Polyimide containing porphyrin as well as preparation method and application thereof

A technology of polyimide and polyamic acid, which is applied in the field of porphyrin functionalized polymer compounds, can solve problems such as the application of outdated materials and the ineffective use of porphyrin photoelectric properties, and achieve easy sampling, processing performance and chemical stability Good performance, avoid the effect of fluorescence quenching

Inactive Publication Date: 2011-01-19
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the synthesis of porphyrin-containing polyimide and the research on the preparation of related materials have made some progress, its application is still far behind the development of materials, especially the excellent photoelectric properties of porphyrin as a central molecule have not been effectively utilized.

Method used

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  • Polyimide containing porphyrin as well as preparation method and application thereof
  • Polyimide containing porphyrin as well as preparation method and application thereof
  • Polyimide containing porphyrin as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] (1) Synthesis of porphyrin-containing polyimide

[0061] 5,15-bis(4-aminophenyl)-10,20-diphenylporphyrin (trans-DATPP) or 5,10-bis(4-aminophenyl)-15,20-diphenylporphyrin Preparation of (cis-DATPP) monomer: 10 mL of trifluoroacetic acid (TFA) and 2.65 mmol of sodium nitrite were added to 0.326 mmol of tetraphenylporphyrin (TPP), and 100 mL of water was added after magnetic stirring at room temperature for 90 seconds. Chloromethane extraction (6 times), 25 mL each time, the extracted dichloromethane organic layer was washed with saturated aqueous sodium bicarbonate solution (100 mL), dried over anhydrous sodium sulfate for 24 h, and evaporated to dryness to obtain a solid. Then 3.55 mmol of stannous chloride and 50 mL of hydrochloric acid were added, heated to 65° C. for 1 h under magnetic stirring, and then the reaction was stopped. After the system is cooled, add 100 mL of water, neutralize the solution with ammonia water to pH = 8, extract with dichloromethane (6 time...

Embodiment 2

[0070] (1) Synthesis of porphyrin-containing polyimide

[0071] The preparation of 5,10-bis(4-aminophenyl)-15,20-diphenylporphyrin (cis-DATPP) is the same as in Example 1.

[0072] Under nitrogen protection, 5,10-bis(4-aminophenyl)-15,20-diphenylporphyrin (cis-DATPP) and 4,4′-diaminodiphenyl ether (ODA) were used as The diamine monomer is dissolved in N,N-dimethylacetamide (DMAc), the molar ratio of cis-DATPP and ODA is 0.1:1, and it is dissolved by electromagnetic stirring to obtain a homogeneous system, and then mixed with the two diamines 4,4′-hexafluoroisopropylidene-phthalic anhydride (6FDA) monomers in equimolar amounts of the total molar amount of the amine monomers are added to the reaction system twice, and the interval between the two additions is half an hour; The ratio of the added amount of 4,4'-hexafluoroisopropylidene-phthalic anhydride (6FDA) to N,N-dimethylacetamide (DMAc) was 50 mg / mL. After continuing to react in an ice-water bath for 5 h, the reaction was...

Embodiment 3

[0080] The preparation of 5,15-bis(4-aminophenyl)-10,20-diphenylporphyrin (trans-DATPP) is the same as in Example 1.

[0081] Under nitrogen protection, 5,15-bis(4-aminophenyl)-10,20-diphenylporphyrin (trans-DATPP) and 4,4′-(hexafluoroisopropylidene) bis Aniline (6FDAM) was dissolved in N,N-dimethylacetamide (DMAc) as a diamine monomer, and the molar ratio of trans-DATPP to ODA was 0.25:1. Electromagnetic stirring was used to dissolve it to obtain a homogeneous system, and then 4,4'-(2,2,2-trifluoro-1-phenylethylene) diphthalic anhydride (3FDA) monomer in an equimolar amount to the total molar amount of the two diamine monomers was added to the In the reaction system, the interval between two additions is half an hour; 4,4'-(2,2,2-trifluoro-1-phenylethylene) diphthalic anhydride (3FDA) Amide (DMAc) was added at a ratio of 50 mg / mL. After continuing to react in an ice-water bath for 6 h, the reaction was continued for 22 h at room temperature to generate porphyrin-containing ...

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Abstract

The invention discloses polyimide containing porphyrin as well as a preparation method and application thereof. Soluble polyimide containing the porphyrin is synthetized through condensation reaction on a diamino tetraphenyl porphyrin monomer, an aromatic organic diamine monomer and an aromatic dianhydride monomer, and a polyimide nano-fiber film containing the porphyrin is prepared by further applying an electrostatic spinning technology. The method has the advantages of simple operation, strong controllability, high repeatability and recyclable product. The polyimide nano-fiber film containing the porphyrin is applied to the detection of heavy metal mercury ions in a water solution and has the advantages of high sensitivity, good selectivity and rapid response.

Description

technical field [0001] The present invention relates to a porphyrin-functionalized polymer compound, in particular to a porphyrin-containing polyimide and a preparation method thereof, and a preparation method of a porphyrin-containing polyimide nanofiber membrane and its presence in trace amounts of mercury ions. application in detection. Background technique [0002] As we all know, mercury is a heavy metal that is harmful to human health. It can enter the human body through various channels and accumulate in the body. Inorganic mercury ions in water can be converted into more toxic organic mercury, enter the human body from the food chain, deposit in the brain, liver and other organs, cause chronic poisoning, damage the kidneys, brain, stomach and intestinal tract, and even cause death. For the above reasons, the detection of mercury in the environment has attracted great attention. A lot of work has been done on mercury detection methods, among which the most widely us...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10D01F6/78D04H3/16D01D5/00G01N21/78G01N21/64
Inventor 吴健吕媛媛徐志康
Owner ZHEJIANG UNIV
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