Presentation Title

Synthesis of Salicylic Acid-Based Polymers

Faculty Mentor

Dr. Kathryn Uhrich

Start Date

23-11-2019 10:00 AM

End Date

23-11-2019 10:45 AM

Location

237

Session

poster 3

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

SYNTHESIS OF SALICYLIC ACID-BASED POLY(ANHYDRIDE-ESTERS)

Diana Lopez, Chinmay Kulkarni and Kathryn Uhrich

Department of Chemistry, University of California, Riverside

Abstract: A polymer is a chain of repeating subunits. Biodegradable polymers release its subunits upon degradation. Salicylic acid-based poly(anhydride-esters) (SAPAE) degrade into salicylic acid and adipic acid. Salicylic acid has antibacterial, anti-inflammatory, anti-pyretic, and anti-proliferative properties. Both salicylic acid and adipic acid are biocompatible molecules. SAPAE polymers have a potential in medical applications as its subunits have good biological properties. Two methods used to synthesize SAPAE polymers are melt-condensation polymerization and solution polymerization. The goal is to successfully reproduce these two methods to obtain SAPAE polymers in high yield. Previous studies show that melt-condensation polymerization method which requires a temperature of 180˚C, is reproducible and gives a higher molecular weight product compared to solution polymerization. On the other hand, solution polymerization method requires a temperature below 8˚C and precise stoichiometry. Both methods use the same salicylate-based diacid (SAA) as the starting material and produce polymers that release salicylic acid upon degradation. On a scale of ~7 g of salicylic acid the percent yield of the SAA diacid obtained was 77% (~7 g of SAA diacid). The overall percent yield for solution polymerization method was 27% (0.4 g of SAPAE polymer) with an average molecular weight of 2400 g/mol measured by gel-permeation chromatography (GPC). The percent yield for the melt-condensation method was 52% (2.4 g of SAPAE polymer) and the average molecular weight was ~3200 g/mol, measured by GPC. Comparing the results, melt-condensation polymerization gave higher yields and higher molecular weight of SAPAE polymers making it a more effective method.

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Nov 23rd, 10:00 AM Nov 23rd, 10:45 AM

Synthesis of Salicylic Acid-Based Polymers

237

SYNTHESIS OF SALICYLIC ACID-BASED POLY(ANHYDRIDE-ESTERS)

Diana Lopez, Chinmay Kulkarni and Kathryn Uhrich

Department of Chemistry, University of California, Riverside

Abstract: A polymer is a chain of repeating subunits. Biodegradable polymers release its subunits upon degradation. Salicylic acid-based poly(anhydride-esters) (SAPAE) degrade into salicylic acid and adipic acid. Salicylic acid has antibacterial, anti-inflammatory, anti-pyretic, and anti-proliferative properties. Both salicylic acid and adipic acid are biocompatible molecules. SAPAE polymers have a potential in medical applications as its subunits have good biological properties. Two methods used to synthesize SAPAE polymers are melt-condensation polymerization and solution polymerization. The goal is to successfully reproduce these two methods to obtain SAPAE polymers in high yield. Previous studies show that melt-condensation polymerization method which requires a temperature of 180˚C, is reproducible and gives a higher molecular weight product compared to solution polymerization. On the other hand, solution polymerization method requires a temperature below 8˚C and precise stoichiometry. Both methods use the same salicylate-based diacid (SAA) as the starting material and produce polymers that release salicylic acid upon degradation. On a scale of ~7 g of salicylic acid the percent yield of the SAA diacid obtained was 77% (~7 g of SAA diacid). The overall percent yield for solution polymerization method was 27% (0.4 g of SAPAE polymer) with an average molecular weight of 2400 g/mol measured by gel-permeation chromatography (GPC). The percent yield for the melt-condensation method was 52% (2.4 g of SAPAE polymer) and the average molecular weight was ~3200 g/mol, measured by GPC. Comparing the results, melt-condensation polymerization gave higher yields and higher molecular weight of SAPAE polymers making it a more effective method.