|本期目录/Table of Contents|

[1]吴江渝,黄维哲,周婷,等.三(2氨基乙基)胺核聚酰胺胺树形分子的合成[J].武汉工程大学学报,2014,(04):45-49.[doi:103969/jissn16742869201404010]
 WU Jiang yu,HUANG Wei zhe,ZHOU Ting,et al.Synthesis and characterization of polyamidoamine dendrimer using tris(2aminoethyl)amine as core[J].Journal of Wuhan Institute of Technology,2014,(04):45-49.[doi:103969/jissn16742869201404010]
点击复制

三(2氨基乙基)胺核聚酰胺胺树形分子的合成(/HTML)
分享到:

《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2014年04期
页码:
45-49
栏目:
材料科学与工程
出版日期:
2014-04-30

文章信息/Info

Title:
Synthesis and characterization of polyamidoamine dendrimer using tris(2aminoethyl)amine as core
文章编号:
16742869(2014)04004505
作者:
吴江渝黄维哲周婷何紫莹
武汉工程大学材料科学与工程学院,湖北 武汉 430074
Author(s):
WU JiangyuHUANG WeizheZHOU TingHE Ziying
School of Materials Science and Engineering,Wuhan Institute of Technology,Wuhan 430074,China
关键词:
聚酰胺胺树形分子三(2氨基乙基)胺结构表征
Keywords:
polyamidoaminedendrimertris(2aminoethyl)amine structural characterization
分类号:
O633.4
DOI:
103969/jissn16742869201404010
文献标志码:
A
摘要:
为了增大树形分子的表面官能团密度,降低其结构柔顺性,以三(2氨基乙基)胺为原料合成了一种新核树形分子.通过与丙烯酸甲酯在避光条件下的迈克尔加成反应得到末端为酯基的0.5代树形分子,将得到的产物与乙二胺进行酰胺化反应制得末端为氨基的1.0代树形分子.重复以上两个反应,合成得到1.0代到4.0代以三(2氨基乙基)胺为核的聚酰胺胺树形分子.反应过程中,运用薄层层析色谱检验以及观察红外光谱中酯基峰的消失与出现判断反应程度.每一步得到的粗产品采用柱层析分离的方法和乙醚沉降法进行分离提纯,并通过红外光谱和核磁共振氢谱对所得化合物的分子结构进行表征,证明了所得化合物即为目标化合物.三(2氨基乙基)胺的引入使得所合成的树形分子具有较小的核单元.
Abstract:
To enlarge endgroup density and decrease molecular flexibility,tris(2aminoethyl)amine was used for the synthesis of new core dendrimers.Esterterminating 0.5 generation polyamidoamine dendrimers with a tris(2aminoethyl)amine core were synthesized through Michael addition using methyl acrylate as reactant in the dark,then they were used as reactant to synthesize aminoterminating 1.0 generation polyamidoamine dendrimers by amidation reaction; finally,generation 1.0 to generation 4.0 polyamidoamine dendrimers with a tris(2aminoethyl)amine core were synthesized through iterative reactions.The extent of reactions was estimated through layer chromatograph and the ester peak was observed in fourier transform infrared spectra.The raw products were purified using column chromatography and sedimentation process.Fourier transform infrared and 1H nuclear magnitic resonance spectra were used for characterization.The core units of dendrimers decrease by introducing tris(2aminoethyl)amine.

参考文献/References:

[1]MILLER A D.Human gene therapy comes of age[J].Nature,1992,357(6378):455460.[2]MAJOROS I J,THOMAS T P,MEHTA C B,et al.Poly(ami\|doamine) dendrimerbased multifunctional engineered nanodevice for cancer therapy[J].Journal of Medicinal Chemistry,2005,48(19):58925899.[3]MAJOROS I J,MYC A,THOMAS T,et al.PAMAM dendrimerbased multifunctional conjugate for cancer therapy:synthesis,characterization,and functionality[J].Biomacromolecules,2006,7(2):572579.[4]ZHU S,HONG M,ZHANG L,et al.PEGylated PAMAM dendrimerdoxorubicin conjugates:in vitro evaluation and in vivo tumor accumulation[J].Pharmaceutical Research,2010,27(1):161174.[5]SHI X,WANG S H,SHEN M,et al.Multifunctional dendrimermodified multiwalled carbon nanotubes:synthesis,characterization,and in vitro cancer cell targeting and imaging[J].Biomacromolecules,2009,10(7):17441750.[6]ZHANG Y,SUN Y,XU X,et al.Synthesis,biodistribution,and microsingle photon emission computed tomography (SPECT) imaging study of technetium99m labeled PEG ylated dendrimer poly (amidoamine)(PAMAM) folic acid conjugates[J].Journal of Medicinal Chemistry,2010,53(8):32623272.[7]DUFS C.Dendrimerbased drug delivery systems:from theory to practice[J].Chem Med Chem,2013,8(2):336336.[8]DYKES G M.Dendrimers:a review of their appeal and applications[J].Journal of Chemical Technology and Biotechnology,2001,76(9):903918.[9]IYYAMPERUMAL R,ZHANG L,HENKELMAN G,et al.Efficient electrocatalytic oxidation of formic acid using Au@ Pt dendrimerencapsulated nanoparticles[J].Journal of the American Chemical Society,2013,135(15):55215524.[10]LIU X X,WU J Y,YAMMINE M,et al.Structurally flexible triethanolamine core PAMAM dendrimers are effective nanovectors for DNA transfection in vitro and in vivo to the mouse thymus[J].Bioconjugate Chemistry,2011,22(12):24612473.[11]WU J Y,ZHOU J H,QU F,et al.Polycationic dendrimers interact with RNA molecules:polyamine dendrimers inhibit the catalytic activity of Candida ribozymes[J].Chemical Communications,2005 (3):313315.[12]吴江渝,徐美英,黄维哲,等.新型聚酰胺胺树形分子的合成及表征[J].武汉工程大学学报,2013,35(5):4751.WU Jiangyu,XU Meiying,HUANG Weizhe,et al.Synthesis and characterization of new type of polyamidoamine dendrimer[J].Journal of Wuhan Institute of Technology,2013,35(5):4751.(in Chinese)

