메뉴 건너뛰기




Volumn 106, Issue , 2013, Pages 172-180

Regular poly(para-phenylene) films bound to gold surfaces through the electrochemical reduction of diazonium salts followed by electropolymerization in an ionic liquid

Author keywords

Diazonium; Electrografting; Polyparaphenylene; Surface

Indexed keywords

AROMATIC COMPOUNDS; CONDUCTING POLYMERS; ELECTROCHEMICAL OXIDATION; ELECTROLYTIC REDUCTION; ELECTROPOLYMERIZATION; FLUORESCENCE SPECTROSCOPY; GRAFTING (CHEMICAL); IONIC LIQUIDS; LIQUIDS; REDUCTION; SALTS; SECONDARY ION MASS SPECTROMETRY; SURFACES;

EID: 84879232965     PISSN: 00134686     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.electacta.2013.05.063     Document Type: Article
Times cited : (23)

References (60)
  • 2
    • 19344375607 scopus 로고    scopus 로고
    • Attachment of organic layers to conductive or semiconductive surfaces by reduction of diazonium salts
    • J. Pinson, F. Podvorica, Attachment of organic layers to conductive or semiconductive surfaces by reduction of diazonium salts, Chemical Society Reviews 34 (2005) 429.
    • (2005) Chemical Society Reviews , vol.34 , pp. 429
    • Pinson, J.1    Podvorica, F.2
  • 3
    • 79959403003 scopus 로고    scopus 로고
    • Electrografting: A powerful method for surface modification
    • D. Bélanger, J. Pinson, Electrografting: a powerful method for surface modification, Chemical Society Reviews 40 (2011) 3995.
    • (2011) Chemical Society Reviews , vol.40 , pp. 3995
    • Bélanger, D.1    Pinson, J.2
  • 4
    • 79954600737 scopus 로고    scopus 로고
    • The molecular level modification of surfaces: From selfassembled monolayers to complex molecular assemblies
    • J.J. Gooding, S. Ciampi, The molecular level modification of surfaces: from selfassembled monolayers to complex molecular assemblies, Chemical Society Reviews 40 (2011) 2704.
    • (2011) Chemical Society Reviews , vol.40 , pp. 2704
    • Gooding, J.J.1    Ciampi, S.2
  • 5
    • 79959418704 scopus 로고    scopus 로고
    • Aryl diazonium salts: A new class of coupling agents for bonding polymers, biomacromolecules and nanoparticles to surfaces
    • S. Mahouche-Chergui, S. Gam-Derouich, C. Mangeney, M.M. Chehimi, Aryl diazonium salts: a new class of coupling agents for bonding polymers, biomacromolecules and nanoparticles to surfaces, Chemical Society Reviews 40 (2011) 4143.
    • (2011) Chemical Society Reviews , vol.40 , pp. 4143
    • Mahouche-Chergui, S.1    Gam-Derouich, S.2    Mangeney, C.3    Chehimi, M.M.4
  • 6
    • 49049105745 scopus 로고    scopus 로고
    • Advanced carbon electrode materials for molecular electrochemistry
    • R.L. McCreery, Advanced carbon electrode materials for molecular electrochemistry, Chemical Reviews 108 (2008) 2646.
    • (2008) Chemical Reviews , vol.108 , pp. 2646
    • McCreery, R.L.1
  • 7
    • 58149085752 scopus 로고    scopus 로고
    • Hybrid molecule-on-silicon nanoelectronics: Electrochemical processes for grafting and printing of monolayers
    • D.K. Aswal, S.P. Koiry, B. Jousselme, S.K. Gupta, S. Palacin, J. Yakhmi, Hybrid molecule-on-silicon nanoelectronics: electrochemical processes for grafting and printing of monolayers, Physica E 41 (2009) 325.
    • (2009) Physica e , vol.41 , pp. 325
    • Aswal, D.K.1    Koiry, S.P.2    Jousselme, B.3    Gupta, S.K.4    Palacin, S.5    Yakhmi, J.6
  • 8
    • 0042843535 scopus 로고    scopus 로고
    • X-ray photoelectron spectroscopy evidence for the covalent bond between an iron surface and aryl groups attached by the electrochemical reduction of diazonium salts
    • K. Boukerma, M.M. Chehimi, J. Pinson, C. Blomfield, X-ray photoelectron spectroscopy evidence for the covalent bond between an iron surface and aryl groups attached by the electrochemical reduction of diazonium salts, Langmuir 19 (2003) 6333.
