About: Fluorocarbon is a research topic. Over the lifetime, 1046 publications have been published within this topic receiving 20184 citations. The topic is also known as: fluorocarbons & perfluorocarbon.
TL;DR: A general discussion of organic fluorine chemistry can be found in this paper, where the influence of fluorine of fluorocarbon groups on some reaction centres and nucleophilic displacement of halogen from fluoroccarbon systems are discussed.
Abstract: General discussion of organic fluorine chemistry Preparation of highly fluorinated compounds Partial or selective fluorination The influence of fluorine of fluorocarbon groups on some reaction centres Nucleophilic displacement of halogen from fluorocarbon systems Elimination reactions Polyfluoroalkanes, polyfluoroalkenes, and derivatives Functional compounds containing oxygen, sulphur, or nitrogen and their derivatives Polyfluoroaromatic compounds Organometallic reagents References Index
TL;DR: In solution, the extra work of cavity formation to accommodate a fluorocarbon, compared to a hydrocarbon, is not offset by enhanced energetic interactions with water, and interaction of water with a hydrophobic solute/surface is primarily a function of van der Waals interactions and is substantially independent of electrostatic interactions.
Abstract: We have undertaken atomistic molecular simulations to systematically determine the structural contributions to the hydrophobicity of fluorinated solutes and surfaces compared to the corresponding hydrocarbon, yielding a unified explanation for these phenomena. We have transformed a short chain alkane, n-octane, to n-perfluorooctane in stages. The free-energy changes and the entropic components calculated for each transformation stage yield considerable insight into the relevant physics. To evaluate the effect of a surface, we have also conducted contact-angle simulations of water on self-assembled monolayers of hydrocarbon and fluorocarbon thiols. Our results, which are consistent with experimental observations, indicate that the hydrophobicity of the fluorocarbon, whether the interaction with water is as solute or as surface, is due to its “fatness.” In solution, the extra work of cavity formation to accommodate a fluorocarbon, compared to a hydrocarbon, is not offset by enhanced energetic interactions with water. The enhanced hydrophobicity of fluorinated surfaces arises because fluorocarbons pack less densely on surfaces leading to poorer van der Waals interactions with water. We find that interaction of water with a hydrophobic solute/surface is primarily a function of van der Waals interactions and is substantially independent of electrostatic interactions. This independence is primarily due to the strong tendency of water at room temperature to maintain its hydrogen bonding network structure at an interface lacking hydrophilic sites.
TL;DR: Complexes 1(2) and 2 provide a rare example of a homogeneous system that activates C-F bonds without competitive C-H activation and use an inexpensive 3d transition metal.
Abstract: Transition metal fluoride complexes are of interest because they are potentially useful in a multitude of catalytic applications, including C−F bond activation and fluorocarbon functionalization. We report the first crystallographically characterized examples of molecular iron(II) fluorides: [LMeFe(μ-F)]2 (12) and LtBuFeF (2) (L = bulky β-diketiminate). These complexes react with donor molecules (L‘), yielding trigonal-pyramidal complexes LRFeF(L‘). The fluoride ligand is activated by the Lewis acid Et2O·BF3, forming LtBuFe(OEt2)(η1-BF4) (3), and is also silaphilic, reacting with silyl compounds such as Me3SiSSiMe3, Me3SiCCSiMe3, and Et3SiH to give new thiolate LtBuFeSSiMe3 (4), acetylide LtBuFeCCSiMe3 (5), and hydride [LMeFe(μ-H)]2 (62) complexes. The hydrodefluorination (HDF) of perfluorinated aromatic compounds (hexafluorobenzene, pentafluoropyridine, and octafluorotoluene) with a silane R3SiH (R3 = (EtO)3, Et3, Ph3, (3,5-(CF3)2C6H3)Me2) is catalyzed by addition of an iron(II) fluoride complex, giving...
TL;DR: In this article, a new method was used to carry out accurate measurements of the hydrophobic interaction between uncharged hydrocarbon and fluorocarbon monolayer-coated surfaces in a surface force apparatus.
Abstract: A new method has been used to carry out accurate measurements of the hydrophobic interaction between uncharged hydrocarbon and fluorocarbon monolayer-coated surfaces in a surface force apparatus. The measurable range of the attraction between these deposited monolayers extends to a separation of 80 nm in conductivity water and can be approximated by an exponential function with two decay lengths of 2-3 and 13-16 nm, respectively. There is only a slight difference in the strength of the interaction between the fluorocarbon and hydrocarbon surfaces, in contrast to the significant difference in hydrophobicity as measured by the advancing contact angle of water. The authors suggest that the much shorter range attractive forces measured between monolayer adsorbed from solution are due to the formation of partial bilayers. They speculate that the very long range hydrophobic interaction found here is related to the metastability of water films between very hydrophobic surfaces.