6566-57-0Relevant academic research and scientific papers
Luminescent amphiphilic dendrimers with oligo(p-phenylene vinylene) core branches and oligo(ethylene oxide) terminal chains: Syntheses and stimuli-responsive properties
Chang, Dong Wook,Dai, Liming
, p. 364 - 371 (2007)
A class of new dendrimers consisting of hydrophobic oligo(p-phenylene vinylene) core branches and hydrophilic oligo(ethylene oxide) terminal chains was synthesized. These amphiphilic dendritic molecules are highly luminescent and exhibit critical micellization behaviors. They also show a lower critical solution temperature (LCST) in an aqueous medium. Both the critical micelle concentration (CMC) and LCST increased with increasing branch number and the ratio of the hydrophilic oligo(ethylene oxide) to hydrophobic oligo(p-phenylene vinylene) moieties. Besides, a temperature-dependent phase transition from a clear to cloudy aqueous solution was observed. The temperature-induced phase transition was also reflected by fluorescence quenching, 1H NMR resonance peak broadening, and UV-vis absorption shift arising from the hydrophobic conjugated core. These changes in the phase structure and photophysical properties were demonstrated to be highly reversible, indicating some interesting stimuli-responsive behaviors. The Royal Society of Chemistry.
A star-shaped sensitizer based on thienylenevinylene for dye-sensitized solar cells
Urbani, Maxence,Barea, Eva M.,Trevisan, Roberto,Aljarilla, Ana,De La Cruz, Pilar,Bisquert, Juan,Langa, Fernando
, p. 431 - 435 (2013)
A novel star-shaped dye based on highly conjugated oligothienylenevinylene (nTV) bearing pendant solubilizing hexyl chains and end-capped with three tetramethylammonium cyanoacetates as anchoring groups has been synthetized. Its photovoltaic performance,
Sunlight-induced covalent marriage of two triply interlocked Pd6 cages and their facile thermal separation
Samanta, Dipak,Mukherjee, Partha Sarathi
, p. 17006 - 17009 (2014)
A template-free triply interlocked Pd6 cage (2) was synthesized by two-component self-assembly of cis-blocked 90° acceptor cis-(tmen)Pd(NO3)2 (M) and 1,3,5-tris((E)-2-(pyridin-3-yl)vinyl)benzene (L). Assembly 2 was charact
Shedding Light on the Origin of Solid-State Luminescence Enhancement in Butterfly Molecules
Sánchez-Ruiz, Antonio,Rodríguez-López, Julián,Garzón-Ruiz, Andrés,Jiménez-Pulido, Sonia B.,Illán-Cabeza, Nuria A.,Navarro, Amparo,García-Martínez, Joaquín C.
supporting information, p. 13990 - 14001 (2020/10/02)
Different molecular strategies have been carefully evaluated to produce solid-state luminescence enhancement (SLE) in compounds that show dark states in solution. A set of α-phenylstyrylarene derivatives with a butterfly shape have been designed and synthesised, for the first time, with the aim of improving the solid-state fluorescence emission of their parent styrylarene compounds. Although these butterfly molecules are not fluorescent in solution, one of them (1,2,4,5-tetra(α-phenylstyryl)benzene) exhibits a fluorescence quantum yield as high as 68 % in a drop-cast sample and 31 % in its crystalline form. In contrast, 1,3,5-tris(α-phenylstyryl)benzene and 4,6-bis(α-phenylstyryl)pyrimidine do not show SLE. A range of fluorescence spectroscopy experiments and DFT calculations were carried out to unravel the origin of different photophysical behaviour of these compounds in the solid state. The results indicate that a rational strategy to control the SLE effect in luminogens depends on a delicate balance between molecular properties and inter-/intramolecular interactions in the solid state.
