The subtle role of heteroaromatics in the second-order susceptibility in a series of amphiphilic styryl dye Langmuir-Blodgett films

Jie Zheng; Chun Hui Huang; Yan Yi Huang; Deng Guo Wu; Tian Xin Wei; An Chi Yu; Xin Sheng Zhao

doi:10.1039/b000232l

The subtle role of heteroaromatics in the second-order susceptibility in a series of amphiphilic styryl dye Langmuir-Blodgett films

Jie Zheng, Chun Hui Huang^*, Yan Yi Huang, Deng Guo Wu, Tian Xin Wei, An Chi Yu, Xin Sheng Zhao

^*Corresponding author for this work

Peking University

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

5 Citations (Scopus)

Abstract

A series of amphiphilic styryl dyes: 2-(4-dihexadecylaminostyryl) benzothiazole methiodide (BTM), 2-(4-dihexadecylaminostyryl) benzoxazole methiodide (BOM), and 2-(4-dihexadecylaminostyryl) benzimidazole methiodide (BIM), were synthesized; their monolayers were successfully deposited on quartz slides by the Langmuir-Blodgett technique and formed H aggregates. Second-order susceptibilities χ(zzz)/((2)) of the monolayers were determined with a polarized laser beam (Nd: YAG, λ = 1.064 μm). The values χ(zzz)/((2)) are 215, 132, and 67 pm V^-1 for BTM, BOM and BIM, respectively. Charge distributions over the entire molecules for the dye models were calculated using the MINDO/3 method in the MOPAC 7.0 program. Experimental data and semiempirical quantum chemical calculation results show that electron deficiencies of the heteroaromatic rings play an important role in determining the second harmonic generation of organic dye LB films.

Original language	English
Pages (from-to)	317-321
Number of pages	5
Journal	New Journal of Chemistry
Volume	24
Issue number	5
DOIs	https://doi.org/10.1039/b000232l
Publication status	Published - 2000
Externally published	Yes

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@article{4a26ab62ce3243ff9c242a2ced5b98a8,

title = "The subtle role of heteroaromatics in the second-order susceptibility in a series of amphiphilic styryl dye Langmuir-Blodgett films",

abstract = "A series of amphiphilic styryl dyes: 2-(4-dihexadecylaminostyryl) benzothiazole methiodide (BTM), 2-(4-dihexadecylaminostyryl) benzoxazole methiodide (BOM), and 2-(4-dihexadecylaminostyryl) benzimidazole methiodide (BIM), were synthesized; their monolayers were successfully deposited on quartz slides by the Langmuir-Blodgett technique and formed H aggregates. Second-order susceptibilities χ(zzz)/((2)) of the monolayers were determined with a polarized laser beam (Nd: YAG, λ = 1.064 μm). The values χ(zzz)/((2)) are 215, 132, and 67 pm V-1 for BTM, BOM and BIM, respectively. Charge distributions over the entire molecules for the dye models were calculated using the MINDO/3 method in the MOPAC 7.0 program. Experimental data and semiempirical quantum chemical calculation results show that electron deficiencies of the heteroaromatic rings play an important role in determining the second harmonic generation of organic dye LB films.",

author = "Jie Zheng and Huang, {Chun Hui} and Huang, {Yan Yi} and Wu, {Deng Guo} and Wei, {Tian Xin} and Yu, {An Chi} and Zhao, {Xin Sheng}",

year = "2000",

doi = "10.1039/b000232l",

language = "English",

volume = "24",

pages = "317--321",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "Royal Society of Chemistry",

number = "5",

}

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T1 - The subtle role of heteroaromatics in the second-order susceptibility in a series of amphiphilic styryl dye Langmuir-Blodgett films

AU - Zheng, Jie

AU - Huang, Chun Hui

AU - Huang, Yan Yi

AU - Wu, Deng Guo

AU - Wei, Tian Xin

AU - Yu, An Chi

AU - Zhao, Xin Sheng

PY - 2000

Y1 - 2000

N2 - A series of amphiphilic styryl dyes: 2-(4-dihexadecylaminostyryl) benzothiazole methiodide (BTM), 2-(4-dihexadecylaminostyryl) benzoxazole methiodide (BOM), and 2-(4-dihexadecylaminostyryl) benzimidazole methiodide (BIM), were synthesized; their monolayers were successfully deposited on quartz slides by the Langmuir-Blodgett technique and formed H aggregates. Second-order susceptibilities χ(zzz)/((2)) of the monolayers were determined with a polarized laser beam (Nd: YAG, λ = 1.064 μm). The values χ(zzz)/((2)) are 215, 132, and 67 pm V-1 for BTM, BOM and BIM, respectively. Charge distributions over the entire molecules for the dye models were calculated using the MINDO/3 method in the MOPAC 7.0 program. Experimental data and semiempirical quantum chemical calculation results show that electron deficiencies of the heteroaromatic rings play an important role in determining the second harmonic generation of organic dye LB films.

AB - A series of amphiphilic styryl dyes: 2-(4-dihexadecylaminostyryl) benzothiazole methiodide (BTM), 2-(4-dihexadecylaminostyryl) benzoxazole methiodide (BOM), and 2-(4-dihexadecylaminostyryl) benzimidazole methiodide (BIM), were synthesized; their monolayers were successfully deposited on quartz slides by the Langmuir-Blodgett technique and formed H aggregates. Second-order susceptibilities χ(zzz)/((2)) of the monolayers were determined with a polarized laser beam (Nd: YAG, λ = 1.064 μm). The values χ(zzz)/((2)) are 215, 132, and 67 pm V-1 for BTM, BOM and BIM, respectively. Charge distributions over the entire molecules for the dye models were calculated using the MINDO/3 method in the MOPAC 7.0 program. Experimental data and semiempirical quantum chemical calculation results show that electron deficiencies of the heteroaromatic rings play an important role in determining the second harmonic generation of organic dye LB films.

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U2 - 10.1039/b000232l

DO - 10.1039/b000232l

M3 - Article

AN - SCOPUS:0034117651

SN - 1144-0546

VL - 24

SP - 317

EP - 321

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 5

ER -

The subtle role of heteroaromatics in the second-order susceptibility in a series of amphiphilic styryl dye Langmuir-Blodgett films

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