pH-sensitive fluorescent dye and preparation method and application thereof
A fluorescent dye and sensitive technology, applied in the field of fluorescent dyes, can solve the problems of chemical pH recognition of the difference in fluorescence intensity of the optode film, which is not suitable for large-scale practical applications, and achieves good reproducibility and reversibility, short response time, and eliminates metering effect of error
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Embodiment 1
[0048] A pH-sensitive fluorescent dye of the present invention, the molecule of the pH-sensitive fluorescent dye contains two fluorescent groups responsive to pH, the pH-sensitive fluorescent dye has the structural formula shown in formula I, wherein M is -NH 2 , R is -Ph-.
[0049]
[0050] A kind of preparation method of the pH sensitive fluorescent dye of above-mentioned present embodiment, with naphthalimide derivative N-allyl-4-(N-aminoethane)-1,8-naphthalimide (abbreviated as AAEAN ) and porphyrin derivatives 5,10,15,20-tetrakis(4-aminophenyl)-21H,23H-porphyrin (abbreviated as TAPP) to prepare pH-sensitive fluorescent dyes (abbreviated as AAEAN-TAPP), including the following steps :
[0051] 1. Synthesis of naphthalimide derivative N-allyl-4-(N-aminoethane)-1,8-naphthoimide (abbreviated as AAEAN), the synthetic route is as follows figure 1 shown, including the following steps:
[0052] (1') Take 3g of 4-bromo-1,8-naphthalene anhydride and 0.9272g of allylamine in e...
Embodiment 2
[0065] An application of the pH-sensitive fluorescent dye of the present invention in a fluorescence ratiometric sensor, using the pH-sensitive fluorescent dye prepared in Example 1 above, comprises the following steps:
[0066] a. Silanization of glass slides: immerse ordinary glass slides (diameter 13mm) in chromic acid lotion for 30 minutes, wash them with distilled water, and then put them in 3% hydrofluoric acid solution and 10% hydrofluoric acid solution in turn. Soak in hydrogen peroxide solution for 20 minutes each, and rinse with distilled water to obtain pretreated glass slides. 2ml of acetic acid-sodium acetate buffer (0.2mol l -1 ) and 8ml of distilled water were mixed to obtain a mixed solution, and 0.2ml of 3-(trimethoxysilyl)propyl methacrylate was added to the above mixed solution, and fully stirred to make it a uniform emulsion. The pretreated slides were immersed in the homogeneous emulsion for 2 hours, finally rinsed with distilled water, and dried at room ...
Embodiment 3
[0069] Example 3: Fluorescent ratiometric sensor for solution pH determination
[0070] Fluorescence measurement was performed on a Perking-Elmer LS55 fluorometer with a computer data processing software system, the light source was a 150W xenon lamp, and the detector was a R928F photomultiplier tube. Put the fluorescence ratio sensor prepared in Example 2 into the top of the flow cell, with the side with the thin layer of the optode membrane facing down, so that the optode membrane is in contact with the sample solution. Connect one end of a double-arm optical fiber (diameter 8mm, length 1m) to the fluorometer, and insert the other end into the flow cell and cling to the surface of the glass slide. The radiation emitted by the excitation light source is transmitted to the flow cell through one end of the dual-arm optical fiber to irradiate the surface of the glass slide, to excite the fluorescent substance in the thin layer of the photopole film, and the emitted fluorescence ...
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