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Structurally diverse polyamides obtained from monomers derived via the Ugi multicomponent reaction

机译:由通过Ugi多组分反应衍生的单体获得的结构多样的聚酰胺

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The combination of the Ugi four-component reaction (Ugi-4CR) with acyclic diene metathesis (ADMET) or thiol-ene polymerization led to the formation of poly-1-(alkylcarbamoyl) carboxamides, a new class of substituted polyamides with amide moieties in the polymer backbone, as well as its side chains. 10-Undecenoic acid, obtained by pyrolysis of ricinoleic acid, the main fatty acid of castor oil, was used as the key renewable building block. The use of different primary amines, as well as isonitriles (isocyanides) for the described Ugi reactions provided monomers with high structural diversity. Furthermore, the possibility of versatile post-modification of functional groups in the side chains of the corresponding polymers should be of considerable interest in materials science. The obtained monomers were polymerized by ADMET, as well as thiol-ene, chemistry and all polymers were fully characterized. Finally, ortho-nitrobenzylamide-containing polyamides obtained by this route were shown to be photoresponsive and exhibited a dramatic change of their properties upon irradiation with light.
机译:Ugi四组分反应(Ugi-4CR)与无环二烯复分解(ADMET)或硫醇-烯聚合反应的结合导致形成了聚-1-(烷基氨基甲酰基)羧酰胺,这是一类新的取代聚酰胺,具有酰胺基团聚合物主链及其侧链。通过蓖麻油的主要脂肪酸蓖麻油酸的热解获得的10-十一碳烯酸被用作关键的可再生建筑材料。在所述的Ugi反应中使用不同的伯胺以及异腈(异氰化物)为单体提供了高结构多样性。此外,在材料科学中,对相应聚合物的侧链中的官能团进行多功能后修饰的可能性应引起人们的广泛关注。所获得的单体通过ADMET以及硫醇-烯进行聚合,化学反应得到充分表征。最后,通过这种方法获得的含邻硝基苄基酰胺的聚酰胺显示出光响应性,并且在光照射下其性能发生了显着变化。

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