Fluoroalkyl derivatives of protected glycerol by nucleophilic substitution. Fluorine-containing amphiphilic mono- and bis-methacrylates
摘要:
The tosylate of protected glycerol (solketal, 4-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane) was fluoroalkylated by a nucleophilic substitution reaction with sodium polyfluoroalkoxides. On deprotection, 3-O-fluoroalkylated glycerol was obtained which was converted to mono-and bis-methacrylates; analogous methacrylate derivatives were prepared from 3,3,4,5,5,5-hexafluoro-pentane-1,2-diol. (C) 1997 Elsevier Science S.A.
The reaction of fluorine-containing glycidyl ethers with various alcohols (i-PrOH, MeOH, PhOH, 2,2,3,3-tetrafluoropropanol) in basic medium resulted in products of regioselective opening of the oxirane ring. In reaction of 2,2,3,3-tetrafluoropropyloxymethyloxirane with 2-propanol under conditions of phase-transfer catalysis the main product was the corresponding 1,2-diol (yield 42%).
[EN] EPOXY RESIN SYSTEM USED FOR PULTRUSION MOLDING AND COMPOSITE MATERIAL PREPARED THEREBY<br/>[FR] SYSTÈME DE RÉSINE ÉPOXY UTILISÉ POUR LE MOULAGE PAR PULTRUSION ET MATÉRIAU COMPOSITE AINSI PRÉPARÉ<br/>[ZH] 拉挤成型用环氧树脂体系及其制备的复合材料
申请人:JIANGSU AOSHENG COMPOSITE MAT HI TECH COMPANY LIMITED
Features of reaction between fluorine-containing glycidyl ethers and alcohols in basic medium
作者:D. N. Bazhin、T. I. Gorbunova、A. Ya. Zapevalov、V. E. Kirichenko、V. I. Saloutin
DOI:10.1134/s1070428007050041
日期:2007.5
The reaction of fluorine-containing glycidyl ethers with various alcohols (i-PrOH, MeOH, PhOH, 2,2,3,3-tetrafluoropropanol) in basic medium resulted in products of regioselective opening of the oxirane ring. In reaction of 2,2,3,3-tetrafluoropropyloxymethyloxirane with 2-propanol under conditions of phase-transfer catalysis the main product was the corresponding 1,2-diol (yield 42%).
Fluoroalkyl derivatives of protected glycerol by nucleophilic substitution. Fluorine-containing amphiphilic mono- and bis-methacrylates
The tosylate of protected glycerol (solketal, 4-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane) was fluoroalkylated by a nucleophilic substitution reaction with sodium polyfluoroalkoxides. On deprotection, 3-O-fluoroalkylated glycerol was obtained which was converted to mono-and bis-methacrylates; analogous methacrylate derivatives were prepared from 3,3,4,5,5,5-hexafluoro-pentane-1,2-diol. (C) 1997 Elsevier Science S.A.