Dual pH and thermoresponsive alternating polyampholytes in alcohol/water solvent mixtures,Polymer Chemistry

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Dual pH and thermoresponsive alternating polyampholytes in alcohol/water solvent mixtures
Polymer Chemistry ( IF 4.1 ) Pub Date : 2020/02/18 , DOI: 10.1039/d0py00032a
Samarendra Maji _{1,

2,

3,

4,

5} , Valentin Victor Jerca _{1,

2,

3,

4,

5} , Richard Hoogenboom _{1,

2,

3,

4,

5}

Affiliation

Synthesis of polyampholytes based on cationic and anionic monomers that exhibit upper critical solution temperature (UCST) behavior is challenging as both the monomers need to be incorporated in stoichiometric amounts. By virtue of their charges, these polymers can exhibit special properties when both their ratios and/or the distance between the two charges are tuned. Here, the synthesis of alternating charge-neutral polyampholytes is described via reversible addition–fragmentation chain transfer (RAFT) statistical copolymerization of cationic styrenic and anionic N-substituted maleimide monomers. The percentage of N,N-dimethylaminomethylstyrene (DMAMSt) and N-carboxyethylmaleimide (CEMI) monomers in P(DMAMSt-alt-CEMI) copolymers is in 50/50 molar ratios, as confirmed by ¹H NMR measurements during the polymerization of DMAMSt and tBuEMI monomers. The thermoresponsive UCST behavior of the obtained charge neutral polyampholytes is demonstrated in water and alcohol–water (methanol, ethanol and 2-propanol) solvent mixtures. Moreover, the effect of the charge neutral polyampholyte concentration on the UCST phase transition in ethanol/H₂O solvent mixtures is discussed. The intermediate tert-butyl protected CEMI-based alternating copolymers P(DMAMSt-alt-tBuEMI) were found to be pH responsive and a diblock copolymer with a poly(N,N-isopropylacrylamide)block(PNIPAM-b-P(DMAMSt-alt-tBuEMI) demonstrated pH and LCST thermoresponsive behavior. These results demonstrate the use of these dual responsive polymers for future work on the exploration of these cationic and thermoresponsive polymers for the development of self-assembled responsive drug carriers.

中文翻译：

乙醇/水溶剂混合物中的双重pH和热响应性交替两性电解质

基于阳离子和阴离子单体表现出较高临界溶液温度（UCST）行为的多两性电解质的合成是具有挑战性的，因为这两种单体都需要以化学计量加入。由于它们的电荷，当调整它们的比率和/或两种电荷之间的距离时，这些聚合物可以表现出特殊的性能。在这里，通过阳离子苯乙烯和阴离子N取代的马来酰亚胺单体的可逆加成-断裂链转移（RAFT）统计共聚描述了交替电荷中性多两性电解质的合成。N，N-二甲基氨基甲基苯乙烯（DMAMSt）和N的百分比P（DMAMSt- alt -CEMI）共聚物中的-羧乙基马来酰亚胺（CEMI）单体的摩尔比为50/50，这是在DMAMSt和t BuEMI单体聚合过程中通过¹ H NMR测量证实的。在水和醇-水（甲醇，乙醇和2-丙醇）溶剂的混合物中证明了所获得的带电荷中性多两性电解质的热响应性UCST行为。此外，讨论了电荷中性多两性电解质浓度对乙醇/ H ₂ O溶剂混合物中UCST相变的影响。发现中间叔丁基保护的基于CEMI的交替共聚物P（DMAMSt -alt-t BuEMI）具有pH响应性，并且具有聚N的二嵌段共聚物。，Ñ -isopropylacrylamide）块（PNIPAM- b -P（DMAMSt- ALT-T布埃米）证明pH和温敏LCST行为。这些结果表明在这些阳离子和热响应性聚合物的勘探为今后的工作中使用这些双重响应性聚合物的自组装反应型药物载体的开发。

更新日期：2020-03-24

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