CN115433067A - Preparation method of beta-isophorone - Google Patents
Preparation method of beta-isophorone Download PDFInfo
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- CN115433067A CN115433067A CN202211017404.2A CN202211017404A CN115433067A CN 115433067 A CN115433067 A CN 115433067A CN 202211017404 A CN202211017404 A CN 202211017404A CN 115433067 A CN115433067 A CN 115433067A
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- LKOKKQDYMZUSCG-UHFFFAOYSA-N 3,5,5-Trimethyl-3-cyclohexen-1-one Chemical compound CC1=CC(C)(C)CC(=O)C1 LKOKKQDYMZUSCG-UHFFFAOYSA-N 0.000 title claims abstract description 96
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims abstract description 48
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 238000006317 isomerization reaction Methods 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 6
- NAQHBCFOOJMTDX-UHFFFAOYSA-N OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(C(C(O)(C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C)(CO)CO)O Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(C(C(O)(C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C)(CO)CO)O NAQHBCFOOJMTDX-UHFFFAOYSA-N 0.000 claims description 5
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 4
- 239000007858 starting material Substances 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims 1
- 239000012752 auxiliary agent Substances 0.000 abstract description 5
- 238000009776 industrial production Methods 0.000 abstract description 3
- 230000014759 maintenance of location Effects 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000005086 pumping Methods 0.000 description 5
- 238000007792 addition Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 229920000858 Cyclodextrin Polymers 0.000 description 2
- 239000001116 FEMA 4028 Substances 0.000 description 2
- 239000002262 Schiff base Substances 0.000 description 2
- 150000004753 Schiff bases Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 2
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 2
- 229960004853 betadex Drugs 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- -1 phosphite compound Chemical class 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000000066 reactive distillation Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- JEBFVOLFMLUKLF-IFPLVEIFSA-N Astaxanthin Natural products CC(=C/C=C/C(=C/C=C/C1=C(C)C(=O)C(O)CC1(C)C)/C)C=CC=C(/C)C=CC=C(/C)C=CC2=C(C)C(=O)C(O)CC2(C)C JEBFVOLFMLUKLF-IFPLVEIFSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910020599 Co 3 O 4 Inorganic materials 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 235000013793 astaxanthin Nutrition 0.000 description 1
- MQZIGYBFDRPAKN-ZWAPEEGVSA-N astaxanthin Chemical compound C([C@H](O)C(=O)C=1C)C(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C(=O)[C@@H](O)CC1(C)C MQZIGYBFDRPAKN-ZWAPEEGVSA-N 0.000 description 1
- 229940022405 astaxanthin Drugs 0.000 description 1
- 239000001168 astaxanthin Substances 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 208000012839 conversion disease Diseases 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a preparation method of beta-isophorone. The alpha-isophorone added with the auxiliary agent is subjected to an isomerization reaction in a tubular reactor in a pressurization high-temperature mode, the reaction liquid is subjected to vacuum rectification to obtain a beta-isophorone product, the product content is more than 99.5%, an alkaline catalyst is not used in the reaction, the retention time of the reaction liquid at high temperature is shortened, the product stability is improved, the generation of heavy components is avoided, the yield of the beta-isophorone product is more than 99%, and the industrial production is facilitated.
Description
Technical Field
The invention belongs to the field of chemical industry, and relates to a process for preparing beta-isophorone by using a tubular reactor under the condition of no catalyst.
Background
Beta-isophorone (3, 5-trimethylcyclohex-3-en-1-one, beta-IP) is an important intermediate for the synthesis of vitamin E, carotenoids, astaxanthin and various fragrances, and is the main starting material for the synthesis of theanone (2, 6-trimethyl-2-cyclohexene-1, 4-dione, KIP).
