A divergent route towards single-chemical entity triazine dendrimers with opportunities for structural diversity

A divergent route towards single-chemical entity triazine dendrimers with opportunities for structural diversity
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DOI:
10.1039/b617875h
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发表时间:
2007-01-01
影响因子:
3.3
通讯作者:
Simanek, Eric E.
Simanek, Eric E.
中科院分区:
化学3区
文献类型:
--
作者:
Crampton, Hannah;Hollink, Emily;Simanek, Eric E.

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本文描述了基于三聚氰胺的五代树枝状大分子的成功合成和表征。这些材料的早期几代似乎是单一的化学实体:在纯化后,使用核磁共振光谱、质谱分析、高效液相色谱和凝胶渗透色谱分析,没有观察到可检测到的杂质。对更大一代材料的分析排除了对纯度的明确陈述。这些目标的合成路线是发散的,依赖于二氯三嗪单体与n代多胺树枝状大分子核反应生成n+1代多(单氯三嗪)树枝状大分子。随后,多(单氯三嗪)通过亲核芳香族取代进行衍生化,然后揭开额外的亲核胺并重复该过程。
This manuscript describes the successful synthesis and characterization of five generations of dendrimers based on melamine. Early generations of these materials appear to be single chemical entities: upon purification, no detectable impurities are observed using NMR spectroscopy, mass spectrometry, and HPLC and GPC analysis. The analysis of larger generation materials precludes an unambiguous statement of purity. The synthetic route to these targets is divergent, relying on dichlorotriazine monomers that react with a polyamine dendrimer core of generation n to produce a poly(monochlorotriazine) dendrimer of generation n + 1. Subsequently, the poly( monochlorotriazine) is derivatized through nucleophilic aromatic substitution before additional nucleophilic amines are unmasked and the process iterated.