Progress in synthesis and mechanism of polyaniline

doi:10.16085/j.issn.1000-6613.2016.s1.032

Abstract

Abstract: Polyaniline is the famous conjugated polymer that used widely in rechargeable batteries shielding of electromagnetic interference, microwave and radar absorbing materials, non-linear optical and light-emitting devices, fuel and solar cells.The method of synthesis is devoloping and the mechanism of synthesis is devoloping also.The paper reviews the new research result about the synthesis and mechanism from 2013 to 2015, especially the azo benzene polymer that use dianiline as raw material.The polymer show good conductive capacity after dosing, will be used wildly in rechargeable batteries shielding of electromagnetic interference, microwave and radar absorbing materials, non-linear optical and light-emitting devices, fuel and solar cells.The synthesis mechanism is clear, simple synthesis process, is worth to study further.

Key words: polyaniline, synthesis, polymerization, electrochemistry

摘要： 聚苯胺是研究较多的共轭聚合物,其合成工艺简单,在电学材料、非线性光学材料、光伏及光电材料等方面都得到很多应用,但合成工艺不断更新,对机理的认识也不断深入。本文回顾了2013-2015年来对聚苯胺合成及机理的最新研究结果,尤其是以二苯胺为基础的聚偶氮苯是以前关于聚苯胺的综述文章未提及的。以二苯胺为基础的聚偶氮苯经掺杂后,显示良好的导电性能,未来在电学材料、光电材料、光伏材料及非线性光学材料等将得到越来越广泛的应用。聚偶氮苯的重氮耦合机理相比聚苯胺的氧化聚合来说,反应机理明确,选择性更强,工艺简单,值得去做进一步研究。

关键词: 聚苯胺, 合成, 聚合, 电化学

CLC Number:

O625.52

HU Hongchao, SHU Xugang, CUI Yingde. Progress in synthesis and mechanism of polyaniline[J]. Chemical Industry and Engineering Progree, 2016, 35(S1): 195-201.

胡洪超, 舒绪刚, 崔英德. 聚苯胺的合成及机理研究进展[J]. 化工进展, 2016, 35(S1): 195-201.

