ATRP SYNTHESIS AND SELF-ASSEMBLY BEHAVIOR OF CHITOSAN-O-PMPEGMA

HE Yuan; YU Lin; TAN Songwei; JIANG Hongliang; TU Kehua; WANG Liqun

doi:10.3724/SP.J.1105.2010.09280

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ATRP SYNTHESIS AND SELF-ASSEMBLY BEHAVIOR OF CHITOSAN-O-PMPEGMA

Research Article | 更新时间：2021-03-19

- ATRP SYNTHESIS AND SELF-ASSEMBLY BEHAVIOR OF CHITOSAN-O-PMPEGMA
- Acta Polymerica Sinica Issue 7, Pages: 897-902(2010)
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- DOI：10.3724/SP.J.1105.2010.09280
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- Published：20 July 2010，
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HE Yuan, YU Lin, TAN Songwei, JIANG Hongliang, TU Kehua, WANG Liqun. ATRP SYNTHESIS AND SELF-ASSEMBLY BEHAVIOR OF CHITOSAN-O-PMPEGMA. [J]. Acta Polymerica Sinica (7):897-902(2010)
DOI：

HE Yuan, YU Lin, TAN Songwei, JIANG Hongliang, TU Kehua, WANG Liqun. ATRP SYNTHESIS AND SELF-ASSEMBLY BEHAVIOR OF CHITOSAN-O-PMPEGMA. [J]. Acta Polymerica Sinica (7):897-902(2010) DOI： 10.3724/SP.J.1105.2010.09280.

摘要

以十二烷基硫酸钠-壳聚糖复合物（SCC）为起始物，将溴代异丁酸偶联到SCC的羟基上，得到溴代SCC（Br-SCC）.以Br-SCC作为大分子引发剂，溴化亚铜、二联吡啶为催化剂，引发聚乙二醇单甲醚甲基丙烯酸酯（MPEGMA）原子转移自由基聚合，得到SCC-O-PMPEGMA；SCC-O-PMPEGMA中十二烷基硫酸钠（SDS）用Tris-2-甲基-2-氨基-1

3-丙二醇（Tris）解复合脱除，最终制备得到壳聚糖-O-PMPEGMA（CS-O-PMPEGMA）.用FTIR 和1H-NMR对中间产物与CS-O-PMPEGMA进行了表征，结果表明SCC的溴化度可以通过改变溴代异丁酸/SCC的投料比调节，改变MPEGMA/Br-SCC的投料比则可调控PMPEGMA的聚合度.用动态光散射、zeta电位仪以及TEM等手段研究了CS-O-PMPEGMA与肝素钠的复合行为，结果表明随着肝素钠/壳聚糖结构单元摩尔比（X）增加，复合胶束的粒径增大、表面电位降低；当X超过2时，肝素钠与CS-O-PMPEGMA复合形成球形纳米颗粒，其水合半径约44 nm，zeta电位为-8.9 mV.合成得到的CS-O-PMPEGMA具有规整化学结构，能与聚阴离子复合形成球形胶束，很有希望在基因传递与肿瘤靶向等领域得到应用.

Abstract

The bromized sodium dodecyl sulfate(SDS)-chitosan(CS)complex(Br-SCC)was synthesized by conjugating 2-bromo-2-methyl propionic acid to the hydroxyl groups of SCC which was used as an organo-soluble precursor in this study.Br-SCC was used as a macromolecular ATRP initiator to polymerize methyl ether poly(ethylene glycol)methacrylate(PMPEGMA)using copper(I)bromide/bipyridine as a catalyst

yielding SCC-O-PMPEGMA.SDS was removed from the product by precipitating SCC-O-PMPEGMA solution into aqueous tris(hydroxymethyl)amine (Tris) medium.The chemical structure of the intermediate and CS-O-PMPEGMA was studied by FTIR and 1H-NMR.The substitution degree of bromobutyric acid could be modulated by bromobutyric acid/SCC feed ratio.The degree of polymerization of PMPEGMA could be controlled by varying the PMPEGMA/Br-SCC ratio.Complexation behaviors between CS-O-PMPEGMA and heparin were studied by dynamic light scattering

zeta potential analyzer and TEM.With the increase of heparin/CS molar ratio (X)

there was an increase in the nanoparticle size and decrease in the zeta potential of the particles.When X was above 2

the size and the zeta potential reached a plateau stage.The ultimate size of the spherical nanoparticles was about 44 nm and the zeta potential was -8.9 mV.CS-O-PMPEGMA which could be conveniently synthesized according to the scheme proposed in this study has well-defined chemical structure.The grafting of PMPEGMA has no effect on the cationic density of the final product.In addition

the copolymers could form spherical micelles with anionic agents.The above characteristics of CS-O-PMPEGMA make it promising for tumor targeting and gene delivery.

关键词

壳聚糖复合物聚乙二醇原子转移自由基聚合自组装

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Department of Applied Chemistry,School of Science,Northwestern Polytechnical University

Guangzhou Institute of Chemistry, Chinese Academy of Sciences

聚合物分子工程国家重点实验室复旦大学高分子科学系

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