Alcohol adducts of N-heterocyclic carbenes: latent catalysts for the thermally-controlled living polymerization of cyclic esters

Coulembier, Olivier; Lohmerijer, B.G.G.; Dove, A.P.; Culkin, D.A.; Mespouille, Laetitia; Benight, S.J.; Dubois, Philippe; Waymouth, R.M.; Hedrick, James L.; Pratt, Russel C

doi:10.1021/ma0611366

Article (Scientific journals)

Alcohol adducts of N-heterocyclic carbenes: latent catalysts for the thermally-controlled living polymerization of cyclic esters

Coulembier, Olivier; Lohmerijer, B.G.G.; Dove, A.P. et al.

2006 • In Macromolecules, 39 (17), p. 5617-5628

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https://hdl.handle.net/20.500.12907/6078

DOI
10.1021/ma0611366

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Abstract :

[en] Alcohol adducts of the N-heterocyclic carbene, 1,3,4-triphenyl-4,5-dihydro-1H-1,2-triazol-5-ylidene (NHC), function as excellent single-component catalyst/initiators for the ring-opening polymerization of lactide and ß-butyrolactone. Their reversible dissociation at elevated temperatures generates alcohol and triazolylidene carbene to provide a facile entry to polymerization of cyclic esters on demand. Under optimum conditions, adverse transesterification reactions are minimized, and importantly, upon complete consumption of monomer, a second monomer addition facilitates additional polymer growth, even after precipitation. Block copolymers were prepared by combining disparate polymerization techniques from the use of oligo-adducts and bifunctional initiators. Additionally, more complex polymer architectures were prepared from multifunctional or dendritic initiators, further demonstrating the versatility of the N-heterocyclic carbene platform.

Disciplines :

Chemistry

Author, co-author :

Coulembier, Olivier ; Université de Mons > Faculté des Sciences > Matériaux Polymères et Composites

Lohmerijer, B.G.G.

Dove, A.P.

Culkin, D.A.

Mespouille, Laetitia

Benight, S.J.

Dubois, Philippe ; Université de Mons > Faculté des Sciences > Matériaux Polymères et Composites

Waymouth, R.M.

Hedrick, James L.

Pratt, Russel C

Language :

English

Title :

Alcohol adducts of N-heterocyclic carbenes: latent catalysts for the thermally-controlled living polymerization of cyclic esters

Publication date :

22 August 2006

Journal title :

Macromolecules

ISSN :

0024-9297

eISSN :

1520-5835

Publisher :

American Chemical Society (ACS), United States - District of Columbia

Volume :

Issue :

Pages :

5617-5628

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S816 - Matériaux Polymères et Composites

Research institute :

R400 - Institut de Recherche en Science et Ingénierie des Matériaux

Commentary :

Publié en ligne le 26 juillet 2006

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