    • (2003) Langmuir , vol.19 , pp. 6333
    • Boukerma, K.1    Chehimi, M.M.2    Pinson, J.3    Blomfield, C.4
  • 9
    • 11844273845 scopus 로고    scopus 로고
    • Time-of-flight secondary ion mass spectroscopy characterization of the covalent bonding between a carbon surface and aryl groups
    • C. Combellas, F. Kanoufi, J. Pinson, F.I. Podvorica, Time-of-flight secondary ion mass spectroscopy characterization of the covalent bonding between a carbon surface and aryl groups, Langmuir 21 (2005) 280.
    • (2005) Langmuir , vol.21 , pp. 280
    • Combellas, C.1    Kanoufi, F.2    Pinson, J.3    Podvorica, F.I.4
  • 12
    • 33646511561 scopus 로고    scopus 로고
    • Formation of polyphenylene films on metal electrodes by electrochemical reduction of benzenediazonium salts
    • A. Adenier, C. Combellas, F. Kanoufi, J. Pinson, F.I. Podvorica, Formation of polyphenylene films on metal electrodes by electrochemical reduction of benzenediazonium salts, Chemistry of Materials 18 (2006) 2021.
    • (2006) Chemistry of Materials , vol.18 , pp. 2021
    • Adenier, A.1    Combellas, C.2    Kanoufi, F.3    Pinson, J.4    Podvorica, F.I.5
  • 14
    • 54949089566 scopus 로고    scopus 로고
    • Organic materials for thin film transistors
    • Z. Bao, Organic materials for thin film transistors, Material Matters 3 (2007) 4.
    • (2007) Material Matters , vol.3 , pp. 4
    • Bao, Z.1
  • 15
    • 77955225876 scopus 로고    scopus 로고
    • New conducting and semiconducting polymers for plastic electronics
    • S. Luebben, S. Sapp, New conducting and semiconducting polymers for plastic electronics, Material Matters 3 (2007) 11.
    • (2007) Material Matters , vol.3 , pp. 11
    • Luebben, S.1    Sapp, S.2
  • 16
    • 41849144229 scopus 로고    scopus 로고
    • Achieving high efficiency in organic lightemitting devices
    • E. Polikarpov, M.E. Thompson, Achieving high efficiency in organic lightemitting devices, Material Matters 3 (2007) 21.
    • (2007) Material Matters , vol.3 , pp. 21
    • Polikarpov, E.1    Thompson, M.E.2
  • 17
    • 84884289933 scopus 로고    scopus 로고
    • Light emitting polymers
    • Q. Pei, Light emitting polymers, Material Matters 3 (2007) 26.
    • (2007) Material Matters , vol.3 , pp. 26
    • Pei, Q.1
  • 18
    • 10244229148 scopus 로고    scopus 로고
    • Charge-transfer and energytransfer processes in π-conjugated oligomers and polymers: A molecular picture
    • J.-L. Bredas, D. Beljonne, V. Coropceanu, J. Cornil, Charge-transfer and energytransfer processes in π-conjugated oligomers and polymers: a molecular picture, Chemical Reviews 104 (2004) 4971.
    • (2004) Chemical Reviews , vol.104 , pp. 4971
    • Bredas, J.-L.1    Beljonne, D.2    Coropceanu, V.3    Cornil, J.4
  • 19
    • 0000728889 scopus 로고    scopus 로고
    • Poly(p-phenylenes): Preparation techniques and properties
    • H.S. Nalwa (Ed.), John Wiley, New York (Chapter 6)
    • P.-C. Lacaze, S. Aeiyach, J.-C. Lacroix, Poly(p-phenylenes): preparation techniques and properties, in: H.S. Nalwa (Ed.), Handbook of Organic Conductive Molecules and Polymers, vol. 2, John Wiley, New York, 1997, p. 205 (Chapter 6).
