Synthesis and chemical properties of photoluminescent self-doped polyanilines

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, res...

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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
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Abstract	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.
AbstractList	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 *s = 1.5 X 10 S cm, which was higher than that of H2SO4 doped PANI (4.2 X 10 S cm) reported previously. 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. 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 H2SO4 doped PANI (4.2 × 10−9 S cm−1) reported previously. 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 H₂SO₄ doped PANI (4.2 × 10⁻⁹ S cm⁻¹) reported previously.
Author	Hideo Higashi Moriyuki Sato Isao Yamaguchi
Author_xml	– sequence: 1 givenname: Isao surname: Yamaguchi fullname: Yamaguchi, Isao email: iyamaguchi@riko.shimane-u.ac.jp organization: Faculty of Science and Engineering, Department of Material Science, Shimane University – sequence: 2 givenname: Hideo surname: Higashi fullname: Higashi, Hideo organization: Faculty of Science and Engineering, Department of Material Science, Shimane University – sequence: 3 givenname: Moriyuki surname: Sato fullname: Sato, Moriyuki organization: Faculty of Science and Engineering, Department of Material Science, Shimane University
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Cites_doi	10.1002/chem.200400537 10.1021/ja038667j 10.1021/cm011681f 10.1021/ja952277i 10.1016/S1381-5148(97)00175-2 10.1021/ma951783p 10.1016/j.tetlet.2007.09.009 10.1023/A:1009426622243 10.1016/j.jallcom.2007.04.034 10.1021/ja00145a017 10.1016/0032-3861(92)90288-8 10.1016/j.reactfunctpolym.2008.11.005 10.1021/cr050143+ 10.1021/cm049587x 10.1016/S0079-6700(02)00140-5 10.1016/S0079-6700(97)00030-0 10.1016/S0379-6779(97)80260-3 10.1016/S0079-6700(98)00008-2 10.1021/ma0209747 10.1038/nmat899 10.1021/ma001509h
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Keywords	Polaron Band Polyaniline Polymer Backbone Sulfonic Acid Group Ammonium Peroxodisulfate
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Snippet	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)...
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SubjectTerms	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
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Title	Synthesis and chemical properties of photoluminescent self-doped polyanilines
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