Rational Design of Novel Conjugated Terpolymers Based on Diketopyrrolopyrrole and Their Applications to Organic Thin-Film Transistors

Abstract

Organic polymer semiconductor materials, due to their good chemical modifiability, can be easily tuned by rational molecular structure design to modulate their material properties, which, in turn, affects the device performance. Here, we designed and synthesized a series of materials based on terpolymer structures and applied them to organic thin-film transistor (OTFT) device applications. The four polymers, obtained by polymerization of three monomers relying on the Stille coupling reaction, shared comparable molecular weights, with the main structural difference being the ratio of the thiazole component to the fluorinated thiophene (Tz/FS). The conjugated polymers exhibited similar energy levels and thermal stability; however, their photochemical and crystalline properties were distinctly different, leading to significantly varied mobility behavior. Materials with a Tz/FS ratio of 50:50 showed the highest electron mobility, up to 0.69 cm2 V−1 s−1. Our investigation reveals the fundamental relationship between the structure and properties of materials and provides a basis for the design of semiconductor materials with higher carrier mobility.

Theoretical and Experimental Study of Different Side Chains on 3,4-Ethylenedioxythiophene and Diketopyrrolopyrrole-Derived Polymers: Towards Organic Transistors

“…5,7-bis(trimethylstannyl)-2,3-dihydrothieno [3,4-b][1,4]dioxine (EDOT-SnBu 3 ) was acquired from SunaTech (Suzhou, China). Both DPP-Br-C8C10 and DPP-Br-C10C12 were prepared from DPP units via alkylation and bromination reactions [49,50].…”

Extended isoindigos as building blocks for developing D–A-type conjugated polymers

“…Donor–acceptor (D–A) conjugated polymers have garnered significant interest in recent years as one of the most important classes of organic semiconductor materials, owing to their excellent performance in organic optoelectronic devices and their ability to be tailored to specific structures to manipulate the semiconducting properties. 5–9…”

Origin of Optoelectronic Contradictions in 3,4-Cycloalkyl[c]-chalcogenophenes: A Computational Study

“…The amenable modulation of chalcogenophene-based organic materials has guaranteed their significant place in field-effect transistors [5][6][7], organic solar cells [8][9][10], organic light-emitting diodes [11,12], electrochromic switches [13,14] and non-linear optical materials [15] among many other applications. In this process, chalcogenophene-based small molecules, oligomers, cycles, and polymers were synthesized and characterized [16,17]. The synthetic availability of a range of morphology in macromolecular architecture, ranging from homopolymer [18], copolymer [19], block co-polymer [20], or macrocycles [21,22] has given these building blocks a wide range of interest.…”