Design and Synthesis of Fast-Degrading Poly(anhydride-esters)
Ashley L Carbone1, Kathryn E Uhrich
1Department of Chemistry and Chemical Biology, Rutgers University, Piscataway, New Jersy 08854-8087, USA.
None:
Fast-degrading, salicylate-based poly(anhydride-esters) were designed to degrade and release the active component, salicylic acid (SA), within 1 week. The polymer degradation was enhanced by using shorter or oxygen-containing aliphatic chains. A copolymer of diglycolic acid was also made with a salicylate-based diacid for comparison of polymer properties, including SA release. Both methods resulted in polyanhydrides with molecular weights ranging from 14 500 to 27 800 Da and displayed glass transition temperatures near physiological conditions, namely 33-40 degrees C. the homo- and copolymers completely degraded within one week releasing the chemically incorporated SA.
More Related Videos
Related Concept Videos
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Types of Step-Growth Polymers: Polyesters
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...
Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Overview
α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview


