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Synthesis of Unimolecular Micelles with Incorporated Hyperbranched Boltorn H30 Polyester modified with Hyperbranched Helical Poly(phenyl isocyanide) Chains and their Enantioselective Crystallization Performance
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2017-07-25 , DOI: 10.1002/marc.201700315 Zhi-Huang Zhang 1 , Chen-Yang Qiao 1 , Jian Zhang 1 , Wen-Ming Zhang 1 , Jun Yin 1 , Zong-Quan Wu 1
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2017-07-25 , DOI: 10.1002/marc.201700315 Zhi-Huang Zhang 1 , Chen-Yang Qiao 1 , Jian Zhang 1 , Wen-Ming Zhang 1 , Jun Yin 1 , Zong-Quan Wu 1
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Here, the fabrication of unimolecular micelles functionalized with helical polymeric chains as a chiral nucleating agent in enantioselective crystallization is reported. Starting from a fractionated hyperbranched polyester (Boltorn H30), the ring‐opening polymerization of l‐lactic acid (LLA) and subsequent terminal‐group modification affords the alkyne‐Pd(II)‐anchored hyperbranched macroinitiator (H30‐PLLA‐Pd). By taking advantage of a Pd(II)‐catalyzed living polymerization of chiral pendant modified l‐ or d‐phenyl isocyanide (PI) monomers, well‐defined chiral unimolecular micelles (H30‐PLLA‐PPI) grafted with radiating helical PPI coronas of one predominant screw sense are obtained. The resultant chiral materials demonstrate excellent application in the enantioselective crystallization of racemic threonine in water, and a 92% enantiomeric excess value of the residual solution is obtained. It is believed this present proof of concept and methodology are facile and powerful for preparing novel and versatile chiral materials with different topological structures, not only applicable to PPI but also to other types of polymers.
中文翻译：
掺入超支化螺旋聚（苯基异氰化物）链的超支化Boltorn H30聚酯的单分子胶束的合成及其对映选择性结晶性能
在此，报道了在对映选择性结晶中用螺旋聚合物链作为手性成核剂官能化的单分子胶束的制备。从分馏超支化聚酯（BOLTORN H30）开始，的开环聚合升乳酸（LLA）和随后的终端基改性，得到炔烃-钯（II） -锚定的超支化大分子引发剂（H30-PLLA-PD）。通过利用Pd（II）催化的手性侧链修饰的l或d的活性聚合获得了异氰酸苯酯（PI）单体，定义明确的手性单分子胶束（H30-PLLA-PPI），并接枝了一种主要的螺旋方向的辐射螺旋PPI电晕。所得手性材料在外消旋苏氨酸在水中的对映选择性结晶中显示出优异的应用，并且残留溶液的对映体过量值为92％。据信，本概念和方法学的当前证明对于制备具有不同拓扑结构的新颖且通用的手性材料是容易且有效的，不仅适用于PPI，而且适用于其他类型的聚合物。
更新日期：2017-07-25
中文翻译：
掺入超支化螺旋聚（苯基异氰化物）链的超支化Boltorn H30聚酯的单分子胶束的合成及其对映选择性结晶性能
在此，报道了在对映选择性结晶中用螺旋聚合物链作为手性成核剂官能化的单分子胶束的制备。从分馏超支化聚酯（BOLTORN H30）开始，的开环聚合升乳酸（LLA）和随后的终端基改性，得到炔烃-钯（II） -锚定的超支化大分子引发剂（H30-PLLA-PD）。通过利用Pd（II）催化的手性侧链修饰的l或d的活性聚合获得了异氰酸苯酯（PI）单体，定义明确的手性单分子胶束（H30-PLLA-PPI），并接枝了一种主要的螺旋方向的辐射螺旋PPI电晕。所得手性材料在外消旋苏氨酸在水中的对映选择性结晶中显示出优异的应用，并且残留溶液的对映体过量值为92％。据信，本概念和方法学的当前证明对于制备具有不同拓扑结构的新颖且通用的手性材料是容易且有效的，不仅适用于PPI，而且适用于其他类型的聚合物。
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