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2019 | OriginalPaper | Chapter

3. Quantum Dot and Fullerene with Organic Chromophores as Electron-Donor-Acceptor Systems

Authors : Danuta Wróbel, Bolesław Barszcz

Published in: Molecular Spectroscopy—Experiment and Theory

Publisher: Springer International Publishing

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Abstract

This review paper is focused on the research of molecular mechanisms occurring in porphyrin-like systems such as porphyrins, phthalocyanines, and corroles as well as in chromophore-semiconductor quantum dot (QD-CdSe/ZnS) or corrole-fullerene (C60) as electron-donor-acceptor unites. The basic spectroscopic investigations describe properties of materials in organic solutions in the ultraviolet, visible, and infrared ranges and in a form of Langmuir and Langmuir–Blodgett molecular nanolayers to get knowledge on photophysics of dyes and the influence of QD and C60 on the electron redistribution within the molecular structures. The studies also allowed to explain the impact of solvent on the spectroscopic properties of corroles and on the redistribution of the π-electrons in the excited state. The fluorescence studies very evidently showed strong interaction between chromophores and C60 or QD and clearly demonstrated the strong donor-acceptor nature of the phthalocyanines-quantum dot and the corrole-fullerene dyad. In addition, spectroscopic studies in polarized light allowed determining molecular arrangement of the chromophore molecules in the Langmuir–Blodgett layers with respect to solid substrates. The computer calculations (TD-DFT theory) confirmed the experimental results, in particular the redistribution of the π-electrons in the excited state and the location of HOMO and LUMO levels. The DFT calculations let also to evaluate the reorganization energy values for the set of free-base corroles and C60 fullerene. In this review, it was shown the electron-donor-acceptor character of the systems composed of: porphyrin-quinone, phthalocyanines-QD, corroles-C60 dyads. It has been demonstrated potential capabilities of the photoactive organic materials with QD and fullerene in the future applications in many areas of optoelectronic and in the process of converting solar energy into electric energy in solar cells.

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Literature
1.
go back to reference Wróbel D (2016) From natural photosynthesis to molecular photovoltaics. Mol Cryst Liq Cryst 627:4–22CrossRef Wróbel D (2016) From natural photosynthesis to molecular photovoltaics. Mol Cryst Liq Cryst 627:4–22CrossRef
2.
go back to reference Gong X, Milic T, Xu C, Batteas JD, Drain CM (2002) Preparation and characterization of porphyrin nanoparticles. J Am Chem Soc 124:14290–14291CrossRefPubMedCentral Gong X, Milic T, Xu C, Batteas JD, Drain CM (2002) Preparation and characterization of porphyrin nanoparticles. J Am Chem Soc 124:14290–14291CrossRefPubMedCentral
3.
go back to reference Huang X, Nakanishi K, Berova N (2000) Porphyrins and metalloporphyrins: versatile circular dichroic reporter groups for structural studies. Chirality 12:237–255CrossRefPubMedCentral Huang X, Nakanishi K, Berova N (2000) Porphyrins and metalloporphyrins: versatile circular dichroic reporter groups for structural studies. Chirality 12:237–255CrossRefPubMedCentral
4.
go back to reference Braun A, Tcherniac J (1907) Über die Produkte der Einwirkung von Acetanhydrid auf Phthalamid. Ber Dtsch Chem Ges 40:2709–2714CrossRef Braun A, Tcherniac J (1907) Über die Produkte der Einwirkung von Acetanhydrid auf Phthalamid. Ber Dtsch Chem Ges 40:2709–2714CrossRef
5.
go back to reference Dolphin D (1978) The porphyrins, vol III. Academic Press, Cambridge Dolphin D (1978) The porphyrins, vol III. Academic Press, Cambridge
6.
go back to reference Grätzel M (2005) Solar energy conversion by dye-sensitized photovoltaic cells. Inorg Chem 44:6841–6851CrossRef Grätzel M (2005) Solar energy conversion by dye-sensitized photovoltaic cells. Inorg Chem 44:6841–6851CrossRef
7.
go back to reference Morandeira A, López-Duarte I, Martínez-Díaz MV, O’Regan B, Shuttle C, Haji- Zainulabidin NA, Torres T, Palomares E, Durrant RJ (2007) Slow electron injection on Ru–phthalocyanine sensitized TiO2. J Am Chem Soc 129:9250–9251CrossRefPubMedCentral Morandeira A, López-Duarte I, Martínez-Díaz MV, O’Regan B, Shuttle C, Haji- Zainulabidin NA, Torres T, Palomares E, Durrant RJ (2007) Slow electron injection on Ru–phthalocyanine sensitized TiO2. J Am Chem Soc 129:9250–9251CrossRefPubMedCentral
8.
go back to reference Luo L, Lin CJ, Tsai CY, Wu HP, Li LL, Lo CF, Lin CY, Diau EW (2010) Effects of aggregation and electron injection on photovoltaic performance of porphyrin-based solar cells with oligo(phenylethynyl) links inside TiO2 and Al2O3 nanotube arrays. Phys Chem Chem Phys 12:1064–1071CrossRefPubMedCentral Luo L, Lin CJ, Tsai CY, Wu HP, Li LL, Lo CF, Lin CY, Diau EW (2010) Effects of aggregation and electron injection on photovoltaic performance of porphyrin-based solar cells with oligo(phenylethynyl) links inside TiO2 and Al2O3 nanotube arrays. Phys Chem Chem Phys 12:1064–1071CrossRefPubMedCentral
9.
go back to reference Heimer TA, Heilweil EJ (1997) Direct time-resolved infrared measurement of electron injection in dye-sensitized titanium dioxide films. J Phys Chem 101:10990–10993CrossRef Heimer TA, Heilweil EJ (1997) Direct time-resolved infrared measurement of electron injection in dye-sensitized titanium dioxide films. J Phys Chem 101:10990–10993CrossRef
10.
go back to reference Hasobe T, Imahori H, Kamat PY, Ahn TK, Kim SK, Kim D, Fujimoto A, Hirakawa T, Fukuzumi S (2005) Photovoltaic cells using composite nanoclusters of porphyrins and fullerenes with gold nanoparticles. J Am Chem Soc 127:1216–1228CrossRefPubMedCentral Hasobe T, Imahori H, Kamat PY, Ahn TK, Kim SK, Kim D, Fujimoto A, Hirakawa T, Fukuzumi S (2005) Photovoltaic cells using composite nanoclusters of porphyrins and fullerenes with gold nanoparticles. J Am Chem Soc 127:1216–1228CrossRefPubMedCentral
11.
