Two spirobifluorene-based two-photon fluorescent probes for the detection of hydrazine, namely SPF-MN and SPF- PA, have been designed and synthesized. Along with the addition of hydrazine to a solution of SPF-MN, both a colorimetric change from yellow to colorless and a fluorescence change from yellow to blue (Under 365 nm UV light) can be observed by ‘‘naked-eye’’. Probe SPF- PA displayed response toward hydrazine with fluorescence enhancement. The detection limits are 6.9μM for SPF- PA and 0.29μM for SPF-MN, respectively. Moreover, SPF-MN and SPF- PA can be used as two-photon fluorescent probes for hydrazine with large two-photon absorption cross-sections and used for the imaging of hydrazine in living cells. Specially, SPF-PA can located at the surface of the cells, and it is the first fluorescent probe which possesses the capability of sensing intercellular hydrazine. Besides, SPF-MN is the first colorimetric two-photon fluorescent probe for meeting the criteria of both hydrazine bioimaging and visual detection of hydrazine in solution.

设计并合成了两种基于螺二芴的双光子荧光探针SPF - MN和SPF - PA。在SPF - MN溶液中加入肼后，“裸眼”可观察到比色从黄色变为无色，荧光从黄色变为蓝色（在365 nm紫外线下）。探针SPF - PA显示出对肼的响应，并具有荧光增强作用。SPF - PA的检出限为6.9μM，SPF - MN的检出限为0.29μM， 分别。此外，SPF-MN和SPF - PA可用作具有大的两光子吸收截面的肼的双光子荧光探针，并用于活细胞中的肼成像。特别地，SPF-PA可以位于细胞表面，它是第一个具有检测细胞间肼能力的荧光探针。此外，SPF-MN是首个可同时满足肼生物成像和目视检测溶液中肼标准的比色双光子荧光探针。