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Fluorescent monomer and fluorescent acrylic acid polymer and preparation method of fluorescent monomer and fluorescent acrylic acid polymer

A fluorescent monomer and acrylic technology, which is applied in chemical instruments and methods, luminescent materials, descaling and water softening, etc., can solve problems that do not involve the application of seawater, and achieve the effect of mild reaction conditions

Inactive Publication Date: 2012-05-09
TIANJIN SEA WATER DESALINATION & COMPLEX UTILIZATION INST STATE OCEANOGRAPHI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The above related studies did not involve the application in seawater

Method used

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  • Fluorescent monomer and fluorescent acrylic acid polymer and preparation method of fluorescent monomer and fluorescent acrylic acid polymer
  • Fluorescent monomer and fluorescent acrylic acid polymer and preparation method of fluorescent monomer and fluorescent acrylic acid polymer
  • Fluorescent monomer and fluorescent acrylic acid polymer and preparation method of fluorescent monomer and fluorescent acrylic acid polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Green fluorescent monomer N-(2-(methacryloyloxy)ethyl)-N,N-dimethyl-2-((N'-n-propyl-4,5-naphthalimide)amino ) preparation of ethyl ammonium bromide

[0062] Preparation reaction formula (3) is as follows:

[0063]

[0064] Put 13.8g (0.05mol) of 4-bromo-1,8-naphthalene anhydride (A1), 3.0g (0.05mol) of n-propylamine and 65ml of ethanol into a glass reactor with magnetic stirring and reflux condenser, and heat at 78°C Reflux reaction for 3 hours, along with the progress of the reaction, the raw material (A1) undergoes amidation process and dissolves continuously to obtain the product. After the reaction, the solvent was spin-dried to obtain 14.4 g of white solid N-n-propyl-4-bromo-1,8-naphthalimide (A2), with a yield of 90.5%. Then 9.5g (0.03mol) of compound A2 and another reactant ethanolamine 2.4g (0.04mol) and 50ml of reaction solvent ethylene glycol monomethyl ether were heated to reflux under magnetic stirring and 125°C reflux condensation conditions, and after...

Embodiment 2

[0068] The ratio between N-n-propyl-4-(2-bromoethylamino)-1,8-naphthalimide (A4) and dimethylaminoethyl methacrylate (DM) on the yield of fluorescent monomer The influence experiment

[0069] Except that the ratio of the amounts of substances between N-n-propyl-4-(2-bromoethylamino)-1,8-naphthalimide (A4) and dimethylaminoethyl methacrylate (DM) was changed to Except for the ratio shown in Table 1, other operations were the same as in Example 1 to investigate the effect of the ratio of the amount of substances A4 and DM on the yield of fluorescent monomers. The experimental results are shown in Table 1.

[0070] Table 1

[0071] A4: DM

[0072] As can be seen from the above experimental results: the mass ratio of N-n-propyl-4-(2-bromoethylamino)-1,8-naphthalimide and dimethylaminoethyl methacrylate is 1:10 The yield in the range of ~1:1 is greater than 50%, and increases with the decrease of the ratio between the two, that is, the decrease of the amount of A4.

Embodiment 3

[0074] Fluorescence Spectrum Test of Green Fluorescent Monomer

[0075] Weigh N-(2-(methacryloyloxy)ethyl)-N,N-dimethyl-2-((N'-n-propyl-4,5-naphthalimide)amino)ethyl Hydroxyl ammonium bromide is dissolved in natural seawater with a salinity of 35, and the configuration is 100 μg / L. A fixed Hitachi F7000 fluorescence spectrometer with a slit width of 10 nm was used to scan the excitation and emission spectra respectively. The excitation spectrum and emission spectrum of the fluorescent monomer solution are shown in the attached figure 1 , the obtained maximum excitation wavelength and maximum emission wavelength are 430nm and 524nm respectively, the maximum emission wavelength is in the green range of the visible spectrum (490-580nm), and has a strong fluorescence intensity.

[0076] With a fixed excitation wavelength of 430nm and a slit width of 10nm, the fluorescence intensity of 10, 20, 40, 60, 80, and 100μg / L fluorescent monomer seawater solutions at 524nm was measured, a...

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Abstract

The invention provides a fluorescent monomer and a fluorescent acrylic acid polymer and a preparation method of the fluorescent monomer and the fluorescent acrylic acid polymer. The monomer and polymer are respectively shown in formulas (I) and (2), wherein m is 1 or 2, n is 10-120, R1 is H or -CH3, R2 is -CH3, -CH2CH3,-CH2CH2CH3 or -CH2CH2(OH)CH3. The preparation method is as follows: reacting 4-bromine-1,8-naphthalic anhydride with n-propylamine so as to obtain N-propyl-4-bromine-1,8-naphthalimide; reacting the N-propyl-4-bromine-1,8-naphthalimide with ethanolamine so as to obtain N-propyl-4-(2-ethoxyamino)-1,8-naphthalimide; reacting the N-propyl-4-(2-ethoxyamino)-1,8-naphthalimide with PBr3 so as to obtain N-propyl-4-(2-bromomethylamino)-1,8-naphthalimide, and dropwise adding unsaturated compound dimethylaminoethyl methacrylate so that the fluorescent monomer is obtained; and condensing the fluorescent monomer with at least one crylic acid monomer. The fluorescent polymer can be used as a special scale inhibitor for a sea water circulating cooling or sea water desalinization system, and has a good scale dispersion property and a good fluorescent trace characteristic.

Description

technical field [0001] The invention belongs to the field of fine chemical industry, and relates to a water-soluble fluorescent monomer, a fluorescent tracer type anti-scaling dispersant and its preparation technology, in particular to a fluorescent monomer and fluorescent acrylic acid suitable for seawater circulation cooling or seawater desalination systems Polymer antiscalant dispersant and preparation method thereof. Background technique [0002] The dosing control of water treatment chemicals usually relies on on-site water quality monitoring, and the results of water quality analysis combined with system replenishment and drainage conditions are used as the criterion for judging whether to add chemicals, which to a certain extent caused a lag in response. For this reason, adding a tracer agent containing a fluorophore to the system, and using fluorescence detection technology to measure the concentration of the agent in water is an effective means to achieve online mon...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D221/06C09K11/06C08F220/06C08F220/36C02F5/12
Inventor 吴芸芳侯纯扬杨洋武杰成国辰尹建华徐旭焦春联
Owner TIANJIN SEA WATER DESALINATION & COMPLEX UTILIZATION INST STATE OCEANOGRAPHI
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