Wet chemical functionalization of GaP(111)B through a williamson ether-type reaction

Journal of Physical Chemistry C

Volumn 119, Issue 3, 2015, Pages 1338-1345

  Brown, Elizabeth S ^a   Peczonczyk, Sabrina L ^a   Maldonado, Stephen ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE INJECTION; CHLORINE COMPOUNDS; ELECTROCHEMISTRY; ENERGY GAP; ETHERS; GALLIUM ALLOYS; GALLIUM PHOSPHIDE; PHOTOELECTRON SPECTROSCOPY; REACTION KINETICS; SYNTHESIS (CHEMICAL); X RAY PHOTOELECTRON SPECTROSCOPY;

FUNCTIONALIZATIONS; PHOTOELECTROCHEMICAL MEASUREMENTS; RATE-LIMITING STEPS; SULFONYL CHLORIDES; SURFACE FUNCTIONALIZATION; TOTAL INTERNAL REFLECTANCE; WATER CONTACT ANGLE MEASUREMENT; X RAY PHOTOELECTRON SPECTRA;

SURFACE REACTIONS;

EID: 84949115686     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp509015x     Document Type: Article

References (54)

1. 2 to Methanol using a Catalyzed p-GaP Based Photoelectrochemical Cell J. Am. Chem. Soc. 2008, 130, 6342-6344
2. McIntosh, D.; Zhou, Q. G.; Chen, Y. J.; Campbell, J. C. High Quantum Efficiency GaP Avalanche Photodiodes Opt. Express 2011, 19, 19607-19612
3. Price, M. J.; Maldonado, S. Macroporous n-GaP in Nonaqueous Regenerative Photoelectrochemical Cells J. Phys. Chem. C 2009, 113, 11988-11994
4. Gerischer, H. Electrolytic Decomposition and Photo-Decomposition of Compound Semiconductors in Contact with Electrolytes J. Vac. Sci. Technol. 1978, 15, 1422-1428
5. Bard, A. J. Design of Semiconductor Photo-Electrochemical Systems for Solar Energy Conversion J. Phys. Chem. 1982, 86, 172-177
6. Tomkiewicz, M.; Woodall, J. M. Photoassisted Electrolysis of Water by Visible Irradiation of a p-Type Gallium Phosphide Electrode Science 1977, 196, 990-991
7. Turner, J. A. A Realizable Renewable Energy Future Science 1999, 285, 687-689
8. Aspnes, D. E.; Studna, A. A. Dielectric Functions and Optical-Parameters of Si, Ge, GaP, GaAs, GaSb, InP, InAs, and InSb from 1.5 to 6.0 eV Phys. Rev. B 1983, 27, 985-1009
9. Sun, J. W.; Liu, C.; Yang, P. D. Surfactant-Free, Large-Scale, Solution-Liquid-Solid Growth of Gallium Phosphide Nanowires and Their Use for Visible-Light-Driven Hydrogen Production from Water Reduction J. Am. Chem. Soc. 2011, 133, 19306-19309
10. 3 J. Phys. Chem. C 2011, 115, 22652-22661
11. 2 in Aqueous Electrolytes Toward Photoelectrochemical Water Splitting J. Electrochem. Soc. 1998, 145, 3335-3339
12. Gershenzon, M.; Mikulyak, R. M. Radiative Pair Recombination and Surface Recombination in GaP Photoluminescence Appl. Phys. Lett. 1966, 8, 245-247
13. Stringfellow, G. B. Effect of Surface Treatment on Surface Recombindation Velocity and Diode Leakage Current in GaP J. Vac. Sci. Technol. 1976, 13, 908-913
14. Mukherjee, J.; Erickson, B.; Maldonado, S. Physicochemical and Electrochemical Properties of Etched GaP(111)A and GaP(111)B Surfaces J. Electrochem. Soc. 2010, 157, H487-H495
15. Flores-Perez, R.; Zernlyanov, D. Y.; Ivanisevic, A. Quantitative Evaluation of Covalently Bound Molecules on GaP (100) Surfaces J. Phys. Chem. C 2008, 112, 2147-2155