    • (1997) Handbook of Organic Conductive Molecules and Polymers , vol.2 , pp. 205
    • Lacaze, P.-C.1    Aeiyach, S.2    Lacroix, J.-C.3
  • 20
    • 67749145468 scopus 로고    scopus 로고
    • Synthesis, optical, and electronic properties of soluble poly-p-phenylene oligomers as models for molecular wires
    • M. Banerjee, R. Shukla, R. Rathore, Synthesis, optical, and electronic properties of soluble poly-p-phenylene oligomers as models for molecular wires, Journal of the American Chemical Society 131 (2009) 1780.
    • (2009) Journal of the American Chemical Society , vol.131 , pp. 1780
    • Banerjee, M.1    Shukla, R.2    Rathore, R.3
  • 23
    • 0027574611 scopus 로고
    • Electroluminescence of "wide-bandgap" chemically tunable cyclic conjugated polymers
    • G. Grem, G. Leising, Electroluminescence of "wide-bandgap" chemically tunable cyclic conjugated polymers, Synthetic Metals 57 (1993) 4105.
    • (1993) Synthetic Metals , vol.57 , pp. 4105
    • Grem, G.1    Leising, G.2
  • 25
    • 0032288304 scopus 로고    scopus 로고
    • Thin-film lightemitting devices based on sequentially adsorbed multilayers of water-soluble poly(p-phenylene)s
    • J.W. Baur, S. Kim, P.B. Balanda, J.R. Reynolds, M.F. Rubner, Thin-film lightemitting devices based on sequentially adsorbed multilayers of water-soluble poly(p-phenylene)s, Advanced Materials 10 (1998) 1452.
    • (1998) Advanced Materials , vol.10 , pp. 1452
    • Baur, J.W.1    Kim, S.2    Balanda, P.B.3    Reynolds, J.R.4    Rubner, M.F.5
  • 28
    • 0017995429 scopus 로고
    • Properties of fabricated poly-p-phenylene
    • D.M. Gale, Properties of fabricated poly-p-phenylene, Journal of Applied Polymer Science 22 (1978) 1971.
    • (1978) Journal of Applied Polymer Science , vol.22 , pp. 1971
    • Gale, D.M.1
  • 29
  • 31
    • 74849135520 scopus 로고    scopus 로고
    • Pure blue-light-emitting materials: Hyperbranched ladder-type poly(p-phenylene)s containing truxene units
    • Y. Wu, X. Hao, J. Wu, J. Jina, X. Ba, Pure blue-light-emitting materials: hyperbranched ladder-type poly(p-phenylene)s containing truxene units, Macromolecules 43 (2010) 731.
    • (2010) Macromolecules , vol.43 , pp. 731
    • Wu, Y.1    Hao, X.2    Wu, J.3    Jina, J.4    Ba, X.5
  • 32
    • 62749182817 scopus 로고    scopus 로고
    • Synthesis of polyphenylene molecular wires by surface-confined polymerization
    • J.A. Lipton-Duffin, O. Ivasenko, D.F. Perepichka, F. Rosei, Synthesis of polyphenylene molecular wires by surface-confined polymerization, Small 5 (2009) 592.
    • (2009) Small , vol.5 , pp. 592
    • Lipton-Duffin, J.A.1    Ivasenko, O.2    Perepichka, D.F.3    Rosei, F.4
  • 33
    • 77955694288 scopus 로고    scopus 로고
    • Electrochemistry of conducting polymers - Persistent models and new concepts
    • J. Heinze, B.A. Frontana-Uribe, S. Ludwigs, Electrochemistry of conducting polymers - persistent models and new concepts, Chemical Reviews 110 (2010) 4724.
    • (2010) Chemical Reviews , vol.110 , pp. 4724
    • Heinze, J.1    Frontana-Uribe, B.A.2    Ludwigs, S.3
  • 37
    • 0024305484 scopus 로고
    • Electropolymerization of benzene and biphenyl in organic media: Influence of different parameters (solvent, water, acidity, salt) on the formation of polyparaphenylene films (PPP)
    • S. Aeiyach, P.-C. Lacaze, Electropolymerization of benzene and biphenyl in organic media: influence of different parameters (solvent, water, acidity, salt) on the formation of polyparaphenylene films (PPP), Journal of Polymer Science Part A: Polymer Chemistry 27 (1989) 515.
