Chemical synthesis and characterization of self-doped N-propanesulfonic acid polyaniline derivatives

Iranian Polymer Journal (English Edition)

Volumn 21, Issue 2, 2012, Pages 131-141

  Grigoras, Mircea ^a   Catargiu, Ana Maria ^a   Tudorache, Florin ^b   Dobromir, Marius ^b  

^a PETRU PONI INSTITUTE OF MACROMOLECULAR CHEMISTRY   (Romania)

^b ALEXANDRU IOAN CUZA UNIVERSITY OF IASI   (Romania)

Author keywords

Aniline N propanesulfonic acid; Characterization; Chemical oxidative (co) polymerization; Self acid doped polyanilines

Indexed keywords

ALKALINE SOLUTIONS; AMINE NITROGEN ATOMS; AMMONIUM PERSULFATE; ATOMIC RATIO; CHEMICAL SYNTHESIS; COMONOMERS; DEGREE OF CRYSTALLINITY; DOPED POLYANILINE; ELECTRICAL CONDUCTIVITY; FEED MOLAR RATIO; FTIR; IONIC INTERACTION; MAIN CHAINS; OXIDATIVE POLYMERIZATION; POLAR SOLVENTS; POLYANILINE CHAINS; POLYANILINE DERIVATIVES; PRESSED PELLETS; ROOM TEMPERATURE; SELF-DOPED; SULFUR ATOMS; UV-VIS SPECTROSCOPY; X-RAY DIFFRACTION METHOD;

ALKALINITY; AMMONIUM COMPOUNDS; ANILINE; ATOMS; CHARACTERIZATION; COPOLYMERS; ELECTRIC CONDUCTIVITY; HOMOPOLYMERIZATION; PHOTOELECTRONS; POLYANILINE; SCANNING ELECTRON MICROSCOPY; STRUCTURE (COMPOSITION); SULFUR; THERMOGRAVIMETRIC ANALYSIS; ULTRAVIOLET SPECTROSCOPY; ULTRAVIOLET VISIBLE SPECTROSCOPY; X RAY DIFFRACTION; X RAY PHOTOELECTRON SPECTROSCOPY;

DOPING (ADDITIVES);

EID: 84860485129     PISSN: 10261265     EISSN: 17355265     Source Type: Journal    
DOI: 10.1007/s13726-011-0011-0     Document Type: Article

References (40)

