Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile

Min Ju Cho; Sang Kyu Lee; Dong Hoon Choi; Jung Il Jin

doi:10.1016/j.dyepig.2007.06.001

Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile

Min Ju Cho, Sang Kyu Lee, Dong Hoon Choi, Jung Il Jin

Department of Chemistry

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

16 Citations (Scopus)

Abstract

Novel, photocrosslinkable, star-shaped molecules have been synthesized by attaching a tricyanopyrroline (TCP)-based chromophore to 6-(4-{1,1-bis-[4-(5-carboxy-pentyloxy)-phenyl]-ethyl}-phenoxy)-hexanoic acid. The chromophore 2-(3-cyano-4-(4-diethylamino-phenyl)-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile is a second-order nonlinear optical active compound and bears a chalcone moiety that is sensitive to UV light (λ = 320-350 nm) for 2π + 2π photocycloaddition. The resultant molecules exhibited good processability and showed 29-37 pm/V of the maximum electro-optic coefficient at 1300 nm.

Original language	English
Pages (from-to)	335-342
Number of pages	8
Journal	Dyes and Pigments
Volume	77
Issue number	2
DOIs	https://doi.org/10.1016/j.dyepig.2007.06.001
Publication status	Published - 2008

Keywords

Cycloaddition
Electro-optic effect
Photocrosslinkable chromophore
Star-shaped molecule
Thermal stability
Tricyano-pyrroline chromophore

ASJC Scopus subject areas

Chemical Engineering(all)
Process Chemistry and Technology

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Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile. / Cho, Min Ju; Lee, Sang Kyu; Choi, Dong Hoon et al.

In: Dyes and Pigments, Vol. 77, No. 2, 2008, p. 335-342.

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

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title = "Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile",

abstract = "Novel, photocrosslinkable, star-shaped molecules have been synthesized by attaching a tricyanopyrroline (TCP)-based chromophore to 6-(4-{1,1-bis-[4-(5-carboxy-pentyloxy)-phenyl]-ethyl}-phenoxy)-hexanoic acid. The chromophore 2-(3-cyano-4-(4-diethylamino-phenyl)-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile is a second-order nonlinear optical active compound and bears a chalcone moiety that is sensitive to UV light (λ = 320-350 nm) for 2π + 2π photocycloaddition. The resultant molecules exhibited good processability and showed 29-37 pm/V of the maximum electro-optic coefficient at 1300 nm.",

keywords = "Cycloaddition, Electro-optic effect, Photocrosslinkable chromophore, Star-shaped molecule, Thermal stability, Tricyano-pyrroline chromophore",

author = "Cho, {Min Ju} and Lee, {Sang Kyu} and Choi, {Dong Hoon} and Jin, {Jung Il}",

note = "Funding Information: This work was supported by the Korea Research Foundation (Fundamental Research Program, R0606661, 2006). Particularly, Prof. Dong Hoon Choi thanks the Seoul R&BD Program (2006–2007).",

year = "2008",

doi = "10.1016/j.dyepig.2007.06.001",

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volume = "77",

pages = "335--342",

journal = "Dyes and Pigments",

issn = "0143-7208",

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T1 - Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile

AU - Cho, Min Ju

AU - Lee, Sang Kyu

AU - Choi, Dong Hoon

AU - Jin, Jung Il

N1 - Funding Information: This work was supported by the Korea Research Foundation (Fundamental Research Program, R0606661, 2006). Particularly, Prof. Dong Hoon Choi thanks the Seoul R&BD Program (2006–2007).

PY - 2008

Y1 - 2008

N2 - Novel, photocrosslinkable, star-shaped molecules have been synthesized by attaching a tricyanopyrroline (TCP)-based chromophore to 6-(4-{1,1-bis-[4-(5-carboxy-pentyloxy)-phenyl]-ethyl}-phenoxy)-hexanoic acid. The chromophore 2-(3-cyano-4-(4-diethylamino-phenyl)-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile is a second-order nonlinear optical active compound and bears a chalcone moiety that is sensitive to UV light (λ = 320-350 nm) for 2π + 2π photocycloaddition. The resultant molecules exhibited good processability and showed 29-37 pm/V of the maximum electro-optic coefficient at 1300 nm.

AB - Novel, photocrosslinkable, star-shaped molecules have been synthesized by attaching a tricyanopyrroline (TCP)-based chromophore to 6-(4-{1,1-bis-[4-(5-carboxy-pentyloxy)-phenyl]-ethyl}-phenoxy)-hexanoic acid. The chromophore 2-(3-cyano-4-(4-diethylamino-phenyl)-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile is a second-order nonlinear optical active compound and bears a chalcone moiety that is sensitive to UV light (λ = 320-350 nm) for 2π + 2π photocycloaddition. The resultant molecules exhibited good processability and showed 29-37 pm/V of the maximum electro-optic coefficient at 1300 nm.

KW - Cycloaddition

KW - Electro-optic effect

KW - Photocrosslinkable chromophore

KW - Star-shaped molecule

KW - Thermal stability

KW - Tricyano-pyrroline chromophore

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U2 - 10.1016/j.dyepig.2007.06.001

DO - 10.1016/j.dyepig.2007.06.001

M3 - Article

AN - SCOPUS:35649011909

SN - 0143-7208

VL - 77

SP - 335

EP - 342

JO - Dyes and Pigments

JF - Dyes and Pigments

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ER -

Star-shaped, nonlinear optical molecular glass bearing 2-(3-cyano-4-{4-[ethyl-(2-hydroxy-ethyl)-amino]-phenyl}-5-oxo-1-{4-[4-(3-oxo-3-phenyl-propenyl)-phenoxy]-butyl}-1,5-dihydro-pyrrol-2-ylidene)-malononitrile

Abstract

Keywords

ASJC Scopus subject areas

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