Hindered amine light stabilizer and synthesis method thereof

Through the mixing and esterification reaction of ceramic cellulose and cellulose nanofibers, combined with stirring and heating steps, the degradation problem of hindered amine light stabilizers during ultraviolet irradiation at high temperatures is solved, and its resistance and service life are significantly improved.

CN119264524APending Publication Date: 2025-01-07ZHENXING FINE CHEM CO LTD
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Patent Information

Application Number
CN202411599661.0
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-11-11
Publication Date
2025-01-07

AI Technical Summary

Technical Problem

When hindered amine light stabilizers are exposed to ultraviolet rays at high temperatures, they are prone to photo-redox reactions and degradation, mainly because they lack the anti-permeability of ultraviolet rays.

Method used

The reinforcement is obtained by mixing ceramic cellulose and cellulose nanofibers. The stabilizer is synthesized through the esterification reaction and condensation reaction. Combined with the stirring and heating steps, the thermal insulation performance of the material is improved to isolate ultraviolet rays and enhance resistance.

Benefits of technology

It significantly improves the resistance of hindered amine light stabilizers to ultraviolet rays, avoids oxidation reactions caused by high-energy radiation, and extends service life.

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Abstract

The invention discloses a hindered amine light stabilizer and a synthesis method thereof.According to the hindered amine light stabilizer and the synthesis method thereof, ceramic cellulose and cellulose nanofibers are mixed to obtain a reinforcing agent, and the reinforcing agent and a stabilizer are mixed to obtain the hindered amine light stabilizer. A material with light weight, high melting point, high strength and excellent heat insulation performance is obtained by mixing ceramic cellulose and cellulose nanofibers, and after the material is mixed with a stabilizer, ultraviolet rays are effectively isolated by utilizing the characteristics of light weight, high melting point, high strength and excellent heat insulation performance of the material, so that the heat insulation performance of the material is improved. The resistance of the hindered amine light stabilizer to ultraviolet rays is greatly improved, and the ceramic cellulose can isolate the ultraviolet rays and reduce the permeation strength of the ultraviolet rays, so that the hindered amine light stabilizer has excellent stability at high temperature and high-energy radiation, and oxidation reaction of the high-energy radiation can be avoided to the greatest extent; the service life of the hindered amine light stabilizer is prolonged.
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Description

Technical Field

[0001] The invention relates to the technical field of auxiliary agent preparation, in particular to a hindered amine light stabilizer and a synthesis method thereof. Background Art

[0002] ‌‌Hindered amine light stabilizers are a class of organic amine compounds with steric hindrance, which are mainly used to inhibit the photo-oxidative degradation reaction of polymers and organic compounds. ‌Through their unique chemical structure, these compounds can effectively protect materials from photo-oxidative damage under light conditions, thereby extending the service life of the materials. Hindered amine light stabilizers have a wide range of industrial applications, including but not limited to plastics, coatings, inks and textiles.

[0003] Hindered amine light stabilizers can capture free radicals and convert them into nitroxide free radicals (NO•) after absorbing light energy in the presence of oxygen. These nitroxide free radicals can capture the alkyl active free radicals produced during the photo-oxidative degradation of polymer materials, thereby inhibiting chain reactions and achieving the purpose of protection. Although it has the above advantages, at high temperatures, hindered amine light stabilizers are exposed to ultraviolet rays (high-energy radiation) for a long time, and ultraviolet rays will trigger photo-oxidation-reduction reactions and auto-oxidation reactions, so that hindered amine light stabilizers will experience compound degradation; the main reason is that the ultraviolet penetration intensity is too high, and the hindered amine light stabilizer has a low anti-ultraviolet penetration effect.

[0004] Therefore, a hindered amine light stabilizer and a synthesis method thereof are proposed to solve this problem. Summary of the invention

[0005] To achieve the above object, the present invention provides the following technical solution: a hindered amine light stabilizer, the raw material ratio is as follows: 10-25 parts of 2-hydroxy-4-methylbenzoic acid, 10-29 parts of formic acid, 5-12 parts of ceramic cellulose and 3-8 parts of cellulose nanofibers.

[0006] Preferably, the components of the ceramic cellulose include aluminum silicate, silicon dioxide, aluminum oxide and zirconium oxide.

[0007] Preferably, the ceramic cellulose is ceramic cellulose powder, and the ceramic cellulose powder has a mesh size of 1000-1500.

[0008] Preferably, the cellulose nanofibers are cellulose nanofiber powder, and the cellulose nanofiber powder has a mesh size of 1200-1500.

