Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b: 8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers

Hiroki Mori, Masato Suetsugu, Shuhei Nishinaga, Ning Hui Chang, Hikaru Nonobe, Yasuhiro Okuda, Yasushi Nishihara

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 Å), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0%.

Original languageEnglish
Pages (from-to)709-718
Number of pages10
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume53
Issue number5
DOIs
Publication statusPublished - Mar 1 2015

Fingerprint

Semiconducting polymers
Solar cells
Transistors
Agglomeration
Photocurrents
Phase separation
Conversion efficiency
Polymers
Energy gap
Thermodynamic stability
Solubility
Molecular weight
Crystalline materials
Polymer solar cells

Keywords

  • diketopyrrolopyrrole
  • molecular ordering
  • organic field-effect transistors
  • organic photovoltaics
  • phenanthrodithiophene
  • semiconducting polymers

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b : 8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers. / Mori, Hiroki; Suetsugu, Masato; Nishinaga, Shuhei; Chang, Ning Hui; Nonobe, Hikaru; Okuda, Yasuhiro; Nishihara, Yasushi.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 53, No. 5, 01.03.2015, p. 709-718.

Research output: Contribution to journalArticle

@article{2f45418077cd41a087faa17fccbe3aa1,
title = "Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b: 8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers",
abstract = "Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 {\AA}), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0{\%}.",
keywords = "diketopyrrolopyrrole, molecular ordering, organic field-effect transistors, organic photovoltaics, phenanthrodithiophene, semiconducting polymers",
author = "Hiroki Mori and Masato Suetsugu and Shuhei Nishinaga and Chang, {Ning Hui} and Hikaru Nonobe and Yasuhiro Okuda and Yasushi Nishihara",
year = "2015",
month = "3",
day = "1",
doi = "10.1002/pola.27500",
language = "English",
volume = "53",
pages = "709--718",
journal = "Journal of Polymer Science, Part A: Polymer Chemistry",
issn = "0887-624X",
publisher = "John Wiley and Sons Inc.",
number = "5",

}

TY - JOUR

T1 - Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b

T2 - 8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers

AU - Mori, Hiroki

AU - Suetsugu, Masato

AU - Nishinaga, Shuhei

AU - Chang, Ning Hui

AU - Nonobe, Hikaru

AU - Okuda, Yasuhiro

AU - Nishihara, Yasushi

PY - 2015/3/1

Y1 - 2015/3/1

N2 - Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 Å), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0%.

AB - Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 Å), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0%.

KW - diketopyrrolopyrrole

KW - molecular ordering

KW - organic field-effect transistors

KW - organic photovoltaics

KW - phenanthrodithiophene

KW - semiconducting polymers

UR - http://www.scopus.com/inward/record.url?scp=84922793855&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84922793855&partnerID=8YFLogxK

U2 - 10.1002/pola.27500

DO - 10.1002/pola.27500

M3 - Article

AN - SCOPUS:84922793855

VL - 53

SP - 709

EP - 718

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

SN - 0887-624X

IS - 5

ER -