Divinyl‐End‐Functionalized Polyethylenes: Ready Access to a Range of Telechelic Polyethylenes through Thiol–Ene Reactions |
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Authors: | Dr. Sebastien Norsic Dr. Coralie Thomas Dr. Franck D'Agosto Dr. Christophe Boisson |
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Affiliation: | Université de Lyon, Univ. Lyon 1, CPE Lyon, CNRS, UMR 5265, C2P2 (Chemistry, Catalysis, Polymers, and Processes), Team LCPP, Bat 308F, 43 Bd du 11 Novembre 1918, 69616 Villeurbanne (France) |
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Abstract: | Telechelic α,ω‐iodo‐vinyl‐polyethylenes (Vin‐PE‐I) were obtained by catalytic ethylene polymerization in the presence of [(C5Me5)2NdCl2Li(OEt2)2] in combination with a functionalized chain‐transfer agent, namely, di(10‐undecenyl)magnesium, followed by treatment of the resulting di(vinylpolyethylenyl)magnesium compounds ((vinyl‐PE)2Mg) with I2. The iodo‐functionalized vinylpolyethylenes (Vin‐PE‐I) were transformed into unique divinyl‐functionalized polyethylenes (Vin‐PE‐Vin) by simple treatment with tBuOK in toluene at 95 °C. Thiol–ene reactions were then successfully performed on Vin‐PE‐Vin with functionalized thiols in the presence of AIBN. A range of homobifunctional telechelic polyethylenes were obtained on which a hydroxy, diol, carboxylic acid, amine, ammonium chloride, trimethoxysilyl, chloro, or fluoroalkyl group was installed quantitatively at each chain end. |
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Keywords: | functionalization polyethylene polymerization telechelic polymers thiol– ene reactions |
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