CN113957609A - Preparation method and application of high-fluorescence-activity MOF composite fiber membrane - Google Patents
Preparation method and application of high-fluorescence-activity MOF composite fiber membrane Download PDFInfo
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- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/50—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyalcohols, polyacetals or polyketals
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- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/54—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polymers of unsaturated nitriles
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
- D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
- D04H1/4282—Addition polymers
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
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Abstract
The invention adopts the electrostatic spinning technology to prepare the polymer fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure. The adopted high molecular polymers have the functions of surface modification and fluorescence enhancement on the organic fluorescent material with the rare earth metal framework structure, and the prepared nanofiber membrane can uniformly load the organic fluorescent material with the rare earth metal framework structure. Meanwhile, the preparation method can realize the integral molding of the preparation of the organic fluorescent material and the preparation of the composite fiber film without an additional treatment process. In addition, the nano composite fiber membrane has high fluorescence activity and can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like.
Description
Technical Field
The invention belongs to the technical field of preparation and application of fluorescent materials and nano composite catalytic materials thereof, and particularly relates to a preparation method and application of a high-fluorescence-activity MOF composite fibrous membrane.
Background
Fluorescence is a light cooling luminescence phenomenon, and the good fluorescence luminescence property of the fluorescence shows unique application advantages in the fields of display, anti-counterfeiting, fluorescence identification and the like. Among them, analysis and detection using optical properties of fluorescent materials are common physicochemical analysis means. Lanthanide metal framework structure organic compound (Ln-MOF) materials emerging in recent years are an important class of metal framework structure organic compounds, which fully combine the excellent light emitting properties of lanthanide metal ions and the MOF structure diversity.
However, despite the many excellent physicochemical properties, Ln-MOF materials tend to be limited by their powdery nature and by traditional processing techniques, mainly expressed in three areas: (1) the preparation process of the Ln-MOF material is multiple, and a plurality of treatment processes are needed, so that the preparation cost and the requirements of process equipment are increased; (2) the fluorescence luminous intensity of the Ln-MOF material needs to be further improved; (3) the application mode of the Ln-MOF material is single, and the preparation method and the application mode of the device need to be improved.
Therefore, it is necessary to develop a high-molecular fiber membrane of a rare earth metal framework structure organic fluorescent material with high fluorescence activity, and develop a simpler, more efficient and safer preparation method and a multifunctional application mode.
Disclosure of Invention
Based on the problems existing in the background technology, the invention aims to provide a high-molecular fiber membrane loaded with a high-fluorescence activity rare earth metal framework structure organic fluorescent material prepared by an electrostatic spinning technology. The adopted high molecular polymers have the functions of surface modification and fluorescence enhancement on the organic fluorescent material with the rare earth metal framework structure, and the prepared nanofiber membrane can uniformly load the organic fluorescent material with the rare earth metal framework structure. Meanwhile, the preparation method can realize the integral molding of the preparation of the organic fluorescent material and the preparation of the composite fiber film without an additional treatment process. In addition, the nano composite fiber membrane has high fluorescence activity and can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like. The specific technical scheme is as follows:
a preparation method of a high-fluorescence-activity MOF composite fiber membrane comprises the following steps:
(1) ultrasonically dissolving rare earth metal salt and benzoic acid derivative into N, N-dimethylformamide alcoholic solution A, and reacting for 6-12 h under the conditions of heating and pressurizing to obtain rare earth metal skeleton structure organic fluorescent material mixed solution B; wherein the reaction temperature is 150 ℃ and 180 ℃, and the reaction pressure is 2-4 MPa;
(2) adding a high molecular polymer into the organic fluorescent material mixed solution B with the rare earth metal framework structure to prepare an organic fluorescent material electrostatic spinning solution C with the rare earth metal framework structure;
(3) printing a nano composite fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure on the surface of the flexible substrate by adopting an electrostatic spinning technology;
the rare earth metal salt comprises at least one of halide salt, nitrate, carbonate, phosphate and sulfate containing rare earth elements. The rare earth is at least one of europium, gadolinium, terbium, dysprosium, samarium and thulium.
The benzoic acid derivative comprises at least one of tetraphenyl formic acid, 4-phenylbenzoic acid, 4- (aminomethyl) benzoic acid and pyrazine-2, 3,5, 6-tetracarboxylic acid.
The N, N-dimethylformamide mixed solution A is prepared from N, N-dimethylformamide and an alcohol solution according to the volume ratio of 1: (0.5-1.5) mixing. The alcohol solution comprises at least two of absolute ethyl alcohol, ethylene glycol and 1,2 hexanediol.
The particle size of the organic fluorescent material with the rare earth metal framework structure is 0.1-1 mu m.
