In situ diazonium-modified flexible ITO-coated PEN substrates for the deposition of adherent silver-polypyrrole nanocomposite films

Langmuir

Volumn 30, Issue 31, 2014, Pages 9397-9406

  Samanta, Soumen ^a,b   Bakas, Idriss ^b   Singh, Ajay ^a   Aswal, Dinesh K ^a   Chehimi, Mohamed M ^b,c  

^a BHABHA ATOMIC RESEARCH CENTRE   (India)

^b UNIVERSITÉ PARIS DESCARTES   (France)

^c UNIVERSITÉ PARIS EST CRÉTEIL   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ETHYLENE; NANOCOMPOSITE FILMS; PHOTOPOLYMERIZATION; POLYPYRROLES; SUBSTRATES; TIN;

ELECTRON-TRANSFER; FLEXIBLE ORGANIC ELECTRONICS; FLEXIBLE SUBSTRATE; IMPEDANCE SPECTROSCOPY; PLATELET MORPHOLOGY; POLYETHYLENE NAPHTHALATE; SILVER POLYPYRROLES; UV PHOTOPOLYMERIZATION;

MULTILAYERS;

EID: 84905990809     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la501909r     Document Type: Article

References (59)

1. Na, S. I.; Kim, S. S.; Jo, J.; Kim, D. Y. Efficient and flexible ITO-free organic solar cells using highly conductive polymer anodes Adv. Mater. 2008, 20, 4061-4067
2. Cao, Q.; Kim, H. S.; Pimparkar, N.; Kulkarni, J. P.; Wang, C.; Shim, M.; Roy, K.; Alam, M. A.; Rogers, J. A. Medium-scale carbon nanotube thin-film integrated circuits on flexible plastic substrates Nature 2008, 454, 495-500
3. Mcalpine, M. C.; Ahmad, H.; Wang, D.; Heath, J. R. Highly ordered nanowire arrays on plastic substrates for ultrasensitive flexible chemical sensors Nat. Mater. 2007, 6, 379-384
4. He, Y.; Kanicki, J. High-efficiency organic polymer light-emitting heterostructure devices on flexible plastic substrates Appl. Phys. Lett. 2000, 76, 661-663
5. Walter, P. Silane and other adhesion promoters in adhesive technology. In Pizzi, A.; Mittal, K. L., Eds.; Handbook of Adhesive Technology, 2 nd ed.; Marcel Dekker: New York, 2003; pp 205-221.
6. Love, J. C.; Estroff, L. A.; Kriebel, J. K.; Nuzzo, R. G.; Whitesides, G. M. Self-assembled monolayers of thiolates on metals as a form of nanotechnology Chem. Rev. 2005, 105, 1103-1170
7. Daou, T.J.; Greneche, J. M.; Pourroy, G.; Buathong, S.; Derory, A.; Ulhaq-Bouillet, C.; Donnio, B.; Guillon, D.; Begin-Colin, S. Coupling agent effect on magnetic properties of functionalized magnetite-based nanoparticles Chem. Mater. 2008, 20, 5869-5875
8. Aryl Diazonium Salts: New Coupling Agents in Polymer and Surface Science; Chehimi, M. M., Ed.; Wiley-VCH: Weinheim, Germany, 2012.
9. Delamar, M.; Hitmi, R.; Pinson, J.; Savéant, J. M. Covalent modification of carbon surfaces by grafting of functionalized aryl radicals produced from electrochemical reduction of diazonium salts J. Am. Chem. Soc. 1992, 114, 5883-5884
10. Koiry, S.P; Aswal, D.K.; Jousselme, B.; Majumdar, C.; Gupta, S.K; Palacin, S.; Yakhmi, J.V. Negative differential resistance in electrografted layer of N-(2-(4-diazoniophenyl)ethyl)-N′-hexylnaphthalene-1,8:4,5- tetracarboxydiimide tetrafluoroborate on Si Chem. Phys. Lett. 2010, 493, 135-140
11. Dyke, C. A.; Tour, J. Unbundled and highly functionalized carbon nanotubes from aqueous reactions Nano Lett. 2003, 3, 1215-1218
12. Pan, Y.; Tong, B.; Shi, J.; Zhao, W.; Shen, J.; Zhi, J.; Dong, Y. Fabrication, characterization, and optoelectronic properties of layer-bylayer films based on terpyridine-modified MWCNTs and ruthenium-(III) ions J. Phys. Chem. C 2010, 114, 8040-8047
