Investigating the effect of acene-fusion and trifluoroacetyl substitution on the electronic and charge transport properties by density functional theory

Journal of Saudi Chemical Society

卷:20

Abdullah G. Al-Sehemi¹  Ahmad Irfan¹  Abul Kalam¹  Muhammad Sultan Al-Asiri²  Shabbir Muhammad³  Aijaz Rasool Chaudhry³ 

[1] Department of Chemistry and Center of Excellence for Advanced Materials Research, King Khalid University, P.O. Box 9004, Abha 61413, Saudi Arabia;

[2] Department of Physics, Faculty of Sciences and Arts, Najran University, P.O. Box 1988, Najran 11001, Saudi Arabia;

[3] Physics Department, Faculty of Science, King Khalid University, P.O. Box 9004, Abha 61413, Saudi Arabia;

关键词: Quantum chemical investigations;    Organic field-effect transistors;    Electro-optical properties;    Transfer integrals;   

DOI  :  10.1016/j.jscs.2014.09.009

来源: DOAJ

【 摘 要 】

We designed novel derivatives of 4,6-di(thiophen-2-yl)pyrimidine (DTP). Two benchmark strategies including mesomerically deactivating group, as well as the extension of π-conjugation bridge (acene-fusion) have been employed to enhance the electrical and charge transport properties. The density functional theory (DFT) and time dependent DFT methods have been used to get optimized geometries in ground and first excited state, respectively. The structural properties (geometric parameters), electronic properties (frontier molecular orbitals; highest occupied and lowest unoccupied molecular orbitals), photophysical properties (absorption, fluorescence and phosphorescence), and important charge transport properties are discussed to establish a molecular level structure–property relationship among these derivatives. Our calculated electronic spectra i.e., absorption, fluorescence and phosphorescence have been found in good semi-quantitative agreement with available experimental data. All the newly designed derivatives displayed significantly improved electron injection ability than those of the parent molecule. The values of reorganization energy and transfer integral elucidate that DTP is a potential hole transport material. Based on our present investigation, it is expected that the naphtho and anthra derivatives of DTP are better hole transporters than those of some well-known charge transporter materials like naphthalene, anthracene, tetracene and pentacene.

【 授权许可】

Unknown