Synthesis and coordinative layer-by-layer deposition of pyridine-functionalized gold nanoparticles and tetralactam macrocycles on silicon substrates

Langmuir

Volumn 29, Issue 46, 2013, Pages 14284-14292

  Traulsen, Christoph H H ^a   Kunz, Valentin ^a   Heinrich, Thomas ^a,b   Richter, Sebastian ^a   Holzweber, Markus ^b   Schulz, Andrea ^a   Von Krbek, Larissa K S ^a   Scheuschner, Ulf T J ^a   Poppenberg, Johannes ^a   Unger, Wolfgang E S ^b   Schalley, Christoph A ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b BAM FEDERAL INSTITUTE FOR MATERIALS RESEARCH AND TESTING   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATING SEQUENCES; CO-ORDINATION CHEMISTRIES; HYDROXYL-TERMINATED; LAYER BY LAYER DEPOSITION; LIGAND EXCHANGE REACTIONS; MULTILAYER DEPOSITIONS; NANOPARTICLE LAYERS; SILICON SUBSTRATES;

COORDINATION REACTIONS; DEPOSITION; GOLD; METAL NANOPARTICLES; MULTILAYERS; PYRIDINE;

SYNTHESIS (CHEMICAL);

EID: 84888386026     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la403222x     Document Type: Article

References (41)