1. Skotheim TA, Reynolds JR (eds) (2007) Handbook of conducting polymers, 3rd edn. CRC Press, New York
2. Kang ET, Neoh KG, Tan KL (1998) Polyaniline: a polymer with many interesting intrinsic redox states. Prog Polym Sci 23:277-324 (Pubitemid 128463909)
3. Anand J, Palaniappan SA, Sathyanarayana DN (1998) Conducting polyaniline blends and composites. Prog Polym Sci 23:993-1018 (Pubitemid 128676075)
4. Nazarzadehzareh E, Najafi Moghadam P, Azariyan E, Sharifian I (2011) Conductive and biodegradable polyaniline/starch blends and their composites with polystyrene. Iran Polym J 20:319-328
5. Gospodinova N, Terlemezyan L (1998) Conducting polymers prepared by oxidative polymerization: polyaniline. Prog Polym Sci 23:1443-1484 (Pubitemid 128676079)
6. Yuan GL, Kuramoto N, Takeishi M (2003) Preparation of inclusion complex between polyaniline and b-cyclodextrin in aqueous solution. Polym Adv Technol 14:428-432 (Pubitemid 36755834)
7. Grigoraş M, Conduruţǎ DG (2006) Chemical oxidative polymerization of b-cyclodextrin/aniline inclusion complex. J Incl Phenom Macrocylic Chem 54:101-107 (Pubitemid 41795826)
8. Grigoraş M, Conduruţǎ DG (2006) Pseudorotaxanes based on polyaniline and cucurbituril. Rev Roum Chim 51:987-992
9. Leclerc M, Guay J, Dao LH (1989) Synthesis and characterization of poly(alkylanilines). Macromolecules 22:649-653
10. Wei Y, Focke WW, Wnek GE, Ray A, MacDiarmid AG (1989) Synthesis and electrochemistry of alkyl ring -substituted polyanilines. J Phys Chem 93:495-499
11. Watanabe A, Mori K, Iwabuchi A, Iwasaki Y, Nakamura Y, Ito O (1989) Electrochemical polymerization of aniline and N-alkylanilines. Macromolecules 22:3521-3525 (Pubitemid 20607764)
12. Manohar SK, MacDiarmid AG, Cromack KR, Ginder JM, Epstein AJ (1989) N-substituted derivatives of polyaniline. Synth Met 29:349-356
13. Chevalier JW, Bergeron JY, Dao LH (1992) Synthesis, characterization, and properties of poly(alkylanilines). Macromolecules 25:3325-3331
14. Najafi Moghadam P, Khalafy J, Taheri T (2010) Sonochemical synthetic methods to produce functionalized conducting copolymers. Polym Adv Technol 21:235-243
15. Nabid MR, Entezami AA (2005) Comparative study on the enzymatic polymerization of N-substituted aniline derivatives. Polym Adv Technol 16:305-309 (Pubitemid 40578863)
16. Wei X-L, Wang YZ, Long SM, Bobeczko C, Epstein AJ (1996) Synthesis and physical properties of highly sulfonated polyaniline. J Am Chem Soc 118:2545-2555 (Pubitemid 26130432)
17. Yue J, Epstein AJ (1990) Synthesis of self-doped conducting polyaniline. J Am Chem Soc 112:2800-2801
18. Yue J, Zhao H, Wang ZH, Keith R, Cromack KR, Epstein AJ, MacDiarmid AG (1991) Effect of sulfonic acid group on polyaniline backbone. J Am Chem Soc 113:2665-2671
19. Bergeron JY, Chevalier JW, Dao LH, Water soluble conducting poly(aniline) polymer. J Chem Soc Chem Commun, 180-182, DOI: 10.1039/C39900000180, 1990
20. Chen SA, Hwang GW (1994) Synthesis of water-soluble selfacid-doped polyaniline. J Am Chem Soc 116:7939-7940
21. Chen SA, Hwang GW (1995) Water-soluble self-acid-doped conducting polyaniline: structure and properties. J Am Chem Soc 117:10055-10062
22. Hany P, Geniés EM, Santier MC (1989) Polyaniline with covalently bonded alkyl sulfonates as doping agent. Synthesis and characterization. Synth Met 31:369-378
23. Xu Y, Dai L, Chen J, Gal JY, Wu H (2007) Synthesis and characterization of aniline and aniline-o-sulfonic acid copolymers. Eur Polym J 43:2072-2079 (Pubitemid 46660825)
24. Shimizu S, Saitoh T, Uzawa M, Yuasa M, Yano K, Maruyama T, Watanabe K (1997) Synthesis and applications of sulfonated polyaniline. Synth Met 85:1337-1338 (Pubitemid 127366265)
25. Mav I, Žigon M, Šebenik A, Vohlidal J (2000) Sulfonated polyanilines prepared by copolymerization of 3-aminobenzenesulfonic acid and aniline: the effect of reaction conditions on polymer properties. J Polym Sci Polym Chem 38:3390-3398
26. Prévost V, Petit A, Pla F (1999) Studies on chemical oxidative copolymerization of aniline and o-alkoxysulfonated anilines: I. Synthesis and characterization of novel self-doped polyanilines. Synth Met 104:79-87
27. Nguyen MT, Kasai P, Miller JL, Diaz AF (1994) Synthesis and properties of novel water-soluble conducting polyaniline copolymers. Macromolecules 27:3625-3631
28. DeArmitt C, Armes SP, Winter J, Uribe FA, Gottesfeld S, Mombourquette C (1993) A novel N-substituted polyaniline derivative. Polymer 34:158-162
29. Royappa AT, Steadman DD, Tran TL, Nguyen PT, Prayaga CS, Cage B, Dalal N (2001) Synthesis of sulfonated polyaniline by polymerization of the aniline heterodimer 4-aminodiphenylamine-2-sulfonic acid. Synth Met 123:273-277 (Pubitemid 32780454)
30. Atkinson S, Chan HSO, Neuendorf AJ, Ng SC, Ong TT, Young DJ (2000) Synthesis of the water-soluble, electrically conducting poly(5-aminonaphthalene- 2-sulfonic acid). Chem Lett 29:276-277
31. Kim EK, Lee MH, Moon BS, Lee C, Rhee SB (1994) Electrochemical study of poly(aniline N-alkylsulfonate)s. J Electrochem Soc 141:L26-L28
32. Kim EK, Lee MS, Lee MH, Rhee SB (1995) Liquid crystalline assemblies from self-doped polyanilines. Synth Met 69:101-104
33. Zheng L, Xiong L, Liu C, Lin L (2006) Electrochemical synthesis of a novel sulfonated polyaniline and its electrochemical properties. Eur Polym J 42:2328-2333 (Pubitemid 44436181)
34. Bergeron JY, Dao LH (1992) Electrical, physical properties of new electrically conducting quasi composites. Poly(aniline-co-N-butylaniline) copolymers. Macromolecules 25:3332-3337
35. Wang X, Sun T, Wang CY, Wang C, Zhang WJ, Wei Y (2010) 1H-NMR determination of the doping level of doped polyaniline. Macromol Chem Phys 211:1814-1819
36. Blomquist M, Lindfors T, Vähäsalo L, Pivrikas A, Ivaska A (2006) Electropolymerization and characterization of poly (N-methylaniline) and poly(N-butylaniline) in mixtures of aqueous and organic solvents. Synth Met 156:549-557 (Pubitemid 44262267)
37. Yue J, Epstein AJ, MacDiarmid AG (1990) Sulfonic acid ring-substituted polyaniline, a self-doped conducting polymer. Mol Cryst Liq Cryst 189:255-261
38. Kang ET, Neoh KG, Khor SH, Tan KL, Tan BTG (1989) Structural determination of polyaniline by X-ray photoelectron spectroscopy. J Chem Soc Chem Commun 11:695-697. doi: 10.1039/C39890000695
39. Tan KL, Tan BTG, Kang ET, Neoh KG (1989) X-ray photoelectron spectroscopy studies of the chemical structure of polyaniline. Phys Rev B 39:8070-8073
40. Tan KL, Tan BTG, Kang ET, Neoh KG (1991) The chemical nature of the nitrogens in polypyrrole, polyaniline. A comparative study by X-ray photoelectron spectroscopy. J Chem Phys 94: 5382-5388