Covalent Attachment of 1-Alkenes to Oxidized Platinum Surfaces

被引:3
|
作者
Alonso, Jose Maria [1 ]
Fabre, Bruno [2 ]
Trilling, Anke K. [3 ]
Scheres, Luc [3 ]
Franssen, Maurice C. R. [1 ]
Zuilhof, Han [1 ,4 ]
机构
[1] Wageningen Univ, Lab Organ Chem, NL-6703 HB Wageningen, Netherlands
[2] Univ Rennes 1, Inst Sci Chim Rennes, Matiere Condense & Syst Electroactifs MaCSE, UMR 6226, F-35042 Rennes, France
[3] Surfix BV, NL-6703 HB Wageningen, Netherlands
[4] King Abdulaziz Univ, Dept Chem & Mat Engn, Jeddah 22254, Saudi Arabia
关键词
SELF-ASSEMBLED MONOLAYERS; ORGANIC MONOLAYERS; ALKANETHIOLS; GOLD; FUNCTIONALIZATION; ACTIVATION; ALKENES; FILMS;
D O I
10.1021/la504447t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the formation of covalently bound alkyl layers onto oxidized Pt (PtOx) substrates by reaction with 1-alkenes as a novel way to bind organic molecules to metal surfaces. The organic layers were characterized by static contact angle, infrared reflection absorption spectroscopy (IRRAS), X-ray photoelectron spectroscopy (XPS), and atomic force microscopy (AFM). The grafted alkyl layers display a hydrolytic stability that is comparable to that of alkyl thiols on Au. PtOx-alkene attachment is compatible with terminal ester moieties enabling further anchoring of functional groups, such as redox-active ferrocene, and thus has great potential to extend monolayer chemistry on noble metals.
引用
收藏
页码:2714 / 2721
页数:8
相关论文
共 50 条
  • [1] Self-assembled monolayers of 1-alkenes on oxidized platinum surfaces as platforms for immobilized enzymes for biosensing
    Alonso, Jose Maria
    Bielen, Abraham A. M.
    Olthuis, Wouter
    Kengen, Serve W. M.
    Zuilhof, Han
    Franssen, Maurice C. R.
    APPLIED SURFACE SCIENCE, 2016, 383 : 283 - 293
  • [2] Regioselective Hydrocarbamoylation of 1-Alkenes
    Miyazaki, Yosuke
    Yamada, Yuuya
    Nakao, Yoshiaki
    Hiyama, Tamejiro
    CHEMISTRY LETTERS, 2012, 41 (03) : 298 - 300
  • [3] The initiation mechanisms for surface hydrosilylation with 1-alkenes
    Lee, Michael V.
    Scipioni, Roberto
    Boero, Mauro
    Silvestrelli, Pier Luigi
    Ariga, Katsuhiko
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (11) : 4862 - 4867
  • [4] Diffusion of 1-alkenes and cyclohexene in alkane solvents
    Kowert, Bruce A.
    Turner, Robert M., II
    Caldwell, Cassondra V. C.
    CHEMICAL PHYSICS, 2008, 344 (1-2) : 114 - 120
  • [5] Regioselectivity of Radical Addition of Thiols to 1-Alkenes
    Biermann, Ursula
    Metzger, Juergen O.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (06) : 730 - 734
  • [6] General Catalyst Control of the Monoisomerization of 1-Alkenes to trans-2-Alkenes
    Larsen, Casey R.
    Erdogan, Gulin
    Grotjahn, Douglas B.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (04) : 1226 - 1229
  • [7] Covalent Attachment of Bent-Core Mesogens to Silicon Surfaces
    Scheres, Luc
    Achten, Remko
    Giesbers, Marcel
    de Smet, Louis C. P. M.
    Arafat, Ahmed
    Sudholter, Ernst J. R.
    Marcelis, Antonius T. M.
    Zuilhof, Han
    LANGMUIR, 2009, 25 (03) : 1529 - 1533
  • [8] KAT Ligation for Rapid and Facile Covalent Attachment of Biomolecules to Surfaces
    Fracassi, Alessandro
    Ray, Ankita
    Nakatsuka, Nako
    Passiu, Cristiana
    Tanriver, Matthias
    Schauenburg, Dominik
    Scherrer, Simon
    Chaib, Anissa Ouald
    Mandal, Joydeb
    Ramakrishna, Shivaprakash N.
    Bode, Jeffrey W.
    Spencer, Nicholas D.
    Rossi, Antonella
    Yamakoshi, Yoko
    ACS APPLIED MATERIALS & INTERFACES, 2021, 13 (24) : 29113 - 29121
  • [9] Covalent Attachment of Multilayers on Poly(tetrafluoroethylene) Surfaces
    Aumsuwan, Nattharika
    Ye, Sang-Ho
    Wagner, William R.
    Urban, Marek W.
    LANGMUIR, 2011, 27 (17) : 11106 - 11110
  • [10] Covalent Attachment of Diamondoid Phosphonic Acid Dichlorides to Tungsten Oxide Surfaces
    Li, Fei Hua
    Fabbri, Jason D.
    Yurchenko, Raisa I.
    Mileshkin, Alexander N.
    Hohman, J. Nathan
    Yan, Hao
    Yuan, Hongyuan
    Tran, Ich C.
    Willey, Trevor M.
    Bagge-Hansen, Michael
    Dahl, Jeremy E. P.
    Carlson, Robert M. K.
    Fokin, Andrey A.
    Schreiner, Peter R.
    Shen, Zhi-Xun
    Melosh, Nicolas A.
    LANGMUIR, 2013, 29 (31) : 9790 - 9797