Supramolecular assembly of h-bonded side-chain polymers containing conjugated pyridyl h-acceptor pendants and various low-band-gap h-donor dyes bearing cyanoacrylic acid groups for organic solar cell applications

Tzung Chi Liang, I. Hung Chiang, Po Jen Yang, Dhananjay Kekuda, Chih Wei Chu, Hong Cheu Lin

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Abstract

Novel supramolecular side-chain polymers were constructed by complexation of proton acceptor (H-acceptor) polymers, i.e., side-chain conjugated polymers P1-P2 containing pyridyl pendants, with low-band-gap proton donor (H-donor) dyes S1-S4 (bearing terminal cyanoacrylic acids) in a proper molar ratio. Besides unique mesomorphic properties confirmed by DSC and XRD results, the H-bonds of supramolecular side-chain structures formed by pyridyl H-acceptors and cyanoacrylic acid H-donors were also confirmed by FTIR measurements. H-donor dyes S1-S4 in solid films exhibited broad absorption peaks located in the range of 471-490 nm with optical band-gaps of 1.99-2.14 eV. Furthermore, H-bonded polymer complexes P1/S1-P1/ S4 and P2/S1-P2/S4 exhibited broad absorption peaks in the range of 440-462 nm with optical band-gaps of 2.11-2.25 eV. Under 100 mW/cm2 of AM 1.5 white-light illumination, the bulk heterojunction polymer solar cell (PSC) devices containing an active layer of H-bonded polymer complexes P1/S1-P1/S4 and P2/S1-P2/S4 (as electron donors) mixed with [6,6]-phenyl C61 butyric acid methyl ester (i.e., PCBM, as an velectron acceptor) in the weight ratio of 1:1 were investigated. The PSC device containing H-bonded polymer complex P1/S3 mixed with PCBM (1:1 w/w) gave the best preliminary result with an overall power conversion efficiency (PCE) of 0.50%, a short-circuit current of 3.17 mA/cm2, an open-circuit voltage of 0.47 V, and a fill factor of 34%.

Original languageEnglish
Pages (from-to)5998-6013
Number of pages16
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume47
Issue number22
DOIs
Publication statusPublished - 15-11-2009

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Bearings (structural)
Polymers
Energy gap
Coloring Agents
Dyes
Acids
Optical band gaps
Protons
Hydrogen
Butyric acid
Conjugated polymers
Open circuit voltage
Complexation
Short circuit currents
Conversion efficiency
Heterojunctions
Esters
Lighting
Organic solar cells
Electrons

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

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title = "Supramolecular assembly of h-bonded side-chain polymers containing conjugated pyridyl h-acceptor pendants and various low-band-gap h-donor dyes bearing cyanoacrylic acid groups for organic solar cell applications",
abstract = "Novel supramolecular side-chain polymers were constructed by complexation of proton acceptor (H-acceptor) polymers, i.e., side-chain conjugated polymers P1-P2 containing pyridyl pendants, with low-band-gap proton donor (H-donor) dyes S1-S4 (bearing terminal cyanoacrylic acids) in a proper molar ratio. Besides unique mesomorphic properties confirmed by DSC and XRD results, the H-bonds of supramolecular side-chain structures formed by pyridyl H-acceptors and cyanoacrylic acid H-donors were also confirmed by FTIR measurements. H-donor dyes S1-S4 in solid films exhibited broad absorption peaks located in the range of 471-490 nm with optical band-gaps of 1.99-2.14 eV. Furthermore, H-bonded polymer complexes P1/S1-P1/ S4 and P2/S1-P2/S4 exhibited broad absorption peaks in the range of 440-462 nm with optical band-gaps of 2.11-2.25 eV. Under 100 mW/cm2 of AM 1.5 white-light illumination, the bulk heterojunction polymer solar cell (PSC) devices containing an active layer of H-bonded polymer complexes P1/S1-P1/S4 and P2/S1-P2/S4 (as electron donors) mixed with [6,6]-phenyl C61 butyric acid methyl ester (i.e., PCBM, as an velectron acceptor) in the weight ratio of 1:1 were investigated. The PSC device containing H-bonded polymer complex P1/S3 mixed with PCBM (1:1 w/w) gave the best preliminary result with an overall power conversion efficiency (PCE) of 0.50{\%}, a short-circuit current of 3.17 mA/cm2, an open-circuit voltage of 0.47 V, and a fill factor of 34{\%}.",
author = "Liang, {Tzung Chi} and Chiang, {I. Hung} and Yang, {Po Jen} and Dhananjay Kekuda and Chu, {Chih Wei} and Lin, {Hong Cheu}",
year = "2009",
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T1 - Supramolecular assembly of h-bonded side-chain polymers containing conjugated pyridyl h-acceptor pendants and various low-band-gap h-donor dyes bearing cyanoacrylic acid groups for organic solar cell applications

