Vacuum-depositable thiophene- and benzothiadiazole-based donor materials for organic solar cells

Jeon, Yongjun; Kim, Tae-Min; Kim, Jang‐Joo; Hong, Jong‐In

doi:10.1039/c5nj01860a

Cited by 18 publications

(6 citation statements)

References 22 publications

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“…The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 2d (0.54 g, 53%) as a red solid. According to [ 31 ].…”

Section: Methodsmentioning

confidence: 99%

“…The benzothiadiazole derivatives contained the D–A–D structural motif, based on selenophene, pyridine or 3,4-ethylenedioxythiophene (donor), thiophene (bridge), and benzothiadiazole (BTD, acceptor) from commercially available precursors via only one step. To better understand the dependence of optoelectronic properties on the structure, 4,7-di([2,2′-bithiophen]-5-yl)benzothiadiazole ( 2d ) was also synthesized to compare the effect of thiophene as a substituent in comparison to other groups [ 31 ].…”

Section: Introductionmentioning

confidence: 99%

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2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

et al. 2021

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We herein report the design and synthesis of small-donor molecules, 2,1,3-benzothiadiazole derivatives (2a–d), by Stille or Suzuki reaction. The synthesized compounds were characterized by spectroscopic and electrochemical methods. The compounds 2a–d absorb the light in a wide range (the UV-green/yellow light (2c)) and emit from green to red/near IR light (2c). Furthermore, these compounds show a narrow energy gap (1.75–2.38 eV), and high Ea values increasing for polymers, which prove their electron-donating nature and semiconductor properties. The measurements were enhanced by theoretical modeling.

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“…The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 2d (0.54 g, 53%) as a red solid. According to [ 31 ].…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

et al. 2021

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“…TiO 2 colloids 30NR-D and WER2-O were purchased from Dyesol (Australia). 2,6-Dibromo-4,4-dihexyl-4 H -cyclopenta[2,1- b :3,4- b ′]dithiophene and 4,7-bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole were prepared according to reported procedures in the literature. The NMR spectra ( 1 H and 13 C) were measured on a Bruker AM 500 MHz spectrometer.…”

Section: Methodsmentioning

confidence: 99%

“…In a 50 mL round-bottom flask, 4,7-bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (0.15 g, 0.33 mmol), 4-pyridinyl boronic acid (44 mg, 0.36 mmol), and 2′,4′-dibutoxy- N -(2′,4′-dibutoxy-[1,1′-biphenyl]-4-yl)- N -(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,1′-biphenyl]-4-amine (0.30 g, 0.36 mmol) were mixed along with triphenylphosphine (40 mg, 0.144 mmol), potassium carbonate K 2 CO 3 (0.67 g, 4.85 mmol), and palladium acetate Pd(OAc) 2 (5.6 mg, 0.025 mmol). A 25 mL of 3:2:1 dioxane:THF:water was added, and the solution was purged with argon and refluxed for 48 h. The solvent was then removed under reduced pressure, and the dark red solid was then dissolved in dichloromethane, washed with water, and dried with sodium sulfate.…”

Section: Methodsmentioning

confidence: 99%

Large Enhancement of Dye Sensitized Solar Cell Efficiency by Co-sensitizing Pyridyl- and Carboxylic Acid-Based Dyes

hilal

Nehme

Ghaddar

2018

ACS Appl. Energy Mater.

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Co-sensitization is an attractive approach to enhance the light-harvesting efficiency of a dye sensitized solar cell (DSSC), whereby two or more dyes having complementary absorption spectra are co-adsorbed within a DSSC. A new method of co-sensitizing simultaneously pyridyl- and carboxylic acid-based dyes was performed and proved to be a successful approach for increasing the photoconversion efficiency (PCE%) of a DSSC. Yellow and red pyridyl-based dyes (T181 and T202) were co-sensitized with a blue carboxylic acid-based dye (Dyenamo Blue, DB). The co-sensitized DSSCs showed profound performance enhancements with a cobalt tris(bipyridine) electrolyte system. Increases in the total cell efficiency of 45% and 16% were seen in the co-sensitized T181-DB and T202-DB cells when compared to the single dye-sensitized DB cell, respectively. Remarkable increases in photocurrent (J sc) and photovoltage (V oc) were seen in both co-sensitized cells. The higher V oc values were mainly due to the decrease in the electron recombination processes at the TiO2/cobalt electrolyte interface. The increase in dye coverage in the co-sensitized cells resulted in a blocking behavior at the TiO2/electrolyte interface and had positive effects on electron lifetime. In addition the higher J sc values were associated with the complementary absorption responses of T181 and T202 with DB as mirrored in the IPCE% spectra.

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“…The power conversion efficiency (PCE) of more than 10% was recently reported for conjugated polymer based solar cells. 3) The performance of bulk heterojunction solar cells can be improved by several methods, including the design and synthesis of new light-harvesting materials with an appropriate structure, molecular weight and extended absorption spectra to collect more solar energy; 4,5) or by the use of a variety of processing techniques, such as thermal annealing, [6][7][8] solvent annealing, 9,10) and the addition of additives to enhance the nanoscale morphology of the BHJ active layer. 11,12) In addition to the above-mentioned methods, interface engineering plays an important role in improving the efficiency and lifetime of organic photovoltaic (OPV) devices.…”

Section: Introductionmentioning

confidence: 99%

Liquid eutectic GaIn as an alternative electrode for PTB7:PCBM organic solar cells

Pham

Trinh

Truong

et al. 2017

Jpn. J. Appl. Phys.

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Conventional vacuum deposition process of aluminum (Al) is costly, time-consuming and difficult to apply to the large-scale production of organic photovoltaic devices (OPV). This paper reports a vacuum-free fabrication process of poly[[4,8-bis(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl][3-fluoro-2-[(2-ethylhexyl)carbonyl]thienophenediyl]:[6,6]-phenyl C71 butyric acid methyl ester (PTB7:PCBM) bulk heterojunction organic solar cell with liquid eutectic gallium–indium (EGaIn) electrode as an alternative to the common Al electrode. The insertion of a thin poly(ethylene oxide) (PEO) layer after depositing organic photoactive layer could help prevent the diffusion of liquid EGaIn into the active layer and allow the deposition of the EGaIn electrode. The PEO interfacial layer was formed by spin-coating from a mixed solvent of alcohol and water. Among different alcohol+water (methanol, ethanol, ethylene glycol, n-propanol, isopropanol, and isobutanol) mixed solvent tested, the n-propanol+water mixed solvent showed the greatest enhancement to the performance of OPVs. The improved device performance was attributed to the reactivity of mixed solvent n-propanol+water toward the surface of PTB7:PCBM active layer, which could help optimize surface morphology.

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Vacuum-depositable thiophene- and benzothiadiazole-based donor materials for organic solar cells

Abstract: A bulk heterojunction device based on DT : C70 = 1 : 4 exhibited an efficient power conversion efficiency of 4.13%.

Cited by 18 publications

References 22 publications

2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

Large Enhancement of Dye Sensitized Solar Cell Efficiency by Co-sensitizing Pyridyl- and Carboxylic Acid-Based Dyes

Liquid eutectic GaIn as an alternative electrode for PTB7:PCBM organic solar cells

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