Laboratoire Chimie Catalyse Polymères et Procédés (C2P2), Equipe LCPP Bat 308F, Université Claude Bernard Lyon 1, Univ. Lyon, CPE Lyon, CNRS UMR 5265, 43 Bd du 11 Novembre 1918, F-69616, Villeurbanne, France.
Macromol Rapid Commun. 2018 Oct;39(19):e1800154. doi: 10.1002/marc.201800154. Epub 2018 Apr 20.
Monofunctional or telechelic polyethylenes (PEs) carrying phosphonic acid end groups are obtained from functional PE produced by catalyzed chain growth (CCG) on magnesium. CCG is first used to produce iodo-end-functionalized PE (PE-I) that is efficiently turned into phosphonate end-functionalized PE (PE-P(O)(OEt) ) in the presence of triethylphosphite through the Michaelis-Arbuzov reaction. A simple treatment of the resulting PE-P(O)(OEt) with bromotrimethylsilane leads to the targeted phosphonic acid end-functionalized PE (PE-P(O)(OH) ) for the first time. Vinyl-end-functionalized analogs (Vin-PE-P(O)(OEt) ) are produced using vinyl-end-functionalized PE-I (Vin-PE-I) recently obtained through CCG. A cross-metathesis reaction is then employed to couple Vin-PE-P(O)(OEt) and produce after treatment with bromotrimethylsilane the corresponding unprecedented α-ω-(diphosphonic acid) telechelic PE ((OH) (O)P-PE-P(O)(OH) ).
单官能或端官能聚乙烯（PE）带有膦酸端基，是由在镁上催化链增长（CCG）制备的官能化 PE 得到的。首先使用 CCG 生产碘端官能化 PE（PE-I），然后在三乙基膦酸酯的存在下通过 Michaelis-Arbuzov 反应将其有效地转化为膦酸端官能化 PE（PE-P（O）（OEt））。将得到的 PE-P（O）（OEt）简单地用溴三甲基硅烷处理，首次得到目标膦酸端官能化 PE（PE-P（O）（OH））。使用最近通过 CCG 获得的乙烯基端官能化 PE-I（Vin-PE-I）制备乙烯基端官能化类似物（Vin-PE-P（O）（OEt））。然后进行交叉复分解反应，将 Vin-PE-P（O）（OEt）偶联，并在溴三甲基硅烷处理后得到相应的前所未有的α-ω-（二膦酸）端官能化 PE（（OH）（O）P-PE-P（O）（OH））。
