Polyimide with phosphoric acid side chain-containing long chain and preparation method and application thereof

A technology of polyimide and phosphoric acid, applied in fuel cell parts, fuel cells, electrical components, etc., can solve the problems of high vanadium ion permeability, complicated process, high production cost, etc., and achieve simple and easy preparation process , easy environment friendly, low cost effect

Inactive Publication Date: 2011-06-29
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the high vanadium ion permeability and high cost of the Nafion membrane, it is not suitable for application in all-vanadium redox flow batteries.
[0004] Chinese patent CN1770503A discloses a polyvinylidene fluoride film doped with inorganic nano-fillers as a matrix, introducing organic acids with sulfonate groups into the matrix to obtain the target product through

Method used

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  • Polyimide with phosphoric acid side chain-containing long chain and preparation method and application thereof
  • Polyimide with phosphoric acid side chain-containing long chain and preparation method and application thereof
  • Polyimide with phosphoric acid side chain-containing long chain and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] (1) Under nitrogen protection, after dissolving 0.02mol 4,4'-diamino-4"-hydroxytriphenylmethane in 50ml of m-cresol, polycondensation reaction with pyromellitic dianhydride at -10°C for 3 hours , then add 25ml xylene, heat up to 100°C for dehydration reaction for 3 hours, to obtain compound a; the compound

[0040] The structural formula of a is: where R 1 for R 2 for n=50; The spectral analysis of compound b is as follows: 1 H-NMR (DMSO-d6) "9.38 (s, OH, 1H), 8.35-6.74 (m, PhH, 14H), 5.69 (s, CH, 1H);

[0041] (2) Dissolve 0.01mol of compound b in 20ml of N,N-dimethylformamide, add 0.01mol of triethylamine and 0.01mol of 2-bromopropionyl bromide, and react at 0°C for 1 hour to obtain compound b; the compound The structural formula of b is: where R 1 for R 2 for n=50, R 3 for The spectral analysis of compound b is as follows: 1H-NMR (DMSO-d6) "8.35-6.74 (m, PhH, 14H), 5.69 (s, CH, 1H), 4.47 (s, CH, 1H), 1.90 (s, CH 3 ,3H);

[0042] (3) Dissolve 0....

Embodiment 2

[0052] (1) Under nitrogen protection, after dissolving 0.02mol 3,5-diaminophenol in 50ml N,N-dimethylacetamide, mix with 0.028mol 3,3',4,4'-biphenyltetracarboxylic acid di The anhydride was subjected to polycondensation reaction at -5°C for 8 hours, then 25ml of xylene was added, and the temperature was raised to 120°C for dehydration reaction for 10 hours to obtain compound a; the structural formula of compound a was: where R 1 for R 2 for n=500; The spectral analysis of compound a is as follows: 1 H-NMR (DMSO-d6): 8.5~7.5 (m, PhH, 9H), 9.40 (s, OH, 2H);

[0053] (2) Dissolve 0.01mol of compound a in 30ml of dioxane, add 0.03mol of triethylamine and 0.03mol of 2-bromoisobutyryl bromide, and react at 15°C for 3 hours to obtain compound b; the structural formula of compound b is : where R 1 for R 2 for n=500, R 3 for The spectral analysis of compound b is as follows: 1 H-NMR (DMSO-d6): 8.5~7.5 (m, PhH, 9H), 1.98 (s, CH 3 ,6H);

[0054] (3) Dissolve 0.01 mo...

Embodiment 3

[0060] (1) Under nitrogen protection, after dissolving 0.03mol 3,3'-diamino-4,4'-dihydroxybiphenyl in 80ml m-cresol, mix with 0.045mol 3,3',4,4'-bis Phenyl ether tetracarboxylic dianhydride was subjected to polycondensation reaction at 0°C for 12 hours, then 40ml of xylene was added, and the temperature was raised to 170°C for dehydration reaction for 16 hours to obtain compound a; the structural formula of compound a was: where R 1 for R 2 for n=3000; The spectral analysis of compound a is as follows: 1 H-NMR (DMSO-d6) "9.35 (s, OH, 2H), 8.39-6.71 (m, PhH, 12H);

[0061] (2) Dissolving 0.02mol compound a in 50ml pyridine, adding 0.1mol 2-bromobutyryl bromide, and reacting at 30°C for 7 hours to obtain compound b; the structural formula of compound b is:

[0062] where R 1 for R 2 for n=3000, R 3 for The spectral analysis of compound b is as follows: 1 H-NMR (DMSO-d6) "8.33-6.77 (m, PhH, 12H), 5.66 (s, CH, 1H), 4.42 (s, CH, 1H), 1.08 (s, CH 3 , 3H), 2.13(m...

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Abstract

The invention discloses polyimide with a phosphoric acid side chain-containing long chain, a preparation method thereof and application thereof. The polyimide has the structure shown as formula (I). The preparation method comprises the following steps of: dissolving phenolic hydroxyl-containing aromatic diamine monomer and dianhydride in organic solvent A and performing condensation polymerization on the mixture to form a compound a; dissolving the compound a in organic solvent B, and adding a bromination reagent and an alkaline substance into the solution to form a compound b; dissolving the compound b in the organic solvent B, and adding trifluoromethyl methacrylate, trimethylsilyl-terminated hydroxyethyl methacrylate, cuprous chloride, copper chloride and a genin into the solution to form a compound c; dissolving the compound c in the organic solvent B, and dropwise adding acid solution into the solution to form a compound d; dissolving the compound d in the organic solvent B, and adding triethylamine, cuprous chloride and a phosphitylating agent into the solution to form a compound e; and dissolving the compound e in the organic solvent B, and adding trimethyl halogenosilane to perform hydrolysis reaction, and after the hydrolysis reaction, removing the solvent to obtain the polyimide with the phosphoric acid side chain-containing long chain.

Description

technical field [0001] The invention belongs to the technical field of proton exchange membrane materials for all-vanadium redox flow batteries, and in particular relates to a long-chain polyimide containing phosphoric acid side chains and a preparation method and application thereof. Background technique [0002] The all-vanadium redox flow battery realizes the storage and release of electric energy through the mutual transformation of vanadium ions in different valence states. It has the following advantages: 1. There is no concentration polarization, deep discharge and instantaneous charging; 2. Since the positive and negative electrolytes are all vanadium ion electrolytes, there is no cross-contamination problem; 3. The rated power and rated energy are independent of each other And the charging and discharging voltage can be adjusted at will; 4. The maintenance of the battery is simple, just regularly mix the electrolytes on both sides to balance the ion concentration in...

Claims

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Application Information

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IPC IPC(8): C08F283/04C08F8/40C08F8/12C08G73/10H01M8/02H01M2/16H01M8/102H01M8/1069H01M8/18
CPCY02E60/12Y02E60/50
Inventor 胡继文卢汝烽张干伟肖定书胡美龙
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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