Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing

Young Jae Jin; Hyojin Kim; Dong Yeon Hwang; Masahiro Teraguchi; Takashi Kaneko; Toshiki Aoki; Giseop Kwak

doi:10.1080/15421406.2016.1277910

Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing

Young Jae Jin, Hyojin Kim, Dong Yeon Hwang, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Giseop Kwak

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

4 Scopus citations

Abstract

Both cis- and trans-rich poly[p-(trimethylsilyl)phenylacetylene]s (PTM-SPAs) were synthesized using [Rh(norbornadiene)Cl]₂-TEA (TEA: triethylamine) and WCl₆-Ph₄Sn as catalysts, respectively. The Rh-based cis-rich polymer exhibited a remarkable fluorescence (FL) emission enhancement after thermal annealing (heating at 200°C in N₂ atmosphere for 1 min), while the pristine polymer was almost entirely non-emissive. NMR and Raman spectroscopic studies clarified the occurrence of irreversible cis-trans isomerization under thermal annealing and suggested that the FL emission increased with an increase in the trans content of PTMSPA. Computer simulations of 12-mer model compounds clarified that the FL emission is a result of intramolecular excimers formed from side-on π-stacking of phenyl groups, which is possible only along the backbone of the trans-based polymer.

Original language	English
Pages (from-to)	50-57
Number of pages	8
Journal	Molecular Crystals and Liquid Crystals
Volume	645
Issue number	1
DOIs	https://doi.org/10.1080/15421406.2016.1277910
State	Published - 4 Mar 2017

Keywords

cis-trans isomerization
Fluorescence
poly(phenylacetylene)
thermal annealing

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title = "Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing",

abstract = "Both cis- and trans-rich poly[p-(trimethylsilyl)phenylacetylene]s (PTM-SPAs) were synthesized using [Rh(norbornadiene)Cl]2-TEA (TEA: triethylamine) and WCl6-Ph4Sn as catalysts, respectively. The Rh-based cis-rich polymer exhibited a remarkable fluorescence (FL) emission enhancement after thermal annealing (heating at 200°C in N2 atmosphere for 1 min), while the pristine polymer was almost entirely non-emissive. NMR and Raman spectroscopic studies clarified the occurrence of irreversible cis-trans isomerization under thermal annealing and suggested that the FL emission increased with an increase in the trans content of PTMSPA. Computer simulations of 12-mer model compounds clarified that the FL emission is a result of intramolecular excimers formed from side-on π-stacking of phenyl groups, which is possible only along the backbone of the trans-based polymer.",

keywords = "cis-trans isomerization, Fluorescence, poly(phenylacetylene), thermal annealing",

author = "Jin, {Young Jae} and Hyojin Kim and Hwang, {Dong Yeon} and Masahiro Teraguchi and Takashi Kaneko and Toshiki Aoki and Giseop Kwak",

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year = "2017",

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doi = "10.1080/15421406.2016.1277910",

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T1 - Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing

AU - Jin, Young Jae

AU - Kim, Hyojin

AU - Hwang, Dong Yeon

AU - Teraguchi, Masahiro

AU - Kaneko, Takashi

AU - Aoki, Toshiki

AU - Kwak, Giseop

PY - 2017/3/4

Y1 - 2017/3/4

N2 - Both cis- and trans-rich poly[p-(trimethylsilyl)phenylacetylene]s (PTM-SPAs) were synthesized using [Rh(norbornadiene)Cl]2-TEA (TEA: triethylamine) and WCl6-Ph4Sn as catalysts, respectively. The Rh-based cis-rich polymer exhibited a remarkable fluorescence (FL) emission enhancement after thermal annealing (heating at 200°C in N2 atmosphere for 1 min), while the pristine polymer was almost entirely non-emissive. NMR and Raman spectroscopic studies clarified the occurrence of irreversible cis-trans isomerization under thermal annealing and suggested that the FL emission increased with an increase in the trans content of PTMSPA. Computer simulations of 12-mer model compounds clarified that the FL emission is a result of intramolecular excimers formed from side-on π-stacking of phenyl groups, which is possible only along the backbone of the trans-based polymer.

AB - Both cis- and trans-rich poly[p-(trimethylsilyl)phenylacetylene]s (PTM-SPAs) were synthesized using [Rh(norbornadiene)Cl]2-TEA (TEA: triethylamine) and WCl6-Ph4Sn as catalysts, respectively. The Rh-based cis-rich polymer exhibited a remarkable fluorescence (FL) emission enhancement after thermal annealing (heating at 200°C in N2 atmosphere for 1 min), while the pristine polymer was almost entirely non-emissive. NMR and Raman spectroscopic studies clarified the occurrence of irreversible cis-trans isomerization under thermal annealing and suggested that the FL emission increased with an increase in the trans content of PTMSPA. Computer simulations of 12-mer model compounds clarified that the FL emission is a result of intramolecular excimers formed from side-on π-stacking of phenyl groups, which is possible only along the backbone of the trans-based polymer.

KW - cis-trans isomerization

KW - Fluorescence

KW - poly(phenylacetylene)

KW - thermal annealing

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DO - 10.1080/15421406.2016.1277910

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SN - 1542-1406

VL - 645

SP - 50

EP - 57

JO - Molecular Crystals and Liquid Crystals

JF - Molecular Crystals and Liquid Crystals

IS - 1

ER -

Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing

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Keywords

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