MeO-2PACz

CAS Number 2377770-18-6

Electron / Hole Transport Layer Materials, Materials, Perovskite Interface Materials, Self-Assembled Monolayers (SAMs)

Small Self-Assembled Monolayer Molecule for High Efficiency Solar Cells

MeO-2PACz, Hole transport or extraction layer for NFA-polymer solar cells and p-i-n perovskite solar cells, CAS No. 2377770-18-6, (2-(3,6-Dimethoxy-9H-carbazol-9-yl)ethyl)phosphonic acid,

MeO-2PACz is a small molecule with a structure consisting of electron rich 3,6-methoxylcarbzole unit joined by an anchoring functional group of ethyl phosphonic acid at 9-position of the carbazole ring. It is a family member of 2PACz which is a self-assembled monolayer (SAM) material acting as interface between indium tin oxide (ITO), or other metal oxides, and the photoactive layer in perovskite or polymer solar cells.

When an intermediate layer of nickel oxide (NiO) between ITO and MeO-2PACz is added, the surface coverage and homogeneity of the SAM improves. The presence of NiO leads to a homogeneous distribution of MeO-2PACz molecules on the metal oxide area, accompanied by a higher shunt resistance in the device, when compared to devices with SAM directly processed on ITO.

Being the optimal substrate for stabilizing black-phase FAPbI3, MeO-2PACz employed in inverted-structured perovskite solar cells (PSCs) shows the best photovoltaic performance. With an impressive PCE of 22.13%, this is the highest efficiency of FAPbI3 based on inverted-structured PSCs. Furthermore, the best device exhibits free hysteresis and excellent long-term stability, maintaining 92% of the initial PCEs after 800 h aging under ambient conditions [1].

Serving as hole selective contact for organic solar cells and perovskite solar cells, MeO-2PACz is an alternative to PEDOT:PSS with superior performance with the convenience of solution deposition at low concentration, i.e. 1 mM.

Solution Processing Procedure

Typical processing solvents: IPA, DMF, ethanol, THF
Typical concentration: 1 mM (0.335 mg/ml) or1.0 mg/ml (1 mg MeO-2PACz is dissolved in 20 μL of anhydrous DMF, then diluted with 980 μL of anhydrous ethanol or isopropanol (IPA) to make a clear solution of 1 mg/ml in concentration)

Typical processing procedure: 40 uL of MeO-2PACz solution is deposited onto the centre of the substrate surface and spin-coated for 50 s at the speed of 3000 rpm . After annealing for 10 min at 100 ℃, the MeO-2PACz coated substrate is cooled down to room temperature and washed with IPA (60 uL) by spin-coating the IPA solvent for 30 s at the speed of at 3000 rpm. The now coated and cleaned substrate is annealed for 5 min at 100 ℃ to afford the MeO-2PACz self-assembled monolayer on the surface of the substrate.

General Information

CAS Number	2377770-18-6
Chemical Formula	C₁₆H₁₈NO₅P
Molecular Weight	335.29 g/mol
Absorption*	λ_max 465 nm (ITO)
Fluorescence	λ_em (n.a.)
HOMO/LUMO	HOMO = 5.30 eV, LUMO = 2.12 eV
Synonyms	(2-(3,6-Dimethoxy-9H-carbazol-9-yl)ethyl)phosphonic acid
Classification or Family	Carbazole derivatives, Self-assembly monolayers, Hole transport layer, Hole extraction layer, p-i-n Perovskite solar cells, Organic photovoltaics

Product Details

Purity	> 99% (HPLC)
Melting Point	T_m = 171 °C
Appearance	Off-white powder/crystals

Chemical Structure

MSDS Documentation

MeO-2PACz MSDS Sheet

Literature and Reviews

Stable α-FAPbI3 in Inverted Perovskite Solar Cells with Efficiency Exceeding 22% via a Self-Passivation Strategy, D. Zhang et al., Adv. Funct. Mater., 32 (27), 2200174 (2022); DOI: 10.1002/adfm.202200174.
18.4 % Organic Solar Cells Using a High Ionization Energy Self-Assembled Monolayer as Hole-Extraction Interlayer, Y. Lin et al., ChemSusChem, 14 (17), 3569-3578 (2021); DOi: 10.1002/cssc.202100707.
NiOx-Seeded Self-Assembled Monolayers as Highly Hole-Selective Passivating Contacts for Efficient Inverted Perovskite Solar Cells, J. Sun et al., Solar RRL, 5 (11), 2100663 (2021); DOI: 10.1002/solr.202100663.
Conformal monolayer contacts with lossless interfaces for perovskite single junction and monolithic tandem solar cells, A. Al-Ashouri et al., Energy Environ. Sci., 12, 3356-3369 (2019); DOI: 10.1039/C9EE02268F.
Operational stability, low light performance, and long-lived transients in mixed-halide perovskite solar cells with a monolayer-based hole extraction layer, R. Murdey et al., Sol. Energy Mater. Sol. Cells., 245, 111885 (2022); DOI: 10.1016/j.solmat.2022.111885.
Enhanced Self-Assembled Monolayer Surface Coverage by ALD NiO in p‑i‑n Perovskite Solar Cells, N. Phung et al., ACS Appl. Mater. Interfaces, 14 (1), 2166–2176 (2022); DOI: 10.1021/acsami.1c15860.

Licensed by Helmholtz-Zentrum Berlin für Materialien und Energie GmbH in Germany and Kaunas University of Technology in Lithuania.