Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers

Joo Young Shim; Taehyo Kim; Juae Kim; Jinwoo Kim; Dongkyung Park; Il Kim; Hanyoung Woo; Jin Young Kim; Hongsuk Suh

doi:10.1016/j.tsf.2015.03.005

Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers

Joo Young Shim, Taehyo Kim, Juae Kim, Jinwoo Kim, Dongkyung Park, Il Kim, Hanyoung Woo, Jin Young Kim, Hongsuk Suh

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

6 Citations (Scopus)

Abstract

Dioctyloxy substituted dimethyl-2H-benzimidazole (4,7-dibromo-5,6-dioctyloxy-2,2-dimethyl-2H-indene, DOMBI) was prepared and copolymerized with thiophene (or bithiophene) and carbazole using both Stille and Suzuki polymerization. In DOMBI, the sulfur at 2-position of 2,1,3-benzothiadiazole (BT) unit was replaced with dialkyl substituted carbon and dioctyloxy groups were introduced at 5,6-position of dimethyl-2H-benzimidazole (MBI) unit. DOMBI unit is still keeping 1,2-quinoid form with two alkyl groups on the carbon which substitute the sulfur of BT. In addition to this, dioctyloxy groups on 5,6-position will improve the absorption at the longer wavelength region. The poly(2,2-dimethyl-5,6-bis(octyloxy)-4-(2-thienyl)-2H-bezimidazole) (PTDOMBI) thin films show absorption band with peaks at 357 and 656 nm and an absorption onset at 775 nm, corresponding to a band gap of 1.60 eV. The devices with PTDOMBI with [6,6]phenyl-C₇₁-butyric acid methyl ester showed power conversion efficiency of 0.76%.

Original language	English
Pages (from-to)	29-35
Number of pages	7
Journal	Thin Solid Films
Volume	580
DOIs	https://doi.org/10.1016/j.tsf.2015.03.005
Publication status	Published - 2015 Apr 1
Externally published	Yes

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (No. 2010-0015069 ).

Keywords

DOMBI
OPVs
PTDOMBI
Polymer
Solubility

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Surfaces and Interfaces
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1016/j.tsf.2015.03.005

Cite this

@article{b9ee604f37d3434a8af5ce8dc4508c3e,

title = "Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers",

abstract = "Dioctyloxy substituted dimethyl-2H-benzimidazole (4,7-dibromo-5,6-dioctyloxy-2,2-dimethyl-2H-indene, DOMBI) was prepared and copolymerized with thiophene (or bithiophene) and carbazole using both Stille and Suzuki polymerization. In DOMBI, the sulfur at 2-position of 2,1,3-benzothiadiazole (BT) unit was replaced with dialkyl substituted carbon and dioctyloxy groups were introduced at 5,6-position of dimethyl-2H-benzimidazole (MBI) unit. DOMBI unit is still keeping 1,2-quinoid form with two alkyl groups on the carbon which substitute the sulfur of BT. In addition to this, dioctyloxy groups on 5,6-position will improve the absorption at the longer wavelength region. The poly(2,2-dimethyl-5,6-bis(octyloxy)-4-(2-thienyl)-2H-bezimidazole) (PTDOMBI) thin films show absorption band with peaks at 357 and 656 nm and an absorption onset at 775 nm, corresponding to a band gap of 1.60 eV. The devices with PTDOMBI with [6,6]phenyl-C71-butyric acid methyl ester showed power conversion efficiency of 0.76%.",

keywords = "DOMBI, OPVs, PTDOMBI, Polymer, Solubility",

author = "Shim, {Joo Young} and Taehyo Kim and Juae Kim and Jinwoo Kim and Dongkyung Park and Il Kim and Hanyoung Woo and Kim, {Jin Young} and Hongsuk Suh",

note = "Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (No. 2010-0015069 ).",

year = "2015",

month = apr,

day = "1",

doi = "10.1016/j.tsf.2015.03.005",

language = "English",

volume = "580",

pages = "29--35",

journal = "Thin Solid Films",

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TY - JOUR

T1 - Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers

AU - Shim, Joo Young

AU - Kim, Taehyo

AU - Kim, Juae

AU - Kim, Jinwoo

AU - Park, Dongkyung

AU - Kim, Il

AU - Woo, Hanyoung

AU - Kim, Jin Young

AU - Suh, Hongsuk

N1 - Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (No. 2010-0015069 ).

PY - 2015/4/1

Y1 - 2015/4/1

N2 - Dioctyloxy substituted dimethyl-2H-benzimidazole (4,7-dibromo-5,6-dioctyloxy-2,2-dimethyl-2H-indene, DOMBI) was prepared and copolymerized with thiophene (or bithiophene) and carbazole using both Stille and Suzuki polymerization. In DOMBI, the sulfur at 2-position of 2,1,3-benzothiadiazole (BT) unit was replaced with dialkyl substituted carbon and dioctyloxy groups were introduced at 5,6-position of dimethyl-2H-benzimidazole (MBI) unit. DOMBI unit is still keeping 1,2-quinoid form with two alkyl groups on the carbon which substitute the sulfur of BT. In addition to this, dioctyloxy groups on 5,6-position will improve the absorption at the longer wavelength region. The poly(2,2-dimethyl-5,6-bis(octyloxy)-4-(2-thienyl)-2H-bezimidazole) (PTDOMBI) thin films show absorption band with peaks at 357 and 656 nm and an absorption onset at 775 nm, corresponding to a band gap of 1.60 eV. The devices with PTDOMBI with [6,6]phenyl-C71-butyric acid methyl ester showed power conversion efficiency of 0.76%.

AB - Dioctyloxy substituted dimethyl-2H-benzimidazole (4,7-dibromo-5,6-dioctyloxy-2,2-dimethyl-2H-indene, DOMBI) was prepared and copolymerized with thiophene (or bithiophene) and carbazole using both Stille and Suzuki polymerization. In DOMBI, the sulfur at 2-position of 2,1,3-benzothiadiazole (BT) unit was replaced with dialkyl substituted carbon and dioctyloxy groups were introduced at 5,6-position of dimethyl-2H-benzimidazole (MBI) unit. DOMBI unit is still keeping 1,2-quinoid form with two alkyl groups on the carbon which substitute the sulfur of BT. In addition to this, dioctyloxy groups on 5,6-position will improve the absorption at the longer wavelength region. The poly(2,2-dimethyl-5,6-bis(octyloxy)-4-(2-thienyl)-2H-bezimidazole) (PTDOMBI) thin films show absorption band with peaks at 357 and 656 nm and an absorption onset at 775 nm, corresponding to a band gap of 1.60 eV. The devices with PTDOMBI with [6,6]phenyl-C71-butyric acid methyl ester showed power conversion efficiency of 0.76%.

KW - DOMBI

KW - OPVs

KW - PTDOMBI

KW - Polymer

KW - Solubility

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DO - 10.1016/j.tsf.2015.03.005

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VL - 580

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JF - Thin Solid Films

ER -

Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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