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含尿素和降冰片烯基序的超分子功能单体的设计与合成

Design and synthesis of supramolecular functional monomers bearing urea and norbornene motifs.

作者信息

Wang Lulu, Lin Qifeng, Zhang Yagang, Liu Yanxia, Yasin Akram, Zhang Letao

机构信息

Department of Chemical and Environmental Engineering, Xinjiang Institute of Engineering Urumqi 830023 China

Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences Urumqi 830011 China.

出版信息

RSC Adv. 2019 Jun 27;9(35):20058-20064. doi: 10.1039/c9ra01852b. eCollection 2019 Jun 25.

DOI:10.1039/c9ra01852b
PMID:35514692
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9065584/
Abstract

Three sets of functional monomers namely urea-based, 2-ureido-4[1]-primidone (UPy)-based and norbornene based functional monomers were designed and synthesized. These functional monomers (FM) were obtained in decent yields using amine and isocyanate/norbornene as starting materials. Methacrylate and styrene isocyanate with 1,4-diaminobutane/tris(2-aminoethyl)amine were chosen for the synthesis of symmetrical, asymmetrical and three-branched urea-functional monomers, respectively. UPy-based FMs were synthesized with isocyanate and 2-amino-4-hydroxy-6-methylpyrimidine. The synthesis of these monomers feature short reaction times, mild reaction conditions and no need for column chromatographic purification. Furthermore, the norbornene based FM was used for preparing molecularly imprinted polymers (MIPs) by Ring-Opening Metathesis Polymerization (ROMP). Results showed that these synthetic routes represent a convenient and useful approach for synthesis of novel functional monomers.

摘要

设计并合成了三组功能性单体,即基于尿素的、基于2-脲基-4[1]-嘧啶酮(UPy)的和基于降冰片烯的功能性单体。这些功能性单体(FM)以胺和异氰酸酯/降冰片烯为起始原料,以相当高的产率获得。分别选用甲基丙烯酸酯和苯乙烯异氰酸酯与1,4-二氨基丁烷/三(2-氨基乙基)胺合成对称、不对称和三分支的尿素功能性单体。基于UPy的FM是用异氰酸酯和2-氨基-4-羟基-6-甲基嘧啶合成的。这些单体的合成具有反应时间短、反应条件温和且无需柱色谱纯化的特点。此外,基于降冰片烯的FM用于通过开环易位聚合(ROMP)制备分子印迹聚合物(MIP)。结果表明,这些合成路线是合成新型功能性单体的一种方便且有用的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/6e9789d96ac5/c9ra01852b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/9772494f3630/c9ra01852b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/78a46ae7127c/c9ra01852b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/6e9789d96ac5/c9ra01852b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/9772494f3630/c9ra01852b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/78a46ae7127c/c9ra01852b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb04/9065584/6e9789d96ac5/c9ra01852b-f2.jpg

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