Thiophene spacers impart crystallinity and enhance the efficiency of benzotrithiophene-based conjugated polymers for bulk heterojunction photovoltaics

Lan, Shang Che; Yang, Po An; Zhu, Meng Jie; Yu, Chia Min; Jiang, Jian; Wei, Kung‐Hwa

doi:10.1039/c2py20819a

Cited by 41 publications

(29 citation statements)

References 46 publications

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“…To synthesize the monomers M1-M3,w ef ollowed literature procedures [13,42,46] with slightm odifications. We obtained the corresponding polymers through Stille cross-couplingr eactions of 5-alkyl-2,8-bis(trimethylstannyl)benzo[1,2-b:3,4-b':5,6-d'']trithiophenes (M1 and M2) with 4,7-bis(5-bromo-4-dodecylthien-2-yl)benzo[1,2,5]oxadiazole (M3).…”

Section: Resultsmentioning

confidence: 99%

“…[13] After annealing at 120 8C for 10 min, the efficiencies of the devices incorporating the two polymers increaseds ignificantly,e specially for the PBTTBO-C 13 C 8 /PC 71 BM device, which showedabest device efficiency of 6.2 %, with a V oc value of 0.745 V, as hort-circuit current density J sc of 12.6 mA cm À2 ,a nd an fill factor (FF) of 66 %. We optimized the BHJ layers of the polymer/fullerene blends in terms of film thickness, polymer/fullerene ratio, and solvent additives for each polymer.T able 3l ists the photovoltaic parameters.…”

Section: Resultsmentioning

confidence: 99%

“…[13] Nevertheless, BObased polymers typicallyh ave relatively low energy frontier orbitals and thus afford devices exhibiting highero pen-circuit voltages V oc , [47] and this suggests that the photovoltaic performance of BTT-BO polymers may be furtheri mprovedb y solving the solubility problem. [13] Nevertheless, BObased polymers typicallyh ave relatively low energy frontier orbitals and thus afford devices exhibiting highero pen-circuit voltages V oc , [47] and this suggests that the photovoltaic performance of BTT-BO polymers may be furtheri mprovedb y solving the solubility problem.…”

Section: Introductionmentioning

confidence: 99%

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Side‐Chain‐Bulk Effects on the Molecular Packing and Photovoltaic Performance of Benzotrithiophene–Benzooxadiazole Conjugated Copolymers

et al. 2015

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Two alternating donor-acceptor conjugated polymers, PBTTBO-C13 C11 and PBTTBO-C13 C8 , comprising 5-alkylbenzo[1,2-b:3,4-b':5,6-d'']trithiophene (BTT) as the donor and 4,7-bis(4-dodecylthien-2-yl)benzo[1,2,5]oxadiazole (BO) as the acceptor, with different alkyl side-chain architectures on their BTT units are synthesized, and their bulk heterojunction photovoltaic properties when blended with the fullerene PC71 BM are characterized. Even a slight change in the length of the alkyl chain of the BTT units influences the steric bulk to such a degree that it substantially affects the molecular packing of the polymers and the performance of their photovoltaic devices. The bulkier side chains of the polymer PBTTBO-C13 C11 not only prevent its crystallization, but also suppress its light-absorption coefficient relative to that of PBTTBO-C13 C8 , as evidenced by X-ray diffraction and UV/Vis absorption studies, presumably because of weakened intermolecular interactions. Moreover, the polymer bearing bulkier side chains, PBTTBO-C13 C11 , is less miscible with PC71 BM than PBTTBO-C13 C8 , and this characteristic determines the morphology of their annealed blended films, as shown by TEM studies. The best efficiency is obtained with a device containing an annealed PBTTBO-C13 C8 /PC71 BM (1/2 w/w) active layer that was maintained at 120 °C for 10 min, which shows a power conversion efficiency of 6.2 %, an open-circuit voltage of 0.75 V, a short-circuit current density of 12.6 mA cm(-2) , and a fill factor of 66 %.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Side‐Chain‐Bulk Effects on the Molecular Packing and Photovoltaic Performance of Benzotrithiophene–Benzooxadiazole Conjugated Copolymers

et al. 2015

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“…This might be a reason why polymer P2 with increased number of octyloxy side chains per monomer unit shows the enhanced hole mobility as compared to P1. The improved hole mobility of P3 might be attributed to the efficient self-assembling of this polymer in thin films related, most probably, to the presence of the outlying thiophene spacers in the T-T-BO-T-BO-T-T monomer unit [39].…”

Section: Physicochemical Propertiesmentioning

confidence: 99%

Solubilized 5,6-bis(octyloxy)benzoxadiazole as a versatile acceptor block for designing novel (-X-DADAD-)n and (-X-DADADAD-)n electron donor copolymers for bulk heterojunction organic solar cells

Klimovich

Susarova

Prudnov

et al. 2016

Solar Energy Materials and Solar Cells

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“…Currently, a general strategy to satisfy these requirements mentioned above is to construct the D-A-type polymers with alternating electron-rich donor moiety (D) and electron-deficient acceptor moiety (A), which can narrow the polymeric band-gap by the intra-molecular charge transfer (ICT) [8]. In order to further fine-tune the energy levels and obtain better photovoltaic performance for these D-A polymers, some conjugated groups, such as furan, thiophene, bithiophene and thieno [3,2-b]thiophene, were employed as spacers to insert into the D and A units [9][10][11][12][13][14]. For instance, Wang et al reported a series of D-A polymers with benzo[1,2-b:4,5-b 0 ] dithiophene (BDT) and isoindigo units [15].…”

Section: Introductionmentioning

confidence: 99%

Manipulating backbone structure with various conjugated spacers to enhance photovoltaic performance of D–A-type two-dimensional copolymers

Dang

Xiao

Zhou

et al. 2014

Organic Electronics

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a b s t r a c tA class of low band-gap two-dimensional conjugated polymers of PBDTT-FQ, PBDTT-TQ, PBDTT-BTQ and PBDTT-TTQ was designed and synthesized, which contains the same di(alkylthiophene)-substituted benzo [1,2-b:4,5-b 0 ]dithiophene (BDTT) and 6,7-difluoroquinoxaline (Q) units, as well as various conjugated spacers of furan, thiophene, bithiophene and thieno [3,2-b]thiophene in the main chain. Significant effect of the varied spacers between the BDTT and Q units on the thermal, optical, electrochemical and photovoltaic properties was investigated and observed for these two-dimensional copolymers in the polymer solar cells. The maximum power conversion efficiency of 5.9% with a short circuit current of 13.7 mA/cm 2 and a fill factor of 0.56 was obtained for the PBDTT-TQ with thiophene spacer in the bulk hetero-junction PSCs using [6,6]-phenyl-C 71 -butyric acid methyl ester as acceptor.

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Thiophene spacers impart crystallinity and enhance the efficiency of benzotrithiophene-based conjugated polymers for bulk heterojunction photovoltaics

Cited by 41 publications

References 46 publications

Side‐Chain‐Bulk Effects on the Molecular Packing and Photovoltaic Performance of Benzotrithiophene–Benzooxadiazole Conjugated Copolymers

Side‐Chain‐Bulk Effects on the Molecular Packing and Photovoltaic Performance of Benzotrithiophene–Benzooxadiazole Conjugated Copolymers

Solubilized 5,6-bis(octyloxy)benzoxadiazole as a versatile acceptor block for designing novel (-X-DADAD-)n and (-X-DADADAD-)n electron donor copolymers for bulk heterojunction organic solar cells

Manipulating backbone structure with various conjugated spacers to enhance photovoltaic performance of D–A-type two-dimensional copolymers

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