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Title: Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells

Abstract

Solution-processed organic semiconducting materials feature prominently in modern optoelectronic devices, especially where low-cost and flexibility are specific goals, such as perovskite solar cells. Their intrinsic solubility, poor cohesion and lack of adhesion to underlying substrates, however, curtail their scope of application and durability. To overcome this, a mechanically stiff, light-activated, tetra-azide cross-linking agent, 1,3,5,7-tetrakis-(p-benzylazide)-adamantane (TPBA), has been developed to transform solution processed organic polymers into solvent-resistant and mechanically tough films. The use of 3-azidopropyltrimethoxysilane (AzPTMS) has been developed as a light-activated adhesion promotor, enabling mechanical testing of toughened, cross-linked polymers. Lithium bis(trifluoromethane)sulfonimide (LiTFSI) doped poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine, poly(triaryl amine) (PTAA), a hole-transporting material used in perovskite solar cells, has been selected as a candidate system for demonstrating the utility of TPBA to transform a fragile and highly-soluble hole-transporting organic semiconductor into a mechanically tough and solvent-resistant semiconducting composite. TPBA enables the solvent resistance and mechanical toughness of PTAA to be tuned without compromising the electronic functionality of the semiconducting material. Here, while increasing the fracture toughness of PTAA by over 300%, TPBA cross-linking also enables fabrication of perovskite solar cells with increased photovoltaic efficiencies in n–i–p and p–i–n geometries, and promotes adhesion of the doped polymer to the perovskite layer, mitigating interfacialmore » device failure.« less

Authors:
ORCiD logo [1]; ORCiD logo [1];  [1];  [1]; ORCiD logo [1]
  1. Stanford Univ., Stanford, CA (United States)
Publication Date:
Research Org.:
Stanford Univ., CA (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE), Solar Energy Technologies Office (EE-4S)
OSTI Identifier:
1579847
Grant/Contract Number:  
EE0004946
Resource Type:
Accepted Manuscript
Journal Name:
Journal of Materials Chemistry. A
Additional Journal Information:
Journal Volume: 5; Journal Issue: 36; Journal ID: ISSN 2050-7488
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Watson, Brian  L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, and Dauskardt, Reinhold H. Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells. United States: N. p., 2017. Web. doi:10.1039/c7ta05004f.
Watson, Brian  L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, & Dauskardt, Reinhold H. Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells. United States. doi:10.1039/c7ta05004f.
Watson, Brian  L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, and Dauskardt, Reinhold H. Fri . "Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells". United States. doi:10.1039/c7ta05004f. https://www.osti.gov/servlets/purl/1579847.
@article{osti_1579847,
title = {Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells},
author = {Watson, Brian  L. and Rolston, Nicholas and Bush, Kevin A. and Taleghani, Leila and Dauskardt, Reinhold H.},
abstractNote = {Solution-processed organic semiconducting materials feature prominently in modern optoelectronic devices, especially where low-cost and flexibility are specific goals, such as perovskite solar cells. Their intrinsic solubility, poor cohesion and lack of adhesion to underlying substrates, however, curtail their scope of application and durability. To overcome this, a mechanically stiff, light-activated, tetra-azide cross-linking agent, 1,3,5,7-tetrakis-(p-benzylazide)-adamantane (TPBA), has been developed to transform solution processed organic polymers into solvent-resistant and mechanically tough films. The use of 3-azidopropyltrimethoxysilane (AzPTMS) has been developed as a light-activated adhesion promotor, enabling mechanical testing of toughened, cross-linked polymers. Lithium bis(trifluoromethane)sulfonimide (LiTFSI) doped poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine, poly(triaryl amine) (PTAA), a hole-transporting material used in perovskite solar cells, has been selected as a candidate system for demonstrating the utility of TPBA to transform a fragile and highly-soluble hole-transporting organic semiconductor into a mechanically tough and solvent-resistant semiconducting composite. TPBA enables the solvent resistance and mechanical toughness of PTAA to be tuned without compromising the electronic functionality of the semiconducting material. Here, while increasing the fracture toughness of PTAA by over 300%, TPBA cross-linking also enables fabrication of perovskite solar cells with increased photovoltaic efficiencies in n–i–p and p–i–n geometries, and promotes adhesion of the doped polymer to the perovskite layer, mitigating interfacial device failure.},
doi = {10.1039/c7ta05004f},
journal = {Journal of Materials Chemistry. A},
number = 36,
volume = 5,
place = {United States},
year = {2017},
month = {8}
}

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