Photoinduced electron transfer from π-conjugated polymers onto Buckminsterfullerene, fulleroids, and methanofullerenes

Janssen, Raj René; Hummelen, Jan C.; Lee, Kwang-Hee; Pakbaz, K.; Sariciftci, Niyazi Serdar; Heeger, Alan J.; Wudl, Fred

doi:10.1063/1.470110

Cited by 65 publications

(34 citation statements)

References 33 publications

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“…separated state Cu -Gn located at 1.68 eV, as deduced solar cells [76][77][78][79][80][81][82]. In this class of devices the network from the electrochemical data [73].…”

Section: Di-tert-butylphenyl)porphyrinmentioning

confidence: 99%

Synthesis and electronic properties of donor-linked fullerenes

Nierengarten

Eckert

Felder

et al. 2000

Carbon

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Synthesis and electronic properties of donor-linked fullerenes towards photochemical molecular devices Nierengarten, J.F.; Eckert, J.F.; Felder, D.; Nicoud, J.F.; Armaroli, N.; Marconi, G.; Vicinelli, V.; Boudon, C.; Gisselbrecht, J.P.; Gross, M. Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. AbstractWe report our recent progress in the synthesis and the study of donor-linked fullerenes. The synthesis of C polyadducts 60 with well defined three-dimensional structure provides versatile building blocks for the preparation of porphyrin-fullerene derivatives with unusual stereochemical and electronic properties. Phenanthroline ligands substituted with fullerenefunctionalized dendritic wedges and their copper(I) complexes have been prepared. Electrochemical and photophysical investigations have shown that the bis(phenanthroline)copper(I) central core is somehow buried in a dendritic black box. Finally, fullerene-oligophenylenevinylene hybrids have been synthesised in order to provide a molecular approach to photovoltaic conversion, and to prevent the morphology problems resulting from the phase separation in donor-acceptor composites.

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“…separated state Cu -Gn located at 1.68 eV, as deduced solar cells [76][77][78][79][80][81][82]. In this class of devices the network from the electrochemical data [73].…”

Section: Di-tert-butylphenyl)porphyrinmentioning

confidence: 99%

Synthesis and electronic properties of donor-linked fullerenes

Nierengarten

Eckert

Felder

et al. 2000

Carbon

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“…1,4,[27][28][29] These signals were attributed to radical anions on the fullerene molecule and positive polarons on the polymer chain. For composites of fullerenes and thiophene oligomers, similar results have been obtained.…”

Section: Introductionmentioning

confidence: 99%

Photoinduced charge carriers in conjugated polymer–fullerene composites studied with light-induced electron-spin resonance

et al. 1999

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Photoinduced charge carriers in conjugated polymer-fullerene composites studied with lightinduced electron-spin resonance Dyakonov, V.; Zoriniants, G.; Scharber, M.C.; Brabec, C.J.; Janssen, R.A.J.; Hummelen, Jan Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. Detailed studies on photoinduced spins in conjugated polymer/fullerene composites using ͑cw͒ light-induced electron-spin-resonance ͑LESR͒ technique are reported. Two overlapping LESR lines are observed, from positive polarons on the polymer chains and negative charges on the fullerene moieties. Microwave power saturation studies show different relaxation times for these two spins, ruling out spin-exchange correlations, giving clear evidence of independent spins. The unusually high relaxation rate of the fullerene monoanionic spins is of intrinsic origin, and discussed in terms of a splitting of the T 1u level by a Jahn-Teller-type distortion as proposed in the literature. Further, we observed two distinct contributions to LESR signals: a prompt one and a persistent one. The excitation light intensity dependence of the prompt contributions into the P ϩ and C 60 Ϫ ESR signals is of bimolecular type (I 0.5

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“…Depending on the nature of the solid substrate used for the LB transfer, the films may prove interesting for applications in optical technology [54,55]. 026 mmol) of DCC, and 15 ml of a 1:6 mixture of DMSO ad PhBr.…”

Section: Discussionmentioning

confidence: 99%

Peptide anchored Langmuir–Blodgett films of a fullerene amphiphile

Tundo

Perosa

Selva

et al. 2001

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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A new amphiphilic derivative of fullerene C 60 bearing an oligoglycyl tail (C 60 CHCOgly 2 OEt, 2) formed stable Langmuir floating films at the air-water interface. This occurred when the molecular assembly was stabilized by anchoring the amphiphilic C 60 's to the aqueous subphase, via hydrogen bonding interactions between a dipeptide (Gly-L-Leu) dissolved in the water subphase, and the oligoglycyl chain. The compression (y−A) isotherm of the Langmuir floating film constructed in such a way showed no hysteresis, was steep, and evidenced that the monolayer collapsed at a surface pressure yE65 mN m − 1 , thus confirming that the film was tightly packed, extremely stable, and rigid. A limiting area per molecule of 89.1 A , 2 was extrapolated, in agreement with the calculated cross-section area of the C 60 fullerene. On the contrary, when the dipeptide was absent and pure water was used as the subphase, the y −A isotherm yielded a limiting area B55 A , 2 which indicated the formation of multiple layers; moreover it showed significant hysteresis, the film was fragile, and it collapsed at y :50 mN m − 1 . Once anchored by the dipeptide, the floating monolayer of 2 could be transferred onto hydrophobic quartz, glass and silicon substrates, by successive vertical dipping cycles, each cycle made up of two down-strokes and two up-strokes, to yield the Langmuir-Blodgett film. Up to 200 down-and up-strokes could be repeated reproducibly, a noteworthy result for non-covalently assembled LB films of fullerenes. The transfer ratio was 1.0, except for the second down-stroke of each cycle that gave a transfer ratio of zero, making the sequence of successful transfers: D, U, U, (cleaning and spreading), D, U, U, (cleaning and spreading), and so on (D= down-stroke, U= up-stroke). The total number of deposited layers was therefore 150. X-ray diffraction spectra were registered and exhibited a peak, which was fitted by a Montecarlo method of simulation to obtain the distribution of the repeat unit responsible for scattering; such distribution, with thickness between 20 and 60 A , , was consistent with the size of the amphiphile and the transfer sequence. The UV-Vis spectra of the LB film exhibited the characteristic C 60 bands, and the absorption peaks in the 200-400 nm range were proportional to the number of layers, indicating that the deposition was reproducible and that the molecular environment of C 60 in each layer remained constant. © 2001 Elsevier Science B.V. All rights reserved.

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Photoinduced electron transfer from π-conjugated polymers onto Buckminsterfullerene, fulleroids, and methanofullerenes

Cited by 65 publications

References 33 publications

Synthesis and electronic properties of donor-linked fullerenes

Synthesis and electronic properties of donor-linked fullerenes

Photoinduced charge carriers in conjugated polymer–fullerene composites studied with light-induced electron-spin resonance

Peptide anchored Langmuir–Blodgett films of a fullerene amphiphile

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