124-73-2Relevant articles and documents
CO2 laser induced IRMPD of 2-bromo-2-chloro-1,1,1 -trifluoroethane: Time-resolved luminescence studies
Pushpa,Kumar, Awadhesh,Vatsa,Naik,Annaji Rao,Mittal,Parthasarathy,Sarkar
, p. 167 - 173 (1996)
The IRMPD of 2-bromo-2-chloro-1,1,1-trifluoroethane gives rise to an intense visible light emission between 350 and 750 nm due to various carbenes. The effect of various experimental parameters such as laser energy, pulse duration and substrate pressure on the emission has been studied. Infrared fluorescence studies have also been carried out to explore the vibrational excitation of the photoproducts. A self-consistent mechanism is proposed explaining the complex photodissociation dynamics of the system.
Crosslinked poly(methyl methacrylate) with perfluorocyclobutyl aryl ether moiety as crosslinking unit: Thermally stable polymer with high glass transition temperature
Li, Yang,Guo, Hao
, p. 1981 - 1988 (2020)
Crosslinked poly(methyl methacrylate) (PMMA) with high glass transition temperature (Tg) and thermal decomposition temperature was prepared by simple thermal crosslinking of PMMA-containing random copolymers bearing aryl trifluorovinyl ether (TFVE) moieties. A methacrylate monomer consisting of aryl TFVE moiety, 4-((1,2,2-trifluorovinyl)oxy)phenyl methacrylate (TFVOPMA), was first synthesized followed by radical copolymerization with methyl methacrylate (MMA) initiated by AIBN, providing the random copolymer containing aryl TFVE moieties, poly(4-((1,2,2-trifluorovinyl)oxy)phenyl methacrylate)-co-poly(methyl methacrylate) (PTFVOPMA-co-PMMA). Finally, crosslinked PMMA polymer with perfluorocyclobutyl (PFCB) aryl ether moieties as crosslinking units was obtained by [2π + 2π] cycloaddition reaction of aryl TFVE moieties in PTFVOPMA-co-PMMA copolymer. Thermal properties of both PTFVOPMA-co-PMMA and crosslinked PTFVOPMA-co-PMMA were examined by TGA and DSC. Compared to pure PMMA, Tg of PTFVOPMA-co-PMMA increased by 15.1 °C and no Tg was found in the DCS test of the crosslinked PTFVOPMA-co-PMMA. Thermal decomposition temperature (Td,5%) of crosslinked PMMA was 47 °C higher than that of pure PMMA. Furthermore, the water absorption of crosslinked PMMA film greatly reduced in comparison with that of pure PMMA.
Synthesis of a sun-shaped amphiphilic copolymer consisting of a cyclic perfluorocyclobutyl aryl ether-based backbone and lateral PMAA side chains
Yao, Wenqiang,Li, Yongjun,Feng, Chun,Lu, Guolin,Huang, Xiaoyu
, p. 52105 - 52116 (2014)
A novel amphiphilic sun-shaped copolymer, c-PMBTFVB-g-PMAA (MBTFVB: 2-methyl-1,4-bistrifluorovinyloxybenzene, MAA: methacrylic acid) containing a cyclic perfluorocyclobutyl (PFCB) aryl ether-based backbone and PMAA lateral side chains with narrow molecular weight distribution (Mw/Mn ≤ 1.38), was synthesized via the site transformation strategy. First, a PMBTFVB linear precursor was prepared by thermal step-growth cycloaddition polymerization of MBTFVB trifluorovinyl monomer. After the end functionalization of the linear precursor with alkyne, Glaser coupling reaction was performed to produce c-PMBTFVB cyclic homopolymer. The pendant methyls on PFCB aryl ether-based backbone were then converted to Br-containing ATRP initiating groups by a mono-bromination reaction with N-bromosuccinimide (NBS) and benzoyl peroxide (BPO) to give c-PMBTFVB-Br cyclic macroinitiator without affecting the main chain, where the density of ATRP initiation groups could be tuned from 33% to 58% by varying the feeding ratio of NBS to the pendant methyl. Subsequently, c-PMBTFVB-g-PMAA sun-shaped amphiphilic copolymers with hydrophilic PMAA side chains were synthesized by ATRP of tert-butyl methacrylate (tBMA) initiated by c-PMBTFVB-Br, followed by the selective hydrolysis of hydrophobic PtBMA segment into hydrophilic PMAA segment using CF3COOH. The obtained c-PMBTFVB cyclic homopolymer and its precursor were well characterized by GPC, NMR, and DSC and all the observations indicated a high efficiency of the intra-macromolecular cyclization via Glaser coupling reaction. The critical micelle concentrations of the obtained amphiphilic copolymers were determined by fluorescence probe technique and the morphologies of the formed micelles were investigated by TEM. This journal is
