H-shaped anthracene-based semiconducting molecules bearing a 9,10-bis((4-hexylphenyl)ethynyl)anthracene dimer

Kyung Hwan Kim; Jicheol Shin; Dong Hoon Choi

doi:10.1016/j.synthmet.2012.05.001

H-shaped anthracene-based semiconducting molecules bearing a 9,10-bis((4-hexylphenyl)ethynyl)anthracene dimer

Kyung Hwan Kim, Jicheol Shin, Dong Hoon Choi

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

We have successfully synthesized and characterized H-shaped anthracene-based semiconducting molecules that are solution processable. They were synthesized using 9,10-bis((4-hexylphenyl)ethynyl)anthracene via the Stille coupling reaction. The two molecules not only form uniformly smooth films on large surfaces but also show better homogeneous layer formation with relatively small crystallites. The semiconducting properties of the two π-conjugated molecules, 3 and 4, were evaluated by using the molecules in organic thin-film transistors (OTFTs). As-spun films of these molecules showed fairly high charge carrier mobilities of around 0.013-0.037 cm ² V ^-1 s ^-1 (I _on/I _off > 10 ^4-5) without additional thermal treatment. The molecule bearing a bithiophene connecting group unexpectedly showed relatively poor carrier mobility, which is attributed to a less-ordered structure and poor anisotropic arrangement of the crystallites without annealing process.

Original language	English
Pages (from-to)	1140-1146
Number of pages	7
Journal	Synthetic Metals
Volume	162
Issue number	13-14
DOIs	https://doi.org/10.1016/j.synthmet.2012.05.001
Publication status	Published - 2012 Aug

Bibliographical note

Funding Information:
This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF2012008797 & 20120005860). This research work was also supported by 21st century Frontier Research Program (F0004091-0000-00).

Keywords

Anthracene
Conjugated molecules
Mobility
Organic thin film transistor
Semiconductor

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

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10.1016/j.synthmet.2012.05.001

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title = "H-shaped anthracene-based semiconducting molecules bearing a 9,10-bis((4-hexylphenyl)ethynyl)anthracene dimer",

abstract = "We have successfully synthesized and characterized H-shaped anthracene-based semiconducting molecules that are solution processable. They were synthesized using 9,10-bis((4-hexylphenyl)ethynyl)anthracene via the Stille coupling reaction. The two molecules not only form uniformly smooth films on large surfaces but also show better homogeneous layer formation with relatively small crystallites. The semiconducting properties of the two π-conjugated molecules, 3 and 4, were evaluated by using the molecules in organic thin-film transistors (OTFTs). As-spun films of these molecules showed fairly high charge carrier mobilities of around 0.013-0.037 cm 2 V -1 s -1 (I on/I off > 10 4-5) without additional thermal treatment. The molecule bearing a bithiophene connecting group unexpectedly showed relatively poor carrier mobility, which is attributed to a less-ordered structure and poor anisotropic arrangement of the crystallites without annealing process.",

keywords = "Anthracene, Conjugated molecules, Mobility, Organic thin film transistor, Semiconductor",

author = "Kim, {Kyung Hwan} and Jicheol Shin and Choi, {Dong Hoon}",

note = "Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF2012008797 & 20120005860). This research work was also supported by 21st century Frontier Research Program (F0004091-0000-00).",

year = "2012",

month = aug,

doi = "10.1016/j.synthmet.2012.05.001",

language = "English",

volume = "162",

pages = "1140--1146",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier B.V.",

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AU - Kim, Kyung Hwan

AU - Shin, Jicheol

AU - Choi, Dong Hoon

N1 - Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF2012008797 & 20120005860). This research work was also supported by 21st century Frontier Research Program (F0004091-0000-00).

PY - 2012/8

Y1 - 2012/8

N2 - We have successfully synthesized and characterized H-shaped anthracene-based semiconducting molecules that are solution processable. They were synthesized using 9,10-bis((4-hexylphenyl)ethynyl)anthracene via the Stille coupling reaction. The two molecules not only form uniformly smooth films on large surfaces but also show better homogeneous layer formation with relatively small crystallites. The semiconducting properties of the two π-conjugated molecules, 3 and 4, were evaluated by using the molecules in organic thin-film transistors (OTFTs). As-spun films of these molecules showed fairly high charge carrier mobilities of around 0.013-0.037 cm 2 V -1 s -1 (I on/I off > 10 4-5) without additional thermal treatment. The molecule bearing a bithiophene connecting group unexpectedly showed relatively poor carrier mobility, which is attributed to a less-ordered structure and poor anisotropic arrangement of the crystallites without annealing process.

AB - We have successfully synthesized and characterized H-shaped anthracene-based semiconducting molecules that are solution processable. They were synthesized using 9,10-bis((4-hexylphenyl)ethynyl)anthracene via the Stille coupling reaction. The two molecules not only form uniformly smooth films on large surfaces but also show better homogeneous layer formation with relatively small crystallites. The semiconducting properties of the two π-conjugated molecules, 3 and 4, were evaluated by using the molecules in organic thin-film transistors (OTFTs). As-spun films of these molecules showed fairly high charge carrier mobilities of around 0.013-0.037 cm 2 V -1 s -1 (I on/I off > 10 4-5) without additional thermal treatment. The molecule bearing a bithiophene connecting group unexpectedly showed relatively poor carrier mobility, which is attributed to a less-ordered structure and poor anisotropic arrangement of the crystallites without annealing process.

KW - Anthracene

KW - Conjugated molecules

KW - Mobility

KW - Organic thin film transistor

KW - Semiconductor

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JO - Synthetic Metals

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IS - 13-14

ER -

H-shaped anthracene-based semiconducting molecules bearing a 9,10-bis((4-hexylphenyl)ethynyl)anthracene dimer

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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