Efficient benzodithiophene and thienopyrroledione containing random polymers as components for organic solar cells

Azeri, Özge; Aktas, Ece; Istanbulluoglu, Cagla; Hacıoğlu, Şerife O.; Cevher, Şevki Can; Toppare, Levent; Çırpan, Ali

doi:10.1016/j.polymer.2017.11.024

Cited by 12 publications

(6 citation statements)

References 48 publications

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“…All four copolymers demonstrate similar optical band gaps of ∼1.7–1.8 eV in their thin film forms. In comparison to our previously published polymer P2 25 (BT and TPD copolymerized with BDT), there are only minor changes in optical features. Maximum absorptions are determined as 596, 606, 600, and 598 nm in thin films, respectively, for PO, PS, PSe, and PF while that of P2 was 590 nm.…”

Section: Resultscontrasting

confidence: 72%

“…Comparing the electronic levels of P2, 25 ‐H to ‐F substitution on BT exhibits a stabilization of both HOMO and LUMO from −5.54 eV to −5.78 eV and from −3.53 eV to‐3.79 eV, respectively. Besides electron donating alkoxy substitution weakly stabilized the HOMO level by 0.03 eV, stabilization of LUMO is observed to −3.78 eV.…”

Section: Resultsmentioning

confidence: 97%

“…Incorporation of fluorine atom increased the PCE of pristine devices. Another study 25 by our group revealed the higher performance of random copolymers (two acceptors BT and thienopyrrolydione (TPD) and one donor BDT) than those of donor‐acceptor alternating copolymers.…”

Section: Introductionmentioning

confidence: 95%

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A comprehensive study: Theoretical and experimental investigation of heteroatom and substituent effects on frontier orbitals and polymer solar cell performances

Cevher

Hizalan

Alemdar

et al. 2020

Journal of Polymer Science

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Benzochalcogendiazole derivatives are incorporated with thieno[3,4-c]pyrrole-4,6-dione (TPD) acceptor and 4,8-diethoxybenzo[1,2-b:4,5-b 0 ]dithiophene donor to synthesize tree-component random copolymers. Four different copolymers are synthesized and their electronic, optical and photovoltaic properties are compared. Comparisons are aligned in the course of two different strategies, which are the replacement of benzochalcogendiazole moiety and the modification of side group on benzothiadiazole. Theoretical calculations by comparing the HOMO-LUMO levels, band gaps and other electronic descriptors of pristine and 2 + 2 two acceptor-based copolymers are investigated. Random copolymer bearing benzoxadiazole moiety, PO exhibits the highest photovoltaic performance of 8.29% with a J sc of 14.96 mA cm −2 , V oc of 0.87 V, fill factor (FF) of 63.70%. PF possesses the highest V oc with a value of 0.88 V, J sc of 14.40 mA cm −2 , power conversion efficiency (PCE) of 7.32% with 58% FF. PS exhibits average feature with J sc 11.82 mA cm −2 , V oc 0.80 V, FF 50%, and 4.72% PCE. Lowest performing selenadiazole containing random copolymer (PSe) copolymer exhibits maximum PCE as 3.65%. These results demonstrate the promising effectiveness of benzoxadiazole selection as an alternative acceptor unit and F atom substitution for the design of (A1-D)-(A2-D) type random copolymers for organic solar cells.

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Section: Resultscontrasting

confidence: 72%

Section: Resultsmentioning

confidence: 97%

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A comprehensive study: Theoretical and experimental investigation of heteroatom and substituent effects on frontier orbitals and polymer solar cell performances

Cevher

Hizalan

Alemdar

et al. 2020

Journal of Polymer Science

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“…Additionally, organic solar cells have shown the possibilities for flexible devices using high throughput, low temperature approaches that employ well established roll-to-roll process [27,28]. There are very promising low cost manufacturing process in order to construct solar cells: perovskite solar cells (PSCs) [29], dye-sensitized solar cells (DSSCs) [30], organic small molecules or organic polymer solar cells [6,[31][32][33].…”

Section: Organic Solar Cellmentioning

confidence: 99%

Syntheses and Characterization of Benzotriazole, Thienopyrroledione, and Benzodithiophene Containing Conjugated Random Terpolymers for Organic Solar Cells

