Complexation and fluorescence of tricyclic basic dyes encapsulated in cucurbiturils

Complexation and fluorescence of tricyclic basic dyes encapsulated in cucurbiturils
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DOI:
10.1002/cphc.200700735
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发表时间:
2008-04-04
期刊:
影响因子:
2.9
通讯作者:
Garcia, Hermenegildo
Garcia, Hermenegildo
中科院分区:
化学3区
文献类型:
--
作者:
Montes-Navajas, Pedro;Corma, Avelino;Garcia, Hermenegildo

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三环碱性染料(丙黄素、吖啶橙、派洛宁、派洛宁Y氧杂宁、硫堇和亚甲蓝)通常分别与CB[7]和CB[8]形成一对一或二对一的络合物。在吡洛宁 Y 的情况下,与 CB[7] 和 CB[8] 的配合物分别具有一对一和三对一的化学计量。 CB[7] 复合物的结合常数范围为 3.07 x 10(6) 至 1.70 x 10(7) M-1。对于 CB[8],关联常数在 3.24 x 10(13) 和 2.50 x 10(16) M-2 之间变化。总体而言,这些结合常数比β和γ-环糊精中相同染料报道的结合常数高四个数量级。在 CB[7] 的情况下,主客体复合物的形成导致荧光量子产率增加,而封装在 CB[8] 中的二聚体或三聚体染料的荧光性明显低于稀释溶液中的某些染料。
Tricyclic basic dyes (proflavine, acridine orange, pyronine, pyronine Y oxonine, thionine and methylene blue) often form one-to-one or two-to-one complexes with CB[7] and CB[8], respectively. In the case of pyronine Y the complexes with CB[7] and CB[8] have a one-to-one and three-to-one stoichiometry, respectively. The binding constants for CB[7] complexes range from 3.07 x 10(6) to 1.70 x 10(7) M-1. In the case of CB[8], the association constant varies between 3.24 x 10(13) and 2.50 x 10(16) M-2. Overall, these binding constants are four orders of magnitude higher than those reported for the same dyes in beta and gamma-cyclodextrins. Formation of the host-guest complexes leads to an increase in the fluorescence quantum yields in the case of CB[7], while the dimeric or trimeric dye encapsulated in CB[8] are remarkably less fluorescent than the some dye in diluted solutions.