期刊
POLYMER
卷 233, 期 -, 页码 -出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.polymer.2021.124191
关键词
Eugenol; Epoxy; Thermoset; Bio-based; Structure-property
资金
- North Dakota EPSCoR under National Science Foundation [IIA-1355466]
A novel vinyl ether monomer from eugenol was synthesized and used to produce a variety of epoxidized polymeric epoxy resins. The study showed that these partially biobased epoxy resins have the potential to compete with petroleum-based DGEBA resins in coatings applications.
A novel vinyl ether monomer from eugenol, 2-eugenoloxyvinyl ether (EEVE), was synthesized and used as a building block for polymeric epoxy resins. The EEVE monomer was polymerized via cationic polymerization of the vinyl ether group leaving the allylic functionality of eugenol available for further epoxidation. Epoxidized poly(EEVE) resins varying in levels of epoxidation (epoxy equivalent weights from 360 to 870 g/eq) were produced and cured with twelve amine curatives at ambient and elevated temperatures for different time intervals to evaluate and optimize the curing regime. The cured coatings were screened with high throughput dye extraction and conventional coating testing methods and compared to coatings produced from diglycidyl ether of bisphenol-A (DGEBA). Results showed that coatings derived from epoxidized poly(EEVE) [Epoly(EEVE)] can be tuned from soft and elastic with hardness <50 GPa and glass transition temperatures (Tgs) 20 degrees C to hard and brittle with hardness 500 GPa and Tgs > 60 degrees C by varying the extent of epoxidation and the nature of curative, whereas DGEBA resulted in hard and brittle coatings irrespective of the type of curative used in the study. Compared to DGEBA resin, coatings with similar or higher crosslink densities and hardness were obtained from Epoly(EEVE) resins with >50% epoxidation of EEVE moieties using the same curative and curing regime. These partially biobased epoxy compounds derived from eugenol have the potential to be competitive with petroleum based DGEBA resins in coatings applications.
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