The Evolvement of Hole-transporting Materials in Highly Efficient Perovskite Solar Cells
ZOU Jinlong1, LUO Yufeng1,2, XIAO Zonghu3,4, HU Yu3, RAO Senlin3, LIU Shaohuan3
1 School of Mechanical and Electronic Engineering, Nanchang University, Nanchang 330031; 2 School of Mechatronics& Vehicle Engineering, East China Jiaotong University, Nanchang 330031; 3 School of New Energy Science and Engineering, Xinyu College, Xinyu 338004; 4 New Energy Research Institute of Xinyu, Xinyu 338004
Abstract: The perovskite solar cells (PSCs) have acquired a pronounced power conversion efficiency (PCE) improvement from 3.8% in 2009 to 22.7% in 2017, which may lead to a revolutionary new age for photovoltaic industry. Hole-transporting mate-rial (HTM) is a crucial part of highly efficient PSC, and the development and design of highly conductive, low-cost and highly-stable hole-transporting materials are of remarkable significance for the PSC R&D. This paper provides an elaborate delineation of the HTM that have emerged in recent years and applied to relatively high-efficiency PSCs, by classifying HTM into small molecule organic compounds, organic polymers and inorganic compounds, and also offers an introduction on the research evolution of hole-conductor-free PSCs, with emphases on the photovoltaic performances and stability of PSCs based on various HMT or without HMT. Finally, the future research trends are presented.
邹金龙, 罗玉峰, 肖宗湖, 胡云, 饶森林, 刘绍欢. 空穴传输材料在高效钙钛矿太阳能电池中的发展演变[J]. 材料导报, 2018, 32(15): 2542-2554.
ZOU Jinlong, LUO Yufeng, XIAO Zonghu, HU Yu, RAO Senlin, LIU Shaohuan. The Evolvement of Hole-transporting Materials in Highly Efficient Perovskite Solar Cells. Materials Reports, 2018, 32(15): 2542-2554.
1 Zhao W, Li S, Yao H, et al. Molecular optimization enables over 13% efficiency in organic solar cells[J].Journal of the American Chemical Society,2017,139(21):7148. 2 Burschka J, Pellet N, Moon S J, et al. Sequential deposition as a route to high-performance perovskite-sensitized solar cells[J].Nature,2013,499(7458):316. 3 Kojima A, Teshima K, Shirai Y, et al. Organometal halide perovskites as visible-light sensitizers for photovoltaic cells[J].Journal of the American Chemical Society,2009,131(17):6050. 4 Im J H, Lee C R, Lee J W, et al. 6.5% efficient perovskite quantum-dot-sensitized solar cell[J].Nanoscale,2011,3(10):4088. 5 Kim H S, Lee C R, Im J H, et al. Lead iodide perovskite sensitized all-solid-state submicron thin film mesoscopic solar cell with efficiency exceeding 9%[J].Scientific Reports,2012,2(8):591. 6 Best Research-Cell Efficiencies of NREL[DB/OL].https:∥www.nrel.gov/pv/assets/images/efficiency-chart.png. 7 Lee M M, Teuscher J, Miyasaka T, et al. Efficient hybridsolar cells based on meso-superstructured organometal halide perovskites[J].Science,2012,338(6107):643. 8 Ball J M, Lee M M, Hey A, et al. Low-temperature processed meso-superstructured to thin-film perovskite solar cells[J].Energy & Environmental Science,2013,6(6):1739. 9 Xing G, Mathews N, Sun S, et al. Long-range balanced electron- and hole-transport lengths in organic-inorganic CH3NH3PbI3[J].Science,2013,342(6156):344. 10 Liu Mingzhen, Johnston M B, et al. Efficient planar heterojunction perovskite solar cells by vapour deposition[J].Nature,2013,501(7467):395. 11 Jeon N J, Lee H G, Kim Y C, et al. o-Methoxy substituents in spiro-OMeTAD for efficient inorganic-organic hybrid perovskite solar cells[J].Journal of the American Chemical Society,2014,136(22):7837. 