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Original Articles

Synthesis, Properties, and Ammonia Gas Sensing Applications of Poly-[1-(4-nitronaphthalen-1-yl)-2,5-di(thiophen-2-yl)-1H-pyrrole]

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References

  • MacDiarmid, A. Synthetic metals: A novel role for organic polymers (Nobel lecture). Angew. Chem. Int. Ed. 2001, 40, 2581–2590.
  • Das, T.K.; Prusty, S. Review on conducting polymers and their applications. Polym. Plast. Technol. Eng. 2012, 51, 1487–1500.
  • Cirpan, A.; Argun, A.; Grenier, C.; Reeves, B.; Reynolds, J. Electrochromic devices based on soluble and processable dioxythiophene polymers. J. Mater. Chem. 2003, 13, 2422–2428.
  • Tsumura, A.; Koezuka, H.; Ando, T. Polythiophene field-effect transistor: Its characteristics and operation mechanism. Synth. Metals 1988, 25, 11–23.
  • Waghuley, S.; Yenorkar, S.; Yawale, S.; Yawale, S. Application of chemically synthesized conducting polymer–polypyrrole as a carbon dioxide gas sensor. Sens. Actuator B Chem. 2008, 128, 366–373.
  • Li, B.; Santhanam, S.; Schultz, L.; Jeffries-EL, M.; Iovu, M.; Sauve, G.; Cooper, J.; Zhang, R.; Revelli, J.; Kusne, A.; Snyder, J.; Kowalewski, T.; Weiss, L.; McCullough, R.; Fedder, G.; Lambeth, D. Inkjet printed chemical sensor array based on polythiophene conductive polymers. Sens. Actuator B Chem. 2007, 123, 651–660.
  • Yogitsoy, B.; Varis, S.; Tanyeli, C.; Akhmedov, I.; Toppare, L. A soluble conducting polymer of 2,5-di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole and its electrochromic device. Thin Solid Films 2007, 515, 3898–3904.
  • Nadeau, J.; Swager, T. New β-linked pyrrole monomers: approaches to highly stable and conductive electrochromic polymers. Tetrahedron 2004, 60, 7141–7146.
  • Zotti, G.; Martina, S.; Wegner, G.; Schluter, A. Well-defined pyrrole oligomers: Electrochemical and UV/vis studies. Adv. Mater. 1992, 4, 798–801.
  • Ferraris, J.; Newton, M. Electrochemical and optical properties of thiophene–alkylheteroaromatic copolymers. Polymer 1992, 33, 391–397.
  • Yildiz, E.; Camurlu, P.; Tanyeli, C.; Akhmedov, I.; Toppare, L. A soluble conducting polymer of 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)benzenamine and its multichromic copolymer with EDOT. J. Electroanal. Chem. 2008, 612, 247–256.
  • Pappenfus, T.; Hermanson, B.; Helland, T.; Lee, G.; Drew, S.; Mann, K.; McGee, K.; Rasmussen, S. Reduced band gap dithieno[3,2-b:2′,3′-d]pyrroles: New n-type organic materials via unexpected reactivity. Org. Lett. 2008, 10, 1553–1556.
  • Ogura, K.; Zhao, R.; Jiang, M.; Akazome, M.; Matsumoto, S.; Yamaguchi, K. Easy formation of gold-like lustrous crystals with a high melting point from 1-aryl-2,5-bis[5-(tricyanoethenyl)-2-thienyl]pyrroles. Tetrahedron Lett. 2003, 44, 3595–3598.
  • Kim, Y.; Hwang, J.; Son, J.; Shim, Y. Synthesis, electrochemical, and spectroelectrochemical properties of conductive poly-[2,5-di-(2-thienyl)-1H-pyrrole-1-(p-benzoic acid)]. Synth. Met. 2010, 160, 413–418.
  • Kaleta, Z.; Makowski, B.; Soos, T.; Dembinski, R. Thionation using fluorous Lawesson’s reagent. Org. Lett. 2006, 8, 1625–1628.
  • Zakrzewska, K. Mixed oxides as gas sensors. Thin Solid Films 2001, 391, 229–238.
