A structural and morphological comparative study between chemically synthesized and photopolymerized poly(pyrrole)
Source abstract
Abstract
Electrochemical and chemical oxidation methods are the two common methods used for the preparation of poly(pyrrole). The two methods have been acknowledged greatly and extensively studied because of their feasibility in manipulating the properties of poly(pyrrole) according to the desired application. However, chemical oxidation method is considered the best method for the preparation of poly(pyrrole) in larger quantities. There are other methods through which poly(pyrrole) can be synthesized such as plasma polymerization and photopolymerization, which have so far received less attention in the literature. For this paper, chemical oxidation was used to prepare poly(pyrrole) by oxidizing pyrrole with CuCl2 under different emulsifying conditions. The surfactants used were sodium dodecyl sulfate and/or p-toluenesulfonic acid. Additionally, photopolymerization was also exploited to prepare poly(pyrrole) under similar emulsifying conditions. In this method, poly(pyrrole) was synthesized with the oxidizing ability of AgNO3 under UV radiation. All samples were investigated by Fourier Transform-Infrared Spectroscopy (FT-IR), X-ray Photoelectron Spectroscopy (XPS), and Powder X-ray Diffraction (XRD). Scanning electron microscope was used to compare the morphological differences, which occurred due to different experimental conditions. The thermal stability was studied using thermogravimetric analysis (TGA).
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Research context
OpenAlex topics: Conducting polymers and applications · Analytical Chemistry and Sensors · Organic Electronics and Photovoltaics
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References (38)
Show source-provided references
1. Shirakawa, H, Louis, EJ, MacDiarmid, AG, Chiang, CK, Heeger, AJ, “Synthesis of Electrically Conducting Organic Polymers: Halogen Derivatives of Polyacetylene, (CH) x .” J. Chem. Soc., Chem. Commun., 578–580 (1977). doi: 10.1039/C3977000057810.1039/c39770000578 ↗
2. Roncali (1992) Conjugated Poly(thiophenes)—Synthesis, Functionalization, and Applications. J Chem Rev 92, 711. doi: 10.1021/cr00012a00910.1021/cr00012a009 ↗
3. Mirfakhrai T, Madden J D W, Baughman R. H, Polymer Artificial Muscles. Materials Today, 10(4), 30-3810.1016/S1369-7021(07)70048-2 ↗
4. Hwang, L. S.; Ko, J. M.; Rhee, H. W.; Kim, Y. C.; A Polymer Humidity Sensor. Synth. Met. 57(1), 3671-3676 (1993)10.1016/0379-6779(93)90495-I ↗
5. Baughman, R. H.; Shacklette, L. W.; Murthy, N. S.; Miller, G. G.; Elsenbaumer, R. L.; The Evolution of Structure during the Alkali Metal Doping of Polyacetylene and Poly(p-Phenylene). Mol Cryst Liq Cryst 253-261, 1985, 11810.1080/00268948508076220 ↗
6. Naegele, D.; Bittihn, R.; Electrically Conductive Polymers as Rechargeable Battery Electrodes. Solid State Ionics 28, 983-989, 198810.1016/0167-2738(88)90316-5 ↗
7. HK Song, GTR Palmore (2006) Redox-Active Polypyrrole: Toward Polymer-Based Batteries. Adv. Mater, 18, 1764–1768. doi: 10.1002/adma.20060037510.1002/adma.200600375 ↗
8. Kudoh, Y, Nishino, A, “Recent Development in Electrolytic Capacitors and Electric Double Layer Capacitors.” Electrochemistry, 69 (6) 397-406 (2001).10.5796/electrochemistry.69.397 ↗
9. Stanke, D.; Hallensleben, M. L.; Toppare, L.; Graft Copolymers and Composites of Poly(Methyl Methacrylate) and Polypyrrole Part I. Synth. Met. 1993, 89-94, 7210.1016/0379-6779(94)02322-P ↗
10. He, J, Gelling, VJ, Tallman, DE, Bierwagen, GP, Wallace, GG, Scanning Vibrating Electrode Studies of Electroactive Conducting Polymers on Active Metals, Vol. 843, pp. 228–253. Electroactive Polymers for Corrosion Control, ACS Symposium Series, American Chemical Society (ACS), Washington, DC (2003)10.1021/bk-2003-0843.ch015 ↗
11. Y Saito, N Fukuri, R Senadeera, T Kitamura, Y Wada, S Yanagida, Solid State Dye Sensitized Solar Cells Using In Situ Polymerized PEDOTs as Hole Conductor. Electrochemistry Communications 6 (2004) 71–74. doi: 10.1016/j.elecom.2003.10.01610.1016/j.elecom.2003.10.016 ↗
12. L-Z Fan, J Maier; High-Performance Polypyrrole Electrode Materials for Redox Supercapacitors. Electrochem. Commun. 8, 6, 2006, 937-94010.1016/j.elecom.2006.03.035 ↗
13. Skotheim, TA, Reynolds, J, “Conjugated Polymers: Theory, Synthesis, Properties, and Characterization” CRC Press Tayor & Francis Group, AZ, USA, (2006).10.1201/9781420043594 ↗
14. Nalwa, HS, “Hand Book of Organic Conductive Molecules and Polymers: Conductive Polymers: Synthesis and Electrical Properties.” John Wiley & Sons, New York, 1997.
