Covalent coupling of nanoparticles with low-density functional ligands to surfaces via click chemistry

International Journal of Molecular Sciences

Volumn 14, Issue 2, 2013, Pages 3705-3717

  Rianasari, Ina ^a   de Jong, Michel P ^a   Huskens, Jurriaan ^a   van der Wiel, Wilfred G ^a  

^a UNIVERSITY OF TWENTE   (Netherlands)

Author keywords

Click chemistry; Gold nanoparticles; Ligand coverage; Microcontact printing; Monolayers

Indexed keywords

DIMETICONE; GOLD NANOPARTICLE; LIGAND;

ABSORPTION; AQUEOUS SOLUTION; ARTICLE; ATOMIC FORCE MICROSCOPY; CHEMICAL BOND; CLICK CHEMISTRY; COLLOID; COVALENT BOND; CYCLOADDITION; HYDRODYNAMICS; ION EXCHANGE CHROMATOGRAPHY; LIGHT SCATTERING; MOLECULAR ELECTRONICS; NANOFABRICATION;

EID: 84875122681     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms14023705     Document Type: Article

References (46)

1. Klein, D. An approach to electrical studies of single nanocrystals. Appl. Phys. Lett. 1996, 68, 2574-2577.
2. Sato, T.; Ahmed, H.; Brown, D.; Johnson, B.F.G. Single electron transistor using a molecularly linked gold colloidal particle chain. J. Appl. Phys. 1997, 82, 696-702.
3. Crooks, R.M.; Zhao, M.; Sun, L.; Chechik, V.; Yeung, L.K. Dendrimer-encapsulated metal nanoparticles: Synthesis, characterization, and applications to catalysis. Acc. Chem. Res. 2000, 34, 181-190.
4. Kim, B.-S.; Sung, J.-H.; Ju, W.-K.; Lee, M.-W.; Choi, C.-H.; Park, S.-G.; Lee, S.-G.; Lee, E.-H.; O, B.-H. Antireflective silicon subwavelength structure formed by self-aggregated gold nano particle as a catalyst. Microelectron. Eng. 2011, 88, 2597-2600.
5. Daniel, M.-C.; Astruc, D. Gold nanoparticles: Assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology. Chem. Rev. 2004, 35, 293-346.
6. Hutchings, G.J.; Brust, M.; Schmidbaur, H. Gold-An introductory perspective. Chem. Soc. Rev. 2008, 37, 1759-1765.
7. Morpurgo, A.F.; Marcus, C.M.; Robinson, D.B. Controlled fabrication of metallic electrodes with atomic separation. Appl. Phys. Lett. 1999, 74, 2084-2086.
8. Reed, M.A.; Zhou, C.; Muller, C.J.; Burgin, T.P.; Tour, J.M. Conductance of a molecular junction. Science 1997, 278, 252-254.
9. Davidovic, D.; Tinkham, M. Coulomb blockade and discrete energy levels in Au nanoparticles. Appl. Phys. Lett. 1998, 73, 3959-3961.
10. Negishi, R.; Hasegawa, T.; Terabe, K.; Aono, M.; Ebihara, T.; Tanaka, H.; Ogawa, T. Fabrication of nanoscale gaps using a combination of self-assembled molecular and electron beam lithographic techniques. Appl. Phys. Lett. 2006, 88, 223111-223113.
11. Balzani, V.; Credi, A.; Venturi, M. The bottom-up approach to molecular-level devices and machines. Chem. Eur. J. 2002, 8, 5524-5532.
12. Lu, W.; Lieber, C.M. Nanoelectronics from the bottom up. Nat. Mater. 2007, 6, 841-850.
13. Mizuta, H.; Oda, S. Bottom-up approach to silicon nanoelectronics. Microelectron. J. 2008, 39, 171-176.
14. Cederquist, K.B.; Keating, C.D. Curvature effects in DNA:Au nanoparticle conjugates. ACS Nano 2009, 3, 256-260.
15. Tao, H.; Yi, C.; Tzang, C.-H.; Zhu, J.; Yang, M. DNA-directed self-assembly of gold nanoparticles into binary and ternary nanostructures. Nanotechnology 2007, 18, 015102.
16. Mirkin, C.A.; Letsinger, R.L.; Mucic, R.C.; Storhoff, J.J. A DNA-based method for rationally assembling nanoparticles into macroscopic materials. Nature 1996, 382, 607-609.
17. Bernard, L.; Kamdzhilov, Y.; Calame, M.; van der Molen, S.J.; Liao, J.; Schönenberger, C. Spectroscopy of molecular junction networks obtained by place exchange in 2d nanoparticle arrays. J. Phys. Chem. C 2007, 111, 18445-18450.
18. Bastus, N.G.; Comenge, J.; Puntes, V. Kinetically controlled seeded growth synthesis of citrate-stabilized gold nanoparticles of up to 200 nm: Size focusing versus ostwald ripening. Langmuir 2011, 27, 11098-11105.
19. Ji, X.; Song, X.; Li, J.; Bai, Y.; Yang, W.; Peng, X. Size control of gold nanocrystals in citrate reduction: The third role of citrate. J. Am. Chem. Soc. 2007, 129, 13939-13948.
20. Turkevich, J.; Stevenson, P.C.; Hillier, J. A study of the nucleation and growth processes in the synthesis of colloidal gold. Disc. Faraday Soc. 1951, 11, 55-75.
21. Brust, M.; Walker, M.; Bethell, D.; Schiffrin, D.J.; Whyman, R. Synthesis of thiolderivatized gold nanoparticles in a two-phase liquid-liquid system. Chem. Commun. 1994, 801-802.
22. Jana, N.R.; Peng, X. Single-phase and gram-scale routes toward nearly monodisperse Au and other noble metal nanocrystals. J. Am. Chem. Soc. 2003, 125, 14280-14281.
23. Goulet, P.J.G.; Lennox, R.B. New insights into brust-schiffrin metal nanoparticle synthesis. J. Am. Chem. Soc. 2010, 132, 9582-9584.
24. Maneeprakorn, W.; Malik, M.A.; O'Brien, P. Developing chemical strategies for the assembly of nanoparticles into mesoscopic objects. J. Am. Chem. Soc. 2010, 132, 1780-1781.
25. Lin, S.-Y.; Tsai, Y.-T.; Chen, C.-C.; Lin, C.-M.; Chen, C.-H. Two-step functionalization of neutral and positively charged thiols onto citrate-stabilized au nanoparticles. J. Phys. Chem. B 2004, 108, 2134-2139.
26. Aslan, K.; Perez-Luna, V.H. Surface modification of colloidal gold by chemisorption of alkanethiols in the presence of a nonionic surfactant. Langmuir 2002, 18, 6059-6065.
27. Bartczak, D.; Kanaras, A.G. Diacetylene-containing ligand as a new capping agent for the preparation of water-soluble colloidal nanoparticles of remarkable stability. Langmuir 2010, 26, 7072-7077.
28. Locatelli, E.; Ori, G.; Fournelle, M.; Lemor, R.; Montorsi, M.; Comes Franchini, M. Click chemistry for the assembly of gold nanorods and silver nanoparticles. Chem. Eur. J. 2011, 17, 9052-9056.
29. Kolb, H.C.; Finn, M.G.; Sharpless, K.B. Click chemistry: Diverse chemical function from a few good reactions. Angew. Chem. Int. Ed. 2001, 40, 2004-2021.
30. Nandivada, H.; Jiang, X.; Lahann, J. Click chemistry: Versatility and control in the hands of materials scientists. Adv. Mater. 2007, 19, 2197-2208.
31. Binder, W.H. "Click"-chemistry in polymer and material science: The update. Macromol. Rapid Commun. 2008, 29, 951-951.
32. Feng, D.; Zhang, Y.; Shi, W.; Li, X.; Ma, H. A simple and sensitive method for visual detection of phosgene based on the aggregation of gold nanoparticles. Chem. Commun. 2010, 46, 9203-9205.
33. Janczewski, D.; Tomczak, N.; Liu, S.; Han, M.-Y.; Vancso, G.J. Covalent assembly of functional inorganic nanoparticles by "Click" Chemistry in water. Chem. Commun. 2010, 46, 3253-3255.
34. 2+ colorimetric sensing. Chem. Commun. 2009, 4812-4814.
35. 2+ detection using DNA-modified gold-nanoparticle aggregates as probes and click chemistry. Small 2010, 6, 623-626.
36. Zhang, M.-X.; Huang, B.-H.; Sun, X.-Y.; Pang, D.-W. Clickable gold nanoparticles as the building block of nanobioprobes. Langmuir 2010, 26, 10171-10176.
37. Zhou, Y.; Wang, S.; Zhang, K.; Jiang, X. Visual detection of copper(ii) by azide-and alkyne-functionalized gold nanoparticles using click chemistry. Angew. Chem. Int. Ed. 2008, 47, 7454-7456.
38. 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.
39. Hostetler, M.J.; Wingate, J.E.; Zhong, C.-J.; Harris, J.E.; Vachet, R.W.; Clark, M.R.; Londono, J.D.; Green, S.J.; Stokes, J.J.; Wignall, G.D.; et al. Alkanethiolate gold cluster molecules with core diameters from 1.5 to 5.2 nm: Core and monolayer properties as a function of core size. Langmuir 1998, 14, 17-30.
40. Dubois, L.H.; Nuzzo, R.G. Synthesis, structure, and properties of model organic surfaces. Annu. Rev. Phys. Chem. 1992, 43, 437-463.
41. Wang, Y.; Zeiri, O.; Neyman, A.; Stellacci, F.; Weinstock, I.A. Nucleation and island growth of alkanethiolate ligand domains on gold nanoparticles. ACS Nano 2012, 6, 629-640.
42. Zheng, H.; Lee, I.; Rubner, M.F.; Hammond, P.T. Two component particle arrays on patterned polyelectrolyte multilayer templates. Adv. Mater. 2002, 14, 569-572.
43. Robert, N.; Jinsang, K. Directed self-assembly of nanogold using a chemically modified nanopatterned surface. Nanotechnology 2012, 23, 045602-045610.
44. Ma, L.-C.; Subramanian, R.; Huang, H.-W.; Ray, V.; Kim, C.-U.; Koh, S.J. Electrostatic funneling for precise nanoparticle placement: A route to wafer-scale integration. Nano Lett. 2007, 7, 439-445.
45. Gwyddion. Available online: http://www.gwyddion.net (accessed on 2 February 2013).
46. 2-templated formation of ultraflat metal surfaces on glass, polymer, and solder supports: Their use as substrates for self-assembled monolayers. Langmuir 2007, 23, 9686-9694.