Tocopherol derivative as well as preparation method and application thereof
The esterification reaction of theanine and tocopherol is promoted through catalysts and promoters, and the problems of harsh reaction conditions and low yield in the prior art are solved, and the efficient, economical preparation and safe production of tocopherol derivatives are achieved, with good Application prospects.
Patent Information
- Application Number
- CN202411770621.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-12-04
- Publication Date
- 2025-01-07
- Estimated Expiration
- 2044-12-04
AI Technical Summary
In the prior art, the condensation reaction conditions of theanine and tocopherol are harsh, and the yield and purity are poor, resulting in low economic benefits in the synthesis of tocopherol derivatives and unsafety in the production process.
The esterification reaction of theanine and tocopherol is promoted by using catalysts and cocatalysts, and theanine carbonyl and oxygen negative ions are activated by acidic hydrogen in the catalyst to activate the tocopherol hydroxyl groups, so as to achieve esterification reaction under mild conditions and improve yield and purity. .
It realizes the efficient and energy-saving preparation of tocopherol derivatives, reduces the insecurity and toxicity in the production process, and provides good application prospects.
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Figure CN119264094A_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to a new chemical and a preparation method thereof, in particular to a tocopherol derivative and a catalytic synthesis method and application thereof. Background Art
[0002] Tocopherol and theanine have attracted widespread attention in the industry for their antioxidant function. If they can be combined, a product with unexpected effects may be obtained.
[0003] However, according to the reaction conditions of phenol and acid in the prior similar technology, theanine and tocopherol are condensed in tetrahydrofuran in order to obtain the synthetic product. However, it is found during the reaction process that this scheme not only has harsh reaction conditions but also has poor yield and purity.
[0004] According to the reaction conditions of phenol and acid in another existing similar technology, the acyl chloride compound of theanine and tocopherol are condensed to obtain the synthetic product. However, it is found during the reaction process that the reaction conditions are harsh and the yield and purity are poor.
[0005] Therefore, there is an urgent need to develop a synthetic product based on tocopherol and theanine, as well as a synthetic method for the product that is efficient and energy-saving and reduces the unsafe, toxic and harmful problems in the production process. Summary of the invention
[0006] The present invention aims to provide a tocopherol derivative, a synthetic product based on tocopherol and theanine, and solves the defects of low economic benefits, harsh reaction conditions, and complex operation of traditional phenolic acid reactions, and provides a new method for preparing tocopherol derivatives. The method has mild reaction conditions, simple operation, high yield, high synthesis efficiency, economy, and environmental protection, and has good application prospects.
[0007] Specifically, the present invention provides a tocopherol derivative, characterized in that it is a compound shown in the following structure:
[0008] ;
[0009] R' is hydrogen or acetyl.
[0010] The above R' is most preferably hydrogen. Based on the consideration of product stability, application and diversification, NH 2 This is achieved by replacing one of the hydrogen atoms with an acetyl group.
[0011] It can be used as an antioxidant and used as an antioxidant additive in cosmetics, food and health products, pet products, etc.
[0012] The present invention also provides a method for preparing the above-mentioned tocopherol derivative, characterized in that:
[0013] Theanine and tocopherol are esterified under the action of a catalyst and a co-catalyst to obtain a tocopherol derivative;
[0014] The above catalyst is selected from the compounds shown in the following structure:
[0015] ;
[0016] R, R 1 are the same or different alkyl or aryl groups.
[0017] The specific reaction equation is as follows:
[0018] ;
[0019] Among the above catalysts, R and R 1 for Me, n-Bu, Ph;
[0020] The most preferred catalyst can be selected from the following compounds:
[0021]
[0022] The reaction mechanism of the catalyst in the preparation of tocopherol derivatives is as follows: the acidic hydrogen in the cationic part of the catalyst is used as a hydrogen bond donor to activate the carbonyl group of theanine, while the oxygen anion in the anionic part of the catalyst can be used as a hydrogen bond acceptor to activate the phenolic hydroxyl group on tocopherol, thereby promoting the esterification reaction.
