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1.
Small ; 19(26): e2300689, 2023 Jun.
Article in English | MEDLINE | ID: mdl-36950756

ABSTRACT

Solution-processable conducting polymers (CPs) are a compelling alternative to inorganic counterparts because of their potential for tuning chemical properties and creating flexible organic electronics. CPs, which typically comprise either only an electron donor (D) or its alternative combinations with an electron acceptor (A), exhibit charge transfer behavior between the units, resulting in an electrical conductivity suitable for utilization in electronic devices and for energy storage applications. However, the energy storage behavior of CPs with a sequence of electron acceptors (A-A), has rarely been investigated, despite their promising lower band gap and higher charge carrier mobility. Utilizing the aforesaid concept herein, four CPs featuring benzodithiophenedione (BDD), and diketopyrrolepyrrole (DPP) are synthesized. Among them, the BDDTH-DPPEH polymer exhibited the highest specific capacitance of 126.5 F g-1 at a current density of 0.5 A g-1 in an organic electrolyte over a wide potential window of -0.6-1.4 V. Notably, the supercapacitor properties of the polymeric electrode materials improved with increasing conjugation length by adding thiophene donor units and shortening the alkyl chain lengths. Furthermore, a symmetric supercapacitor device fabricated using BDDTH-DPPEH exhibited a high-power density of 4000 W kg-1 and an energy density of 31.66 Wh kg-1 .

2.
Macromol Rapid Commun ; 43(21): e2200473, 2022 Nov.
Article in English | MEDLINE | ID: mdl-35791749

ABSTRACT

Conjugated polymers and small molecules (SMs) with fused electron-rich and electron-deficient building blocks are promising materials for low-cost organic electronic devices. Benzotrithiophene (BTT) is one such electron-rich hybrid building block composed of three fused thiophene moieties with an extended π-system that has been widely used to synthesize a variety of electronic materials. Additionally, BTT has a planar and sulfur-rich core with a number of distinct advantages, including structural diversity, tunable electro-optical properties and exceptional hole-transport behavior. So far, four BTT-based isomers have been synthesized on a gram scale from seven isomeric structures, three of which are symmetric (BTT1-3) and one of which is asymmetric (BTT5), for use in a variety of optoelectronic applications. However, no report summarizing the progress of BTT-based semiconductors for electronic applications is available. The current review presents an overview of the recent developments in BTT-based monomers, polymers and SMs, as well as their applications in energy harvesting. Additionally, recent advances on charge transport devices, most notably organic solar cells (OSCs), organic thin field-effect transistors (OTFTs), and perovskite solar cells (Pero-SCs) are also surveyed and summarized. It is anticipated that this comprehensive review will stimulate further research and development of future BTT-based electronic materials, particularly for low-cost and high-performance organic electronic devices.

3.
ACS Appl Mater Interfaces ; 7(40): 22542-50, 2015 Oct 14.
Article in English | MEDLINE | ID: mdl-26389528

ABSTRACT

In this study, we combined two small-molecule donors-a diketopyrrolopyrrole-based small molecule (SMD) and a benzodithiophene-based molecule (BDT6T)-with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) to form ternary blend solar cells. The power conversion efficiency of the binary SMD:PC61BM bulk heterojunction solar cell improved from 4.57 to 6.28% after adding an appropriate amount BDT6T as a guest. We attribute this 37% improvement in device performance to the complementary absorption behavior of BDT6T and SMD, as evidenced by the increase in the short circuit current. After addition of BDT6T to form the ternary blend, the crystallinity and morphology of the active layer were enhanced. For example, the features observed in the ternary active layers were finer than those in the binary blends. This means that BDT6T as a third component in the ternary blend has effective role on both the absorption and the morphology. In addition, adding BDT6T to form the ternary blend also led to an increase in the open-circuit voltage. Our findings suggest that the preparation of such simple all-small-molecule ternary blends can be an effective means of improving the efficiency of photovoltaic devices.

4.
ACS Appl Mater Interfaces ; 5(19): 9494-500, 2013 Oct 09.
Article in English | MEDLINE | ID: mdl-24001111

ABSTRACT

In this study, we have strategically designed and convergently synthesized two novel, symmetrical, and linear A-D-A-type π-conjugated donor molecules (TBDTCNR, TBDTCN), each containing a planar electron-rich 2-octylthiene-5-yl-substituted benzodithiophene (TBDT) unit as the core, flanked by octylthiophene units and end-capped with electron-deficient cyanoacetate (CNR) or dicyanovinyl (CN) units. We thoroughly characterized both of these materials and investigated the effects of the end groups (CNR, CN) on their optical, electrochemical, morphological, and photovoltaic properties. We then fabricated solution-processed bulk heterojunction organic solar cells incorporating TBDTCNR and TBDTCN. Among our tested devices, the one containing TBDTCNR and [6,6]-phenyl-C61-butyric acid methyl ester in a 1:0.40 ratio (w/w) exhibited the highest power conversion efficiency (5.42%) with a short-circuit current density (Jsc) of 9.08 mA cm(-2), an open circuit voltage (Voc) of 0.90 V, and an impressive fill factor (FF) of 0.66 under AM 1.5G irradiation (100 mW cm(-2)). The FFs of these solution-processed small-molecule organic solar cells (SMOSCs) are outstanding when compared with those recently reported for benzodithiophene (BDT)-based SMOSCs, because of the high crystallinity and excellent stacking properties of the TBDT-based compounds.

5.
Macromol Rapid Commun ; 33(6-7): 528-33, 2012 Apr 13.
Article in English | MEDLINE | ID: mdl-22228602

ABSTRACT

Two random (Zn(II)-based P1-P2) and two alternating (Ru(II)-based P3-P4) metallo-copolymers containing bis-terpyridyl ligands with various central donor (i.e., fluorene or carbazole) and acceptor (i.e., benzothiadiazole) moieties were synthesized. The effects of electron donor-acceptor interactions with metal (Zn(II) and Ru(II)) ions on their thermal, optical, and electrochemical properties were investigated. Because of the strong ICT transitions between donor and acceptor ligands in both Zn(II)- and Ru(II)-based metallo-coplymers and MLCT transitions in Ru(II)-based metallo-coplymers, the absorption spectra covered a broad range of 260-750 nm with the band gaps of 1.57-1.77 eV. In addition, the introduction of Ru(II)-based metallo-coplymer P4 mixed with PC(60)BM as an active layer of the BHJ solar cell device exhibited the highest PCE value up to 0.90%.


Subject(s)
Photochemistry/instrumentation , Polymers/chemical synthesis , Pyridines/chemistry , Ruthenium/chemistry , Chemistry Techniques, Synthetic , Molecular Structure , Polymers/chemistry
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