Diaziridyl Ether of Bisphenol A

Seohyun Kang, Hyun Kyung Moon, Hyo Jae Yoon

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Increased complexities in applications involving curable materials virtually need new materials that can overcome the limitations of existing ones. Resins, the structure of which is based on bisphenol A backbone terminated with three membered N-heterocycles - aziridines - have been synthesized, and their thermal-curing performance in solution and solid state was evaluated by NMR and FT-IR spectroscopies, differential scanning calorimetry, and single lap shear strength test and compared with that of analogous epoxy resin (diglycidyl ether of bisphenol A; DGEBA). Results reveal that the chemical reactivity of the aziridine-based resins is fine-tunable by controlling the N-substituent of aziridine. These resins can undergo ring-opening polymerization in the presence of various curing agents under unprecedentedly mild conditions and show remarkably rapid curing rate, wide substrate scope, and excellent chemoselectivity as compared to the analogous epoxy resin. Our results demonstrate superb curing ability of aziridine, making it promising for applications in materials and polymer sciences.

Original languageEnglish
Pages (from-to)4068-4076
Number of pages9
JournalMacromolecules
Volume51
Issue number11
DOIs
Publication statusPublished - 2018 Jun 12

Fingerprint

Ether
Curing
Ethers
Epoxy Resins
Resins
Epoxy resins
Aziridines
Chemical reactivity
Ring opening polymerization
Shear strength
Differential scanning calorimetry
Infrared spectroscopy
Polymers
Nuclear magnetic resonance
bisphenol A
Substrates
aziridine
2,2-bis(4-glycidyloxyphenyl)propane

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Diaziridyl Ether of Bisphenol A. / Kang, Seohyun; Moon, Hyun Kyung; Yoon, Hyo Jae.

In: Macromolecules, Vol. 51, No. 11, 12.06.2018, p. 4068-4076.

Research output: Contribution to journalArticle

Kang, Seohyun ; Moon, Hyun Kyung ; Yoon, Hyo Jae. / Diaziridyl Ether of Bisphenol A. In: Macromolecules. 2018 ; Vol. 51, No. 11. pp. 4068-4076.
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