The high molecular polymer is at least one of polyvinylpyrrolidone and polyacrylonitrile. The polyvinyl pyrrolidone and the polyacrylonitrile have the functions of surface modification and fluorescence enhancement on the prepared organic fluorescent material with the rare earth metal framework structure, and the nanofiber membrane prepared from the polyvinyl pyrrolidone, the polyacrylonitrile and the composite high molecular polymer thereof can uniformly load the organic fluorescent material with the rare earth metal framework structure.
The rare earth metal framework structure organic fluorescent material electrostatic spinning solution C, the rare earth metal framework structure organic fluorescent material mixed solution B and the high molecular polymer are mixed according to the mass ratio of 1: (0.15-0.35).
The electrostatic spinning technology is used for preparing the rare earth metal framework structure organic fluorescent material nano compositeThe fiber membrane has a push injection speed of 0.1-0.3 mm/min-1The positive voltage is 10-20 kV, and the negative voltage is-2 to-5 kV.
The flexible substrate comprises one of paper, cloth, a high polymer film and a metal film.
The nano composite fiber membrane of the organic fluorescent material with the rare earth metal framework structure can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like.
The invention has the beneficial effects that: the high molecular polymer has the functions of surface modification and fluorescence enhancement on the organic fluorescent material with the rare earth metal framework structure, and the prepared nanofiber membrane can uniformly load the organic fluorescent material with the rare earth metal framework structure. Meanwhile, the preparation method can realize the integral molding of the preparation of the organic fluorescent material and the preparation of the composite fiber film without an additional treatment process. In addition, the nano composite fiber membrane has high fluorescence activity and can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like.
Drawings
FIG. 1 is an SEM image of an organic fluorescent material with a rare earth metal framework structure prepared by the invention;
FIG. 2 is an SEM image of Eu-MOF/PVP nanocomposite fiber membrane prepared in example 1 of the present invention;
FIG. 3 is an SEM image of Eu-MOF/PAN nanocomposite fiber membrane prepared in example 2 of the present invention;
FIG. 4 is a PL diagram of the rare earth metal skeleton structure organic fluorescent material of the present invention, the Eu-MOF/PVP nanocomposite fiber membrane prepared in example 1, and the Eu-MOF/PAN nanocomposite fiber membrane prepared in example 2.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the accompanying drawings and examples, and it is obvious that the described examples are only a part of the embodiments of the present invention, but not all of the embodiments. All other technical solutions obtained by a person skilled in the art without creative efforts based on the embodiments of the present invention belong to the protection scope of the present invention.
In the prior art, the preparation of luminous activity of MOF fluorescent luminous materials and the processing technology of devices are complex, and the application mode is single. In order to solve the technical problems, the invention provides a high polymer fiber membrane loaded with a high-fluorescence activity rare earth metal framework structure organic fluorescent material, which is prepared by an electrostatic spinning technology. The adopted high molecular polymers have the functions of surface modification and fluorescence enhancement on the organic fluorescent material with the rare earth metal framework structure, and the prepared nanofiber membrane can uniformly load the organic fluorescent material with the rare earth metal framework structure. Meanwhile, the preparation method can realize the integral molding of the preparation of the organic fluorescent material and the preparation of the composite fiber film without an additional treatment process. In addition, the nano composite fiber membrane has high fluorescence activity and can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like.
Example 1
A high-fluorescence-activity MOF composite fiber membrane is prepared by a preparation method comprising the following steps:
(1) europium nitrate and tetraphenyl formic acid are ultrasonically dissolved into an N, N-dimethylformamide alcoholic solution A, and react for 12 hours under the conditions of heating and pressurizing to obtain a rare earth metal framework structure organic fluorescent material mixed solution B; wherein the reaction temperature is 180 ℃, and the reaction pressure is 4 MPa;
(2) adding polyvinylpyrrolidone (PVP) into the organic fluorescent material mixed solution B with the rare earth metal framework structure to prepare an organic fluorescent material electrostatic spinning solution C with the rare earth metal framework structure; the organic fluorescent material mixed solution B with the rare earth metal framework structure and the polyvinylpyrrolidone PVP are mixed according to the mass ratio of 1: 0.15, preparing.
(3) And (3) printing the nano composite fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure on the surface of the flexible PET film by adopting an electrostatic spinning technology.
The N, N-dimethylformamide mixed solution A is prepared from N, N-dimethylformamide and an alcohol solution according to the volume ratio of 1: 0.5, wherein the alcoholic solution is prepared by mixing ethylene glycol and 1,2 hexanediol according to a mass ratio of 1: and 2, preparing.