16. Richards, D.; Zemlyanov, D.; Ivanisevic, A. Assessment of the Passivation Capabilities of Two Different Covalent Chemical Modifications on GaP(100) Langmuir 2010, 26, 8141-8146
17. Richards, D.; Luce, P.; Zemlyanov, D.; Ivanisevic, A. Quantitative Analysis of the Functionalization of Gallium Phosphide with Organic Azides Scanning 2012, 34, 332-340
18. 2S Solution Passivation of III-V Phosphide Surfaces Appl. Phys. Lett. 1998, 73, 2977-2979
19. Pies, W.; Weiss, A. Crystal Structure Data of Inorganic Compounds; Springer-Verlag: Berlin, 1979; Vol. 7.
20. Morgan, W. E.; Stec, W. J.; Albridge, R. G.; Vanwazer, J. R. Pi-Bond Feedback Interpreted from Binding Energy of 2p Electrons of Phosphorus Inorg. Chem. 1971, 10, 926-930
21. Mukherjee, J.; Peczonczyk, S.; Maldonado, S. Wet Chemical Functionalization of III-V Semiconductor Surfaces: Alkylation of Gallium Phosphide Using a Grignard Reaction Sequence Langmuir 2010, 26, 10890-10896
22. Peczonczyk, S. L.; Brown, E. S.; Maldonado, S. Secondary Functionalization of Allyl-Terminated GaP(111)A Surfaces via Heck Cross-Coupling Metathesis, Hydrosilylation, and Electrophilic Addition of Bromine Langmuir 2014, 30, 156-164
23. 2S-x Solution Appl. Surf. Sci. 2004, 235, 260-266
24. Sturzenegger, M.; Lewis, N. S. An X-ray Photoelectron Spectroscopic and Chemical Reactivity Study of Routes to Functionalization of Etched InP Surfaces J. Am. Chem. Soc. 1996, 118, 3045-3046
25. Sturzenegger, M.; Prokopuk, N.; Kenyon, C. N.; Royea, W. J.; Lewis, N. S. Reactions of Etched, Single Crystal (111)B-Oriented InP to Produce Functionalized Surfaces with Low Electrical Defect Densities J. Phys. Chem. B 1999, 103, 10838-10849
26. Spool, A. M.; Daube, K. A.; Mallouk, T. E.; Belmont, J. A.; Wrighton, M. S. Reaction of the (111) Faces of Single-Crystal Indium-Phosphide with Alkylating Agents. Evidence for Selective Reaction of the P-Rich Face J. Am. Chem. Soc. 1986, 108, 3155-3157
27. 2 Surfaces: A Surface Analogue of the Williamson Ether Synthesis Langmuir 2011, 27, 6879-6889
28. 2 Surfaces by Thermal Grafting of Aryl and Benzyl Halides Langmuir 2012, 28, 6866-6876
29. 2, and Ferrocenium in Alcohol Solvents J. Phys. Chem. B 2002, 106, 3639-3656
30. Barr, T. L.; Seal, S. Nature of the Use of Adventitious Carbon as a Binding-Energy Standard J. Vac. Sci. Technol., A 1995, 13, 1239-1246
31. Practical Surface Analysis; Briggs, D.; Seah, M. P., Eds.; John Wiley & Sons: Chichester, 1983.
32. Wei, W.; Huang, X. B.; Zhao, X. L.; Zhang, P.; Tang, X. Z. A Rapid and Efficient Strategy for Preparation of Super-Hydrophobic Surface with Cross-Linked Cyclotriphosphazene/6F-Bisphenol A Copolymer Microspheres Chem. Commun. 2010, 46, 487-489
33. Lummerstorfer, T.; Kattner, J.; Hoffmann, H. Monolayers at Solid-Solid Interfaces Probed with Infrared Spectroscopy Anal. Bioanal. Chem. 2007, 388, 55-64