12 Park N G. Perovskite solar cells: An emerging photovoltaic techno-logy[J].Materials Today,2015,18(2):65. 13 Zhou H, Chen Q, Li G, et al. Photovoltaics. Interface engineering of highly efficient perovskite solar cells[J].Science,2014,345(6196):542. 14 Yang W S, Noh J H, Jeon N J, et al. High-performance photovoltaic perovskite layers fabricated through intramolecular exchange[J].Science,2015,348(6240):1234. 15 Yang W S, Park B W, Jung E H, et al. Iodide management in forma-midinium-lead-halide-based perovskite layers for efficient solar cells[J].Science,2017,356(6345):1376. 16 Lin Q, Armin A, Nagiri R C R, et al. Electro-optics of perovskite solar cells[J].Nature Photonics,2014,9(2):106. 17 Christians J A, Fung R C, Kamat P V. An inorganic hole conductor for organo-lead halide perovskite solar cells. Improved hole conductivity with copper iodide[J].Journal of the American Chemical Society,2014,136(2):758. 18 Qin P, Tanaka S, Ito S, et al. Inorganic hole conductor-based lead halide perovskite solar cells with 12.4% conversion efficiency[J].Nature Communications,2014,5:3834. 19 Jeng J Y, Chen K C, Chiang T Y, et al. Nickel oxide electrode interlayer in CH3NH3PbI3 perovskite/PCBM planar-heterojunction hybrid solar cells[J].Advanced Materials,2014,26(24):4107. 20 Kim J H, Liang P W, Williams S T, et al. High-performance and environmentally stable planar heterojunction perovskite solar cells based on a solution-processed copper-doped nickel oxide hole-transporting layer[J].Advanced Materials,2015,27(4):695. 21 Eperon G E, Burlakov V M, Docampo P, et al. Morphological control for high performance, solution-processed planar heterojunction perovskite solar cells[J].Advanced Functional Materials,2014,24(1):151. 22 Saliba M, Matsui T, Seo J Y, et al. Cesium-containing triple cation perovskite solar cells: Improved stability, reproducibility and high efficiency[J].Energy & Environmental Science,2016,9(6):1989. 23 Wang Y K,Yuan Z C, Shi G Z, et al. Dopant-free spiro-triphenyla-mine fluorene as hole-transporting material for perovskite solar cells withenhanced efficiency and stability[J].Advanced Functional Materials,2016,26:1375. 24 Mun J W, Cho I, Lee D, et al. Acetylene-bridged D-A-D type small molecule comprising pyrene and diketopyrrolopyrrole for high efficiency organic solar cells[J].Organic Electronics,2013,14(9):2341. 25 Bi D, Xu B, Gao P, et al. Facile synthesized organic hole transporting material for perovskite solar cell with efficiency of 19.8%[J].Nano Energy,2016,23:138. 26 Xu B, Bi D, Hua Y, et al. A low-cost spiro[fluorene-9,9′-xanthene]-based hole transport material for efficient solid-state dye-sensitized solar cells and perovskite solar cells[J].Energy & Environmental Science,2016,9(3):873. 27 Choi H, Paek S, Lim N, et al. Efficient perovskite solar cells with 13.63% efficiency based on planar triphenylamine hole conductors[J].Chemistry (Weinheim an der Bergstrasse, Germany),2014,20(35):10894. 28 Choi H, Park S, Paek S, et al. Efficient star-shaped hole transporting materials with diphenylethenyl side arms for an efficient perovskite solar cell[J].Journal of Materials Chemistry A,2014,2(45):19136. 29 Li H, Fu K, Hagfeldt A, et al. A simple 3,4-ethylenedioxythiophene based hole-transporting material for perovskite solar cells[J].Angewandte Chemie,2014,53(16):4085. 30 Li H, Fu K, Boix P P, et al. Hole-transporting small molecules based on thiophene cores for high efficiency perovskite solar cells[J].ChemSusChem,2014,7(12):3420. 