Aminostyrylpyridinium-salt fluorescent monomer and preparing and application of polymer of aminostyrylpyridinium-salt fluorescent monomer

A technology of styrene pyridinium salt and fluorescent monomer, which is applied in the fields of fluorescence/phosphorescence, luminescent materials, and material analysis through optical means, and can solve problems such as poor practicability

Inactive Publication Date: 2016-11-16
SOUTHWEST PETROLEUM UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the problem of poor practicability of existing polymer concentration detection methods, the purpose of the present invention is to synthesize a water-soluble fluorescent tracer polymer for use in the oilfield field to monitor changes in polymer concentration in production well production fluids in real time and accurately

Method used

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  • Aminostyrylpyridinium-salt fluorescent monomer and preparing and application of polymer of aminostyrylpyridinium-salt fluorescent monomer
  • Aminostyrylpyridinium-salt fluorescent monomer and preparing and application of polymer of aminostyrylpyridinium-salt fluorescent monomer
  • Aminostyrylpyridinium-salt fluorescent monomer and preparing and application of polymer of aminostyrylpyridinium-salt fluorescent monomer

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Experimental program
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Embodiment 1

[0042]

[0043] synthetic route:

[0044]

[0045] 1) Dissolve 9.3g (0.1mol) of 4-methylpyridine in 50mL of anhydrous methanol, add 8.46mL (0.1mol) of propylene bromide at room temperature, heat to reflux overnight, remove the solvent and use ethyl acetate and methanol The mixed solvent was used as the mobile phase, and purified by column chromatography to obtain the pure product of compound 3.

[0046] 2) Use 100 mL of N,N-dimethylformamide (DMF) / N-methylpyrrolidone (NMP) with a volume ratio of 9:1 as solvent, 19 mL (200 mmol) of aniline, and 65 mL (600 mmol) of 1-bromobutane , Na2CO3 84g (800mmol) was reacted at 120°C for 24h. Cool to room temperature, and filter to remove insoluble matter. The precipitate was washed with ethyl acetate. The filtrate was spin-dried, then water was added and the aqueous phase was extracted with ethyl acetate. Pass through the column with n-hexane as the mobile phase to obtain a light yellow liquid product, which is Compound 5. Yield...

Embodiment 2

[0049] Embodiment 2 Preparation of water-soluble fluorescent tracer polymer

[0050] The reaction formula is as follows:

[0051]

[0052]Weigh 5.4g of acrylamide and 3.6g of acrylic acid to make an aqueous solution, adjust the pH value to about 7 with NaOH solution, then add the solution to a three-necked reaction flask placed in a constant temperature water bath and equipped with an electromagnetic stirrer, and then add 1.5g of SDS Stir, dissolve with SDS, add 50mg of fluorescent monomer, heat up to 50°C, continue stirring to fully dissolve the fluorescent monomer in the micelles of the surfactant, after a transparent solution is formed, pass N2 to deoxygenate, add 9.83mg of sulfurous acid Sodium hydrogen and 21.55mg ammonium persulfate reacted for 8h. The reactants were fully cut into pieces, washed with ethanol, and finally dried at 50°C to obtain a water-soluble fluorescent polymer.

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Abstract

The invention relates to an aminostyrylpyridinium-salt fluorescent monomer, a synthesis method of a polymer of the aminostyrylpyridinium-salt fluorescent monomer and application prospects of the water-soluble fluorescent polymer in the field of oil fields. The fluorescent monomer structure is shown as the formula (I) (please see the specification). The synthesis method includes the steps that 4-methylpyridine and alkyl halide are subjected to an alkylation reaction to generate 4-methylpyridine salt, aniline is subjected to a N-alkylation reaction or an acylation reaction and then subjected to a Vilsmeier reaction, an aldehyde group is led in a para-position mode, and finally, the aldehyde group and methyl of the 4-methylpyridine salt are condensated to generate the aminostyrylpyridinium-salt fluorescent monomer. The fluorescent monomer and water-soluble monomers such as acrylamide, acrylic acid, methacrylamide, methylpropanesulfonic acid, N,N-dimethylacrylamide and N,N-diethylacrylamide are subjected to binary polymerization or terpoly polymerization, and a water-soluble fluorescent tracing polymer is prepared. The fluorescent tracing polymer can be applied to concentration detection of the polymer through polymer flooding.

Description

technical field [0001] The invention relates to the preparation and application of a water-soluble fluorescent polymer and a fluorescent monomer suitable for polymer concentration detection in oilfield tertiary oil recovery. Background technique [0002] At present, wells in polymer flooding reservoirs often produce a certain concentration of polymer very quickly. The detection and analysis of the polymer mass concentration in the produced fluid is the most authentic means to comprehensively understand the polymer under formation conditions. The recovery factor has important reference value. [0003] Up to now, there are more than ten methods for determining the concentration of polyacrylamide, such as gel chromatography, starch-cadmium iodide method, turbidity method, fluorescence spectrophotometry, viscosity method, and precipitation method. In these methods, except for the precipitation method, they are all affected by changes in the degree of hydrolysis of polyacrylami...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/38C08F220/56C08F220/06C08F226/06C09K11/06G01N21/64
CPCC07D213/38C08F220/56C09K11/06C09K2211/1029C09K2211/1466G01N21/643C08F220/06C08F226/06
Inventor 闫立伟申玲红李嘉玲常睿卿蒲伟刘璇刘广生庄代骄吕明倩刘诚叶仲斌
Owner SOUTHWEST PETROLEUM UNIV
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