    • (1989) Journal of Polymer Science Part A: Polymer Chemistry , vol.27 , pp. 515
    • Aeiyach, S.1    Lacaze, P.-C.2
  • 39
    • 84884279513 scopus 로고    scopus 로고
    • Conducting polymers
    • F. Endres, A.P. Abbott, D.R. MacFarlane (Eds.), Wiley-VCH, Weinheim, and reference therein (Chapter 9)
    • J.M. Pringle, M. Forsyth, D.R. Macfarlane, Conducting polymers, in: F. Endres, A.P. Abbott, D.R. MacFarlane (Eds.), Electrodeposition from Ionic Liquids, Wiley-VCH, Weinheim, 2008, p. 167, and reference therein (Chapter 9).
    • (2008) Electrodeposition from Ionic Liquids , pp. 167
    • Pringle, J.M.1    Forsyth, M.2    Macfarlane, D.R.3
  • 40
    • 0347417134 scopus 로고    scopus 로고
    • Room-temperature ionic liquids. Solvents for synthesis and catalysis
    • T. Welton, Room-temperature ionic liquids. Solvents for synthesis and catalysis, Chemical Reviews 99 (1999) 2071.
    • (1999) Chemical Reviews , vol.99 , pp. 2071
    • Welton, T.1
  • 43
    • 40149091098 scopus 로고    scopus 로고
    • Electrosynthesis of poly(para)phenylene in an ionic liquid: Cyclic voltammetry and in situ STM/tunnelling spectroscopy studies
    • T. Carstens, S.Z. El Abedin, F. Endres, Electrosynthesis of poly(para)phenylene in an ionic liquid: cyclic voltammetry and in situ STM/tunnelling spectroscopy studies, ChemPhysChem 9 (2008) 439.
    • (2008) ChemPhysChem , vol.9 , pp. 439
    • Carstens, T.1    El Abedin, S.Z.2    Endres, F.3
  • 44
    • 75949113924 scopus 로고    scopus 로고
    • Room temperature ionic liquids in electrosynthesis and spectroelectrochemical characterization of poly(paraphenylene)
    • M. Wagner, C. Kvarnström, A. Ivaska, Room temperature ionic liquids in electrosynthesis and spectroelectrochemical characterization of poly(paraphenylene), Electrochimica Acta 55 (2010) 2527.
    • (2010) Electrochimica Acta , vol.55 , pp. 2527
    • Wagner, M.1    Kvarnström, C.2    Ivaska, A.3
  • 46
    • 33750354459 scopus 로고    scopus 로고
    • Direct modification of a gold electrode with aminophenyl groups by electrochemical reduction of in situ generated aminophenyl monodiazonium cations
    • J. Lyskawa, D. Bélanger, Direct modification of a gold electrode with aminophenyl groups by electrochemical reduction of in situ generated aminophenyl monodiazonium cations, Chemistry of Materials 18 (2006) 4755.
    • (2006) Chemistry of Materials , vol.18 , pp. 4755
    • Lyskawa, J.1    Bélanger, D.2
  • 47
    • 85027424650 scopus 로고    scopus 로고
    • Preparation of 1-butyl-3-methylimidazolium-based room temperature ionic liquid
    • J. Dupont, C.S. Consorti, P.A.Z. Suarez, R.F. de Souza, Preparation of 1-butyl-3-methylimidazolium-based room temperature ionic liquid, Organic Syntheses 79 (2002) 236.
    • (2002) Organic Syntheses , vol.79 , pp. 236
    • Dupont, J.1    Consorti, C.S.2    Suarez, P.A.Z.3    De Souza, R.F.4
  • 49
    • 0006503818 scopus 로고
    • An in-situ multiple internal reflection Fourier transform infrared spectroscopic (MIRFTIRS) investigation of the growth mechanism of polyphenylene during electrooxidation of biphenyl in methylene dichloride
    • M.-C. Pham, S. Aeiyach, J. Moslih, P. Soubiran, P.-C. Lacaze, An in-situ multiple internal reflection Fourier transform infrared spectroscopic (MIRFTIRS) investigation of the growth mechanism of polyphenylene during electrooxidation of biphenyl in methylene dichloride, Journal of Electroanalytical Chemistry 277 (1990) 327.
