Synthesis and characterization of poly(2-hydroxyethyl methacrylate)-1-naphthylacetic acid adduct
Synthesis and characterization of poly(2-hydroxyethyl methacrylate)-1-naphthylacetic acid adduct
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DOI：
10.1007/s00289-006-0696-y
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发表时间：
2007-03
期刊：
影响因子：
3.2
通讯作者：
R. Jantas
中科院分区：
文献类型：
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作者：
R. Jantas
以5%的氯化锂/N，N-二甲基乙酰胺体系为溶剂，以吡啶为催化剂，将聚甲基丙烯酸羟乙酯(PHEMA)与氯乙酰氯反应，制得了含氯乙酸基的聚甲基丙烯酸羟乙酯(PHEMA)。生物活性羧酸(1-萘基乙酸)与氯乙酸酯化的PHEMA的偶联反应是通过与其钾盐反应实现的。用FTIR、~1H-核磁共振和~(13)C-核磁共振确定了氯乙酰化PHEMA和PHEMA-1-萘乙酸加合物的结构。取代度由氯含量计算，取代度范围为13.4~98.1摩尔%，取代度取决于氯乙酰氯与PHEMA的比例。PHEMA-1-萘乙酸加合物在多相中的水解实验表明，片剂中活性物质的释放与加合物的亲水性以及介质的pH值有关。
Poly(2-hydroxyethyl methacrylate) (PHEMA) functionalized with chloroacetate groups was obtained by reaction of PHEMA with chloroacetyl chloride using the 5% lithium chloride/N,N-dimethylacetamide system as solvent and pyridine as catalyst. The coupling of bioactive carboxylic acid (1-naphthylacetic acid) to PHEMA functionalized with chloroacetate groups was carried out by reaction with its the potassium salt. The structures of chloroacetylated PHEMA and PHEMA-1-naphthylacetic acid adducts were determined by means FTIR,1H-NMR and13C-NMR spectra. The degree of substitution was calculated from the chloride content and ranged from 13.4 to 98.1 mol% depending on the ratio of chloroacetyl chloride to PHEMA. The hydrolysis in the heterogeneous phase of PHEMA-1-naphthylacetic acid adducts showed that the release of the bioactive compound from tablets is dependent on hydrophilic character of adduct as well as on pH value of the medium.