Side-chain substitution of poly(3-hexylthiophene) (P3HT) by PCBM via postpolymerization: an intramolecular hybrid of donor and acceptor

Chen, Muqing; Li, Minghua; Wang, Haitao; Qu, Shuxuan; Zhao, Xuemei; Xie, Lixin; Yang, Shangfeng

doi:10.1039/c2py20651j

Cited by 25 publications

(28 citation statements)

References 51 publications

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“…4, we compare the UV-Vis absorption spectra of P3BT:SA and P3HT:SA in chloroform solutions and in LB films. The solution spectra for both P3AT:SA mixtures are in agreement with reported results for the pristine polymers [38,39], as expected after considering the stearic acid absorption spectra [40]. The films spectra maxima show a strong redshift of about 80 and 100 nm for P3BT:SA and P3HT:SA, respectively.…”

Section: Optical and Morphological Characterizationsupporting

confidence: 90%

Volatile organic compounds detection by electrical sensors using polyalkylthiophene-based Langmuir–Blodgett films

et al. 2019

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Despite their environmental and health hazards, volatile organic compounds (VOCs) are present in our everyday life (e.g., fuels and solvents). Their detection is of paramount importance for environmental and occupational hazards monitoring. Among other technologies, semiconducting polymers show good capabilities in VOCs detection and identification, thanks to the variation of their electronic properties upon VOC exposure. We fabricated and characterized VOCs sensors depositing thin films of regioregular poly(3-alkylthiophene) derivatives (rr-P3ATs) and stearic acid (SA) onto gold interdigitated electrodes by Langmuir-Blodgett technique. Poly(3-butylthiophene) and poly(3-hexylthiophene) (P3HT) were mixed with SA at different ratios, and their electrical conductivity was used to optimize the film composition. We characterized the optoelectronic and morphological properties of these films, as well as their electrical response to dichloromethane (DCM), tetrahydrofuran and toluene VOC exposure. Both P3AT sensors showed distinct and characteristic responses, highlighting their ability to recognize different VOCs. Moreover, we investigated the sensors saturation and sensitivity to different VOCs. The sensors were still able to detect the VOCs after six cycles, with P3HT remarkably showing no saturation at all for DCM, and the characteristic single VOC response for subsequent exposure to the different VOCs.

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Section: Optical and Morphological Characterizationsupporting

confidence: 90%

Volatile organic compounds detection by electrical sensors using polyalkylthiophene-based Langmuir–Blodgett films

et al. 2019

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“…Although low yielding, most alternative methods for grafting fullerene to P3HT require harsher conditions, including [3 + 2] cycloadditions,12f,h,24 1,3‐dipolar cycloadditions,12a,25 and S N 2 reactions . In contrast, the Steglich esterification and Diels–Alder cycloaddition represent mild alternatives to SPAAC for grafting fullerenes to P3HT. Our route began with ring expansion of dibenzosuberenone followed by reduction with sodium borohydride .…”

Section: Resultsmentioning

confidence: 99%

Random Copolymers Outperform Gradient and Block Copolymers in Stabilizing Organic Photovoltaics

Chen

Song

Mueller

et al. 2019

Adv Funct Materials

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Recent advances have led to conjugated polymer-based photovoltaic devices with efficiencies rivaling amorphous silicon. Nevertheless, these devices become less efficient over time due to changes in active layer morphology, thereby hindering their commercialization. Copolymer additives are a promising approach toward stabilizing blend morphologies; however, little is known about the impact of copolymer sequence, composition, and concentration. Herein, the impact of these parameters is determined by synthesizing random, block, and gradient copolymers with a poly(3-hexylthiophene) (P3HT) backbone and side-chain fullerenes (phenyl-C 61 -butyric acid methyl ester (PC 61 BM)). These copolymers are evaluated as compatibilizers in photovoltaic devices with P3HT:PC 61 BM as the active layer. The random copolymer with 20 mol% fullerene side chains and at 8 wt% concentration in the blend gives the most stable morphologies. Devices containing the random copolymer also exhibit higher and more stable power conversion efficiencies than the control device. Combined, these studies point to the random copolymer as a promising new scaffold for stabilizing bulk heterojunction photovoltaics.

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Section: Resultsmentioning

confidence: 99%

“…It is known that the fluorescence properties of D–A systems are a useful tool for probing intermolecular charge transfer between D–A systems . The fluorescence of a D–A copolymer which can act as a donor can be quenched by the acceptor PC 61 BM owing to intermolecular photo‐induced electron transfer . Fluorescence quenching studies have been carried out for the polymers P1 , P2 , and P3 by measuring the fluorescence intensity of the polymer solution with varying amounts of PC 61 BM concentrations (0.00, 0.01, 0.03, 0.05, and 0.07 with 0.15 mg mL −1 polymer) (Table 1).…”

Section: Resultsmentioning

confidence: 99%

Donor–acceptor semiconducting polymers based on pyromellitic diimide

Kularatne

Sista

Magurudeniya

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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Three donor-acceptor copolymers P1, P2, and P3 with N,N 0 -dodecylpyromellitic diimide as the electron-acceptor unit with three diethynyl-substituted donor monomers: 1,4-diethynyl-2,5-bis(octyloxy)benzene, 2,7-diethynyl-9,9-dioctyl-9H-fluorene, andhave been synthesized by Sonogashira crosscoupling polymerization. The synthesized polymers showed deep highest occupied molecular orbital energy levels and larger band gaps (>2.5 eV). Polymers P1, P2, and P3 underwent fluorescence quenching with [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), indicating the intermolecular photo-induced charge transfer between the donor polymers and the PCBM acceptor.

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Side-chain substitution of poly(3-hexylthiophene) (P3HT) by PCBM via postpolymerization: an intramolecular hybrid of donor and acceptor

Cited by 25 publications

References 51 publications

Volatile organic compounds detection by electrical sensors using polyalkylthiophene-based Langmuir–Blodgett films

Volatile organic compounds detection by electrical sensors using polyalkylthiophene-based Langmuir–Blodgett films

Random Copolymers Outperform Gradient and Block Copolymers in Stabilizing Organic Photovoltaics

Donor–acceptor semiconducting polymers based on pyromellitic diimide

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