Journal
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
Volume 48, Issue 9, Pages 1887-1893Publisher
WILEY-BLACKWELL
DOI: 10.1002/pola.23953
Keywords
aryl trifluorovinyl ethers; fluoropolymers; lithography; PFCB aryl ether polymers; polyethers
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Funding
- Defense Advanced Research Projects Agency (DARPA)
- National Science Foundation [DMR 9985160]
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A diverse pool of aryl bistrifluorovinyl ether (BTFVE) compounds with reactive pendant groups were prepared in a facile, high yielding three step one-pot synthesis from commercial 4-bromo(trifluorovinyloxy)benzene. Monomers were confirmed from ATR-FTIR, (1)H, (13)C, and (19)F NMR, and HRMS analysis. Aryl BTFVE compounds were thermally polymerized to afford perfluorocyclobutyl (PFCB) aryl ether polymers with high number average molecular weight (M(n)) for homopolymers (17,050-27,090) and copolymers with 4,4'-bis(trifluorovinyloxy)biphenyl monomers (27,860-56,500). The PFCB aryl ether homo- and copolymers collectively possess high thermal stability (>299 degrees C in N(2)) and are readily solution processable producing optically transparent films. The thermal polymerization was achieved and reactive moieties remained intact, aside from those functionalized with acrylates. In the case with acrylate functionalized polymers, orthogonal polymerization was achieved by first photopolymerizing the acrylates followed by thermal curing of the aryl trifluorovinyl ether endgroups. Preliminary results in this study produced the successful preparation of photodefinable PFCB aryl ether material. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1887-1893, 2010
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