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Temperature-Dependent Enhancement Effects for TBD (1,5,7-Triazabicyclo[4.4.0]dec-5-ene) with 2-Methylimidazole-Intercalated α-Zirconium Phosphate as a Latent Thermal Initiator in the Reaction of Glycidyl Phenyl Ether

Department of Applied Chemistry, Osaka Institute of Technology, 5-16-1 Omiya, Ashahi-ku, Osaka 535-8585, Japan
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Inorganics 2019, 7(7), 83; https://doi.org/10.3390/inorganics7070083
Received: 28 May 2019 / Revised: 26 June 2019 / Accepted: 27 June 2019 / Published: 30 June 2019
(This article belongs to the Special Issue Inorganic Layered Compounds)
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Abstract

The catalytic effects of 1,1,3,3-Tetramethylguanidine (TMG), 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD), 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) in the reaction with glycidyl phenyl ether (GPE) at 40 °C were investigated. For the reaction, the %conversion of GPE was only 11%, carried out at 40 °C over 14 days in the presence of TBD.Additionally, there was little catalytic activity for the same reaction performed under typical storage conditions at 25 °C. The effect of TBD with 2-methylimidazole-intercalated α-zirconium phosphate (α-ZrP∙2MIm), as a latent thermal initiating system in the reaction with GPE, was then examined. The reaction did not proceed within 1 h at 80 °C. On increasing the temperature to 120 °C, the %conversion reached 75% for reaction at 1 h. Under typical storage conditions (7 days at 25 °C), the %conversion of GPE was only 7%. With addition of TBD to α-ZrP∙2MIm, reagent stability was maintained, and the polymerization reaction proceeded rapidly with the application of heat. View Full-Text
Keywords: α-zirconium phosphate; intercalation; 2-methylimidazole; TBD; latent thermal initiator α-zirconium phosphate; intercalation; 2-methylimidazole; TBD; latent thermal initiator
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Shimomura, O.; Sasaki, S.; Kume, K.; Ohtaka, A.; Nomura, R. Temperature-Dependent Enhancement Effects for TBD (1,5,7-Triazabicyclo[4.4.0]dec-5-ene) with 2-Methylimidazole-Intercalated α-Zirconium Phosphate as a Latent Thermal Initiator in the Reaction of Glycidyl Phenyl Ether. Inorganics 2019, 7, 83.

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