Stereoselective ROP of rac- and meso-Lactides Using Achiral TBD as Catalyst

Catalysts

Daniel Taton¹  Sébastien Hoyas²  Roberto Lazzaroni²  Vincent Lemaur²  Olivier Coulembier³  Beste Orhan³  Sébastien Moins³  Kayla Delle Chiaie⁴  AndrewP. Dove⁴ 

[1]Laboratoire de Chimie des Polymères Organiques, Université de Bordeaux IPB-ENSCPB, CEDEX, F-33607 Pessac, France

[2]Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials and Polymers (CIRMAP), University of Mons, Place du Parc 23, 7000 Mons, Belgium

[3]Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials and Polymers (CIRMAP), University of Mons, Place du Parc 23, 7000 Mons, Belgium

[4]School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK

关键词: organocatalyst;    stereocontrol;    lactide;    ring-opening polymerization;    TBD;   

DOI  :  10.3390/catal10060620

来源: DOAJ

【 摘 要 】

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) polymerizes rac-lactide (rac-LA) to form highly isotactic polylactide (PLA) with a P_m = 0.88, while meso-LA yields heterotactic PLA (P_m ~ 0.8) at −75 °C. The stereocontrol of the cryogenic-based ring-opening polymerization comes from a perfect imbrication of both chiral LA and the propagating chiral end-group interacting with the achiral TBD catalyst.

【 授权许可】

Unknown