相似文献/References:

[1]李妍,吴江渝*.单边发散型树形分子的合成研究与表征[J].武汉工程大学学报,2010,(03):72.
 LI Yan,WU Jiang yu.nilateral divergent dendrimer synthesis studies and characterization[J].Journal of Wuhan Institute of Technology,2010,(04):72.
[2]林希,吴江渝*.超支化聚酰胺胺的合成及季胺化修饰[J].武汉工程大学学报,2010,(11):73.[doi:10.3969/j.issn.16742869.2010.11.019]
 LIN Xi,WU Jiang yu.Synthesis and modification of hyperbranced PAMAM[J].Journal of Wuhan Institute of Technology,2010,(04):73.[doi:10.3969/j.issn.16742869.2010.11.019]
[3]吴江渝,董兴梅,肖夏.聚酰胺胺树形分子的叶酸修饰及其表征[J].武汉工程大学学报,2013,(01):36.[doi:16742869(2013)01003605]
 WU Jiang yu,DONG Xing mei,XIAO Xia.Synthesis and characterization of folic acidmodified?polyamidoamine dendrimers[J].Journal of Wuhan Institute of Technology,2013,(04):36.[doi:16742869(2013)01003605]
[4]饶发明,林希,黄维哲,等.聚酰胺胺超支化聚合物的细胞毒性及抗菌性能[J].武汉工程大学学报,2013,(08):34.[doi:103969/jissn16742869201308007]
 RAO Fa\|ming,LIN Xi,HUANG Wei\|zhe,et al.Cytotoxicity and antibacterial of hyperbranched polyamidoamine compound[J].Journal of Wuhan Institute of Technology,2013,(04):34.[doi:103969/jissn16742869201308007]
[5]袁 琴,汪苏平,黄海龙,等.端氨基芳香族超支化聚酰胺胺的合成与应用[J].武汉工程大学学报,2016,38(2):163.[doi:10. 3969/j. issn. 1674-2869. 2016. 02. 011]
 YUAN Qin,WANG Suping,HUANG Hailong,et al.Synthesis and Application of Aromatic Hyperbranched Polyamidoamine with Amino End Groups[J].Journal of Wuhan Institute of Technology,2016,38(04):163.[doi:10. 3969/j. issn. 1674-2869. 2016. 02. 011]
[6]姜铁坤,吴江渝,肖夏,等.微波条件下树形分子核单元的合成及优化[J].武汉工程大学学报,2010,(11):70.[doi:10.3969/j.issn.16742869.2010.11.018]
 JIANG Tie kun,WU Jiang yu,XIAO Xia,et al.Microwave assisted synthesis of core unit of PAMAM dendrimer[J].Journal of Wuhan Institute of Technology,2010,(04):70.[doi:10.3969/j.issn.16742869.2010.11.018]
[7]肖夏,吴江渝*.以二乙醇胺为核聚酰胺胺树形分子的合成及表征[J].武汉工程大学学报,2011,(11):43.
 XIAO Xia,WU Jiang yu.Synthesis and characterization of polyamidoaminedendrimers using diethanolamine as core[J].Journal of Wuhan Institute of Technology,2011,(04):43.

备注/Memo

备注/Memo:
收稿日期:20131218基金项目:国家自然科学基金(51003081)作者简介:吴江渝(1977),男,广东电白人,教授,博士.研究方向:树形分子合成及应用、丙烯酸系聚合物合成及应用、纳米二氧化硅材料的生物修饰.
更新日期/Last Update: 2014-05-15