CN-121991033-A - Synthesis method of hindered amine light stabilizer and application of hindered amine light stabilizer in preparation of film material

Abstract

The invention provides a synthesis method of a hindered amine light stabilizer and application thereof in preparation of a film material. The light stabilizer has the structure: The invention also provides a preparation method and application of the light stabilizer. The light stabilizer has a simple synthetic route, is green and pollution-free, can be used as an additive in a reverse osmosis membrane formula, can effectively solve the problem of performance index reduction of the membrane after long-time storage, and prolongs the storage time of the membrane.

Inventors

• WANG ZHEN
• GE FEI
• ZHAO YUE
• SUN HOUGANG
• Geng Ruisen
• Wan Shimao
• ZHANG HONGKE

Assignees

• 万华化学集团股份有限公司

Dates

Publication Date

20260508

Application Date

20241104

Claims (5)

1. 1. A hindered amine light stabilizer characterized in that the light stabilizer has a structure according to formula (iii):
2. 2. a process for preparing the hindered amine light stabilizer of claim 1, wherein the process comprises reacting a compound of formula (i) with a compound of formula (ii) to give the compound of formula (iii): Wherein R 1 、R 2 is one of C1-C6 alkyl groups respectively.
3. 3. The process according to claim 2, wherein the molar ratio of the compound of formula (i) to the compound of formula (ii) is from 1:2 to 3; And/or, the process is carried out in an organic solvent; Preferably, the organic solvent is a polar organic solvent, preferably one or more of methanol, acetonitrile, N-dimethylformamide, more preferably methanol; And/or the temperature of the reaction in the process is 100-130 ℃, preferably 115-120 ℃; And/or, in the method, the product is obtained by extraction, drying, precipitation and filtration after the reaction.
4. 4. Use of a hindered amine light stabilizer, either as claimed in claim 1 or as prepared by the process of claim 2 or 3, in the fields of plastics, rubber, coatings, synthetic fibres, reverse osmosis membranes, preferably in the reverse osmosis membrane field.
5. 5. A reverse osmosis membrane employing the light stabilizer of claim 1 or produced by the method of claim 2 or 3, the reverse osmosis membrane being one or more of a low pressure reverse osmosis membrane, a high flux reverse osmosis membrane, an anti-fouling reverse osmosis membrane, preferably a low pressure reverse osmosis membrane; preferably, the hindered amine light stabilizer is added to the reverse osmosis membrane in an amount of 0.01 to 0.1wt%, preferably 0.02 to 0.04wt%, based on the mass of the oil phase solvent.

Description

Synthesis method of hindered amine light stabilizer and application of hindered amine light stabilizer in preparation of film material Technical Field The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of a hindered amine light stabilizer and application of the hindered amine light stabilizer in preparation of a film material. Background Ultraviolet rays in sunlight are a main cause of aging of a polymer material. Ultraviolet rays account for only about 5% of sunlight, but have a large energy. After the ultraviolet rays are absorbed by the high polymer product, the high polymer product can be enough to trigger the polymer to self-oxidize and degrade and break the chemical bond of the polymer, so that the polymer is broken and crosslinked, and the appearance, such as the color, and the physical and mechanical properties of the high polymer product are bad, the strength is reduced, and the service life is shortened. Light stabilizer is an additive for high-molecular products (such as plastics, rubber, paint and synthetic fibre) and can shield or absorb ultraviolet energy, quench singlet oxygen and decompose hydroperoxide into inactive substances, so that under the irradiation of light, the high-molecular polymer can eliminate or slow down the possibility of photochemical reaction and prevent or delay the photo-ageing process, thereby achieving the purpose of prolonging the service life of the high-molecular polymer products. The light stabilizer can capture active free radicals generated in the polymer, so that photooxidation process is inhibited, and the purpose of light stabilization is achieved. Hindered Amine Light Stabilizers (HALS) are a relatively promising class of light stabilizers with an average annual average demand growth rate of 20% -30% internationally. The use of acid chloride and metal can lead to complex post-treatment, and can produce a large amount of wastewater, with great environmental pollution, great pollution control difficulty, and poor long-term stability of performance indexes. In view of the above, there is a need in the art for a simple synthesis route that avoids the use of acid chloride and metal catalysts, and that can effectively solve the problem of performance index degradation of the membrane after long-term storage, and that prolongs the storage time of the membrane. Disclosure of Invention In order to solve the technical problems, one of the purposes of the application is to provide a hindered amine light stabilizer, which has a simple synthetic route and is green and pollution-free, and the hindered amine light stabilizer can be used as an additive in a reverse osmosis membrane formula to effectively solve the problem that the performance index of a membrane is reduced after long-time storage, and prolong the storage time of the membrane. In order to achieve the aim of the invention, the invention adopts the following technical scheme: a hindered amine light stabilizer having a structure according to formula (iii): it is another object of the present invention to provide a method of preparing a hindered amine light stabilizer. A process for preparing the above hindered amine light stabilizer, which comprises reacting a compound of formula (i) with a compound of formula (ii) to obtain the compound of formula (iii): Wherein R 1、R2 is one of C1-C6 alkyl groups respectively. In one embodiment of the invention, the molar ratio of the compound of formula (i) to the compound of formula (ii) is from 1:2 to 3. In one embodiment of the invention, the process is carried out in an organic solvent, preferably the organic solvent is a polar organic solvent, preferably one or more of methanol, acetonitrile, N, N-dimethylformamide, more preferably methanol. The reagent is a reagent commonly used in the art. In one embodiment of the invention, the temperature of the reaction in the process is 100-130 ℃, preferably 115-120 ℃. In one embodiment of the invention, the product is obtained by extraction, drying, precipitation filtration after reaction. In the invention, the extraction solvent is a polar organic solvent, preferably one or more of ethyl acetate, dichloromethane and petroleum ether, and preferably dichloromethane. The reagent is a reagent commonly used in the art. In the invention, the drying agent is a chemical drying agent, preferably one or more of anhydrous sodium sulfate, anhydrous calcium chloride and anhydrous magnesium sulfate, and preferably anhydrous sodium sulfate. The reagent is a reagent commonly used in the art. In the present invention, the precipitation solvent is an ether-type organic solvent, preferably one or more of diethyl ether, isopropyl ether and petroleum ether, more preferably diethyl ether. The reagent is a reagent commonly used in the art. According to the invention, the oxidation resistance of the diaphragm can be effectively improved by adding the light stabilizing additive, the existence of the p