메뉴 건너뛰기




Volumn 31, Issue 18, 2015, Pages 5071-5077

Amine-terminated monolayers on carbon: Preparation, characterization, and coupling reactions

Author keywords

[No Author keywords available]

Indexed keywords

ARGON; ATOMIC FORCE MICROSCOPY; CARBON; DEPTH PROFILING; GLASSY CARBON; MULTILAYER FILMS; PHOTORESISTS;

EID: 84929206908     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/acs.langmuir.5b00730     Document Type: Article
Times cited : (36)

References (33)
  • 1
    • 79959403003 scopus 로고    scopus 로고
    • Electrografting: A powerful method for surface modification
    • Belanger, D.; Pinson, J. Electrografting: A powerful method for surface modification Chem. Soc. Rev. 2011, 40, 3995-4048
    • (2011) Chem. Soc. Rev. , vol.40 , pp. 3995-4048
    • Belanger, D.1    Pinson, J.2
  • 2
    • 19344375607 scopus 로고    scopus 로고
    • Attachment of organic layers to conductive or semiconductive surfaces by reduction of diazonium salts
    • Pinson, J.; Podvorica, F. Attachment of organic layers to conductive or semiconductive surfaces by reduction of diazonium salts Chem. Soc. Rev. 2005, 34, 429-439
    • (2005) Chem. Soc. Rev. , vol.34 , pp. 429-439
    • Pinson, J.1    Podvorica, F.2
  • 3
    • 0001738805 scopus 로고
    • Covalent modification of carbon surfaces by grafting of functionalized aryl radicals produced from electrochemical reduction of diazonium salts
    • Delamar, M.; Hitmi, R.; Pinson, J.; Saveant, 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
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5883-5884
    • Delamar, M.1    Hitmi, R.2    Pinson, J.3    Saveant, J.M.4
  • 4
    • 34548851438 scopus 로고    scopus 로고
    • Surface modification of conducting substrates. Existence of azo bonds in the structure of organic layers obtained from diazonium salts
    • Doppelt, P.; Hallais, G.; Pinson, J.; Podvorica, F.; Verneyre, S. Surface modification of conducting substrates. Existence of azo bonds in the structure of organic layers obtained from diazonium salts Chem. Mater. 2007, 19, 4570-4575
    • (2007) Chem. Mater. , vol.19 , pp. 4570-4575
    • Doppelt, P.1    Hallais, G.2    Pinson, J.3    Podvorica, F.4    Verneyre, S.5
  • 5
    • 0032645531 scopus 로고    scopus 로고
    • Nucleation and growth of functionalized aryl films on graphite electrodes
    • Kariuki, J. K.; McDermott, M. T. Nucleation and growth of functionalized aryl films on graphite electrodes Langmuir 1999, 15, 6534-6540
    • (1999) Langmuir , vol.15 , pp. 6534-6540
    • Kariuki, J.K.1    McDermott, M.T.2
  • 6
    • 84903167131 scopus 로고    scopus 로고
    • Covalently anchored carboxyphenyl monolayer via aryldiazonium ion grafting: A well-defined reactive tether layer for on-surface chemistry
    • Lee, L.; Ma, H. F.; Brooksby, P. A.; Brown, S. A.; Leroux, Y. R.; Hapiot, P.; Downard, A. J. Covalently anchored carboxyphenyl monolayer via aryldiazonium ion grafting: A well-defined reactive tether layer for on-surface chemistry Langmuir 2014, 30, 7104-7111
    • (2014) Langmuir , vol.30 , pp. 7104-7111
    • Lee, L.1    Ma, H.F.2    Brooksby, P.A.3    Brown, S.A.4    Leroux, Y.R.5    Hapiot, P.6    Downard, A.J.7
  • 7
    • 77957722830 scopus 로고    scopus 로고
    • Efficient covalent modification of a carbon surface: Use of a silyl protecting group to form an active monolayer
    • Leroux, Y. R.; Fei, H.; Noel, J. M.; Roux, C.; Hapiot, P. Efficient covalent modification of a carbon surface: Use of a silyl protecting group to form an active monolayer J. Am. Chem. Soc. 2010, 132, 14039-14041
