2-[2-[2-(2-CHLORO-2-OXOETHOXY)ETHOXY]ETHOXY]ACETYL CHLORIDE

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CAS: 31255-25-1
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Synonyms: 2-[2-[2-(2-CHLORO-2-OXOETHOXY)ETHOXY]ETHOXY]ACETYL CHLORIDE

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Kathryn E. Uhrich

The State University of New Jersey
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Co-reporter: Michelle A. Ouimet, Jonathan J. Faig, Weiling Yu, and Kathryn E. Uhrich
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Publication Date(Web):August 10, 2015
DOI: 10.1021/acs.biomac.5b00824
Ferulic acid-based polymers with aliphatic linkages have been previously synthesized via solution polymerization methods, yet they feature relatively slow ferulic acid release rates (∼11 months to 100% completion). To achieve a more rapid release rate as required in skin care formulations, ferulic acid-based polymers with ethylene glycol linkers were prepared to increase hydrophilicity and, in turn, increase ferulic acid release rates. The polymers were characterized using nuclear magnetic resonance and Fourier transform infrared spectroscopies to confirm chemical composition. The molecular weights, thermal properties (e.g., glass transition temperature), and contact angles were also obtained and the polymers compared. Polymer glass transition temperature was observed to decrease with increasing linker molecule length, whereas increasing oxygen content decreased polymer contact angle. The polymers’ chemical structures and physical properties were shown to influence ferulic acid release rates and antioxidant activity. In all polymers, ferulic acid release was achieved with no bioactive decomposition. These polymers demonstrate the ability to strategically release ferulic acid at rates and concentrations relevant for topical applications such as skin care products.