to journal › Conference article › peer-review

3 Scopus citations

Abstract

2,6-Disubstitute cycloheptimidazole, which possess a low dipole moment in the ground state (μ_g) and large first hyperpolarizability (β), have been designed. These compounds have the reversion of the excited state dipole moment and can be optimized by the donor-acceptor substitution. Of these chromophores studied. 2-dimethylamino-6-nitrocycloheptimidazole (DCNCH) was selected for synthesis and investigations. The experimental values of μ_g and β are 5.11D and 34.6 × 10^-30 esu, respectively. They are good agreement with theoretical results. The second order NLO coefficient (d₃₃) of DANCH-doped polymer film is 12.9 pm/V.

Original language	English
Pages (from-to)	1545-1546
Number of pages	2
Journal	Synthetic Metals
Volume	137
Issue number	1-3
DOIs	https://doi.org/10.1016/S0379-6779(02)01228-6
State	Published - 4 Apr 2003
Externally published	Yes
Event	ICSM 2002 - Shanghai, China Duration: 29 Jun 2002 → 5 Jul 2002

Keywords

Cycloheptimidazole derivatives
Dipole moment
First hyperpolarizability
Second order NLO

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10.1016/S0379-6779(02)01228-6

Cite this

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title = "Design and synthesis of low dipole moment chromophores: 2,6-disubstitute cycloheptimidazoles",

abstract = "2,6-Disubstitute cycloheptimidazole, which possess a low dipole moment in the ground state (μg) and large first hyperpolarizability (β), have been designed. These compounds have the reversion of the excited state dipole moment and can be optimized by the donor-acceptor substitution. Of these chromophores studied. 2-dimethylamino-6-nitrocycloheptimidazole (DCNCH) was selected for synthesis and investigations. The experimental values of μg and β are 5.11D and 34.6 × 10-30 esu, respectively. They are good agreement with theoretical results. The second order NLO coefficient (d33) of DANCH-doped polymer film is 12.9 pm/V.",

keywords = "Cycloheptimidazole derivatives, Dipole moment, First hyperpolarizability, Second order NLO",

author = "Shuang Zhang and Guijiang Zhou and Zhou Yang and Anjun Qin and Peng Wang and Cheng Ye",

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doi = "10.1016/S0379-6779(02)01228-6",

language = "English",

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journal = "Synthetic Metals",

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number = "1-3",

note = "ICSM 2002 ; Conference date: 29-06-2002 Through 05-07-2002",

}

TY - JOUR

T1 - Design and synthesis of low dipole moment chromophores

T2 - ICSM 2002

AU - Zhang, Shuang

AU - Zhou, Guijiang

AU - Yang, Zhou

AU - Qin, Anjun

AU - Wang, Peng

AU - Ye, Cheng

PY - 2003/4/4

Y1 - 2003/4/4

N2 - 2,6-Disubstitute cycloheptimidazole, which possess a low dipole moment in the ground state (μg) and large first hyperpolarizability (β), have been designed. These compounds have the reversion of the excited state dipole moment and can be optimized by the donor-acceptor substitution. Of these chromophores studied. 2-dimethylamino-6-nitrocycloheptimidazole (DCNCH) was selected for synthesis and investigations. The experimental values of μg and β are 5.11D and 34.6 × 10-30 esu, respectively. They are good agreement with theoretical results. The second order NLO coefficient (d33) of DANCH-doped polymer film is 12.9 pm/V.

AB - 2,6-Disubstitute cycloheptimidazole, which possess a low dipole moment in the ground state (μg) and large first hyperpolarizability (β), have been designed. These compounds have the reversion of the excited state dipole moment and can be optimized by the donor-acceptor substitution. Of these chromophores studied. 2-dimethylamino-6-nitrocycloheptimidazole (DCNCH) was selected for synthesis and investigations. The experimental values of μg and β are 5.11D and 34.6 × 10-30 esu, respectively. They are good agreement with theoretical results. The second order NLO coefficient (d33) of DANCH-doped polymer film is 12.9 pm/V.

KW - Cycloheptimidazole derivatives

KW - Dipole moment

KW - First hyperpolarizability

KW - Second order NLO

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U2 - 10.1016/S0379-6779(02)01228-6

DO - 10.1016/S0379-6779(02)01228-6

M3 - Conference article

AN - SCOPUS:0037419296

SN - 0379-6779

VL - 137

SP - 1545

EP - 1546

JO - Synthetic Metals

JF - Synthetic Metals

IS - 1-3

Y2 - 29 June 2002 through 5 July 2002

ER -

Design and synthesis of low dipole moment chromophores: 2,6-disubstitute cycloheptimidazoles

Abstract

Keywords

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