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Fluorescent-labeled phosphinoacrylic acid itaconic acid copolymer and its preparation method and use

A technology of phosphino-acrylic itaconic acid copolymer and phosphino-acrylic itaconic acid, applied in chemical instruments and methods, descaling and water softening, water/sludge/sewage treatment, etc., can solve the limitation of development and application, Reaction raw materials are rare, decomposition and other problems, to achieve the effect of online dosing, simplifying on-site operations, and reducing interference

Active Publication Date: 2018-10-12
NANTONG NTEC MONOFILAMENT TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current domestic research is mainly focused on the modification of polymers, which requires that the original water treatment agent must have modifiable amine or carboxyl groups, and the conditions required for polymer modification are relatively high, such as high temperature and high pressure. , so it is relatively difficult
For example, Chinese patent CN 1229091A discloses a kind of water treatment agent with tracer and anti-scaling dispersing effect, but the water treatment agent is directly prepared by reacting with polymer through (trans)amide reaction between organic fluorescent derivatives. Fluorescence-labeled polymers, this reaction requires high temperature and high pressure, and requires no obvious decomposition of the polymer during the reaction. Since the raw materials for the reaction are rare, and most polymers have decomposition problems under this high temperature and high pressure, this greatly limits the application of this technology. Further development and application

Method used

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  • Fluorescent-labeled phosphinoacrylic acid itaconic acid copolymer and its preparation method and use
  • Fluorescent-labeled phosphinoacrylic acid itaconic acid copolymer and its preparation method and use
  • Fluorescent-labeled phosphinoacrylic acid itaconic acid copolymer and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Example 1 Weigh 10 g (36.09 mmol) of 4-bromo-1,8-naphthalene anhydride into a three-necked flask, add 30 mL of ethanol, stir slowly, and dropwise add N,N-dimethyl-1,3-propylenediamine 9.1 The mixed solution of mL (72.18mmol) and 20mL ethanol was dripped in half an hour, and slowly rose to reflux temperature at the same time, followed by thin-layer chromatography until the reaction was completed, cooled and filtered to obtain a yellow solid, and recrystallized from ethanol to obtain the target product ( I).

[0034]Weigh 5 g (13.84 mmol) of the product (I) generated above in a three-necked flask, add 20 mL of ethylene glycol methyl ether, stir slowly, add dropwise a mixture of 2.7 mL (27.7 mmol) of n-butylamine and 10 mL of ethanol, and simultaneously Slowly rise to 130°C, followed by thin-layer chromatography until the end of the reaction, suction filtration under reduced pressure to remove excess ethylene glycol methyl ether, DMF recrystallization, to obtain the target...

Embodiment 2

[0037] Example 2 Put 90mL of deionized water, 46.8g (0.36mol) of itaconic acid, 0.0276g (0.1mmol) of catalyst, sodium hypophosphite into a four-necked flask equipped with a separating funnel, a thermometer and a reflux condenser. 8.5g (0.08mol) and 0.04g of fluorescent monomer (FT), heated up to reflux (100°C) under stirring, passed nitrogen to remove oxygen, and under the protection of nitrogen, added dropwise a certain amount of ammonium persulfate 10ml (0.684 g ammonium persulfate, accounting for about 1.3% of the mass of the monomer), 5.76g (0.04mol) of acrylic acid and 23ml of sodium bisulfite solution (4.16g accounting for about 8% of the mass of the monomer), drop it within 3.5h, and continue to keep warm 1.5h, cooling discharge, promptly gets product FT-AA-IA (brown liquid) of the present invention

Embodiment 3

[0038] Example 3 Put 80mL of deionized water, itaconic acid 41.6g (0.32mol), catalyst 0.0276g (0.1mmol), sodium hypophosphite into a four-necked flask equipped with a separatory funnel, a thermometer and a reflux condenser. 8.5g (0.08mol) and 0.4g of fluorescent monomer (FT), heated up to reflux (100°C) under stirring, passed nitrogen to remove oxygen, and under the protection of nitrogen, added dropwise a certain amount of ammonium persulfate 20ml (0.75 g ammonium persulfate, accounting for about 1.5% of the mass of the monomer), 8.64g (0.06mol) of acrylic acid and 23ml of sodium bisulfite solution (5.0g accounting for about 10% of the mass of the monomer), drop it within 3h, and continue to keep warm for 2h , cooling discharge, promptly get product FT‐AA‐IA (brown liquid) of the present invention

[0039] The excitation wavelength and emission wavelength of the polymer are similar to those of the fluorescent monomer, which are also 474nm and 554nm respectively. image 3 , t...

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Abstract

The invention discloses a fluorescently labeled phosphino-acrylic acid itaconic acid copolymer, and a preparation method and a purpose thereof. 4-bromo-1,8-naphthalic anhydride, ethyl alcohol and N,N-dimethyl 1,3-propane diamine are used as raw materials to obtain 4-bromo-N-(3-N',N'-dimethylamino propyl)-1,8-naphthalimide through reaction; then, ethanol and ethylene glycol monomethyl ether are used as a mixed solvent to take a reaction with n-butylamine to obtain a product; next, the product takes a reaction with allyl chloride to obtain 4-butyl amino-N-(3-N',N'-dimethylamino propyl) naphthalimide allylamine hydrochloride; next, fluorescent monomers, sodium hypophosphite, itaconic acid and acrylic acid are subjected to co-polymerization by a water phase one-step synthesis method to obtain the fluorescently labeled phosphino-acrylic acid itaconic acid copolymer. The fluorescently labeled phosphino-acrylic acid itaconic acid copolymer has the advantages that the raw materials can be easily obtained; the preparation method is simple and convenient; various functions such as a fluorescent tracing function, a corrosion inhibition function and a scale inhibition function are realized.

Description

technical field [0001] The invention relates to a preparation method and related properties of a corrosion and scale inhibitor for industrial circulating cooling water systems, and belongs to the field of research and new technology development of industrial circulating water treatment agents, in particular to a fluorescently labeled phosphinoacrylic acid itaconic acid Copolymers and methods for their preparation and use. Background technique [0002] In industrial circulating cooling water systems, in order to prevent scaling and corrosion of the system, water treatment chemicals must be used. The concentration of its agent is a very important parameter. Concentration is too high and too low, will bring adverse effects. The traditional technical process of detecting water treatment chemicals is complicated and has many interference factors, which does not meet the conditions of on-line measurement and real-time control. [0003] The use of fluorescent tracer technology t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F222/02C08F226/02C08F220/06C08F8/40C02F5/14
CPCC02F5/14C08F8/40C08F222/02C08F226/02C08F220/06
Inventor 张跃华张睿智张其平朱西挺陈娇张所宜袁勇胡兰萍
Owner NANTONG NTEC MONOFILAMENT TECH CO LTD
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