13. Adenier, A.; Barré, N.; Cabet-Deliry, E.; Chaussé, A.; Griveau, S.; Mercier, F.; Pinson, J.; Vautrin-Ul, C. Study of the spontaneous formation of organic layers on carbon and metal surfaces from diazonium salts Surf. Sci. 2006, 600, 4801-4812
14. Brooksby, P.A.; Downard, A.J. Electrochemical and atomic force microscopy study of carbon surface modification via diazonium reduction in aqueous and acetonitrile solutions Langmuir 2004, 20, 5038-5045
15. Bernard, M.; Chaussé, A.; Cabet-Deliry, E.; Chehimi, M.M.; Pinson, J.; Podvorica, F.; Vautrin-Ul, C. Organic layers bonded to industrial, coinage, and noble metals through electrochemical reduction of aryldiazonium salts Chem. Mater. 2003, 15, 3450-3462
16. Griffete, N.; Herbst, F.; Pinson, J.; Ammar, S.; Mangeney, C. Preparation of water-soluble magnetic nanocrystals using aryl diazonium salt chemistry J. Am. Chem. Soc. 2011, 133, 1646-1649
17. Maldonado, S.; Smith, T.J.; Williams, R. D.; Morin, S.; Barton, E.; Stevenson, K.J. Surface modification of indium tin oxide via electrochemical reduction of aryldiazonium cations Langmuir 2006, 22, 2884-2891
18. Chen, X.; Chockalingam, M.; Liu, G.; Luais, E.; Gui, A.L.; Gooding, J.J. A molecule with dual functionality 4-aminophenyl-methylphosphonic acid: A comparison between layers formed on indium tin oxide by in situ generation of an aryl diazonium salt or by self-assembly of the phosphonic acid Electroanalysis 2011, 23, 2633-2642
19. Chung, D.-J.; Oh, S.-H.; Komathi, S.; Gopalan, A.I.; Lee, K.-P.; Choi, S.-H. One-step modification of various electrode surfaces using diazonium salt compounds and the application of this technology to electrochemical DNA(E-DNA) sensors Electrochim. Acta 2012, 76, 394-403
20. Salmi, Z.; Benzarti, K.; Chehimi, M.M. Diazonium cation-exchanged clay: an efficient, unfrequented route for making clay/polymer nanocomposites Langmuir 2013, 29, 13323-13328
21. Mévellec, V.; Roussel, S.; Tessier, L.; Chancolon, J.; Mayne-L'Hermite, M.; Deniau, G.; Viel, P.; Palacin, S. Grafting polymers on surfaces: A new powerful and versatile diazonium salt-based one-step process in aqueous media Chem. Mater. 2007, 19, 6323-6330
22. Chehimi, M.M.; Lamouri, A.; Picot, M.; Pinson, J. Surface modification of polymers by reduction of diazonium salts: polymethylmethacrylate as an example J. Mater. Chem.C 2014, 2, 356-363
23. Aswal, D.K.; Koiry, S.P; Jousselme, B.; Gupta, S.K; Palacin, S.; Yakhmi, J.V. Hybrid molecule-on-silicon nanoelectronics: Electrochemical processes for grafting and printing of monolayers Physica E 2009, 41, 325-344
24. Bélanger, D.; Pinson, J. Electrografting: a powerful method for surface modification Chem. Soc. Rev. 2011, 40, 3995-4048
25. Gooding, J.J.; Ciampi, S. The molecular level modification of surfaces: from self-assembled monolayers to complex molecular assemblies Chem. Soc. Rev. 2011, 40, 2704-2718
26. Baranton, S.; Bélanger, D. In situ generation of diazoniumcations in organic electrolyte for electrochemical modification of electrode surface Electrochim. Acta 2008, 53, 6961-6967
27. Bahr, J.L.; Tour, J.M. Highly functionalized carbon nanotubes using in situ generated diazonium compounds Chem. Mater. 2001, 13, 3823-3824
28. Santos, L.; Ghilane, J.; Lacroix, J.-C. Surface patterning based on nanosphere lithography and electroreduction of in situ generated diazonium cation Electrochem. Commun. 2012, 18, 20-23
