Effect of modified donor units on molecular hyperpolarizability of thienyl-vinylene nonlinear optical chromophores

Xianmin Zhang; Isao Aoki; Xianqing Piao; Shinichiro Inoue; Hidehisa Tazawa; Shiyoshi Yokoyama; Akira Otomo

doi:10.1016/j.tetlet.2010.08.060

Effect of modified donor units on molecular hyperpolarizability of thienyl-vinylene nonlinear optical chromophores

Xianmin Zhang, Isao Aoki, Xianqing Piao, Shinichiro Inoue, Hidehisa Tazawa, Shiyoshi Yokoyama, Akira Otomo

Department of Advanced Device Materials

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

56 Citations (Scopus)

Abstract

Highly efficient and thermally stable nonlinear optical chromophores based on the phenyl vinylene thiophene vinylene (FTC) donor-π-acceptor structure have been synthesized and investigated. The donor part of the chromophores was modified with additional donor units, resulting in the enhanced nonlinear optical property with large molecular hyperpolarizability. Hyper-Rayleigh scattering measurement indicated nearly threefold increase of the molecular hyperpolarizability for novel chromophores compared with the benchmark FTC chromophore. Furthermore, measurement of the electro-optic coefficient confirmed that enhancement of microscopic molecular hyperpolarizability of the chromophores can be effectively translated into macroscopic electro-optic property. Measured electro-optic coefficients were nearly twofold larger than that for the benchmark FTC. Thermal analysis indicated that the synthesized chromophores showed the excellent temperature stability with decomposition temperatures up to 280 °C.

Original language	English
Pages (from-to)	5873-5876
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2010.08.060
Publication status	Published - Nov 10 2010

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.08.060

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title = "Effect of modified donor units on molecular hyperpolarizability of thienyl-vinylene nonlinear optical chromophores",

abstract = "Highly efficient and thermally stable nonlinear optical chromophores based on the phenyl vinylene thiophene vinylene (FTC) donor-π-acceptor structure have been synthesized and investigated. The donor part of the chromophores was modified with additional donor units, resulting in the enhanced nonlinear optical property with large molecular hyperpolarizability. Hyper-Rayleigh scattering measurement indicated nearly threefold increase of the molecular hyperpolarizability for novel chromophores compared with the benchmark FTC chromophore. Furthermore, measurement of the electro-optic coefficient confirmed that enhancement of microscopic molecular hyperpolarizability of the chromophores can be effectively translated into macroscopic electro-optic property. Measured electro-optic coefficients were nearly twofold larger than that for the benchmark FTC. Thermal analysis indicated that the synthesized chromophores showed the excellent temperature stability with decomposition temperatures up to 280 °C.",

author = "Xianmin Zhang and Isao Aoki and Xianqing Piao and Shinichiro Inoue and Hidehisa Tazawa and Shiyoshi Yokoyama and Akira Otomo",

note = "Funding Information: We acknowledge financial support from a Grant-in-Aid for Young Scientists (S) and the Global COE (Centers of Excellence) Program of the Ministry of Education, Culture, Sports, Science and Technology, Japan . ",

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T1 - Effect of modified donor units on molecular hyperpolarizability of thienyl-vinylene nonlinear optical chromophores

AU - Zhang, Xianmin

AU - Aoki, Isao

AU - Piao, Xianqing

AU - Inoue, Shinichiro

AU - Tazawa, Hidehisa

AU - Yokoyama, Shiyoshi

AU - Otomo, Akira

N1 - Funding Information: We acknowledge financial support from a Grant-in-Aid for Young Scientists (S) and the Global COE (Centers of Excellence) Program of the Ministry of Education, Culture, Sports, Science and Technology, Japan .

PY - 2010/11/10

Y1 - 2010/11/10

N2 - Highly efficient and thermally stable nonlinear optical chromophores based on the phenyl vinylene thiophene vinylene (FTC) donor-π-acceptor structure have been synthesized and investigated. The donor part of the chromophores was modified with additional donor units, resulting in the enhanced nonlinear optical property with large molecular hyperpolarizability. Hyper-Rayleigh scattering measurement indicated nearly threefold increase of the molecular hyperpolarizability for novel chromophores compared with the benchmark FTC chromophore. Furthermore, measurement of the electro-optic coefficient confirmed that enhancement of microscopic molecular hyperpolarizability of the chromophores can be effectively translated into macroscopic electro-optic property. Measured electro-optic coefficients were nearly twofold larger than that for the benchmark FTC. Thermal analysis indicated that the synthesized chromophores showed the excellent temperature stability with decomposition temperatures up to 280 °C.

AB - Highly efficient and thermally stable nonlinear optical chromophores based on the phenyl vinylene thiophene vinylene (FTC) donor-π-acceptor structure have been synthesized and investigated. The donor part of the chromophores was modified with additional donor units, resulting in the enhanced nonlinear optical property with large molecular hyperpolarizability. Hyper-Rayleigh scattering measurement indicated nearly threefold increase of the molecular hyperpolarizability for novel chromophores compared with the benchmark FTC chromophore. Furthermore, measurement of the electro-optic coefficient confirmed that enhancement of microscopic molecular hyperpolarizability of the chromophores can be effectively translated into macroscopic electro-optic property. Measured electro-optic coefficients were nearly twofold larger than that for the benchmark FTC. Thermal analysis indicated that the synthesized chromophores showed the excellent temperature stability with decomposition temperatures up to 280 °C.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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Effect of modified donor units on molecular hyperpolarizability of thienyl-vinylene nonlinear optical chromophores

Abstract

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