Conjugated polymers containing 6-(2-thienyl)-4H-thieno[3,2-b]indole (TTI) and isoindigo for organic photovoltaics

Kim, Juae; Park, Song Yi; Han, Gil Soo; Chae, Sangmin; Song, Seyeong; Shim, Joo Young; Bae, Eunhyoung; Kim, Il; Kim, Hyo Jung; Kim, Jin Young; Suh, Hongsuk

doi:10.1016/j.polymer.2016.04.061

Cited by 18 publications

(8 citation statements)

References 28 publications

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“…The absorption edges near 654 nm of PCDTBTF-1 film underwent red-shift to 700 nm of PCDTBTF-10 film which has higher amount of tetraflouorobenzene unit. In case of PCDTBTF-10 with higher ratio of tetraflouorobenzene unit, higher absorption coefficient was observed in the range of 450e700 nm [21].…”

Section: Optical Properties Of the Polymersmentioning

confidence: 94%

“…The reduction potential onsets of the polymers, PCDTBTF-1, PCDTBTF-3 and PCDTBTF-10, are À0.91, À0.86 and À0.85 V, respectively, which corresponds to LUMO energy levels of À3.89, À3.94 and À3.95 eV, respectively. Obviously, the higher percentage of tetraflouorobenzene as electron-withdrawing group was shown to diminish the HOMO and LUMO energy level of the copolymers [21].…”

Section: Polymersmentioning

confidence: 97%

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Syntheses of PCDTBT containing tetrafluorobenzene as electron-withdrawing group with deep HOMO energy level and applications for photovoltaics

Kim

Song

et al. 2016

Polymer

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Section: Optical Properties Of the Polymersmentioning

confidence: 94%

Section: Polymersmentioning

confidence: 97%

Syntheses of PCDTBT containing tetrafluorobenzene as electron-withdrawing group with deep HOMO energy level and applications for photovoltaics

Kim

Song

et al. 2016

Polymer

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“…In particular, we used the aforementioned electron‐rich unit, 2‐TTI, which has a structure of indole fused with thiophene as a structural isomer of 6‐(2‐thienyl)‐4H‐thieno[3,2‐ b ]indole (3‐TTI), and coupled it with four types of BT–MBI derivatives. In the 2‐TTI unit, the six‐membered benzene ring in the carbazole unit was replaced with the five‐membered thiophene ring to reduce the steric hindrance and improve the planarity of the conjugated backbone, ICT effect, and electron‐donating ability.…”

Section: Introductionmentioning

confidence: 99%

Syntheses and optical, electrochemical, and photovoltaic properties of polymers with 6‐(2‐thienyl)‐4H‐thieno[2,3‐b]indole with a variety of electron‐deficient units

Kim

Chae

et al. 2019

J of Applied Polymer Sci

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Conjugated polymers were synthesized and used for polymer solar cells with new electron-rich units, 6-(2-thienyl)-4H-thieno [2,3-b]indole (2-TTI). 2-TTI was coupled with electron-pulling units, including benzothiadiazole and benzimidazole derivatives, to provide push-pull types of conjugated polymers (poly(8-(heptadecan-9-yl)-6-(thiophen-, and poly(8-(heptadecan-9-yl)-6-(thiophen-2-yl)-8H-thieno[2,3-b]indole)-alt-(2,2-dimethyl-5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)-2H-benzimidazole) (PTTIDOMBI)). The synthesized conjugated polymers provided deep highest occupied molecular orbital energy levels for higher open-circuit voltages (V OC ). The device composed of PTTIDOMBI and [6,6]-Phenyl C 71 butyric acid methyl ester PC 71 BM (1:2) with chloronaphthalene additive showed a V OC of 0.72 V, a short-circuit current (J SC ) of 9.16 mA/cm 2 , and a fill factor of 0.43; this gave a power conversion efficiency (PCE) of 2.84%. The PTTIDOMBI provided better morphology for enhanced charge transport, and this led to the higher J SC and PCE of the organic solar cells.

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“…9 The polymers based on indole have been used for the applications in electronics, electrocatalysis, anode materials, anticorrosion coatings, and biological areas. [10][11][12][13] Additionally, the indole group was considered as a valid substitute of the carbazole moiety. Polymers containing carbazole groups have been extensively studied and employed in photoconductivity and photorefractive materials owing to its excellent photoconductivity properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of highly organosoluble aromatic polyimides containing N-(4-(di(1H-indole-3-yl)methyl)phenyl) moieties

Khalili

Rafiee

2019

High Performance Polymers

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A new diamine monomer containing indole unit, 3,5-diamino- N-(4-(di(1H-indol-3-yl)methyl)phenyl)benzamide, was successfully synthesized and applied in the preparation of a series of polyimides (PIs) via a conventional two-step polymerization procedure with three aromatic tetracarboxylic dianhydrides. The prepared polymers showed excellent solubility in organic solvents such as N-methyl-2-pyrrolidinone (NMP), N, N-dimethylacetamide, and N, N-dimethylformamide. Flexible and strong films of PIs were obtained via casting from their solutions. The glass transition temperature of these polymers was in the range of 223–264°C. They were fairly stable up to a temperature around 300°C and lost 10% weight at 372°C in nitrogen atmosphere. All of the polymers revealed absorption maxima around 323 nm with a fluorescence emission maxima around 378–406 nm in NMP. The cyclic voltammetry of the PIs exhibited an oxidation wave with a peak at 1.07 V. The resulting polymer films had tensile strengths from 83 MPa to 107 MPa, elongates at break of 7–10%, and tensile moduli of 2.2–2.3 GPa.

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Conjugated polymers containing 6-(2-thienyl)-4H-thieno[3,2-b]indole (TTI) and isoindigo for organic photovoltaics

Cited by 18 publications

References 28 publications

Syntheses of PCDTBT containing tetrafluorobenzene as electron-withdrawing group with deep HOMO energy level and applications for photovoltaics

Syntheses of PCDTBT containing tetrafluorobenzene as electron-withdrawing group with deep HOMO energy level and applications for photovoltaics

Syntheses and optical, electrochemical, and photovoltaic properties of polymers with 6‐(2‐thienyl)‐4H‐thieno[2,3‐b]indole with a variety of electron‐deficient units

Synthesis and properties of highly organosoluble aromatic polyimides containing N-(4-(di(1H-indole-3-yl)methyl)phenyl) moieties

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