The conventional preparation method of beta-isophorone is to take alpha-isophorone (3, 5-trimethylcyclohex-2-en-1-one, alpha-IP) as a raw material and obtain the beta-isophorone through isomerization reaction under the action of a catalyst. The alpha-isophorone and beta-isophorone are a pair of isomers, and the generation of the beta-isophorone relates to the equilibrium reaction of deconjugation, so the equilibrium concentration is lower, and the reaction process needs to adopt methods such as reactive distillation and the like to continuously extract the beta-isophorone so as to promote the reaction;
in view of the above-mentioned complexity of the isomerization reaction, a great deal of research has been carried out on catalysts in the prior art in order to expect an improvement in the reaction yield:
US patent US4010205A uses triethanolamine as a catalyst to perform reactive distillation, and washes a reaction solution with tartaric acid and brine to obtain beta-isophorone; the technical scheme has the defects that the purity of the obtained beta-isophorone is low and the post-treatment process is complex;
U.S. Pat. Nos. 5,659,657,976,47A use Co 3 O 4 、CaO、Fe 3 O 4 The oxide is used as a catalyst, and the isomerization reaction is carried out by adopting a reduced pressure rectification method, so that the purity of the obtained beta-isophorone can reach more than 97 percent, but the reaction byproducts are more, and the space-time yield is low;
in Chinese patents CN1288882 and CN1292374, alkaline hydroxide (KOH, naOH and the like) is used as a catalyst, and beta-isophorone is prepared through isomerization reaction, although the technical scheme can obtain the beta-isophorone with higher purity, strong alkaline catalysts severely corrode equipment;
U.S. Pat. No. 4,4005145A discloses a method for preparing a crude product of beta-isophorone by using adipic acid as a catalyst and performing reaction rectification, wherein the purity of the obtained product can reach more than 91%, and the method also has the problems of more byproducts, low space-time yield, serious equipment corrosion and the like;
chinese patent CN110773228A discloses a Schiff base modified esterified beta-cyclodextrin catalyst, which is prepared into a beta-isophorone product through reaction and rectification, wherein the purity of the obtained product can reach 88%, and the selectivity of the product reaches 96%, but the Schiff base modified esterified beta-cyclodextrin has poor dispersibility and is flocculent in a reaction system, so that the catalytic efficiency of the reaction is influenced.
In summary, there is a need to develop a novel process for preparing beta-isophorone, which solves the disadvantages of the prior art and processes, and is more conducive to industrial production.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to provide a method for preparing beta-isophorone by using a tubular reactor under the condition of no catalyst, and the method has the advantages of good reaction selectivity, high beta-isophorone yield, no heavy component generation and the like.
In order to realize the purpose, the technical scheme adopted by the invention is as follows:
a preparation method for efficiently preparing beta-isophorone is provided, which comprises the step of carrying out isomerization reaction on alpha-isophorone in an isomerization reactor to prepare beta-isophorone.
Further, no catalyst is used for the isomerization reaction.
Furthermore, an auxiliary agent is added into the raw materials, the dosage of the auxiliary agent is 0.1-1%, preferably 0.1-0.2%, based on the mass of the alpha-isophorone.
Further, the auxiliary agent is preferably a phosphite compound, and is further preferably at least one of tris (2, 4-di-tert-butylphenyl) phosphite and tris (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite.
Further, the isomerization reactor is preferably a tubular reactor.
Further, the isomerization reactor adopts a pressurizing and high-temperature mode to carry out isomerization reaction.
Further, the absolute pressure of the isomerization reaction is 0.2 to 1MPa, preferably 0.3 to 0.5MPa; the reaction temperature is 250-350 deg.C, preferably 270-300 deg.C.
Further, the reaction liquid is separated by rectification under reduced pressure.
Further, the number of reaction rectification tower plates is 20-80, preferably 30-50, and the pressure is 1-10KPa, preferably 2-5KPa.
Compared with the prior art, the technical scheme of the invention has the following advantages:
1) The pressure high-temperature reaction is creatively used, so that the equilibrium concentration of the beta-isophorone is improved;
2) The addition of an alkaline catalyst is avoided, and the corrosion risk of equipment is reduced;
3) Through the use of the auxiliary agent and the optimization of the reactor, the residence time of the reaction liquid at high temperature is shortened, the product stability is improved, the generation of heavy components is avoided, the yield of the beta-isophorone product can be more than 99%, and the industrial production is facilitated.
Drawings
FIG. 1 is a process flow diagram of the present application.
Detailed Description
The present invention is further illustrated by the following specific examples, which are intended to be merely illustrative of the invention and not limiting of its scope.
