CN117924108A - Catalytic preparation method of antioxidant 1098 - Google Patents
Catalytic preparation method of antioxidant 1098 Download PDFInfo
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- CN117924108A CN117924108A CN202311778484.8A CN202311778484A CN117924108A CN 117924108 A CN117924108 A CN 117924108A CN 202311778484 A CN202311778484 A CN 202311778484A CN 117924108 A CN117924108 A CN 117924108A
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- molecular sieve
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- OKOBUGCCXMIKDM-UHFFFAOYSA-N Irganox 1098 Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NCCCCCCNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 OKOBUGCCXMIKDM-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 46
- 238000000034 method Methods 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 16
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002808 molecular sieve Substances 0.000 claims description 23
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 23
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000005406 washing Methods 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 239000012452 mother liquor Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 150000003606 tin compounds Chemical class 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 claims description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000002131 composite material Substances 0.000 claims description 2
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 2
- 238000007599 discharging Methods 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims description 2
- 239000000499 gel Substances 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 239000005457 ice water Substances 0.000 claims description 2
- 229910052754 neon Inorganic materials 0.000 claims description 2
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 claims description 2
- 239000000741 silica gel Substances 0.000 claims description 2
- 229910002027 silica gel Inorganic materials 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 238000000967 suction filtration Methods 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 239000003963 antioxidant agent Substances 0.000 abstract description 4
- 230000003078 antioxidant effect Effects 0.000 abstract description 4
- 238000005915 ammonolysis reaction Methods 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 229940017219 methyl propionate Drugs 0.000 abstract 1
- 238000004064 recycling Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 description 10
- 239000004952 Polyamide Substances 0.000 description 7
- 229920002647 polyamide Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 3
- 230000020335 dealkylation Effects 0.000 description 2
- 238000006900 dealkylation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- -1 phenol carboxylic esters Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000007036 catalytic synthesis reaction Methods 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 239000002920 hazardous waste Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/122—Metal aryl or alkyl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a catalytic preparation method of an antioxidant 1098, which is applied to the field of antioxidant synthesis, and the antioxidant 1098 is obtained by carrying out ammonolysis reaction on beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) methyl propionate and 1, 6-hexamethylenediamine. The preparation method is suitable for large-scale production and industrialized production of the antioxidant 1098, realizes cost saving by effectively recycling and circulating the solvent and the catalyst, reduces cost, has short process flow period, high speed, high yield and low cost, and is suitable for industry.
Description
Technical Field
The invention relates to a catalytic preparation method of an antioxidant 1098, in particular to a catalytic preparation method of the antioxidant 1098 applied to the field of antioxidant synthesis.
Background
Polyamide (PA) is a commonly used engineering plastic for mechanical applications, with rigidity, high load-carrying capacity and good mechanical properties. Such plastics are easy to machine and are widely used as a substitute for bronze, brass, aluminum in industrial and agricultural applications. When the polyamide material is stored and applied, the polyamide material is interfered by external factors such as illumination, heating, metal ions, catalysis and the like, the surface of the material is gradually hardened and embrittled, and further color change, cracks, stickiness and the like occur, the ventilation efficiency of the material is increased, the mechanical property is reduced, the stretching rate is greatly reduced, and finally the use value is lost, and the change is called aging. In order to prolong the service life of the polyamide material product, a user often adds an aging-delaying substance, namely an antioxidant, to the material, which not only can effectively prolong the service life of the polyamide material, but also can improve the strength, the shape and the thickness of the oxidized outline, and possibly change the brittleness of the polymer later, thereby increasing the use value.
(N, N' -bis- [3- (3, 5-di-t-butyl-4-hydroxyphenyl) propionyl ] hexamethylenediamine (C40H 64N24O4, CAS:23128-74-7, trade name: irganox 1098, shown in FIG. 2) has excellent antioxidizing properties and thermal stability as an antioxidant, and is widely used in polyamides and other polymers.