Goksu¹,

Hizalan²,

Udum³

et al. 2019

J. Electrochem. Soc.

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, 85 pages Two random terpolymers, PBTS and PBTSe were designed and synthesized successfully as the donor units for polymer organic solar cell. Desired terpolymers contain alkoxy-benzodithiophene as an electron rich unit and Noctylthieno[3,4,c]pyrrole-4,6-dione (TPD) as the electron deficient group. Furthermore, thiophene and selenophene π bridges were introduced to benzotriazole unit as the acceptor moieties into copolymer backbone. The properties of synthesized terpolymers solar cell device were investigated by optical, electrochemical, spectroelectrochemical, kinetic studies. One of the terpolymer, PBTS showed an optical band gap of 1.84 eV with highest occupied molecular orbital (HOMO) energy level of-5.29 eV, open circuit voltage of 0.64 V, short circuit current density of 10.57 mA/cm 2 and fill factor of 63.5%. The power conversion efficiency of bulk heterojunction solar cell device based on PBTS: PC71BM blend film was recorded as 4.30% by introducing 1% 1, 8 diiodooctane (DIO) as the solution process additive. The second terpolymer, PBTSe exhibited lower optical band gap of 1.78 eV with a HOMO energy level of-5.27 eV, open circuit voltage of 0.69 V, short circuit current density of 11.88 mA/cm 2 and fill factor of 62.7%. The power conversion efficiency of bulk heterojunction solar cell device based on PBTS: PC71BM blend film was vi recorded as 5.15% by introducing 3% diphenyl ether (DPE) as the solution process additive.

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“…[ 8–10 ] As a result of abovementioned advantages, conjugated polymers are used for a great deal of applications, such as photovoltaic devices, organic light‐emitting diodes (OLEDs), field effect transistors, electrochromic devices, and various types of sensors. [ 11–14 ] As such, the investigation of new multifunctional and original conjugated polymers maintains to be a subject of interest. Band gap and highest occupied molecular orbital−lowest unoccupied molecular orbital (HOMO−LUMO) energy levels are crucial properties for the abovementioned applications and can be controlled via structural alterations.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications

Yaşa

Surmeli

Depçi̇

et al. 2020

Macro Chemistry & Physics

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A quinoxaline (Qx) and benzodithiophene (BDT) comprising of random copolymers, namely poly(5‐(6‐(5‐(4,8‐bis((2‐ethylhexyl)oxy)benzo[1,2‐b:4,5‐b′]dithiophen‐2‐yl)‐4‐(2‐ethylhexyl)thiophen‐2‐yl)‐4,8‐bis ((2‐ethylhexyl)oxy)benzo[1,2‐b:4,5‐b′]dithiophen‐2‐yl)‐2,3‐bis(3,4‐bis(octyloxy)phenyl)quinoxaline) (PQBT), is synthesized via Stille polycondensation reaction. To investigate the effect of the π‐bridge on the electrochromic properties, 3‐(2‐ethylhexyl) thiophene is incorporated the between Qx and BDT moiety. The resulting random copolymer is characterized by NMR spectroscopy, gel permeation chromatography (GPC), attenuated total reflectance−Fourier‐transform infrared spectroscopy (ATR−FTIR), and scanning electron microscopy (SEM). PQBT exhibits ambipolar and multichromic characteristics and is highly soluble in common solvents. Optoelectronic studies reveal two well‐separated absorption bands having maxima at 500 and 532 nm with 1.83 eV optical band gap (Egop). PQBT exhibits orange color in the neutral state with brown, green, and blue colors in the intermediate, oxidized, and reduced states, respectively. Subsequently, a PQBT and poly‐3,4‐ethylenedioxythiophene (PEDOT)‐bearing prototype bilayer electrochromic device working between orange and blue colors is constructed and characterized.

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Efficient benzodithiophene and thienopyrroledione containing random polymers as components for organic solar cells

Cited by 12 publications

References 48 publications

A comprehensive study: Theoretical and experimental investigation of heteroatom and substituent effects on frontier orbitals and polymer solar cell performances

A comprehensive study: Theoretical and experimental investigation of heteroatom and substituent effects on frontier orbitals and polymer solar cell performances

Syntheses and Characterization of Benzotriazole, Thienopyrroledione, and Benzodithiophene Containing Conjugated Random Terpolymers for Organic Solar Cells

Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications

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