Synthesis of Boltorn 1,2,3-Triazole Dendrimers by Click Chemistry

被引：22

作者：

Katritzky, Alan R. ^{[1
]}

Song, Yuming ^{[1
]}

Sakhuja, Rajeev ^{[1
]}

Gyanda, Reena ^{[1
]}

Meher, Nabin K. ^{[1
]}

Wang, Ling ^{[2
]}

Duran, Randolph S. ^{[2
]}

Ciaramitaro, David A. ^{[3
]}

Bedford, Clifford D. ^{[3
]}

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] Univ Florida, Dept Chem, Polymer Res Lab, Gainesville, FL 32611 USA

[3] Off Naval Res, Arlington, VA 22203 USA

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2009年 / 47卷 / 15期

关键词：

boltorn hyperbranched polymers; dendrimers; esterification; polyesters; synthesis; triazole-polymers; HYPERBRANCHED ALIPHATIC POLYESTER; SELF-ASSEMBLED MONOLAYERS; 1,3-DIPOLAR CYCLOADDITION; MATERIALS SCIENCE; POLYMERS; AZIDES; ALKYNES; RESINS; MULTICOMPONENT; FUNCTIONALITY;

D O I：

10.1002/pola.23427

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Second-, third-, and fourth-generation hyperbranched aliphatic polyols namely Boltorn (R) H20, Boltorn H30, and Boltorn H40 were endcapped with azido and activated acetylenic groups in good to excellent yields (75-95%) following an acid catalyzed procedure. The resultant terminally functionalized dendritic azido and acetylenic groups undergo 1,3-dipolar cycloaddition using methyl (or ethyl) propiolate and benzyl azide, respectively, under catalytic or noncatalytic conditions below 40 C to yield 1,2,3-triazole dendrimeric polymers in 82-95% yield, under extremely mild conditions that could be applied for compounds sensitive to acid, base, or heat. The dendritic azido and activated acetylenic derivatives may act as novel scaffolds to tune the mechanical properties of different polymers. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3748-3756, 2009

引用

页码：3748 / 3756

页数：9

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