Synthesis, optical properties, and characterization of new soluble conjugated poly(p-phenylenevinylene) derivatives constituted of alternating pyrazole and 1,3,4-oxadiazole moieties

En Ming Chang, Cheng Tien Lee, Chun-Yen Chen, Fung Fuh Wong, Mou Yung Yeh

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Two new soluble poly(p-phenylenevinylene) derivatives with 1,3,4-oxadiazole and pyrazole rings along the main core were successfully synthesized by 1,3-dipolar addition, dehydration, and Heck coupling reaction. The new conjugated polymers are soluble in common organic solvents afforded by the fully conjugated backbone with soluble dedecyloxy side groups. The polymers showed relatively high glass-transition temperatures (∼150°C) and good satisfactory thermal stability. Solutions of the polymers emitted bluish-green light with photoluminescence (PL) emission maxima around 530-540 nm. The PL spectrum for polymers of thin films, with a maximum at 570 nm, shows a red-shift (∼35 nm) with respect to the solution spectrum. Cyclic voltammetry displayed that both conjugated polymers had reversible reduction and irreversible oxidation, making them n-type electroluminescent materials. The electron affinity of new polymers was estimated as 2.76-2.81 eV. The weight-average molecular weights (Mw) of the new soluble polymers were in the range 3400 - 3500.

Original languageEnglish
Pages (from-to)342-349
Number of pages8
JournalAustralian Journal of Chemistry
Volume61
Issue number5
DOIs
Publication statusPublished - 2008 Jun 5

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Polymers
Optical properties
Derivatives
Conjugated polymers
Photoluminescence
Methyl Green
Electron affinity
Dehydration
Organic solvents
Cyclic voltammetry
Thermodynamic stability
Molecular weight
pyrazole
poly(4-phenylenevinylene)
1,3,4-oxadiazole
Thin films
Oxidation

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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title = "Synthesis, optical properties, and characterization of new soluble conjugated poly(p-phenylenevinylene) derivatives constituted of alternating pyrazole and 1,3,4-oxadiazole moieties",
abstract = "Two new soluble poly(p-phenylenevinylene) derivatives with 1,3,4-oxadiazole and pyrazole rings along the main core were successfully synthesized by 1,3-dipolar addition, dehydration, and Heck coupling reaction. The new conjugated polymers are soluble in common organic solvents afforded by the fully conjugated backbone with soluble dedecyloxy side groups. The polymers showed relatively high glass-transition temperatures (∼150°C) and good satisfactory thermal stability. Solutions of the polymers emitted bluish-green light with photoluminescence (PL) emission maxima around 530-540 nm. The PL spectrum for polymers of thin films, with a maximum at 570 nm, shows a red-shift (∼35 nm) with respect to the solution spectrum. Cyclic voltammetry displayed that both conjugated polymers had reversible reduction and irreversible oxidation, making them n-type electroluminescent materials. The electron affinity of new polymers was estimated as 2.76-2.81 eV. The weight-average molecular weights (Mw) of the new soluble polymers were in the range 3400 - 3500.",
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Synthesis, optical properties, and characterization of new soluble conjugated poly(p-phenylenevinylene) derivatives constituted of alternating pyrazole and 1,3,4-oxadiazole moieties. / Chang, En Ming; Lee, Cheng Tien; Chen, Chun-Yen; Wong, Fung Fuh; Yeh, Mou Yung.

In: Australian Journal of Chemistry, Vol. 61, No. 5, 05.06.2008, p. 342-349.

Research output: Contribution to journalArticle

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