Cationic Ring-Opening Polymerization of Five-Membered Cyclic Thiocarbonate Bearing an Adamantane Moiety via Selective Ring-Opening Direction
作者： Hisamitsu Kameshima , Nobukatsu Nemoto , Fumio Sanda , Takeshi Endo
DOI: 10.1021/MA012094I
关键词: Thiocarbonate 、 Monomer 、 Chemistry 、 Boron trifluoride 、 Triethyloxonium tetrafluoroborate 、 Cationic polymerization 、 Ring-opening polymerization 、 Polymerization 、 Polymer chemistry 、 Moiety
摘要: A novel five-membered cyclic thiocarbonate bearing adamantane moiety, 4,6-dioxatetracyclo[6.3.1.1.3,1003,7]tridecane-5-thione (1), was synthesized from 1,2-adamantanediol and thiophosgene in the presence of pyridine. Monomer 1 underwent cationic ring-opening polymerization initiated by triethyloxonium tetrafluoroborate (Et3OBF4), methyl trifluoromethanesulfonate (TfOMe), trifluoromethanesulfonic acid (TfOH), H2O with 2 mol % boron trifluoride etherate (BF3OEt2) CH2Cl2 at 30 °C to afford polythiocarbonate isomerization thiocarbonyl group into a carbonyl selective direction. The number-average molecular weight polydispersity polymer obtained H2O/BF3OEt2 were 10 600 1.44, respectively. temperature 5% loss 338 °C. expanded as large 14% during polymerization.
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