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Fluorination of polymers containing COOH/COOR‐groups with SF 4 /HF, 2
Author(s) -
Nuyken Oskar,
Dannhorn Wolfgang,
Obrecht Werner
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021951103
Subject(s) - acrylic acid , polymer chemistry , copolymer , polymer , chemistry , trifluoromethyl , ether , fluorine 19 nmr , organic chemistry , nuclear magnetic resonance spectroscopy , alkyl
Carboxyl‐ and ester groups of low molecular‐weight compounds are selectively and quantitatively converted into trifluoromethyl moieties by reaction with SF 4 /HF as shown in a previous paper. This reaction is now applied to the polymers poly(acrylic acid), poly(acrylic esters) and poly[(acrylic acid)‐ co ‐(acrylic ester)]. Poly(acrylic acid) yields gelled products whereas poly(acrylic ester) and the copolymers yield highly fluorinated soluble polymers upon reaction with SF 4 /HF. Under mild reaction conditions the carbonyl groups in acrylic acid/acrylic ester copolymers are selectively fluorinated. Unter vigorous reaction conditions, acid as well as ester moieties of the copolymers are completely fluorinated. Macroscopic gelation during fluorination is most probably associated with intermolecular ether formation. Molecular weights, NMR spectra and glass transition temperatures of the reaction products are given.