Electronic structure of fullerene derivatives in organic photovoltaics

Rie Nakanishi, Ayumi Nogimura, Ritsuko Eguchi, Kaname Kanai

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The electronic structures of the fullerene derivatives [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), [6,6]-diphenyl C62bis (butyric acid methyl ester) (bisPCBM), C70, [6,6]-phenyl-C71-butyric acid methyl ester (PC70BM), [6,6]-phenyl-C61-butyric acid butyl ester (PCBB), [6,6]-phenyl-C61-butyric acid octyl ester (PCBO), [6,6]-thienyl-C61-butyric acid methyl ester (TCBM), and indene-C60bisadduct (ICBA), which are frequently used as n-type materials in organic photovoltaics, were studied by ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy. We also performed molecular orbital calculation based on density functional theory to understand the experimental results. The electronic structures near the energy gap of the compounds were found to be governed predominately by the fullerene backbone. The side chains also affected the electronic structures of the compounds. The ionization energy and electron affinity were strongly affected by the number of carbons and functional groups in the side chain.

Original languageEnglish
Pages (from-to)2912-2921
Number of pages10
JournalOrganic Electronics: physics, materials, applications
Volume15
Issue number11
DOIs
Publication statusPublished - 2014

Fingerprint

Fullerenes
Butyric acid
butyric acid
fullerenes
Electronic structure
Butyric Acid
esters
Esters
electronic structure
Derivatives
Ultraviolet photoelectron spectroscopy
Orbital calculations
Electron affinity
Ionization potential
Molecular orbitals
Photoelectron spectroscopy
Functional groups
indene
Density functional theory
Energy gap

Keywords

  • Electronic structure
  • Fullerene derivatives
  • Inverse photoemission spectroscopy (IPES)
  • Organic photovoltaic (OPV)
  • Ultraviolet photoelectron spectroscopy (UPS)

ASJC Scopus subject areas

  • Biomaterials
  • Electronic, Optical and Magnetic Materials
  • Materials Chemistry
  • Electrical and Electronic Engineering
  • Chemistry(all)
  • Condensed Matter Physics

Cite this

Electronic structure of fullerene derivatives in organic photovoltaics. / Nakanishi, Rie; Nogimura, Ayumi; Eguchi, Ritsuko; Kanai, Kaname.

In: Organic Electronics: physics, materials, applications, Vol. 15, No. 11, 2014, p. 2912-2921.

Research output: Contribution to journalArticle

Nakanishi, Rie ; Nogimura, Ayumi ; Eguchi, Ritsuko ; Kanai, Kaname. / Electronic structure of fullerene derivatives in organic photovoltaics. In: Organic Electronics: physics, materials, applications. 2014 ; Vol. 15, No. 11. pp. 2912-2921.
@article{3819ee556c79459d91c15cae458cbde0,
title = "Electronic structure of fullerene derivatives in organic photovoltaics",
abstract = "The electronic structures of the fullerene derivatives [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), [6,6]-diphenyl C62bis (butyric acid methyl ester) (bisPCBM), C70, [6,6]-phenyl-C71-butyric acid methyl ester (PC70BM), [6,6]-phenyl-C61-butyric acid butyl ester (PCBB), [6,6]-phenyl-C61-butyric acid octyl ester (PCBO), [6,6]-thienyl-C61-butyric acid methyl ester (TCBM), and indene-C60bisadduct (ICBA), which are frequently used as n-type materials in organic photovoltaics, were studied by ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy. We also performed molecular orbital calculation based on density functional theory to understand the experimental results. The electronic structures near the energy gap of the compounds were found to be governed predominately by the fullerene backbone. The side chains also affected the electronic structures of the compounds. The ionization energy and electron affinity were strongly affected by the number of carbons and functional groups in the side chain.",
keywords = "Electronic structure, Fullerene derivatives, Inverse photoemission spectroscopy (IPES), Organic photovoltaic (OPV), Ultraviolet photoelectron spectroscopy (UPS)",
author = "Rie Nakanishi and Ayumi Nogimura and Ritsuko Eguchi and Kaname Kanai",
year = "2014",
doi = "10.1016/j.orgel.2014.08.013",
language = "English",
volume = "15",
pages = "2912--2921",
journal = "Organic Electronics",
issn = "1566-1199",
publisher = "Elsevier",
number = "11",

}

TY - JOUR

T1 - Electronic structure of fullerene derivatives in organic photovoltaics

AU - Nakanishi, Rie

AU - Nogimura, Ayumi

AU - Eguchi, Ritsuko

AU - Kanai, Kaname

PY - 2014

Y1 - 2014

N2 - The electronic structures of the fullerene derivatives [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), [6,6]-diphenyl C62bis (butyric acid methyl ester) (bisPCBM), C70, [6,6]-phenyl-C71-butyric acid methyl ester (PC70BM), [6,6]-phenyl-C61-butyric acid butyl ester (PCBB), [6,6]-phenyl-C61-butyric acid octyl ester (PCBO), [6,6]-thienyl-C61-butyric acid methyl ester (TCBM), and indene-C60bisadduct (ICBA), which are frequently used as n-type materials in organic photovoltaics, were studied by ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy. We also performed molecular orbital calculation based on density functional theory to understand the experimental results. The electronic structures near the energy gap of the compounds were found to be governed predominately by the fullerene backbone. The side chains also affected the electronic structures of the compounds. The ionization energy and electron affinity were strongly affected by the number of carbons and functional groups in the side chain.

AB - The electronic structures of the fullerene derivatives [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), [6,6]-diphenyl C62bis (butyric acid methyl ester) (bisPCBM), C70, [6,6]-phenyl-C71-butyric acid methyl ester (PC70BM), [6,6]-phenyl-C61-butyric acid butyl ester (PCBB), [6,6]-phenyl-C61-butyric acid octyl ester (PCBO), [6,6]-thienyl-C61-butyric acid methyl ester (TCBM), and indene-C60bisadduct (ICBA), which are frequently used as n-type materials in organic photovoltaics, were studied by ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy. We also performed molecular orbital calculation based on density functional theory to understand the experimental results. The electronic structures near the energy gap of the compounds were found to be governed predominately by the fullerene backbone. The side chains also affected the electronic structures of the compounds. The ionization energy and electron affinity were strongly affected by the number of carbons and functional groups in the side chain.

KW - Electronic structure

KW - Fullerene derivatives

KW - Inverse photoemission spectroscopy (IPES)

KW - Organic photovoltaic (OPV)

KW - Ultraviolet photoelectron spectroscopy (UPS)

UR - http://www.scopus.com/inward/record.url?scp=84907190260&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84907190260&partnerID=8YFLogxK

U2 - 10.1016/j.orgel.2014.08.013

DO - 10.1016/j.orgel.2014.08.013

M3 - Article

AN - SCOPUS:84907190260

VL - 15

SP - 2912

EP - 2921

JO - Organic Electronics

JF - Organic Electronics

SN - 1566-1199

IS - 11

ER -