Thermal radical initiator derivatives based on O-imino-isourea: Synthesis, polymerization, and characterization

Beomjin Kim, Dong Geun Lee, Dong Yeon Kim, Hyeok Jin Kim, Nam Sik Kong, Jin Chul Kim, Seung Man Noh, Hyun Wook Jung, Young I L Park

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The new thermal radical initiators (TRIs) with linear and cyclic type groups based on derivatives of O-imino-isourea have been designed and synthesized. The radical polymerization property of the synthesized TRI derivatives as a radical initiator in n-butyl acrylate was monitored by differential scanning calorimetry analysis. TRI derivatives with linear type groups, such as 3-PenDCC, 3-HexDCC, and 4-HepDCC, showed peak temperatures (Tpeak) of 80–84 °C, whereas those with cyclic type groups, such as C-PenDCC, C-HexDCC, and C-HepDCC, exhibited a wide Tpeak distribution in the 74–87 °C range. The polymerization efficiency using new TRIs in n-butyl acrylate was elaborately identified from the molecular weights and conversion obtained using gel permeation chromatography analysis and NMR spectroscopy. To consider their possible application to automotive clearcoats, the real-time evolution of the rheological properties of clearcoat resins during the crosslinking process with newly synthesized TRI derivatives was measured, confirming the different crosslinking kinetics of TRI derivatives in real thermal curing process. The results were found to be well correlated with data from the radical polymerization experiments of TRIs.

Original languageEnglish
Pages (from-to)3593-3600
Number of pages8
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume54
Issue number22
DOIs
Publication statusPublished - 2016 Nov 15

Fingerprint

Polymerization
Derivatives
Free radical polymerization
Crosslinking
Hot Temperature
Gel permeation chromatography
Nuclear magnetic resonance spectroscopy
Curing
Differential scanning calorimetry
Resins
Molecular weight
Kinetics
Experiments
Temperature

Keywords

  • DFT method
  • initiators
  • low temperature curing
  • O-imino-isourea
  • radical polymerization
  • rheology
  • thermal radical initiator

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Thermal radical initiator derivatives based on O-imino-isourea : Synthesis, polymerization, and characterization. / Kim, Beomjin; Lee, Dong Geun; Kim, Dong Yeon; Kim, Hyeok Jin; Kong, Nam Sik; Kim, Jin Chul; Noh, Seung Man; Jung, Hyun Wook; Park, Young I L.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 54, No. 22, 15.11.2016, p. 3593-3600.

Research output: Contribution to journalArticle

Kim, Beomjin ; Lee, Dong Geun ; Kim, Dong Yeon ; Kim, Hyeok Jin ; Kong, Nam Sik ; Kim, Jin Chul ; Noh, Seung Man ; Jung, Hyun Wook ; Park, Young I L. / Thermal radical initiator derivatives based on O-imino-isourea : Synthesis, polymerization, and characterization. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2016 ; Vol. 54, No. 22. pp. 3593-3600.
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