go back to reference Schmidt-Mende L, Campbell WM, Wang Q, Jolley KW, Officer DL, Nazeeruddin KM, Grätzel M (2005) Zn-porphyrin-sensitized nanocrystalline TiO2 heterojunction photovoltaic cells. Chem Phys 6:1253–1258 Schmidt-Mende L, Campbell WM, Wang Q, Jolley KW, Officer DL, Nazeeruddin KM, Grätzel M (2005) Zn-porphyrin-sensitized nanocrystalline TiO2 heterojunction photovoltaic cells. Chem Phys 6:1253–1258
12.
go back to reference Lee MW, Lee DL, Yen WN, Yeh CY (2009) Synthesis, optical and photovoltaic properties of porphyrin dyes. J Macromol Sci Part A 46:730–737CrossRef Lee MW, Lee DL, Yen WN, Yeh CY (2009) Synthesis, optical and photovoltaic properties of porphyrin dyes. J Macromol Sci Part A 46:730–737CrossRef
13.
go back to reference Smertenkov PS, Kostylev VP, Kislyuk VV, Syngaevsky AF, Zynio SA, Dimitriev OP (2008) Photovoltaic cells based on cadmium sulphide–phthalocyanine heterojunction. Sol Energy Mater Sol Cells 92:976–979CrossRef Smertenkov PS, Kostylev VP, Kislyuk VV, Syngaevsky AF, Zynio SA, Dimitriev OP (2008) Photovoltaic cells based on cadmium sulphide–phthalocyanine heterojunction. Sol Energy Mater Sol Cells 92:976–979CrossRef
14.
go back to reference Wróbel D, Goc J, Ion RM (1998) Photovoltaic and spectral properties of tetraphenyloporphyrin and metallotetraphenyloporphyrin dyes. J Mol Struct 450:239–246CrossRef Wróbel D, Goc J, Ion RM (1998) Photovoltaic and spectral properties of tetraphenyloporphyrin and metallotetraphenyloporphyrin dyes. J Mol Struct 450:239–246CrossRef
15.
go back to reference Wróbel D, Siejak A, Siejak P (2010) Photovoltaic and spectroscopic studies of selected halogenated porphyrins for their application in organic solar cells. Sol Energy Mater Sol Cells 94:492–500CrossRef Wróbel D, Siejak A, Siejak P (2010) Photovoltaic and spectroscopic studies of selected halogenated porphyrins for their application in organic solar cells. Sol Energy Mater Sol Cells 94:492–500CrossRef
16.
go back to reference Siejak A, Wróbel D, Ion RM (2006) Study of resonance effects in copper phthalocyanines. J Photochem Photobiol A Chem 181:180–187CrossRef Siejak A, Wróbel D, Ion RM (2006) Study of resonance effects in copper phthalocyanines. J Photochem Photobiol A Chem 181:180–187CrossRef
17.
go back to reference Siejak A, Wróbel D, Olejarz B, Ion RM (2009) Spectroscopic and photoelectric investigations of resonance effects in selected sulfonated phthalocyanines. Dyes Pigm 83:281–290CrossRef Siejak A, Wróbel D, Olejarz B, Ion RM (2009) Spectroscopic and photoelectric investigations of resonance effects in selected sulfonated phthalocyanines. Dyes Pigm 83:281–290CrossRef
18.
go back to reference Karimi AR, Khodadadi A (2012) Synthesis and solution properties of new metal-free and metallo-phthalocyanines containing four bis(indol-3-yl)methane groups. Tetrahedron Lett 53:5223–5226CrossRef Karimi AR, Khodadadi A (2012) Synthesis and solution properties of new metal-free and metallo-phthalocyanines containing four bis(indol-3-yl)methane groups. Tetrahedron Lett 53:5223–5226CrossRef
19.
go back to reference Bursa B, Wróbel D, Biadasz A, Kędzierski K, Lewandowska K, Graja A, Szybowicz M, Durmuş M (2014) Indium-chlorine and gallium-chlorine tetrasubstituted phthalocyanines in a bulk system, Langmuir monolayers and Langmuir-Blodgett nanolayers—spectroscopic investigations. Spectrochim Acta A 128:489–496CrossRef Bursa B, Wróbel D, Biadasz A, Kędzierski K, Lewandowska K, Graja A, Szybowicz M, Durmuş M (2014) Indium-chlorine and gallium-chlorine tetrasubstituted phthalocyanines in a bulk system, Langmuir monolayers and Langmuir-Blodgett nanolayers—spectroscopic investigations. Spectrochim Acta A 128:489–496CrossRef
20.
go back to reference Bursa B, Biadasz A, Kędzierski K, Wróbel D (2014) Quantum dot with zinc and copper substituted phthalocyanines. 1. Energy transfer in solution and in-situ light absorption in Langmuir monolayers. J Lumin 145:779–786CrossRef Bursa B, Biadasz A, Kędzierski K, Wróbel D (2014) Quantum dot with zinc and copper substituted phthalocyanines. 1. Energy transfer in solution and in-situ light absorption in Langmuir monolayers. J Lumin 145:779–786CrossRef
21.
go back to reference Kędzierski K, Barszcz B, Kotkowiak M, Bursa B, Goc J, Dinçer H, Wróbel D (2016) Photophysics of an unsymmetrical Zn(II) phthalocyanine substituted with terminal alkynyl group. J Lumin 180:132–139CrossRef Kędzierski K, Barszcz B, Kotkowiak M, Bursa B, Goc J, Dinçer H, Wróbel D (2016) Photophysics of an unsymmetrical Zn(II) phthalocyanine substituted with terminal alkynyl group. J Lumin 180:132–139CrossRef
22.
go back to reference Meyer T, Ogermann D, Pankrath A, Kleinermanns K, Müller TJ (2012) Phenothiazinyl rhodanylidene merocyanines for dye-sensitized solar cells. J Org Chem 77:3704–3715CrossRefPubMedCentral Meyer T, Ogermann D, Pankrath A, Kleinermanns K, Müller TJ (2012) Phenothiazinyl rhodanylidene merocyanines for dye-sensitized solar cells. J Org Chem 77:3704–3715CrossRefPubMedCentral
23.
