Theoretical Design of n-Type Organic Semiconducting Materials Containing Thiazole and Oxazole Frameworks
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- 作者：Vu Thi Thu Huong ; Truong Ba Tai ; Minh Tho Nguyen
- 刊名：Journal of Physical Chemistry A
- 出版年：2014
- 出版时间：May 8, 2014
- 年：2014
- 卷：118
- 期：18
- 页码：3335-3343
- 全文大小：324K
- 年卷期：v.118,no.18(May 8, 2014)
- ISSN：1520-5215
文摘
The characteristics of molecular structure and charge transport of some new n-type organic semiconductors containing thiazole 1a鈥?b>6a and oxazole 1b鈥?b>6b frameworks and trifluoromethylphenyl as terminal groups were predicted using density functional theory (DFT) methods. The energy levels of HOMO and LUMO of these compounds are decreased when thiophene and furan units are replaced by thiazole and oxazole units, respectively. The same trend was observed when benzo[1,2-d:4,5-d鈥瞉bisthiazole groups were replaced with benzo[1,2-d:4,5-d鈥瞉bisthiazole-4,8-diones. The reorganization energies for electron of compounds are computed in a range of 0.21鈥?.37 eV, which is comparable to the value of 0.25 eV of well-known n-type semiconductors such as perfluoropentacene. Some important trends can be pointed out as follows: (i) replacing the core thiazolothiazole unit of compounds 1a and 2a by the larger core benzo[1,2-d:4,5-d鈥瞉bisthiazole units of 3a and 4a decreases both reorganization energies for electron (位e); (ii) the 位e values of compounds containing thiazole 2a, 4a, and 6a are smaller than those of compounds containing thiophene 1a, 3a, and 5a, respectively; (iii) there is no clear trend when replacing benzene rings of compounds 3a and 4a by quinone rings of 5a and 6a. The 位e values of 5 and 6 are only somewhat larger. The same trend is also found for compounds containing oxazole 1b鈥?b>6b. The intermolecular charge transports in solid state of these compounds mainly occur among molecules in the same molecular layer, whereas intermolecular interactions between molecules in different molecular layers are very small. Generally, beside some experimentally reported molecules 1a鈥?b>4a, the remaining molecules designed here are good candidates for n-type organic semiconducting materials with small reorganization energies for electron and low energy levels of LUMO.