[0009] A method for synthesizing a hindered amine light stabilizer comprises the following steps: Step 1: Take 2-hydroxy-4-methylbenzoic acid and formic acid as reaction raw materials, first synthesize primary methyl ester through esterification reaction, and then obtain stabilizer through condensation reaction of hydroxyethyl acrylate; Step 2: Put the ceramic cellulose powder and the cellulose nanofiber powder into a blender, add water and a thickener, mix and stir to obtain a reinforcing agent; Step 3: Heat the stabilizer to 80-120°C, heat the enhancer to 80-120°C, put the heated enhancer and stabilizer into a mixer, stir the hindered amine light stabilizer and the enhancer, wait for cooling after stirring, and cool to room temperature to obtain the hindered amine light stabilizer.

[0010] Preferably, in step 2, the stirring time of the ceramic cellulose powder and the cellulose nanofiber powder is at least 20 minutes.

[0011] Preferably, in step 2, the ratio of ceramic cellulose powder, cellulose nanofiber powder, water and thickener is 1; 0.8; 5; 0.2.

[0012] Compared with the prior art, the present invention has the following beneficial effects: The patent of the present invention obtains a reinforcing agent by mixing ceramic cellulose and cellulose nanofibers, obtains a hindered amine light stabilizer by mixing the reinforcing agent with a stabilizer, obtains a material with light weight, high melting point, high strength and excellent thermal insulation performance by mixing ceramic cellulose and cellulose nanofibers, and after mixing the material with the stabilizer, the light weight, high melting point, high strength and excellent thermal insulation performance of the material are utilized to effectively isolate ultraviolet rays, thereby greatly improving the resistance of the hindered amine light stabilizer to ultraviolet rays, and the ceramic cellulose can isolate ultraviolet rays and reduce the penetration intensity of ultraviolet rays, thereby ensuring that the hindered amine light stabilizer has excellent stability under high temperature and high energy radiation, thereby avoiding oxidation reactions caused by high energy radiation to the greatest extent and increasing the service life of the hindered amine light stabilizer. DETAILED DESCRIPTION

[0013] The present invention will be described in more detail below by way of examples, which are merely illustrative and do not in any way limit the scope of the present invention.

[0014] In one aspect of the present invention, the present invention provides a technical solution: a hindered amine light stabilizer, the raw material ratio is as follows: 10-25 parts of 2-hydroxy-4-methylbenzoic acid, 10-29 parts of formic acid, 5-12 parts of ceramic cellulose and 3-8 parts of cellulose nanofibers.

[0015] According to an embodiment of the present invention, the composition of the ceramic cellulose includes aluminum silicate, silicon dioxide, aluminum oxide and zirconium oxide. According to an embodiment of the present invention, ceramic cellulose, as a new type of green natural polymer material, has the characteristics of extremely large specific surface area, strong hydrophilicity and high aspect ratio; The effect of ceramic cellulose as a light stabilizer is mainly reflected in its ability to improve the light aging resistance of materials and enhance the stability of materials. Ceramic cellulose absorbs or scatters ultraviolet rays to prevent materials from being photo-oxidized and degraded, thereby extending the service life of the materials. Adding nanoparticles, such as cellulose nanofibers, to cellulose can absorb ultraviolet light and convert it into low-energy heat or electromagnetic waves with shorter wavelengths, thereby eliminating the effect of ultraviolet light on hindered amine light stabilizers; According to an embodiment of the present invention, the ceramic cellulose is ceramic cellulose powder, and the ceramic cellulose powder is 1000 mesh-1500 mesh. According to an embodiment of the present invention, the powder is adopted and the mesh number is limited, which can ensure the uniform mixing effect of the ceramic cellulose powder and the cellulose nanofiber powder, so that they can fully obtain mixed contact to achieve the fusion of the two materials, and finally realize mutual combination to produce the effect of mutual assistance.

[0016] According to an embodiment of the present invention, the cellulose nanofibers are cellulose nanofiber powder, and the cellulose nanofiber powder is 1200 mesh-1500 mesh. According to an embodiment of the present invention, the powder is adopted and the mesh number is limited, which can ensure the uniform mixing effect of the cellulose nanofiber powder and the ceramic cellulose powder, so that they can fully obtain mixed contact to achieve the fusion of the two materials and finally achieve the effect of mutual combination and mutual assistance.

