156028-30-7Relevant articles and documents
Novel soluble and thermally-stable fullerene dyad containing perylene
Hua, Jianli,Meng, Fanshun,Ding, Fang,Li, Fuyou,Tian, He
, p. 1849 - 1853 (2004)
A novel fullerene dyad C60-P1 in which a perylene moiety is attached to C60 through a pyrrolidine ring has been prepared by 1,3-dipolar cycloaddition of the azomethine ylides generated in situ from the corresponding aldehyde and sarcosine. Electrochemical and photophyscial studies of the dyad in solution have revealed that there is no significant ground-state electronic interaction between the covalently bonded perylene moiety and the fullerene. The photophysical investigations have also shown that there exists an effective photoinduced energy transfer from the perylene moiety to C 60. A photovoltaic device made with the dyad has confirmed that photoinduced electron transfer does take place within the dyad; however, the efficiency of the electron transfer is negligible relative to the energy transfer.
Kinetically Trapped Supramolecular Assembly of Perylene Dianhydride Derivative in Methanol: Optical Spectra, Morphology, and Mechanisms
Lü, Baozhong,You, Shusen,Li, Pengyu,Li, Chen,Müllen, Klaus,Yin, Meizhen
supporting information, p. 397 - 401 (2017/01/17)
Supramolecular self-assembly has attracted increasing attention as a breakthrough methodology in the fields of nanoscience and nanotechnology. Herein, a perylene dianhydride derivative (TP-PDA) self-assembles into well-defined nanospheres through a nuclea
LIGHT HARVESTING ARRAY
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Paragraph 0415; 0416, (2015/03/13)
The invention relates to a light harvesting array or dye comprising an acceptor linked to a donor, wherein at least one of the acceptor or the donor is an oligomeric unit comprising a first optionally substituted rylene linked via a linker group to a second optionally substituted rylene, the first optionally substituted rylene is linked to the acceptor or the donor and the second optionally substituted rylene is capable of energy transfer to at least one of the first optionally substituted rylene, the acceptor or the donor. The invention also relates to compounds which may be used as light harvesting arrays, methods for their manufacture, and devices and materials comprising the light harvesting array or dye, for example, chromophoric materials, light guides, photobioreactors, photoluminescent algae systems, photodetectors, photovoltaic devices and luminescent/fluorescent solar concentrators.
Multichromophoric dye-sensitized solar cells based on supramolecular zinc-porphyrin...perylene-imide dyads
Panda, Dillip K.,Goodson, Flynt S.,Ray, Shuvasree,Lowell, Rachel,Saha, Sourav
supporting information; experimental part, p. 8775 - 8777 (2012/10/08)
Multichromophoric dye-sensitized solar cells (DSCs) based on self-assembled zinc-porphyrin...peryleneimide dyads on TiO2 films display more efficient light-to-electrical energy conversion than DSCs based on individual dyes. Higher efficiency of
Synthesis, electrochemical and optical absorption properties of new perylene-3,4:9,10-bis(dicarboximide) and perylene-3,4:9,10-bis(benzimidazole) derivatives
Perrin, Lara,Hudhomme, Pietrick
, p. 5427 - 5440 (2011/11/29)
A series of perylene-3,4:9,10-bis(dicarboximide) (PBI) and perylene-3,4:9,10-bis(benzimidazole) (PTCBI) derivatives that are di-or tetra-substituted at the bay region by electron-donating or electron-withdrawing groups have been synthesized as soluble n-type semiconductors. Optical absorption spectroscopy and electrochemical analysis show that the nature of substitution at the bay region plays a crucial role in the modulation of the electronic properties of these PBI and PTCBI derivatives. Examination of these optical and electrochemical data in the light of energy levels identified by theoretical studies allowed a relationship between the structure and the electronic properties to be established. A relationship between the structure and electronic properties of n-type semiconductors from perylene-3,4:9,10- bis(dicarboximide) (PBI) and perylene-3,4:9,10-bis(benzimidazole) (PTCBI) series substituted at the bay region by electron-donating or electron-withdrawing groups has been established by using the complementary techniques of absorption spectroscopy, electrochemical analysis and theoretical calculations. Copyright
Synthesis and optical properties of n-type polymers containing perylene moieties
Kim, Ki-Soo,Jeong, Seonju,Kim, Cham,Kim, Hoyoung,Yang, Yu Suk,Kim, Jae Hong,Kwon, Younghwan,Tai, Weon-Pil,Han, Yoon Soo
, p. 29 - 38 (2011/08/02)
Three n-type polymers, Ppe01, Ppe02, and Ppe03, containing both perylene moieties and fluorine atoms were synthesized. The synthesiszed polymeric perylene derivatives with good compatibility for solution processes were chosen as new acceptor candidates fo
Synthesis of perylene-bridged bis(dibenzo-24-crown-8) and its assembly behavior with a fullerene-based secondary dibenzylammonium salt
Yao, Haiqing,Zhang, Hengyi,Han, Min,Ding, Zhijun,Zhang, Zhijun,Liu, Yu
scheme or table, p. 1982 - 1986 (2011/02/21)
This paper reports the synthesis of a perylene-bridged bis(crown ether) through the condensation reaction between primary amine-armed dibenzo-24-crown-8 and 3,4,9,10-perylenetetracarboxylic dianhydride. Pseudorotaxane with a perylene moiety at the wheel and a fullerene unit in the middle of the axle was prepared, which was evidenced by 1H NMR and fluorescence experiments. Subsequent investigations show that the formation and disassociation of the pseudorotaxane can be controlled by the alternating addition of KPF6 and 18-crown-6, following the change of the florescence intensity of perylene.