go back to reference Wróbel D, Boguta A, Ion RM (2001) Mixtures of synthetic organic dyes in a photoelectrochemical cell. J Photochem Photobiol 138:7–22CrossRef Wróbel D, Boguta A, Ion RM (2001) Mixtures of synthetic organic dyes in a photoelectrochemical cell. J Photochem Photobiol 138:7–22CrossRef
24.
go back to reference Chamberlain GA, Cooney PJ, Dennison S (1981) Photovoltaic properties of merocyanine solid-state photocells. Nature 289:45–47CrossRef Chamberlain GA, Cooney PJ, Dennison S (1981) Photovoltaic properties of merocyanine solid-state photocells. Nature 289:45–47CrossRef
25.
go back to reference Steinmann V, Kronenberg NM, Lenze MR, Graf SM, Hertel D, Meerholz K, Bürckstümmer H, Tulyakova EV, Würthner F (2011) Simple, highly efficient vacuum-processed bulk heterojunction solar cells based on merocyanine dyes. Adv Energy Mater 1(5):888–893CrossRef Steinmann V, Kronenberg NM, Lenze MR, Graf SM, Hertel D, Meerholz K, Bürckstümmer H, Tulyakova EV, Würthner F (2011) Simple, highly efficient vacuum-processed bulk heterojunction solar cells based on merocyanine dyes. Adv Energy Mater 1(5):888–893CrossRef
26.
go back to reference Abdou EM, Hafez HS, Bakir E, Abdel-Mottaleb MS (2013) Photostability of low cost dye-sensitized solar cells based on natural and synthetic dyes. Spectrochim Acta A 115:202–207CrossRef Abdou EM, Hafez HS, Bakir E, Abdel-Mottaleb MS (2013) Photostability of low cost dye-sensitized solar cells based on natural and synthetic dyes. Spectrochim Acta A 115:202–207CrossRef
27.
go back to reference Arjona-Esteban A, Lenze MR, Meerholz K, Würthner F (2017) Donor-acceptor dyes for organic photovoltaics. In: Leo K (ed) Elementary processes in organic photovoltaics. Advances in polymer science 272. Springer, Berlin Arjona-Esteban A, Lenze MR, Meerholz K, Würthner F (2017) Donor-acceptor dyes for organic photovoltaics. In: Leo K (ed) Elementary processes in organic photovoltaics. Advances in polymer science 272. Springer, Berlin
28.
go back to reference Wróbel D, Łukasiewicz J, Manikowski H (2003) Fluorescence quenching and ESR spectroscopy of metallic porphyrins in the presence of an electron acceptor. Dyes Pigm 58:7–18CrossRef Wróbel D, Łukasiewicz J, Manikowski H (2003) Fluorescence quenching and ESR spectroscopy of metallic porphyrins in the presence of an electron acceptor. Dyes Pigm 58:7–18CrossRef
29.
go back to reference Pace NA, Reid OG, Rumbles G (2018) Delocalization drives free charge generation in conjugated polymer films. ACS Energy Lett 3:735–741CrossRef Pace NA, Reid OG, Rumbles G (2018) Delocalization drives free charge generation in conjugated polymer films. ACS Energy Lett 3:735–741CrossRef
30.
go back to reference Li L, Kang S-W, Harden J, Sun Q, Zhou X, Dai L, Jakli A, Kumar S, Li Q (2008) Nature-inspired light-harvesting liquid crystalline porphyrins for organic photovoltaics. Liq Cryst 35:233–239CrossRef Li L, Kang S-W, Harden J, Sun Q, Zhou X, Dai L, Jakli A, Kumar S, Li Q (2008) Nature-inspired light-harvesting liquid crystalline porphyrins for organic photovoltaics. Liq Cryst 35:233–239CrossRef
31.
go back to reference Imahori H, Hayashi S, Hayashi H, Oguro A, Eu S, Umeyama T, Matano Y (2009) Effects of porphyrin substituents and adsorption conditions on photovoltaic properties of porphyrin-sensitized TiO2 cells. J Phys Chem C 113:18406–18413CrossRef Imahori H, Hayashi S, Hayashi H, Oguro A, Eu S, Umeyama T, Matano Y (2009) Effects of porphyrin substituents and adsorption conditions on photovoltaic properties of porphyrin-sensitized TiO2 cells. J Phys Chem C 113:18406–18413CrossRef
32.
go back to reference Idowu M, Chen J-Y, Nyokong T (2008) Photoinduced energy transfer between water-soluble CdTe quantum dots and aluminium tetrasulfonated phthalocyanine. New J Chem 32:290–296CrossRef Idowu M, Chen J-Y, Nyokong T (2008) Photoinduced energy transfer between water-soluble CdTe quantum dots and aluminium tetrasulfonated phthalocyanine. New J Chem 32:290–296CrossRef
33.
go back to reference Britton J, Antunes E, Nyokong T (2010) Fluorescence quenching and energy transfer in conjugates of quantum dots with zinc and indium tetraamino phthalocyanines. J Photochem Photobiol A 210:1–7CrossRef Britton J, Antunes E, Nyokong T (2010) Fluorescence quenching and energy transfer in conjugates of quantum dots with zinc and indium tetraamino phthalocyanines. J Photochem Photobiol A 210:1–7CrossRef
34.
go back to reference Li L, Zhao J-F, Won N, Jin H, Kim S, Chen J-Y (2012) Quantum dot-aluminum phthalocyanine conjugates perform photodynamic reactions to kill cancer cells via fluorescence resonance energy transfer. Nanoscale Res Lett 7:386CrossRefPubMedCentral Li L, Zhao J-F, Won N, Jin H, Kim S, Chen J-Y (2012) Quantum dot-aluminum phthalocyanine conjugates perform photodynamic reactions to kill cancer cells via fluorescence resonance energy transfer. Nanoscale Res Lett 7:386CrossRefPubMedCentral
35.
go back to reference Bursa B, Rytel K, Skrzypiec M, Prochaska K, Wróbel D (2018) Thin film of CdTeSe/ZnS quantum dots on water subphase: thermodynamics and morphology studies. Dyes Pigm 155:36–41CrossRef Bursa B, Rytel K, Skrzypiec M, Prochaska K, Wróbel D (2018) Thin film of CdTeSe/ZnS quantum dots on water subphase: thermodynamics and morphology studies. Dyes Pigm 155:36–41CrossRef
36.
