2043-55-2Relevant academic research and scientific papers
Controlled step-wise telomerization of vinylidene fluoride, hexafluoropropene and trifluoroethylene with iodofluorinated transfer agents
Balagué,Améduri,Boutevin,Caporiccio
, p. 253 - 268 (2000)
Highly fluorinated cotelomers having the structure F(TFE)w(VDF)x(HFP)y(TrFE)zI containing one or several tetrafluoroethylene (TFE), vinylidene fluoride (or 1,1-difluoroethylene, VDF), hexafluoropropene (HFP) or trifluoroethylene (TrFE) base units were synthesized by thermal step-wise cotelomerization of these fluoroolefins with perfluoroalkyl iodides. 1H and 19F NMR allowed one to characterize these cotelomers and to assess the defects of chaining and the molecular weights. While the monoadduct produced from VDF exclusively exhibits RFCH2CF2I structure, that prepared from TrFE was composed of RFCFHCF2I and RFCF2CFHI isomers, the ratio of which is directed from the electrophilicity of RF· radical. The reactivity of the C-I bond in RF-Q-CXY-I depends on the nature of the Q spacer and on the reactivity of the fluorinated monomer (e.g., thermal initiations of VDF, TrFE and HFP were efficient from 180, 195 and 210°C, respectively). The mechanism of the addition of the radical generated from the iodinated transfer agent to the fluoroalkene is explained by means of its electrophilic attack to the more nucleophilic (i.e., the less electrophilic) side of the olefin. Ethylenation of these fluorocotelomers was successfully achieved from various initiations (thermal, redox or from peroxides) with best results from redox catalysis. Thermal properties of several fluorotelomers (glass transition temperatures, Tg and melting temperatures, Tm) were assessed. They were linked to the number of consecutive CF2 groups (for the crystalline zones) and bulky side groups which induced amorphous regions.
Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of α-Alkylated ?-Lactam
Chen, Yifeng,Qu, Jingping,Wu, Xianqing
supporting information, p. 15654 - 15660 (2020/10/18)
Herein, we report a nickel-catalyzed reductive cross-coupling reaction of easily accessible 3-butenyl carbamoyl chloride with primary alkyl iodide to access the chiral α-alkylated pyrrolidinone with broad substrate scope and high enantiomeric excess. The current art of synthesis still remains challenging on the enantioselective α-monoalkylation of pyrrolidinones. The newly designed chiral 8-quinoline imidazoline ligand (Quinim) is crucial for maintaining the reactivity and enantioselectivity to ensure the reductive cyclization of monosubstituted alkenes for unprecedented synthesis of chiral non-aromatic heterocycles.
Environmentally friendly preparation method of fluorine-containing acrylate
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Paragraph 0018; 0021; 0028; 0031, (2019/01/06)
The invention relates to the technical field of preparation of new fluorine-containing materials, particularly to an environmentally friendly preparation method of fluorine-containing acrylate. The environmentally friendly preparation method comprises: carrying out a reaction on short-chain perfluoroiodoalkane and ethylene, separating, and purifying to obtain perfluoroalkylethyl iodide; carrying out hydrolysis on the perfluoroalkylethyl iodide, separating, and purifying to obtain perfluoroalkylethanol; and carrying out a reaction on the perfluoroalkylethanol and acrylic acid, separating, and purifying to obtain the product. According to the present invention, the perfluorooctyl-free product is synthesized, the potential risk of PFOA production cannot exist, and the obtained product is theenvironmentally friendly product, and meets the national industrial policy; the preparation method is simple, and is suitable for industrial production; and the reaction conversion rate is high, and the purity of the intermediate product is high, such that the subsequent reaction is easily performed, the yield is easily increased, and the cost is reduced.
Ethylene-tetrafluoroethylene (ETFE) cotelomer iodides and their transformation to surface protection intermediates
Qiu, Weiming,Raghavanpillai, Anilkumar,Brown, Peter A.,Atkinson, Wayne R.,Vincent, Michael F.,Marshall, William J.
, p. 12 - 23 (2015/03/05)
A new class of fluorotelomers was synthesized via the cotelomerization of ethylene and tetrafluoroethylene (TFE) with 1H,1H,2H,2H-perfluoroalkyl iodides. The telomerization led to ethylene-tetrafluoroethylene (ETFE) cotelomer iodides with the incorporation of ethylene and TFE in the cotelomer chain in an alternating fashion. By controlling the reaction parameters such as total pressure, temperature, feed ratio of the monomers, initiator feed, and conversion rate, eight-carbon cotelomer iodide or higher cotelomers could be produced preferably. The ETFE cotelomer iodides were transformed to a variety of intermediates such as alcohols, azides, amines and thiols, precursors useful to make surface modification agents.
Purification of fluorinated alcohols
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Page/Page column 4, (2008/06/13)
A process for reducing the level of perfluoroalkanoic acids, perfluoroalkanoic esters, and perfluoroalkyliodides in fluorinated alcohols comprising heating a fluorinated alcohol, or mixtures thereof, containing said acids, esters, or iodides to a temperature of at least 175° C. in the presence of water and a base additive is disclosed.
Process for modifying a polymeric surface
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, (2008/06/13)
This invention concerns a process for modifying a polymeric substrate by contacting the surface with a photoreactive solution of an inorganic photochemical electron donor while irradiating the surface with actinic radiation. Patterns of modified and unmodified surfaces can be produced. Polymeric substrates with modified surfaces may be effectively bonded to polymer films to form composite articles. The process has particular applicability to the surface modification of fluorinated polymers.
Estimation of hydrocarbon solubilities in hydrofluorocarbons
Puy, Michael Van Der,Poss, Andrew J.,Persichini, Phillip J.,Ellis, Lois A. S.
, p. 215 - 224 (2007/10/02)
A new solubility parameter, SP, for hydrofluorocarbons (HFCs) has been developed (SP = 1.175 ln(np) + 0.025H - 0.063F - 0.028α - 0.018β where np depends on the molar volume and the molar refractivity; H and F are the number of hydrogens and fluorines, respectively, in the molecule; and α and β are the respective numbers of H-C-F and H-C-C-F connections).Values of SP have been used to predict if an HFC would be a good solvent for various hydrocarbons at 25 deg C.Within an isomeric HFC family, the individual HFCs having the greatest solvency for hydrocarbons were those having the maximum separation of fluorines from hydrogens.Hildebrand solubility parameters, δ, are compared with the semi-empirical SP values.Syntheses for 10 new compounds are given: 3,3,4,4,5,5,6,6,7,7-decafluorononane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)-3-methylbutane, 1,1,1,2,2-pentafluoro-3-methylbutane, 1,1,1,2,2,3,3,4,4-nonafluoro-5-methylhexane, 1,1,1,2,2,3,3,4,4-nonafluoroheptane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)butane, 1,1,1-trifluoro-3-(trifluoromethyl)butane, 1,1,1,2,2,3,3,5-octafluorohexane, 1,1,1,2,2-pentahydroperfluorooctane and 1,1,1,2,2-pentahydroperfluorodecane.