[0023] Taking catalyst cat.1 as an example, the activation mechanism of the reaction can be described as follows:
[0024]
[0025] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that the molar addition amount of the above-mentioned catalyst is 0.2-0.5% of the total molar amount of the reactants, preferably 0.2-0.4%, and most preferably 0.2-0.3%.
[0026] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that the molar ratio of theanine to tocopherol is 1-1.5:1, preferably 1.2-1.5:1, and most preferably 1.4-1.5:1.
[0027] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that the co-catalyst is sodium phosphate, which plays the role of activating the catalyst.
[0028] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that the molar ratio of the above-mentioned co-catalyst to theanine is 0.1-0.5:1, preferably 0.1-0.3:1, and most preferably 0.1-0.2:1.
[0029] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that theanine, tocopherol, a co-catalyst and a catalyst are mixed, stirred and reacted at room temperature for 4-6 hours, and the product is purified by post-treatment.
[0030] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that: the reaction is carried out under solvent conditions;
[0031] The above solvent is selected from one or more of halogenated alkanes (such as dichloromethane, chloroform, etc.), ethers (such as tetrahydrofuran, dioxane, tert-butyl methyl ether, diethyl ether, etc.), nitriles (such as acetonitrile, etc.), amides (such as N,N-dimethylformamide, etc.), and sulfoxides (such as dimethyl sulfoxide, etc.).
[0032] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is characterized in that: a molecular sieve accounting for 0.1-1% of the total raw material weight can be added, preferably 0.1-0.5%, and most preferably 0.1-0.3%.
[0033] Furthermore, the present invention provides a method for preparing a tocopherol derivative, which is also characterized in that the above-mentioned catalyst and co-catalyst are used to catalyze the esterification reaction.
[0034] The present invention also proposes the use of the tocopherol derivatives as antioxidants. BRIEF DESCRIPTION OF THE DRAWINGS
[0036] Figure 1 .The hydrogen spectrum of the tocopherol derivative provided in Example 1.
[0037] Figure 2 . Reference curve of ascorbic acid (VC) scavenging effect on DPPH free radicals.
[0038] Figure 3 .The scavenging effect of the test substance on DPPH free radicals.
[0039] Figure 4 .The scavenging effect of the test product on ·OH. DETAILED DESCRIPTION
[0040] Theanine, tocopherol, sodium phosphate, a catalyst and a co-catalyst are mixed, stirred and reacted for 4 hours at room temperature, and the product is purified by post-treatment.
[0041] The product structure is:
[0042] , R'=H; based on the demand for derivative products, the product can also be reacted with an acetylation agent (such as acetyl chloride) to produce a product in which R' is an acetyl group.
[0043] The catalyst is ;
[0044] R, R 1 It can be the same or different alkyl or aryl groups, such as: straight-chain or branched alkyl groups having no more than 10 carbon atoms, such as: methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, 2-methyl-butyl, etc.; aryl groups such as: phenyl, benzyl, p-tolyl, o-tolyl, m-tolyl, xylyl, p-methoxyphenyl, p-chlorophenyl, m-methoxyphenyl, m-chlorophenyl, o-methoxyphenyl, o-chlorophenyl, etc.
[0045] The catalyst is preferably selected from cat.1, cat.2 and cat.3,
[0046]
[0047] The co-catalyst is sodium phosphate;
[0048] The reaction solvent is selected from one or more of halogenated alkanes (such as dichloromethane, chloroform, etc.), ethers (such as tetrahydrofuran, dioxane, tert-butyl methyl ether, diethyl ether, etc.), nitriles (such as acetonitrile, etc.), amides (such as N,N-dimethylformamide, etc.), and sulfoxides (such as dimethyl sulfoxide, etc.).
[0049] The molar amount of the catalyst added is in the range of 0.2-0.5% of the total molar amount of the reactants, or 2-10% of the total weight.
