Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells

Jicheol Shin, Nam Su Kang, Tae Wan Lee, Min Ju Cho, Jae Min Hong, Byeong Kwon Ju, Dong Hoon Choi

Research output: Contribution to journal › Article

9 Citations (Scopus)

Abstract

Novel two-dimensional π-conjugated molecules, i.e., 5′, 5″′-((9,10-bis((4-hexylphenyl)ethynyl)anthracene-2,6-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (2,6-HBT) and 5′,5″′-((2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (9,10-THB) were successfully synthesized and utilized as highly soluble p-type organic semiconductors for organic thin film transistors (TFTs) and solar cells. From the TFTs, the high hole mobility of the pristine film of 9,10-THB was measured to be 0.07 cm2 V-1 s-1 (Ion/off = 106-107), which is mainly attributed to slip-stacked charge-transport behavior in J-aggregation-induced crystallites. Further, a solution-processed solar cell made of 9,10-THB and PC61BM exhibited very promising and reproducible power conversion efficiencies of 3.30% and 2.53% with composition 1:1 and 1:2 w/w ratio, respectively.

Original languageEnglish
Pages (from-to)1521-1530
Number of pages10
JournalOrganic Electronics: physics, materials, applications
Volume15
Issue number7
DOIs
Publication statusPublished - 2014 Jan 1

Fingerprint

Acetylene
Photovoltaic cells
Anthracene
photovoltaic cells
Thin film transistors
anthracene
Solar cells
transistors
solar cells
p-type semiconductors
Molecules
Hole mobility
Semiconducting organic compounds
hole mobility
Heterojunction bipolar transistors
organic semiconductors
thin films
Crystallites
crystallites
Conversion efficiency

Keywords

  • Bulk heterojunction
  • Organic semiconductor
  • Photovoltaic cell
  • Substitution position
  • Tetra(prop-1-yn-1-yl)anthracene
  • Thin film transistor

ASJC Scopus subject areas

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

Cite this

Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells. / Shin, Jicheol; Kang, Nam Su; Lee, Tae Wan; Cho, Min Ju; Hong, Jae Min; Ju, Byeong Kwon; Choi, Dong Hoon.

In: Organic Electronics: physics, materials, applications, Vol. 15, No. 7, 01.01.2014, p. 1521-1530.

Research output: Contribution to journal › Article

Shin, J, Kang, NS, Lee, TW, Cho, MJ, Hong, JM, Ju, BK & Choi, DH 2014, 'Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells', Organic Electronics: physics, materials, applications, vol. 15, no. 7, pp. 1521-1530. https://doi.org/10.1016/j.orgel.2014.04.021
Shin J, Kang NS, Lee TW, Cho MJ, Hong JM, Ju BK et al. Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells. Organic Electronics: physics, materials, applications. 2014 Jan 1;15(7):1521-1530. https://doi.org/10.1016/j.orgel.2014.04.021
Shin, Jicheol ; Kang, Nam Su ; Lee, Tae Wan ; Cho, Min Ju ; Hong, Jae Min ; Ju, Byeong Kwon ; Choi, Dong Hoon. / Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells. In: Organic Electronics: physics, materials, applications. 2014 ; Vol. 15, No. 7. pp. 1521-1530.
@article{a7d4aecac2f94e1faa7830d046636531,
title = "Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells",
abstract = "Novel two-dimensional π-conjugated molecules, i.e., 5′, 5″′-((9,10-bis((4-hexylphenyl)ethynyl)anthracene-2,6-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (2,6-HBT) and 5′,5″′-((2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (9,10-THB) were successfully synthesized and utilized as highly soluble p-type organic semiconductors for organic thin film transistors (TFTs) and solar cells. From the TFTs, the high hole mobility of the pristine film of 9,10-THB was measured to be 0.07 cm2 V-1 s-1 (Ion/off = 106-107), which is mainly attributed to slip-stacked charge-transport behavior in J-aggregation-induced crystallites. Further, a solution-processed solar cell made of 9,10-THB and PC61BM exhibited very promising and reproducible power conversion efficiencies of 3.30{\%} and 2.53{\%} with composition 1:1 and 1:2 w/w ratio, respectively.",
keywords = "Bulk heterojunction, Organic semiconductor, Photovoltaic cell, Substitution position, Tetra(prop-1-yn-1-yl)anthracene, Thin film transistor",
author = "Jicheol Shin and Kang, {Nam Su} and Lee, {Tae Wan} and Cho, {Min Ju} and Hong, {Jae Min} and Ju, {Byeong Kwon} and Choi, {Dong Hoon}",
year = "2014",
month = "1",
day = "1",
doi = "10.1016/j.orgel.2014.04.021",
language = "English",
volume = "15",
pages = "1521--1530",
journal = "Organic Electronics: physics, materials, applications",
issn = "1566-1199",
publisher = "Elsevier",
number = "7",

