Synthesis and characterization of a low band gap quinoxaline based D–A copolymer and its application as a donor for bulk heterojunction polymer solar cells

Кештов, М. Л.; Marochkin, D. V.; Kochurov, V. S.; Khokhlov, A. S.; Koukaras, Emmanuel Ν.; Sharma, Ganesh D.

doi:10.1039/c3py00391d

Cited by 34 publications

(19 citation statements)

References 97 publications

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“…25 As shown in Figure 10, the diffraction result reveals that the SM2 shows peak with high intensity suggesting highly ordered crystalline domain as compared to SM1. [26][27][28] …”

Section: Synthesis Of 11-bis(48-dioctylbenzo[12-b:45-b']dithiophementioning

confidence: 99%

2,2-dimethyl-2H-benzimidazole based small molecules for organic solar cells

et al. 2015

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We report the small molecules utilizing new electron-deficient unit, 2,2-dimethyl-2H-benzimidazole (MBI) and phenanthro[9,10-c][1,2,5]thiadiazole (PT), for the photovoltaic application. Donor-acceptor-donor (D-A-D) types of conjugated small molecules containing benzo[1,2-b;3,4-b']dithiophene (BDT) as electron rich unit and MBI and PT as electron deficient units (SM1 and SM2) were synthesized. D-A-D type of small molecules has the abilities of increasing intramolecular charge transfer (ICT) inducing long wavelength absorption and lowering the HOMO level for the improvement of open-circuit voltage (V OC ). SM1 was synthesized by coupling BDT and PT units by Stille coupling reaction with Pd(0)-catalyst. By using same type of Pd(0)-catalized reaction, BDT unit and MBI unit linked with two thiophenes were coupled to provide SM2. The spectrum of SM2 in the solid thin film shows absorption band with maximum peak at 601 nm and the absorption onset at 756 nm, corresponding to band gap of 1.64 eV. The device comprising SM2 with PCBM (3:7) showed a V OC of 0.62 V, a J SC of 1.69 mA/cm 2 , and a fill factor (FF) of 0.27, giving a power conversion efficiency of 0.28%.

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“…25 As shown in Figure 10, the diffraction result reveals that the SM2 shows peak with high intensity suggesting highly ordered crystalline domain as compared to SM1. [26][27][28] …”

Section: Synthesis Of 11-bis(48-dioctylbenzo[12-b:45-b']dithiophementioning

confidence: 99%

2,2-dimethyl-2H-benzimidazole based small molecules for organic solar cells

et al. 2015

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“…In dilute chloroform solution, all polymers exhibit three absorption bands as shown in Figure 2a. The first intense band between 300 and 500 nm contains double peaks that are typical for many TQ polymers, [26][27][28][29][30] suggesting that this band could be contributed by the condensed TQ moiety. The second one ranges from 500 to 800 nm, similar to the maximum absorption (max) of some DPP polymers, 31,32 indicating its origin from the interaction between DPP and adjacent thiophene units.…”

Section: Optical and Electrochemical Propertiesmentioning

confidence: 99%

Tuning the optoelectronic properties of dual-acceptor based low-bandgap ambipolar polymers by changing the thiophene-bridge length

Marszałek

Guo

et al. 2015

Polym. Chem.

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Three very-low-bandgap dual-acceptor based polymers containing diketopyrrolopyrrole (DPP) and a thiadiazoloquinoxaline (TQ) derivative were prepared. Both acceptors in these polymers were separated by one, two and three thiophenes. Only inserting one thiophene between DPP and benzodithiophene condensed TQ, polymer PDPP-T-TQ has a very low optical bandgap of 0.60 eV with the electron affinity of -4.23 eV. Optical and electrochemical bandgaps of the polymers were enlarged with increasing the thiophene-bridge length between both acceptors. GIWAXS measurements confirmed that polymer with three thiophene bridges (PDPP-3T-TQ) showed an ordered arrangement of the crystallites, providing a best ambipolar device performance among these polymers.

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“…Most efforts have been focused on conjugated polymers with alternating electron-rich (donor) and electron-decient (acceptor) units, known as D-A structured polymers. [16][17][18][19][20][21][22][23] As the donor unit, the benzodithiophene (BDT) unit has a symmetric and planar conjugated structure, which can easily realize ordered p-p stacking with a large domain size. Since Hou and Yang reported primarily the synthesis and electronic properties of BDT-based copolymers with alkoxy substituents in 2008, 24 the BDT unit has become one of the most employed donor moieties for polymers in PSCs.…”

Section: Introductionmentioning

confidence: 99%

Hyperconjugated side chained benzodithiophene and 4,7-di-2-thienyl-2,1,3-benzothiadiazole based polymer for solar cells

et al. 2014

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A novel donor-acceptor (D-A) copolymer (P3TBDTDTBT), including hyperconjugated side chained benzodithiophene as a donor and 4,7-di-2-thienyl-2,1,3-benzothiadiazole (DTBT) as an acceptor, was designed and synthesized. Due to the introduction of the hyperconjugated side chain, the resultant polymer exhibited good thermal stability with a high decomposition temperature of 437 C, a low bandgap of 1.67 eV with an absorption onset of 742 nm in the solid film, and a deep highest occupied molecular orbital (HOMO) energy level of À5.26 eV. Finally, the polymer solar cell (PSC) device based on this polymer and [6,6]-phenyl-C 61-butyric acid methyl ester (PCBM) showed the best power conversion efficiency (PCE) of 3.57% with an open-circuit voltage (V oc) of 0.78 V, a short-circuit current density (J sc) of 8.83 mA cm À2 and a fill factor (FF) of 53%.

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Synthesis and characterization of a low band gap quinoxaline based D–A copolymer and its application as a donor for bulk heterojunction polymer solar cells

Cited by 34 publications

References 97 publications

2,2-dimethyl-2H-benzimidazole based small molecules for organic solar cells

2,2-dimethyl-2H-benzimidazole based small molecules for organic solar cells

Tuning the optoelectronic properties of dual-acceptor based low-bandgap ambipolar polymers by changing the thiophene-bridge length

Hyperconjugated side chained benzodithiophene and 4,7-di-2-thienyl-2,1,3-benzothiadiazole based polymer for solar cells

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