1. Lewandowski, B.; De Bo, G.; Ward, J. W.; Papmeyer, M.; Kuschel, S.; Aldegunde, M. J.; Gramlich, P. M. E.; Heckmann, D.; Goldup, S. M.; D'Souza, D. M.; Fernandes, A. E.; Leigh, D. A. Sequence-Specific Peptide Synthesis by an Artificial Small-Molecule Machine Science 2013, 339, 189-193
2. Du, G.; Moulin, E.; Jouault, N.; Buhler, E.; Giuseppone, N. Muscle-like Supramolecular Polymers: Integrated Motion from Thousands of Molecular Machines Angew. Chem., Int. Ed. 2012, 51, 12504-12508
3. Liu, B.; Shekhah, O.; Arslan, H. K.; Liu, J.; Wöll, C.; Fischer, R. A. Enantiopure Metal-Organic Framework Thin Films: Oriented SURMOF Growth and Enantioselective Adsorption Angew. Chem., Int. Ed. 2012, 51, 807-810
4. Richter, S.; Poppenberg, J.; Traulsen, C. H. H.; Darlatt, E.; Sokolowski, A.; Sattler, D.; Unger, W. E. S.; Schalley, C. A. Deposition of Ordered Layers of Tetralactam Macrocycles and Ether Rotaxanes on Pyridine-Terminated Self-Assembled Monolayers on Gold J. Am. Chem. Soc. 2012, 134, 16289-16297
5. Darlatt, E.; Nefedov, A.; Traulsen, C. H. H.; Poppenberg, J.; Richter, S.; Dietrich, P. M.; Lippitz, A.; Illgen, R.; Kühn, J.; Schalley, C. A.; Wöll, C.; Unger, W. E. S. Interpretation of Experimental N K NEXAFS of azide, 1,2,3-Triazole and Terpyridyl Groups by DFT Spectrum Simulations J. Electron Spectrosc. 2012, 185, 621-624
6. Darlatt, E.; Traulsen, C. H. H.; Poppenberg, J.; Richter, S.; Kühn, J.; Schalley, C. A.; Unger, W. E. S. Evidence of Click and Coordination Reactions on a Self-Assembled Monolayer by Synchrotron Radiation Based XPS and NEXAFS J. Electron Spectrosc. Relat. Phenom. 2012, 185, 85-89
7. Traulsen, C. H.-H.; Darlatt, E.; Richter, S.; Poppenberg, J.; Hoof, S.; Unger, W. E. S.; Schalley, C. A. Intermixed Terpyridine-Functionalized Monolayers on Gold: Nonlinear Relationship between Terpyridyl Density and Metal Ion Coordination Properties Langmuir 2012, 28, 10755-10763
8. Poppenberg, J.; Richter, S.; Darlatt, E.; Traulsen, C. H.-H.; Min, H.; Unger, W. E. S.; Schalley, C. A. Successive Coordination of Palladium(II)-Ions and Terpyridine-Ligands to a Pyridyl-Terminated Self-Assembled Monolayer on Gold Surf. Sci. 2012, 606, 367-377
9. Poppenberg, J.; Richter, S.; Traulsen, C. H. H.; Darlatt, E.; Bilge, B.; Heinrich, T.; Deutinger, P.; Huth, K.; Unger, W.; Schalley, C. A. Programmable Multilayers of Nanometer-Sized Macrocycles on Solid Support and Stimuli-Controlled On-Surface Pseudorotaxane Formation Chem. Sci. 2013, 4, 3131-3139
10. Gassensmith, J. J.; Barr, L.; Baumes, J. M.; Paek, A.; Nguyen, A.; Smith, B. D. Synthesis and Photophysical Investigation of Squaraine Rotaxanes by "Clicked Capping" Org. Lett. 2008, 10, 3343-3346
11. Gassensmith, J. J.; Matthys, S.; Lee, J.-J.; Wojcik, A.; Kamat, P. V.; Smith, B. D. Squaraine Rotaxane as a Reversible Optical Chloride Sensor Chem.-Eur. J. 2010, 16, 2916-2921
12. Chaikin, Y.; Leader, H.; Popovitz-Biro, R.; Vaskevich, A.; Rubinstein, I. Versatile Scheme for the Step-by-Step Assembly of Nanoparticle Multilayers Langmuir 2011, 27, 1298-1307
13. Rianasari, I.; de Jong, M.; Huskens, J.; van der Wiel, W. Covalent Coupling of Nanoparticles with Low-Density Functional Ligands to Surfaces via Click Chemistry Int. J. Mol. Sci. 2013, 14, 3705-3717
14. Mubeen, S.; Lee, J.; Singh, N.; Kramer, S.; Stucky, G. D.; Moskovits, M. An Autonomous Photosynthetic Device in Which All Charge Carriers Derive from Surface Plasmons Nat. Nanotechnol. 2013, 8, 247-251
15. Wang, F.; Li, C.; Chen, H.; Jiang, R.; Sun, L.-D.; Li, Q.; Wang, J.; Yu, J. C.; Yan, C.-H. Plasmonic Harvesting of Light Energy for Suzuki Coupling Reactions J. Am. Chem. Soc. 2013, 135, 5588-5601
16. Ling, X. Y.; Phang, I. Y.; Reinhoudt, D. N.; Vancso, G. J.; Huskens, J. Transfer-Printing and Host-Guest Properties of 3D Supramolecular Particle Structures ACS Appl. Mater. Interfaces 2009, 1, 960-968
17. Crespo-Biel, O.; Dordi, B.; Reinhoudt, D. N.; Huskens, J. Supramolecular Layer-by-Layer Assembly: Alternating Adsorptions of Guest- and Host-Functionalized Molecules and Particles Using Multivalent Supramolecular Interactions J. Am. Chem. Soc. 2005, 127, 7594-7600
18. Crespo-Biel, O.; Dordi, B.; Maury, P.; Péter, M.; Reinhoudt, D. N.; Huskens, J. Patterned, Hybrid, Multilayer Nanostructures Based on Multivalent Supramolecular Interactions Chem. Mater. 2006, 18, 2545-2551
19. Ludden, M. J. W.; Reinhoudt, D. N.; Huskens, J. Molecular Printboards: Versatile Platforms for the Creation and Positioning of Supramolecular Assemblies and Materials Chem. Soc. Rev. 2006, 35, 1122-1134
20. Baytekin, B.; Zhu, S. S.; Brusilowskij, B.; Illigen, J.; Ranta, J.; Huuskonen, J.; Russo, L.; Rissanen, K.; Kaufmann, L.; Schalley, C. A. A Modular "Toolbox" Approach to Flexible Branched Multimacrocyclic Hosts as Precursors for Multiply Interlocked Architectures Chem.-Eur. J. 2008, 14, 10012-10028
21. Karstedt, B. D. Platinum Complexes with Unsaturated Organosiloxanes As Hydrosilylation Catalysts for Hardening of Organopolysiloxanes. U.S. Patent 3,775,452, 1973.
22. Brust, M.; Fink, J.; Bethell, D.; Schiffrin, D. J.; Kiely, C. Synthesis and Reactions of Functionalised Gold Nanoparticles J. Chem. Soc., Chem.Commun. 1995, 0, 1655-1656
23. Brust, M.; Walker, M.; Bethell, D.; Schiffrin, D. J.; Whyman, R. Synthesis of Thiol-Derivatised Gold Nanoparticles in a Two-Phase Liquid-Liquid System J. Chem. Soc., Chem. Commun. 1994, 801-802
24. Gonzàlez de Rivera, F.; Angurell, I.; Rossell, O.; Seco, M.; Llorca, J. Organometallic Surface Functionalization of Gold Nanoparticles J. Organomet. Chem. 2012, 715, 13-18
25. Maye, M. M.; Zheng, W.; Leibowitz, F. L.; Ly, N. K.; Zhong, C.-J. Heating-Induced Evolution of Thiolate-Encapsulated Gold Nanoparticles: A Strategy for Size and Shape Manipulations Langmuir 1999, 16, 490-497
26. Schneider, C. A.; Rasband, W. S.; Eliceiri, K. W. NIH Image to ImageJ: 25 Years of Image Analysis Nat. Methods 2012, 9, 671-675
27. Haiss, W.; Thanh, N. T. K.; Aveyard, J.; Fernig, D. G. Determination of Size and Concentration of Gold Nanoparticles from UV-Vis Spectra Anal. Chem. 2007, 79, 4215-4221
28. Reinhard, B. M.; Siu, M.; Agarwal, H.; Alivisatos, A. P.; Liphardt, J. Calibration of Dynamic Molecular Rulers Based on Plasmon Coupling between Gold Nanoparticles Nano Lett. 2005, 5, 2246-2252
29. Liu, J.; Schüpbach, B.; Bashir, A.; Shekhah, O.; Nefedov, A.; Kind, M.; Terfort, A.; Wöll, C. Structural Characterization of Self-Assembled Monolayers of Pyridine-Terminated Thiolates on Gold Phys. Chem. Chem. Phys. 2010, 12, 4459-4472
30. Silien, C.; Buck, M.; Goretzki, G.; Lahaye, D. e.; Champness, N. R.; Weidner, T.; Zharnikov, M. Self-Assembly of a Pyridine-Terminated Thiol Monolayer on Au(111) Langmuir 2008, 25, 959-967
31. Zhou; Baunach, T.; Ivanova, V.; Kolb, D. M. Structure and Electrochemistry of 4,4′-Dithiodipyridine Self-Assembled Monolayers in Comparison with 4-Mercaptopyridine Self-Assembled Monolayers on Au(111) Langmuir 2004, 20, 4590-4595
32. Zhang, H.-L.; Evans, S. D.; Henderson, J. R.; Miles, R. E.; Shen, T. Spectroscopic Characterization of Gold Nanoparticles Passivated by Mercaptopyridine and Mercaptopyrimidine Derivatives J. Phys. Chem. B 2003, 107, 6087-6095
33. Mondal, P. C.; Yekkoni Lakshmanan, J.; Hamoudi, H.; Zharnikov, M.; Gupta, T. Bottom-Up Assembly of Multicomponent Coordination-Based Oligomers J. Phys. Chem. C 2011, 115, 16398-16404
34. Sarno, D. M.; Martin, J. J.; Hira, S. M.; Timpson, C. J.; Gaffney, J. P.; Jones, W. E. Enhanced Conductivity of Thin Film Polyaniline by Self-Assembled Transition Metal Complexes Langmuir 2006, 23, 879-884
35. Altman, M.; Shukla, A. D.; Zubkov, T.; Evmenenko, G.; Dutta, P.; van der Boom, M. E. Controlling Structure from the Bottom-Up: Structural and Optical Properties of Layer-by-Layer Assembled Palladium Coordination-Based Multilayers J. Am. Chem. Soc. 2006, 128, 7374-7382
36. Wanunu, M.; Popovitz-Biro, R.; Cohen, H.; Vaskevich, A.; Rubinstein, I. Coordination-Based Gold Nanoparticle Layers J. Am. Chem. Soc. 2005, 127, 9207-9215
37. Richter, S.; Traulsen, C. H.-H.; Heinrich, T.; Poppenberg, J.; Leppich, C.; Holzweber, M.; Unger, W.; Schalley, C. A. Sequence-Programmable Multi-Component Multilayers of Nanometer-Sized Tetralactam Macrocycles on Gold Surfaces J. Phys. Chem. C 2013, 117, 18980-18985
38. Ling, X.; Phang, I.; Reinhoudt, D.; Vancso, G.; Huskens, J. Supramolecular Layer-by-Layer Assembly of 3D Multicomponent Nanostructures via Multivalent Molecular Recognition Int. J. Mol. Sci. 2008, 9, 486-497
39. Onclin, S.; Huskens, J.; Ravoo, B. J.; Reinhoudt, D. N. Molecular Boxes on a Molecular Printboard: Encapsulation of Anionic Dyes in Immobilized Dendrimers Small 2005, 1, 852-857
40. Cole, E. L.; Arunkumar, E.; Xiao, S.; Smith, B. A.; Smith, B. D. Water-Soluble, Deep-Red Fluorescent Squaraine Rotaxanes Org. Biomol. Chem. 2012, 10, 5769-5773
41. Hu, W.; Li, C. M.; Cui, X.; Dong, H.; Zhou, Q. In Situ Studies of Protein Adsorptions on Poly(pyrrole- co -pyrrole propylic acid) Film by Electrochemical Surface Plasmon Resonance Langmuir 2007, 23, 2761-2767