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Organocatalytic Polymerization of Morpholine-2,5-diones toward Methionine-Containing Poly(ester amide)s: Preparation and Facile Functionalization
Macromolecules ( IF 5.1 ) Pub Date : 2020-12-04 , DOI: 10.1021/acs.macromol.0c02065
Jiawei Lian 1, 2 , Maosheng Li 1 , Shixue Wang 1 , Youhua Tao 1, 2 , Xianhong Wang 1
Affiliation  

Methionine-containing poly(ester amide)s (PEAs) were potentially attractive biodegradable materials whose postpolymerization modification via “methionine click” enlarges the scope of poly(ester amide)s but were surprisingly unexplored. In this manuscript, the controlled organocatalytic ring-opening polymerization (ROP) of methionine-derived morpholine-2,5-diones (MDs) was implemented utilizing 1,8-diazabicyclo[5.4.0]undec-7-ene/thiourea (DBU/TU) binary organocatalytic system. A range of methionine-containing poly(ester amide)s having molecular weights (MWs) between 8.1 and 28.2 kg mol–1 were thus generated with low distributions (Đ = 1.07–1.12). Moreover, the obtained poly(ester amide)s could undergo postpolymerization modification by methionine click functionalization to generate poly(ester amide)s with a range of functionality in a facile procedure. Finally, the obtained poly(ester amide)s exhibited variable glass transition temperatures and could be manufactured into transparent films by hot compression, demonstrating their great potential for applications.

中文翻译:

吗啉-2,5-二酮对含蛋氨酸的聚(酯酰胺)的有机催化聚合:制备和功能化。

含蛋氨酸的聚(酯酰胺)(PEA)是具有潜在吸引力的可生物降解材料,其通过“蛋氨酸点击”进行的后聚合改性扩大了聚(酯酰胺)的范围,但令人惊讶地未开发。在此手稿中,利用1,8-二氮杂双环[5.4.0]十一碳-7-烯/硫脲(DBU)实现了蛋氨酸衍生的吗啉-2,5-二酮(MDs)的受控有机催化开环聚合(ROP)。 / TU)二元有机催化系统。含有甲硫氨酸的聚甲范围(酯酰胺)具有8.1之间的分子量(MWS)和28.2公斤摩尔-1中从而具有低的分布产生的(Đ= 1.07–1.12)。而且,所获得的聚(酯酰胺)可以通过蛋氨酸点击官能化进行后聚合改性,以在容易的过程中产生具有一定官能度的聚(酯酰胺)。最后,所获得的聚(酯酰胺)显示出可变的玻璃化转变温度,并且可以通过热压制成透明膜,证明其具有巨大的应用潜力。
更新日期:2020-12-22
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