FREE RADICAL ADDITION TO OLEFINS-5
TEDDER JM,WALTON JC
, p. 1135 - 1144 (1970)
Part 5 deals with addition of difluorobromomethyl radicals to trifluoroethylene and ethylene. The photochemical reaction of CF//2Br//2 with CHFCF//2 and CH//2CH//2 has been examined in a series of gas-phase experiments. A mechanism for the radical chain addition which takes place is proposed. The variation in the rate of formation of termination products, CF//2BrCF//2Br and CF//2BrCHFCF//2CF//2Br, with reactant concentration is explained if five important termination reactions are taken into account and a long-lived excited state of the CF//2Br//2 is accepted. Arrhenius parameters for the addition of CF//2Br radicals to the olefins have been derived.
A novel fluorine-containing graft copolymer bearing perfluorocyclobutyl aryl ether-based backbone and poly(methyl methacrylate) side chains
Liu, Hao,Li, Yongjun,Zhang, Sen,Yang, Dong,Hu, Jianhua,Huang, Xiaoyu
, p. 11 - 22 (2011)
A series of novel graft copolymers consisting of perfluorocyclobutyl aryl ether-based backbone and poly(methyl methacrylate) side chains were synthesized by the combination of thermal [2π + 2π] step-growth cycloaddition polymerization of aryl bistrifluorovinyl ether monomer and atom transfer radical polymerization (ATRP) of methyl methacrylate. A new aryl bistrifluorovinyl ether monomer, 2-methyl-1,4-bistrifluorovinyloxybenzene, was first synthesized in two steps from commercially available reagents, and this monomer was homopolymerized in diphenyl ether to provide the corresponding perfluorocyclobutyl aryl ether-based homopolymer with methoxyl end groups. The fluoropolymer was then converted to ATRP macroinitiator by the monobromination of the pendant methyls with N-bromosuccinimide and benzoyl peroxide. The grafting-from strategy was finally used to obtain the novel poly(2-methyl-1,4- bistrifluorovinyloxybenzene)-g-poly(methyl methacrylate) graft copolymers with relatively narrow molecular weight distributions (Mw/Mn ≤ 1.46) via ATRP of methyl methacrylate at 50 °C in anisole initiated by the Br-containing macroinitiator using CuBr/dHbpy as catalytic system. These fluorine-containing graft copolymers can dissolve in most organic solvents. This is the first example of the graft copolymer possessing perfluorocyclobutyl aryl ether-based backbone. Copyright
Tetrafluoroethylene telomerization using dibromohaloethanes as telogens
Wlassics,Tortelli
, p. 240 - 248 (2006)
Carrier mediated telomerization (CMT) between C2F4 and bromochlorofluoroethanes has been evaluated in terms of product distributions arising from CMT and 'normal' telomerization. The effect of parameters like type of initiator and telogen, TFE pressure and temperature on the reaction has been studied. The peroxide initiated telomerization between dibromohaloethanes and C2F4 offers an easy synthetic route to α,ω-dibromo perfluoroalkanes Br(CF2)nBr with n = 2, 4, 6 and 8. The selectivity of the CMT products versus those from "normal" telomerization depends mainly on the choice of telogen and on its ability to act as 'bromine donor' in the radical telomerization. These perfluoroalkyl dibromides are useful intermediates for other derivatives, for example, perfluorinated mono- and diolefins, Br(CF2) nCHCH2 and CH2CH(CF2) nCHCH2.
