Phenothiazine-oxadiazole push-pull fluorophores: Combining high quantum efficiency, excellent electrochemical stability and facile functionalization

Michael Y. Wong; Louis M. Leung

doi:10.1016/j.dyepig.2017.06.054

Phenothiazine-oxadiazole push-pull fluorophores: Combining high quantum efficiency, excellent electrochemical stability and facile functionalization

Michael Y. Wong^*, Louis M. Leung

^*Corresponding author for this work

Department of Chemistry

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

14 Citations (Scopus)

Abstract

A series of five novel sky-blue to green emitting push-pull fluorophores based on phenothiazine donor and 1,3,4-oxadiazole acceptor were synthesized and characterized. Their doped thin films (5 wt% in PMMA) showed high quantum efficiencies (Ф_PL) from 0.63 to 0.77. These fluorophores also underwent remarkably reversible oxidations and reductions suggesting their excellent electrochemical stability. Facile tuning of photophysical, thermal and electrochemical properties of the fluorophores could be achieved by optimizing the functional group attached to the 1,3,4-oxadiazole moiety. Finally, we propose that further functionalization of these fluorophores can be easily achieved and as a proof of concept the synthesis of a vinyl polymer derivative Poly(PO-Tol) was demonstrated.

Original language	English
Pages (from-to)	542-549
Number of pages	8
Journal	Dyes and Pigments
Volume	145
DOIs	https://doi.org/10.1016/j.dyepig.2017.06.054
Publication status	Published - Oct 2017

Scopus Subject Areas

General Chemical Engineering
Process Chemistry and Technology

User-Defined Keywords

Donor-acceptor
Intramolecular charge-transfer
Push-pull
Structure-property relationship

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10.1016/j.dyepig.2017.06.054

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title = "Phenothiazine-oxadiazole push-pull fluorophores: Combining high quantum efficiency, excellent electrochemical stability and facile functionalization",

abstract = "A series of five novel sky-blue to green emitting push-pull fluorophores based on phenothiazine donor and 1,3,4-oxadiazole acceptor were synthesized and characterized. Their doped thin films (5 wt% in PMMA) showed high quantum efficiencies (ФPL) from 0.63 to 0.77. These fluorophores also underwent remarkably reversible oxidations and reductions suggesting their excellent electrochemical stability. Facile tuning of photophysical, thermal and electrochemical properties of the fluorophores could be achieved by optimizing the functional group attached to the 1,3,4-oxadiazole moiety. Finally, we propose that further functionalization of these fluorophores can be easily achieved and as a proof of concept the synthesis of a vinyl polymer derivative Poly(PO-Tol) was demonstrated.",

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author = "Wong, {Michael Y.} and Leung, {Louis M.}",

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language = "English",

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T1 - Phenothiazine-oxadiazole push-pull fluorophores

T2 - Combining high quantum efficiency, excellent electrochemical stability and facile functionalization

AU - Wong, Michael Y.

AU - Leung, Louis M.

PY - 2017/10

Y1 - 2017/10

N2 - A series of five novel sky-blue to green emitting push-pull fluorophores based on phenothiazine donor and 1,3,4-oxadiazole acceptor were synthesized and characterized. Their doped thin films (5 wt% in PMMA) showed high quantum efficiencies (ФPL) from 0.63 to 0.77. These fluorophores also underwent remarkably reversible oxidations and reductions suggesting their excellent electrochemical stability. Facile tuning of photophysical, thermal and electrochemical properties of the fluorophores could be achieved by optimizing the functional group attached to the 1,3,4-oxadiazole moiety. Finally, we propose that further functionalization of these fluorophores can be easily achieved and as a proof of concept the synthesis of a vinyl polymer derivative Poly(PO-Tol) was demonstrated.

AB - A series of five novel sky-blue to green emitting push-pull fluorophores based on phenothiazine donor and 1,3,4-oxadiazole acceptor were synthesized and characterized. Their doped thin films (5 wt% in PMMA) showed high quantum efficiencies (ФPL) from 0.63 to 0.77. These fluorophores also underwent remarkably reversible oxidations and reductions suggesting their excellent electrochemical stability. Facile tuning of photophysical, thermal and electrochemical properties of the fluorophores could be achieved by optimizing the functional group attached to the 1,3,4-oxadiazole moiety. Finally, we propose that further functionalization of these fluorophores can be easily achieved and as a proof of concept the synthesis of a vinyl polymer derivative Poly(PO-Tol) was demonstrated.

KW - Donor-acceptor

KW - Intramolecular charge-transfer

KW - Push-pull

KW - Structure-property relationship

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U2 - 10.1016/j.dyepig.2017.06.054

DO - 10.1016/j.dyepig.2017.06.054

M3 - Journal article

AN - SCOPUS:85021296408

SN - 0143-7208

VL - 145

SP - 542

EP - 549

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

Phenothiazine-oxadiazole push-pull fluorophores: Combining high quantum efficiency, excellent electrochemical stability and facile functionalization

Abstract

Scopus Subject Areas

User-Defined Keywords

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