The reagents and solvents used in the present invention can be obtained by the company Aladdin reagent.
The distillate obtained by isomerization reaction of each embodiment and comparative example of the invention is calibrated through gas chromatography analysis, the purity, selectivity and heavy component content of the beta-isophorone are tested, and the reaction conversion rate is calculated correspondingly, and the conditions of the gas chromatography analysis are as follows: the online measurement is carried out through a polysiloxane column HP-5 of an Agilent gas chromatography, the temperature of a gasification chamber is 250 ℃, the temperature of a detector is 250 ℃, and the column temperature is programmed temperature rise: 1min at 50 ℃; at 80 ℃ for 1min;10 ℃/min to 250 ℃,10min, and the sample injection amount of 0.2 mu L.
[ example 1 ]
Adding 50g of a-isophorone and 50mg of tris (2, 4-di-tert-butylphenyl) phosphite into a tubular reactor, pressurizing to 0.5MPaA, heating to 300 ℃, staying for 5min, wherein the content of beta-isophorone at the outlet of the reactor is 2.6%, pumping the reaction liquid into a rectifying tower by using an advection pump for vacuum rectification, the number of tower plates is 30, the pressure is 1KPa, the purity of the beta-isophorone obtained at the tower top is 99.6%, and the alpha-isophorone at the tower bottom is returned to the tubular reactor for continuous reaction. After the reaction is carried out for 10 hours, 30g of beta-isophorone, 19.7g of alpha-isophorone are obtained, the yield is 98.6%, no heavy component is detected at the tower bottom, and no non-condensable gas is detected at the tower top.
[ example 2 ] A method for producing a polycarbonate
Adding 50g of a-isophorone and 100mg of tris (2, 4-di-tert-butylphenyl) phosphite into a tubular reactor, pressurizing to 0.2MPaA, heating to 250 ℃, staying for 10min, wherein the content of beta-isophorone at the outlet of the reactor is 1.8%, pumping the reaction liquid into a rectifying tower by using an advection pump for vacuum rectification, the number of tower plates is 50, the pressure is 5KPa, the purity of the beta-isophorone obtained at the tower top is 99.8%, and the alpha-isophorone at the tower bottom is returned to the tubular reactor for continuous reaction. After the reaction is carried out for 20 hours, 26g of beta-isophorone is obtained, 23.8g of alpha-isophorone is remained, the yield is 99.0%, no heavy component is detected at the tower bottom, and no non-condensable gas is detected at the tower top.
[ example 3 ] A method for producing a polycarbonate
Adding 50g of a-isophorone and 500mg of tris (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite into a tubular reactor, pressurizing to 1MPaA, heating to 350 ℃, staying for 3min, wherein the content of beta-isophorone at the outlet of the reactor is 2.8%, pumping the reaction liquid into a rectifying tower by using an advection pump for vacuum rectification, the number of tower plates is 20, the pressure is 10KPa, the purity of the beta-isophorone obtained at the tower top is 99.7%, and the alpha-isophorone at the tower bottom is returned to the tubular reactor for continuous reaction. After 8 hours of reaction, 32g of beta-isophorone is obtained, 17.8g of alpha-isophorone is remained, the yield is 99.1%, no heavy component is detected in the tower bottom, and no non-condensable gas is detected in the tower top.
[ example 4 ]
Adding 50g of a-isophorone and 50mg of tris (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite into a tubular reactor, pressurizing to 0.3MPaA, heating to 270 ℃, staying for 15min, wherein the content of beta-isophorone at the outlet of the reactor is 2.1%, pumping the reaction liquid into a rectifying tower by using an advection pump for vacuum rectification, the number of tower plates is 30, the pressure is 1KPa, the purity of the beta-isophorone obtained at the tower top is 99.7%, and the alpha-isophorone at the tower bottom is returned to the tubular reactor for continuous reaction. After 10 hours of reaction, 28g of beta-isophorone is obtained, 21.8g of a-isophorone is left, the yield is 99.0%, no heavy component is detected at the tower bottom, and no non-condensable gas is detected at the tower top.