31 Molinaontoria A, Zimmermann I, Garciabenito I, et al. Benzotrithiophene-based hole-transporting materials for 18.2% perovskite solar cells[J].Angewandte Chemie International Edition,2016,55(21):6270. 32 Huang C, Fu W F, Li C Z, et al. Dopant-free hole-transporting material with a c3h symmetrical truxene core for highly efficient perovskite solar cells[J].Journal of the American Chemical Society,2016,138(8):2528. 33 Rakstys K, Abate A, Dar M I, et al. Triazatruxene-based hole transporting materials for highly efficient perovskite solar cells[J].Journal of the American Chemical Society,2015,137(51):16172. 34 Saliba M, Orlandi S, Matsui T, et al. A molecularly engineered hole-transporting material for efficient perovskite solar cells[J].Nature Energy,2016,1(2):15017. 35 Do K, Choi H, Lim K, et al. Star-shaped hole transporting materials with a triazine unit for efficient perovskite solar cells[J].Chemical Communications,2014,50(75):10971. 36 Nishimura H, Ishida N, Shimazaki A, et al. Hole-transporting materials with a two-dimensionally expanded π-system around an azulene core for efficient perovskite solar cells[J].Journal of the American Chemical Society,2015,137(50):15656. 37 Reddy S S, Gunasekar K, Heo J H, et al. Solar cells: Highly efficient organic hole transporting materials for perovskite and organic solar cells with long-term stability[J].Advanced Materials,2016,28(4):685. 38 Malinauskas T, Saliba M, Matsui T, et al. Branched methoxydiphenylamine-substituted fluorene derivatives as hole transporting materials for high-performance perovskite solar cells[J].Energy & Environmental Science,2016,9(5):1681. 39 Sun L, Hua Y, Xu B, et al. High conductivity Ag-based metal-organic complexes as dopant-free hole-transport materials for perovskite solar cells with high fill factor[J].Chemical Science,2016,7(4):2633. 40 Zhang J, Xu B, Johansson M B, et al. Constructive effects of alkyl chains: A strategy to design simple and non-spiro hole transporting materials for high-efficiency mixed-ion perovskite solar cells[J].Advanced Energy Materials,2016,6(13);2536. 41 Zhao X, Zhang F, Yi C, et al. A novel one-step synthesized and dopant-free hole transport material for efficient and stable perovskite solar cells[J].Journal of Materials Chemistry A,2016,4(42):16330. 42 Liu Y, Hong Z, Chen Q, et al. Perovskite solar cells employing dopant-free organic hole transport materials with tunable energy levels[J].Advanced Materials,2016,28(3):440. 43 Liu Y, Chen Q, Duan H S, et al. Dopant-free organic hole transport material for efficient planar heterojunction perovskite solar cells[J].Journal of Materials Chemistry A,2015,3(22):11940. 44 Xiao Z, Bi C, Shao Y, et al. Efficient, high yield perovskite photovoltaic devices grown by interdiffusion of solution-processed precursor stacking layers[J].Energy & Environmental Science,2014,7(8):2619. 45 Nie W, Tsai H, Asadpour R, et al. Solar cells. High-efficiency solution-processed perovskite solar cells with millimeter-scale grains[J].Science,2015,347(6221):522. 46 Heo J H, Han H J, Kim D, et al. Hysteresis-less inverted CH3NH3PbI3 planar perovskite hybrid solar cells with 18.1% power conversion efficiency[J].Energy & Environmental Science,2015,8(5):1602. 47 Liu C, Su Z, Li W, et al. Improved performance of perovskite solar cells with a TiO2/MoO3 core/shell nanoparticles doped PEDOT∶PSS hole-transporter[J].Organic Electronics,2016,33(33):221. 