Step-by-Step Synthesis of Monodisperse Methacrylamidoalkyl Oligolactates

✍ Scribed by Cristianne J. F. Rijcken; Mark Leemhuis; Theo F. J. Veldhuis; Wim E. Hennink; Cornelus F. van Nostrum

• Book ID: 102492584
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 108 KB
• Volume: 27
• Category: Article
• ISSN: 1022-1336
• DOI: 10.1002/marc.200600329

✦ Synopsis

Abstract

Summary: This paper describes the facile step‐by‐step synthesis to graft lactic acid or lactoyl lactate onto primary as well as secondary alcohol derivatives of methacrylamides via esterification. Elongation of the chains is achieved by repeating the coupling reactions with either hydroxyl‐protected monolactate or hydroxyl‐protected dilactate, followed by mild deprotection using tetrabutylammonium fluoride. This versatile synthesis route generates, on a multi‐gram scale, monodisperse oligolactates of predetermined lengths with functional end groups. The products can be used, for example, as building blocks for biodegradable polymeric materials.

The synthesis of monodisperse oligo(lactic acids) with methacrylamide end groups and a predefined number of lactic acid units.

magnified imageThe synthesis of monodisperse oligo(lactic acids) with methacrylamide end groups and a predefined number of lactic acid units.