Novel acid initiators for the rapid cationic polymerization of styrene in room temperature ionic liquids
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Cationic polymerization of styrene has been achieved using several novel acidic initiators in room temperature ionic liquids (ILs) under mild reaction conditions to obtain polymers of low molecular weight with narrow polydispersity. Both strong protic acids such as bis(trifluoromethanesulfonyl) amide acid (HTFSA) and a moderately weak acid such as bisoxalato phosphorous acid (HBOP) have been studied as initiators. It has been observed that HTFSA initiates the polymerization rapidly even at room temperature and below, as compared to HBOP which produces a slower polymerization requiring elevated temperatures to complete. The relative difference in reactivity of the initiators as compared to the previously described HBOB initiator is discussed in terms of the difference in their proton acidity and the consequential basicity of the anions. The efficiency of different ILs as the reaction solvent is also presented.
Keywordscationic polymerization HTFSA HBOP ILs polydispersity
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- 5.Oh JM, Kang SJ, Kwon OS, Choi SK. Synthesis of ABA triblock copolymers of styrene and P-methylstyrene by living cationic polymerization using the bifunctional initiating system 1,4-bis(1-chloroethyl)benzene/SnCl4 in the presence of 2,6-di-tert-butylpyri-dine. Macromolecules, 1995, 28: 3015–3021CrossRefGoogle Scholar
- 11.Clark JH, Macquarrie DJ. Catalysis of liquid phase organic reactions using chemically modified mesoporous inorganic solids. Chem Commun, 1998, 853–860Google Scholar
- 14.Wasserscheid P, Welton T. ILs in Synthesis. Wiley, 2003, Weinheim; Wasserscheid and Keim K. ILs — New “Solutions for Transition Metal Catalysis. Angew Chem Int Ed, 2000, 39: 3772–3779Google Scholar
- 20.Vijayaraghavan R, MacFarlane DR. Living cationic polymerization of styrene in an IL. Chem Commun, 2004, 700–701Google Scholar
- 25.MacFarlane DR, Pringle JM, Johansson KM, Forsyth SA, Forsyth M. Lewis base ILs. Chem Commun, 2006, 1905–1917Google Scholar