}

TY - JOUR

T1 - Two-dimensional π-conjugated molecules based-on 2,6,9,10-tetra(prop-1- yn-1-yl)anthracene and their application to solution-processed photovoltaic cells

AU - Shin, Jicheol

AU - Kang, Nam Su

AU - Lee, Tae Wan

AU - Cho, Min Ju

AU - Hong, Jae Min

AU - Ju, Byeong Kwon

AU - Choi, Dong Hoon

PY - 2014/1/1

Y1 - 2014/1/1

N2 - Novel two-dimensional π-conjugated molecules, i.e., 5′, 5″′-((9,10-bis((4-hexylphenyl)ethynyl)anthracene-2,6-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (2,6-HBT) and 5′,5″′-((2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (9,10-THB) were successfully synthesized and utilized as highly soluble p-type organic semiconductors for organic thin film transistors (TFTs) and solar cells. From the TFTs, the high hole mobility of the pristine film of 9,10-THB was measured to be 0.07 cm2 V-1 s-1 (Ion/off = 106-107), which is mainly attributed to slip-stacked charge-transport behavior in J-aggregation-induced crystallites. Further, a solution-processed solar cell made of 9,10-THB and PC61BM exhibited very promising and reproducible power conversion efficiencies of 3.30% and 2.53% with composition 1:1 and 1:2 w/w ratio, respectively.

AB - Novel two-dimensional π-conjugated molecules, i.e., 5′, 5″′-((9,10-bis((4-hexylphenyl)ethynyl)anthracene-2,6-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (2,6-HBT) and 5′,5″′-((2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-diyl) bis(ethyne-2,1-diyl))bis(5-hexyl-2,2′-bithiophene) (9,10-THB) were successfully synthesized and utilized as highly soluble p-type organic semiconductors for organic thin film transistors (TFTs) and solar cells. From the TFTs, the high hole mobility of the pristine film of 9,10-THB was measured to be 0.07 cm2 V-1 s-1 (Ion/off = 106-107), which is mainly attributed to slip-stacked charge-transport behavior in J-aggregation-induced crystallites. Further, a solution-processed solar cell made of 9,10-THB and PC61BM exhibited very promising and reproducible power conversion efficiencies of 3.30% and 2.53% with composition 1:1 and 1:2 w/w ratio, respectively.

KW - Bulk heterojunction

KW - Organic semiconductor

KW - Photovoltaic cell

KW - Substitution position

KW - Tetra(prop-1-yn-1-yl)anthracene

KW - Thin film transistor

UR - http://www.scopus.com/inward/record.url?scp=84900028112&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84900028112&partnerID=8YFLogxK

U2 - 10.1016/j.orgel.2014.04.021

DO - 10.1016/j.orgel.2014.04.021

M3 - Article

AN - SCOPUS:84900028112

VL - 15

SP - 1521

EP - 1530

JO - Organic Electronics: physics, materials, applications

JF - Organic Electronics: physics, materials, applications

SN - 1566-1199

IS - 7

ER -

Access to Document