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Title: A New Fluorinated Polymer Having Two Connected Rings in the Main Chain: Synthesis and Characterization of Fluorinated Poly(1,3-cyclohexadiene)

Abstract

Linear poly(1,3-cyclohexadiene) (PCHD) with different molecular weights and microstructures were fluorinated with difluorocarbene (:CF2) generated in situ. Polymers having a unique structure, in which a fluorine-containing three-membered ring is connected directly to a six-membered cyclic backbone, were generated. Various reaction conditions such as concentration of inhibitor, concentration of the reactants, reaction time, etc., were examined to elucidate their effect on the efficacy of fluorination and the extent of side reactions. Fluorination enhances the thermal stability of PCHD and dramatically increases its glass transition temperature to the highest Tg among all fluorinated polydienes. Fluorination reduces the level of unsaturation and widens the range of potential applications of PCHD by improving its thermal and chemical stability. We believe that fluorinated and sulfonated copolymers based upon PCHD have potential utility as fuel cell proton exchange membranes.

Authors:
 [1];  [2];  [1]
  1. University of Tennessee, Knoxville (UTK)
  2. ORNL
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Center for Nanophase Materials Sciences
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
940791
DOE Contract Number:
DE-AC05-00OR22725
Resource Type:
Journal Article
Resource Relation:
Journal Name: Macromolecules; Journal Volume: 41; Journal Issue: 1
Country of Publication:
United States
Language:
English
Subject:
30 DIRECT ENERGY CONVERSION; COPOLYMERS; FLUORINATION; FUEL CELLS; GLASS; MEMBRANES; MOLECULAR WEIGHT; POLYMERS; PROTONS; STABILITY; SYNTHESIS; TRANSITION TEMPERATURE

Citation Formats

Huang, Tianzi, Messman, Jamie M, and Mays, Jimmy. A New Fluorinated Polymer Having Two Connected Rings in the Main Chain: Synthesis and Characterization of Fluorinated Poly(1,3-cyclohexadiene). United States: N. p., 2007. Web.
Huang, Tianzi, Messman, Jamie M, & Mays, Jimmy. A New Fluorinated Polymer Having Two Connected Rings in the Main Chain: Synthesis and Characterization of Fluorinated Poly(1,3-cyclohexadiene). United States.
Huang, Tianzi, Messman, Jamie M, and Mays, Jimmy. Mon . "A New Fluorinated Polymer Having Two Connected Rings in the Main Chain: Synthesis and Characterization of Fluorinated Poly(1,3-cyclohexadiene)". United States. doi:.
@article{osti_940791,
title = {A New Fluorinated Polymer Having Two Connected Rings in the Main Chain: Synthesis and Characterization of Fluorinated Poly(1,3-cyclohexadiene)},
author = {Huang, Tianzi and Messman, Jamie M and Mays, Jimmy},
abstractNote = {Linear poly(1,3-cyclohexadiene) (PCHD) with different molecular weights and microstructures were fluorinated with difluorocarbene (:CF2) generated in situ. Polymers having a unique structure, in which a fluorine-containing three-membered ring is connected directly to a six-membered cyclic backbone, were generated. Various reaction conditions such as concentration of inhibitor, concentration of the reactants, reaction time, etc., were examined to elucidate their effect on the efficacy of fluorination and the extent of side reactions. Fluorination enhances the thermal stability of PCHD and dramatically increases its glass transition temperature to the highest Tg among all fluorinated polydienes. Fluorination reduces the level of unsaturation and widens the range of potential applications of PCHD by improving its thermal and chemical stability. We believe that fluorinated and sulfonated copolymers based upon PCHD have potential utility as fuel cell proton exchange membranes.},
doi = {},
journal = {Macromolecules},
number = 1,
volume = 41,
place = {United States},
year = {Mon Jan 01 00:00:00 EST 2007},
month = {Mon Jan 01 00:00:00 EST 2007}
}