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 14039-14041
    • Leroux, Y.R.1    Fei, H.2    Noel, J.M.3    Roux, C.4    Hapiot, P.5
  • 8
    • 84873628146 scopus 로고    scopus 로고
    • Nanostructured monolayers on carbon substrates prepared by electrografting of protected aryldiazonium salts
    • Leroux, Y. R.; Hapiot, P. Nanostructured monolayers on carbon substrates prepared by electrografting of protected aryldiazonium salts Chem. Mater. 2013, 25, 489-495
    • (2013) Chem. Mater. , vol.25 , pp. 489-495
    • Leroux, Y.R.1    Hapiot, P.2
  • 9
    • 67949090994 scopus 로고    scopus 로고
    • Using a hydrazone-protected benzenediazonium salt to introduce a near-monolayer of benzaldehyde on glassy carbon surfaces
    • Malmos, K.; Dong, M. D.; Pillai, S.; Kingshott, P.; Besenbacher, F.; Pedersen, S. U.; Daasbjerg, K. Using a hydrazone-protected benzenediazonium salt to introduce a near-monolayer of benzaldehyde on glassy carbon surfaces J. Am. Chem. Soc. 2009, 131, 4928-4936
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 4928-4936
    • Malmos, K.1    Dong, M.D.2    Pillai, S.3    Kingshott, P.4    Besenbacher, F.5    Pedersen, S.U.6    Daasbjerg, K.7
  • 10
    • 33847292365 scopus 로고    scopus 로고
    • Electrochemical approach for constructing a monolayer of thiophenolates from grafted multilayers of diaryl disulfides
    • Nielsen, L. T.; Vase, K. H.; Dong, M. D.; Besenbacher, F.; Pedersen, S. U.; Daasbjerg, K. Electrochemical approach for constructing a monolayer of thiophenolates from grafted multilayers of diaryl disulfides J. Am. Chem. Soc. 2007, 129, 1888-1889
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 1888-1889
    • Nielsen, L.T.1    Vase, K.H.2    Dong, M.D.3    Besenbacher, F.4    Pedersen, S.U.5    Daasbjerg, K.6
  • 11
    • 53849128577 scopus 로고    scopus 로고
    • Covalent tethering of organic functionality to the surface of glassy carbon electrodes by using electrochemical and solid-phase synthesis methodologies
    • Chretien, J. M.; Ghanem, M. A.; Bartlett, P. N.; Kilburn, J. D. Covalent tethering of organic functionality to the surface of glassy carbon electrodes by using electrochemical and solid-phase synthesis methodologies Chem.-Eur. J. 2008, 14, 2548-2556
    • (2008) Chem. - Eur. J. , vol.14 , pp. 2548-2556
    • Chretien, J.M.1    Ghanem, M.A.2    Bartlett, P.N.3    Kilburn, J.D.4
  • 12
    • 21244442938 scopus 로고    scopus 로고
    • Fabrication of carbon nanotube-molecule-silicon junctions
    • Flatt, A. K.; Chen, B.; Tour, J. M. Fabrication of carbon nanotube-molecule-silicon junctions J. Am. Chem. Soc. 2005, 127, 8918-8919
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 8918-8919
    • Flatt, A.K.1    Chen, B.2    Tour, J.M.3
  • 14
    • 84861638899 scopus 로고    scopus 로고
    • The stability of diazonium ion terminated films on glassy carbon and gold electrodes
    • Lee, L.; Brooksby, P. A.; Downard, A. J. The stability of diazonium ion terminated films on glassy carbon and gold electrodes Electrochem. Commun. 2012, 19, 67-69
    • (2012) Electrochem. Commun. , vol.19 , pp. 67-69
    • Lee, L.1    Brooksby, P.A.2    Downard, A.J.3
  • 15
    • 2942746773 scopus 로고    scopus 로고
    • Electrochemical and atomic force microscopy study of carbon surface modification via diazonium reduction in aqueous and acetonitrile solutions
    • 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
    • (2004) Langmuir , vol.20 , pp. 5038-5045
