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 journalArticlepeer-review

    11 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

    Bibliographical note

    Publisher Copyright:
    © 2016 Wiley Periodicals, Inc.

    Keywords

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

    ASJC Scopus subject areas

    • Polymers and Plastics
    • Organic Chemistry
    • Materials Chemistry

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