Singlet Fission in Fluorinated Diphenylhexatrienes

Katoh, Ryuzi; Hashimoto, Masaaki; Takahashi, Akinori; Sonoda, Yoriko; Yago, Tomoaki; Wakasa, Masanobu

doi:10.1021/acs.jpcc.7b06905

Cited by 32 publications

(44 citation statements)

References 25 publications

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“…Indeed, the values of Φ SF event estimated from the SLE analysis of DF and TFL are slightly larger than that of DPH. On the other hand, the observed fluorescence quantum yields for DPH, MF, DF, and TFL were nearly the same, 0.010-0.013 39 . This implies that fluorescence quantum yields are not the direct indicators of the efficiency of singlet fission events; however, MFEs can be used to predict the efficiency.…”

Section: Structure Of Materialsmentioning

confidence: 83%

“…In the present analyses of DPH, MF, DF, and TFL, the same values of singlet fission rate k SF (5.0 × 10 9 s -1 ) were used, because the decay rates of the fluorescence observed in the time range of 0-1 ns were nearly the same (ca. 200 ps) for all compounds 37,39 . In contrast, k dis , k h , and k TF values differed for compounds.…”

Section: Structure Of Materialsmentioning

confidence: 97%

“…In this study, the E,E,E isomers of DPH 37,38 , 1,6-bis(4-fluorophenyl)-1,3,5-hexatriene (MF) 39 , 1,6-bis(2,4-difluorophenyl)-1,3,5-hexatriene (DF) 39 , and 1,6-bis (2,4,6-trifluorophenyl)-1,3,5-hexatriene (TFL) 39 were used as singlet fission materials. These materials vary in terms of crystal structures ( Fig.…”

Section: Structure Of Materialsmentioning

confidence: 99%

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Structure and dynamics of triplet-exciton pairs generated from singlet fission studied via magnetic field effects

et al. 2018

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Singlet fission is the conversion of a singlet exciton to a pair of triplet excitons followed by a diffusion process to form two free triplet excitons. The quantum yield of singlet fission per photon can exceed 100%. Singlet fission is thus an attractive way to enhance solar-cell performance. However, singlet fission events are not well characterized. In particular, the structure and diffusion pathways of triplet-exciton pairs, which strongly affect the efficiency of the singlet fission event, are unclear. Here we study the magnetic field effects (MFEs) on the singlet fission of diphenylhexatriene (DPH) and fluorinated DPHs crystals. Their fluorescence intensities show clear MFEs and the shape of the MFE curve depends on the crystal structure. Analysis of MFEs with the stochastic Liouville equation reproduces the MFE curve well. This use of MFEs allows one to determine the structure and diffusion pathways of triplet-exciton pairs, and to predict the efficiency of singlet fission events.

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Section: Structure Of Materialsmentioning

confidence: 83%

Section: Structure Of Materialsmentioning

confidence: 97%

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Structure and dynamics of triplet-exciton pairs generated from singlet fission studied via magnetic field effects

et al. 2018

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“…Структурной частью подобных соединений часто являются стильбены и дистирилбензолы. В связи с этим появляется много теоретических и экспериментальных работ, посвященных исследованию спектрально-люминесцентных свойств транс-стильбена (СБ) [9][10][11][12], 1,4-дистирилбензола (ДСБ) [13,14] и α, ω-тетрафтордистирилбензола (ФДСБ) [15][16][17].…”

Section: Introductionunclassified

“…Представляет особый интерес переносимость параметров в гомологическом ряду молекул, содержащих фрагменты разного типа. В связи с этим появляется много теоретических и экспериментальных работ, посвященных спектрально-люминесцентным свойствам транс-стильбена (СБ) [29][30][31][32], 1,4-дистирилбензола (ДСБ) [33,34] и α, ω-тетрафтордистирилбензола (ФДСБ) [15,35,36]. Молекулу ДСБ формально можно получить присоединением в пара-положении транс-СБ фенильного кольца с еще одной этиленовой связью (−СН=СН−Ph), т. е. она представляет собой как бы сдвоенную молекулу стильбена.…”

Section: Introductionunclassified

Влияние Фторзаместителей На Параметры Внутри- И Межмолекулярного Взаимодействия Молекул 1,4-Дистирилбензола

Компанеец¹,

Каримуллин²,

Васильева³

2019

Журнал Технической Физики

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A comparative analysis of the parameters of the Franсk-Kondon and Herzberg-Teller interactions forming the fine-structure spectra of α, ω-tetrafluorodysterylbenzene, 1,4-distyrylbenzene and stilbene is carried out. It is shown that the introduction of fluorine substituents leads to reduce the dipole moment of the molecule, and as a result, reduces the values of the parameters of intermolecular interaction. It is concluded that the parameters of intra- and intermolecular interactions, forming the fine-structure spectra of the selected molecules, make it possible to use the fragmentary approach in the description of fundamental bands.

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Crystal Structures and Fluorescence Spectroscopic Properties of a Series of α,ω‐Di(4‐pyridyl)polyenes: Effect of Aggregation‐Induced Emission

2020

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Crystal structures and fluorescence spectroscopic properties were investigated for a series of all-(E) α,ω-di(4-pyridyl)polyenes (1-5) with different number of double bonds (n). Molecules 1 and 2 (n = 1, 2) in crystals are arranged to form partially πoverlapped structures, whereas those of 3-5 (n = 3-5) are stacked in a herringbone fashion. All these molecules, the shorter polyenes in particular, are almost nonfluorescent in solution. In the solid state, 1 and 2 are highly emissive as pure organic solids [fluorescence quantum yields (ϕ f) = 0.3-0.5], while 3 and 4 are only weakly fluorescent (ϕ f < 0.05). The strongly n-dependent fluorescence properties can be attributed to the largely different molecular arrangements in the crystals. Although 5 is nonfluorescent in the solid state, we observe a very clear structure-property relationship in 1-4. Compounds 1 and 2 become much more emissive in the solid state than in solution as a result of the aggregation-induced emission (AIE) effect.

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Singlet Fission in Fluorinated Diphenylhexatrienes

Cited by 32 publications

References 25 publications

Structure and dynamics of triplet-exciton pairs generated from singlet fission studied via magnetic field effects

Structure and dynamics of triplet-exciton pairs generated from singlet fission studied via magnetic field effects

Влияние Фторзаместителей На Параметры Внутри- И Межмолекулярного Взаимодействия Молекул 1,4-Дистирилбензола

Crystal Structures and Fluorescence Spectroscopic Properties of a Series of α,ω‐Di(4‐pyridyl)polyenes: Effect of Aggregation‐Induced Emission

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