Fluorescent labeling polyaspartic acid scale inhibitor and preparation method thereof

A polyaspartic acid, fluorescent labeling technology, applied in chemical instruments and methods, descaling and water softening, water/sludge/sewage treatment, etc. The problem of serious interference, etc., can achieve the effect of online regulation of chemical concentration, reduction of use cost, and improvement of scale inhibition performance.

Inactive Publication Date: 2014-01-22
ZHANJIANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

U.S. Patent US 6989274 B2 describes a method for measuring the concentration of polyaspartic acid aqueous solution with a fluorometer, but the fluorescence intensity of polyaspartic acid itself is very weak, and its degree of interference is relatively serious, which is likely to cause large concentration detection error
Gaoli military used 3-aminocarbazole to react with polysuccinimide, and then further hydrolyzed to prepare fluorescently labeled polyaspartic acid (Guangzhou Chemical Industry, 2010, 38(8): 105-106), but due to the nucleophilicity of aromatic amine Weakness and large volume lead to low reaction yield of 3-aminocarbazole and polysuccinimide, and the fluorescent performance of the obtained fluorescently labeled polyaspartic acid aqueous solution is not good, and there is no good linearity between its concentration and fluorescence intensity relationship, the concentration of antiscalant cannot be accurately determined by fluorescence intensity

Method used

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  • Fluorescent labeling polyaspartic acid scale inhibitor and preparation method thereof
  • Fluorescent labeling polyaspartic acid scale inhibitor and preparation method thereof
  • Fluorescent labeling polyaspartic acid scale inhibitor and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add 2g (15.67mmol) of hydroxylated polysuccinimide (polysuccinimide synthesized by condensation of aspartic acid and monoethanolamine) into a dry three-necked round-bottomed flask. The molar ratio of the amine structural unit is 1:1) and 6g of sulfolane. After heating it to completely dissolve, add 0.21g (0.94mmol) N-(2,3-epoxypropyl) carbazole and 0.4mL Tris Boron fluoride ether, at 75 ° C for 5h. After the end, it was slowly poured into constantly stirring dehydrated ethanol to precipitate out, suction filtered, washed 3 times with dehydrated ethanol, and dried at 80°C to obtain 2.12 grams of light brown solid fluorescently labeled polysuccinimide, the yield 95.9%. 1 H-NMR (400MHz, D 2 O, TMS) as attached figure 1 Shown, δ: 8.09 (s, 2H, ArH4), 7.50 (m, 2H, ArH1), 6.84 ~ 7.21 (m, 2H, ArH2 and ArH3), 5.26 (m, 1H, NHCHCO), 4.61 ~ 4.65 (m , 3H, ArNCH 2 CH(OH)CH 2 O), 3.55~3.77(m, 4H, CH(OH)CH 2 OCH 2 CH 2 NH), 3.05~3.24(m, 2H, CH 2 CO), 2.62~2.69(m, 2H, CH(OH)CH...

Embodiment 2

[0028] Add 2g (15.67mmol) of hydroxylated polysuccinimide (polysuccinimide synthesized from maleic anhydride and ammonium carbonate and monoethanolamine) into a dry three-necked round-bottomed flask. The imine structural unit molar ratio is 1:1) and 6g sulfolane, after it is heated to dissolve completely, then add 0.21g (0.94mmol) N-(2,3-epoxypropyl) carbazole, 0.4mL trifluoro Boronium ether was reacted at 75°C for 5h under a nitrogen atmosphere. After the end, it was slowly poured into constantly stirring dehydrated ethanol to precipitate out, suction filtered, washed 3 times with dehydrated ethanol, and dried at 80°C to obtain 2.09 grams of light brown solid fluorescently labeled polysuccinimide, the yield 94.6%.

Embodiment 3

[0030]Weigh 1.7g (12.57mmol) of the fluorescently labeled polysuccinimide prepared in Example 1, place it in a 50mL round bottom flask, add 3.2mL of 2mol / L sodium hydroxide solution, and react at 50-60°C After 20 minutes, the pH value was adjusted to below 7 with concentrated hydrochloric acid after the hydrolysis. Slowly pour it into 15 mL of dehydrated ethanol that is constantly stirring, precipitate out, filter with suction, wash 3 times with dehydrated ethanol / diethyl ether (volume ratio 1:1), and vacuum-dry at 60°C to obtain 1.79 grams of light brown fluorescent marker Polyaspartic acid, yield 98.7%. 1 H-NMR (400MHz, D 2 O, TMS) as attached figure 2 As shown, δ: 8.01 (s, 2H, ArH4), 7.42 (m, 2H, ArH1), 6.28~6.81 (m, 4H, ArH2 and ArH3), 5.15 (m, 1H, NHCHCO), 4.39 (m, 3H , ArNCH 2 CH(OH)CH 2 O), 3.55~3.77(m, 4H, CH(OH)CH 2 OCH 2 CH 2 NH), 3.06~3.24(m, 2H, CH 2 CO), 2.67(m, 2H, CH(OH)CH 2 OCH 2 CH 2 NH), 2.14 (s, 1H, OH).

[0031] The fluorescently labeled polya...

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Abstract

The invention discloses a fluorescent labeling polyaspartic acid scale inhibitor and a preparation method thereof. N-glycidyl carbazole and hydroxylation polysuccinimide are subjected to ring-opening reaction and then are hydrolyzed through an alkaline aqueous solution, and finally the fluorescent labeling polyaspartic acid scale inhibitor is obtained. The method has few steps of preparing the fluorescent labeling polyaspartic acid scale inhibitor, and the process is simple. A molecular structure contains groups of carboxylic acid, hydroxyl, carbazole and the like at the same time and has scale inhibiting, dispersing and fluorescent tracing functions, the scale inhibiting performance of the polyaspartic acid to calcium phosphate can be particularly increased, and the scale inhibitor is suitably used in a circulating cooling water system. The fluorescence intensity and the concentration of the aqueous solution of the fluorescent labeling polyaspartic acid scale inhibitor prepared by the method have a good linear relationship, the concentration of drugs can be accurately and fast determined in time through the change of the fluorescence intensity, the on-line concentration of drugs control is realized, the management level is increased, and the use cost of the polyaspartic acid scale inhibitor is reduced.

Description

technical field [0001] The invention belongs to the preparation technology of an environment-friendly scale inhibitor for circulating cooling water, and in particular relates to a preparation method of fluorescently labeled polyaspartic acid. Background technique [0002] During the operation of the circulating cooling water system, fouling will bring serious consequences to production, reduce heat transfer efficiency, and even cause shutdown, which will bring great economic losses to industrial production. In order to slow down scaling and make the cooling water system run effectively and stably, adding water treatment scale inhibitors to the cooling water is a relatively economical and commonly used method. In the process of using water treatment chemicals, dosing concentration is a very important parameter. The detection of the concentration of traditional water treatment chemicals requires sampling and testing. The process is complicated and there are many interference ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C02F5/12C08G73/10
Inventor 高利军丰九英
Owner ZHANJIANG NORMAL UNIV
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