Benzoin condensation in crosslinked polymer matrices: Polymeric analogues of α-hydroxy ketones

✍ Scribed by Sunny Kuriakose; V.N. Rajasekharan Pillai

• Book ID: 103076614
• Publisher: Elsevier Science
• Year: 1994
• Tongue: English
• Weight: 267 KB
• Volume: 30
• Category: Article
• ISSN: 0014-3057
• DOI: 10.1016/0014-3057(94)90019-1

✦ Synopsis

Benzoin condensation is extended to benzaldehyde systems covalently incorporated in crosslinked polymers. Polymeric benzaldehyde was prepared from divinylbenzene (DVB)-and tetraethyleneglycol diacrylate (TTEGDA)-crosslinked polystyrenes (PS) with varying crosslink densities through a series of polymer-analogous reactions. These aldehydes were subjected to cyanide ion-catalysed benzoin condensation and the products were characterized by IR and 13C CP-MAS NMR spectroscopy. The effects of the molecular character and crosslink density on the extent of benzoin condensation were investigated. The polymeric aldehyde was subjected to crossed benzoin condensation with a series of substituted benzaldehydes and the effect of the electronic and steric properties of the substituents on the extent of the polymer-analogous benzoin condensation was investigated.