48 Huang X, Wang K, Yi C, et al. Efficient perovskite hybrid solar cells by highly electrical conductive PEDOT∶PSS hole transport layer[J].Advanced Energy Materials,2016,6(3):1773. 49 Huang X, Guo H, Yang J, et al. Moderately reduced graphene oxide/PEDOT∶PSS as hole transport layer to fabricate efficient perovskite hybrid solar cells[J].Organic Electronics,2016,39:288. 50 Zhang S P, Yu Z M, Li P C, et al. Poly(3,4-ethylenedioxythiophene): Polystyrene sulfonate films withlow conductivity and low acidity through a treatment of theirsolutions with probe ultrasonication and their application as hole transport layer in polymer solar cells and perovskite solar cells[J].Organic Electronics,2016,32:149. 51 Hu L, Sun K, Wang M, et al. Inverted planar perovskite solar cells with a high fill factor and negligible hysteresis by the dual effect of NaCl-doped PEDOT∶PSS[J].ACS Applied Materials & Interfaces,2017,9(50):43902. 52 Casaluci S, Carlo A D, Bonaccorso F, et al. Perovskite solar cells stabilized by carbon nanostructure-P3HT blends[C]∥IEEE, International Conference on Nanotechnology. Italy,2016:41. 53 Chen P Y, Yang S H. Improved efficiency of perovskite solar cells based on Ni-doped ZnO nanorod arrays and Li salt-doped P3HT layer for charge collection[J].2016,6(11):3651. 54 Xiao J, Shi J, Liu H, et al. Efficient CH3NH3PbI3 perovskite solar cells based on graphdiyne (GD)-modified P3HT hole-transporting material[J].Advanced Energy Materials,2015, 5(8):1943. 55 Zhang Y, Elawad M, Yu Z, et al. Enhanced performance of perovskite solar cells with P3HT hole-transporting materials via molecular p-type doping[J].RSC Advances,2016,6(110):108888. 56 Hou Y, Du X, Scheiner S, et al. A generic interface to reduce the efficiency-stability-cost gap of perovskite solar cells[J].Science,2017,358(6367):1192. 57 Ryu S. Voltage output of efficient perovskite solar cells with high open-circuit voltage and fill factor[J].Energy & Environmental Science,2014,7(8):2614. 58 Jeon N J, Noh J H, Yang W S, et al. Compositional engineering of perovskite materials for high-performance solar cells[J].Nature,2015,517(7535):476. 59 Jo J W,Seo M S,Park M,et al. Improving prformance and stability of flexible planar heterojunction perovskite solar cells using polyme-ric hole-transport material[J].Advanced Functional Materials,2016,26:4464. 60 Wang Z, Dong Q, Xia Y, et al. Copolymers based on thiazolothiazole-dithienosilole as hole-transporting materials for high efficient perovskite solar cells[J].Organic Electronics,2016,33:142. 61 Liu C, Yang S, Zhang H L,et al. p-type CuI films grown by iodination of copper and their application as hole transporting layers for inverted perovskite solar cells[J].Journal of Inorganic Materials,2016,31(4):358(in Chinese). 刘畅,苑帅,张海良,等.铜膜碘化法制备p型CuI薄膜及其用作空穴传输层的反型钙钛矿电池性能[J].无机材料学报,2016,31(4):358. 62 Chappaz-Gillot C, Berson S, Salazar R, et al. Polymer solar cells with electrodeposited CuSCN nanowires as new efficient hole transporting layer[J].Solar Energy Materials & Solar Cells,2014,120(1):163. 63 Irwin M D, Buchholz D B, Hains A W, et al. p-type semiconducting nickel oxide as an efficiency-enhancing anode interfacial layer in polymer bulk-heterojunction solar cells[J].Proceedings of the National Academy of Sciences,2008,105(8):2783. 64 Arora N, Dar M I, Hinderhofer A, et al. Perovskite solar cells with CuSCN hole extraction layers yield stabilized efficiencies greater than 20[J].Science,2017,358(6364):768. 65 Yang I S, Mi R S, Sang D S, et al. Formation of pristine CuSCN layer by spray deposition method for efficient perovskite solar cell with extended stability[J].Nano Energy,2017,32:414. 