Efficient hierarchical models for reactivity of organic layers on semiconductor surfaces.
density functional theory
hybrid organic-inorganic materials
interfaces
model hierarchy
semiconductor functionalization
Journal
Journal of computational chemistry
ISSN: 1096-987X
Titre abrégé: J Comput Chem
Pays: United States
ID NLM: 9878362
Informations de publication
Date de publication:
05 May 2021
05 May 2021
Historique:
revised:
20
01
2021
received:
14
12
2020
accepted:
03
02
2021
pubmed:
23
2
2021
medline:
23
2
2021
entrez:
22
2
2021
Statut:
ppublish
Résumé
Computational modeling of organic interface formation on semiconductors poses a challenge to a density functional theory-based description due to structural and chemical complexity. A hierarchical approach is presented, where parts of the interface are successively removed in order to increase computational efficiency while maintaining the necessary accuracy. First, a benchmark is performed to probe the validity of this approach for three model reactions and five dispersion corrected density functionals. Reaction energies are generally well reproduced by generalized gradient approximation-type functionals but accurate reaction barriers require the use of hybrid functionals. Best performance is found for the model system that does not explicitly consider the substrate but includes its templating effects. Finally, this efficient model is used to provide coverage dependent reaction energies and suggest synthetic principles for the prevention of unwanted growth termination reactions for organic layers on semiconductor surfaces.
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
827-839Subventions
Organisme : German Research Foundation (DFG)
ID : SFB 1083
Informations de copyright
© 2021 The Authors. Journal of Computational Chemistry published by Wiley Periodicals LLC.
Références
R. A. Wolkow, Annu. Rev. Phys. Chem. 1999, 50, 413.
J. T. Yates, Science 1998, 279, 335.
S. V. Aradhya, L. Venkataraman, Nat. Nanotechnol. 2013, 8, 399.
G. Hills, C. Lau, A. Wright, S. Fuller, M. D. Bishop, T. Srimani, P. Kanhaiya, R. Ho, A. Amer, Y. Stein, D. Murphy, Arvind, A. Chandrakasan, M. M. Shulaker, Nature 2019, 572, 595.
L. Miozzo, A. Yassar, G. Horowitz, J. Mater. Chem. 2010, 20, 2513.
H. Zhou, S. F. Bent, J. Vac. Sci. Technol. 2013, 31, 040801.
A. V. Teplyakov, S. F. Bent, J. Vac. Sci. Technol. 2013, 31, 050810.
S. M. George, B. Yoon, A. A. Dameron, Acc. Chem. Res. 2009, 42, 498.
J. T. Yates, J. Phys. Condens. Matter 1991, 3, S143.
P. Sundberg, M. Karppinen, Beilstein J. Nanotechnol. 2014, 5, 1104.
X. Meng, J. Mater. Chem. A 2017, 5, 18326.
H. Zhou, S. F. Bent, Appl. Mater. Interfaces 2011, 3, 505.
P. K. B. Palomaki, P. H. Dinolfo, Langmuir 2010, 26, 9677.
C. Länger, J. Heep, P. Nikodemiak, T. Bohamud, P. Kirsten, U. Höfer, U. Koert, M. Dürr, J. Phys. Condens. Matter 2018, 31, 034001.
J. Meinecke, U. Koert, Org. Lett. 2019, 21, 7609.
R. Biswas, D. R. Hamann, Phys. Rev. B 1986, 34, 895.
M. Gaus, Q. Cui, M. Elstner, J. Chem. Theory Comput. 2011, 7, 931.
A. Klamt, C. Moya, J. Palomar, J. Chem. Theory Comput. 2015, 11, 4220.
J. Heep, J.-N. Luy, C. Länger, J. Meinecke, U. Koert, R. Tonner, M. Dürr, J. Phys. Chem. C 2020, 124, 9940.
T. Glaser, J. Meinecke, C. Länger, J.-N. Luy, R. Tonner, U. Koert, M. Dürr, unpublished.
T. Glaser, J. Meinecke, L. Freund, C. Länger, J.-N. Luy, R. Tonner, U. Koert, M. Dürr, unpublished.
H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem., Int. Ed. 2001, 40, 2004.
J. S. Oakdale, L. Kwisnek, V. V. Fokin, Macromolecules 2016, 49, 4473.
H. Fan, Y. Ji, Q. Xu, F. Zhou, B. Wu, L. Wang, Y. Li, J. Lu, ChemPlusChem 2018, 83, 407.
W. H. Binder, C. Kluger, Curr. Org. Chem. 2006, 10, 1791.
V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem., Int. Ed. 2002, 41, 2596.