29. Mekki, A.; Samanta, S.; Singh, A.; Salmi, Z.; Mahmoud, R.; Chehimi, M.M.; Aswal, D.K. Core/shell, protuberance-free multiwalled carbon nanotube/polyaniline nanocomposites via interfacial chemistry of aryl diazonium salts J. Colloid Interface Sci. 2014, 418, 185-192
30. Salmi, Z.; Gam-Derouich, S.; Mahouche-Chergui, S.; Turmine, M.; Chehimi, M.M. On the interfacial chemistry of aryl diazonium compounds in polymer science Chem. Pap. 2012, 66, 369-391
31. Santos, L.M.; Ghilane, J.; Fave, C.; Lacaze, P.-C.; Randriamahazaka, H.; Abrantes, L.M.; Lacroix, J.-C. Electrografting of polyaniline on carbon through the electroreduction of diazonium salts and the electrochemical polymerization of aniline J. Phys. Chem. C 2008, 112, 16103-16109
32. Blach, A.; Koscielniak, P.; Sitarz, M.; Szuber, J.; Zak, J. Pedot brushes electrochemically synthesized on thienyl-modified glassy carbon surfaces Electrochim. Acta 2012, 62, 441-446
33. Jacques, A.; Devillers, S.; Delhalle, J.; Mekhalif, Z. Electrografting of in situ generated pyrrole derivative diazonium saltfor the surface modification of nickel Electrochim. Acta 2013, 109, 781-789
34. Baranton, S.; Bélanger, D. Electrochemical derivatization of carbon surface by reduction of in situ generated diazonium cations J. Phys. Chem. B 2005, 109, 24401-24410
35. Koiry, S.P.; Aswal, D.K.; Saxena, V.; Padma, N.; Chauhan, A.K.; Joshi, N.; Gupta, S.K.; Yakhmi, J.V.; Guerin, D.; Vuillaume, D. Electrochemical grafting of octyltrichlorosilane monolayer on Si Appl. Phys. Lett. 2007, 90, 113118-
36. Ballarin, B.; Cassani, M.C.; Scavetta, E.; Tonelli, D. Self-assembled gold nanoparticles modified ITO electrodes: The monolayer binder molecule effect Electrochim. Acta 2008, 53, 8034-8044
37. Protsailo, L.V.; Fawcett, W.R. Electrochemical impedance spectroscopy at alkanethiol-coated gold in propylene carbonate Langmuir 2002, 18, 8933-8941
38. Yang, L.; Li, Y. AFM and impedance spectroscopy characterization of the immobilization of antibodies on indium-tin oxide electrode through self-assembled monolayer of epoxy silane and their capture of Escherichia coli O157:H7 Biosens. Bioelectron. 2005, 20, 1407-1416
39. Laforgue, A.; Addou, T.; Belanger, D. Characterization of the deposition of organic molecules at the surface of gold by the electrochemical reduction of aryl diazonium cations Langmuir 2005, 21, 6855-6865
40. Kariuki, J.K.; McDermott, M.T. Formation of multilayers on glassy carbon electrodes via the reduction of diazonium salts Langmuir 2001, 17, 5947-5951
41. Yang, H.H.; McCreery, R.L. Effects of surface monolayers on the electron-transfer kinetics and adsorption of methyl viologen and phenothiazine derivatives on glassy carbon electrodes Anal. Chem. 1999, 71, 4081-4087
42. Practical Surface Analysis, Auger and X-Ray Photoelectron Spectroscopy, 2 nd ed.; Briggs, D.; Seah, M. P., Eds.; John Wiley: Chichester, England, 1990; Vol. 1.
43. Hinrichs, K.; Roodenko, K.; Rappich, J.; Chehimi, M. M.; Pinson, J. Analytical methods for the characterization of aryl layers. In Aryl Diazonium Salts: New Coupling Agents in Polymer and Surface Science; Chehimi, M. M., Ed.; Wiley-VCH: Weinheim, Germany, 2012; Chapter 4, pp 71-101.
