2,8-二氨基-10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用性能研究

化学学报 ›› 2004, Vol. 62 ›› Issue (10): 986-991. 上一篇下一篇

研究论文

2,8-二氨基-10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用性能研究

尹志刚¹, 熊卫东¹, 赵德丰², FREEMAN Harold S.³

1. 郑州轻工业学院材料与化工学院, 郑州, 450002;
2. 大连理工大学精细化工国家重点实验室, 大连, 116012;
3. 美国北卡州立大学纺织化学系, RaleighNC, 27695-8302

投稿日期:2003-03-07 修回日期:2004-01-20 发布日期:2014-02-17
通讯作者: 尹志刚,E-mail:yinck@zzuli.edu.cn;yinck@263.net E-mail:yinck@zzuli.edu.cn;yinck@263.net
基金资助:
国家自然科学基金(No.29972006)、河南省中青年骨干教师资助计划(No.200306013)和郑州轻工业学院科研基金(No.200216)资助项目.

Syntheses, Mutagenicity and Applied Performance of 2,8-Diamino-10-methoxy-5,10-dihydrophenophosphazine 10-Oxide

YIN Zhi-Gang¹, XIONG Wei-Dong¹, ZHAO De-Feng², FREEMAN Harold S.³

1. School of Material and Chemical Engineering, Zhengzhou Institute of Light Industry, Zhengzhou 450002;
2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012;
3. Department of Textile Engineering, Chemistry and Science, North Carolina State University, Raleigh, NC 27695-28302, USA

Received:2003-03-07 Revised:2004-01-20 Published:2014-02-17

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摘要/Abstract

10-羟基-5,10-二氢磷杂吖嗪-10-氧化物(1)经酰氯化、甲基化得到 10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物(2), 2 经硝化得到10-甲氧基-2,8-二硝基-5,10-二氢磷杂吖嗪-10-氧化物(3, 62%). 3在Pd/C (w=0.05)存在下,用氢气还原为2,8-二氨基-10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物(4, 71%),考察了Pd/C (w=0.05)用量对氢化还原反应的影响.经过Salmonella/mammalian microsome assay测试,4表现为非诱变性,用4与乙酰J-酸作用得到新型双偶氮酸性染料(5). 5 对羊毛和丝绸分别在2%与3%色度下浸染都得到黑色染样,考察了5的上染曲线,并对染样进行了测色研究,发现该染料属于酸性蓝黑染料,其黑度优于目前市场上流行的酸性黑10B.

关键词: 二氢磷杂吖嗪, 乙酰J-酸, 合成, 诱变性, 偶氮染料, 测色

10-Hydroxy-5,10-dihydrophenophosphazine 10-oxide (1) reacted with SOCl₂, and then with MeONa in MeOH to give a methyl phosphinate (2) which can be converted to a dinitro compound 3 (62%) by nitration and the resulting dinitro compound 3 can further be converted to 2,8-diamino-10-methoxy-5,10-dihydrophenophosphazine 10-oxide (4, 71%) by hydrogenation over Pd/C (w=0.05). And the effect of amount of Pd/C (w=0. 05) on the reduction was also studied.This nonmutagenic amino compound 4 (via the investigation into Salmonella/mammalian microsome assay) was also employed as diazo moiety coupling with acet-J-acid to form a diazo acid dye 5.The new dye 5 can color wool at 2% or silk at 3% o.w.f. into black one. The investigation of the uptake of 5 and its color appearance showed that it was assigned to an acid bluish black dye and its blackness was more excellent than that of Acid Black 10B.

Key words: dihydrophenophosphazine, acet-J-acid, synthesis, mutagenicity, azo dye, color measurement

引用此文

尹志刚, 熊卫东, 赵德丰, FREEMAN Harold S.. 2,8-二氨基-10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用性能研究[J]. 化学学报, 2004, 62(10): 986-991.

YIN Zhi-Gang, XIONG Wei-Dong, ZHAO De-Feng, FREEMAN Harold S.. Syntheses, Mutagenicity and Applied Performance of 2,8-Diamino-10-methoxy-5,10-dihydrophenophosphazine 10-Oxide[J]. Acta Chimica Sinica, 2004, 62(10): 986-991.

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2,8-二氨基-10-甲氧基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用性能研究

Syntheses, Mutagenicity and Applied Performance of 2,8-Diamino-10-methoxy-5,10-dihydrophenophosphazine 10-Oxide

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