938-63-6Relevant articles and documents
2, 3, 5, 6-tetrafluoro-7, 7', 8, 8'-tetracyanoquinodimethane and preparation method thereof
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Paragraph 0061, (2017/05/12)
The invention discloses 2, 3, 5, 6-tetrafluoro-7, 7', 8, 8'-tetracyanoquinodimethane and a preparation method thereof. The preparation method comprises diazotization: carrying out diazotization of a compound A and a compound B to obtain a compound C, reduction: reducing the compound C into a compound D, oxidation: oxidizing the compound D into a compound E, and condensation: condensing the compound E and malononitrile to obtain a compound F, wherein the compound F is 2, 3, 5, 6-tetrafluoro-7, 7', 8, 8'-tetracyanoquinodimethane and the compounds A, B, C, D, E and F are shown in the description. The preparation method has good environmental friendliness and a high yield of 80% or more, is simple and easy and is suitable for industrial production.
Self-assembly from the gas-phase: Design and implementation of small-molecule chromophore precursors with large nonlinear optical responses
Frattarelli, David,Schiavo, Michele,Facchetti, Antonio,Ratner, Mark A.,Marks, Tobin J.
scheme or table, p. 12595 - 12612 (2010/01/29)
Efficiently organizing molecular nonlinear optical (NLO) chromophores having large first-order hyperpolarizabilities (β) into acentric microstructures for electro-optic (EO) applications represents a significant materials synthesis and processing challenge, in part due to interchromophore dipolar interactions that promote centrosymmetric organization. Here we report the computational modeling, synthesis, and characterization of a series of eight heteroaromatic organic chromophores, designed to self-organize from the vapor phase via directed hydrogen-bond networks, into acentric thin films. Introduction of α,ω-donor-acceptor hydrogen-bonding substituents along the molecular long axes tunes properties such as hyperpolarizability, volatility, thermal stability, film-forming properties, and macroscopic NLO response (χ(2)). DFT-level molecular modeling, INDO/S optical property analysis, and sum-overstates computation indicate that molecular-core fluorination and hydrogen-bond donor incorporation can increase βvec up to 40x versus that of typical fluorine-free chromophores. Furthermore, inclusion of sterically induced biphenyl conjugative decoupling between chromophore π-donor substituents and the hydrogen-bonding donor sites increases β by ～50%. Experimental thin-film second harmonic generation (SHG) spectroscopy confirms these trends in calculated responses, with χ(2) increasing 7.5x upon chromophore core fluorination and 15x with hydrogen-bonding donor substitution, thereby achieving macroscopic responses as high as 302 pm/V at ωo = 1064 nm. In addition to response trends, cluster calculations also reveal linear additivity in βvec with catenation for all benzoic acid-containing chromophores up to longitudinally aligned trimers. Linear scaling of SHG response with film thickness is observed for benzoic acid-containing chromophores up to 1.0 μm film thickness.
4-oxo-2,3,5,6-tetrafluorocyclohexa-2,5-dienylidene - A highly electrophilic triplet carbene
Sander, Wolfram,Huebert, Rolf,Kraka, Elfi,Graefenstein, Juergen,Cremer, Dieter
, p. 4567 - 4579 (2007/10/03)
The 4-oxocyclohexa-2,5-dienylidenes are an interesting class of highly electrophilic carbenes. We investigated the reactivity of the 2,3,5,6-tetrafluorinated and -tetrachlorinated derivatives 1b and 1c with small molecules under conditions of matrix isola
N-(POLYFLUOROARYL)-HIDROXYLAMINES. SYNTHESIS AND PROPERTIES
Miller, A.O.,Furin, G. G.
, p. 247 - 272 (2007/10/02)
Fluorine-containing N-arylhydroxylamines have been obtained by the reaction of hydroxylamine or its N- and O-derivatives on polyfluorinated benzenes and pentafluoropyridine.The influence of fluorine atoms on the reactivity of hydroxylamino group has been investigated.The reaction of N-polyflouroarylhydroxylamines with aldehydes has been shown not to occur, whereas their reaction with nitrosobenzenes leads to azoxybenzenes and with Lewis acids leads to corresponding nitrosobenzenes, azoxybenzenes and anilines.The action of acids on 2,3,5,6-tetrafluorophenylhydroxylamine leads to the acid-catalyzed rearrangement of the latter into 4-amino-2,3,5,6-tetrafluorophenol.C,N-Diarylnitrones have been obtained by the oxidation with MnO2 of fluorine-containing arylhydroxylamines possessing the CH-fragment in an α-position.