Comparative example 1
Alpha-isophorone containing 0.005wt% of vanadium oxide is added into a tower kettle of a plate tower type reactor with 20 tower plates, rectification reaction is carried out at 180 ℃, the absolute pressure is 0.01MPa and the reflux ratio is 30.
Comparative example 2
Alpha-isophorone containing 0.01wt% of potassium hydroxide is added into a tower kettle of a plate tower type reactor with 30 tower plates, rectification reaction is carried out under the conditions of 200 ℃, absolute pressure of 0.08MPa and reflux ratio of 8.
Comparative example 3
Adding 50g of alpha-isophorone into a 100mL reaction kettle, pressurizing by 0.3MPaA, heating to 270 ℃, keeping the temperature for 1h, keeping the temperature, wherein the content of beta-isophorone in the reaction kettle is 2.1%, pumping the reaction liquid into a rectifying tower by using a advection pump for vacuum rectification, the number of tower plates is 30, the pressure is 1KPa, the purity of beta-isophorone at the tower top is 99.7%, the alpha-isophorone at the tower bottom is returned to the reaction kettle for continuous reaction, after 10h of reaction, obtaining 18g of beta-isophorone, the residual 30.8g of alpha-isophorone, the yield is 93.5%, heavy components are not detected at the tower bottom, and carbon monoxide and C4 alkane are detected at the tower top.
Comparative example 4
Adding 50g of a-isophorone and 50mg of tris (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite into a tubular reactor, heating to 215 ℃, keeping for 15min under the pressure of 0.1MPaA, feeding the reaction liquid to a rectifying tower by using an advection pump to perform reduced pressure rectification, wherein the number of tower plates is 30, the pressure is 1KPa, the purity of the beta-isophorone obtained at the tower top is 99.2%, and the alpha-isophorone at the tower bottom is returned to the tubular reactor to continue the reaction. After the reaction is carried out for 10 hours, 12g of beta-isophorone is obtained, 37.7g of alpha-isophorone is remained, the yield is 97.5%, the content of heavy components in a tower kettle is 2.32%, and no non-condensable gas is detected at the tower top.
The test results of the above examples and comparative examples show that the method of the present invention improves the equilibrium concentration of beta-isophorone by pressurized high temperature reaction, avoids the use of alkaline catalyst, obtains beta-isophorone with a content of 99.5% or more by continuous reaction and reduced pressure rectification, has a reaction yield of 99% or more, generates no heavy component during the reaction process, and has significant advantages compared with the prior art in the comparative examples.
The above description is only an example of the present invention, and it should be noted that those skilled in the art can make various improvements and additions without departing from the method of the present invention, and these improvements and additions should also be considered as the protection scope of the present invention.
Claims (8)
1. The preparation method of beta-isophorone is characterized in that alpha-isophorone is prepared into beta-isophorone through isomerization reaction in an isomerization reactor without using a catalyst.
2. The process according to claim 1, wherein a phosphite adjuvant, preferably at least one of tris (2, 4-di-t-butylphenyl) phosphite and tris (2, 4-di-t-butylphenyl) pentaerythritol diphosphite, is added to the starting material.
3. The process according to claim 2, wherein the auxiliaries are used in an amount of from 0.1 to 1% by weight, preferably from 0.1 to 0.2% by weight, based on the mass of α -isophorone.
4. The process according to any one of claims 1 to 3, wherein the isomerization reactor is a tubular reactor.
5. The process according to any one of claims 1 to 4, wherein the isomerization is carried out under pressure at a high temperature.
6. The production process according to any one of claims 1 to 5, wherein the absolute reaction pressure is in the range of 0.2 to 1MPa, preferably 0.3 to 0.5MPa; the reaction temperature is 250-350 deg.C, preferably 270-300 deg.C.
7. The production method according to any one of claims 1 to 6, wherein the reaction liquid is separated by rectification under reduced pressure.
8. The process according to any one of claims 1 to 7, wherein the number of the rectifying tower trays is from 20 to 80, preferably from 30 to 50, and the pressure is from 1 to 10KPa, preferably from 2 to 5KPa.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116514643A (en) * | 2023-04-28 | 2023-08-01 | 山东新和成维生素有限公司 | Production method and production system of beta-isophorone |
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