Author(s)

Daisuke Ohno^1,2*, Kazuya Zenyoji³, Youji Kurihara², Kazuyoshi Ueda², Hitoshi Habuka²

¹Advanced Business Research Center, Mitsubishi Gas Chemical Company, Inc., Tokyo, Japan.
²Division of Materials Science and Engineering, Graduate School of Engineering, Yokohama National University, Yokohama, Japan.
³MGC Chemical Analysis Center, Mitsubishi Gas Chemical Company, Inc., Tokyo, Japan.

Reaction products of 2,4,6-tris(4-phenyl-phenoxy)-1,3,5-triazine derived from 4-phenylphenol cyanate ester and phenyl glycidyl ether were analyzed. In addition to an isocyanurate compound and an oxazolidone compound which were well known as reaction products of cyanate esters and epoxy resins, compounds with hybrid ring structure of cyanurate/isocyanurate were determined. Gibbs free energies of the compound having hybrid ring structure of cyanurate/isocyanurate with two isocyanurate moiety were found to be lower than that of the compound with cyanurate ring structure through calculations. Calculation data supported the existence of hybrid ring structure of cy-anurate/isocyanurate. It was revealed that isomerization from cyanurate to isocyanurate occurs via hybrid ring structure of cyanurate/isocyanurate in the reaction of aryl cyanurate and epoxy.

Reaction products of 2, 4, 6-tris(4-phenyl-phenoxy)-1, 3, 5-triazine derived from 4-phenylphenol cya-nate ester and phenyl glycidyl ether were analyzed. In addition to an isocyanurate compound and an oxazolidone compound which were well known as reaction products of cyanate esters and epoxy resins, compounds with hybrid ring structure of cyanurate/isocyanurate were determined. Gibbs free energies of the compound having hybrid ring structure of cyanurate/isocyanurate with two isocyanurate moiety were found to be lower than that of the compound with cyanurate ring struc-ture through calculations. Calculation data supported the existence of hybrid ring structure of cy-anurate/isocyanurate. It was revealed that isomerization from cyanurate to isocyanurate occurs via hybrid ring structure of cyanurate/isocyanurate in the reaction of aryl cyanurate and epoxy.

Ohno, D. , Zenyoji, K. , Kurihara, Y. , Ueda, K. and Habuka, H. (2016) Formation of Hybrid Ring Structure of Cyanurate/Isocyanurate in the Reaction be-tween 2,4,6-Tris(4-Phenyl-Phenoxy)-1, 3,5-Triazine and Phenyl Glycidyl Ether. International Journal of Organic Chemistry, 6, 117-125. doi: 10.4236/ijoc.2016.62013.