Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Dang, Dongfeng; Xiaochi, Wang; Ying, Zhi; Meng, Lingjie; Bao, Xichang; Yang, Renqiang; Zhu, Weiguo

doi:10.1016/j.orgel.2016.02.021

Cited by 25 publications

(9 citation statements)

References 52 publications

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“…The absorption spectrum of PA covers the range 200–450 nm (see Figure S18 in the Supporting Information), which shows that there is no optical overlap of the absorption of PA and the emission of PTCA‐C6 in solution, thus indicating that FRET may not be the reason for the high sensitivity and selectivity in PA quenching. The HOMO ( E HOMO ) and LUMO ( E LUMO ) energy levels were easily obtained from the onset oxidation potential ( E ox ) and onset reduction potential ( E red ) according to the following equations: E HOMO [eV]=−( E ox +4.8) and E LUMO [eV]=−( E red +4.8), which gave E HOMO and E LUMO values of −5.86 and −3.14 eV for PTCA‐C6, respectively (Figure D). Clearly, the E LUMO value of PTCA‐C6 is much higher than that of PA (−3.93 eV, Figure D, inset), thus indicating that the PET process could occur in the PTCA‐C6/PA system and is probably the reason for the quenched emission in PA detection.…”

Section: Resultsmentioning

confidence: 99%

A Facilely Synthesized Dual‐State Emission Platform for Picric Acid Detection and Latent Fingerprint Visualization

et al. 2020

Chemistry A European J

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To achieve a highly efficient, dual‐state emission platform for picric acid (PA) detection and latent fingerprint (LFP) visualization, flexible alkyl chains have been facilely attached to the commercial organic dye 3,4,9,10‐perylenetetracarboxylic dianhydride to provide the target perylenetetracarboxylate molecules PTCA‐C4, PTCA‐C6, and PTCA‐C12. Interestingly, all these molecules exhibited impressive fluorescence characteristics with high photoluminescence quantum yields (PLQYs) of around 93.0 % in dilute solution. Also, emissive features were observed in the solid state because close molecular packing is prevented by the alkyl chains, especially for PTCA‐C6, which has a high PLQY value of 49.0 %. Benefiting from its impressive fluorescence performance in both solution and as aggregates, PTCA‐C6 was used as a dual‐state emission platform for PA detection and also LFP visualization. For example, double‐responsive fluorescence quenching in solution was observed in PA detection studies, resulting in high quenching constants (KSV) and also low limit‐of‐detection values. Furthermore, the fingerprint powder based on PTCA‐C6 also presented an impressive performance on various substrates in terms of fluorescence intensity and resolution, clearly providing the specific fine details of latent fingerprints. These results demonstrate that the facilely synthesized PTCA‐C6 with efficient dual‐state emission exhibits great potential in the real‐world applications of PA detection and LFP visualization.

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Section: Resultsmentioning

confidence: 99%

A Facilely Synthesized Dual‐State Emission Platform for Picric Acid Detection and Latent Fingerprint Visualization

et al. 2020

Chemistry A European J

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“…The reduction potentials for 2‐CzTPE and 2,7‐CzTPE, calculated by these oxidation potentials and their corresponding optical gaps, were −2.59 and 2.28 V, respectively. Then the energy levels ( E HOMO / E LUMO ) for the developed AIEgens were calculated according to the following equations

…”

Section: Resultsmentioning

confidence: 99%

“…The onset oxidation potentials (E ox.vs Fc/Fc +) for 2-CzTPE and 2,7-CzTPE, which were calibrated against ferrocene/ferrocenium (Fc/Fc + ) redox couple, were 0.61 and 0.62 V, respectively (Figure 6a). Then the energy levels (E HOMO /E LUMO ) for the developed AIEgens were calculated according to the following equations [26] eV ( Figure 6b). Then the energy levels (E HOMO /E LUMO ) for the developed AIEgens were calculated according to the following equations [26] eV ( Figure 6b).…”

Section: Electrochemical Propertiesmentioning

confidence: 99%

Manipulating the Molecular Backbone to Achieve Highly Emissive Sky‐Blue AIEgens and Their Applications in Nondoped Organic Light‐Emitting Diodes