Currently, 1098 undergoes ammonolysis (amination) reaction with an organic amine mainly through hindered phenol carboxylic esters under the action of a catalyst, and common catalysts mainly include: basic catalysts, lewis acid catalysts and organotin catalysts, the use of different catalysts has certain limitations, for example, the protonic acid of the acidic catalyst can react with organic amine, so that the nucleophilicity of the organic amine is reduced; the organotin catalysts have certain toxicity, particularly the trihydrocarbyl tin compounds (R3 SnX) have the greatest toxicity to human bodies, and the use of the organotin compounds is limited; the alkaline catalyst has excellent catalytic potential, but the conventional alkaline catalyst needs to be subjected to post-treatment such as water washing, acid washing and the like after the reaction is finished, the water washing and acid washing process can lead to material loss, and the product yield is low. Based on the above, there is a need to develop a process for preparing antioxidant 1098 which is safe and easy to control the reaction process and can ensure the purity and yield of the product.
Disclosure of Invention
Aiming at the prior art, the invention aims to solve the technical problems that the conventional alkaline catalyst needs to be subjected to post-treatment such as water washing, acid washing and the like after the reaction is finished, the water washing and acid washing process can cause material loss, and the product yield is low.
In order to solve the problems, the invention provides a catalytic preparation method of an antioxidant 1098, which comprises the following steps:
S1, preparing a solvent 1, raw materials of 3, 5-methyl ester and 1, 6-hexamethylenediamine, and preparing a catalyst 1;
S2, adding raw material 3, 5-methyl ester and prepared catalyst 1 into a reaction device, introducing inert gas, discharging air in a tank, introducing raw material hexamethylenediamine and solvent 1, starting stirring and heating, controlling the temperature at 110-150 ℃, controlling the pressure at 5-10mmHg in the reaction process, and separating the generated methanol to obtain an antioxidant 1098 mother liquor;
S3, distilling the antioxidant 1098 mother liquor under reduced pressure to recover the solvent 1, and obtaining a solid substance A; adding the solid substance A into the solvent 2, slowly heating and dissolving, cooling to 5-10 ℃ in an ice water bath after complete dissolution, and keeping for 2h;
S4, carrying out pressurized suction filtration after crystallization is completed to obtain a product, and carrying out centrifugation, drying and grinding treatment on the crystallized product to obtain the target product antioxidant 1098.
As a further improvement of the present application, the solvent 1 is one or more of benzene, toluene, xylene, cyclohexane.
As a further improvement of the application, the inert gas is one or more of nitrogen, helium and neon.
As a further improvement of the present application, the solvent 2 is one or more of methanol, ethanol, aqueous methanol solution, and aqueous ethanol solution.
As a further improvement of the present application, the catalyst 1 is added in the amount of 0.5 to 1% by weight of 3, 5-methyl ester in the step S2.
As a further improvement of the application, the active ingredient of the catalyst 1 is one or more of dibutyl tin maleate, dibutyl tin laurate and dibutyl tin oxide; the carrier of the catalyst 1 is one or more of ZSM-5 molecular sieve, ZSM-11 molecular sieve, beta molecular sieve and SBA-15.
As a further improvement of the application, when the carrier of the catalyst 1 is a molecular sieve, the catalyst 1 is a molecular sieve catalyst, and the molecular sieve catalyst contains 20-40% of organic tin compounds and 60-80% of composite aluminosilicate according to weight.
As a further improvement of the application, the active ingredient of the molecular sieve catalyst is loaded on the molecular sieve catalyst by pretreating the organic tin solvent to enable the organic tin compound to enter the framework of the silica gel carrier.
As a further improvement of the present application, the preparation method of the molecular sieve catalyst comprises the following steps:
Sa, dissolving an organotin compound in an initial gel solution containing tetraethyl orthosilicate, sodium metaaluminate and a template agent;
sb, controlling the temperature to be 20-50 ℃, stirring for 12-24 hours, and then preserving heat at 150 ℃ for static crystallization for 3-5d;
And Sc, taking out the product, washing, drying and roasting to obtain the prepared molecular sieve catalyst.
