295806-73-4Relevant academic research and scientific papers
Fluorescent material with piezochromism and slovatochromism and preparation method thereof
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, (2021/05/12)
The invention relates to a fluorescent material with piezochromism and slovatochromism and a preparation method thereof, and belongs to the technical field of fluorescent materials. The fluorescent material with the piezochromism and the slovatochromism comprises a cyano-substituted p-phenylenevinylene compound, and the structural formula of the cyano-substituted p-phenylenevinylene compound is shown in the specification. The invention further discloses a preparation method of the fluorescent material with the piezochromism and the slovatochromism. The fluorescent material has slovatochromism and piezo-chromism performance at the same time, and compared with an existing fluorescent material, the application range is wider, and popularization is facilitated.
Humidity Sensing through Reversible Isomerization of a Covalent Organic Framework
Jhulki, Samik,Evans, Austin M.,Hao, Xue-Li,Cooper, Matthew W.,Feriante, Cameron H.,Leisen, Johannes,Li, Hong,Lam, David,Hersam, Mark C.,Barlow, Stephen,Brédas, Jean-Luc,Dichtel, William R.,Marder, Seth R.
, p. 783 - 791 (2020/02/20)
Here we report that a covalent organic framework (COF), which contains 2,5-di(imine)-substituted 1,4-dihydroxybenzene (diiminol) moieties, undergoes color changes in the presence of solvents or solvent vapor that are rapid, passive, reversible, and easily detectable by the naked eye. A new visible absorption band appears in the presence of polar solvents, especially water, suggesting reversible conversion to another species. This reversibility is attributed to the ability of the diiminol to rapidly tautomerize to an iminol/cis-ketoenamine and its inability to doubly tautomerize to a diketoenamine. Density functional theory (DFT) calculations suggest similar energies for the two tautomers in the presence of water, but the diiminol is much more stable in its absence. Time-dependent DFT calculations confirm that the iminol/cis-ketoenamine absorbs at longer wavelength than the diiminol and indicate that this absorption has significant charge-transfer character. A colorimetric humidity sensing device constructed from an oriented thin film of the COF responded quickly to water vapor and was stable for months. These results suggest that tautomerization-induced electronic structure changes can be exploited in COF platforms to give rapid, reversible sensing in systems that exhibit long-term stability.
Role of synergistic π-π Stacking and X-H...Cl (X = C, N, O) H-bonding interactions in gelation and gel phase crystallization
Bhattacharjee, Subham,Bhattacharya, Santanu
, p. 7019 - 7022 (2015/04/22)
The self-assembly of p-pyridyl-ended oligo-p-phenylenevinylenes (OPVs) in ethanol leads to the formation of either hollow or solid microrods. The corresponding protonated OPVs with n-butyl chains induce transparent gelation and also gel phase crystallization owing to various synergistic noncovalent interactions. The chloride ion-selective gelation, AIEE and stimuli responsiveness of the gel are also observed. This journal is
Direct evidence for secondary interactions in planar and nonplanar aromatic π-conjugates and their photophysical characteristics in solid-state assemblies
Goel, Mahima,Narasimha, Karnati,Jayakannan, Manickam
, p. 5102 - 5112 (2015/04/27)
Direct evidence for non-covalent secondary interactions in planar and nonplanar aromatic π-conjugates and their solid-state assemblies is established. A series of horizontally, vertically, and radially expanded oligo(phenylenevinylene)s (H-OPVs, V-OPVs, and R-OPVs, respectively) were designed with a fixed π-core and variable alkyl chain lengths on the periphery. Single-crystal structures of the OPVs were resolved to trace the secondary interactions that direct the solid-state self-organization and molecular packing of the chromophores. The H-OPVs were found to be planar, and they did not show any secondary interactions in the crystal lattices. The V-OPVs and R-OPVs were found to be nonplanar and to exhibit multiple CH/π hydrogen-bonding interactions among aryl hydrogen donors and acceptors. The enthalpies of the melting and crystallization transitions revealed that the planar H-OPVs are highly crystalline compared with the nonplanar R-OPVs and V-OPVs. Polarized light microscopy studies revealed the formation of one-dimensional nematic mesophases in H-OPVs. The absolute solid-state photoluminescence quantum yields (PLQYs) of the OPVs were determined using an integrating sphere setup. The highly packed H-OPVs showed low PLQYs compared with those of the weakly packed V-OPVs and R-OPVs. Time-resolved fluorescence decay measurements revealed that the excited-state decay dynamics of highly packed H-OPVs was much faster with respect to their low PLQYs. The decay profiles were found to be relatively slow (with higher life time (τ)) in the V-OPVs and R-OPVs. A field-effect transistor (FET) device was constructed for an OPV sample that showed a hole carrier mobility in the range of 10-5 cm2 V-1 s-1. The present investigation thus provides a new opportunity to trace the role of secondary interactions on π-conjugated mesophase self-assemblies and their solid-state emission and FET devices, more specifically based on OPV chromophores.
