Synthesis and Optical Study of a New Oligophenylene

A new substituted oligophenylene was prepared by the Knoevenagel condensation of 4-methoxybezaldehyde with a functionalized oligophenylene (OMPA). The latter was obtained by (4-methoxy phenyl) acetonitrile electrochemical oxidation.<strong> </strong>The resulting modified...

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Main Authors: Sadok Roudesli, Kamel Alimi, Eric Faulques, Jany Wéry, Mourad Chemek, Florian Massuyeau, Ayoub Haj Said, Sarra Ben Amor
Format: Article
Language:English
Published: MDPI AG 2012-05-01
Series:Polymers
Subjects:
Online Access:http://www.mdpi.com/2073-4360/4/2/1226
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spelling doaj-43a66ef413e1440d929c7a0168a061682020-11-24T22:34:58ZengMDPI AGPolymers2073-43602012-05-01421226124110.3390/polym4021226Synthesis and Optical Study of a New OligophenyleneSadok RoudesliKamel AlimiEric FaulquesJany WéryMourad ChemekFlorian MassuyeauAyoub Haj SaidSarra Ben AmorA new substituted oligophenylene was prepared by the Knoevenagel condensation of 4-methoxybezaldehyde with a functionalized oligophenylene (OMPA). The latter was obtained by (4-methoxy phenyl) acetonitrile electrochemical oxidation.<strong> </strong>The resulting modified oligomer was characterized by various spectroscopic techniques: NMR, FTIR and UV. The thermal study showed that the modified material exhibited a lower thermal stability compared with OMPA. Finally, the optical study revealed that in solution, the emission was red-shifted when compared with the non-modified oligomer emission and that the optical gap changed from 3.1 eV to 2.75 eV. In thin layer solid state, photoluminescence was again red-shifted by 120 nm, which is probably due to an interaction between the oligomer chains. In addition, a transient photoluminescence study was undertaken for the synthesized materials. It showed that the lifetimes of the photo-generated species were shortened by the conjugation extension in the modified oligomer and by the inter-chain interactions in the solid state.http://www.mdpi.com/2073-4360/4/2/1226conjugated polymersoligophenylenesphotoluminescence
collection DOAJ
language English
format Article
sources DOAJ
author Sadok Roudesli
Kamel Alimi
Eric Faulques
Jany Wéry
Mourad Chemek
Florian Massuyeau
Ayoub Haj Said
Sarra Ben Amor
spellingShingle Sadok Roudesli
Kamel Alimi
Eric Faulques
Jany Wéry
Mourad Chemek
Florian Massuyeau
Ayoub Haj Said
Sarra Ben Amor
Synthesis and Optical Study of a New Oligophenylene
Polymers
conjugated polymers
oligophenylenes
photoluminescence
author_facet Sadok Roudesli
Kamel Alimi
Eric Faulques
Jany Wéry
Mourad Chemek
Florian Massuyeau
Ayoub Haj Said
Sarra Ben Amor
author_sort Sadok Roudesli
title Synthesis and Optical Study of a New Oligophenylene
title_short Synthesis and Optical Study of a New Oligophenylene
title_full Synthesis and Optical Study of a New Oligophenylene
title_fullStr Synthesis and Optical Study of a New Oligophenylene
title_full_unstemmed Synthesis and Optical Study of a New Oligophenylene
title_sort synthesis and optical study of a new oligophenylene
publisher MDPI AG
series Polymers
issn 2073-4360
publishDate 2012-05-01
description A new substituted oligophenylene was prepared by the Knoevenagel condensation of 4-methoxybezaldehyde with a functionalized oligophenylene (OMPA). The latter was obtained by (4-methoxy phenyl) acetonitrile electrochemical oxidation.<strong> </strong>The resulting modified oligomer was characterized by various spectroscopic techniques: NMR, FTIR and UV. The thermal study showed that the modified material exhibited a lower thermal stability compared with OMPA. Finally, the optical study revealed that in solution, the emission was red-shifted when compared with the non-modified oligomer emission and that the optical gap changed from 3.1 eV to 2.75 eV. In thin layer solid state, photoluminescence was again red-shifted by 120 nm, which is probably due to an interaction between the oligomer chains. In addition, a transient photoluminescence study was undertaken for the synthesized materials. It showed that the lifetimes of the photo-generated species were shortened by the conjugation extension in the modified oligomer and by the inter-chain interactions in the solid state.
topic conjugated polymers
oligophenylenes
photoluminescence
url http://www.mdpi.com/2073-4360/4/2/1226
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