In summary, the 3, 5-methyl ester catalyzed by the supported alkaline catalyst reacts with the 1, 6-hexamethylenediamine, the process reduces the reaction temperature, avoids the increase of impurities caused by dealkylation, has safe whole process route and high product yield, and simultaneously the catalyst participating in the reaction can be completely removed by a simple filtering method and can be reused for multiple times, thereby avoiding the problems of catalyst treatment procedures, hazardous waste emission and the like, saving the production time, improving the production yield, and having lower production cost and mild and safe production process.
Drawings
FIG. 1 is a schematic reaction diagram of a first embodiment of the present application;
FIG. 2 is a molecular diagram of C 40H64N24O4 in a first embodiment of the present application.
Detailed Description
An embodiment of the present application will be described in detail with reference to the accompanying drawings.
First embodiment:
A catalytic synthesis process of 1098 comprises the following specific steps:
s1, preparing an organotin-supported molecular sieve catalyst:
18.565g of TEOS and 16.48g of 25% TEAOH are mixed, 12.86g of H2O is added, and the mixture is mixed and stirred for 1h; 0.23g NaAlO2, 0.56g NaOH and 8.3g dibutyl tin laurate are added into the stirred solution and stirred for 6 hours;
Transferring the stirred solution into a polytetrafluoroethylene lining, placing the lining into an autoclave, crystallizing for 2 days at 80 ℃ and crystallizing for 2 days at 140 ℃;
After crystallization was completed, the sample was cooled to room temperature and separated using a centrifuge. Washing with water and alcohol until the pH is 7;
The sample was dried overnight in a 100deg.C oven and then calcined in a 550 ℃ muffle furnace for four hours at a rate of 1 ℃/min;
Finally, placing the calcined sample in a 1M ammonium nitrate solution (1 g:20 ml), stirring and exchanging for 7 hours under the condition of 80 ℃ water bath (oil bath), washing and drying, and calcining in a 450 ℃ muffle furnace for seven hours;
S2, preparing an antioxidant 1098:
300ml of dimethylbenzene, 65.64 g of 3, 5-methyl ester and 11.73g of 1, 6-hexamethylenediamine are added into a 500ml three-neck flask, a condenser tube and a collecting bottle are connected, nitrogen is introduced into the flask for 5min, air in the flask is discharged, and stirring is carried out for 5h under the protection of nitrogen at 140 ℃ to obtain an antioxidant 1098 mother liquor, wherein the control pressure is 8mmHg;
S3, after reacting for 5 hours, stopping heating, slowly cooling at room temperature, cooling to 70 ℃, distilling under reduced pressure to remove solvent dimethylbenzene, cooling the solution to room temperature, standing, precipitating crystals, introducing the crystals into ethanol after the crystals are completely crystallized, heating to 50 ℃, stirring until the crystals are completely dissolved, cooling to room temperature,
S4, when crystals are precipitated after standing, cooling to a low-temperature environment (0-5 ℃) and continuing, and obtaining the antioxidant 1098 through centrifugal separation, drying and grinding.
The above operation was repeated (without replenishing new catalyst) after the organotin-loaded molecular sieve catalyst was recovered by filtration, and the results after repeated operations are shown in table 1:
table 1 recovery and reuse of NaOH Supported molecular Screen catalysts
Note that: the recovered catalyst was used after washing with solvent, with a portion of the material stuck, and all examples were operated in the same manner.
The application adopts the supported organotin molecular sieve catalyst to prepare the antioxidant 1098, can reduce the reaction temperature, avoid the increase of impurities caused by dealkylation, has safe whole process route and high product yield, and can be directly filtered and recovered after the reaction is finished, and the product yield and purity are not affected by repeated use for a plurality of times.
The present application is not limited to the above-described embodiments, which are adopted in connection with the actual demands, and various changes made by the person skilled in the art without departing from the spirit of the present application are still within the scope of the present application.
