著者
木村 午朗 近岡 貞志
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.23, no.3, pp.241-247, 1965
被引用文献数
1

1, 7-Diaminoheptane has been synthesized from 1, 7-dichloroheptene-3 through ammonolysis followed by hydrogenation. For the formation of the desirable primary amine in the ammonolysis reaction, the following conditions have been proved favorable: use of liguid ammonia with or without a small amount of water or an organic solvent rather than aqueous ammonia, use of an excessive amount of ammonia, reaction temperatures above 80°C, in case of aqueous ammonia and above 60°C, in case of liquid ammonia, the effects of temperature upon yield being small over the range 100-140°C, and efficient agitation to ensure thorough contact of the reactants. The maximum yield of 1, 7-diaminoheptene-3, however, was 72-73%. Attempts to improve the yield resulted in the formation of secondary and tertiary polyamine by-products. 1, 7-Diaminoheptene-3 thus obtained was readily hydrogenated into 1, 7-diaminoheptane in 96% yield in the presence of Raney nickel catalyst under the atmospheric pressure as well as under pressure. Condensation polymerization of 1, 7-diaminoheptene-3 and that of 1, 7-diaminoheptane with urea proceeded smoothly and white solid polyureas with good spinning properties were obtained. The former polyurea showed m.p. 216°C, d<SUP>20</SUP>4 1.13 and the latter, m.p. 260°C, d<SUP>20</SUP> 1.12. The melting point of the polyurea obtained from 1, 9-noname. thylenediamine fell between that of the two polymers, and the specific gravity of the former was approximately 5% less than that of the latter two. The fiber of 1, 7-diaminoheptene-3 polyurea as well as that of 1, 7-diaminoheptane polyurea showed a slightly better dyeing properties with acidic and dispersing dyes than 1, 9-nonamethylenediamine polyurea, though other properties of those three types of fiber were alike.

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こんな論文どうですか? 脂肪族ジアミンの合成に関する研究(第12報):2,7-ジアミノヘペテン-3,1,7-ジアミノヘプタンの合成とそのポリ尿素(木村 午朗ほか),1965 https://t.co/v9m7m6EjuF
こんな論文どうですか? 脂肪族ジアミンの合成に関する研究(第12報):2,7-ジアミノヘペテン-3,1,7-ジアミノヘプタンの合成とそのポリ尿素(木村 午朗ほか),1965 https://t.co/v9m7m6EjuF

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