How to design more efficient hole-transporting materials for perovskite solar cells? Rational tailoring of the triphenylamine-based electron donor

Xu, Yu-lin; Ding, Wei‐Lu; Sun, Zhu-Zhu

doi:10.1039/c8nr04730h

Cited by 68 publications

(55 citation statements)

References 60 publications

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“…One is the choice for the surface of perovskite. CH 3 NH 3 PbI 3 (110) facet is the adsorption surface currently used since it has been confirmed to favor the charge injection from CH 3 NH 3 PbI 3 to HTMs, and the parallel adsorption configuration was reported to be energetically favorable to face with π‐conjugated cores for HTMs . Thus this adsorption model was employed for H2,5 and H3,4 .…”

Section: Resultsmentioning

confidence: 99%

Positional Effect of the Triphenylamine Group on the Optical and Charge‐Transfer Properties of Thiophene‐Based Hole‐Transporting Materials

Hao

Chi

2019

Chemistry An Asian Journal

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Hybrid organic-inorganic perovskite solar cells (PSCs) have shown significant potentialf or use in the energy field. Typically,h ole-transporting materials (HTMs) play an important role in affectingt he power conversion efficiency (PCE) of PSCs. Adeep understandingofthe structure-property relationship plays avital role in developing efficient HTMs. Herein, the relationship betweent he structure and properties of two small organic HTMs H2,5 and H3,4 weres ystematically investigated in terms of the electronic and optical properties, the hole-transporting behavior by using density functional theory (DFT)a nd Marcus electron transfer theory. The resultsdemonstrated that the high power conversion efficiency of the H2,5-based PSCw as causedb ys trong interactions with the perovskite material on the interface and an enhanced hole mobility in H2,5 compared with H3,4.T he strong interaction derives from the short bond length of O atom of HTM and Pb atom of perovskite material, andt he highly hole mobility derives from the quasi-planar conjugated conformation and tight packingm odel of neighboring molecules in H2,5.I na ddition, we found that the planar structure enhances the intermolecular interaction between HTM and perovskite materials compared with the 'V'-shaped molecule. Importantly,w ea lso notet hat the HOMO level of the isolated molecule is not always proportional to the open-circuit voltages of PSCs since the HOMO level might move towardahigher level when the interaction between HTM and interface of perovskite was included. The work gives essential information for rational designing efficient HTMs.[a] Dr. Results and DiscussionElectronicstructures of H2,5 and H3,4Recently,D ai et al. developed two new HTMs based on thiophene and triphenylamine, called H2,5 and H3,4 in their work. [11] The substitution positione ffect of H2,5 and H3,4 on the performance of PSCs was studied. Their resultss howed that PSC based on H2,5 exhibits aP CE of 15.13 %, while PCE is only 9.05 %b ased on H3,4.H erein, to explain the noteworthy different in PEC, we investigated geometries and electronic structure properties of H2,5 and H3,4.T wo molecular struc-Scheme1.Calculation procedureofh ole mobility.

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Section: Resultsmentioning

confidence: 99%

Positional Effect of the Triphenylamine Group on the Optical and Charge‐Transfer Properties of Thiophene‐Based Hole‐Transporting Materials

Hao

Chi

2019

Chemistry An Asian Journal

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“…Therefore, optical transparency in visible region is desirable for promising HTMs. [54] The UV-vis absorption spectra of the studied molecules in chlorobenzene are given in Figure 4. The newly designed molecules display the blue-shifted absorption in comparison with FDT which may be caused by the low conjugation in geometry.…”

Section: Optical Propertiesmentioning

confidence: 99%

Designing Hole Transport Materials with High Hole Mobility and Outstanding Interface Properties for Perovskite Solar Cells

Jiang

Zhu

2020

ChemPhysChem

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Organic–inorganic halide perovskite solar cells (PSCs) have attracted much attention due to their rapid increase in power conversion efficiencies (PCEs), and many efforts are devoted to further improving the PCEs. Designing highly efficient hole transport materials (HTMs) for PSCs may be one of the effective ways. Herein we theoretically designed three new HTMs (FDT−N, FDT−O, and FDT−S) by introducing a nitrogen‐phenyl group, an oxygen atom, and a sulfur atom into the spiro core of an experimentally synthesized HTM (FDT), respectively. And then we performed quantum chemical calculation to study their application potential. The results show that the devices with FDT−O and FDT−S instead of FDT may have higher open circuit voltages owing to their lower highest occupied molecular orbital (HOMO) energy levels. Moreover, FDT−S exhibits the best hole transport performance among the studied HTMs, which may be due to the significant HOMO‐HOMO overlap in the hole hopping path with the largest transfer integral. Furthermore, the results on interface properties indicate that introducing oxygen and sulfur atoms can enhance the MAPbI3/HTM interface interaction. The present work not only offers two promising HTMs (FDT−O and FDT−S) for PSCs but also provides theoretical help for subsequent research on HTMs.

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“…The combination of several organic structural motifs such as phenylene-vinylene, thiophene, pyrrole, triarylamines and fluorene derivates is widely studied because it gives life to a very important class of electroactive and photoactive compounds, used in several sector of optoelectronics, such as organic light-emitting diodes (OLED) [ 1 ], organic field-effect transistors (OFET) [ 2 ], electrochromic and electrofluorochromic devices (ECDs and EFCDs) [ 3 , 4 , 5 ], dye-sensitized solar cells (DSSCs) [ 6 , 7 , 8 ], as well as used as fluorescent probes in bioimaging applications [ 9 , 10 , 11 ]. In particular, in the last decade, great attention was paid to a large variety of organic molecule semiconductors with hole-transporting properties since they play a pivotal part for achieving, for example, high performances in perovskite solar cells (PSCs), ensuring efficient hole extraction and transportation, and the suppression of photogenerated carrier recombination [ 12 , 13 , 14 ]. Spirolink compounds, 3,4-ethylenedioxythiophene analogues and phthalocyanine derivatives, phenoxazine, phenothiazine, thiophene, anthracene and carbazole, are commonly used as core units to synthesize hole transport materials (HTMs).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives

et al. 2022

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We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the 2,7- (Group A) and 3,6- (Group B) positions of the dibenzofulvene backbone. The donor units and the thiophene or bithiophene bridges were used as chemico-structural tools to modulate electro-optical and morphological-electrical properties. A combination of experiments, such as absorption measurements (UV-Vis spectroscopy), cyclic voltammetry, ellipsometry, Raman, atomic force microscopy, TD-DFT calculation and hole-mobility measurements, were carried out on the synthesized small organic molecules to investigate the differences between the two classes and therefore understand the relevance of the molecular design of the various properties. We found that the anchoring position on dibenzofulvene plays a crucial key for fine-tuning the optical, structural, and morphological properties of molecules. In particular, molecules with substituents in 2,7 positions (Group A) showed a lower structural disorder, a larger molecular planarity, and a lower roughness.

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How to design more efficient hole-transporting materials for perovskite solar cells? Rational tailoring of the triphenylamine-based electron donor

Abstract: Continuously adjustable HOMO levels and high hole mobility are obtained by the structural tailoring of auxiliary TPA-donors.

Cited by 68 publications

References 60 publications

Positional Effect of the Triphenylamine Group on the Optical and Charge‐Transfer Properties of Thiophene‐Based Hole‐Transporting Materials

Positional Effect of the Triphenylamine Group on the Optical and Charge‐Transfer Properties of Thiophene‐Based Hole‐Transporting Materials

Designing Hole Transport Materials with High Hole Mobility and Outstanding Interface Properties for Perovskite Solar Cells

Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives

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