Fig. 1 is an SEM image of a fluorescent material obtained after drying the mixed solution B of the organic fluorescent material having a rare earth metal skeleton structure prepared in example 1. The particle size of the organic fluorescent material with the rare earth metal framework structure is 0.3-0.5 mu m. FIG. 2 is an SEM photograph of Eu-MOF/PVP nanocomposite fiber membrane prepared in example 1.
The PL diagram of the rare earth metal framework structure organic fluorescent material prepared in the example 1 and the Eu-MOF/PVP nano composite fiber membrane is shown in FIG. 4. As can be seen from FIG. 4, the PL curve of the Eu-MOF/PVP nano composite fiber membrane is close to the Eu-MOF curve in intensity, and a new luminescence peak exists only at the position of 700-750 nm.
The electrostatic spinning technology is used for preparing the organic fluorescent material nano composite fiber membrane with the rare earth metal framework structure, and the injection speed is 0.1 mm-min-1The positive voltage is 12 kV, and the negative voltage is-3 kV.
The nano composite fiber membrane of the organic fluorescent material with the rare earth metal framework structure can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification and ion identification.
Example 2
A high-fluorescence-activity MOF composite fiber membrane is prepared by a preparation method comprising the following steps:
(1) europium nitrate and benzoic acid derivatives are ultrasonically dissolved into an N, N-dimethylformamide alcoholic solution A, and the mixture reacts for 6 hours under the conditions of heating and pressurizing to obtain a rare earth metal framework structure organic fluorescent material mixed solution B; wherein the reaction temperature is 150 ℃, and the reaction pressure is 2 MPa;
(2) adding Polyacrylonitrile (PAN) into the organic fluorescent material mixed solution B with the rare earth metal framework structure to prepare an organic fluorescent material electrostatic spinning solution C with the rare earth metal framework structure; the organic fluorescent material mixed solution B with the rare earth metal framework structure and polyacrylonitrile PAN are mixed according to the mass ratio of 1: 0.35.
(3) And (3) printing the nano composite fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure on the surface of the flexible copper foil by adopting an electrostatic spinning technology.
The benzoic acid derivatives are 4-phenylbenzoic acid, 4- (aminomethyl) benzoic acid and pyrazine-2, 3,5, 6-tetracarboxylic acid according to the mass ratio of 1: 2: 0.5.
The N, N-dimethylformamide mixed solution A is prepared from N, N-dimethylformamide and an alcohol solution according to the volume ratio of 1: 1.5, wherein the alcoholic solution is prepared by mixing absolute ethyl alcohol, ethylene glycol and 1,2 hexanediol according to a mass ratio of 1: 2: 0.5.
The particle size of the organic fluorescent material with the rare earth metal framework structure is 0.8-1 mu m.
The electrostatic spinning technology is used for preparing the organic fluorescent material nano composite fiber membrane with the rare earth metal framework structure, and the injection speed is 0.3 mm.min-1The positive voltage was 20 kV, and the negative voltage was-5 kV. FIG. 3 is an SEM image of Eu-MOF/PAN nanocomposite fiber membrane prepared in example 2 of the present invention.
FIG. 4 is PL diagrams of the rare earth metal skeleton structure organic fluorescent material prepared in example 1, the Eu-MOF/PVP nanocomposite fiber membrane prepared in example 1, and the Eu-MOF/PAN nanocomposite fiber membrane prepared in example 2. As can be seen from FIG. 4, the intensity of the PL curve of the Eu-MOF/PAN nanocomposite fiber membrane is higher than that of the Eu-MOF curve, and the Eu-MOF nanocomposite fiber membrane shows high fluorescence emission characteristics.
The nano composite fiber membrane of the organic fluorescent material with the rare earth metal framework structure can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification and ion identification.
Therefore, the polymer fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure is designed and prepared. The adopted high molecular polymers have the functions of surface modification and fluorescence enhancement on the organic fluorescent material with the rare earth metal framework structure, and the prepared nanofiber membrane can uniformly load the organic fluorescent material with the rare earth metal framework structure. Meanwhile, the nano composite fiber membrane has high fluorescence activity and can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification, ion identification and the like.
The above description is only for the preferred embodiment of the present invention, and is not intended to limit the scope of the present invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention shall fall within the protection scope of the present invention.
