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Sulfonic acid ultraviolet (UV)-cured aqueous epoxy emulsion and preparation method thereof

A water-based epoxy emulsion, sulfonic acid type technology, applied in sulfonate preparation, organic chemistry, coating and other directions, can solve the problems of poor hydrophilicity, poor storage stability and weak carboxyl electronegativity of epoxy oligomers , to achieve the effect of less side reactions, good application performance and simple synthesis route

Inactive Publication Date: 2012-02-08
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Second, the molecular chain must contain a certain number of hydrophilic groups, such as carboxyl, hydroxyl, amino, quaternary ammonium, ether, amide, sulfonic acid, etc. The currently used water-based oligomers mainly include acrylates and unsaturated polyesters. , polyurethane acrylate and epoxy acrylate, etc. These water-based oligomers mainly use carboxylate as the hydrophilic group, and there are not many reports on sulfonic acid-type water-based oligomers.
These methods all take the carboxyl in the maleic anhydride as the hydrophilic group. Compared with the sulfonic acid group, the carboxyl group has weaker electronegativity, and the formed epoxy oligomer has poor hydrophilicity, and the storage stability in the later stage is also poor. poor

Method used

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  • Sulfonic acid ultraviolet (UV)-cured aqueous epoxy emulsion and preparation method thereof
  • Sulfonic acid ultraviolet (UV)-cured aqueous epoxy emulsion and preparation method thereof
  • Sulfonic acid ultraviolet (UV)-cured aqueous epoxy emulsion and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] (1) Mix epoxy resin E51 and maleic anhydride at a molar ratio of 1:2, the initial acid value is 190.6 mg / g resin, react at 90°C for 1 hour, then heat up to 120°C, and continue the reaction. When the acid value dropped to 96mg / g resin, the reaction was stopped to obtain epoxy maleic acid ester. The acid value is determined by the following method:

[0040] Take a sample (0.5 ~ 1g) and place it in a 100mL Erlenmeyer flask, add 25ml of a mixed solution of ethanol and acetone with a volume ratio of 1:1 to dissolve the sample completely, add dropwise 0.1ml of phenolphthalein indicator, and titrate with KOH-ethanol standard solution Count until pink. At the same time do a blank test. Blank test method: Take 25ml of a mixed solution of ethanol and acetone with a volume ratio of 1:1, add dropwise 0.1ml of phenolphthalein indicator, titrate with KOH-ethanol standard solution until pink, and count.

[0041] Acid value=56.1×[(V-V 0 )c / m]

[0042] In the formula: V-KOH volume ...

Embodiment 2

[0048] (1) Mix epoxy resin E51 and maleic anhydride at a molar ratio of 1:2.1. The initial acid value is 178.4 mg / g resin. After reacting at 100°C for 1 hour, the temperature is raised to 120°C to continue the reaction. When the acid value dropped to 89mg / g resin, the reaction was stopped to obtain epoxy maleic acid ester. The measuring method of acid value is with embodiment 1.

[0049] (2) Epoxy maleic acid ester is heated to 90 ℃, and acid chloride reagent phosphorus trichloride is added dropwise, and the molar ratio of epoxy maleic acid ester and phosphorus trichloride is 1: 0.5, continue in React at 90°C for 2h to end the reaction. The product obtained is epoxy fumaryl chloride.

[0050] (3) Cooling down to 80°C, adjusting the pH value to 9 with a 10% NaOH alcohol solution with a mass concentration of p-aminobenzenesulfonic acid, adding epoxy fumaryl chloride dropwise, and finishing dropping in 1 to 2 hours, the sulfanilic acid and The molar ratio of epoxy fumaryl chlori...

Embodiment 3

[0052] (1) Mix epoxy resin E44 and maleic anhydride at a molar ratio of 1:2, the initial acid value is 172.4 mg / g resin, react at 100°C for 1 hour, then heat up to 120°C, and continue the reaction. When the acid value dropped to 87 mg / g resin, the reaction was stopped to obtain epoxy maleic acid ester. The measuring method of acid value is with embodiment 1.

[0053] (2) Epoxy maleic acid ester is heated to 70 ℃, and acid chloride reagent phosphorus trichloride is added dropwise, and the molar ratio of epoxy maleic acid ester and phosphorus trichloride is 1: 2, after dropping, continue to React at 70°C for 2h to end the reaction. The product obtained is epoxy fumaryl chloride.

[0054] (3) At 80°C, adjust the pH value of taurine to 10 with a 5% NaOH alcohol solution with a mass concentration of 5%, and then add epoxy fumaryl chloride dropwise. The molar ratio of the acid chloride was 2:1. After the dropwise addition, the reaction was continued at 80° C. for 1 h to obtain th...

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Abstract

The invention discloses sulfonic acid ultraviolet (UV)-cured aqueous epoxy emulsion and a synthetic method thereof. The method comprises the following steps of: performing an ring-opening esterification reaction on an epoxy resin and maleic anhydride under the action of a catalyst at the temperature of between 90 and 120 DEG C for 3 to 5 hours and ending the reaction after an acid value falls to 40 to 60 percent of an original acid value to obtain an epoxy maleic acid ester; heating the epoxy maleic acid ester to 50 to 90 DEG C, adding phosphorus trichloride serving as an acyl chlorinating agent dropwise, reacting at the temperature of between 50 and 90 DEG C for 2 to 3 hours to obtain epoxy fumarylchloride; and adjusting the pH value of sulfamic acid to be between 8 and 10 with alcoholicsolution of NaOH, reacting the sulfamic acid and the epoxy fumarylchloride and adding water to disperse the reaction product so as to obtain the UV-cured aqueous epoxy emulsion. A product obtained bythe method has the advantages of bright luster, high storage stability, high coating performance and the like and can be applied in the field of aqueous UV-cured coatings.

Description

technical field [0001] The invention relates to a water-based epoxy emulsion, in particular to a sulfonic acid type UV curing water-based epoxy emulsion and a synthesis method thereof. Background technique [0002] Photocuring is a rapidly developing "green" new technology. Since the 1970s, radiation curing technology has become more and more popular in developed countries, and has been widely used in various coatings, inks and adhesives. Among them, the development of UV curing (ultraviolet light curing) technology is more rapid. The development of light-curing materials in my country began in the early 1970s, and industrial production began in the 1990s. At present, it has become a major producer of light-curing raw materials and products after the United States and Japan. Although light-curing technology and materials have developed rapidly, there are still some problems that affect its application and promotion, especially the damage of reactive diluents and volatile o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F22/38C07C309/51C07C303/32C09D4/02
Inventor 王锋张洪彬涂伟萍胡剑青
Owner SOUTH CHINA UNIV OF TECH