CN113943215A - Method for preparing odorless and odorless beta-diketone - Google Patents
Method for preparing odorless and odorless beta-diketone Download PDFInfo
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- 238000000034 method Methods 0.000 title claims abstract description 34
- 230000009965 odorless effect Effects 0.000 title claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 55
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 230000008569 process Effects 0.000 claims abstract description 15
- -1 alkali metal alkoxide Chemical class 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 238000006482 condensation reaction Methods 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 10
- 150000002148 esters Chemical class 0.000 claims abstract description 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 239000000243 solution Substances 0.000 claims description 49
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 30
- 238000010533 azeotropic distillation Methods 0.000 claims description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- 239000002904 solvent Substances 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 230000020477 pH reduction Effects 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 229910001868 water Inorganic materials 0.000 claims description 9
- 238000002425 crystallisation Methods 0.000 claims description 8
- 230000008025 crystallization Effects 0.000 claims description 8
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical group [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 7
- 239000013078 crystal Substances 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000004703 alkoxides Chemical class 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000011259 mixed solution Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000009967 tasteless effect Effects 0.000 claims 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 16
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000003756 stirring Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000007810 chemical reaction solvent Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- LRQGFQDEQPZDQC-UHFFFAOYSA-N 1-Phenyl-1,3-eicosanedione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 LRQGFQDEQPZDQC-UHFFFAOYSA-N 0.000 description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003512 Claisen condensation reaction Methods 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- 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
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
-
- 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for preparing odorless beta-diketone, which comprises the steps of preparing beta-diketone shown as a formula (I) and a formula (II), and R1COCH2COR2(Ⅰ)R2COCH2COR2(II) comprises the step of reacting an esterified product represented by the following formula (III) with a ketonic product represented by the following formula (IV) by a claisen ester condensation reaction in the presence of an alkali metal alkoxide catalyst, R1COOR3(Ⅲ)R2COR4(IV) wherein R1Represents a hydrogen atom, C1‑18Alkyl, aralkyl; r2Represents an aralkyl group or C1‑6An alkyl group; r3Is represented by C1‑3An alkyl group; r4Is represented by C1‑3An alkyl group; wherein the molar ratio of the ketonic compound to the esterified compound is 1.1-1.3. In the implementation process of the invention, the conversion rate of the product can be increased, the product quality is improved, and the scheme is more environment-friendly and economical.
Description
Technical Field
The invention belongs to the technical field of methods for preparing beta-diketone, and particularly relates to a method for preparing odorless beta-diketone.
Background
Beta-diketones are a class of compounds that have a wide range of uses, for example in metal extraction and polymer stabilization. Beta-diketone is the best environment-friendly polymer heat stabilizer additive which is easy to obtain at present; belongs to the field of new materials and application technology; and is especially important in the industry with increasingly strict environmental protection requirements at present.
The existing technology for producing beta-diketone mainly has the advantages of low yield, poor product quality, high residual ketonic compound and solvent of reaction mixture obtained by low reaction yield, no high-efficiency purification, and incapability of meeting modern requirements of environmental protection, no toxicity and no smell.
Disclosure of Invention
In view of the above situation, the present invention provides a method for preparing odorless beta-diketone, which effectively solves the problems of the background art.
In order to achieve the purpose, the invention provides the following technical scheme: a process for the preparation of odorless beta-diketones, R is a beta-diketone of the formula (I) or (II)1COCH2COR2(Ⅰ)R2COCH2COR2(II) comprises the step of reacting an esterified product represented by the following formula (III) with a ketonic product represented by the following formula (IV) by a claisen ester condensation reaction in the presence of an alkali metal alkoxide catalyst, R1COOR3(Ⅲ)R2COR4(IV) wherein R1Represents a hydrogen atom, C1-18Alkyl, aralkyl; r2Represents an aralkyl group or C1-6An alkyl group; r3Is represented by C1-3An alkyl group; r4Is represented by C1-3An alkyl group; wherein the molar ratio of the ketonic compound to the esterified compound is 1.1-1.3, during the reaction, the esterified compound and the solvent are firstly dissolved, then the alkali metal alkoxide catalyst is added, finally the ketonic compound is added, the ketonic compound is added into the reaction in the form of liquid drops, and during the reaction, the temperature of the solution is kept at 90-110 ℃.
Preferably, the metal alkoxide catalyst is sodium ethoxide or sodium methoxide.
Preferably, the reaction temperature is 100-.
Preferably, after the condensation reaction is completed, acidification is performed with sulfuric acid, hydrochloric acid or acetic acid.
Preferably, the specific operation of the acidification step is S1, after the condensation reaction is finished, stopping heating and rapidly cooling the solution after the reaction to room temperature, S2, adding sulfuric acid, hydrochloric acid or acetic acid to the cooled solution to adjust the PH of the solution until the PH of the solution is between 5.2 and 6.6, S3, standing the solution with the adjusted PH for 2 hours, measuring the PH of the solution every 0.5 hour during standing, and adding an acid solution when the PH of the solution exceeds 5.2 to 6.6 so as to keep the PH of the solution between 5.2 and 6.6.