15. Maria Omastova, Miroslava Trchova, Jana Kovarova, Jaroslav Stejskal; Synthesis and Structural Study of Polypyrroles Prepared in the Presence of Surfactants. Synth. Met. 138 (2003) 447–455. doi: 10.1016/S0379-6779(02)00498-810.1016/S0379-6779(02)00498-8 ↗
16. Kudoh Y, Akami K, Matsuya Y; Properties of Chemically Prepared Polypyrrole with an Aqueous Solution Containing Fe2(SO4)3, a Sulfonic Surfactant and a Phenol Derivative. Synth. Met. 95 (1998) 191-196. doi: 10.1016/S0379-6779(98)00054-X10.1016/S0379-6779(98)00054-X ↗
17. DK Kim, KW Oh, HJ Ahn, SH Kim; Synthesis and Characterization of Polypyrrole Rod Doped with p-Toluenesulfonic Acid via Micelle Formation. J. Appl. Polym. Sci., Vol. 107, 3925–3932 (2008). doi: 10.1002/app.2750910.1002/app.27509 ↗
18. G. J. Lee, S. H. Lee, K. S. Ahn, K. H. Kim; Synthesis and Characterization of Soluble Polypyrrole with Improved Electrical Conductivity. J. Appl. Polym. Sci., Vol. 84, 2583–2590 (2002). doi: 10.1002/app.1028110.1002/app.10281 ↗
19. KS Jang, H Lee, B Moon; Synthesis and Characterization of Water Soluble Polypyrrole Doped with Functional Dopants. Synth. Met. 143 (2004) 289–294. doi: 10.1016/j.synthmet.2003.12.01310.1016/j.synthmet.2003.12.013 ↗
20. AJR Son, H Lee, B Moon; Morphology and Photoluminescence of Colloidal Polypyrrole Nanoparticles. Synth. Met. 157 (2007) 597–602. doi: 10.1016/j.synthmet.2007.04.01810.1016/j.synthmet.2007.04.018 ↗
21. KS Jang, HC Ko, B Moon, H Lee; Observation of Photoluminescence in Polypyrrole Micelles. Synth. Met. 150 (2005) 127-131. doi: 10.1016/j.synthmet.2005.01.01310.1016/j.synthmet.2005.01.013 ↗
22. C Saravanan, RC Shekhar, S Palaniappan; Synthesis of Polypyrrole Using Benzoyl Peroxide as a Novel Oxidizing Agent. Macromol. Chem. Phys. 2006, 207, 342–348. doi: 10.1002/macp.20050037610.1002/macp.200500376 ↗
23. C. R. Martins, Y. M. de Almeida, G. C. do Nascimento, W. M. de Azevedo; Metal Nanoparticles Incorporation During the Photopolymerization of Polypyrrole. J Mater Sci (2006) 41:7413–7418. doi: 10.1007/s10853-006-0795-z10.1007/s10853-006-0795-z ↗
24. Breimer, MA, Yevgeny, G, Sy, S, Sadik, OA, “Incorporation of metal nanoparticles in photopolymerized organic conducting polymers: A mechanistic insight.” Nano Lett., 1 305 (2001).10.1021/nl015528w ↗
25. Su, PG, Wang, CP, “Flexible Humidity Sensor Based on TiO2 Nanoparticles-Polypyrrole-Poly[3-(Methacrylamino)Propyl] Trimethyl Ammonium Chloride Composite Materials.” Sens. Actuators B: Chem., 129 538 (2007), 10.1016/j.snb.2007.09.011
