Dicyclohexylcarbodiimide assisted synthesis of aliphatic polyesters at room temperature

Citation
B. Vanhaecht et al., Dicyclohexylcarbodiimide assisted synthesis of aliphatic polyesters at room temperature, J MACR S PU, 37(6), 2000, pp. 633-643
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY
ISSN journal
10601325 → ACNP
Volume
37
Issue
6
Year of publication
2000
Pages
633 - 643
Database
ISI
SICI code
1060-1325(2000)37:6<633:DASOAP>2.0.ZU;2-U
Abstract
We investigated the use of dicyclohexylcarbodiimide (DCC) as an activating agent in the synthesis of aliphatic polyesters. Butylhexanoate was synthesi zed in order to optimize the reaction conditions. The reactions were carrie d out in methylene chloride at room temperature. It was shown that nearly c omplete conversion is achieved if 4-(dimethylamino)pyridinium 4-toluenesulf onate (DPTS) is used as the catalyst. DPTS is a complex formed from 4-(dime thylamino)pyridine (DMAP) and p-toluenesulfonic acid (PTSA). The polyesters based on 1,10-octanedicarboxylic acid and 1,4-butanediol, synthesized in t his way, had degrees of polymerization up to 67.