Octupolar organometallic Pt(II) NCN-pincer complexes; Synthesis, electronic, photophysical, and NLO properties
Batema, Guido D.,van Walree, Cornelis A.,van Klink, Gerard P.M.,de Mello Donegá, Celso,Meijerink, Andries,Perez-Moreno, Javier,Clays, Koen,van Koten, Gerard
, p. 246 - 252 (2018/02/06)
A series of organometallic octupolar 1,3,5-substituted-2,4,6-styryl-benzene complexes was synthesized by post-modification of parent [PtCl(NCN-CHO-4)], i.e. 1,3,5-tri-R-2,4,6-tris[(4-(PtCl)(3,5-bis[(dimethylamino)methyl]styryl)]benzene (NCN = [C6H2(CH2NMe2)2-2,6]– in which R = OMe, H, Br (1–3). Their synthesis involved a triple Horner-Wadsworth-Emmons reaction of [PtCl(NCN-CHO-4)] with the appropriate tris[(diethoxyphosphoryl)]methyl]benzene derivative. The 195Pt{1H} NMR chemical shift reflects the electronic properties of the π-system to which it is connected. The UV/Vis bands of the octupolar platinum complexes are only slightly red-shifted (by 5–12 nm) with respect to those of corresponding stilbenoid Pt-Cl pincer compounds (i.e., the separate branches), suggesting that there is only a limited electronic interaction between these branches. The fluorescence Stokes shift, quantum yields and lifetimes of 1–3 also are of the same order of magnitude as those of stilbenoid Pt-Cl pincer compounds, indicating that a dipolar excited state is formed, which is localized on one of the three branches. The hyper-Rayleigh scattering technique revealed hyperpolarizabilites βHRS of 430, 870 and 183 × 10?30 esu for 1, 2 and 3, respectively, which are among the highest for transition metal complexes. The highest value was found for the compound lacking a donor or acceptor group at the central core, lending support to the idea that dispersion overwhelms charge transfer in determining the magnitude of the first hyperpolarizability in octupolar compounds.
Design of Assembled Systems Based on Conjugated Polyphenylene Derivatives and Carbon Nanohorns
Iglesias, Daniel,Guerra, Javier,Gómez, M. Victoria,Rodríguez, Antonio M.,Prieto, Pilar,Vázquez, Ester,Herrero, M. Antonia
, p. 11643 - 11651 (2016/08/05)
Promising materials have been designed and fully characterised by an effective interaction between versatile platforms such as carbon nanohorns (CNHs) and conjugated molecules based on thiophene derivatives. Easy and non-aggressive methods have been described for the synthesis and purification of the final systems. Oligothiophenephenylvinylene (OTP) systems with different geometries and electron density are coupled to the CNHs. A wide range of characterization techniques have been used to confirm the effective interaction between the donor (OTP) and the acceptor (CNH) systems. These hybrid materials show potential for integration into solar cell devices. Importantly, surface-enhanced Raman spectroscopy (SERS) effects are observed without the presence of any metal surface in the system. Theoretical calculations have been performed to study the optimised geometries of the noncovalent interaction between the surface and the organic molecule. The calculations allow information on the monoelectronic energies of HOMO–LUMO orbitals and band gap of different donor systems to be extracted.
Synthesis, photophysical and electrochemical properties of stilbenoid dendrimers with phenothiazine surface group
Satheeshkumar, Chinnadurai,Ravivarma, Mahalingam,Rajakumar, Perumal,Ashokkumar, Rajamani,Jeong, Dong-Cheol,Song, Changsik
, p. 321 - 326 (2015/03/04)
Synthesis of some novel stilbenoid dendrimers with the phenothiazine surface group has been achieved using Horner-Wadsworth-Emmons (HWE) and click reactions through convergent methodology. Alkyl chains have been incorporated at the periphery of phenothiaz
Multi-functional metal-organic frameworks assembled from a tripodal organic linker
Vilela, Sergio M. F.,Ananias, Duarte,Gomes, Ana C.,Valente, Anabela A.,Carlos, Luis D.,Cavaleiro, Jose A. S.,Rocha, Joao,Tome, Joao P. C.,Almeida Paz, Filipe A.
experimental part, p. 18354 - 18371 (2012/10/18)
The reaction between (benzene-1,3,5-triyltris(methylene))triphosphonic acid (H6bmt) and lanthanide chlorides, under typical hydrothermal conditions (180 °C for 3 days) or using microwave heating (5 minutes above 150 °C), led to the isolation of
Multi-electron donor organic molecules containing hydroquinone methyl-ether as redox active units
Khandelwal, Manish,Hwang, In-Chul,Nair, Prakash Chandran R.,Lee, Jung-Woo
experimental part, p. 1190 - 1198 (2012/07/14)
Three hydroquinone dimethyl ether derivatives have been synthesized and characterized by X-ray diffraction. The electron donating properties were evaluated by using UV-vis spectroscopy, cyclic voltammetry and by ESR spectroscopy. The microcrystalline cation-radical salts of the three donor molecules were also isolated by using antimony pentachloride, a single electron Lewis acid oxidant.
Hole-transporting periodic mesostructured organosilica
Mizoshita, Norihiro,Ikai, Masamichi,Tani, Takao,Inagaki, Shinji
supporting information; experimental part, p. 14225 - 14227 (2010/02/16)
(Figure Presented) Hole-transporting framework is formed by surfactant-templated sol-gel polycondensation of an electroactive phenylenevinylene-based organosilane precursor. Molecular geometry of the three-armed precursor contributes to both formation of