  • Nicolas-Debarnot, D.; Poncin-Epaillard, F. Polyaniline as a new sensitive layer for gas sensors. Anal. Chim. Acta 2003, 475, 1–15.
  • Kukla, A.; Shirshov, Y.; Piletsky, S. Ammonia sensors based on sensitive polyaniline films. Sens. Actuators B 1996, 37, 135–140.
  • Lahdesmaki, I.; Lewenstam, A.; Ivaska, A.A. polypyrrole-based amperometric ammonia sensor. Talanta 1996, 43, 125–134.
  • Tarkuc, S.; Sahmetlioglu, E.; Tanyeli, C.; Akhmedov, I.M.; Toppare, L. A soluble conducting polymer: 1-Phenyl-2,5-di(2-thienyl)-1H-pyrrole and its electrochromic application Electrochim. Acta, 2006, 51, 5412–5419.
  • Yildiz, U.L.; Sahin, E.; Akhmedov, I.M.; Tanyeli, C.; Toppare, L. A new soluble conducting polymer and its electrochromic devices. J. Poly. Sci. A. Poly. Chem. 2006, 44, 2215–2225.
  • Kooreman, H.; Wynberg, H. The chemistry of polythienyls. Part III: The synthesis of terthienyls. Recl. Trav. Chim. Pays-Bas. 1967, 86, 37–55.
  • Kagan, J.; Arora, S. 2,5-Di(2′-thienyl)furan and an improved synthesis of alpha-terthienyl. Heterocycles 1983, 20, 1941–1943.
  • Wynberg, H.; Metselaar, J. A convenient route to polythiophenes. Synth. Commun. 1984, 14, 1–9.
  • Leung, W.; Legoff, E. A Facile synthesis of 1,4-diketones from organolithium reagents and N,N,N′,N′-tetramethylsuccinamide. Synth. Commun. 1989, 19, 787–792.
  • Pandule, S.; Oprea, A.; Barsan, N.; Weimar, U.; Persaud, K. Synthesis of poly-[2,5-di(thiophen-2-yl)-1H-pyrrole] derivatives and the effects of the substituents on their properties. Synth. Metals 2014, 196, 158–165.
  • Athawale, A.; Kulkarni, M.; Chabukswar, V. Studies on chemically synthesized soluble acrylic acid doped polyaniline. Mater. Chem. Phys. 2002, 73, 106–110.
  • Yakushi, K.; Lauchlan, L.; Clarke, T.; Street, G. Optical study of polypyrrole perchlorate. J. Chem. Phys. 1983, 79, 4774–4778.
  • Ferraris, J.; Hanlon, T. Optical, electrical and electrochemical properties of heteroaromatic copolymers. Polymer 1989, 30, 1319–1327.
  • Agbor, N.E.; Petty, M.C.; Monkman, A.P. Polyaniline thin-films for gas-sensing. Sens Actuators B 1995, 28, 173–179.
  • Selampinar, F.; Toppare, L.; Akbulut, U.; Yalcin, T.; Suzer, S. A conducting composite of polypyrrole as a gas sensor. Synth. Met. 1995, 68, 109–116.
  • Li, D.; Jiang, Y.D.; Wu, Z.M.; Chen, X.D.; Li, Y.R. Self-assembly of polyaniline ultrathin films based on doping-induced deposition effect and applications for chemical sensors. Sens Actuators B 2000, 66, 125–127.
  • Ratcliffe, N.M. Polypyrrole-based sensor for hydrazine and ammonia. Anal. Chim. Acta 1990, 239, 257–262.
  • Jin, Z.; Su, Y.X.; Duan, Y.X. Development of a polyaniline based optical ammonia sensor. Sens. Actuators B 2001, 72, 75–79.
  • Nicho, M.E.; Trejo, M.; Garcia-Valenzuela, A.; Saniger, J.M.; Palacios, J.; Hu, H. Development of a polyaniline-based optical ammonia sensor. Polyaniline composite coatings interrogated by a nulling optical transmittance bridge for sensing low concentrations of ammonia. Sens. Actuators B 2001, 76, 18–24.
  • Hu, H.; Trejo, M.; Nicho, M.E.; Saniger, J.M.; Garcia-Valenzuela, A. Adsorption kinetics of optochemical NH3 gas sensing with semiconductor polyaniline films. Sens. Actuators B 2002, 82, 14–23.

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