Highly soluble perylene tetracarboxylic diimides (PDI)-tetrathiafulvalene (TTF) dyad and TTF-PDI-TTF triad
Wang, Chengyun,Tang, Wei,Zhong, Hanbin,Zhang, Xuechao,Shen, Yongjia
experimental part, p. 881 - 885 (2009/12/26)
(Chemical Equation Presented) Two highly soluble donor-σ-acceptor and donor-σ-accepter-σ-donor type fluorescence switches consisting tetrathiafulvalene (TTF) and 3,4,9,10-perylene tetracarboxylic diimides (PDI) were synthesized. The structure of the dyad
Tuning energy transfer in switchable donor-acceptor systems
Hurenkamp, Johannes H.,De Jong, Jaap J. D.,Browne, Wesley R.,Van Esch, Jan H.,Feringa, Ben L.
experimental part, p. 1268 - 1277 (2008/10/09)
The synthesis and characterisation of a coumarin-dithienylcyclopentene- coumarin symmetric triad (CSC) and a perylene bisimide-dithienylcyclopentene- coumarin asymmetric triad (PSC) are reported. In both triads the switching function of the photochromic dithienylcyclopentene unit is retained. For CSC an overall 50% quenching of the coumarin fluorescence is observed upon ring-closure of the dithienylcyclopentene component, which, taken together with the low PSS (a 60% decrease in sensitized perylene bisimide emission intensity is observed due to competitive quenching of the coumarin excited state and partial quenching of the perylene excited state by the closed dithienylcyclopentene unit. This modulation of energy transfer is reversible over several cycles for both the symmetric and asymmetric tri-component systems. The Royal Society of Chemistry.
Fullerene C60-perylene-3,4:9,10-bis(dicarboximide) light-harvesting dyads: spacer-length and bay-substituent effects on intramolecular singlet and triplet energy transfer
Baffreau, Jerome,Leroy-Lhez, Stephanie,Anh, Nguyen Van,Williams, Rene M.,Hudhomme, Pietrick
scheme or table, p. 4974 - 4992 (2009/04/21)
Novel covalent fullerene C60-perylene-3,4:9,10- bis(dicarboximide) (C60)-PDI) dyads (1-4) were synthesized and characterized. Their electrochemical and photophysical properties were investigated. Electrochemical studies show that the reduction potential of PDI can be tuned relative to C60 by molecular engineering through altering the substituents on the PDI bay region. It was demonstrated using steady-state and time-resolved spectroscopy that a quantitative, photoinduced energy transfer takes place from the PDI moiety, acting as a light-harvesting antenna, to the C60 unit, playing the role of energy acceptor. The baysubstitution (tetrachloro [1 and 2] or tetra-tert-butylphenoxy [3 and 4]) of the PDI antenna and the linkage length (C2 [1 and 3] or C5 [2 and 4]) to the C60 acceptor are important parameters in the kinetics of energy transfer. Femtosecond transient absorption spectroscopy indicates singlet-singlet energy-transfer times (from the PDI to the C 60 unit) of 0.4 and 5 ps (1), 4.5 and 27 ps (2), 0.8 and 12 ps (3), and 7 and 50 ps (4), these values being ascribed to two different conformers for each C60-PDI system. Subsequent triplet-triplet energy-transfer times (from the C60 unit to the PDI) are slower and in the order of 0.8 ns (1), 6.2 ns (2), 2.7 ns (3), and 9 ns (4). Nanosecond transient absorption spectroscopy of final PDI triplet states show a marked influence of the bay substitution (tetrachloro- or tetra-tert-butylphenoxy), and tripletstate lifetimes (10-20 us) and the PDI triplet quantum yields (0.75-0.52) were estimated. The spectroscopy showed no substantial solvent effect upon comparing toluene (non-polar) to benzonitrile (polar), indicating that no electron transfer is occurring in these systems.