go back to reference Jun HK, Careem MA, Arof AK (2013) Quantum dot-sensitized solar cells—perspective and recent developments: a review of Cd chalcogenide quantum dots as sensitizers. Renew Sust Energ Rev 22:148–167CrossRef Jun HK, Careem MA, Arof AK (2013) Quantum dot-sensitized solar cells—perspective and recent developments: a review of Cd chalcogenide quantum dots as sensitizers. Renew Sust Energ Rev 22:148–167CrossRef
37.
go back to reference Jeltsch KF, Schädel M, Bonekamp J-B, Niyamakom P, Rauscher F, Lademann HWA, Dumsch I, Allard S, Scherf U, Meerholz K (2012) Efficiency enhanced hybrid solar cells using a blend of quantum dots and nanorods. Adv Funct Mater 22:397–404CrossRef Jeltsch KF, Schädel M, Bonekamp J-B, Niyamakom P, Rauscher F, Lademann HWA, Dumsch I, Allard S, Scherf U, Meerholz K (2012) Efficiency enhanced hybrid solar cells using a blend of quantum dots and nanorods. Adv Funct Mater 22:397–404CrossRef
38.
go back to reference Ma J, Chen J-Y, Idowu M, Nyokong T (2008) Generation of singlet oxygen via the composites of water-soluble thiol-capped CdTe quantum dots-sulfonated aluminum phthalocyanines. J Phys Chem B 112:4465–4469CrossRefPubMedCentral Ma J, Chen J-Y, Idowu M, Nyokong T (2008) Generation of singlet oxygen via the composites of water-soluble thiol-capped CdTe quantum dots-sulfonated aluminum phthalocyanines. J Phys Chem B 112:4465–4469CrossRefPubMedCentral
39.
go back to reference Biadasz A, Bursa B, Barszcz B, Bogucki A, Laskowska B, Graja A, Wróbel D (2011) Thermodynamics and in-situ absorption of Langmuir monolayers of selected copper phthalocyanine substituted with different peripheral groups. Dyes Pigm 89:86–92CrossRef Biadasz A, Bursa B, Barszcz B, Bogucki A, Laskowska B, Graja A, Wróbel D (2011) Thermodynamics and in-situ absorption of Langmuir monolayers of selected copper phthalocyanine substituted with different peripheral groups. Dyes Pigm 89:86–92CrossRef
40.
go back to reference Martynenko IV, Orlova AO, Maslov VG, Fedorov AV, Berwick K, Baranov AV (2016) The influence of phthalocyanine aggregation in complexes with CdSe/ZnS quantum dots on the photophysical properties of the complexes. Beilstein J Nanotechnol 7:1018–1027CrossRefPubMedCentral Martynenko IV, Orlova AO, Maslov VG, Fedorov AV, Berwick K, Baranov AV (2016) The influence of phthalocyanine aggregation in complexes with CdSe/ZnS quantum dots on the photophysical properties of the complexes. Beilstein J Nanotechnol 7:1018–1027CrossRefPubMedCentral
41.
go back to reference Fortage J, Boixel J, Blart E, Hammarström L, Becker HC, Odobel F (2008) Single-step electron transfer on the nanometer scale: ultra-fast charge shift in strongly coupled zinc porphyrin-gold porphyrin dyads. Chemistry 14:3467–3480CrossRefPubMedCentral Fortage J, Boixel J, Blart E, Hammarström L, Becker HC, Odobel F (2008) Single-step electron transfer on the nanometer scale: ultra-fast charge shift in strongly coupled zinc porphyrin-gold porphyrin dyads. Chemistry 14:3467–3480CrossRefPubMedCentral
42.
go back to reference Leng H, Loy J, Amin V, Weiss EA, Pelton M (2016) Electron transfer from single semiconductor nanocrystals to individual acceptor molecules. ACS Energy Lett 1:9–15CrossRef Leng H, Loy J, Amin V, Weiss EA, Pelton M (2016) Electron transfer from single semiconductor nanocrystals to individual acceptor molecules. ACS Energy Lett 1:9–15CrossRef
43.
go back to reference Claessens CG, Hahn U, Torres T (2008) Phthalocyanines: From outstanding electronic properties to emerging applications. Chem Rec 8:75–97CrossRefPubMedCentral Claessens CG, Hahn U, Torres T (2008) Phthalocyanines: From outstanding electronic properties to emerging applications. Chem Rec 8:75–97CrossRefPubMedCentral
44.
go back to reference Bae WK, Char K, Hur H, Lee S (2008) Single-step synthesis of quantum dots with chemical composition gradients. Chem Mater 20:531–539CrossRef Bae WK, Char K, Hur H, Lee S (2008) Single-step synthesis of quantum dots with chemical composition gradients. Chem Mater 20:531–539CrossRef
45.
go back to reference Toyoda T, Yindeesuk W, Kamiyama K, Katayama K, Kobayashi H, Hayase S, Shen Q (2016) The electronic structure and photoinduced electron transfer rate of CdSe quantum dots on single crystal rutile TiO2: dependence on the crystal orientation of the substrate. J Phys Chem C 120:2047–2057CrossRef Toyoda T, Yindeesuk W, Kamiyama K, Katayama K, Kobayashi H, Hayase S, Shen Q (2016) The electronic structure and photoinduced electron transfer rate of CdSe quantum dots on single crystal rutile TiO2: dependence on the crystal orientation of the substrate. J Phys Chem C 120:2047–2057CrossRef
46.
go back to reference Aviv I, Gross Z (2007) Corrole-based applications. Chem Commun 20:1987–1999CrossRef Aviv I, Gross Z (2007) Corrole-based applications. Chem Commun 20:1987–1999CrossRef
48.
go back to reference Gryko DT (2008) Adventures in the synthesis of meso-substituted corroles. Porphyrins Phthalocyanines 12:906CrossRef Gryko DT (2008) Adventures in the synthesis of meso-substituted corroles. Porphyrins Phthalocyanines 12:906CrossRef
49.
go back to reference Harris RLN, Johnson AW, Kay IT (1966) The synthesis of porphins and related macrocycles. Q Rev Chem Soc 20:211–244CrossRef Harris RLN, Johnson AW, Kay IT (1966) The synthesis of porphins and related macrocycles. Q Rev Chem Soc 20:211–244CrossRef
50.
