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An Efficient Ring-Closure Method for Preparing Well-Defined Cyclic Polynorbornenes.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2019-12-27 , DOI: 10.1002/marc.201900598 Minghui Zhang 1, 2 , Ying Wu 1 , Zhengping Liu 1 , Jun Li 1 , Liyan Huang 1 , Ke Zhang 2
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2019-12-27 , DOI: 10.1002/marc.201900598 Minghui Zhang 1, 2 , Ying Wu 1 , Zhengping Liu 1 , Jun Li 1 , Liyan Huang 1 , Ke Zhang 2
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An efficient bimolecular ring-closure method is developed to prepare the well-defined cyclic polynorbornenes by combining the living ring-opening metathesis polymerization (ROMP) with the self-accelerating double strain-promoted azide-alkyne cycloaddition (DSPAAC) reaction. In this method, ROMP is used to synthesize the well-defined linear polynorbornenes with both azide terminals by virtue of a N-hydroxysuccinimide-ester-functionalized Grubbs initiator following the modification of polymer end groups. DSPAAC click reaction is then used to ring-close the linear polymer precursors and prepare the corresponding well-defined cyclic polynorbornenes using the sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD) as small linkers. The self-accelerating DSPAAC ring-closing reaction facilitates this method to efficiently prepare pure cyclic polynorbornenes in the presence of a molar excess of DIBOD small linkers to the linear polynorbornene precursors. This is the first report to prepare well-defined polynorbornenes with cyclic topology based on the ring-closure strategy for cyclic polymers.
中文翻译：
一种制备定义良好的环状聚降冰片烯的高效环封闭方法。
通过将活性开环复分解聚合（ROMP）与自加速双应变促进的叠氮化物-炔烃环加成反应（DSPAAC）结合起来，开发了一种有效的双分子闭环方法来制备定义明确的环状聚降冰片烯。在这种方法中，在聚合物端基改性之后，借助N-羟基琥珀酰亚胺酯酯官能化的Grubbs引发剂，ROMP用于合成具有两个叠氮化物末端的定义明确的线性聚降冰片烯。然后使用DSPAAC点击反应将线性聚合物前体进行环封闭，并使用sym-dibenzo-1,5-cyclooctadiene-3,7-diyne（DIBOD）作为小接头制备相应的明确定义的环状聚降冰片烯。自加速的DSPAAC闭环反应有助于该方法在线性聚降冰片烯前体摩尔过量的DIBOD小接头存在下有效地制备纯环状聚降冰片烯。这是基于环状聚合物的闭环策略制备具有环状拓扑的定义明确的降冰片烯的第一份报告。
更新日期：2019-12-27
中文翻译：
一种制备定义良好的环状聚降冰片烯的高效环封闭方法。
通过将活性开环复分解聚合（ROMP）与自加速双应变促进的叠氮化物-炔烃环加成反应（DSPAAC）结合起来，开发了一种有效的双分子闭环方法来制备定义明确的环状聚降冰片烯。在这种方法中，在聚合物端基改性之后，借助N-羟基琥珀酰亚胺酯酯官能化的Grubbs引发剂，ROMP用于合成具有两个叠氮化物末端的定义明确的线性聚降冰片烯。然后使用DSPAAC点击反应将线性聚合物前体进行环封闭，并使用sym-dibenzo-1,5-cyclooctadiene-3,7-diyne（DIBOD）作为小接头制备相应的明确定义的环状聚降冰片烯。自加速的DSPAAC闭环反应有助于该方法在线性聚降冰片烯前体摩尔过量的DIBOD小接头存在下有效地制备纯环状聚降冰片烯。这是基于环状聚合物的闭环策略制备具有环状拓扑的定义明确的降冰片烯的第一份报告。
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