N. Münster, P. Nikodemiak, U. Koert, Org. Lett. 2016, 18, 4296.
F. Ruff, Ö. Farkas, J. Phys. Org. Chem. 2011, 24, 480.
L. R. Domingo, M. T. Picher, J. A. Sáez, J. Org. Chem. 2009, 74, 2726.
N. J. Agard, J. A. Prescher, C. R. Bertozzi, J. Am. Chem. Soc. 2004, 126, 15046.
J. Yoshinobu, Prog. Surf. Sci. 2004, 77, 37.
L. Pecher, S. Schmidt, R. Tonner, J. Phys. Chem. C 2017, 121, 26840.
M. Reutzel, N. Münster, M. A. Lipponer, C. Länger, U. Höfer, U. Koert, M. Dürr, J. Phys. Chem. C 2016, 120, 26284.
L. Pecher, R. Tonner, Theor. Chem. Acc. 2018, 137, 48.
L. Pecher, C. Schober, R. Tonner, Chem. - Eur. J. 2017, 23, 5459.
L. Pecher, S. Schmidt, R. Tonner, Beilstein J. Org. Chem. 2018, 14, 2715.
M. D. Wodrich, C. Corminboeuf, P. R. Schreiner, A. A. Fokin, P. von Rague Schleyer, Org. Lett 2007, 9, 1851.
G. Kresse, J. Hafner, Phys. Rev. B 1993, 47, 558.
G. Kresse, J. Furthmüller, Comput. Mater. Sci. 1996, 6, 15.
G. Kresse, J. Furthmüller, Phys. Rev. B 1996, 54, 11169.
G. Henkelman, H. Jónsson, J. Chem. Phys 1999, 111, 7010.
G. Henkelman, B. P. Uberuaga, H. Jónsson, J. Chem. Phys 2000, 113, 9901.
J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett. 1996, 77, 3865.
N. Marom, A. Tkatchenko, M. Rossi, V. V. Gobre, O. Hod, M. Scheffler, L. Kronik, J. Chem. Theory Comput. 2011, 7, 3944.
D. Nazarian, P. Ganesh, D. S. Sholl, J. Mater. Chem. A 2015, 3, 22432.
S. Grimme, J. Antony, S. Ehrlich, H. Krieg, J. Chem. Phys. 2010, 132, 154104.
S. Grimme, S. Ehrlich, L. Goerigk, J. Comput. Chem. 2011, 32, 1456.
B. Hammer, L. B. Hansen, J. K. Nørskov, Phys. Rev. B 1999, 59, 7413.
A. V. Krukau, O. A. Vydrov, A. F. Izmaylov, G. E. Scuseria, J. Chem. Phys. 2006, 125, 224106.
A. Tkatchenko, M. Scheffler, Phys. Rev. Lett. 2009, 102, 073005.
J. Klimeš, D. R. Bowler, A. Michaelides, J. Phys. Condens. Matter. 2009, 22, 022201.
G. Kresse, D. Joubert, Phys. Rev. B 1999, 59, 1758.
D. R. J. Boyd, J. Chem. Phys 1955, 23, 922.
K. Mathew, R. Sundararaman, K. Letchworth-Weaver, T. A. Arias, R. G. Hennig, J. Chem. Phys. 2014, 140, 084106.
D. Gunceler, K. Letchworth-Weaver, R. Sundararaman, K. A. Schwarz, T. A. Arias, Model. Simul. Mat. Sci. Eng. 2013, 21, 074005.
J. Neugebauer, M. Scheffler, Phys. Rev. B 1992, 46, 16067.
J. Hutter, M. Iannuzzi, F. Schiffmann, J. VandeVondele, Wiley Interdiscip. Rev. Comput. Mol. Sci. 2014, 4, 15.
M. Elstner, D. Porezag, G. Jungnickel, J. Elsner, M. Haugk, T. Frauenheim, S. Suhai, G. Seifert, Phys. Rev. B 1998, 58, 7260.
TURBOMOLE V7.2 2017, a development of University of Karlsruhe and Forschungszentrum Karlsruhe GmbH, 1989-2007, TURBOMOLE GmbH, since 2007, http://www.turbomole.com, (accessed 16 February 2021).
F. Weigend, R. Ahlrichs, Phys. Chem. Chem. Phys. 2005, 7, 3297.
G. Schmitz, C. Hättig, D. P. Tew, Phys. Chem. Chem. Phys. 2014, 16, 22167.
J. Heyd, G. E. Scuseria, M. Ernzerhof, J. Chem. Phys 2003, 118, 8207.
S. R. Kachel, B. P. Klein, J. M. Morbec, M. Schöniger, M. Hutter, M. Schmid, P. Kratzer, B. Meyer, R. Tonner, J. M. Gottfried, J. Phys. Chem. C 2020, 124, 8257.
D. S. Bergsman, R. G. Closser, C. J. Tassone, B. M. Clemens, D. Nordlund, S. F. Bent, Chem. Mater. 2017, 29, 1192.
D. S. Bergsman, R. G. Closser, S. F. Bent, Chem. Mater. 2018, 30, 5087.
P. L. Golas, N. V. Tsarevsky, K. Matyjaszewski, Macromol. Rapid Commun. 2008, 29, 1167.
L. J. Abbott, K. E. Hart, C. M. Colina, Theor. Chem. Acc. 2013, 132, 1334.