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New Iron Pyridylamino‐Bis(Phenolate) Catalyst for Converting CO 2 into Cyclic Carbonates and Cross‐Linked Polycarbonates
Author(s) -
Taherimehr Masoumeh,
Sertã João Paulo Cardoso Costa,
Kleij Arjan W.,
Whiteoak Christopher J.,
Pescarmona Paolo P.
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201403323
Subject(s) - polycarbonate , bifunctional , epoxide , catalysis , cyclohexene oxide , selectivity , propylene oxide , chemistry , cyclohexene , propylene carbonate , polymer chemistry , bifunctional catalyst , polymer , lewis acids and bases , organic chemistry , copolymer , ethylene oxide , electrode , electrochemistry
The atom‐efficient reaction of CO 2 with a variety of epoxides has been efficiently achieved employing iron pyridylamino‐bis(phenolate) complexes as bifunctional catalysts. The addition of a Lewis base co‐catalyst allowed significant reduction in the amount of iron complex needed to achieve high epoxide conversions. The possibility of controlling the selectivity of the reaction towards either cyclic carbonate or polycarbonate was evaluated. An efficient switch in selectivity could be achieved when cyclic epoxides such as cyclohexene oxide and the seldom explored 1,2‐epoxy‐4‐vinylcyclohexane were used as substrates. The obtained poly(vinylcyclohexene carbonate) presents pending vinyl groups, which allowed post‐synthetic cross‐linking by reaction with 1,3‐propanedithiol. The cross‐linked polycarbonate displayed a substantial increase in the glass transition temperature and chemical resistance, thus opening new opportunities for the application of these green polymers.