Dang

Wang

Liu

et al. 2018

Adv Elect Materials

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performance are also necessary. [6] Unfortunately, unlike the red and green emitters, highly emissive blue OLMs in devices are rare due to their wide bandgap, but recently it has been demonstrated that OLMs with impressive and robust solid-state photoluminescence (PL) efficiency is beneficial to enhance their EL performance in OLEDs significantly. [7] Therefore, developing highly emissive blue OLMs in aggregated solid state becomes one of the key procedures to achieve the corresponding efficient OLEDs.For most conventional OLMs, impressive emissive features can be obtained in their dilute solutions, while weak or completely quenched emission was observed in the solid state for To enhance the luminescent performance of aggregation-induced emission luminogens (AIEgens) in organic lightemitting diodes (OLEDs) but also retain their blue emission color, 2-CzTPE and 2,7-CzTPE with promising AIE features are synthesized to balance the trade-off between twisted molecular conformation and enlarged molecular conjugation. As observed, although 2-CzTPE, which contains twisted molecular backbone, could suppress the emission-quenching π-π stacking, an inferior luminescent performance with photoluminescence quantum yields (PLQYs) of 23.12% occurs in aggregated solid state for its limited molecular conjugation, then leading to an inferior electroluminescence (EL) performance with external quantum efficiency (EQE) of 1.9%. However, after molecular engineering of backbone to enlarge its conjugation in 2,7-CzTPE, significantly enhanced PLQY value of 60.63% is achieved in solid state. Interestingly, the emission of 2,7-CzTPE remains in the blue region, which is even identical to that of 2-CzTPE in aggregates. Finally, much better EL performance in nondoped OLEDs with current efficiency of 7.38 cd A −1 , power efficiency of 6.81 lm W −1 , and also EQE of 3.0% is achieved for 2,7-CzTPE-based devices. These findings demonstrate that manipulating molecular backbone to achieve the balanced molecular conjugation and twisted conformation is an efficient way to obtain highly emissive blue AIEgens in both aggregated state and OLEDs devices.

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“…All air and water sensitive reactions were performed under a nitrogen atmosphere. Monomers M1, M2, M3 and M4 were synthesized according to the literature methods [24,33]. PR2F and PR1F were synthesized by Stille polymerization.…”

Section: Methodsmentioning

confidence: 99%

Region Asymmetric Polymers Based on Fluorinated Benzothiadiazole-Benzodithiophene for Polymer Solar Cells with High Open-Circuit Voltage

Liu¹,

Gan²,

Li³

et al. 2018

Preprint

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Two region asymmetric polymers PR2F and PR1F with three repeat units of A-D-A, π-D-A, and π-D-π along the polymer backbone were attained by polymerizing different fluorinated benzothiadiazole-thiophene units, FBT-T and 2FBT-T units (A–π), with benzodithiophene unit (D), respectively. Here, the new region asymmetric polymers were in contrast to the traditional polymers featuring a D–A or D–π–A–π backbone. Both the region asymmetric polymers showed a low lying of HOMO energy level in relation to that of the PC61BM acceptor and then obtained the high open-circuit voltage of ~1 V in both PR2F and PR1F devices. Bulk-heterojunction devices based on PR2F with difluorinated BT exhibited an appreciable power conversion efficiency (PCE) of 4.73% due to the relatively high and balanced charge carrier mobilities, while the mono-fluorinated BT polymer PR1F-based devices gave a lower PCE of 2.92%. These results indicate that the region asymmetric conjugated polymer is a promising class of materials for polymer solar cell applications, and it is significant to further understand the influence of polymer structure on optoelectronic properties.

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Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Cited by 25 publications

References 52 publications

A Facilely Synthesized Dual‐State Emission Platform for Picric Acid Detection and Latent Fingerprint Visualization

A Facilely Synthesized Dual‐State Emission Platform for Picric Acid Detection and Latent Fingerprint Visualization

Manipulating the Molecular Backbone to Achieve Highly Emissive Sky‐Blue AIEgens and Their Applications in Nondoped Organic Light‐Emitting Diodes

Region Asymmetric Polymers Based on Fluorinated Benzothiadiazole-Benzodithiophene for Polymer Solar Cells with High Open-Circuit Voltage

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