go back to reference Roberts JD, Streitwieser A, Regan CM (1952) Small-ring compounds. X. Molecular orbital calculations of properties of some small-ring hydrocarbons and free radicals. J Am Chem Soc 18:4579–4582CrossRef Roberts JD, Streitwieser A, Regan CM (1952) Small-ring compounds. X. Molecular orbital calculations of properties of some small-ring hydrocarbons and free radicals. J Am Chem Soc 18:4579–4582CrossRef
51.
go back to reference Ventura B, Esposti AD, Koszarna B, Gryko DT, Flamigni L (2005) Photophysical characterization of free-base corroles, promising chromophores for light energy conversion and singlet oxygen generation. New J Chem 29:1559–1566CrossRef Ventura B, Esposti AD, Koszarna B, Gryko DT, Flamigni L (2005) Photophysical characterization of free-base corroles, promising chromophores for light energy conversion and singlet oxygen generation. New J Chem 29:1559–1566CrossRef
52.
go back to reference Kadish KM, Shen J, Frémond L, Chen P, El Ojaimi M, Chkounda M, Gros CP, Barbe J-M, Ohkubo K, Fukuzumi S, Guilard R (2008) Clarification of the oxidation state of cobalt corroles in heterogeneous and homogeneous catalytic reduction of dioxygen. Inorg Chem 47(15):6726–6737CrossRefPubMedCentral Kadish KM, Shen J, Frémond L, Chen P, El Ojaimi M, Chkounda M, Gros CP, Barbe J-M, Ohkubo K, Fukuzumi S, Guilard R (2008) Clarification of the oxidation state of cobalt corroles in heterogeneous and homogeneous catalytic reduction of dioxygen. Inorg Chem 47(15):6726–6737CrossRefPubMedCentral
53.
go back to reference Palmer JH (2011) Transition metal corrole coordination chemistry. In: Mingos D, Day P, Dahl J (eds) Molecular electronic structures of transition metal complexes I. structure and bonding, vol 142. Springer, Berlin, HeidelbergCrossRef Palmer JH (2011) Transition metal corrole coordination chemistry. In: Mingos D, Day P, Dahl J (eds) Molecular electronic structures of transition metal complexes I. structure and bonding, vol 142. Springer, Berlin, HeidelbergCrossRef
54.
go back to reference Gouterman M, Wagnière GH, Snyder LC (1963) Spectra of porphyrins: Part II. Four orbital model. J Mol Spectrosc 11:108–127CrossRef Gouterman M, Wagnière GH, Snyder LC (1963) Spectra of porphyrins: Part II. Four orbital model. J Mol Spectrosc 11:108–127CrossRef
55.
go back to reference Lei H, Han A, Li F, Zhang M, Han Y, Du P, Lai W, Cao R (2014) Electrochemical, spectroscopic and theoretical studies of a simple bifunctional cobalt corrole catalyst for oxygen evolution and hydrogen production. Phys Chem Chem Phys 16:1883–1893CrossRefPubMedCentral Lei H, Han A, Li F, Zhang M, Han Y, Du P, Lai W, Cao R (2014) Electrochemical, spectroscopic and theoretical studies of a simple bifunctional cobalt corrole catalyst for oxygen evolution and hydrogen production. Phys Chem Chem Phys 16:1883–1893CrossRefPubMedCentral
56.
go back to reference Kobayashi T, Mao K, Paluch P, Nowak-Król A, Sniechowska J, Nishiyama Y, Gryko DT, Potrzebowski MJ, Pruski M (2013) Study of intermolecular interactions in the corrole matrix by solid-state NMR under 100 kHz MAS and theoretical calculations. Angew Chem Int Ed 52:14108–14111CrossRef Kobayashi T, Mao K, Paluch P, Nowak-Król A, Sniechowska J, Nishiyama Y, Gryko DT, Potrzebowski MJ, Pruski M (2013) Study of intermolecular interactions in the corrole matrix by solid-state NMR under 100 kHz MAS and theoretical calculations. Angew Chem Int Ed 52:14108–14111CrossRef
57.
go back to reference McNicholas BJ, Blumenfeld C, Kramer WW, Grubbs RH, Winkler JR, Gray HB (2017) Electrochemistry in ionic liquids: case study of a manganese corrole. Rus J Electrochem 53:1189–1193CrossRef McNicholas BJ, Blumenfeld C, Kramer WW, Grubbs RH, Winkler JR, Gray HB (2017) Electrochemistry in ionic liquids: case study of a manganese corrole. Rus J Electrochem 53:1189–1193CrossRef
58.
go back to reference Ding T, Harvey JD, Ziegler CJ (2005) N-H tautomerization in triaryl corroles. J Porphyrins Phthalocyanines 9:22–27CrossRef Ding T, Harvey JD, Ziegler CJ (2005) N-H tautomerization in triaryl corroles. J Porphyrins Phthalocyanines 9:22–27CrossRef
59.
go back to reference Konarev DV, Kariminov DR, Khasanov SS, Shestakov AF, Otsuka A, Yamochi H, Kitagawa H, Lyubovskaya RN (2017) Solid state structures and properties of free-base 5,10,15-triphenylcorrole (TPCor) anions obtained by deprotonation and reduction. Effective magnetic coupling of spins in (Cp*2Cr+)(H+)(H2TPCor˙2−) C6H4Cl2. Dalton Trans 46:13994CrossRefPubMedCentral Konarev DV, Kariminov DR, Khasanov SS, Shestakov AF, Otsuka A, Yamochi H, Kitagawa H, Lyubovskaya RN (2017) Solid state structures and properties of free-base 5,10,15-triphenylcorrole (TPCor) anions obtained by deprotonation and reduction. Effective magnetic coupling of spins in (Cp*2Cr+)(H+)(H2TPCor˙2) C6H4Cl2. Dalton Trans 46:13994CrossRefPubMedCentral
60.
go back to reference Beenken W, Presselt M, Ngo TH, Dehaen W, Maes W, Kruk M (2014) Molecular structures and absorption spectra assignment of corrole NH tautomers. J Phys Chem A 118:862–871CrossRefPubMedCentral Beenken W, Presselt M, Ngo TH, Dehaen W, Maes W, Kruk M (2014) Molecular structures and absorption spectra assignment of corrole NH tautomers. J Phys Chem A 118:862–871CrossRefPubMedCentral
61.
