title: Synthesis and Characterization of bis(Tetrahydrofurfuryl) Ether.
abstract: Despite the availability of a large number of alkyl tetrahydrofurfuryl ethers that have a wide range of applications, pure bis(tetrahydrofurfuryl) ether (BTHFE) has not been previously synthesized. Here, we report the synthesis of BTHFE (consisting of the RR, SS, and meso stereoisomers) at greater than 99 % purity from tetrahydrofurfuryl alcohol, using (tetrahydrofuran-2-yl)methyl methanesulfonate as an intermediate. Additionally, we demonstrate that BTHFE can be used as a non-volatile solvent in poly(3,4-propylenedioxythiophene)-based supercapacitors. Supercapacitor devices employing solutions of the ionic liquid 1-ethyl-3-methyl-imidizolium bis(trifluoromethylsulfonyl)imide in BTHFE display similar performances to those prepared by using the neat ionic liquid as an electrolyte, although solution-based devices exhibit a somewhat higher resistance.
authors.affiliation: Chemistry Division, Code 4F0000D, Research Department Naval Air Warfare Center Weapons Division 1 Administration Circle China Lake CA 93555 USA.
authors.forename: John D
authors.identifier: 0000-0002-6361-1445
authors.initials: JD
authors.lastname: Stenger-Smith
authors.affiliation: Chemistry Division, Code 4F0000D, Research Department Naval Air Warfare Center Weapons Division 1 Administration Circle China Lake CA 93555 USA.
authors.forename: Lawrence
authors.identifier: 0000-0002-2311-5690
authors.initials: L
authors.lastname: Baldwin
authors.affiliation: Chemistry Division, Code 4F0000D, Research Department Naval Air Warfare Center Weapons Division 1 Administration Circle China Lake CA 93555 USA.
authors.forename: Andrew
authors.initials: A
authors.lastname: Chafin
authors.affiliation: Chemistry Division, Code 4F0000D, Research Department Naval Air Warfare Center Weapons Division 1 Administration Circle China Lake CA 93555 USA.
authors.forename: Paul A
authors.identifier: 0000-0003-3971-0547
authors.initials: PA
authors.lastname: Goodman
keywords: electrochemistry; ion pairs; ionic liquids; supercapacitors; synthetic methods