Diels-Alder Reactions as an Efficient Route to High Purity Cyclic Polymers

Diels-Alder Reactions as an Efficient Route to High Purity Cyclic Polymers
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DOI:
10.1002/marc.201100094
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发表时间:
2011-05-18
影响因子:
4.6
通讯作者:
Barner-Kowollik, Christopher
Barner-Kowollik, Christopher
中科院分区:
化学3区
文献类型:
--
作者:
Glassner, Mathias;Blinco, James P.;Barner-Kowollik, Christopher

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提出了一种简单有效的合成环状聚合物体系的方法。通过原子转移自由基聚合(ATRP)和环戊二烯取代溴端基,合成了具有直线型呋喃保护的α -马来酰亚胺- ω -环戊二烯基功能化前体(聚甲基丙烯酸甲酯)和聚丙烯酸叔丁酯)。在高稀释条件下加热后,亲二烯亲物发生脱保护,随后发生分子内Diels-Alder反应,产生高纯度的环状产物。
A simple and efficient route for the synthesis of cyclic polymer systems is presented. Linear furan protected alpha-maleimide-omega-cyclopentadienyl functionalized precursors (poly(methyl methacrylate) and poly(tert-butyl acrylate)) were synthesized via atom transfer radical polymerization (ATRP) and subsequent substitution of the bromine end-group with cyclopentadiene. Upon heating at high dilution, deprotection of the dieneo-phile occurs followed by an intramolecular Diels-Alder reaction yielding a high purity cyclic product.