66 Zhu Z, Bai Y, Zhang T, et al. High-performance hole-extraction layer of sol-gel-processed NiO nanocrystals for inverted planar pero-vskite solar cells[J].Angewandte Chemie International Edition,2014,53(46):12571. 67 Wang K C, Jeng J Y, Shen P S, et al. p-type mesoscopic nickel oxide/organometallic perovskite heterojunction solar cells[J].Scientific Reports,2014,4(4):4756. 68 Yin X, Chen P, Que M, et al. Highly efficient flexible perovskite solar cells using solution-derived NiOx hole contacts[J].ACS Nano,2016,10(3):3630. 69 Jung J W, Chueh C C, Jen A K. A low-temperature, solution-processable, Cu-doped nickel oxide hole-transporting layer via the combustion method for high-performance thin-film perovskite solar cells[J].Advanced Materials,2015,27(47):7874. 70 Yu Z K, Fu W F, Liu W Q, et al. Solution-processed CuOx as an efficient hole-extraction layer for inverted planar heterojunction pero-vskite solar cells[J].Chinese Chemical Letters,2017,1:13 71 Koo B, Jung H, Park M, et al. Hole transport: Pyrite-based Bi-functional layer for long-term stability and high-performance of organo-lead halide perovskite solar cells[J].Advanced Functional Mate-rials,2016,26(30):5382. 72 Lei H, Yang G, Zheng X, et al. Incorporation of high-mobility and room-temperature-deposited cuxs as a hole transport layer for efficient and stable organo-lead halide perovskite solar cells[J].Solar Rrl,2017,1(6):170038. 73 Murray, Christopher B, Norris, D J, et al. Synthesis and characteri-zation of nearly monodisperse CdE (E= S, Se, Te) semiconductor nanocrystallites[J].Journal of the American Chemical Society,1993,115(4):8706. 74 Hossain M A,Jennings J R,Shen Chao, et al. Cd Se-sensitized mesoscopic TiO2 solar cells exhibiting>5% efficiency:Redundancy of Cd-S buf-fer layer[J].Journal of Materials Chemistry,2012,22(32):16235. 75 Dabbousi B O,Rodriguez V J,Mikulec F V,et al.(Cd Se)ZnS core-shell quantum dots:Synthesis and characterization of a size series of highly luminescent nanocrystallites[J].Journal of Physical Chemistry B,1997,101(46):9463.76 Li L, Pandey A, Werder D J, et al. Efficient synthesis of highly luminescent copper indium sulfide-based core/shell nanocrystals with surprisingly long-lived emission[J].Journal of the American Chemical Society,2011,133(5):1176. 77 Etgar L, Gao P, Xue Z, et al. Mesoscopic CH3NH3PbI3/TiO2 heterojunction solar cells[J].Journal of the American Chemical So-ciety,2012,134(42):17396. 78 Xiao Y, Han G, Chang Y, et al. Investigation of perovskite-sensitized nanoporous titanium dioxide photoanodes with different thicknesses in perovskite solar cells[J].Journal of Power Sources,2015,286:118. 79 Li X, Tschumi M, Han H, et al. outdoor performance and stability under elevated temperatures and long-term light soaking of triple-layer mesoporous perovskite photovoltaics[J].Energy Technology,2015,3(6):551. 80 Ku Z, Rong Y, Xu M, et al. Full printable processed mesoscopic CH3NH3PBI3/TiO2 heterojunction solar cells with carbon counter electrode[J].Scientific Reports,2013,3(11):3132. 81 Rong Y, Ku Z, Mei A, et al. Hole-conductor-free mesoscopic TiO2/CH3NH3PbI3 heterojunction solar cells based on anatase nanosheets and carbon counter electrodes[J].Journal of Physical Chemistry Letters,2014,5(12):2160. 82 Chen H, Wei Z, He H, et al. Solvent engineering boosts the efficiency of paintable carbon-based perovskite solar cells to beyond 14%[J].Advanced Energy Materials,2016,6(8):2087.