Preparation method of hexafluoro-1, 3-butadiene
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Paragraph 0029-0030; 0032-0033; 0035-0036, (2021/04/14)
The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of hexafluoro-1, 3-butadiene. The method comprises the following steps: cracking R22 used as a raw material to prepare TFE, preparing TFE and Br2 according to a certain ratio under certain conditions to generate dibromotetrafluoroethane, and reacting dibromotetrafluoroethane with TFE at certain temperature under the conditions of zinc powder and a DMF-toluene combined solvent to prepare the hexafluoro-1, 3-butadiene. After the reaction, a gas phase sample is collected and analyzed by GC chromatography, and the proportion of hexafluoro-1, 3-butadiene accounts for more than 85%. The method has the advantages of simple and accessible raw materials, low price, simple and safe technical preparation process, high product yield and the like.
Synthesis method of tetrafluoropropyl trifluoroethylene ether
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Paragraph 0044-0047, (2020/05/01)
The invention relates to a preparation method of tetrafluoropropyl trifluoroethylene ether. The preparation method comprises the following main steps: in an alkaline environment, under the condition of heating, carrying out substitution and elimination on tetrafluoropropanol and 1,2-dibromo-1,1,2-trifluoroethane to obtain the tetrafluoropropyl trifluoroethylene ether. Compared with the existing reaction, the method provided by the invention has the advantages of simple reaction type, mild reaction conditions, strong operability, no use of organic solvents, environmental protection, fast reaction rate and high product yield, overcomes the difficulty of using metallic sodium and organic solvents in the prior art, reduces the reaction risk, and is suitable for industrial production.
A novel semi-fluorinated graft copolymer containing perfluorocyclobutyl aryl ether-based backbone
Zhang, Sen,Liu, Hao,Deng, Yan,Huang, Xiaoyu
body text, p. 184 - 189 (2012/02/05)
The synthesis of a series of novel semi-fluorinated graft copolymers bearing perfluorocyclobutyl (PFCB) aryl ether-based backbone and polystyrene side chains is described. This work initially focused on the synthesis of a trifluorovinyl ether (TFVE) monomer containing a bromine atom, which could be employed as an initiating site for atom transfer radical polymerization (ATRP). Thermal cyclopolymerization of this TFVE monomer provided a macromolecular initiator followed by subsequent initiating ATRP of styrene to afford the desired PFCB aryl ether-based graft copolymers.
Reactions of perfluorinated alkenyl-, alkynyl-, alkyltrifluoroborates, and selected hydrocarbon analogues with the halogenating agents Hal2 (Hal = F, Cl, Br), "brF" (BrF3-Br2 1:1), and ICl
Bardin, Vadim V.,Adonin, Nicolay Yu.,Frohn, Hermann-Josef
experimental part, p. 565 - 579 (2012/05/20)
Reactions of [Bu4N][RBF3] [R = CnF 2n+1CF=CF (cis, trans), CF2=CF, CF2=C(CF 3), trans-C4H9CF=CF, trans-C6H 5CF=CF, C4H9CH=CH (cis, trans), CF 3C≡C, and C4H9C≡C] with chlorine, bromine, BrF3 + Br2 (as equivalent of "BrF"), and ICl in solution (CH2Cl2, CHCl3, CF 3CH2CF2CH3) led to 1, 2-addition of halogen and/or replacement of boron by halogen (halodeboration). The reaction of [Bu4N][CF3C≡CBF3] with less than equimolar amounts of diluted fluorine (5 %) in 1, 1, 1, 3, 3-pentafluorobutane (PFB) showed only [Bu4N][CF3CF2CF 2BF3] as fluorine addition product besides extensive fluorodeboration. Suspensions of the insoluble K[CF2=CFBF 3] salt reacted with Cl2 and Br2 in CH 2Cl2 giving preferentially products of halogen addition across the C=C bond. In reactions with ICl iododeboration with formation of CF2=CFI occurred besides 1, 2-addition with formation of [CF 2I-CFClBF3]-. The halodeboration reaction of[Bu4N][trans-C4H9CF=CFBF3] with Br2, "BrF", and ICl, of K[trans-C6H 5CF=CFBF3] with Br2, and of [Bu 4N][trans-C4F9CF=CFBF3] with ICl proceeded stereospecifically. Copyright
