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Solvent-free synthesis of 6-deoxy-6-(-aminoalkyl)amino cellulose

机译:无溶剂合成6-脱氧-6-(-氨基烷基)氨基纤维素

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Cellulose p-toluenesulfonic acid esters (TosCell) with degree of substitution (DSTos) between 0.8 and 1.4 were converted with ethylene diamine or tris(2-aminoethyl)amine. In contrast to procedures published, the conversion was carried out without any solvent, i.e., the reagent (amines) was used as reaction medium yielding readily soluble products. Moreover, the absence of an additional solvent makes the recycling of both not-consumed amine and precipitant easy. Recycling experiments proofed the possibility of reusing the isolated ethylene diamine. The DS of 6-deoxy-6-(-aminoalkyl)amino groups is between 0.71 and 0.93, which is in accordance with the functionalization pattern of tosyl cellulose and the ability of amines to displace primary tosylate moieties only. Attention must be paid to the precipitant used for the workup procedure; C-13 NMR measurements revealed a formation of imine structures in case of precipitation with acetone. Precipitation in 2-propanol did not lead to any side product. (c) 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 43987.
机译:用乙二胺或三(2-氨基乙基)胺转化取代度(DSTos)在0.8至1.4之间的纤维素对甲苯磺酸酯(TosCell)。与公开的方法相反,转化是在没有任何溶剂的情况下进行的,即,试剂(胺)用作反应介质,产生易溶的产物。此外,不存在额外的溶剂使得未消耗的胺和沉淀剂的再循环变得容易。再循环实验证明了重复使用分离出的乙二胺的可能性。 6-脱氧-6-(-氨基烷基)氨基的DS在0.71至0.93之间,这与甲苯磺酰基纤维素的官能化模式以及胺仅取代伯甲苯磺酸酯基团的能力有关。必须注意用于后处理程序的沉淀剂; C-13 NMR测量表明在丙酮沉淀的情况下形成了亚胺结构。在2-丙醇中的沉淀不会产生任何副产物。 (c)2016 Wiley Periodicals,Inc. J. Appl。 Polym。科学2016,133,43987。

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