熱硬化性樹脂
Online ISSN : 2186-5361
Print ISSN : 0388-4384
ISSN-L : 0388-4384
2-ヒドロキシベンジルアミン類とホルムアルデヒドとの反応生成物
小松原 勤殿谷 三郎瀬戸 正二
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1983 年 4 巻 1 号 p. 8-14

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The compound obtained from the reaction of 2-hydroxybenzylamine (1) with equimolar amount of formaldehyd, previously reported as 3, 4-dihydro-2H, 1, 3-benzoxazine was identified in the present paper to be 1, 3, 5-tris (2-hydroxybenzyl) -hexahydro-s-triazine (2) in agreement with McDonagh's report.
It was also found that the reaction of (1) with double the molar quantity of formaldehyde gave 3, 3′-methylene-bis (3, 4-dihydro-2H, 1, 3-benzoxazine) (3) as reported by Holly and that the mutual relation among (1), (2), (3), and the reaction products of (2) or (3) with excess phenol summerized as follows :

The effect of substituents, H, CH3, and Cl in the position of (1), was not observed within the scope of this experiment.
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