go back to reference Bursa B, Wróbel D, Barszcz B, Kotkowiak M, Vakuliuk O, Gryko DT, Kolanowski Ł, Baraniak M, Lota G (2016) The impact of solvents on the singlet and triplet states of selected fluorine corroles—absorption, fluorescence, and optoacoustic studies. Phys Chem Chem Phys 18:7216–7228CrossRefPubMedCentral Bursa B, Wróbel D, Barszcz B, Kotkowiak M, Vakuliuk O, Gryko DT, Kolanowski Ł, Baraniak M, Lota G (2016) The impact of solvents on the singlet and triplet states of selected fluorine corroles—absorption, fluorescence, and optoacoustic studies. Phys Chem Chem Phys 18:7216–7228CrossRefPubMedCentral
62.
go back to reference Bursa B, Barszcz B, Bednarski W, Lewtak JP, Koszelewski D, Vakulyuk O, Gryko DT, Wróbel D (2015) New meso-substituted corroles possessing pentafluorophenyl groups—synthesis and spectroscopic characterization. Phys Chem Chem Phys 17:7411–7423CrossRefPubMedCentral Bursa B, Barszcz B, Bednarski W, Lewtak JP, Koszelewski D, Vakulyuk O, Gryko DT, Wróbel D (2015) New meso-substituted corroles possessing pentafluorophenyl groups—synthesis and spectroscopic characterization. Phys Chem Chem Phys 17:7411–7423CrossRefPubMedCentral
63.
go back to reference Kandala LVK, Kaur T, Ravikanth M (2017) One pot synthesis of unusual meso-dipyrrinyl corrole. RSC Adv 7:19878–19884CrossRef Kandala LVK, Kaur T, Ravikanth M (2017) One pot synthesis of unusual meso-dipyrrinyl corrole. RSC Adv 7:19878–19884CrossRef
64.
go back to reference Ooi S, Tanaka T, Park KH, Kim D, Osuka A (2016) Triply linked corrole dimers. Angew Chem Int Ed 55:6535–6539CrossRef Ooi S, Tanaka T, Park KH, Kim D, Osuka A (2016) Triply linked corrole dimers. Angew Chem Int Ed 55:6535–6539CrossRef
65.
go back to reference D’Souza F, Chitta R, Ohkubo K, Tasior M, Subbaiyan NK, Zandler ME, Rogacki MK, Gryko DT, Fukuzumi S (2008) Corrole-fullerene dyads: formation of long-lived charge-separated states in nonpolar solvents. J Am Chem Soc 130:14263–14272CrossRefPubMedCentral D’Souza F, Chitta R, Ohkubo K, Tasior M, Subbaiyan NK, Zandler ME, Rogacki MK, Gryko DT, Fukuzumi S (2008) Corrole-fullerene dyads: formation of long-lived charge-separated states in nonpolar solvents. J Am Chem Soc 130:14263–14272CrossRefPubMedCentral
66.
go back to reference Paolesse R, Nardis S, Sagone F, Khoury RG (2001) Synthesis and functionalization of meso-aryl-substituted corroles. J Org Chem 66(2):550–556CrossRefPubMedCentral Paolesse R, Nardis S, Sagone F, Khoury RG (2001) Synthesis and functionalization of meso-aryl-substituted corroles. J Org Chem 66(2):550–556CrossRefPubMedCentral
68.
go back to reference D’Urso A, Nardis S, Pomarico G, Fragalà ME, Paolesse R, Purrello R (2013) Interaction of tricationic corroles with single/double helix of homopolymeric nucleic acids and DNA. J Am Chem Soc 135:8632–8638CrossRefPubMedCentral D’Urso A, Nardis S, Pomarico G, Fragalà ME, Paolesse R, Purrello R (2013) Interaction of tricationic corroles with single/double helix of homopolymeric nucleic acids and DNA. J Am Chem Soc 135:8632–8638CrossRefPubMedCentral
69.
go back to reference Sheng X, Zhao H, Du L (2017) Selectivity of cobalt corrole for CO vs. O2 and N2 in indoor pollution. Sci Rep 7:14536 Sheng X, Zhao H, Du L (2017) Selectivity of cobalt corrole for CO vs. O2 and N2 in indoor pollution. Sci Rep 7:14536
70.
go back to reference Santos CIM (2014) Corroles: synthesis, functionalization and application as chemosensors. Chem Open 3:88–92 Santos CIM (2014) Corroles: synthesis, functionalization and application as chemosensors. Chem Open 3:88–92
71.
go back to reference Gaussian 09, Revision E.01 Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JAJr, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas Ö, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2013) Gaussian, Inc., Wallingford CT Gaussian 09, Revision E.01 Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JAJr, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas Ö, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2013) Gaussian, Inc., Wallingford CT
72.
go back to reference Wasbotten IH, Wondimagegn T, Ghosh A (2002) Electronic absorption, resonance raman, and electrochemical studies of planar and saddled copper(iii) meso-triarylcorroles. highly substituent-sensitive soret bands as a distinctive feature of high-valent transition metal corroles. J Am Chem Soc 124:8104–8116CrossRefPubMedCentral Wasbotten IH, Wondimagegn T, Ghosh A (2002) Electronic absorption, resonance raman, and electrochemical studies of planar and saddled copper(iii) meso-triarylcorroles. highly substituent-sensitive soret bands as a distinctive feature of high-valent transition metal corroles. J Am Chem Soc 124:8104–8116CrossRefPubMedCentral
73.
go back to reference Steene E, Wondimagegn T, Ghosh A (2002) Resonance Raman spectroscopy and density functional theoretical calculations of manganese corroles. A parallelism between high-valent metallocorroles and metalloporphyrins, relevant to horseradish peroxidase and chloroperoxidase compound I and II intermediates. J Inorg Biochem 88:113–118CrossRefPubMedCentral Steene E, Wondimagegn T, Ghosh A (2002) Resonance Raman spectroscopy and density functional theoretical calculations of manganese corroles. A parallelism between high-valent metallocorroles and metalloporphyrins, relevant to horseradish peroxidase and chloroperoxidase compound I and II intermediates. J Inorg Biochem 88:113–118CrossRefPubMedCentral
74.