26. PG Su, LN Huang; Humidity Sensors Based on TiO2 Nanoparticles/Polypyrrole Composite Thin Films. Sensors and Actuators B 123 (2007) 501–507. doi: 10.1016/j.snb.2006.09.05210.1016/j.snb.2006.09.052 ↗
27. Yamada, K, Kimura, Y, Suzuki, S, Sone, J, Chen, J, Urabe, S, “Multiphoton-sensitized polymerization of pyrrole.” Chem. Lett., 35 (8) 908 (2006). doi: 10.1246/cl.2006.90810.1246/cl.2006.908 ↗
28. Rodriguez, I, Gonzalez-Velasco, J, “Self-sensitized photopolymerization of pyrrole.” J. Chem. Soc. Chem. Commun., 5 387 (1990). 10.1039/c3990000038710.1039/C39900000387 ↗
29. Xing S, Zhao G; Morphology, Structure, and Conductivity of Polypyrrole Prepared in the Presence of Mixed Surfactants in Aqueous Solutions. J. Appl. Polym. Sci., Vol. 104, (2007) 1987–1996. doi: 10.1002/app.2591210.1002/app.25912 ↗
30. L. Birladeanu, “Infrared Spectroscopy-Applications in Organic Chemistry”, Wiley-Interscience, New York, 1966
31. Tian B, Zerbi G; J.Chem.Phys.92 (6), Lattice Dynamics and Vibrational Spectra of Pristine and Doped Polypyrrole: Effective Conjugation Coordinate. 1990, p 3886. doi: 10.1063/1.45779410.1063/1.457794 ↗
32. Tian B, Zerbi G; J.Chem.Phys.92 (6), Lattice Dynamics and Vibrational Spectra of Polypyrrole, 1990, p 3892. doi: 10.1063/1.45779510.1063/1.457795 ↗
33. Sarac AS, Ustamehmetoglu B, Mustafaev MI, Erbril C, Uzelli G (1995) Oxidative Polymerization of Pyrrole in Polymer Matrix. J Polym Sci A33:1581. doi: 10.1002/pola.1995.08033100410.1002/pola.1995.080331004 ↗
34. Ormond-Prout, J, Dupin, D, Armes, SP, Foster, NJ, Burchell, MJ, “Synthesis and Characterization of Polypyrrole-Coated Poly(Methyl Methacrylate) Latex Particles.” J. Mater. Chem., 19 1433-1442 (2009).10.1039/b816839c ↗
35. VT Truong, BC Ennis, TG Turner, CM Jenden; Thermal Stability of Polypyrroles. Polymer International Vol. 27 Iss.2, 2007, 187–19510.1002/pi.4990270213 ↗
36. Lee BH, Don SY, Shim JM, Kim WS (1997) Effects of Molecular Weight on Thermal Degradation of ABS. Applied Chemistry, 1(2), 698-701
37. Pedro M. Carrasco, Hans J. Grande, Milagros Cortazar, Juan M. Alberdi, Javier Areizaga, Jose A. Pomposo (2006) Structure–Conductivity Relationships in Chemical Polypyrroles of Low, Medium and High Conductivity. Synth. Met. 156, 420–425. doi: 10.1016/j.synthmet.2006.01.00510.1016/j.synthmet.2006.01.005 ↗
38. K. Cheah, M. Forsyth, V.-T. Truong, Ordering and Stability in Conducting Polypyrrole. Synth. Met. 94 (1998) 215-219. doi: 10.1016/S0379-6779(98)00006-X10.1016/S0379-6779(98)00006-X ↗