Synthesis and chemical properties of photoluminescent self-doped polyanilines

• Published in: Journal of Materials Science Vol. 44; no. 23; pp. 6408 - 6415
• Main Authors: Yamaguchi, Isao, Higashi, Hideo, Sato, Moriyuki
• Format: Journal Article
• Language: English
• Published: New York Springer Science and Business Media LLC 01.12.2009; Springer US; Springer Nature B.V
• Subjects: Absorption; Anthracene; Band spectra; Characterization and Evaluation of Materials; Chemical properties; Chemical synthesis; Classical Mechanics; Crystallography and Scattering Methods; Electrical conductivity; Electrical resistivity; Fluorescence; Materials Science; Organic chemistry; PAS; Photoluminescence; physicochemical properties; Polarons; Polyanilines; Polymer Sciences; polymerization; polymers; Protonation; pyridines; Pyridinium chlorides; Solid Mechanics; Spectra; Sulfonic acid; sulfonic acids; Sulfuric acid; Polaron Band; Polyaniline; Polymer Backbone; Sulfonic Acid Group; Ammonium Peroxodisulfate
• ISSN: 0022-2461; 1573-4803
• DOI: 10.1007/s10853-009-3884-y

Fluorescent self-doped polyanilines (PAS-AntPy-a and PAS-AntPy-b) were obtained by the pyridinium sulfonation of poly(2-methoxyaniline-5-sulfonic acid) (PAS) with 4-(2-anthracene-9-yl-vinyl)pyridine (AntPy). The degrees of pyridinium sulfonation in PAS-AntPy-a and PAS-AntPy-b were 0.70 and 0.97, respectively. A neutral polyaniline with an AntPy side unit (PANI-AntPy) was synthesized by the oxidative polymerization of N -(2-aminophenyl)-4-(2-anthracene-9-yl-vinyl)pyridinium chloride. The UV-vis spectra of PAS-AntPy-a and PAS-AntPy-b exhibited an absorption due to the polaron band that was derived from the protonation of amine groups in the polyaniline backbone with the remaining sulfonic acid proton. In contrast, PANI-AntPy did not exhibit absorption due to the polaron band. PAS-AntPy-a, PAS-AntPy-b, and PANI-AntPy were photoluminescent in a solution. The electric conductivity of PAS-AntPy-a was σ = 1.5 × 10 −7  S cm −1 , which was higher than that of H 2 SO 4 doped PANI (4.2 × 10 −9  S cm −1 ) reported previously.