Light-induced degradation of a push–pull copolymer for ITO-free organic solar cell application

Tegegne, Newayemedhin A.; Wendimu, Hailemariam; Abdissa, Zelalem; Mammo, Wendimagegn; Andersson, Mats R.; Hone, Fekadu Gashaw; Andoshee, Dinsefa M.; Olaoye, Olufemi; Bosman, Gurthwin

doi:10.1007/s10854-020-04642-7

Cited by 11 publications

(25 citation statements)

References 26 publications

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“…The simplest examples of polymers with a monothienylisoindigo monomeric unit. Strengthening the donor effect of the monomer unit can be achieved by lengthening the thiophene chain up to three fragments [37][38][39][40][41]. In this case, additional possibilities arise for fine-tuning the properties of polymers due to the introduction of substituents of different structures in each of the thiophene rings.…”

Section: Scheme 12mentioning

confidence: 99%

Recent advances in the application of isoindigo derivatives in materials chemistry

Богданов¹,

Миронов²

2021

Beilstein J. Org. Chem.

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In this review, the data on the application of isoindigo derivatives in the chemistry of functional materials are analyzed and summarized. These bisheterocycles can be used in the creation of organic solar cells, sensors, lithium ion batteries as well as in OFET and OLED technologies. The potentials of the use of polymer structures based on isoindigo as photoactive component in the photoelectrochemical reduction of water, as matrix for MALDI spectrometry and in photothermal cancer therapy are also shown. Data published over the past 5 years, including works published at the beginning of 2021, are given.

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Section: Scheme 12mentioning

confidence: 99%

Recent advances in the application of isoindigo derivatives in materials chemistry

Богданов¹,

Миронов²

2021

Beilstein J. Org. Chem.

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“…Low band gap π-conjugated polymers that harvest a substantial amount of the solar irradiation are usually used as donor materials in efficient OSCs. Synthesis of low band gap polymers can be achieved through incorporation of units that have a valence band formed with the contributions of quinoid resonance of the units or by coupling electron donor(D) and electron acceptor (A) units alternatively [4][5][6]. The band gap of D-A copolymers is narrowed through formation of quinoid resonance structure via intramolecular charge transfer (ICT) between the units.…”

Section: Introductionmentioning

confidence: 99%

“…The interchain interaction that is responsible for fast charge transport must be maintained under degradation stresses. Light-induced degradation of the pristine donor material and when the same materials is blended with the acceptor in a bulk heterojunction (BHJ) active layer are usually different [6]. A number of researchers have found that oxidation of a polymer through triplet formation can be inhibited when PC 60 BM is blended with it [6,17,18].…”

Section: Introductionmentioning

confidence: 99%

Photostability of benzodithiophene based polymer: effect of PC₆₀BM and intermolecular interactions

Bekri¹,

Asmare²,

Mammo³

et al. 2022

Mater. Res. Express

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Organic solar cells working under continuous light irradiation are prone to photo-induced degradation. Photostabilities of benzodithiophene-alt-2-decyltetradecyl substituted isoindigo (PBDTI-DT) copolymer in solution, and as pristine film, and a PBDTI-DT:PC60BM bulk hetero-junction (BHJ) film were investigated for more than 70 h under simulated AM 1.5 solar irradiation. The photodegradation kinetics studied in standalone polymer chains were found to be fast due to the absence of intermolecular interaction while the inter-chain interaction in the polymer films kept the backbone intact against light-induced degradation. Further addition of PC60BM in the polymer made the BHJ film more stable as PC60BM serves as photoprotective layer and radical scavenger. This conclusion was supported by the similar XRD traces of PBDTIDT: PC60BM fillm during degradation while the traces of the pristine film indicated bleaching and shifted with increasing photon stress. In addition, the absorption of PBDTI-DT:PC60BM and pristine PBDTI-DT films were reduced to 80 and 56%, respectively, after 70 h of photo-degradation.

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“…However, D–A copolymers synthesized by DAP method are limited. Recently, our group and others have reported the successful synthesis of D–A copolymers using the DAP method [ 7 , 8 , 9 , 10 ].…”

Section: Introductionmentioning

confidence: 99%

Photophysical, Thermal and Structural Properties of Thiophene and Benzodithiophene-Based Copolymers Synthesized by Direct Arylation Polycondensation Method

2021

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Three low-band-gap copolymers based on isoindigo acceptor units were designed and successfully synthesized by direct arylation polycondensation method. Two of them were benzodithiophene (BDT)-isoindigo copolymers (PBDTI-OD and PBDTI-DT) with 2-octlydodecyl (OD) and 2-decyltetradecyl (DT) substituted isoindigo units, respectively. Thiophene donor and DT-substituted isoindigo acceptor units were copolymerized to synthesize PTI-DT. The copolymers have a broad absorption range that extends to over 760 nm with a band gap ≈1.5 eV. The photophysical property studies showed that the BDT-based copolymers have non-polar ground states. Their emission exhibited the population of the intramolecular charge transfer (ICT) state in polar solvents and tightly bound excitonic state in non-polar solvents due to self-aggregation. On the contrary, the emission from the thiophene-based copolymers was only from the tightly bound excitonic state. The thermal decomposition temperature of the copolymers was above 380 °C. The X-ray diffraction pattern of the three copolymers showed a halo due to π−π stacking. A second, sharper peak was observed in the BDT-based copolymer with a longer side chain on the isoindigo unit (PBDTI-DT), and the thiophene-based copolymers with PTI-DT, exhibiting a better structural order.

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Light-induced degradation of a push–pull copolymer for ITO-free organic solar cell application

Cited by 11 publications

References 26 publications

Recent advances in the application of isoindigo derivatives in materials chemistry

Recent advances in the application of isoindigo derivatives in materials chemistry

Photostability of benzodithiophene based polymer: effect of PC₆₀BM and intermolecular interactions

Photophysical, Thermal and Structural Properties of Thiophene and Benzodithiophene-Based Copolymers Synthesized by Direct Arylation Polycondensation Method

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Light-induced degradation of a push–pull copolymer for ITO-free organic solar cell application

Cited by 11 publications

References 26 publications

Recent advances in the application of isoindigo derivatives in materials chemistry

Recent advances in the application of isoindigo derivatives in materials chemistry

Photostability of benzodithiophene based polymer: effect of PC60BM and intermolecular interactions

Photophysical, Thermal and Structural Properties of Thiophene and Benzodithiophene-Based Copolymers Synthesized by Direct Arylation Polycondensation Method

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Photostability of benzodithiophene based polymer: effect of PC₆₀BM and intermolecular interactions