Synthesis and characterization of water-soluble dendritic macromolecules with a stiff, hydrocarbon interior

被引:57
作者
Pesak, DJ
Moore, JS
Wheat, TE
机构
[1] UNIV ILLINOIS,BECKMAN INST ADV SCI & TECHNOL,URBANA,IL 61801
[2] UNIV ILLINOIS,DEPT CHEM,URBANA,IL 61801
[3] UNIV ILLINOIS,DEPT MAT SCI & ENGN,URBANA,IL 61801
[4] THERMO CAPILLARY ELECTROPHORESIS,FRANKLIN,MA 02038
关键词
D O I
10.1021/ma970454p
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Phenylacetylene dendrimers terminated with tert-butyl esters on their periphery up to the fifth generation were synthesized by a modified convergent growth protocol. A solid-state thermolytic process involving no solvents, reagents, or catalysts accomplished transformation of the tert-butyl esters to carboxylic acids. The carboxylic acid terminated dendrimers possessed solubility characteristics orthogonal to those of the tert-butyl esters. Capillary electrophoresis and electrospray mass spectrometry were used to characterize the carboxylate terminated dendrimers. These techniques suggested that some form of cross-linking between or within higher generation dendrimer molecules was occurring during the thermolysis reaction. To overcome this problem, a second series of dendrimers terminated with (2-[2-(2-methoxyethoxy)ethoxy]ethyl) esters on their periphery were prepared, enabling aqueous solution hydrolysis to produce the carboxylic acids. The dendrimers that resulted by this approach were found to be more homogeneous products.
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收藏
页码:6467 / 6482
页数:16
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