34. Narasimham, N. A.; Nielsen, J. R.; Theimer, R. Vibrational Spectra of Fluorinated Aromatics J. Chem. Phys. 1957, 27, 740-745
35. Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. Spontaneously Organized Molecular Assemblies. Part 4. Structural Characterization of Normal-Alkyl Thiol Monolayer on Gold by Optical Ellipsometry, Infrared-Spectroscopy, and Electrochemistry J. Am. Chem. Soc. 1987, 109, 3559-3568
36. Seitz, O.; Bocking, T.; Salomon, A.; Gooding, J. J.; Cahen, D. Importance of Monolayer Quality for Interpreting Current Transport through Organic Molecules: Alkyls on Oxide-Free Si Langmuir 2006, 22, 6915-6922
37. Daasch, L. W.; Smith, D. C. Infrared Spectra of Phosphorus Compounds Anal. Chem. 1951, 23, 853-868
38. 3-Terminated p-Type GaP(111)A J. Phys. Chem. C 2014, 118, 11593-11600
39. Butler, M. A.; Ginley, D. S. Surface-Treatment Induced Sub-Band Gap Photoresponse of GaP Photoelectrodes J. Electrochem. Soc. 1981, 128, 712-714
40. Carim, A. I.; Collins, S. M.; Foley, J. M.; Maldonado, S. Benchtop Electrochemical Liquid-Liquid-Solid Growth of Nanostructured Crystalline Germanium J. Am. Chem. Soc. 2011, 133, 13292-13295
41. Nie, G. C.; Hah, H. J.; Kim, G.; Lee, Y. E. K.; Qin, M.; Ratani, T. S.; Fotiadis, P.; Miller, A.; Kochi, A.; Gao, D.; Chen, T.; Orringer, D. A.; Sagher, O.; Philbert, M. A.; Kopelman, R. Hydrogel Nanoparticles with Covalently Linked Coomassie Blue for Brain Tumor Delineation Visible to the Surgeon Small 2012, 8, 884-891
42. 2 Nanowire Films J. Mater. Chem. 2012, 22, 6613-6622
43. Kosmulski, M. Compilation of PZC and IEP of Sparingly Soluble Metal Oxides and Hydroxides from Literature Adv. Colloid Interface Sci. 2009, 152, 14-25
44. Fonash, S. J. Solar Cell Device Physics, 2 nd ed.; Elsevier: Amsterdam, 2010.
45. Gershenzon, M.; Mikulyak, R. M. Structural Defects in GaP Crystals and Their Electrical and Optical Effects J. Appl. Phys. 1964, 35, 2132
46. Chitambar, M.; Wang, Z. J.; Liu, Y. M.; Rockett, A.; Maldonado, S. Dye-Sensitized Photocathodes: Efficient Light-Stimulated Hole Injection into p-GaP Under Depletion Conditions J. Am. Chem. Soc. 2012, 134, 10670-10681
47. Choi, D.; Rowley, J. G.; Parkinson, B. A. Dye Sensitization of n and p Type Gallium Phosphide Photoelectrodes J. Electrochem. Soc. 2012, 159, H846-H852
48. Memming, R.; Tributsch, H. Electrochemical Investigations on Spectral Sensitization of Gallium Phosphide Electrodes J. Phys. Chem. 1971, 75, 562-570
49. 2 in Aqueous Electrolytes Induced by Surface Modification J. Electrochem. Soc. 1995, 142, 2625-2630
50. 2 Sol. Cells 1987, 21, 291-299
51. 2 Alloys Appl. Phys. Express 2013, 6, 061201-061204
52. 2 Single Crystals Phys. Status Solidi C 2009, 6, 1116-1119
53. van Schilfgaarde, M.; Coutts, T. J.; Newman, N.; Peshek, T. Thin Film Tandem Photovoltaic Cell from II-IV-V Chalcopyrites Appl. Phys. Lett. 2010, 96, 143503
54. Prochukhan, V. D.; Rud, Y. V. Potential Practical Applications of II-IV-V2 Semiconductors Sov. Phys. Semicond. 1978, 12, 121-135