Department of Chemistry, Amirkabir University of Technology (Polytechnic), P. O. Box 15875-4413, Tehran, Iran.
Department of Chemistry, Amirkabir University of Technology (Polytechnic), P. O. Box 15875-4413, Tehran, Iran.
Carbohydr Polym. 2015 Mar 15;118:183-98. doi: 10.1016/j.carbpol.2014.11.039. Epub 2014 Nov 24.
Flame retardant cotton fibers were successfully produced using five new nanosized phosphoramide compounds synthesized by ultrasonic method. The (1)H NMR spectra of compounds 1-3 illustrate (3)J(H,H)cis and (3)J(H,H)trans corresponding to the splittings of cis and trans protons present in the CHCH2 bond. Comparing the char lengths of cotton fibers treated with phosphoramides 1-5 indicates that the samples with greater degree of grafting (DG) provide smaller char lengths so that the least and the greatest char lengths are observed for the treated fibers with phosphoramides 1 and 5, respectively. The very close DG and char lengths of compounds 1 and 2 can be described based on their chemical structures containing 4-nitroaniline and 4-chloro-3-trifluoromethyl aniline groups that both can release electrons through their resonance effects to their corresponding PN bonds and enhance the PN system synergistic effect. The TGA/DSC analyses on the treated fibers revealed that the maximum weight losses at 800°C are occurred within the range 43.52% (for fiber treated with 1) to 56.37 (for fiber treated with 5) which are all smaller than that of the raw fiber (56.83%). The in vitro antibacterial activity experiments on phosphoramides 1-5 displayed the greatest and the least antibacterial activities for compounds 2 and 4, respectively. Furthermore, when these phosphoramides are applied on the cotton fibers, they also demonstrate the above order for the antibacterial activities.
采用超声法合成了 5 种新型纳米膦酰胺化合物,成功制备了阻燃棉纤维。化合物 1-3 的 1H NMR 谱表明,CHCH2 键中顺式和反式质子的分裂对应于 3J(HH)顺式和 3J(HH)反式。比较用膦酰胺 1-5 处理的棉纤维的残炭长度表明,接枝程度(DG)较大的样品提供的残炭长度较小,因此用膦酰胺 1 和 5 处理的纤维的残炭长度最小和最大。化合物 1 和 2 的非常接近的 DG 和残炭长度可以根据它们的化学结构来描述,它们都含有 4-硝基苯胺和 4-氯-3-三氟甲基苯胺基团,这些基团都可以通过共振效应将电子释放到它们相应的 PN 键上,并增强 PN 体系的协同效应。处理纤维的 TGA/DSC 分析表明,在 800°C 时最大失重发生在 43.52%(用 1 处理的纤维)到 56.37%(用 5 处理的纤维)的范围内,均小于原纤维(56.83%)。对膦酰胺 1-5 的体外抗菌活性实验显示,化合物 2 和 4 的抗菌活性最强和最弱。此外,当这些膦酰胺应用于棉纤维时,它们也表现出上述的抗菌活性顺序。