Claims (9)
1. A catalytic preparation method of an antioxidant 1098 is characterized by comprising the following steps: the method comprises the following steps:
S1, preparing a solvent 1, raw materials of 3, 5-methyl ester and 1, 6-hexamethylenediamine, and preparing a catalyst 1;
S2, adding raw material 3, 5-methyl ester and prepared catalyst 1 into a reaction device, introducing inert gas, discharging air in a tank, introducing raw material hexamethylenediamine and solvent 1, starting stirring and heating, controlling the temperature at 110-150 ℃, controlling the pressure at 5-10mmHg in the reaction process, and separating the generated methanol to obtain an antioxidant 1098 mother liquor;
S3, distilling the antioxidant 1098 mother liquor under reduced pressure to recover the solvent 1, and obtaining a solid substance A; adding the solid substance A into the solvent 2, slowly heating and dissolving, cooling to 5-10 ℃ in an ice water bath after complete dissolution, and keeping for 2h;
S4, carrying out pressurized suction filtration after crystallization is completed to obtain a product, and carrying out centrifugation, drying and grinding treatment on the crystallized product to obtain the target product antioxidant 1098.
2. The method for the catalytic preparation of an antioxidant 1098 according to claim 1, wherein: the solvent 1 is one or more of benzene, toluene, xylene and cyclohexane.
3. The method for the catalytic preparation of an antioxidant 1098 according to claim 1, wherein: the inert gas is one or more of nitrogen, helium and neon.
4. The method for the catalytic preparation of an antioxidant 1098 according to claim 1, wherein: the solvent 2 is one or more of methanol, ethanol, methanol aqueous solution and ethanol aqueous solution.
5. The method for the catalytic preparation of an antioxidant 1098 according to claim 1, wherein: the addition amount of the catalyst 1 in the step S2 is 0.5-1% of the weight of the 3, 5-methyl ester.
6. The method for the catalytic preparation of an antioxidant 1098 according to claim 1, wherein: the active ingredient of the catalyst 1 is one or more of dibutyl tin maleate, dibutyl tin laurate and dibutyl tin oxide; the carrier of the catalyst 1 is one or more of ZSM-5 molecular sieve, ZSM-11 molecular sieve, beta molecular sieve and SBA-15.
7. The method for the catalytic preparation of an antioxidant 1098 according to claim 6, wherein: when the carrier of the catalyst 1 is a molecular sieve, the catalyst 1 is a molecular sieve catalyst, and the molecular sieve catalyst contains 20-40% of organic tin compounds and 60-80% of composite aluminosilicate according to weight.
8. The method for the catalytic preparation of an antioxidant 1098 according to claim 7, wherein: the active ingredient of the molecular sieve catalyst is that organic tin organic solvent is pretreated, so that organic tin compounds enter the framework of the silica gel carrier and are loaded on the molecular sieve catalyst.
9. The method for the catalytic preparation of an antioxidant 1098 according to claim 8, wherein: the preparation method of the molecular sieve catalyst comprises the following steps:
Sa, dissolving an organotin compound in an initial gel solution containing tetraethyl orthosilicate, sodium metaaluminate and a template agent;
sb, controlling the temperature to be 20-50 ℃, stirring for 12-24 hours, and then preserving heat at 150 ℃ for static crystallization for 3-5d;
And Sc, taking out the product, washing, drying and roasting to obtain the prepared molecular sieve catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311778484.8A CN117924108A (en) | 2023-12-22 | 2023-12-22 | Catalytic preparation method of antioxidant 1098 |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311778484.8A CN117924108A (en) | 2023-12-22 | 2023-12-22 | Catalytic preparation method of antioxidant 1098 |
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| CN117924108A true CN117924108A (en) | 2024-04-26 |
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| CN202311778484.8A Pending CN117924108A (en) | 2023-12-22 | 2023-12-22 | Catalytic preparation method of antioxidant 1098 |
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- 2023-12-22 CN CN202311778484.8A patent/CN117924108A/en active Pending
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