81294-15-7Relevant articles and documents
Comparative Study of Charge-Transport Behavior of Edge-on- and Face-on-Oriented Diketopyrrolopyrrole-Based Conjugated Copolymers Bearing Chalcogenophene Units
Lee, Hyun Woo,Kim, Hee Su,Kim, Doyeon,Yoon, Minho,Lee, Jiyoul,Hwang, Do-Hoon
, p. 314 - 324 (2022/01/14)
Herein, we present comparative device analyses that help understand the charge-transport behavior in polymer field-effect transistors (PFETs) in which synthesized diketopyrrolopyrrole-based (DPP-based) conjugated copolymers bearing chalcogenophene units are used as semiconducting channel materials. The copolymer backbone orientations were successfully modified by tailoring the spacer units of the conjugated copolymers to be face-on-oriented for DPP-based copolymers bearing methylthiophene-furan-methylthiophene units (PDPP-MT-F-MT) and edge-on-oriented for the corresponding thiophene (PDPP-MT-T-MT)- and selenophene (PDPP-MT-Se-MT)-containing copolymers. Higher backbone planarity and higher field-effect mobilities were expected for the edge-on-oriented DPP-based copolymers (PDPP-MT-T-MT and PDPP-MT-Se-MT) based on density functional theory calculations; however, the face-on-oriented PDPP-MT-F-MT-based PFET exhibited superior electrical performance in terms of field-effect mobility. Charge-transport analyses based on the Gaussian disorder model, focusing on the charge-transport behavior of the disordered (amorphous) domains in the DPP-based polymer films, revealed that the localized states in the disordered domains of the face-oriented PDPP-MT-F-MT become more delocalized than those of the edge-oriented PDPP-MT-T-MT and PDPP-MT-Se-MT polymers when a gate bias is applied to their PFETs. Therefore, we attribute the electrical performance of a DPP-based PFET to the degree of delocalization of the disordered domains of its DPP-based polymer, which has a significant impact on the charge-transport behavior.
Approaching the Integer-Charge Transfer Regime in Molecularly Doped Oligothiophenes by Efficient Decarboxylative Cross-Coupling
Forgione, Pat,Hase, Hannes,Liu, Jiang Tian,Salzmann, Ingo,Taylor, Sarah
supporting information, p. 7146 - 7153 (2020/03/23)
A library of symmetrical linear oligothiophene was prepared employing decarboxylative cross-coupling reaction as the key transformation. Thiophene potassium carboxylate salts were used as cross-coupling partners without the need of co-catalyst, base, or additives. This method demonstrates complete chemoselectivity and is a comprehensive greener approach compared to the existing methods. The modularity of this approach is demonstrated with the preparation of discreet oligothiophenes with up to 10 thiophene repeat units. Symmetrical oligothiophenes are prototypical organic semiconductors where their molecular electrical doping as a function of the chain length can be assessed spectroscopically. An oligothiophene critical length for integer charge transfer was observed to be 10 thiophene units, highlighting the potential use of discrete oligothiophenes as doped conduction or injection layers in organic electronics applications.
Oligothiophene-Bridged Conjugated Covalent Organic Frameworks
Keller, Niklas,Bessinger, Derya,Reuter, Stephan,Calik, Mona,Ascherl, Laura,Hanusch, Fabian C.,Auras, Florian,Bein, Thomas
supporting information, p. 8194 - 8199 (2017/06/27)
Two-dimensional covalent organic frameworks (2D-COFs) are crystalline, porous materials comprising aligned columns of π-stacked building blocks. With a view toward the application of these materials in organic electronics and optoelectronics, the construction of oligothiophene-based COFs would be highly desirable. The realization of such materials, however, has remained a challenge, in particular with respect to laterally conjugated imine-linked COFs. We have developed a new building block design employing an asymmetric modification on an otherwise symmetric backbone that allows us to construct a series of highly crystalline quaterthiophene-derived COFs with tunable electronic properties. Studying the optical response of these materials, we have observed for the first time the formation of a charge transfer state between the COF subunits across the imine bond. We believe that our new building block design provides a general strategy for the construction of well-ordered COFs from various extended building blocks, thus greatly expanding the range of applicable molecules.