[0050] The molar ratio of theanine to tocopherol is selected within the range of 1-1.5:1.
[0051] The molar ratio of sodium phosphate to theanine is selected within the range of 0.1-0.5:1.
[0052] Molecular sieves may also be added in an amount of 0.1-1% by weight of the total raw material.
[0053] The sources of raw materials used in this embodiment are as follows:
[0054] Product Name factory Specification Remark Theanine Shandong Pingju Biotechnology Co., Ltd. 1kg 99% Configuration: L-Theanine Tocopherol Maclean 1kg 97% Configuration: DL-α-tocopherol Catalyst cat.1 Aladdin 1g 99% CAS: 141556-39-0 Catalyst cat.2 Aladdin 1g 99% CAS:1020098-95-6 Catalyst cat.3 Aladdin 1g 99% CAS: 3052255-14-5 Catalyst cat.4 Aladdin 1g 99% CAS: 54016-70-5 Catalyst cat.5 Aladdin 1g 99% CAS: 2107416-41-9 Catalyst sodium phosphate Shanghai Haohong Biopharmaceutical Technology Co., Ltd. 1kg 98% Tetrahydrofuran Shanghai Haohong Biopharmaceutical Technology Co., Ltd. AR Sodium bicarbonate Shanghai Haohong Biopharmaceutical Technology Co., Ltd. 1kg 98% Sodium chloride Shanghai Haohong Biopharmaceutical Technology Co., Ltd. 1kg98%
[0055] The following are preferred embodiments:
[0056] Example 1. Preparation of tocopherol theanine ester catalyzed by cat.1
[0057] Theanine (5 g), tocopherol (3.9 g), cat.1 (0.373 g), sodium phosphate (0.53 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 5.9 g (purity 97.6%) of pure tocopherol theanine ester with a yield of 88%. 1 H NMR (400 MHz, Chloroform- d ) δ 6.77 (t, J = 4.1 Hz, 1H), 3.92 – 3.81 (m, 1H), 3.41(dd, J = 7.3, 6.6 Hz, 1H), 3.26 – 3.16 (m, 2H), 2.78 (dd, J = 7.8, 5.0 Hz,1H), 2.72 (dd, J = 7.8, 5.0 Hz, 1H), 2.38 – 2.25 (m, 2H), 2.19 – 2.04 (m,7H), 2.04 – 1.90 (m, 1H), 1.75 (dd, J = 7.8, 5.0 Hz, 1H), 1.73 – 1.19 (m,25H), 1.13 (t, J = 6.4 Hz, 3H), 0.85 (dd, J = 6.8, 4.3 Hz, 9H), 0.79 (d, J =6.7 Hz, 3H).
[0058] LC-MS: 587.75 [M+H] + .
[0059] Example 2: Preparation of tocopherol theanine ester catalyzed by cat.2
[0060] Theanine (5 g), tocopherol (3.9 g), cat.2 (0.363 g), sodium phosphate (0.53 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 5.2 g of pure tocopherol theanine ester (purity 94.3%) with a yield of 75%.
[0061] Example 3: Preparation of tocopherol theanine ester catalyzed by cat.3
[0062] Theanine (5 g), tocopherol (3.9 g), cat.3 (0.353 g), sodium phosphate (0.53 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 6.2 g of pure tocopherol theanine ester (purity 99.1%) with a yield of 92%.
[0063] Example 4: Preparation of tocopherol theanine ester catalyzed by cat.3
[0064] Theanine (5 g), tocopherol (3.9 g), cat.3 (0.353 g), sodium phosphate (0.53 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 6.4 g of pure tocopherol theanine ester (purity 99.3%) with a yield of 94%.