44. Pinson, J. Attachment of organic layers to materials surfaces by reduction of diazonium salts. In Aryl Diazonium Salts: New Coupling Agents in Polymer and Surface Science; Chehimi, M. M., Ed.; Wiley-VCH: Weinheim, Germany, 2012; Chapter 1, pp 1-35.
45. Donley, C.; Dunphy, D.; Paine, D.; Carter, C.; Nebesny, K.; Lee, P.; Alloway, D.; Armstrong, N.R. Characterization of indium-tin oxide interfaces using X-ray photoelectron spectroscopy and redox processes of a chemisorbed probe molecule: effect of surface pretreatment conditions Langmuir 2002, 18, 450-457
46. Hurley, B.L.; McCreery, R.L. Covalent bonding of organic molecules to Cu and Al alloy 2024 T3 surfaces via diazonium ion reduction J. Electrochem. Soc. 2004, 151, B252-B259
47. Dicke, C.; Morstein, M.; Hahner, G. Surface inorganic chemistry: The reaction of hydroxyl-terminated thiols on gold with a zirconium coordination compound Langmuir 2002, 18, 336-344
48. Akhter, S.; Zhou, X.-L.; White, J. M. XPS study of polymer/organometallic interaction: trimethyl aluminum on polyvinyl alcohol polymer Appl. Surf. Sci. 1989, 37, 201-216
49. Sugama, T.; Carciello, N.R. Polyphenyl ether ketone and poly phenyl ethersulfone adhesives for metal-to-metal joints Int. J. Adhes. Adhes. 1993, 13, 257-266
50. Singh, A.; Salmi, Z.; Jha, P.; Joshi, N.; Kumar, A.; Decorse, P.; Lecoq, H.; Lau-Truong, S.; Aswal, D. K.; Gupta, S.K.; Chehimi, M.M. One step synthesis of highly ordered free standing flexible polypyrrole-silver nanocomposite films at air-water interface by photopolymerization RSC Adv. 2013, 3, 13329-13336
51. Mičušík, M.; Omastová, M.; Boukerma, K.; Albouy, A.; Chehimi, M.M.; Trchová, M.; Fedorko, P. Preparation, surface chemistry, and electrical conductivity of novel silicon carbide/polypyrrole composites containing an anionic surfactant Polym. Eng. Sci. 2007, 47, 1198-1206
52. Allen, N.S.; Murray, K.S.; Fleming, R.J.; Saunders, B.R. Physical properties of polypyrrole films containing trisoxalato metallate anions and prepared from aqueous solution Synth. Met. 1997, 87, 237-247
53. Qi, G.; Huang, L.; Wang, H. Highly conductive free standing polypyrrole films prepared by freezing interfacial polymerization Chem. Commun. 2012, 48, 8246-8248
54. Khan, M. A. M.; Kumar, S.; Ahamed, M.; Alrokayan, S.A.; Alsalhi, M.S. Structural and thermal studies of silver nanoparticles and electrical transport study of their thin films Nanoscale Res. Lett. 2011, 6, 434-441
55. Cullity, B. D.; Stock, S. R. Elements of X-ray Diffraction; Prentice-Hall: Upper Saddle River, NJ, 2001; pp 167-171.
56. Choi, S.H.; Jeong, S. M.; Koo, W. H.; Jo, S. J.; Baik, H. K.; Lee, S.-J.; Song, K. M.; Han, D. W. Diamond-like carbon as a buffer layer in polymeric electroluminescent device Thin Solid Films 2005, 483, 351-357
57. Wong, K.W.; Yip, H.L.; Luo, Y.; Wong, K.Y.; Laua, W.M.; Low, K.H.; Chow, H. F.; Gao, Z.Q.; Yeung, W.L.; Chang, C.C. Blocking reactions between indium-tin oxide and poly (3,4-ethylene dioxythiophene):poly(styrene sulphonate) with a self-assembly monolayer Appl. Phys. Lett. 2002, 80, 2788-2790
58. Menon, V. P.; Lei, J.; Martin, C. R. Investigation of molecular and supermolecular structure in template-synthesized polypyrrole tubules and fibrils Chem. Mater. 1996, 8, 2382-2390
59. Joshi, A.; Aswal, D.K.; Gupta, S.K.; Yakhmi, J.V.; Gangal, S. K. ZnO-nanowires modified polypyrrole films as highly selective and sensitive chlorine sensors Appl. Phys. Lett. 2009, 94, 103115-103117