Claims (10)
1. A preparation method of a high-fluorescence-activity MOF composite fiber membrane is characterized by comprising the following steps:
(1) ultrasonically dissolving rare earth metal salt and benzoic acid derivative into N, N-dimethylformamide alcoholic solution A, and reacting for 6-12 h under the conditions of heating and pressurizing to obtain rare earth metal skeleton structure organic fluorescent material mixed solution B; wherein the reaction temperature is 150 ℃ and 180 ℃, and the reaction pressure is 2-4 MPa;
(2) adding a high molecular polymer into the rare earth metal framework structure organic fluorescent material mixed solution B to prepare a rare earth metal framework structure organic fluorescent material electrostatic spinning solution C;
(3) and (3) printing the nano composite fiber membrane loaded with the organic fluorescent material with the high-fluorescence activity rare earth metal framework structure on the surface of the flexible substrate by adopting an electrostatic spinning technology.
2. The method for preparing the MOF composite fiber membrane with high fluorescence activity according to claim 1, wherein the rare earth metal salt comprises at least one of halide salt, nitrate, carbonate, phosphate and sulfate containing rare earth element, and the rare earth is at least one of europium, gadolinium, terbium, dysprosium, samarium and thulium element.
3. The method for preparing the MOF composite fiber membrane with high fluorescence activity according to claim 1, wherein the benzoic acid derivative comprises at least one of tetraphenyl formic acid, 4-phenylbenzoic acid, 4- (aminomethyl) benzoic acid and pyrazine-2, 3,5, 6-tetracarboxylic acid.
4. The preparation method of the high-fluorescence activity MOF composite fiber membrane according to claim 1, wherein the N, N-dimethylformamide mixed solution A is prepared by mixing N, N-dimethylformamide and an alcohol solution according to a volume ratio of 1: (0.5-1.5), and the alcoholic solution comprises at least two of absolute ethyl alcohol, ethylene glycol and 1,2 hexanediol.
5. The preparation method of the MOF composite fiber membrane with high fluorescence activity according to claim 1, wherein the particle size of the organic fluorescent material with the rare earth metal framework structure is 0.1-1 μm.
6. The preparation method of the high fluorescence activity MOF composite fiber membrane according to claim 1, wherein the high molecular polymer is at least one of polyvinylpyrrolidone and polyacrylonitrile.
7. The preparation method of the high-fluorescence activity MOF composite fiber membrane according to claim 1, wherein the rare earth metal framework organic fluorescent material electrospinning solution C, the rare earth metal framework organic fluorescent material mixed solution B and the high molecular polymer are mixed according to a mass ratio of 1: (0.15-0.35).
8. The preparation method of the MOF composite fiber membrane with high fluorescence activity according to claim 1, wherein the electrospinning technology in the step (1) is used for preparing the organic fluorescent material nano composite fiber membrane with the rare earth metal framework structure, and the injection speed is 0.1-0.3 mm-min-1The positive voltage is 10-20 kV, and the negative voltage is-2 to-5 kV.
9. The method for preparing the high fluorescence activity MOF composite fiber membrane according to claim 1, wherein the flexible substrate comprises one of paper, cloth, a high molecular polymer film and a metal film.
10. The application of the high-fluorescence-activity MOF composite fiber membrane obtained by the preparation method according to any one of claims 1 to 9 is characterized in that the rare earth metal framework structure organic fluorescent material nano composite fiber membrane can be used in the fields of display, fluorescence monitoring, anti-counterfeiting identification and ion identification.
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| CN101693832A (en) * | 2009-10-14 | 2010-04-14 | 长春理工大学 | Method for preparing rare-earth complexes/polymethyl methacrylate composite luminescent nanobelts |
| CN106757412A (en) * | 2016-11-09 | 2017-05-31 | 大连工业大学 | A kind of method that application rare earth compounding prepares nano fluorescence fiber material |
| CN108547009A (en) * | 2018-04-28 | 2018-09-18 | 大连工业大学 | A kind of nano fluorescence fiber material and preparation method thereof |
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| CN101693832A (en) * | 2009-10-14 | 2010-04-14 | 长春理工大学 | Method for preparing rare-earth complexes/polymethyl methacrylate composite luminescent nanobelts |
| CN106757412A (en) * | 2016-11-09 | 2017-05-31 | 大连工业大学 | A kind of method that application rare earth compounding prepares nano fluorescence fiber material |
| CN108547009A (en) * | 2018-04-28 | 2018-09-18 | 大连工业大学 | A kind of nano fluorescence fiber material and preparation method thereof |
Non-Patent Citations (3)
| Title |
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| 王正祥: "《铕-苯甲酸-邻菲咯啉掺杂配合物体系的合成与荧光性能研究》", 《光谱学与光谱分析》 * |
| 郭瑞斌: "《新材料的宠儿：稀土》", 31 January 2012, 甘肃科学技术出版社 * |
| 金怀龙: "《静电纺丝技术制备PAN／Eu（BA）3phen》", 《化工新型材料》 * |
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