Direct fluorination of γ-butyrolactone

被引:23
作者
Sasaki, Y
Ebara, R
Nanbu, N
Takehara, M
Ue, M
机构
[1] Mitsubishi Chem Corp, Tsukuba Res Ctr, Inashiki, Ibaraki 3000332, Japan
[2] Tokyo Inst Polytech, Dept Appl Chem, Fac Engn, Kanagawa 2430297, Japan
关键词
direct fluorination; gamma-butyrolactone; molecular fluorine; beta-fluoro-gamma-butyrolactone; gamma-fluoro-gamma-butyrolactone; lithium battery; electrolyte solvent;
D O I
10.1016/S0022-1139(01)00343-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
gamma -Butyrolactone was fluorinated by molecular fluorine to obtain its mono-fluorinated derivatives for possible lithium battery electrolyte application. The reaction was carried out at 30 degreesC by introducing 20% F-2/N-2 gas into gamma -butyrolactone without solvent. Major products were beta -fluoro-gamma -butyrolactone and gamma -fluoro-gamma -butyrolactone, which cannot be obtained by conventional organic synthesis. Selectivity to gamma -isomer was enhanced by the addition of NaF as a HF scavenger. (C) 2001 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:117 / 120
页数:4
相关论文
共 18 条
[1]   SUCCESSFUL DIRECT FLUORINATION OF OXYGEN-CONTAINING HYDROCARBONS [J].
ADCOCK, JL ;
BEH, RA ;
LAGOW, RJ .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (22) :3271-3275
[2]   SYNTHESIS OF FLUORINATED ETHERS PERFLUOROGLYME AND PERFLUORODIGLYME BY DIRECT FLUORINATION [J].
ADCOCK, JL ;
LAGOW, RJ .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (20) :3617-3618
[3]   SELECTIVE, ELECTROPHILIC FLUORINATIONS USING N-FLUORO-O-BENZENEDISULFONIMIDE [J].
DAVIS, FA ;
HAN, W ;
MURPHY, CK .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (15) :4730-4737
[4]  
Frisch M.J., 2016, Gaussian 16 Revision C. 01. 2016, V16, P01
[5]   SELECTIVE FLUORINATION ON TERTIARY CARBON-HYDROGEN SINGLE BONDS IN THE ALIPHATIC SERIES [J].
GAL, C ;
BENSHOSHAN, G ;
ROZEN, S .
TETRAHEDRON LETTERS, 1980, 21 (52) :5067-5070
[6]   STM study on graphite/electrolyte interface in lithium-ion batteries: solid electrolyte interface formation in trifluoropropylene carbonate solution [J].
Inaba, M ;
Kawatate, Y ;
Funabiki, A ;
Jeong, SK ;
Abe, T ;
Ogumi, Z .
ELECTROCHIMICA ACTA, 1999, 45 (1-2) :99-105
[7]   Solvation states and properties of binary mixtures of halogenated cyclic carbonates and a linear carbonate [J].
Katayama, H ;
Arai, J ;
Akahoshi, H .
JOURNAL OF POWER SOURCES, 1999, 81 :705-708
[8]  
KOBAYASHI M, 1999, P INT C FLUOR CHEM Y, P74
[9]   Fluoroethylene carbonate electrolyte and its use in lithium ion batteries with graphite anodes [J].
McMillan, R ;
Slegr, H ;
Shu, ZX ;
Wang, WD .
JOURNAL OF POWER SOURCES, 1999, 81 :20-26
[10]  
NAYASI K, 1999, Patent No. 1154150