Computational calculations of substitution pattern effects on the optical properties of benzobis(thiadiazole) derivatives as near-infrared-emitting organic compounds

作者：Tarsang Ruangchai; Jungsuttiwong Siri****; Vao soongnern Visit^*

来源：Computational and Theoretical Chemistry, 2016, 1098: 31-40.

DOI：10.1016/j.comptc.2016.10.018

• DFT/TD-DFT
• Benzobis(thiadiazole)
• Substitution pattern
• Optical properties

Organic materials with red to near-infrared (NIR) emission are of importance for organic light-emitting diodes (OLED). We designed novel organic compounds for OLED applications, incorporating benzobis (thiadiazole) (BBT) as the electron acceptor, thiophene as the electron donor, and using hexyl (C6) or triphenylamine (TPA) substituent groups. We studied the electronic and optical properties using theoretical methods to investigate effects of different substitution patterns. Optical properties were modeled using density functional theory (DFT) calculations. Absorption and emission wavelengths vary with the extent of twisting along the molecular axis; head-to-tail (HT) structures, with reduced steric hindrance, have redshifted spectra and are more energetically stable than the tail-to-tail (IT) configuration. Substituting C6 with TPA results in negligible increased in rotation angle. We also studied the effects of using TPA to end-cap the donor group; TPA end capping results in longer absorption and emission wavelengths. This work provides a useful theoretical screening method for new NIR organic materials.

• 出版日期2016-12-15