Synthesis and Characterisation of Fused Heterocyclic Molecular Rods: A Combined Experimental and Theoretical Study on Diethynyl Dithienothiophenyl Derivatives

Abstract

A structural and electronic diversity of symmetric diethynyl dithienothiophenyl (DTT) molecular rods were synthesised and their properties fully characterised using optical and thermal analysis and complemented with density functional theory (DFT) calculations. It was found that some structures are stable up to 381 °C. Due to the nature of both the derivative and the substituent, physical properties such as electron donating ability and thermal stability can be fine‐tuned to generate rationally designed materials, all of which have excellent solubility in common organic solvents. The single‐crystal x‐ray structures revealed that both bulky silyl and linear alkyl derivatives generate regular lateral close packing between the adjacent molecules, suitable for charge‐transfer in organic thin‐film transistors (OTFTs), whereas the same ethynyl derivative without an alkyl chain gives a non‐planar interlinking structure and thus unsuitable for OTFTs. These air‐stable electron rich DTT‐based molecular rods have strong potential as organic semiconductors for organic electronic applications.

Highly stable and isomorphic donor–acceptor stacking in a family of n-type organic semiconductors of BTBT–TCNQ derivatives

“…We investigated the formation of molecular-compound crystals for two other thienoacene molecules as donor units: dithieno[3,2- b :2′,3′- d ]thiophene ( DTT ) 51,52 and benzo[1,2- b :4,5- b ′]dithiophene ( BDT ) 53 (Fig. 6).…”

Schiff Bases and Their Complexes in Organic Light Emitting Diode Application

“…Therefore, the development of a luminophore possessing high solid-state QY is necessary to produce highly effective blue OLEDs. 68,[92][93][94][95][96][97] To achieve improved deep blue narrow luminescence characteristics, the dopant concentration can be altered and lowers the excimer emission of the host matrix, which in turn decreases the y coordinate on the CIE plot. Additionally, the thickness of the active layers can be reduced to improve power and current efficiencies and to reduce the current density parameters.…”

Design, Synthesis and Characterization of N‐Substituted Heteroaromatics: DFT‐Studies and Organic Light Emitting Device Application

“…[28] Hence, the design of better organic small molecules as light emitters possessing a very high solid-state quantum yield is extremely necessary for efficient organic light-emitting device applications. [31][32][33][34][35][36][37][38][39]16,40] Organic blue fluorescent light emitters comprising shorter π-conjugation in their structure have been immensely designed and developed for OLED device applications. [41][42][43] Strengthening intramolecular charge transfer (ICT) by the introduction of suitable electron donor and electron acceptor moieties to the system has been proven to exhibit excellent photo-physical properties.…”

“…These setbacks offered by blue emitters results in poor white light emission from an OLED and is still far from being successful . Hence, the design of better organic small molecules as light emitters possessing a very high solid‐state quantum yield is extremely necessary for efficient organic light‐emitting device applications . Organic blue fluorescent light emitters comprising shorter π‐conjugation in their structure have been immensely designed and developed for OLED device applications .…”