    • Brooksby, P.A.1    Downard, A.J.2
  • 16
    • 70449395469 scopus 로고    scopus 로고
    • Flexible strategy for immobilizing redox-active compounds using in situ generation of diazonium salts. Investigations of the blocking and catalytic properties of the layers
    • Noel, J. M.; Sjoberg, B.; Marsac, R.; Zigah, D.; Bergamini, J. F.; Wang, A. F.; Rigaut, S.; Hapiot, P.; Lagrost, C. Flexible strategy for immobilizing redox-active compounds using in situ generation of diazonium salts. Investigations of the blocking and catalytic properties of the layers Langmuir 2009, 25, 12742-12749
    • (2009) Langmuir , vol.25 , pp. 12742-12749
    • Noel, J.M.1    Sjoberg, B.2    Marsac, R.3    Zigah, D.4    Bergamini, J.F.5    Wang, A.F.6    Rigaut, S.7    Hapiot, P.8    Lagrost, C.9
  • 17
    • 35948987199 scopus 로고    scopus 로고
    • An electrochemical and xps study of reduction of nitrophenyl films covalently grafted to planar carbon surfaces
    • Yu, S. S. C.; Tan, E. S. Q.; Jane, R. T.; Downard, A. J. An electrochemical and xps study of reduction of nitrophenyl films covalently grafted to planar carbon surfaces Langmuir 2007, 23, 11074-11082
    • (2007) Langmuir , vol.23 , pp. 11074-11082
    • Yu, S.S.C.1    Tan, E.S.Q.2    Jane, R.T.3    Downard, A.J.4
  • 19
  • 20
    • 67849132136 scopus 로고    scopus 로고
    • Nonaqueous synthesis and reduction of diazonium ions (without isolation) to modify glassy carbon electrodes using mild electrografting conditions
    • Cline, K. K.; Baxter, L.; Lockwood, D.; Saylor, R.; Stalzer, A. Nonaqueous synthesis and reduction of diazonium ions (without isolation) to modify glassy carbon electrodes using mild electrografting conditions J. Electroanal. Chem. 2009, 633, 283-290
    • (2009) J. Electroanal. Chem. , vol.633 , pp. 283-290
    • Cline, K.K.1    Baxter, L.2    Lockwood, D.3    Saylor, R.4    Stalzer, A.5
  • 21
    • 0345724796 scopus 로고    scopus 로고
    • The standard redox potential of the phenyl radical/anion couple
    • Andrieux, C. P.; Pinson, J. The standard redox potential of the phenyl radical/anion couple J. Am. Chem. Soc. 2003, 125, 14801-14806
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 14801-14806
    • Andrieux, C.P.1    Pinson, J.2
  • 23
    • 0033568988 scopus 로고    scopus 로고
    • Control of catechol and hydroquinone electron-transfer kinetics on native and modified glassy carbon electrodes
    • DuVall, S. H.; McCreery, R. L. Control of catechol and hydroquinone electron-transfer kinetics on native and modified glassy carbon electrodes Anal. Chem. 1999, 71, 4594-4602
    • (1999) Anal. Chem. , vol.71 , pp. 4594-4602
    • DuVall, S.H.1    McCreery, R.L.2
  • 24
    • 0034686723 scopus 로고    scopus 로고
    • Self-catalysis by catechols and quinones during heterogeneous electron transfer at carbon electrodes
    • DuVall, S. H.; McCreery, R. L. Self-catalysis by catechols and quinones during heterogeneous electron transfer at carbon electrodes J. Am. Chem. Soc. 2000, 122, 6759-6764
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 6759-6764
    • DuVall, S.H.1    McCreery, R.L.2
  • 25
    • 0041561093 scopus 로고    scopus 로고
    • Mono- and multilayer formation by diazonium reduction on carbon surfaces monitored with atomic force microscopy "scratching"
    • Anariba, F.; DuVall, S. H.; McCreery, R. L. Mono- and multilayer formation by diazonium reduction on carbon surfaces monitored with atomic force microscopy "scratching" Anal. Chem. 2003, 75, 3837-3844
