Skip to main content

2019 | OriginalPaper | Buchkapitel

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

verfasst von : Danuta Wróbel, Bolesław Barszcz

Erschienen in: Molecular Spectroscopy—Experiment and Theory

Verlag: Springer International Publishing

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

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.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Springer Professional "Wirtschaft"

Online-Abonnement

Mit Springer Professional "Wirtschaft" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 340 Zeitschriften

aus folgenden Fachgebieten:

  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Versicherung + Risiko




Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat Dolphin D (1978) The porphyrins, vol III. Academic Press, Cambridge Dolphin D (1978) The porphyrins, vol III. Academic Press, Cambridge
6.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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
67.
68.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat Guldi DM (2002) Fullerene-porphyrin architectures; photosynthetic antenna and reaction center models. Chem Soc Rev 31:22–36CrossRefPubMedCentral Guldi DM (2002) Fullerene-porphyrin architectures; photosynthetic antenna and reaction center models. Chem Soc Rev 31:22–36CrossRefPubMedCentral
87.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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.
Zurück zum Zitat 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
Metadaten
Titel
Quantum Dot and Fullerene with Organic Chromophores as Electron-Donor-Acceptor Systems
verfasst von
Danuta Wróbel
Bolesław Barszcz
Copyright-Jahr
2019
DOI
https://doi.org/10.1007/978-3-030-01355-4_3

Neuer Inhalt