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Optical Properties of Single- and Double-Functionalized Small Diamondoids.
- Source :
-
Journal of Physical Chemistry A . 4/12/2018, Vol. 122 Issue 14, p3583-3593. 11p. - Publication Year :
- 2018
-
Abstract
- The rational control of the electronic and optical properties of small functionalized diamond-like molecules, the diamondoids, is the focus of this work. Specifically, we investigate the single- and double- functionalization of the lower diamondoids, adamantane, diamantane, and triamantane with -NH2 and -SH groups and extend the study to N-heterocyclic carbene (NHC) functionalization. On the basis of electronic structure calculations, we predict a significant change in the optical properties of these functionalized diamondoids. Our computations reveal that -NH2 functionalized diamondoids show UV photoluminescence similar to ideal diamondoids while -SH substituted diamondoids hinder the UV photoluminescence due to the labile nature of the S-H bond in the first excited state. This study also unveils that the UV photoluminescence nature of -NH2 diamondoids is quenched upon additional functionalization with the -SH group. The double-functionalized derivative can, thus, serve as a sensitive probe for biomolecule binding and sensing environmental changes. The preserved intrinsic properties of the NHC and the ideal diamondoid in NHC-functionalized-diamondoids suggests its utilization in diamondoid-based self-assembled monolayers (SAM), whose UV-photoluminescent signal would be determined entirely by the functionalized diamondoids. Our study aims to pave the path for tuning the properties of diamondoids through a selective choice of the type and number of functional groups. This will aid the realization of optoelectronic devices involving, for example, large-area SAM layers or diamondoid-functionalized electrodes. [ABSTRACT FROM AUTHOR]
- Subjects :
- *DIAMONDOIDS
*ELECTRONIC structure
*PHOTOLUMINESCENCE
Subjects
Details
- Language :
- English
- ISSN :
- 10895639
- Volume :
- 122
- Issue :
- 14
- Database :
- Academic Search Index
- Journal :
- Journal of Physical Chemistry A
- Publication Type :
- Academic Journal
- Accession number :
- 129028529
- Full Text :
- https://doi.org/10.1021/acs.jpca.7b12519