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绿色、非降解方法制备炔基功能化纤维素纤维及其生物杂化材料:衍生化的合成与定位。

Green nondegrading approach to alkyne-functionalized cellulose fibers and biohybrids thereof: synthesis and mapping of the derivatization.

机构信息

Université de Lyon, F-69631, Lyon; INSA Lyon, F-69621, UMR CNRS 5223, Ingénierie des Matériaux Polymères F-69621, Villeurbanne, France.

出版信息

Biomacromolecules. 2013 Jan 14;14(1):254-63. doi: 10.1021/bm3016829. Epub 2012 Dec 24.

DOI:10.1021/bm3016829
PMID:23214425
Abstract

Alkyne-functionalized cellulose fibers have been generated through etherification under basic water or hydroalcoholic conditions (NaOH/H(2)O/isopropanol). For a given NaOH content, the medium of reaction and, more particularly, the water/IPA ratio, were shown to be of crucial importance to derivatize the fibers without altering their integrity and their crystalline nature. It was shown that the degree of substitution (DS) of the fibers increases concomitantly with isopropanol weight ratio and that, contrary to water or water-rich conditions, derivatization of fibers under isopropanol-rich conditions induces an alteration of the fibers. Optimization of etherification conditions in aqueous media afforded functionalized cellulose materials with DS up to 0.20. Raman confocal microscopy on derivatized fibers cross sections stressed that alkyne moieties are incorporated all over the fibers. The resulting fibers were postfunctionalized by molecular probes and macromolecules in aqueous or water-rich conditions. The effectiveness of the grafting was strongly impacted by the nature of the coupling agents.

摘要

通过在碱性水或水醇条件下(NaOH/H2O/异丙醇)进行醚化反应,生成了炔基功能化的纤维素纤维。对于给定的 NaOH 含量,反应介质,特别是水/IPA 比例,对于在不改变纤维完整性和结晶性质的情况下对纤维进行衍生化至关重要。结果表明,纤维的取代度(DS)随异丙醇重量比的增加而增加,并且与水或富水条件相反,在富含异丙醇的条件下对纤维进行衍生化会导致纤维发生变化。在水介质中优化醚化条件可获得取代度高达 0.20 的功能化纤维素材料。对衍生化纤维横截面的激光共聚焦显微镜研究表明,炔基部分均匀地分布在整个纤维中。所得纤维在水或富水条件下通过分子探针和大分子进行后功能化。接枝的有效性受偶联剂性质的强烈影响。

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