Dielectric Properties of Bio-Based Diphenolate Ester Epoxies

Michael S McMaster; Talha E Yilmaz; Ammar Patel; Anthony Maiorana; Ica Manas-Zloczower; Richard Gross; Kenneth D Singer

doi:10.1021/acsami.7b19085

Dielectric Properties of Bio-Based Diphenolate Ester Epoxies

ACS Appl Mater Interfaces. 2018 Apr 25;10(16):13924-13930. doi: 10.1021/acsami.7b19085. Epub 2018 Apr 16.

Authors

Michael S McMaster¹, Talha E Yilmaz², Ammar Patel³, Anthony Maiorana², Ica Manas-Zloczower³, Richard Gross^{2

4}, Kenneth D Singer¹

Affiliations

¹ Department of Physics , Case Western Reserve University , 2076 Adelbert Road , Cleveland , Ohio 44106 , United States.
² Department of Chemistry and Chemical Biology , Rensselaer Polytechnic Institute , Troy , New York 12180 , United States.
³ Department of Macromolecular Science and Engineering , Case Western Reserve University , Cleveland , Ohio 44106 , United States.
⁴ Center for Biotechnology and Interdisciplinary Studies (CBIS) , Rensselaer Polytechnic Institute , 4005B BioTechnology Bldg , Troy , New York 12180 , United States.

PMID: 29620846
DOI: 10.1021/acsami.7b19085

Abstract

Thermoset bio-based diglycidyl ether of diphenolate esters (DGEDP) exhibit comparable mechanical properties as petroleum-derived diglycidyl ether of bisphenol A (DGEBA), whereas DGEDP is derived from levulinic acid, a safe and readily renewable feedstock. To determine the potential replacement of DGEBA as dielectric materials, a series of DGEDP-esters (i.e., methyl, ethyl, propyl, and butyl esters) were synthesized and studied. Broadband dielectric spectroscopy revealed that DGEDP-propyl has the highest dielectric constant in the series, comparable to DGEBA. Differences in the dielectric properties of DGEDP-esters is attributed to the interplay of segmental, small local, and side-chain motions on one hand and free volume and steric hindrance on the other.

Keywords: bio-based; broadband dielectric spectroscopy (BDS); diglycidyl ether of bisphenol A (DGEBA); diphenolate esters; epoxy resin; structural dielectric.