    • (1990) Journal of Electroanalytical Chemistry , vol.277 , pp. 327
    • Pham, M.-C.1    Aeiyach, S.2    Moslih, J.3    Soubiran, P.4    Lacaze, P.-C.5
  • 51
    • 45849091463 scopus 로고    scopus 로고
    • Modification of carbon electrode in ionic liquid through the reduction of phenyl diazonium salt. Electrochemical evidence in ionic liquid
    • J. Ghilane, P. Martin, O. Fontaine, J.-C. Lacroix, H. Randriamahazaka, Modification of carbon electrode in ionic liquid through the reduction of phenyl diazonium salt. Electrochemical evidence in ionic liquid, Electrochemistry Communications 10 (2008) 1060.
    • (2008) Electrochemistry Communications , vol.10 , pp. 1060
    • Ghilane, J.1    Martin, P.2    Fontaine, O.3    Lacroix, J.-C.4    Randriamahazaka, H.5
  • 53
    • 67651095748 scopus 로고    scopus 로고
    • Mechanically assisted exfoliation and functionalization of thermally converted graphene sheets
    • Z. Jin, J.R. Lomeda, B.K. Price, W. Lu, Y. Zhu, J.M. Tour, Mechanically assisted exfoliation and functionalization of thermally converted graphene sheets, Chemistry of Materials 21 (2009) 3045.
    • (2009) Chemistry of Materials , vol.21 , pp. 3045
    • Jin, Z.1    Lomeda, J.R.2    Price, B.K.3    Lu, W.4    Zhu, Y.5    Tour, J.M.6
  • 55
    • 34548851438 scopus 로고    scopus 로고
    • Surface modification of conducting substrates. Existence of azo bonds in the structure of organic layers obtained from diazonium salts
    • P. Doppelt, G. Hallais, J. Pinson, F. Podvorica, S. Verneyre, Surface modification of conducting substrates. Existence of azo bonds in the structure of organic layers obtained from diazonium salts, Chemistry of Materials 19 (2007) 4570.
    • (2007) Chemistry of Materials , vol.19 , pp. 4570
    • Doppelt, P.1    Hallais, G.2    Pinson, J.3    Podvorica, F.4    Verneyre, S.5
  • 56
    • 33847019599 scopus 로고    scopus 로고
    • On the origin of the so-called nucleation loop during electropolymerization of conducting polymers
    • J. Heinze, A. Rasche, M. Pagels, B. Geschke, On the origin of the so-called nucleation loop during electropolymerization of conducting polymers, Journal of Physical Chemistry B 111 (2007) 989.
    • (2007) Journal of Physical Chemistry B , vol.111 , pp. 989
    • Heinze, J.1    Rasche, A.2    Pagels, M.3    Geschke, B.4
  • 57
    • 0029488315 scopus 로고
    • Fast electrochemical studies of the polymerization mechanisms of pyrroles and thiophenes. Identification of the first steps. Existence of π-dimers in solution
    • P. Hapiot, P. Audebert, Fast electrochemical studies of the polymerization mechanisms of pyrroles and thiophenes. Identification of the first steps. Existence of π-dimers in solution, Synthetic Metals 75 (1995) 95.
    • (1995) Synthetic Metals , vol.75 , pp. 95
    • Hapiot, P.1    Audebert, P.2
  • 59
    • 78651474349 scopus 로고    scopus 로고
    • Surface polymerization of (3,4-ethylenedioxythiophene) probed by in situ scanning tunneling microscopy on Au(1 1 1) in ionic liquids
    • S. Ahmad, T. Carstens, R. Berger, H.-J. Butt, F. Endres, Surface polymerization of (3,4-ethylenedioxythiophene) probed by in situ scanning tunneling microscopy on Au(1 1 1) in ionic liquids, Nanoscale 3 (2011) 251.
    • (2011) Nanoscale , vol.3 , pp. 251
    • Ahmad, S.1    Carstens, T.2    Berger, R.3    Butt, H.-J.4    Endres, F.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.