Ligands and characterization for effective bio‐atom‐transfer radical polymerization,Journal of Polymer Science Part A: Polymer Chemistry

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Ligands and characterization for effective bio‐atom‐transfer radical polymerization
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2019-09-30 , DOI: 10.1002/pola.29504
Hironobu Murata ₁ , Stefanie L. Baker _{1,

2} , Bibifatima Kaupbayeva _{1,

3} , Dylan J. Lewis _{1,

4} , Libin Zhang _{1,

4} , Susanne Boye ₅ , Albena Lederer _{5,

6} , Alan J. Russell _{1,

2,

3,

4}

Affiliation

Three new morpholine‐based ligands were synthesized to better control ATRP in aqueous media. 4‐(bis(N,N‐diethylaminoethyl)aminoethyl)morpholine (MMA), N,N‐diethylaminoethyl‐bis(2‐morpholinoethyl)amine, and tris(2‐morpholinoethyl)amine ligands were created and investigated to better understand the effect of electron withdrawing groups on the degree of control obtained under aqueous ATRP conditions. Polymerization performance of these ligands with the neutral oligo(ethylene glycol) methyl ether methacrylate and zwitterionic carboxybetaine methacrylate monomers was compared with tris(2‐(diethylamino)ethyl)amine (Et₆TREN) ligand. The new ligands showed decreased polymerization rates and yielded polymers with lower dispersities than those synthesized with Et₆TREN. These results indicated that altering the basicity of the central tertiary amine is an important factor in controlling the stability of the copper(I) complex, leading to better control over aqueous ATRP. Finally, uniform protein–polymer conjugates were synthesized with the MMA ligand using protein‐ATRP. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019

中文翻译：

有效生物原子转移自由基聚合的配体和表征

合成了三种新的基于吗啉的配体，以更好地控制水性介质中的ATRP。创建了4-（双（N，N-二乙基氨基乙基）氨基乙基）吗啉（MMA），N，N-二乙基氨基乙基-双（2-吗啉代乙基）胺和三（2-吗啉代乙基）胺配体，并进行了研究以更好地了解其效果吸电子基团对在水性ATRP条件下获得的控制度的影响。将这些配体与中性低聚（乙二醇）甲基醚甲基丙烯酸酯和两性离子羧基甜菜碱甲基丙烯酸酯单体的聚合性能与三（2-（二乙氨基）乙基）胺（Et ₆ TREN）配体进行了比较。与用Et合成的配体相比，新的配体显示出降低的聚合速率，并得到分散度更低的聚合物₆特伦。这些结果表明，改变中央叔胺的碱性是控制铜（I）配合物稳定性的重要因素，从而导致对水性ATRP的更好控制。最后，使用蛋白质-ATRP与MMA配体合成了统一的蛋白质-聚合物共轭物。分级为4 +©2019 Wiley Periodicals，Inc.J.Polym。科学，A部分：Polym。化学 2019年

更新日期：2019-09-30

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