CN-121974825-A - Benzonitrile metal-based ultraviolet absorber, preparation method and application thereof, and modified polyvinyl chloride material

Abstract

The invention discloses a benzonitrile metal-based ultraviolet absorber, a preparation method and application thereof, and a modified polyvinyl chloride material, and belongs to the technical field of ultraviolet absorbers. The preparation method of the benzonitrile metal-based ultraviolet absorber comprises the steps of adding a benzonitrile compound into a first organic solvent, adding metal hydroxide, heating for reaction, cooling to obtain solid precipitate, and dissolving the solid precipitate in a second organic solvent to obtain the benzonitrile metal-based ultraviolet absorber. The invention also provides application of the benzonitrile metal-based ultraviolet absorber as a modified material. The invention also provides a modified polyvinyl chloride material, which comprises the steps of dissolving the polyvinyl chloride material and the benzonitrile metal-based ultraviolet absorbent in an organic solvent, pouring, drying and washing to obtain the modified polyvinyl chloride material. The novel ultraviolet absorber solves the problems of weak ultraviolet resistance, easy aging and easy decomposition of the existing polyvinyl chloride material to generate harmful substances.

Inventors

• LI YUCHUAN
• Abular Ur Hassan

Assignees

• 北京理工大学
• 北京理工大学鲁南研究院

Dates

Publication Date

20260505

Application Date

20251225

Claims (10)

1. 1. A benzonitrile metal-based ultraviolet absorber, characterized in that it has the structure of formula (I): (I); wherein M is selected from Na, K, li, cs, mg, ca and Ba, R is hydrogen or C1-C6 alkyl, and R 1 is hydrogen or C1-C6 alkyl.
2. 2. A method for preparing the benzonitrile metal-based ultraviolet light absorber of claim 1, comprising the steps of: s1, adding a benzonitrile compound into a first organic solvent, then adding metal hydroxide, and carrying out heating reflux reaction to obtain a reaction solution; s2, cooling the reaction liquid obtained in the step S1 to 10-30 ℃, and adding 3-5 drops of isopropanol to obtain solid precipitate; s3, drying the solid precipitate obtained in the step S2 under reduced pressure, and dissolving the solid precipitate by using a second organic solvent to obtain a benzonitrile metal-based solution; And S4, slowly evaporating the benzonitrile metal-based solution obtained in S3 at normal temperature for 15-20 days to crystallize, and washing the obtained crystals with diethyl ether to obtain the pure crystal compound of the sodium benzonitrile-based ultraviolet absorbent.
3. 3. The method for producing a metal-based ultraviolet absorber for benzonitrile according to claim 2, wherein in the step S1, the molar ratio of the benzonitrile compound to the metal hydroxide is 1..0.5 to 3.
4. 4. The method for producing a metal-based ultraviolet absorber for benzonitrile according to claim 2, wherein in step S1, the heating reflux temperature is 60 to 90 ℃ and the reflux reaction time is 6 to 10 h.
5. 5. The method for producing a metal-based ultraviolet absorber for benzonitrile according to claim 2, wherein in step S1, the benzonitrile compound is at least one selected from the group consisting of 2-hydroxybenzonitrile, 4-methyl-2-hydroxybenzonitrile, 4-ethyl-2-hydroxybenzonitrile and 5-methyl-2-hydroxybenzonitrile.
6. 6. The method for producing a cyanohydrin metal-based ultraviolet light absorber according to claim 2, wherein in step S1, the metal hydroxide is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, cesium hydroxide, magnesium hydroxide, calcium hydroxide, and barium hydroxide.
7. 7. The method for preparing a cyanohydrin metal-based ultraviolet light absorber according to claim 2, wherein in step S1, the first organic solvent is at least one selected from the group consisting of ethanol, methanol, acetonitrile, and isopropanol.
8. 8. The method for producing a metal-based ultraviolet absorber for benzonitrile according to claim 2, wherein in step S3, the second organic solvent is selected from at least one of N, N-dimethylformamide and dimethyl sulfoxide.
9. 9. The use of the benzonitrile metal-based uv absorber of claim 1 as a modifier in the modification of PVC materials.
10. 10. A modified polyvinyl chloride material is characterized in that the modified polyvinyl chloride material is prepared by dissolving the benzonitrile metal-based ultraviolet absorber and polyvinyl chloride in an organic solvent, pouring, drying and washing.

