Studies on decomposition and formation of triazine series compounds. Part XIII. Thermal behavior and characterization of some 2-oxazolidinone derivatives.

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概要

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• Four kinds of 2-oxazolidinone derivatives, (<B>1</B>) [5-phenoxymethyl-3-phenylcarbamoyl-2-oxazolidinone (<B>1a</B>), 2,4-bis(2-oxo-3-oxazolidin-3-ylcarbonylamino)toluene (<B>1b</B>), <I>N</I>,<I>N</I>′-bis(2-oxo-3-oxazolidin-3-ylcarbonyl)-1,6-hexanediamine (<B>1c</B>), and 1,4-bis(3-phenylcarbamoyl-2-oxo-5-oxazolidin-5-ylmethoxy)benzene (<B>1d</B>)], were prepared with the addition of 2-oxazolidinone, 5-phenoxymethyl-2-oxazolidinone (<B>2</B>), and 1,4-bis(2-oxo-5-oxazolidin-5-ylmethoxy)benzene (<B>3</B>) to mono- or diisocyanates by using <I>N</I>,<I>N</I>-dimethylformamide or benzene as solvents and 1,4-diazabicyclo[2.2.2]octane as a catalyst. Compound <B>1</B> was found to be thermally stable by thermal analysis. DSC curves of these compounds revealed an endothermic peak due to melting, except for <B>1d</B> which was obtained from <B>3</B>. The main fragmentation mechanism by electron impact for <B>1</B> was found to consist of two processes: simple cleavage and a rearrangement reaction. Further, each process was followed by cleavage modes. The proportion of fragment ions containing the benzene ring in the main fragmentation was greater than 80%. From the DTA-TG/DTG curves, the difference between EI-cleavage and thermal decomposition for <B>1a</B> was elucidated.

• 公益社団法人 日本化学会の論文

著者

• Murai Atsuko

  Faculty of Engineering, Toyama University

• Yoshimura Toshiaki

  Faculty of Engineering, Toyama University

• Shimasaki Choichiro

  Faculty of Engineering, Toyama University

• Tsukurimichi Eiichi

  Faculty of Engineering, Toyama University

• Takai Junko

  Faculty of Engineering, Toyama University

• Hayase Shuichi

  Faculty of Engineering, Toyama University

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• Studies on decomposition and formation of triazine series compounds. Part XIII. Thermal behavior and characterization of some 2-oxazolidinone derivatives.

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