    • (2003) Anal. Chem. , vol.75 , pp. 3837-3844
    • Anariba, F.1    DuVall, S.H.2    McCreery, R.L.3
  • 26
    • 0035281545 scopus 로고    scopus 로고
    • Electroanalytical performance of carbon films with near-atomic flatness
    • Ranganathan, S.; McCreery, R. L. Electroanalytical performance of carbon films with near-atomic flatness Anal. Chem. 2001, 73, 893-900
    • (2001) Anal. Chem. , vol.73 , pp. 893-900
    • Ranganathan, S.1    McCreery, R.L.2
  • 27
    • 85027949735 scopus 로고    scopus 로고
    • Preparation of ferrocene-terminated layers by direct reaction with glassy carbon: A comparison of methods
    • Lee, L.; Downard, A. J. Preparation of ferrocene-terminated layers by direct reaction with glassy carbon: A comparison of methods J. Solid State Electrochem. 2014, 18, 3369-3378
    • (2014) J. Solid State Electrochem. , vol.18 , pp. 3369-3378
    • Lee, L.1    Downard, A.J.2
  • 28
    • 0001005439 scopus 로고
    • Reactions of organic monolayers on carbon surfaces observed with unenhanced raman spectroscopy
    • Liu, Y.-C.; McCreery, R. L. Reactions of organic monolayers on carbon surfaces observed with unenhanced raman spectroscopy J. Am. Chem. Soc. 1995, 117, 11254-11259
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 11254-11259
    • Liu, Y.-C.1    McCreery, R.L.2
  • 29
    • 11944257247 scopus 로고
    • Coadsorption of ferrocene-terminated and unsubstituted alkanethiols on gold - electroactive self-assembled monolayers
    • Chidsey, C. E. D.; Bertozzi, C. R.; Putvinski, T. M.; Mujsce, A. M. Coadsorption of ferrocene-terminated and unsubstituted alkanethiols on gold-electroactive self-assembled monolayers J. Am. Chem. Soc. 1990, 112, 4301-4306
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4301-4306
    • Chidsey, C.E.D.1    Bertozzi, C.R.2    Putvinski, T.M.3    Mujsce, A.M.4
  • 30
    • 0001659791 scopus 로고
    • Anthraquinonedisulfonate adsorption, electron-transfer kinetics, and capacitance on ordered graphite electrodes - the important role of surface-defects
    • McDermott, M. T.; Kneten, K.; McCreery, R. L. Anthraquinonedisulfonate adsorption, electron-transfer kinetics, and capacitance on ordered graphite electrodes-the important role of surface-defects J. Phys. Chem. 1992, 96, 3124-3130
    • (1992) J. Phys. Chem. , vol.96 , pp. 3124-3130
    • McDermott, M.T.1    Kneten, K.2    McCreery, R.L.3
  • 31
    • 0000655192 scopus 로고
    • Microstructural and morphological changes induced in glassy-carbon electrodes by laser irradiation
    • Pontikos, N. M.; McCreery, R. L. Microstructural and morphological changes induced in glassy-carbon electrodes by laser irradiation J. Electroanal. Chem. 1992, 324, 229-242
    • (1992) J. Electroanal. Chem. , vol.324 , pp. 229-242
    • Pontikos, N.M.1    McCreery, R.L.2
  • 32
    • 1342302805 scopus 로고    scopus 로고
    • Recent development of peptide coupling reagents in organic synthesis
    • Han, S. Y.; Kim, Y. A. Recent development of peptide coupling reagents in organic synthesis Tetrahedron 2004, 60, 2447-2467
    • (2004) Tetrahedron , vol.60 , pp. 2447-2467
    • Han, S.Y.1    Kim, Y.A.2
  • 33
    • 26844576835 scopus 로고    scopus 로고
    • Amide bond formation and peptide coupling
    • Montalbetti, C.; Falque, V. Amide bond formation and peptide coupling Tetrahedron 2005, 61, 10827-10852
    • (2005) Tetrahedron , vol.61 , pp. 10827-10852
    • Montalbetti, C.1    Falque, V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.