Designing intrinsically photostable low band gap polymers: a smart tool combining EPR spectroscopy and DFT calculations

Silva, Hugo Santos; Domínguez, Isabel Fraga; Perthué, Anthony; Topham, Paul D.; Bussière, Pierre‐Olivier; Hiorns, Roger C.; Lombard, Christian; Rivaton, Agnès; Bégué, Didier; Pépin-Donat, Brigitte

doi:10.1039/c6ta05455b

Cited by 9 publications

(8 citation statements)

References 32 publications

(42 reference statements)

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“…In order to compare the photobleaching rates between the two different environments, the normalized absorbance versus time is plotted in Figure 1. As currently observed for other conjugated polymers [26][27][28] PTB7 essentially undergoes a very slow decrease of its visible absorption in deoxygenated environment while fast absorption loss, within hours, occurs in the presence of oxygen. The first crucial issue is to determine the underlying degradation mechanisms and the corresponding Achilles' heel of the PTB7 chemical structure.…”

Section: Resultssupporting

confidence: 60%

Influence of traces of oxidized polymer on the performances of bulk heterojunction solar cells

Perthué

Gorisse

Silva

et al. 2019

Mater. Chem. Front.

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Section: Resultssupporting

confidence: 60%

Influence of traces of oxidized polymer on the performances of bulk heterojunction solar cells

Perthué

Gorisse

Silva

et al. 2019

Mater. Chem. Front.

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“…For many common polymer-based OPV systems, such as P3HT (poly(3-hexylthiophene-2,5-diyl)), − PCDTBT (poly[ N -9′-heptadecanyl-2,7-carbazole- alt -5,5-(4′,7′-di-2-thienyl-2′,1′,3′-benzothiadiazole)]), , SiPCPDTBT (poly[(4,4-bis(2-ethylhexyl)dithieno[3,2-b:2′,3′-d]silole)-2,6-diyl- alt -(2,1,3-benzothiadiazole)-4,7-diyl]), − and PDTSTzTz (poly[4,4′-bis(2-ethylhexyl)dithieno[3,2- b :2′,3′- d ]silole]-2,6-diyl- alt -[2,5-bis(3-tetradecylthiophen-2-yl)thiazole[5,4- d ]thiazole-1,8-diyl]), degradation can start by scission of the polymer side chains. The radicals produced can react with the triplet ground state of oxygen, O 2 (X 3 Σ g – ), and propagate in a standard radical chain oxidation scheme .…”

Section: Introductionmentioning

confidence: 99%

“…For many common polymer-based OPV systems, such as P3HT (poly(3-hexylthiophene-2,5-diyl)), [13][14][15][16][17] PCDTBT (poly[N-9'-heptadecanyl-2,7-carbazole-alt-5,5-(4',7'-di-2-thienyl-2',1',3'-benzothiadiazole)]), [18][19] SiPCPDTBT [20][21][22] and PDTSTzTz (poly [4,4′- 23 degradation can start by scission of the polymer sidechains. The radicals produced can react with the triplet ground state of oxygen, O 2 (X 3  g -), and propagate in a standard 5 radical chain oxidation scheme.…”

mentioning

confidence: 99%

Biomimetic Approach to Inhibition of Photooxidation in Organic Solar Cells Using Beta-Carotene as an Additive

Turkovic

Prete

Bregnhøj

et al. 2019

ACS Appl. Mater. Interfaces

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Recent efficiency records of organic photovoltaics (OPV) highlight stability as a limiting weakness. Incorporation of stabilizers is a desirable approach for inhibiting degradationit is inexpensive and readily up-scalable. However, to date, such additives have had limited success. We show that β-carotene (BC), an inexpensive and green, naturally occurring antioxidant, dramatically improves OPV stability. When compared to nonstabilized reference devices, the accumulated power generation of PTB7:[70]PCBM devices in the presence of BC increases by an impressive factor of 6, due to stabilization of both the burn-in and the lifetime, and by a factor of 21 for P3HT:[60]PCBM devices, owing to a longer lifetime. Using electron spin resonance and time-resolved near-IR emission spectroscopies, we probed radical and singlet oxygen concentrations. We demonstrate that singlet oxygen sensitized by [70]PCBM causes the “burn-in” of PTB7:[70]PCBM devices and that BC effectively mitigates it. Our results provide an effective solution to the problem that currently limits widespread use of OPV.

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“…These corresponding time scales are also suggestive that the concentration of radicals plays a critical role in the transport of electrons through the bulk of the material. It is reasonable to assume that creation and decay of radicals in the material will modify the density and energetic distribution of electron trap states in the bandgap of PI [36][37][38]. This is further supported by the UV/Vis spectroscopy that shows the development of energetically shallow traps in the bandgap of damaged PI, as seen in Figure 5.…”

Section: Figurementioning

confidence: 82%

Space Plasma Interactions with Spacecraft Materials

Engelhart¹,

Plis²,

Ferguson³

et al. 2019

Plasma Science and Technology - Basic Fundamentals and Modern Applications

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Spacecraft materials on orbit are subjected to the harsh weather of space. In particular, high-energy electrons alter the chemical structure of polymers and cause charge accumulation. Understanding the mechanisms of damage and charge dissipation is critical to spacecraft construction and operational anomaly resolution. Energetic particles in space plasma break molecular bonds in polymers and create radicals that can act as space charge traps. These electron-induced chemical changes also result in changes to the spectral absorption profile of polymers on orbit. Radicals react over time, either recreating identical bonds to those in the pristine material, leading to material recovery, or creating new bonds, resulting in a new material with new physical properties. Lack of knowledge about this dynamic aging is a major impediment to accurate modeling of spacecraft behavior over its mission life. This chapter first presents an investigation of the chemical and physical properties of polyimide films (PI, Kapton-H ®) during and after irradiation with high-energy (90 keV) electrons. Second, the deleterious effects of space plasma on a spacecraft component level are presented. The results of this physical/chemical collaboration demonstrate the correlation of chemical changes in PI with the dynamic nature of spacecraft material aging.

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Designing intrinsically photostable low band gap polymers: a smart tool combining EPR spectroscopy and DFT calculations

Abstract: A rapid and efficient method to identify the weak points of the complex chemical structure of low band gap (LBG) polymers when submitted to light exposure is reported.

Cited by 9 publications

References 32 publications

Influence of traces of oxidized polymer on the performances of bulk heterojunction solar cells

Influence of traces of oxidized polymer on the performances of bulk heterojunction solar cells

Biomimetic Approach to Inhibition of Photooxidation in Organic Solar Cells Using Beta-Carotene as an Additive

Space Plasma Interactions with Spacecraft Materials

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