End-group tuning of DTBDT-based small molecules for organic photovoltaics

Je, Hwanil; Hong, Jisu; Kwon, Hyeokjin; Kim, Na Yeong; Park, Jin Young; Kwon, Soon‐Ki; An, Tae Kyu; Kim, Yun‐Hi

doi:10.1016/j.dyepig.2018.04.026

Cited by 14 publications

(9 citation statements)

References 45 publications

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“…Line‐cut profiles in the in‐plane direction were extracted to compare the peak position and intensity (see Figure S12 in the Supporting Information). The amorphous halo at q ≈1.31 Å −1 is attributed to the PC 71 BM domains . The ( h 00) peaks in the scattering patterns of the BDT‐TzVTz:PC 71 BM blend films prepared with or without the DPE additive appear at q ≈0.32 and 0.65 Å −1 , respectively, which gives a d spacing of 1.93 nm.…”

Section: Resultsmentioning

confidence: 99%

“…Theamorphous halo at q % 1.31 À1 is attributed to the PC 71 BM domains. [45,46] The (h00) peaks in the scatteringp atterns of the BDT-TzVTz:PC 71 BM blend films prepared with or withoutt he DPE additive appear at q % 0.32 and 0.65 À1 ,r espectively,w hich gives a d spacing of 1.93 nm. The (010) p-p stacking peak is observed at q % 1.86 À1 ,a nd the p-p stacking distance is 3.38 .I nt he DTBDT-TzVTz:PC 71 BM blend films prepared with or without the DPE additive, the (h00) peaks are observed at q % 0.29 and 0.59 À1 ,r espectively,w hich gives a d spacingo f2 .13 nm.…”

Section: Active Layer Morphologymentioning

confidence: 99%

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Morphology Driven by Molecular Structure of Thiazole‐Based Polymers for Use in Field‐Effect Transistors and Solar Cells

Hong

Wang

Cha

et al. 2018

Chemistry A European J

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The effects of the molecular structure of thiazolebased polymers on the activel ayer morphologies and performances of electronic and photovoltaic devices were studied. Thus, thiazole-based conjugated polymersw ith an ovel thiazole-vinylene-thiazole (TzVTz) structure were designed and synthesized. The TzVTz structure was introduced to extend the p conjugation and coplanarity of the polymer chains.B yc ombininga lkylthienyl-substituted benzoelectron-donating units and aT zVTz electron-accepting unit, enhanced intermolecular interactions and charget ransport were obtained in the novel polymers BDT-TzVTz and DTBDT-TzVTz.W ith a view to using the polymers in transistor and photovoltaic applications,t he molecular self-assembly in and their nano-scale morphologies of the active layers werec ontrolled by thermal annealing to enhancet he molecular packing and by introducing adiphenyl ether solvent additive to improvet he miscibility between polymer donors and [6,6]phenyl-C71-butyric acid methyl ester (PC 71 BM) acceptors, respectively.T he morphological characterization of the photoactive layers showed that ah igherd egree of p-electrond elocalization and more favorable molecular packingi nD TBDT-TzVTz compared with in BDT-TzVTz leads to distinctly higher performances in transistor andp hotovoltaicd evices. The superior performance of ap hotovoltaic devicei ncorporating DTBDT-TzVTz wasa chieved through the superiorm iscibility of DTBDT-TzVTz with PC 71 BM and the improved crystallinity of DTBDT-TzVTz in the nanofibrillar structure.