go back to reference Czernuszewicz RS, Mody V, Zareba AA, Zaczek MB, Gałęziowski M, Sashuk V, Grela K, Gryko DT (2007) Solvent-dependent resonance Raman spectra of high-valent oxomolybdenum(v) tris[3,5-bis(trifluoromethyl)phenyl]corrolate. Inorg Chem 46:5616–5624CrossRefPubMedCentral Czernuszewicz RS, Mody V, Zareba AA, Zaczek MB, Gałęziowski M, Sashuk V, Grela K, Gryko DT (2007) Solvent-dependent resonance Raman spectra of high-valent oxomolybdenum(v) tris[3,5-bis(trifluoromethyl)phenyl]corrolate. Inorg Chem 46:5616–5624CrossRefPubMedCentral
75.
go back to reference Zakharieva O, Veeger C (2005) DFT normal coordinate analysis of the vibrational spectra of iron and germanium corroles. J Mol Struct: THEOCHEM 723:171–182CrossRef Zakharieva O, Veeger C (2005) DFT normal coordinate analysis of the vibrational spectra of iron and germanium corroles. J Mol Struct: THEOCHEM 723:171–182CrossRef
76.
go back to reference Wang H, Yang C, Zhang Z, Wang M, Han K (2006) The molecular structure and vibrational spectra of corrolazine metal complexes (CzM) by density functional theory. Spectrochim Acta A 64:795–800CrossRef Wang H, Yang C, Zhang Z, Wang M, Han K (2006) The molecular structure and vibrational spectra of corrolazine metal complexes (CzM) by density functional theory. Spectrochim Acta A 64:795–800CrossRef
77.
go back to reference Lewandowska K, Barszcz B, Wolak J, Graja A, Grzybowski M, Gryko DT (2013) Vibrational properties of new corrole–fullerene dyad and its components. Dyes Pigm 96:249–255CrossRef Lewandowska K, Barszcz B, Wolak J, Graja A, Grzybowski M, Gryko DT (2013) Vibrational properties of new corrole–fullerene dyad and its components. Dyes Pigm 96:249–255CrossRef
78.
go back to reference Bursa B, Wróbel D, Lewandowska K, Graja A, Grzybowski M, Gryko DT (2013) Spectral studies of molecular orientation in corrole-fullerene thin films. Synth Met 176:18–25CrossRef Bursa B, Wróbel D, Lewandowska K, Graja A, Grzybowski M, Gryko DT (2013) Spectral studies of molecular orientation in corrole-fullerene thin films. Synth Met 176:18–25CrossRef
79.
go back to reference Gross Z, Galili N, Simkhovich L, Saltsman I, Botoshansky M, Bläser D, Boese R, Goldberg I (1999) Solvent-free condensation of pyrrole and pentafluorobenzaldehyde: a novel synthetic pathway to corrole and oligopyrromethenes. Org Lett 1:599–602CrossRef Gross Z, Galili N, Simkhovich L, Saltsman I, Botoshansky M, Bläser D, Boese R, Goldberg I (1999) Solvent-free condensation of pyrrole and pentafluorobenzaldehyde: a novel synthetic pathway to corrole and oligopyrromethenes. Org Lett 1:599–602CrossRef
80.
go back to reference Langa F, Nierenganter JF (eds) (2007) Fullerenes and applications. The Royal Society of Chemistry (and references citated therein) Langa F, Nierenganter JF (eds) (2007) Fullerenes and applications. The Royal Society of Chemistry (and references citated therein)
81.
go back to reference Imahori H, Sakata Y (1999) Fullerenes as novel acceptors in photosynthetic electron transfer. Eur J Org Chem 1999:2445–2457CrossRef Imahori H, Sakata Y (1999) Fullerenes as novel acceptors in photosynthetic electron transfer. Eur J Org Chem 1999:2445–2457CrossRef
82.
go back to reference Imahori H, Mori Y, Matano Y (2003) Nanostructured artificial photosynthesis. J Photochem Photobiol C 4:51–83CrossRef Imahori H, Mori Y, Matano Y (2003) Nanostructured artificial photosynthesis. J Photochem Photobiol C 4:51–83CrossRef
83.
go back to reference Łapiński A, Graja A, Olejniczak I, Bogucki A, Imahori H (2004) Supramolecular porphyrin/fullerene interactions studied by spectral methods. Chem Phys 305:277–284CrossRef Łapiński A, Graja A, Olejniczak I, Bogucki A, Imahori H (2004) Supramolecular porphyrin/fullerene interactions studied by spectral methods. Chem Phys 305:277–284CrossRef
84.
go back to reference Ohkubo K, Kotani H, Shao J, Ou Z, Kadish KM, Li G, Pandey RK, Fujitsuka M, Ito O, Imahori H, Fukuzumi S (2004) Production of an ultra-long-lived charge-separated state in a zinc chlorine-C60 dyad by one-step photoinduced electron transfer. Angew Chem Int Ed 43:853–856CrossRef Ohkubo K, Kotani H, Shao J, Ou Z, Kadish KM, Li G, Pandey RK, Fujitsuka M, Ito O, Imahori H, Fukuzumi S (2004) Production of an ultra-long-lived charge-separated state in a zinc chlorine-C60 dyad by one-step photoinduced electron transfer. Angew Chem Int Ed 43:853–856CrossRef
85.
go back to reference Imahori H, Guldi DM, Tamaki K, Yoshida Y, Luo C, Sakata Y, Fukuzumi S (2001) Charge separation in a novel artificial photosynthetic reaction center lives 380 ms. J Am Chem Soc 123:6617–6628CrossRefPubMedCentral Imahori H, Guldi DM, Tamaki K, Yoshida Y, Luo C, Sakata Y, Fukuzumi S (2001) Charge separation in a novel artificial photosynthetic reaction center lives 380 ms. J Am Chem Soc 123:6617–6628CrossRefPubMedCentral
86.
