Direct comparison of a covalently-linked dyad and a 1 : 1 mixture of tetrabenzoporphyrin and fullerene as organic photovoltaic materials

Tamura, Y.; Saeki, Hiroyuki; Hashizume, Junpei; Okazaki, Yukinori; Kuzuhara, Daiki; Suzuki, Mitsuharu; Aratani, Naoki; Yamada, Hiroko

doi:10.1039/c4cc03801k

Cited by 30 publications

(34 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Both the devices were demonstrated to work normally with or without fullerene. The results were superior to the reported device efficiencies using porphyrin–fullerene conjugates, and represent a potential of developing single layer OSC devices because the morphology and fabrication methods are easier to control than those of BHJ devices.…”

Section: Application Of Semisynthetic Chlorophyll Derivatives To Oscscontrasting

confidence: 62%

Semisynthetic Chlorophyll Derivatives Toward Solar Energy Applications

Duan

Zhou

et al. 2020

Solar RRL

View full text Add to dashboard Cite

Plenty of thin‐film solar cell technologies using organic materials have been developed to alleviate energy shortages. As developing devices for solar energy applications, artificial photosynthesis is a trend inspired from natural photosynthesis. Although the sophisticated system that exists in nature is fascinating, the development of photovoltaic devices focusing on the usage of natural chlorophylls has been quite limited, compared with the application of other counterparts such as artificial porphyrins or phthalocyanines. Herein, the development of semisynthetic chlorophyll derivatives as functional materials for solar cells are focused on. (Bacterio)chlorins possessing a carboxylic acid moiety as a binding site to semiconductors are synthesized to improve the efficiencies of dye‐sensitized solar cells, which are now leading to another application: photocatalysts for hydrogen evolution. In contrast, derivatives without a carboxy group can be applied to organic solar cells. As for the application for perovskite solar cells, self‐assembling aggregates of a kind of derivatives are proven to be suitable as hole‐transporting materials. In addition, a new type of solid‐state biosolar cells is proposed, in which chlorophyll derivatives act solely as the photoactive materials. This Report can enlarge the scope of advanced functional materials in the field of solar energy applications.

show abstract

Section: Application Of Semisynthetic Chlorophyll Derivatives To Oscscontrasting

confidence: 62%

Semisynthetic Chlorophyll Derivatives Toward Solar Energy Applications

Duan

Zhou

et al. 2020

Solar RRL

View full text Add to dashboard Cite

show abstract

“…The enthalpies of sublimation of tetraphenylporphyrin (TPP), zinc(II) tetraphenylporphyrinate (ZnTPP), tetrakis(4-methoxyphenyl)porphyrin (TMPP)a nd zinc(II) tetrakis(4-methoxyphenyl)porphyrinate (ZnTMPP), representative of porphyrin class of compounds, are reported to be 44.0, [45] 46.8, [46] 54.0 [45] and 56.9 kcal mol À1 [47] ,r espectively.A ssuming that each porphyrin molecule is packed in close contact with two other porphyrin molecules, this gives an estimate of the binding energy in (TPP) 2 ,( ZnTPP) 2 ,( TMPP) 2 and (ZnTMPP) 2 [48] Various theoretical estimations give resultsc lose to the first set of values. Thus, the estimation of the non-covalent interaction energy in porphyrin dimers by the energy decompositiona nalysis (EDA) methodg ives values of À20.8, À22.4 and À9.6 kcal mol À1 for face-to-face staggered,f ace-to-face eclipsed and face-to-edge orientations, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…Porphyrin-fullerene (PF) blends, [1][2][3][4][5][6][7][8][9] supramolecular complexes [9][10][11][12][13][14][15][16] and covalently linked ensembles [6,[17][18][19][20][21][22][23][24][25][26] are regarded as possible photoactive materials for solar energy conversion. Porphyrin-fullerene blendsh ave been mostly studied as materials for photovoltaic devices, [1-4, 6, 9] whereas supramolecular complexes and covalently linked ensembles have attracted more interest as artificial photosynthesis models.…”

Section: Introductionmentioning

confidence: 99%

Photocurrent in Multilayered Assemblies of Porphyrin–Fullerene Covalent Dyads: Evidence for Channels for Charge Transport

et al. 2016

View full text Add to dashboard Cite

Specially designed porphyrin-fullerene dyads have been synthesized to verify literature predictions based on quantum chemistry calculations that certain porphyrin-fullerene dyads are able to self-arrange into specific structures providing channels for charge transport in a bulk mass of organic compound. According to AFM and SEM data, the newly synthesized compounds were indeed prone to some kind of self-arrangement, although to a lesser degree than was expected. A dispersion corrected DFT study of the molecular non-covalent interactions performed at the DFT-D3 (B3LYP, 6-31G*) level of theory showed that the least energy corresponded to head-to-head dimers, with close contacts of porphyrin-porphyrin and fullerene-fullerene fragments, thus providing a unit building block of the channel for charge transport. Experimental proof for the existence of channels for charge transport was obtained by observing a photocurrent in a simple photovoltaic cell.

show abstract

“…Fullerene C 60 has been widely used as an electron acceptor in organic photovoltaics materials (Yamazaki et al, 2004;Chen et al, 2011;Izawa et al, 2011;Tamura et al, 2014). It was also used in electron transfer because of its small reorganization energy (Turro et al, 2009).…”

Section: Isc Of the C 60 -Bodipy Dyads: C 60 As The Electron Spin Conmentioning

confidence: 99%

Bodipy Derivatives as Triplet Photosensitizers and the Related Intersystem Crossing Mechanisms

Chen

Zhao

et al. 2019

Front. Chem.

View full text Add to dashboard Cite

Recently varieties of Bodipy derivatives showing intersystem crossing (ISC) have been reported as triplet photosensitizers, and the application of these compounds in photocatalysis, photodynamic therapy (PDT), and photon upconversion are promising. In this review we summarized the recent development in the area of Bodipy-derived triplet photosensitizers and discussed the molecular structural factors that enhance the ISC ability. The compounds are introduced based on their ISC mechanisms, which include the heavy atom effect, exciton coupling, charge recombination (CR)-induced ISC, using a spin converter and radical enhanced ISC. Some transition metal complexes containing Bodipy chromophores are also discussed. The applications of these new triplet photosensitizers in photodynamic therapy, photocatalysis, and photon upconversion are briefly commented on. We believe the study of new triplet photosensitizers and the application of these novel materials in the abovementioned areas will be blooming.

show abstract

Direct comparison of a covalently-linked dyad and a 1 : 1 mixture of tetrabenzoporphyrin and fullerene as organic photovoltaic materials

Abstract: A p-i-n organic photovoltaic cell with tetrabenzoporphyrin (BP), a BP-C₆₀ dyad and PCBM for the p-, i- and n-layers, respectively, gave a better fill factor and power conversion efficiency than the corresponding p-i-n cell having a 1:1 blend film of BP and PCBM as the i-layer.

Cited by 30 publications

References 25 publications

Semisynthetic Chlorophyll Derivatives Toward Solar Energy Applications

Semisynthetic Chlorophyll Derivatives Toward Solar Energy Applications

Photocurrent in Multilayered Assemblies of Porphyrin–Fullerene Covalent Dyads: Evidence for Channels for Charge Transport

Bodipy Derivatives as Triplet Photosensitizers and the Related Intersystem Crossing Mechanisms

Contact Info

Product

Resources

About