端氨基己二胺支化物的合成及质谱结构指认.pdf

2016年3月
西安石油大学学报(自然科学版
第31卷第2期
Journal of Xi'an Shiyou University(Natural Science Edition)
Vol 31 No. 2
DOI:10.3969/j.issn.1673-064X.2016.02.018
中图分类号:0623.733;7Q031.2
文章编号:1673-064X(2016)02-011205
文献标识码:A
端氨基己二胺支化物的合成及质谱结构指认
汝蚊,史俊,款君云,赵
(西安石油大学化学化工学院,映西西安710065)
摘要:以己二胺、丙烯酸甲酯为原料,甲醇钠为催化剂,吩噻嗪为阻聚剂,在甲醇个质中通过 Michael加成反
应室内合成了己二胺四丙酸甲酯(0.5G支化物),考察了阻聚剂种类对产物收率的影响。再以0.5C支化物
为原料与乙二胺通过酰胺化缩合反应合成了己ニ胺四丙酰胺二胺(1.0G支化物),并对其合成条件进行了
研究。结果表明:1.0G支化物的最佳合成条件为n(己二胺):n(0.5G)=4.5:1,反应温度为40℃,反应时
间为24h,收率为92.87%。同时借助IR光谱及ESI-MS对1.0G产物进行了官能团验证和结构表征,研究
并归属了该化合物主要特征碎片离子的裂解途径。
关键词:支化物; Michael加成;酰胺化:FSIーMS;裂解途径
Synthesis of Amino-terminal Hexamethylenediamine Branched Compound
and Structure Identification of It Using ESI-MS
WANG Rubin, SHI Jun, St Biyun, ZHAO Jing
College of Chemistry and Chemical Engineering, Xian Shiyou University, Xian 710065, Shaanxi, China
Abstact: Taking examen lenediamine an methyl acrylate as raw materials, sodium methoxide as catalyst, phenothiazine as polymeri-
zation inhibitor, methanol solution as reaction medium, tetramethyl 3, 3, 3, 3"-(hexane-1, 6-di is(azanetril)etrapr- opanoate(0
5G branched compound was synthesized by Michael addition reaction in laboratory. The effect of the type of the polymerization inhibi
tor on the yield of the product was studied. Then taking 0. 5G compound and ethyleneamine as raw materials, 3, 3, 3", 3(hexane-1, 6
diylis(azanetriyl ) tetrakis(N-(2-aminoethyl)prop-anemide(1.OG branched compound was synthesized by amidation condensation
reaction, and its synthetic condi ions were optimized. The results show that the optimal reaction conditions for 1.G branched compound
are n (hexamethylenediamine) n(0.5G)=4.5 1, the reaction temperature 40 the reaction time 24 h. Under the optimal condi
tions, the yield of 1. OG branched compound is 92. 87%0. At the same time, the functional groups and the structure of 1. 0G branched
compound were characterized by IR spectrum and ESI-MS, and the fragmentation pathways of its main fragment ions were researched
Key words: branched compound; Michael addition; amidation; ESI-MS; fragmentation pathway
王汝斌,史俊,苏碧云,等.端魚基己ニ胺支化物的合成及质语结构指认[J].西安石油大学学报(自然科学版),2016,31(2)
112-116,120.
WANG Rubin, SHIJUN, SU Biyun, et al. Synthesis of amino-terminal hexamethy lenediamine ranched compound and structure identifi
cation of it by ESI-MS [J]. Journal of Xian Shiyou University (Natural Seience Edition), 2016, 31(2): 112-116, 120
收稿日期:2015-09-15
基金项目:陕西省青年科技新星项目(编号:2013kjx-3);西安石油大学全日制硕士研究生创新基金(编号
2014cx130741)
作者简介:王汝斌(1988-),男,硕土,主要从事石油化学品的合成研究。E-mail:rowan_100163.com