[0017] Preparation method In the second aspect of the present invention, the present invention provides a method for synthesizing a hindered amine light stabilizer, which comprises: taking 2-hydroxy-4-methylbenzoic acid and formic acid as reaction raw materials, first synthesizing primary methyl ester by esterification reaction, and then obtaining a stabilizer by condensation reaction of hydroxyethyl acrylate; putting ceramic cellulose powder and cellulose nanofiber powder into a blender, adding water and a thickener to mix and stir to obtain a reinforcing agent; heating the stabilizer to a temperature of 80-120° C., heating the reinforcing agent to a temperature of 80-120° C., putting the heated reinforcing agent and the stabilizer into a blender, stirring the hindered amine light stabilizer and the reinforcing agent, waiting for cooling after the stirring is completed, and cooling to room temperature to obtain a hindered amine light stabilizer; the present invention adopts ceramic fiber A reinforcing agent is obtained by mixing cellulose and cellulose nanofibers, a hindered amine light stabilizer is obtained by mixing the reinforcing agent with a stabilizer, and a material with light weight, high melting point, high strength and excellent thermal insulation performance is obtained by mixing ceramic cellulose and cellulose nanofibers. After the material is mixed with the stabilizer, the light weight, high melting point, high strength and excellent thermal insulation performance of the material are utilized to effectively isolate ultraviolet rays, thereby greatly improving the resistance of the hindered amine light stabilizer to ultraviolet rays, and the ceramic cellulose can isolate ultraviolet rays and prevent ultraviolet rays from penetrating, thereby ensuring that the hindered amine light stabilizer has excellent stability under high temperature and high energy radiation, thereby avoiding oxidation reactions caused by high energy radiation to the greatest extent and increasing the service life of the hindered amine light stabilizer.

[0018] According to an embodiment of the present invention, the stirring time of ceramic cellulose powder and cellulose nanofiber powder is at least 20 minutes. According to an embodiment of the present invention, the stirring time of 20 minutes can ensure that the ceramic cellulose powder and the cellulose nanofiber powder are evenly mixed, and the mixing time is at least 20 minutes, so that they can be mixed for a longer time on this basis, so that they can reach a better mixing state, thereby ensuring that after they are mixed, their respective functions can achieve better coordination.

[0019] According to an embodiment of the present invention, the ratio of ceramic cellulose powder, cellulose nanofiber powder, water and thickener is 1; 0.8; 5; 0.2. According to an embodiment of the present invention, the role of water is to keep the ceramic cellulose powder and cellulose nanofiber powder moist, and to prevent the ceramic cellulose powder and cellulose nanofiber powder from dusting, and at the same time, it helps the ceramic cellulose powder and cellulose nanofiber powder to contact each other, thereby promoting their melting; the role of the thickener is to adjust the viscosity between the ceramic cellulose powder and the cellulose nanofiber powder, and to allow the ceramic cellulose powder and the cellulose nanofiber powder to maintain a stable combination state after mixing.

[0020] Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that various changes, modifications, substitutions and variations may be made to the embodiments without departing from the principles and spirit of the present invention, and that the scope of the present invention is defined by the appended claims and their equivalents.

Claims

1. A hindered amine light stabilizer, characterized in that: The raw material ratio is as follows: 10-25 parts of 2-hydroxy-4-methylbenzoic acid, 10-29 parts of formic acid, 5-12 parts of ceramic cellulose and 3-8 parts of cellulose nanofibers.

2. The hindered amine light stabilizer according to claim 1, characterized in that: The components of the ceramic cellulose include aluminum silicate, silicon dioxide, aluminum oxide and zirconium oxide.

3. The hindered amine light stabilizer according to claim 1, characterized in that: The ceramic cellulose is ceramic cellulose powder, and the ceramic cellulose powder is 1000 mesh-1500 mesh.

4. The hindered amine light stabilizer according to claim 1, characterized in that: The cellulose nanofibers are cellulose nanofiber powders, and the cellulose nanofiber powders are 1200-1500 meshes.

5. A method for synthesizing a hindered amine light stabilizer according to any one of claims 1 to 4, characterized in that: The following steps are involved: Step 1: Take 2-hydroxy-4-methylbenzoic acid and formic acid as reaction raw materials, first synthesize primary methyl ester through esterification reaction, and then obtain stabilizer through condensation reaction of hydroxyethyl acrylate; Step 2: Put the ceramic cellulose powder and the cellulose nanofiber powder into a blender, add water and a thickener, mix and stir to obtain a reinforcing agent; Step 3: Heat the stabilizer to 80-120°C, heat the enhancer to 80-120°C, put the heated enhancer and stabilizer into a mixer, stir the hindered amine light stabilizer and the enhancer, wait for cooling after stirring, and cool to room temperature to obtain the hindered amine light stabilizer.

6. A method for synthesizing a hindered amine light stabilizer according to claim 5, characterized in that: In step 2, the ceramic cellulose powder and the cellulose nanofiber powder are stirred for at least 20 minutes.

7. A method for synthesizing a hindered amine light stabilizer according to claim 5, characterized in that: In step 2, the ratio of ceramic cellulose powder, cellulose nanofiber powder, water and thickener is 1; 0.8; 5; 0.2.