[0065] Example 5: Preparation of tocopherol theanine ester catalyzed by cat.3 (optimal conditions)
[0066] Theanine (5 g), tocopherol (3.9 g), cat.3 (0.353 g), sodium phosphate (0.53 g), molecular sieve (0.2 g) and solvent tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated, and 40 ml of saturated sodium chloride solution was added and dried to obtain 6.9 g of pure tocopherol theanine ester (purity 99.7%) with a yield of 98%.
[0067] Comparative Example 1
[0068] Theanine (5 g), tocopherol (3.9 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated. Chromatographic analysis showed that there was almost no product.
[0069] Comparative Example 2
[0070] Theanine (5 g), tocopherol (3.9 g), cat.3 (0.35 g), and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out and there was almost no product in the chromatographic analysis.
[0071] Comparative Example 3
[0072] In a 250 ml three-necked flask, add theanine (5 g), tocopherol (3.9 g), cat.4 (0.35 g) and tetrahydrofuran (100 mL) were mixed and stirred at room temperature for 4 hours. Solid impurities were filtered off, 40 mL of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated. Chromatographic analysis showed that there was almost no product.
[0073] Comparative Example 4
[0074] In a 250 ml three-necked flask, add theanine (5 g), tocopherol (3.9 g), cat.5 (0.35 g) and tetrahydrofuran (100 mL) were mixed and stirred at room temperature for 4 hours. Solid impurities were filtered off, 40 mL of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated. Chromatographic analysis showed that there was almost no product.
[0075] Comparative Example 5
[0076] Theanine (5 g), tocopherol (3.9 g), boric acid (0.3 g), oxalic acid (0.3 g), and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of saturated sodium bicarbonate solution was added, and after stirring for 3 minutes, the organic phase was separated. Chromatographic analysis showed that there was almost no product.
[0077] Experimental Example 6
[0078] Theanine (5 g), tocopherol (3.9 g), sodium phosphate (0.1 g), cat.3 (0.35 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 4.1 g of pure tocopherol theanine ester (purity 98.4%).
[0079] Experimental Example 7
[0080] Theanine (5 g), tocopherol (3.9 g), sodium phosphate (0.9 g), cat.3 (0.35 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 4.3 g of pure tocopherol theanine ester (purity 98.1%).
[0081] Experimental Example 8
[0082] Theanine (5 g), tocopherol (3.9 g), sodium phosphate (0.5 g), cat.3 (0.35 g) and solvent ethanol (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 2.8 g of pure tocopherol theanine ester (purity 91.1%).
[0083] Experimental Example 9
[0084] Theanine (5 g), tocopherol (3.9 g), PBS (0.5 g), cat.3 (0.35 g) and tetrahydrofuran (100 mL) were added to a 250 ml three-necked flask and stirred at room temperature for 4 hours. Solid impurities were filtered out, 40 ml of water was added, and after stirring for 3 minutes, the organic phase was separated and dried to obtain 3.3 g of pure tocopherol theanine ester (purity 89.6%).
[0085] Experimental Example 10. Antioxidant effect test of tocopherol theanine ester (wherein the test product is the pure tocopherol theanine ester synthesized in Example 1)
[0086] 1. DPPH free radical scavenging ability test
[0087] 1.1 Experimental Principle
[0088] The DPPH scavenging activity evaluation method is an in vitro simulation method for determining antioxidant activity. DPPH is a stable macromolecular free radical in organic solvents, purple in methanol or ethanol, and has maximum light absorption at a wavelength of 517nm. The DPPH-colorimetric method is mainly based on the fact that the free radical scavenger can provide an electron to pair with the lone pair of electrons of DPPH. At a wavelength of 517nm, its own purple color can change to yellow, and the degree of absorbance change is also linearly related to the degree of free radical scavenging, that is, the stronger the scavenging ability of the free radical scavenger, the smaller the absorbance.
[0089] 1.2 Experimental Reagents
[0090] DPPH (Sigma), PBS (Gibco), anhydrous ethanol (Sinopharm), petroleum ether (Sinopharm), vitamin C (CNW), anhydrous ethanol (Sinopharm). Main equipment: microplate reader (Tecan, Spark), micro-oscillator (Qilin Bell, TS-92).
