16116-78-2Relevant articles and documents
A helical polyelectrolyte induced by specific interactions with biomolecules in water [10]
Onouchi,Maeda,Yashima
, p. 7441 - 7442 (2001)
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Synthesis, in-situ membrane preparation, and good gas permselectivity of insoluble poly(substituted acetylene)s loosely cross-linked with short and soft siloxane and silanol linkages
Wang, Jianjun,Aoki, Toshiki,Kaneko, Takashi,Teraguchi, Masahiro
, (2020)
Insoluble but membrane-formable poly(substituted acetylene)s loosely cross-linked by short and soft Si–O–Si and SiOH---(OH)Si linkages have been synthesized from the corresponding monomers having one or two SiOH groups. These monomers have been polymerized in homogeneous systems to produce homogeneous polymer solutions in toluene. The resulting solutions were cast on polytetrafuluoroethylene sheets followed by evaporation of the solvent to give tough and flexible membranes which were completely insoluble. The membranes showed good oxygen and carbon oxide permselectivity and their plots in PO2 vs PO2/PN2 graph exceeded the 1991 Robeson's upper bound and very close to the 2008 Robeson's upper bound. The excellent selectivity are caused by enhancement of diffusion selectivity by the soft network structure which can create small pores (i.e., ultramicro pores) based on the short linkages. No drop in permeability may be due to the soft Si–O–Si and SiOH---(OH)Si linkages. In addition no change in PO2 and PO2/PN2 by aging was observed.
Donor–acceptor–acceptor-based non-fullerene acceptors comprising terminal chromen-2-one functionality for efficient bulk-heterojunction devices
Srinivasa Rao, Pedada,Gupta, Akhil,Bhosale, Sidhanath V.,Bilic, Ante,Xiang, Wanchun,Evans, Richard A.,Bhosale, Sheshanath V.
, p. 502 - 511 (2017)
Two simple semiconducting donor–acceptor–acceptor (D–A1–A) modular, small molecule, non-fullerene electron acceptors, 2-(4-(diphenylamino)phenyl)-3-(4-((2-oxo-2H-chromen-3-yl)ethynyl)phenyl)buta-1,3-diene-1,1,4,4-tetracarbonitrile (P2) and 2-(4-(3,3-dicyano-1-(4-(diphenylamino)phenyl)-2-(4-((2-oxo-2H-chromen-3-yl)ethynyl)phenyl)allylidene)cyclohexa-2,5-dien-1-ylidene)malononitrile (P3), were designed, synthesized and characterized for application in solution-processable bulk-heterojunction solar cells. The optoelectronic and photovoltaic properties of P2 and P3 were directly compared with those of a structural analogue, 3-((4-((4-(diphenylamino)phenyl)ethynyl)phenyl)ethynyl)-2H-chromen-2-one (P1), which was designed based on a D–A format. All of these new materials comprised an electron rich triphenylamine (TPA) donor core (D) and electron deficient chromen-2-one terminal core (A). In the simple D–A system, TPA and chromenone were the terminal functionalities, whereas in the D–A1–A system, tetracyanoethylene (TCNE) and tetracyanoquinodimethane (TCNQ) derived functionalities were incorporated as A1 units by keeping the D/A units constant. The inclusion of A1 was primarily done to induce cross-conjugation within the molecular backbone and hence to generate low band gap targets. The physical and optoelectronic properties were characterized by ultraviolet–visible (UV–Vis), thermogravimetric analysis, photo-electron spectroscopy in air and cyclic voltammetry. These new materials exhibited broadened absorption spectra, for instance panchromatic absorbance in case of P3, excellent solubility and thermal stability, and energy levels matching those of the conventional and routinely used donor polymer poly(3-hexyl thiophene) (P3HT). Solution-processable bulk-heterojunction devices were fabricated with P1, P2 and P3 as non-fullerene electron acceptors. Studies on the photovoltaic properties revealed that the best P3HT: P3-based device showed an impressive enhanced power conversion efficiency of 4.21%, an increase of around two-fold with respect to the efficiency of the best P3HT: P1-based device (2.28%). Our results clearly demonstrate that the D–A1–A type small molecules are promising non-fullerene electron acceptors in the research field of organic solar cells.
Impact of deboronation on the electronic characteristics ofcloso-o-carborane: intriguing photophysical changes in triazole-appended carboranyl luminophores
Kim, Mingi,Im, Sehee,Ryu, Chan Hee,Lee, Seok Ho,Hong, Ju Hyun,Lee, Kang Mun
, p. 3207 - 3215 (2021)
5-Phenyl-1,2,4-triazole-appendedcloso- (CB1andCB2) andnido-o-carboranyl (nido-CB1andnido-CB2) compounds were prepared and fully characterized using multinuclear NMR spectroscopy and elemental analysis. The solid-state molecular structures of bothcloso-compounds were analyzed by X-ray crystallography. Although thecloso-compounds exhibited dual emissive patterns in the rigid state (in THF at 77 K), which were assignable to a π-π* local excitation (LE)-based emission (λem=ca. 380 nm) on the triazole moieties and to an intramolecular charge transfer (ICT)-based emission (ca. 460 nm) in which theo-carborane units acted as the acceptor (A), at 298 K in THF, the LE-based emission dominated. In contrast, thenido-compounds exhibited an intensive emission originating from ICT transitions in which theo-carborane units reversibly acted as the donor (D). In particular, the positive solvatochromic effects of bothnido-compounds and the results of theoretical calculations for theo-carboranyl compounds supported the electronic role of theo-carboranyl unit in each compound. Investigation of the radiative decay mechanism of thecloso- andnido-compounds using their quantum efficiency (Φem) and decay lifetime (τobs) suggested that the ICT-based radiative decay ofnido-compounds occurred more efficiently than the LE-based decay ofcloso-compounds. These results implied that emission from thecloso-compounds was drastically enhanced by the deboronation reaction upon exposure to an increasing concentration of fluoride anions, and finally became similar to the emission color (sky-blue) of thenido-compounds.
Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles
Sattler, Lars E.,Hilt, Gerhard
supporting information, p. 605 - 608 (2020/12/07)
The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.
Decarboxylation-triggered homo-Nazarov cyclization of cyclic enol carbonates catalyzed by rhenium complex
Kimaru, Natsuki,Komatsuki, Keiichi,Saito, Kodai,Yamada, Tohru
supporting information, p. 6133 - 6136 (2021/06/30)
Decarboxylative homo-Nazarov cyclization catalyzed by a Lewis acid was achieved using a cyclic enol carbonate bearing a cyclopropane moiety as a substrate. Various substrates were converted into the corresponding multi-substituted cyclohexenones in good yieldsviadecarboxylation, followed by 6-membered ring formation involving cyclopropane-ring-opening.
