Electrochemical polymerization of fluoranthene and characterization of its polymers

被引:41
作者
Xu, JK [1 ]
Hou, J
Zhang, SS
Xiao, Q
Zhang, R
Pu, SZ
Wei, QL
机构
[1] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Peoples R China
[2] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Qingdao 266042, Peoples R China
[3] Columbia Univ, NSF IUCR Ctr Adv Studies Novel Surfactants, Langmuir Ctr Colloids & Interfaces, New York, NY 10027 USA
关键词
D O I
10.1021/jp055710b
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A novel inherently conducting polymer, high-quality polyfluoranthene (PFA) film with electrical conductivity of 10(-2) S cm(-1), was first synthesized electrochemically by direct anodic oxidation of fluoranthene in a middle strong Lewis acid-boron trifluoride diethyl etherate. The oxidation potential onset of fluoranthene in this medium was measured to be only 1.07 V vs SCE, which was much lower than that in acetonitrile + 0. 1 mol L-1 tetrabutylammonium tetrafluoroborate (1.68 V vs SCE). This PFA film showed good redox activity and stability even in concentrated sulfuric acid. Moreover. the fluorescence properties of PFA were greatly improved in comparison with those of the monomer. Dedoped PFA films were partly soluble in polar solvents such as CH2Cl2, acetone, tetrahedrofuran, and dimethyl sulfoxide. The structure and morphology of the polymer were investigated by UV-vis spectroscopy, infrared spectroscopy, and scanning electron microscopy, respectively. The results of quantum chemistry calculations of fluoranthene monomer and H-1 NMR spectroscopy of dedoped PFA films indicated that the polymerization mainly occurred at C-(3), C-(4) C-(13), and C-(14) positions.
引用
收藏
页码:2643 / 2648
页数:6
相关论文
共 34 条
[1]   FLUORESCENCE PROPERTIES OF FLUORANTHENE AS A FUNCTION OF TEMPERATURE AND ENVIRONMENT [J].
BARK, KM ;
FORCE, RK .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1993, 49 (11) :1605-1611
[2]   Low potential electrochemical syntheses of heteroaromatic conducting polymers in a novel solvent system based on trifluroborate-ethyl ether [J].
Chen, W ;
Xue, G .
PROGRESS IN POLYMER SCIENCE, 2005, 30 (07) :783-811
[3]   Electrochemical polymerization of anthracene in boron trifluoride diethyl etherate [J].
Fan, B ;
Qu, LT ;
Shi, GQ .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2005, 575 (02) :287-292
[4]   Electrochemical polymerization of naphthalene in the electrolyte of boron trifluoride diethyl etherate containing trifluoroacetic acid and polyethylene glycol oligomer [J].
Huang, ZM ;
Qu, LT ;
Shi, GQ ;
Chen, F ;
Hong, XY .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2003, 556 :159-165
[5]   Electronic structure of polyfluoranthene ladder polymers [J].
Kertesz, M ;
Ashertehrani, A .
MACROMOLECULES, 1996, 29 (03) :940-945
[6]   High-quality poly(p-phenylene) film prepared by electrochemical polymerization of benzene at a stainless steel electrode [J].
Li, C ;
Shi, GQ ;
Liang, YQ ;
Ye, W ;
Sha, ZL .
POLYMER, 1997, 38 (20) :5023-5026
[7]   Low potential electrochemical polymerization of benzene in a composite electrolyte of boron trifluoride diethyl etherate and trifluoroacetic acid [J].
Li, C ;
Shi, GQ ;
Liang, YQ .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1998, 455 (1-2) :1-4
[8]   Raman spectra of electrosynthesized polyfuran: A combined experimental and theoretical study [J].
Liu, C ;
Zhang, JX ;
Shi, GQ ;
Zhao, YF .
JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (07) :2195-2199
[9]   Characterization of monofluorinated polycyclic aromatic compounds by 1H, 13C and 19F NMR spectroscopy [J].
Lutnaes, BF ;
Luthe, G ;
Brinkman, UAT ;
Johansen, JE ;
Krane, J .
MAGNETIC RESONANCE IN CHEMISTRY, 2005, 43 (07) :588-594
[10]   The growth, morphology and perfection of fluoranthene crystals grown from supercooled chlorine derivative solutions on spontaneously formed seeds [J].
Marciniak, B .
JOURNAL OF CRYSTAL GROWTH, 2002, 236 (1-3) :333-346