[0091] 1.3 Test methods
[0092] 1.3.1 Draw the reference curve of DPPH free radical scavenging for the system reference
[0093] Ascorbic acid (VC) was used as the system reference substance and diluted to five gradient concentrations of 12.5, 25, 50, 100, and 200 μg / mL with PBS. The test and calculation were carried out according to the experimental method in 1.3.2. The reference curve was drawn with the reference substance concentration as the x-axis and the DPPH free radical scavenging rate as the y-axis.
[0094] 1.3.2 In vitro DPPH free radical scavenging assay
[0095] Prepare the test product into a test solution of corresponding concentration, prepare the reaction system according to the amount of each reagent added in Table 1 below, mix well, set 5 replicate wells for each concentration and 1 background control well.
[0096] Table 1 Reaction system for DPPH free radical scavenging test.
[0097] Unit (μL) C1 C2 T1 T2 DPPH ethanol solution 180 0 180 0 Test liquid 0 0 20 20 Anhydrous ethanol 0 180 0 180 PBS 20 20 0 0
[0098] The reaction system was placed at room temperature and protected from light for 30 minutes. After the reaction was completed, the absorbance OD value was read at 517 nm, and the scavenging rate of the test product on DPPH free radicals was calculated according to the following formula.
[0099] The scavenging rate of the test product on DPPH free radicals = [ (C1-C2) - (T1-T2) ] / (C1-C2) × 100%
[0100] Where: C1——Blank absorbance value of DPPH system
[0101] C2——Blank absorbance value of the system without DPPH
[0102] T1——The test group has the absorbance value of DPPH system
[0103] T2——Absorbance value of the test group without DPPH system
[0104] 1.4 Results of in vitro DPPH free radical scavenging test
[0105] 1.4.1 The reference curve of DPPH free radical scavenging of the system reference is shown in Table 2 and Figure 2
[0106] Table 2 Analysis of the results of the reference products in the test system
[0107]
[0108] 1.4.2 The results of the in vitro DPPH free radical scavenging test of the test products are shown in Tables 3 and Figure 3
[0109] Table 3 Analysis of DPPH free radical scavenging test results of the tested products
[0110] Concentration of test product (%, v / v) DPPH free radical scavenging rate (%, v / v) p Significance 0 0.31±1.65 / / 0.02 9.52±1.34 <0.001 *** 0.1 17.71±1.40 <0.001 *** 0.5 30.36±1.44 <0.001 *** 2 52.02±1.32 <0.001 *** 4 76.40±4.73 <0.001 ***
[0111] 注:*的数量代表显著性的高低水平,***号表示显著性高,*表示显著性低。
[0112] 1.5. Conclusion
[0113] The test product can increase the scavenging rate of DPPH free radicals at a concentration of 0.02%-4%, which is statistically different from the control group (p<0.001), and has antioxidant capacity.
[0114] 2 OH free radical scavenging ability test:
[0115] 2.1 Experimental Principle
[0116] When the body's antioxidant function weakens or cells in the body are damaged, excessive free radicals will be generated. Among various active oxygen free radicals, hydroxyl free radicals (·OH) have the strongest reaction activity (107-1010M-1S-1) and are the most harmful to the body. Hydroxyl free radicals are generated by Fenton reaction: H 2 0 2 +Fe 2+ = OH+H 2 0+Fe 3+ , the ·OH generated by the reaction reacts with salicylic acid to generate a product with special absorption at 520 nm. Adding a test substance with the ability to scavenge ·OH to the reaction system will reduce the generated ·OH, thereby reducing the amount of colored compounds generated accordingly. The degree of absorbance change is related to the degree of ·OH scavenging, that is, the stronger the scavenging ability of the ·OH scavenger, the smaller the absorbance.