87.
go back to reference Imahori H, El-Khouly ME, Fujitsuka M, Ito O, Sakata Y, Fukuzumi S (2001) Solvent dependence of charge separation and charge recombination rates in porphyrin-fullerene dyad. J Phys Chem A 105:325–332CrossRef Imahori H, El-Khouly ME, Fujitsuka M, Ito O, Sakata Y, Fukuzumi S (2001) Solvent dependence of charge separation and charge recombination rates in porphyrin-fullerene dyad. J Phys Chem A 105:325–332CrossRef
88.
go back to reference Mizuseki H, Igarashi N, Belosludov RV, Farajian AA, Kawazoe Y (2003) Theoretical study of phthalocyanine–fullerene complex for a high efficiency photovoltaic device using ab initio electronic structure calculation. Synth Met 138:281–283CrossRef Mizuseki H, Igarashi N, Belosludov RV, Farajian AA, Kawazoe Y (2003) Theoretical study of phthalocyanine–fullerene complex for a high efficiency photovoltaic device using ab initio electronic structure calculation. Synth Met 138:281–283CrossRef
89.
go back to reference Förster Th (1949) Experimentelle und theoretische untersuchung des zwischenmolekularen übergangs von elektronenanregungsenergie. Z Naturforsch A 4(5):321–327 Förster Th (1949) Experimentelle und theoretische untersuchung des zwischenmolekularen übergangs von elektronenanregungsenergie. Z Naturforsch A 4(5):321–327
90.
go back to reference Förster T et al (1965) Delocalized excitation and excitation transfer. In: Sinanoghi O (ed) Modern quantum chemistry. Academic Press, New York, p 93 Förster T et al (1965) Delocalized excitation and excitation transfer. In: Sinanoghi O (ed) Modern quantum chemistry. Academic Press, New York, p 93
91.
go back to reference Dexter DL (1953) A theory of sensitized luminescence in solids. J Chem Phys 21:836CrossRef Dexter DL (1953) A theory of sensitized luminescence in solids. J Chem Phys 21:836CrossRef
92.
go back to reference Lewandowska K, Barszcz B, Graja A, Bursa B, Biadasz A, Wróbel D, Bednarski W, Waplak S, Grzybowski M, Gryko DT (2013) Absorption and emission properties of the corrole-fullerene dyad. Synth Met 166:70–76CrossRef Lewandowska K, Barszcz B, Graja A, Bursa B, Biadasz A, Wróbel D, Bednarski W, Waplak S, Grzybowski M, Gryko DT (2013) Absorption and emission properties of the corrole-fullerene dyad. Synth Met 166:70–76CrossRef
93.
go back to reference Lewandowska K, Bednarski W, Milczarek G, Waplak S, Graja A, Park EY, Kim T-D, Lee K-S (2011) Photoelectrochemical cells based on LB films of fullerene-thiophene derived dyads. Synth Met 161:1640–1645CrossRef Lewandowska K, Bednarski W, Milczarek G, Waplak S, Graja A, Park EY, Kim T-D, Lee K-S (2011) Photoelectrochemical cells based on LB films of fullerene-thiophene derived dyads. Synth Met 161:1640–1645CrossRef
94.
go back to reference Graja A (2012) Corrole-fullerene dyads: Will they place porphyrin-fullerene systems? Mol Cryst Liq Cryst 554:31–42CrossRef Graja A (2012) Corrole-fullerene dyads: Will they place porphyrin-fullerene systems? Mol Cryst Liq Cryst 554:31–42CrossRef
95.
go back to reference Wróbel D, Lewandowska K (2011) Covalent dyads of porphyrin–fullerene and perylene–fullerene for organic photovoltaics: spectroscopic and photocurrent studies. Opt Mater 33:1424–1428CrossRef Wróbel D, Lewandowska K (2011) Covalent dyads of porphyrin–fullerene and perylene–fullerene for organic photovoltaics: spectroscopic and photocurrent studies. Opt Mater 33:1424–1428CrossRef
96.
go back to reference Marcus RA (1956) On the theory of oxidation-reduction reactions involving electron transfer. I. J Chem Phys 24:966CrossRef Marcus RA (1956) On the theory of oxidation-reduction reactions involving electron transfer. I. J Chem Phys 24:966CrossRef
97.
go back to reference Marcus RA, Sutin N (1985) Electron transfers in chemistry and biology. Biochim Biophys Acta 811:265–322CrossRef Marcus RA, Sutin N (1985) Electron transfers in chemistry and biology. Biochim Biophys Acta 811:265–322CrossRef
98.
go back to reference Lin BC, Cheng CP, Lao ZPM (2003) Reorganization energies in the transports of holes and electrons in organic amines in organic electroluminescence studied by density functional theory. J Phys Chem A 107:5241–5251CrossRef Lin BC, Cheng CP, Lao ZPM (2003) Reorganization energies in the transports of holes and electrons in organic amines in organic electroluminescence studied by density functional theory. J Phys Chem A 107:5241–5251CrossRef
99.
go back to reference Tokunaga K (2009) On the difference in electronic properties between fullerene C60 and C60X2. Chem Phys Lett 476:253–257CrossRef Tokunaga K (2009) On the difference in electronic properties between fullerene C60 and C60X2. Chem Phys Lett 476:253–257CrossRef
101.
go back to reference Brizet B, Desbois N, Bonnot A, Langlois A, Dubois A, Barbe J-M, Gros CP, Goze C, Denat F, Harvey PD (2014) Slow and fast singlet energy transfers in BODIPY-gallium(iii)corrole dyads linked by flexible chains. Inorg Chem 53:3392–3403CrossRefPubMedCentral Brizet B, Desbois N, Bonnot A, Langlois A, Dubois A, Barbe J-M, Gros CP, Goze C, Denat F, Harvey PD (2014) Slow and fast singlet energy transfers in BODIPY-gallium(iii)corrole dyads linked by flexible chains. Inorg Chem 53:3392–3403CrossRefPubMedCentral
102.
go back to reference Wróbel D, Graja A (2011) Photoinduced electron transfer processes in fullerene–organic chromophore systems. Coord Chem Rev 255:2555–2577CrossRef Wróbel D, Graja A (2011) Photoinduced electron transfer processes in fullerene–organic chromophore systems. Coord Chem Rev 255:2555–2577CrossRef
103.
go back to reference Imahori H, Tkachenko NV, Vehmanen V, Tamaki K, Lemmetyien H, Sakata Y, Fukuzumi S (2001) An extremely small reorganization energy of electron transfer in porphyrin-fullerene dyad. J Phys Chem 105:1750–1756CrossRef Imahori H, Tkachenko NV, Vehmanen V, Tamaki K, Lemmetyien H, Sakata Y, Fukuzumi S (2001) An extremely small reorganization energy of electron transfer in porphyrin-fullerene dyad. J Phys Chem 105:1750–1756CrossRef
Metadata
Title
Quantum Dot and Fullerene with Organic Chromophores as Electron-Donor-Acceptor Systems
Authors
Danuta Wróbel
Bolesław Barszcz
Copyright Year
2019
DOI
https://doi.org/10.1007/978-3-030-01355-4_3