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Section: Resultsmentioning

confidence: 99%

Section: Active Layer Morphologymentioning

confidence: 99%

Morphology Driven by Molecular Structure of Thiazole‐Based Polymers for Use in Field‐Effect Transistors and Solar Cells

Hong

Wang

Cha

et al. 2018

Chemistry A European J

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“…Note that DCC3T‐CH 3 means that all the edge hydrogen atoms of thiophene rings (not only central one) are substituted by methyl group. As we can see, the introduction of methyl groups on every thiophene ring decreases the planarity, which should decrease aggregations and benefit charge separation …”

Section: Introductionmentioning

confidence: 87%

“…Many new organic solar cells are synthesized and tested these days to improve power conversion efficiency (PCE) . Compared with the traditional silicon‐based solar cell, these organic materials have excellent properties such as low weight, more flexible in fabricating large‐area devices, and low cost in producing . Although they own many advantages, studies have shown that they have a critical defect, that is, lower PCE than inorganic ones.…”

Section: Introductionmentioning

confidence: 99%

Designing new donor materials based on functionalized DCCnT with different electron‐donating groups: A density functional theory (DFT) and time dependent density functional theory (TDDFT)‐based study

Zheng

2019

Int J of Quantum Chemistry

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Finding a promising donor/acceptor material of organic solar cells is one of the most important ways to improve their power conversion efficiency. Extensive studies have focused on designing and synthesizing new and suitable materials. Small organic molecule materials, different from polymers, have many merits, such as easy synthesis and modification, less by‐products, and crystallinity. In the present work, we theoretically design a series of new donor materials based on 1‐(1,1‐dicyanomethylene)‐cyclohex‐2‐ene‐substituted oligothiophenes, that is, DCCnT (n = 1‐4) series. Furthermore, we model and predict photoelectric properties of functionalized DCCnT with different electron‐donating groups (─CH3/─CHCH2/─OCH3/─NH2/─OH). The calculated results, based on density functional theory and time‐dependent functional theory, show that DCCnT‐X (X = OH, NH2, and OCH3) series show odd‐even effect of dipole moments when n varies from 1 to 4, whereas DCCnT‐CH3 and DCCnT‐CHCH2 do not. Finally, we find that DCC3T‐X (X = OH, OCH3, and NH2) may be better candidates of donor materials because of their larger dipole moments, stronger electron donating ability, and smaller exciton binding energy with respect to prototype DCCnT molecules.

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“…Although great effort has been expended to develop new donor materials, designs for donor and acceptor units are limited. The donor unit materials for D–A copolymers includes benzothiadiazole (BDT), dibenzo[b,b′]thieno[2,3‐f:5,4‐f′]bis[1]benzothiophene (DBTBT), carbazole, dialkoxy naphthalene, dialkoxy phenylene, thiophene and naphtha[2,1‐b:3,4‐b’]dithiophene, and phenanthro[1,10,9,8‐cdefg]carbazole …”

Section: Methodsmentioning

confidence: 99%

New Fused Pyrrolopyridine‐Based Copolymers for Organic Solar Cell

Lee

Shin

Lee

et al. 2018

Macromol. Rapid Commun.

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A fused pyrrolopyridine core having substituents on the nitrogen atom instead of the carbon atom of the indoloindole unit is developed as a new donor unit for organic electronics. The new donor–acceptor copolymers, PDHPHBT, PDHPFBT, and PDHP2FBT, are synthesized using the new donor unit, well‐known benzothiadiazole derivatives containing fluorine atoms as the acceptor. The thermal, optical, and electrochemical properties of these novel copolymers are reported. A solar cell using PDHPFBT with diphenyl ether has an open‐circuit voltage, short‐circuit current, fill factor, and power conversion efficiency of 0.86 V, 11.32 mA cm‐2, 0.59%, and 5.68%, respectively, under AM 1.5G illumination (100 mW cm‐2) in the absence of annealing.

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End-group tuning of DTBDT-based small molecules for organic photovoltaics

Cited by 14 publications

References 45 publications

Morphology Driven by Molecular Structure of Thiazole‐Based Polymers for Use in Field‐Effect Transistors and Solar Cells

Morphology Driven by Molecular Structure of Thiazole‐Based Polymers for Use in Field‐Effect Transistors and Solar Cells

Designing new donor materials based on functionalized DCCnT with different electron‐donating groups: A density functional theory (DFT) and time dependent density functional theory (TDDFT)‐based study

New Fused Pyrrolopyridine‐Based Copolymers for Organic Solar Cell

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