TY - JOUR
T1 - Synthesis of perfluoroalkylene-vinylene-arylene copolymers via the Mizoroki-Heck co-polymerization of 1,4-divinylperfluorobutane and 1,6-divinylperfluorohexane with dihalogenated arylene monomers
AU - Tsukada, Hiroto
AU - Hisa, Tatsuro
AU - Shirai, Tomohiro
AU - Oshiki, Toshiyuki
AU - Mizuhata, Yoshiyuki
AU - Tokitoh, Norihiro
AU - Fukumoto, Hiroki
AU - Agou, Tomohiro
N1 - Funding Information:
This work was supported by JSPS KAKENHI (Grant Nos. 21K05033 (T.A.) and 21K05163 (H.F.)), the KURATA Grants from the Hitachi Global Foundation (T.A.) and the Shin-Sozai Joho Zaidan Grant (T.A. and H.F.). HRMS measurements were supported by ICR-JURC, Kyoto University (Nos. 2019-121 and 2020-125 , 2021-129 , T.A.). Generous help from Ms. Akiko Fujihashi for the HRMS measurements is highly appreciated. TOSOH FINECHEM CORPORATION is acknowledged for the generous gifts of 1,4-divinylperfluorobutane and 1,6-divinylperfluorohexane.
Publisher Copyright:
© 2022
PY - 2022/9
Y1 - 2022/9
N2 - Semi-fluorinated aromatic polymers containing perfluoroalkylene [-(CF2)n-, n = 4, 6], vinylene, and arylene units in their main chains were synthesized via the Mizoroki-Heck co-polymerization of 1,4-divinylperfluorobutane and 1,6-divinylperfluorohexane with arylene monomers. The co-polymerization of 1,4-divinylperfluorobutane and 1,4-diiodobenzene was catalyzed by a ligand-less Pd(OAc)2/Bu4NBr system (“Jeffrey conditions”), while a Herrmann-type palladacycle complex (“Herrmann's catalyst”) effectively catalyzed the co-polymerization of dibrominated arylene monomers (such as 1,4-dibromobenzene). The number-average molecular weights (Mn) and weight-average molecular weights (Mw) values of the synthesized semi-fluorinated aromatic polymers were in the ranges of 2.3 × 103 to 5.4 × 103 and 3.7 × 103 to 1.1 × 104, respectively. These polymers exhibited high thermal stability, as indicated by their 5% weight loss temperatures (Td5% up to 415 °C).
AB - Semi-fluorinated aromatic polymers containing perfluoroalkylene [-(CF2)n-, n = 4, 6], vinylene, and arylene units in their main chains were synthesized via the Mizoroki-Heck co-polymerization of 1,4-divinylperfluorobutane and 1,6-divinylperfluorohexane with arylene monomers. The co-polymerization of 1,4-divinylperfluorobutane and 1,4-diiodobenzene was catalyzed by a ligand-less Pd(OAc)2/Bu4NBr system (“Jeffrey conditions”), while a Herrmann-type palladacycle complex (“Herrmann's catalyst”) effectively catalyzed the co-polymerization of dibrominated arylene monomers (such as 1,4-dibromobenzene). The number-average molecular weights (Mn) and weight-average molecular weights (Mw) values of the synthesized semi-fluorinated aromatic polymers were in the ranges of 2.3 × 103 to 5.4 × 103 and 3.7 × 103 to 1.1 × 104, respectively. These polymers exhibited high thermal stability, as indicated by their 5% weight loss temperatures (Td5% up to 415 °C).
KW - Mizorok-Heck co-polymerization
KW - Perfluoroalkylene compounds
KW - Semi-fluorinated aromatic polymers
KW - Thermos-resistant polymers
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U2 - 10.1016/j.jfluchem.2022.110033
DO - 10.1016/j.jfluchem.2022.110033
M3 - Article
AN - SCOPUS:85138016495
SN - 0022-1139
VL - 261-262
JO - Journal of Fluorine Chemistry
JF - Journal of Fluorine Chemistry
M1 - 110033
ER -