References

[1] RUNGE F F. Ueber einige produkte der steinkohlendestillation[J].Annalen der Physik und Chemie,1834,107(4):65-78.
[2] FRITZSCHE J. Vorläufige notiz über die purpursäure und ihre salze[J].Journal für Praktische Chemie.,1939,16(1):380-381.
[3] FRITZSCHE J. Ueber die produkte der einwirkung der salpete-rsäure auf die phensäure[J].Journal für Praktische Chemie.,1858,73(2):293-314.
[4] LETHEBY H. On the production of a blue substance by the electrolysis of sulphate of aniline[J].J.Chem.Soc.,1862,15:161-163.
[5] BROWN O W,FRISHE W C. Catalytic oxidation of aniline in the vapor phase[J].J.Phys.Chem.,1947,51(6):1394-1400.
[6] MACDIARMID A G,YANG L S,HUANG W S,et al.Polyaniline:electrochemistry and application to rechargeable batteries[J].Synthetic Metals,1987,18(87):393-398.
[7] TRIVEDI D C,DHAWAN S K.Shielding of electromagnetic interference using polyaniline[J].Synthetic Metals,1993,59(2):267-272.
[8] CHANTERAC H D,RODUIT P,BELHADJ-TAHAR N,et al.Electromagnetic absorption of polyanilines at microwave frequencies[J].Synthetic Metals,1992,52(2):183-192.
[9] HALVORSON C,CAO Y,MOSES D,et al.Third order nonlinear optical susceptibility of polyaniline[J].Synthetic Metals,1993,57(93):3941-3944.
[10] WANG H L,MACDIARMID A G,WANG Y Z,et al. Application of polyaniline (emeraldine base,EB)in polymer light-emitting devices[J].Synthetic Metals,1996,78(1):33-37.
[11] DUTTA D,SARMA T K,CHOWDHURY D,et al.A polyaniline-containing filter paper that acts as a sensor,acid,base,and endpoint indicator and also filters acids and bases[J].Journal of Colloid & Interface Science,2005,283(1):153-159.
[12] ALICJA Drelinkiewicz,WAKSMUNDZKA-GÓRA A,SO-BCZAK J W,et al.Hydrogenation of 2-ethyl-9,10-anthraquinone on Pd-polyaniline(SiO₂)composite catalyst:the effect of humidity[J].Applied Catalysis A General,2007,333(2):219-228.
[13] WANG C,WANG Z,LI M,et al.Well-aligned polyaniline nano-fibril array membrane and its field emission property[J].Chemical Physics Letters,2001,341(5):431-434.
[14] ALAM Maksudul M,WANG Jun,GU Yaoyao,et al,Electrolyte-gated transistors based on conducting polymer nanowire junction arrays[J].J.Phys.Chem.B,2005,109(26):12777-12784.
[15] RIVERA R,PINTO N J.Schottky diodes based on electrospun polyaniline nanofibers:effects of varying fiber diameter and doping level on device performance[J].Physica E:Low-dimensional Systems and Nanostructures,2009,41(3):423-426.
[16] MCCALL R P,GINDER J M,LENG J M,et al.Erasable optical information storage in the polyanilines[J].Synthetic Metals,1992,41(91):1329-1332.
[17] TSENG R J,HUANG J,OUYANG J,et al.Polyaniline nanofiber/gold nanoparticle nonvolatile memory[J].Nano Letters,2005,5(6):1077-1080.
[18] JIAXING,HUANG,RICHARD B,KANER.Flash welding of conducting polymer nanofibres[J].Nature Materials,2004,3,783-786.
[19] BLINOVA N V,JAROSLAV S,MIROSLAVA T,et al. Polymerization of aniline on polyaniline membranes[J].J.Phys.Chem.B,2007,111(10):2440-2448.
[20] CONWAY B E,BIRSS V,WOJTOWICZ J.The role and utilization of pseudocapacitance for energy storage by supercapacitors[J].Journal of Power Sources,1997,66(1):1-14.
[21] BESSIÉRE A,DUHAMEL C,BADOT J C,et al.Study and optimization of a flexible electrochromic device based on polyaniline[J].Electrochimica Acta,2004,49(12):2051-2055.
[22] KANETO K,KANEKO M,MIN Y,et al."Artificial muscle":Electromechanical actuators using polyaniline films[J].Synthetic Metals,1995,71(94):2211-2212.
[23] YIN J,ZHAO X,XIANG X,et al.Electrorheological fluids based on nano-fibrous polyaniline[J].Polymer,2008,49(20):4413-4419.