Description

Benzonitrile metal-based ultraviolet absorber, preparation method and application thereof, and modified polyvinyl chloride material Technical Field The invention relates to the technical field of ultraviolet absorbers. More specifically, the invention relates to a benzonitrile metal-based ultraviolet absorber, a preparation method and application thereof, and a modified polyvinyl chloride material. Background Polyvinyl chloride (PVC) is widely used as a material, and has been widely used in various fields such as cables, toys, protective pipes, etc., because of its characteristics of low cost, excellent electrical properties, and excellent mechanical properties. However, PVC materials exhibit poor heat resistance under high temperature environments, are easily decomposed and release harmful gases, and may have negative effects on the environment and human health. In addition, the PVC products can be aged rapidly after long-term exposure to sunlight, and have problems of color change and the like, and the factors can significantly influence the appearance and the service life of the PVC products. In order to cope with these problems, it is important to develop a compound having an ultraviolet absorbing function and incorporate it into a PVC material to improve its weather resistance. By the method, the service life of the PVC product can be effectively prolonged, and economic losses caused by aging and discoloration are reduced. However, the conventional ultraviolet absorber generally has a problem of insufficient stability, is easily decomposed at high temperature or under long-time illumination, and the decomposition product may have toxicity, is easily released into the environment, and cannot completely meet environmental standards. Therefore, research and development of a novel ultraviolet absorber to improve the protective performance of PVC materials are urgent problems to be solved in the field of PVC material protection. Disclosure of Invention It is an object of the present invention to solve at least the above problems and to provide at least the advantages to be described later. The invention also aims to provide the cyanophenyl metal-based ultraviolet absorber which contains a plurality of conjugated structures, can effectively improve the ultraviolet absorption capacity of the cyanophenyl metal-based ultraviolet absorber, has higher stability and environmental protection performance, can improve the ultraviolet resistance of a PVC material by adding the cyanophenyl metal-based ultraviolet absorber into the PVC material, and ensures that the PVC material can be effectively protected in various environments. Effectively solves the problems of weak ultraviolet resistance, easy aging and easy decomposition of the existing polyvinyl chloride material to generate harmful substances. To achieve these objects and other advantages and in accordance with the purpose of the invention, there is provided a cyanohydrin metal-based ultraviolet light absorber having the structure of formula (I): (I); wherein M is selected from Na, K, li, cs, mg, ca and Ba, R is hydrogen or C1-C6 alkyl, and R 1 is hydrogen or C1-C6 alkyl. The object of the present invention can be further achieved by a process for producing a metal-based ultraviolet absorber for benzonitrile, comprising the steps of: s1, adding a benzonitrile compound into a first organic solvent, then adding metal hydroxide, and carrying out heating reflux reaction to obtain a reaction solution; s2, cooling the reaction liquid obtained in the step S1 to 10-30 ℃, and adding 3-5 drops of isopropanol to obtain solid precipitate; s3, drying the solid precipitate obtained in the step S2 under reduced pressure, and dissolving the solid precipitate by using a second organic solvent to obtain a benzonitrile metal-based solution; And S4, slowly evaporating the benzonitrile metal-based solution obtained in S3 at normal temperature for 15-20 days to crystallize, and washing the obtained crystals with diethyl ether to obtain the pure crystal compound of the sodium benzonitrile-based ultraviolet absorbent. Preferably, in the step S1, the molar ratio of the benzonitrile compound to the metal hydroxide is 1..0.5 to 3. Preferably, in the step S1, the heating reflux temperature is 60-90 ℃ and the reflux reaction time is 6-10 h. Preferably, in step S1, the benzonitrile compound is at least one selected from the group consisting of 2-hydroxybenzonitrile, 4-methyl-2-hydroxybenzonitrile, 4-ethyl-2-hydroxybenzonitrile and 5-methyl-2-hydroxybenzonitrile. Preferably, in step S1, the metal hydroxide is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, cesium hydroxide, magnesium hydroxide, calcium hydroxide, and barium hydroxide. Preferably, in step S1, the first organic solvent is at least one selected from ethanol, methanol, acetonitrile and isopropanol. Preferably, in step S3, the second organic solvent is at least one sele