Phenolic acid esters of cellulose show antioxidative and antimicrobial properties,which are very interesting for a variety of applications,including packaging and medicine.In contrast to simple mixing or encapsulation...Phenolic acid esters of cellulose show antioxidative and antimicrobial properties,which are very interesting for a variety of applications,including packaging and medicine.In contrast to simple mixing or encapsulation of phenolic compounds in polymeric materials,covalent linkage to the polymer backbone enables long-term activity and reduces toxicity because leaching of phenolic moieties is avoided.For the synthesis of such polymers,chemical modification of cellulose by polymer analogous reactions must be performed.Cellulose esters of ferulic-,4-hydroxybenzoic-,vanillic-,protocatechuic-,and gallic acids are synthesized by two different approaches.On the one hand,transesterification of cellulose with corresponding methyl esters in DMSO/DBU/CO_(2)is appropriate to synthesize derivatives possessing only one phenolic hydroxyl group,e.g.hydroxybenzoates and vanillates.On the other,conversion with TBS-protected imidazolides is carried out,which allows the synthesis of cellulose esters possessing multiple phenolic hydroxyl groups such as protocatechuates and gallates.展开更多
基金Gefördert durch die Deutsche Forschungsgemeinschaft(DFG)-Projektnummer 451990883(funded by the Deutsche Forschungsgemeinschaft(DFG,German Research Founda-tion)-project number 451990883).
文摘Phenolic acid esters of cellulose show antioxidative and antimicrobial properties,which are very interesting for a variety of applications,including packaging and medicine.In contrast to simple mixing or encapsulation of phenolic compounds in polymeric materials,covalent linkage to the polymer backbone enables long-term activity and reduces toxicity because leaching of phenolic moieties is avoided.For the synthesis of such polymers,chemical modification of cellulose by polymer analogous reactions must be performed.Cellulose esters of ferulic-,4-hydroxybenzoic-,vanillic-,protocatechuic-,and gallic acids are synthesized by two different approaches.On the one hand,transesterification of cellulose with corresponding methyl esters in DMSO/DBU/CO_(2)is appropriate to synthesize derivatives possessing only one phenolic hydroxyl group,e.g.hydroxybenzoates and vanillates.On the other,conversion with TBS-protected imidazolides is carried out,which allows the synthesis of cellulose esters possessing multiple phenolic hydroxyl groups such as protocatechuates and gallates.
