Synthesis of Triarylamine-Containing Poly(arylene ether)s by Nucleophilic Aromatic Substitution Reaction

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We report synthesis of a series of new triarylamine-containing AB-type monomers and their polymers via nucleophilic aromatic substitution (SNAr) reaction. Monomers consisting of a hydroxyl group at the para position of the nitrogen group in one phenyl ring and a fluorine leaving group at the para position in another phenyl ring were synthesized via palladium-catalyzed amination reaction. The fluorine leaving group was activated by trifluoromethyl group at the ortho position and an electron-withdrawing group (EWG) introduced at the para position of the unsubstituted phenyl ring that enabled control over monomer reactivity. SNAr reaction of the monomers successfully produced corresponding poly(arylene ether)s with pendant EWGs that exhibited good solubility and thermal stability. Optical and electrochemical properties of the polymers were also affected by incorporation of EWGs.
Publisher
WILEY-BLACKWELL
Issue Date
2014-09
Language
English
Article Type
Article
Keywords

NITRO DISPLACEMENT REACTION; NONLINEAR-OPTICAL CHROMOPHORES; FIELD-EFFECT TRANSISTORS; LIGHT-EMITTING-DIODES; AB-TYPE MONOMERS; ELECTROLUMINESCENT DEVICES; POLY(BIPHENYLENE OXIDE)S; TRIFLUOROMETHYL GROUPS; THERMAL-STABILITY; TRIPHENYLAMINE UNITS

Citation

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, v.52, no.18, pp.2692 - 2702

ISSN
0887-624X
DOI
10.1002/pola.27289
URI
http://hdl.handle.net/10203/194156
Appears in Collection
CH-Journal Papers(저널논문)NT-Journal Papers(저널논문)
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