[24] SOTO-OVIEDO M A,ARAU'JO O A,FAEZ R,et al. Antistatic coating and electromagnetic shielding properties of a hybrid material based on polyaniline/organoclay nanocomposite and EPDM rubber[J].Synthetic Metals,2006,156(18):1249-1255.
[25] KALENDOVÁ A,VESELY' D,STEJSKAL J.Organic coatings containing polyaniline and inorganic pigments as corrosion inhibitors[J].Progress in Organic Coatings,2008,62(1):105-116.
[26] PRAKASH G K S,SURESH P,VIVA F,et al.Novel single step electrochemical route to γ-MnO₂ nanoparticle-coated polyaniline nanofibers:thermal stability and formic acid oxidation on the resulting nanocomposites[J].Journal of Power Sources,2008,181(1):79-84.
[27] CHANG M Y,WU C S,CHEN Y F,et al.Polymer solar cells incorporating one-dimensional polyaniline nanotubes[J].Organic Electronics,2008,9(6):1136-1139.
[28] 徐浩,延卫,冯江涛.聚苯胺的合成与聚合机理研究进展[J].化工进展,2008,27(10):80-87.
[29] 高兴斌.聚苯胺的合成方法及应用[J].化工新型材料,2015(7):224-225,229.
[30] 张文治,刘然,吴新明,等.聚苯胺类电致变色材料的研究进展[J].高分子通报,2015(6):10-18.
[31] 贺举.导电高分子聚苯胺的合成及其应用[J].科技信息,2008(1):391-392.
[32] 景遐斌,王利祥,王献红,等.导电聚苯胺的合成、结构、性能和应用[J].高分子学报,2005(5):655-663.
[33] 李玉峰,高晓辉,祝晶晶,等.聚苯胺/聚丙烯酸(酯)复合材料制备方法研究进展[J].化工进展,2015,34(3):751-757.
[34] 冯辉霞,王果,陈姣,等.聚苯胺/钴铁氧体电磁复合材料的制备及其性能[J].化工进展,2015,34(9):3374-3378.
[35] 王孝华.几种酸掺杂聚苯胺-聚乙烯醇复合导电涂料的制备[J].化工进展,2010,29(4):690-693.
[36] SHIRAKAWA H,LOUIS E J,MACDIARMID A G,et al.Synthesis of electrically conducting organic polymers:halogen derivatives of polyacetylene,(CH)_x[J].Journal of the Chemical Society Chemical Communications,1977,16(16):578-580.
[37] TRAVERS J P,CHROBOCZEK J,DEVREUX F,et al. Transport and magnetic resonance studies of polyaniline[J].Molecular Crystals & Liquid Crystals,1985,121(1):195-199.
[38] CHIANG J C,MACDIARMID A G.‘Polyaniline’:protonic acid doping of the emeraldine form to the metallic regime[J].Synthetic Metals,1986,13(86):193-205.
[39] 孙通,李晓霞,郭宇翔,等.不同酸掺杂聚苯胺的电化学聚合及性能[J].化工进展,2013,32(8):1870-1875.
[40] MOHILNER David M,ADAMS Ralph N,ARGERSINGER William J. Investigation of the kinetics and mechanism of the anodic oxidation of aniline in aqueous sulfuric acid solution at a platinum electrode[J].J.Am.Chem.Soc.,1962,84(19):3618-3622.
[41] MARJANOVIC Budimir,JURANIC IVAN,CIRIC-MARJ-ANOVIC Gordana.Revised mechanism of boyland-sims oxidation.[J].Journal of Physical Chemistry A,2011,115(15):3536-3550.
[42] GOSPODINOVA N,TERLEMEZYAN L.Conducting polymers prepared by oxidative polymerization:polyaniline[J].Progress in Polymer Science,1998,23(8):1443-1484.
[43] DING Y,BUYLE Padias A,HALL H K. Chemical trapping experiments support a cation-radical mechanism for the oxidative polymerization of aniline[J].J.Polym.Sci.A Polym.Chem.,1999,37:2569-2579.
[44] WEI Y,TANG X,SUN Y,et al.A study of the mechanism of aniline polymerization[J].Journal of Polymer Science Part A Polymer Chemistry,1989,27(7):2385-2396.
[45] SEIN L T,WEI Y,THANH D,et al.Anomalous failure of configuration interaction-Singles (CIS)method in the computation of the electronic states of N,N'-bis(4'-aminophenyl)-1,4-quinonenediimine[J].International Journal of Quantum Chemistry,1999,75(4/5):623-629.
[46] DURGARYAN A A,ARAKELYAN R A,DURGARYAN N A.Oxidative polymerization of p-phenylenediamine[J].Russian Journal of General Chemistry,2014,84(6):1095-1100.
[47] DURGARYAN A H,DURGARYAN N A,ARAKELYAN R H,et al.Syntheses and investigation of polymers containing 1-triazene-1,3-diyl and 1,4-phenylene group[J].Synthetic Metals,2010,160(1/2):180-186.
[48] HU H C,CUI Y D.Synthesis and conductive properties of a novel azobenzene-based conjugated polymer[J].Synthetic Metals,2015,205:106-111.