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, Han Young Woo, Jin Young Kim, Hongsuk Suh

Research output: Contribution to journalArticle

5 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 languageEnglish
Pages (from-to)29-35
Number of pages7
JournalThin Solid Films
Volume580
DOIs
Publication statusPublished - 2015 Apr 1
Externally publishedYes

Fingerprint

Sulfur
Polymers
Energy gap
Carbon
Thiophenes
Butyric acid
Butyric Acid
polymers
Thiophene
sulfur
synthesis
Conversion efficiency
indene
Absorption spectra
Esters
butyric acid
carbazoles
carbon
Polymerization
thiophenes

Keywords

  • DOMBI
  • OPVs
  • Polymer
  • PTDOMBI
  • Solubility

ASJC Scopus subject areas

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

Cite this

Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers. / Shim, Joo Young; Kim, Taehyo; Kim, Juae; Kim, Jinwoo; Park, Dongkyung; Kim, Il; Woo, Han Young; Kim, Jin Young; Suh, Hongsuk.

In: Thin Solid Films, Vol. 580, 01.04.2015, p. 29-35.

Research output: Contribution to journalArticle

Shim, Joo Young ; Kim, Taehyo ; Kim, Juae ; Kim, Jinwoo ; Park, Dongkyung ; Kim, Il ; Woo, Han Young ; Kim, Jin Young ; Suh, Hongsuk. / Synthesis and photovoltaic properties of alkoxy-benzimidazole containing low band gap polymers. In: Thin Solid Films. 2015 ; Vol. 580. pp. 29-35.
@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, Polymer, PTDOMBI, Solubility",
author = "Shim, {Joo Young} and Taehyo Kim and Juae Kim and Jinwoo Kim and Dongkyung Park and Il Kim and Woo, {Han Young} and Kim, {Jin Young} and Hongsuk Suh",
year = "2015",
month = "4",
day = "1",
doi = "10.1016/j.tsf.2015.03.005",
language = "English",
volume = "580",
pages = "29--35",
journal = "Thin Solid Films",
issn = "0040-6090",
publisher = "Elsevier",

}

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, Han Young

AU - Kim, Jin Young

AU - Suh, Hongsuk

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 - Polymer

KW - PTDOMBI

KW - Solubility

UR - http://www.scopus.com/inward/record.url?scp=84926161207&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84926161207&partnerID=8YFLogxK

U2 - 10.1016/j.tsf.2015.03.005

DO - 10.1016/j.tsf.2015.03.005

M3 - Article

AN - SCOPUS:84926161207

VL - 580

SP - 29

EP - 35

JO - Thin Solid Films

JF - Thin Solid Films

SN - 0040-6090

ER -