Novel isoindigo-based conjugated polyelectrolytes: Synthesis and fluorescence quenching behavior with water-soluble poly(p-phenylenevinylene)s
Kou, Chun,He, Xiaolong,Jiang, Xueyu,Ni, Yifeng,Liu, Ling,Huangfu, Changxin,Liu, Kuan
, p. 2223 - 2237 (2015/10/05)
Two novel ID-based water-soluble conjugated polymers (+)-PIDPV and (-)-PIDPV were synthesized by Heck coupling reaction. These two polyelectrolytes are both consisted of isoindigo units and phenylenevinylene units. In the UV-vis absorption spectra, both (+)-PIDPV and (-)-PIDPV exhibit broad absorption bands that almost cover the whole visible region. Photophysical investigations reveal that the fluorescence of water-soluble PPV can be efficiently quenched by oppositely charged PIDPV at a very low concentration. Cationic PPV shows an efficient quenching effect with ΚSV = 1.01 × 106 M-1 in the presence of (-)-PIDPV while the anionic PPV gives a lager quenching constant with ΚSV = 1.71 × 106 M-1 in the presence of (+)-PIDPV. Furthermore, the blend films of water-soluble PPVs and oppositely charged PIDPV also exhibit excellent quenching effect. These properties suggest that (+)-PIDPV and (-)-PIDPV are promising materials in the application of ionic photoactive layer in the organic solar cells.
Remarkable regioisomer control in the hydrogel formation from a two-component mixture of pyridine-end oligo(p-phenylenevinylene)s and N-decanoyl-l-alanine
Bhattacharjee, Subham,Datta, Sougata,Bhattacharya, Santanu
, p. 16672 - 16681 (2014/01/06)
N-Decanoyl-L-alanine (DA) was mixed with either colorless 4,4′-bipyridine (BP) or various derivatives such as chromogenic oligo(p-phenylenevinylene) (OPV) functionalized with isomeric pyridine termini in specific molar ratios. This mixtures form salt-type gels in a water/ethanol (2:1, v/v) mixture. The gelation properties of these two-component mixtures could be modulated by variation of the position of the "N" atom of the end pyridyl groups in OPVs. The presence of acid-base interactions in the self-assembly of these two-component systems leading to gelation was probed in detail by using stoichiometry-dependent UV/Vis and FTIR spectroscopy. Furthermore, temperature-dependent UV/Vis and fluorescence spectroscopy clearly demonstrated a J-type aggregation mode of these gelator molecules during the sol-to-gel transition process. Morphological features and the arrangement of the molecules in the gels were examined by using scanning electron microscopy (SEM), atomic force microscopy (AFM), and X-ray diffraction (XRD) techniques. Calculation of the length of each molecular system by energy minimization in its extended conformation and comparison with the XRD patterns revealed that this class of gelator molecules adopts lamellar organizations. Rheological properties of these two-component systems provided clear evidence that the flow behavior could be modulated by varying the acid/amine ratio. Polarized optical microscopy (POM), differential scanning calorimetry (DSC), and XRD results revealed that the solid-phase behavior of such two-component mixtures (acid/base=2:1) varied significantly upon changing the proton-acceptor part from BP to OPV. Interestingly, the XRD pattern of these acid/base mixtures after annealing at their associated isotropic temperature was significantly different from that of their xerogels.
Fluorescent bispyrroles. New building blocks for novel π-conjugated polymers
Eldo,Arunkumar,Ajayaghosh
, p. 6241 - 6244 (2007/10/03)
Several bispyrroles which are bridged through conjugated aromatic moieties were synthesized by the Wittig-Horner-Emmons reaction. Photophysical and electrochemical data of these highly fluorescent monomers reveal that they are useful building blocks for the design of a wide variety of novel π-conjugated polymers, which may find application as potential optoelectronic materials. (C) 2000 Elsevier Science Ltd.
