Random Structural Modification of a Low-Band-Gap BODIPY-Based Polymer

Bucher, Léo; Aly, Shawkat M.; Desbois, Nicolas; Karsenti, Paul‐Ludovic; Gros, Claude P.; Harvey, Pierre D.

doi:10.1021/acs.jpcc.7b00117

Cited by 10 publications

(14 citation statements)

References 79 publications

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“…The emission maximum of the polymer is shifted some 57 nm to the red compared to the monomer and the emission band extends to 700 nm. These observations are consistent with other studies on polymeric BODIPY systems and again implies the presence of a multiple of environments for the BODIPY chromophore (Bucher et al, 2017). The fluorescence quantum yield of the polymer is greatly reduced compared to the monomer ( fl = 0.09, Table 1).…”

Section: Uv-visible and Emission Spectroscopysupporting

confidence: 91%

“…Lifetimes in the range 450-710 µs have been reported for polymers with pendant iodosubstituted BODIPY units (Zhang et al, 2020). Triplet excited state species have also been observed for a BODIPY polymer containing an ethynyl thiophene linker (Bucher et al, 2017). The singlet oxygen quantum yield for the polymer ( = 0.77, Table 1) represents more than a 10-fold increase over the singlet oxygen quantum yield of the monomer ( = 0.05, Figure 24) (DeRosa and Crutchley, 2002;McDonnell et al, 2005).…”

Section: Transient Absorption Spectroscopymentioning

confidence: 93%

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A Time-Resolved Spectroscopic Investigation of a Novel BODIPY Copolymer and Its Potential Use as a Photosensitiser for Hydrogen Evolution

et al. 2020

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A novel 4,4-difuoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) copolymer with diethynylbenzene has been synthesised, and its ability to act as a photosensitiser for the photocatalytic generation of hydrogen was investigated by time-resolved spectroscopic techniques spanning the ps-to ns-timescales. Both transient absorption and time-resolved infrared spectroscopy were used to probe the excited state dynamics of this photosensitising unit in a variety of solvents. These studies indicated how environmental factors can influence the photophysics of the BODIPY polymer. A homogeneous photocatalytic hydrogen evolution system has been developed using the BODIPY copolymer and cobaloxime which provides hydrogen evolution rates of 319 µmol h −1 g −1 after 24 h of visible irradiation.

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Section: Uv-visible and Emission Spectroscopysupporting

confidence: 91%

Section: Transient Absorption Spectroscopymentioning

confidence: 93%

A Time-Resolved Spectroscopic Investigation of a Novel BODIPY Copolymer and Its Potential Use as a Photosensitiser for Hydrogen Evolution

et al. 2020

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“…This result was surprising compared to other structurally close polymers we synthesized in the past which exhibited M n around 30000 g mol −1 . 46,53 It is worth noting that the only differences between these materials lie in the nature of the alkyl chains and the use of the bromo-thiophene instead of the iodo derivative.…”

Section: Resultsmentioning

confidence: 99%

Nonfullerene Polymer Solar Cells Reaching a 9.29% Efficiency Using a BODIPY-Thiophene Backboned Donor Material

Bucher

Desbois

Harvey

et al. 2018

ACS Appl. Energy Mater.

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A conjugated polymer donor containing BODIPY-thiophene dyads in the backbone, P(BdP-EHT), combined with a low bandgap nonfullerene acceptor (SMDPP) consisting of carbazole and diketopyrrolopyrrole units linked with a tetracyanobutadiene acceptor π-linker, was used to design bulk heterojunction polymer solar cells. After the optimization of the donor to acceptor weight ratio and solvent vapor annealing of the P(BdP-EHT):SMDPP active layer, the resulting polymer solar cell showed an overall power conversion efficiency of 9.29%, which is significantly higher than that for the polymer solar cell based on PC71BM (7.41%) processed under identical conditions. This improved power conversion efficiency is attributed to enhanced values of short circuit photocurrent and open circuit voltage, the better light harvesting efficiency of the P(BdP-EHT):SMDPP active layer in the near-infrared region, and the higher Lowest Unoccupied Molecular Orbital (LUMO) energy level of the SMDPP as compared to PC71BM, combined. Moreover, energy loss in the device based on P(BdP-EHT):SMDPP active layer is significantly low (0.48 eV) as compared to P(BdP-EHT):PC71BM counterpart (0.78 eV). Since the P(BdP-EHT) consists of triple bond, a linker may be beneficial for the stability of the polymer solar cells.

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“…As for thin films, the absorption and emission maxima of 10-12 displayed further redshift, attributed to the intermolecular electronic interaction and/or increasing planarity in the solid state. Remarkably, the extension of conjugated BODIPYs at 3,5-position resulted in deep-red or NIR emission [36,37], and such NIR-emissive BODIPY-containing polymers lay a foundation for the development of NIR-imaging biomedical applications. BODIPY-fused aromatic rings such as phenyl [38], furan [39], and thiophene [40] are promising candidates for performance development of BODIPY-containing polymers.…”

Section: Bodipy As Backbone Unitsmentioning

confidence: 99%

Architectures and Applications of BODIPY-Based Conjugated Polymers

et al. 2020

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Conjugated polymers generally contain conjugated backbone structures with benzene, heterocycle, double bond, or triple bond, so that they have properties similar to semiconductors and even conductors. Their energy band gap is very small and can be adjusted via chemical doping, allowing for excellent photoelectric properties. To obtain prominent conjugated materials, numerous well-designed polymer backbones have been reported, such as polyphenylenevinylene, polyphenylene acetylene, polycarbazole, and polyfluorene. 4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based conjugated polymers have also been prepared owing to its conjugated structure and intriguing optical properties, including high absorption coefficients, excellent thermal/photochemical stability, and high quantum yield. Most importantly, the properties of BODIPYs can be easily tuned by chemical modification on the dipyrromethene core, which endows the conjugated polymers with multiple functionalities. In this paper, BODIPY-based conjugated polymers are reviewed, focusing on their structures and applications. The forms of BODIPY-based conjugated polymers include linear, coiled, and porous structures, and their structure–property relationship is explored. Also, typical applications in optoelectronic materials, sensors, gas/energy storage, biotherapy, and bioimaging are presented and discussed in detail. Finally, the review provides an insight into the challenges in the development of BODIPY-based conjugated polymers.

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Random Structural Modification of a Low-Band-Gap BODIPY-Based Polymer

Abstract: International audienceA BODIPY thiophene polymer modified by extending conjugation of the BODIPY chromophore is reported. This modification induces tunability of energy levels and therefore absorption wavelengths in order to target lower energies

Cited by 10 publications

References 79 publications

A Time-Resolved Spectroscopic Investigation of a Novel BODIPY Copolymer and Its Potential Use as a Photosensitiser for Hydrogen Evolution

A Time-Resolved Spectroscopic Investigation of a Novel BODIPY Copolymer and Its Potential Use as a Photosensitiser for Hydrogen Evolution

Nonfullerene Polymer Solar Cells Reaching a 9.29% Efficiency Using a BODIPY-Thiophene Backboned Donor Material

Architectures and Applications of BODIPY-Based Conjugated Polymers

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