[0117] 2.2 Test methods
[0118] Prepare the test product into a test solution of corresponding concentration, add various reagents for testing according to the test method in Table 4 below, then measure the absorbance value at 520 nm, and calculate the clearance rate of the test product according to the following formula. Set 5 gradient concentrations of the test product, and repeat the test 5 times for each concentration.
[0119] The scavenging rate of the test product on ·OH = [ (AC) - (BD) ] / (AC) × 100%
[0120] Table 4 ·OH scavenging capacity reaction system.
[0121] A (control group) B (Test group) C (control reference) D (reference to be tested) 0.2 mL distilled water 0.2 mL test solution 0.2 mL distilled water 0.2 mL test solution <![CDATA[0.2 mL FeSO 4 ]]> <![CDATA[0.2 mL FeSO 4 ]]> <![CDATA[0.2 mL FeSO 4 ]]> <![CDATA[0.2 mL FeSO 4 ]]> <![CDATA[0.4mL H 2 THE 2 ]]> <![CDATA[0.4mL H 2 THE 2 ]]> <![CDATA[0.4mL H 2 THE 2 ]]> <![CDATA[0.4mL H 2 THE 2 ]]> Reaction 10 min Reaction 10 min Reaction 10 min Reaction 10 min 0.2 mL salicylic acid ethanol solution 0.2 mL salicylic acid ethanol solution 0.2 mL of anhydrous ethanol solution 0.2 mL of anhydrous ethanol solution
[0122] 2.3 Results of in vitro OH scavenging test of the test product
[0123] Table 5 Analysis of test results of OH removal test of the tested products
[0124] Concentration of test product (%, v / v) OH removal rate (%, v / v) p Significance 0 0.11±1.65 / / 0.02 9.30±1.34 <0.001 *** 0.1 22.98±1.40 <0.001 *** 0.5 29.00±1.44 <0.001 *** 2 42.50±1.32 <0.001 *** 4 54.10±4.73 <0.001 ***
[0125] 注:*的数量代表显著性的高低水平,***号表示显著性高,*表示显著性低。
[0126] 2.4. Experimental conclusion:
[0127] The test product can improve the clearance rate of ·OH at a concentration of 0.02%-4%, which is statistically different from the control group (p<0.001), and has antioxidant capacity.
Claims
1. A tocopherol derivative, characterized in that The compound is shown in the following structure: ; R' is hydrogen or acetyl.
2. A method for preparing the tocopherol derivative according to claim 1, characterized in that: Under the action of a catalyst and a catalytic aid, theanine and tocopherol are esterified to obtain a tocopherol derivative; The catalyst is selected from the compounds shown in the following structure: ; R and R1 are the same or different alkyl or aryl groups; Among them, the alkyl group is selected from a straight chain or branched alkyl group with a carbon number of not more than 10, and the aryl group is selected from phenyl, benzyl, p-tolyl, o-tolyl, m-tolyl, xylyl, p-methoxyphenyl, p-chlorophenyl, m-methoxyphenyl, m-chlorophenyl, o-methoxyphenyl, and o-chlorophenyl.
3. The preparation method according to claim 2, characterized in that: The molar amount of the catalyst added is 0.2-0.5% of the total molar amount of the reactants.
4. The preparation method according to claim 2, characterized in that: The molar ratio of theanine to tocopherol is 1-1.5:
1.
5. The preparation method according to claim 2, characterized in that: The catalyst aid is sodium phosphate.
6. The preparation method according to claim 2, characterized in that: The molar ratio of the catalyst aid to theanine is 0.1-0.5:
1.
7. The preparation method according to claim 2, characterized in that: Theanine, tocopherol, a catalytic aid and a catalyst are mixed, stirred and reacted for 4-6 hours at room temperature, and the product is purified by post-treatment.
8. The preparation method according to claim 7, characterized in that: Molecular sieves were also added.
9. Use of the tocopherol derivative according to claim 1 and the tocopherol derivative prepared by the preparation method according to any one of claims 2 to 8 as an antioxidant.
Citation Information
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