CN-121086264-B - Porous hydrogen bond organic framework fluorescent probe for 3-nitropropionic acid detection and preparation method and application thereof

Abstract

The invention belongs to the technical field of hydrogen bond organic frameworks, and particularly relates to a porous hydrogen bond organic framework fluorescent probe for detecting 3-nitropropionic acid, and a preparation method and application thereof. The porous hydrogen bond organic framework fluorescent probe can realize quantitative detection of 3-nitropropionic acid, and has the characteristics of simplicity in operation, high sensitivity, good selectivity, high response speed, low detection limit and the like.

Inventors

• YI TAO
• JIANG WEIWEI
• ZHANG DENGQING

Assignees

• 东华大学

Dates

Publication Date

20260512

Application Date

20251111

Claims (8)

1. 1. The porous hydrogen bond organic framework fluorescent probe for detecting the 3-nitropropionic acid is characterized in that the chemical formula of the porous hydrogen bond organic framework fluorescent probe is C 30 H 17 Cl 2 N 4 O 5 , and the porous hydrogen bond organic framework fluorescent probe is formed by constructing 2',7' -dichloro fluorescein and 4,4' -azo pyridine; The single crystal structure of the porous hydrogen bond organic framework fluorescent probe is a triclinic system, the space group of P-1 is P-1, and the unit cell parameters are a=10.79A, b=11.08A, c=12.89A, alpha= 79.59 degrees, beta= 68.60 degrees, gamma=70.74 degrees and V= 1353.61A 3 .
2. 2. The porous hydrogen bonded organic framework fluorescent probe of claim 1, wherein the porous hydrogen bonded organic framework fluorescent probe is a crystalline porous material with pore sizes of 5-7 nm.
3. 3. A method for preparing a porous hydrogen bond organic framework fluorescent probe for 3-nitropropionic acid detection as claimed in claim 1, wherein the preparation method comprises the steps of dissolving 2',7' -dichloro fluorescein and 4,4' -azo pyridine in a methanol/water mixed solvent system, and preparing the porous hydrogen bond organic framework fluorescent probe through a solvothermal synthesis method.
4. 4. The method for preparing a porous hydrogen bonding organic framework fluorescent probe according to claim 3, wherein the mass ratio of the 2',7' -dichlorofluorescein to the 4,4' -azopyridine is 10:7.
5. 5. The method for preparing a fluorescent probe for a porous hydrogen bond organic framework according to claim 3, wherein the reaction temperature of the solvothermal synthesis method is 140+/-5 ℃, the reaction time is 72+/-12 hours, and the volume ratio of methanol to water in the methanol/water mixed solvent system is 3:2-5:3.
6. 6. Use of the porous hydrogen bonded organic framework fluorescent probe of claim 1 in the non-disease diagnostic detection of 3-nitropropionic acid.
7. 7. The use according to claim 6, wherein the porous hydrogen-bonded organic framework fluorescent probe is dispersed in water to form a suspension, and qualitative and quantitative detection of 3-nitropropionic acid is achieved by fluorescence quenching effect.
8. 8. The use according to claim 7, wherein the suspension has a concentration of 0.30-0.36 g/L and a detection limit of 6.6 μm.

Description

Porous hydrogen bond organic framework fluorescent probe for 3-nitropropionic acid detection and preparation method and application thereof Technical Field The invention belongs to the technical field of hydrogen bond organic frameworks, and particularly relates to a porous hydrogen bond organic framework fluorescent probe for detecting 3-nitropropionic acid, and a preparation method and application thereof. Background Food mildew is a global problem and ingestion of foods contaminated with mycotoxins (i.e., toxic secondary metabolites produced by organisms of the kingdom fungi, commonly known as mold) poses a risk of poisoning to humans and animals. At least 2% of the food products worldwide are contaminated with mold every year, resulting in significant economic losses. Among the various toxic mycotoxins, 3-nitropropionic acid (3-Nitropropionic acid, 3-NPA) is a secondary metabolite produced by alternaria in mildewed sugarcane, commonly found in mildewed sugarcane, cereals and other agricultural products, and has been identified as the causative agent of the toxic event. The toxin is closely related to poisoning events in humans and animals, and may lead to huntington's disease-like symptoms, central nervous system dysfunction, and childhood brain injury. As a potent neurotoxin, 3-NPA can cause cellular energy metabolism disorders by inhibiting Succinate Dehydrogenase (SDH) in mitochondria, leading to oxidative stress and neuronal death, and thus to central nervous system dysfunction, and even brain injury or death in severe cases. Contamination of 3-NPA in foods is particularly common in warm and humid areas, one of the important pathogens responsible for food poisoning events, and mistaking mildewed sugarcane (i.e., fatal food poisoning caused by 3-NPA) still occurs because the food is difficult to distinguish at the beginning of mildew or just after spoilage. Therefore, the development of the high-sensitivity and high-selectivity 3-NPA detection method has important significance for guaranteeing food safety and public health. The hydrogen bond organic framework (HOFs) is a crystalline porous material composed of organic building blocks (OBUs) through hydrogen bond interactions. In addition to hydrogen bonding, other intermolecular forces such as pi-pi interactions, van der Waals forces, and electrostatic interactions play a critical role in the construction and stabilization process of HOFs. In recent years, HOFs has shown a broad application prospect in the fields of gas adsorption, separation, guest molecule identification, drug delivery, proton conduction and the like as an emerging pore frame material. HOFs for fluorescence sensing needs to possess permanent pore space to achieve specific recognition, and the captured analyte should be able to interact tightly with host HOFs to alter its fluorescent properties. The exact molecular structure and conformation of HOFs was helpful in exploring its response mechanism to analytes. Since the 3-NPA structure contains a plurality of hydrogen bonding sites, a specific composite structure is hopeful to be formed with HOFs, so that HOFs fluorescence is changed. Therefore, it is feasible and highly desirable to develop a fluorescence sensor based on HOFs and having high sensitivity and high selectivity of 3-NPA. Disclosure of Invention The invention aims to solve the technical problem of providing a porous hydrogen bond organic framework fluorescent probe for detecting 3-nitropropionic acid, and a preparation method and application thereof, and endows 3-NPA with the advantages of simple quantitative detection operation, high sensitivity, good selectivity, high response speed, low detection limit and the like. The invention provides a porous hydrogen bond organic framework fluorescent probe for detecting 3-nitropropionic acid, which is formed by constructing 2',7' -dichloro fluorescein and 4,4' -azopyridine, and has a chemical formula of C 30H17Cl2N4O5 and is named as HOF-DCF-abp. Further, the single crystal structure of the porous hydrogen bond organic framework fluorescent probe is a triclinic system, the P-1 space group has unit cell parameters of a=10.79A, b=11.08A, c=12.89A, a= 79.59 DEG, beta= 68.60 DEG, gamma=70.74 DEG and V= 1353.61A 3. Further, the 2',7' -dichlorofluorescein and 4,4' -azo pyridine form a two-dimensional network through intermolecular hydrogen bond interaction, and form a three-dimensional porous hydrogen bond organic framework through pi-pi interaction between layers. Further, the porous hydrogen bond organic framework fluorescent probe is a crystalline porous material, and the pore channel size is 5-7 nm. The invention provides a preparation method of the porous hydrogen bond organic framework fluorescent probe, which comprises the following steps of dissolving 2',7' -dichloro fluorescein and 4,4' -azo pyridine in a methanol/water mixed solvent system, and preparing the porous hydrogen bond organic framework fluorescent probe through a