AU - Liang, Tzung Chi

AU - Chiang, I. Hung

AU - Yang, Po Jen

AU - Kekuda, Dhananjay

AU - Chu, Chih Wei

AU - Lin, Hong Cheu

PY - 2009/11/15

Y1 - 2009/11/15

N2 - Novel supramolecular side-chain polymers were constructed by complexation of proton acceptor (H-acceptor) polymers, i.e., side-chain conjugated polymers P1-P2 containing pyridyl pendants, with low-band-gap proton donor (H-donor) dyes S1-S4 (bearing terminal cyanoacrylic acids) in a proper molar ratio. Besides unique mesomorphic properties confirmed by DSC and XRD results, the H-bonds of supramolecular side-chain structures formed by pyridyl H-acceptors and cyanoacrylic acid H-donors were also confirmed by FTIR measurements. H-donor dyes S1-S4 in solid films exhibited broad absorption peaks located in the range of 471-490 nm with optical band-gaps of 1.99-2.14 eV. Furthermore, H-bonded polymer complexes P1/S1-P1/ S4 and P2/S1-P2/S4 exhibited broad absorption peaks in the range of 440-462 nm with optical band-gaps of 2.11-2.25 eV. Under 100 mW/cm2 of AM 1.5 white-light illumination, the bulk heterojunction polymer solar cell (PSC) devices containing an active layer of H-bonded polymer complexes P1/S1-P1/S4 and P2/S1-P2/S4 (as electron donors) mixed with [6,6]-phenyl C61 butyric acid methyl ester (i.e., PCBM, as an velectron acceptor) in the weight ratio of 1:1 were investigated. The PSC device containing H-bonded polymer complex P1/S3 mixed with PCBM (1:1 w/w) gave the best preliminary result with an overall power conversion efficiency (PCE) of 0.50%, a short-circuit current of 3.17 mA/cm2, an open-circuit voltage of 0.47 V, and a fill factor of 34%.

AB - Novel supramolecular side-chain polymers were constructed by complexation of proton acceptor (H-acceptor) polymers, i.e., side-chain conjugated polymers P1-P2 containing pyridyl pendants, with low-band-gap proton donor (H-donor) dyes S1-S4 (bearing terminal cyanoacrylic acids) in a proper molar ratio. Besides unique mesomorphic properties confirmed by DSC and XRD results, the H-bonds of supramolecular side-chain structures formed by pyridyl H-acceptors and cyanoacrylic acid H-donors were also confirmed by FTIR measurements. H-donor dyes S1-S4 in solid films exhibited broad absorption peaks located in the range of 471-490 nm with optical band-gaps of 1.99-2.14 eV. Furthermore, H-bonded polymer complexes P1/S1-P1/ S4 and P2/S1-P2/S4 exhibited broad absorption peaks in the range of 440-462 nm with optical band-gaps of 2.11-2.25 eV. Under 100 mW/cm2 of AM 1.5 white-light illumination, the bulk heterojunction polymer solar cell (PSC) devices containing an active layer of H-bonded polymer complexes P1/S1-P1/S4 and P2/S1-P2/S4 (as electron donors) mixed with [6,6]-phenyl C61 butyric acid methyl ester (i.e., PCBM, as an velectron acceptor) in the weight ratio of 1:1 were investigated. The PSC device containing H-bonded polymer complex P1/S3 mixed with PCBM (1:1 w/w) gave the best preliminary result with an overall power conversion efficiency (PCE) of 0.50%, a short-circuit current of 3.17 mA/cm2, an open-circuit voltage of 0.47 V, and a fill factor of 34%.

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