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Solution and Solid State Study on the Recognition of Hydroxyaromatic Aldoximes by Nitrogen Containing Compounds

机译:含氮化合物识别羟芳烃醛的溶液和固态研究

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Structural aspects and fluorescence behaviors of a series of cocrystals of hydroxyaromatic aldoximes, namely, 2(H(2)NAP)center dot(4,4'-bipyridine), 2(H(2)NAP)center dot(HMTA), H(2)NAP center dot caffeine, and (H(3)OHPA)center dot theophylline center dot 2H(2)O, where H(3)OHPA = 2,3-dihydroxyphenylaldoxime, H(2)NAP = 2-hydroxynaphthaldoxime, HMTA = hexamethylenetetramine, were studied. A difference in fluorescence behavior of oxime molecules in solution and solid states was observed. The H(2)NAP center dot caffeine cocrystals are fluorescence active in the solid state but not in solution. The combinations of H(3)OHPA and 4,4'-bipyridine, HMTA or caffeine in the solid state did not yield cocrystals; however, these combinations in solution caused fluorescence quenching of H(3)OHPA. On the other hand, a hydrated cocrystal of H(3)OHPA with theophylline, namely, (H(3)OHPA)center dot theophylline center dot 2H(2)O, was isolated and characterized. It was found that this combination causes fluorescence quenching of 2,3-dihydroxyphenylaldoxime (H(3)OHPA) in the solution state but not in the solid state as a cocrystal. The fluorescence change of H(3)OHPA interacting with theophylline can be identified among several aldoximes such as 2-hydroxynaphthaldoxime (H(2)NAP), 2-hydroxyphenylaldoxime (H(2)PA), and 2,4-dihydroxyphenylaldoxime (H(3)PHPA). The synthons involved in each cocrystal are identified, and the fluorescence emission differences leading to molecular recognition are determined. The differences in fluorescent behavior among aldoximes were exploited for their identification and separation.
机译:一系列羟基芳族醛肟共晶体的结构方面和荧光行为,即2(H(2)NAP)中心点(4,4'-联吡啶),2(H(2)NAP)中心点(HMTA),H (2)NAP中心点咖啡因和(H(3)OHPA)中心点茶碱中心点2H(2)O,其中H(3)OHPA = 2,3-二羟基苯基醛肟,H(2)NAP = 2-羟基萘肟,研究了HMTA =六亚甲基四胺。观察到肟分子在溶液和固态中荧光行为的差异。 H(2)NAP中心点咖啡因共晶体在固态中具有荧光活性,但在溶液中不具有荧光活性。固态的H(3)OHPA和4,4'-联吡啶,HMTA或咖啡因的组合不会产生共结晶;但是,这些组合在溶液中引起H(3)OHPA的荧光猝灭。另一方面,分离并表征了H(3)OHPA与茶碱的水合共晶体,即(H(3)OHPA)中心茶碱中心点2H(2)O。发现该组合引起溶液态的2,3-二羟基苯基醛肟(H(3)OHPA)的荧光猝灭,但作为共结晶的固态则没有。 H(3)OHPA与茶碱相互作用的荧光变化可以在几种醛肟中确定,如2-羟基萘二肟(H(2)NAP),2-羟基苯基醛肟(H(2)PA)和2,4-二羟基苯基醛肟(H (3)PHPA)。确定每个共晶体中涉及的合成子,并确定导致分子识别的荧光发射差异。利用醛肟之间荧光行为的差异进行鉴定和分离。

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