Preferably, after the acidification is finished, the acidified solution is subjected to azeotropic distillation to obtain a product, and an entrainer is selected for azeotropic distillation and is deionized water.
The preferable azeotropic distillation temperature is 99 +/-2 ℃, and the azeotropic distillation is specifically carried out by a, after the acidification is finished, adding water or introducing water vapor into the solution, wherein the volume ratio of the solution to the water is 3: 1-2: 1, b, heating the mixed solution to ensure that the temperature of the solution system is between 90 and 100 ℃, and keeping the temperature for 4 to 5 hours.
Preferably, the product is crystallized from a solvent after azeotropic distillation to obtain a crystalline product.
Preferably, after azeotropic distillation, the mixture is crystallized by using a solvent, wherein the crystallization solvent is methanol, ethanol, dichloromethane and the like,
preferably, the azeotropic distillation is followed by crystallization with a solvent in an amount of 1.5 to 3 times the amount of the product.
Claisen ester condensation reaction: the reaction of esters containing alpha-active hydrogen with alkaline condensing agents such as sodium alkoxide to lose a molecule of alcohol and obtain beta-homoacid esters is called Claisen condensation reaction.
Sodium ethoxide: ethanol with purity of more than 95 percent, 99 percent sodium hydroxide and 95 percent benzene are used as raw materials to prepare sodium ethoxide, and the reaction equation is C2H5OH+NaOH→C2H5ONa+H2O, sodium ethoxide is used currently.
Sulfuric acid: guaranteed sulfuric acid was used.
Hydrochloric acid: guaranteed hydrochloric acid was used.
Acetic acid: guaranteed acetic acid was used.
Entrainer water: deionized water is used as the entrainer water used in azeotropic distillation.
Compared with the prior art, the invention has the beneficial effects that:
1) the invention provides a method for preparing odorlessProcess for beta-diketones, product R when carrying out the embodiments described in the present invention1COCH2COR2And R2COCH2COR2The conversion rate of the method is high and can reach more than 98 percent, and in the implementation process of the method, the energy consumption is greatly reduced compared with the prior method, and the method has industrial value;
2) The acidification and azeotropic distillation steps can increase the conversion rate of the product when the scheme is implemented, so that the product is nontoxic and odorless, meets the VDA270 project standard, and is more favorable for recovering and collecting the product.
Detailed Description
The technical solution of the present invention will be described clearly and completely with reference to the following embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, rather than all of the embodiments; all other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The invention discloses a method for preparing odorless beta-diketone, which comprises the steps of preparing beta-diketone shown as a formula (I) and a formula (II), and R1COCH2COR2(Ⅰ)R2COCH2COR2(II) comprises the step of reacting an esterified product represented by the following formula (III) with a ketonic product represented by the following formula (IV) by a claisen ester condensation reaction in the presence of an alkali metal alkoxide catalyst, R1COOR3(Ⅲ)R2COR4(IV) wherein R1Represents a hydrogen atom, C1-18Alkyl, aralkyl; r2Represents an aralkyl group or C1-6An alkyl group; r3Is represented by C1-3An alkyl group; r4Is represented by C1-3An alkyl group; wherein the molar ratio of the ketonic compound to the esterified compound is 1.1-1.3, during the reaction, the esterified compound and the solvent are firstly mixed, then the alkali metal alkoxide catalyst is added, finally the ketonic compound is added, the ketonic compound is added into the reaction in the form of liquid drops, and during the reaction, the temperature of the solution is kept at 80-110 ℃.
The metal alkoxide catalyst is sodium ethoxide or sodium methoxide.
The reaction temperature is 100-110 ℃.
After the condensation reaction is finished, sulfuric acid, hydrochloric acid or acetic acid is adopted for acidification.
The specific operation of the acidification step is that S1, after the condensation reaction is finished, heating is stopped, the solution after the reaction is quickly cooled to room temperature, S2, sulfuric acid, hydrochloric acid or acetic acid is added into the cooled solution to adjust the pH of the solution until the pH of the solution is between 5.2 and 6.6, S3, the solution with the adjusted pH is stood for 2 hours, the pH of the solution is measured every 0.5 hour during the standing, and acid liquor is added when the pH of the solution exceeds 5.2 to 6.6, so that the pH of the solution is kept between 5.2 and 6.6.
After the acidification is finished, the acidified solution is subjected to azeotropic distillation to obtain a product, and an azeotropic agent is selected as deionized water in the azeotropic distillation.
The temperature of azeotropic distillation is 99 +/-2 ℃, the specific steps of the azeotropic distillation are that a, after acidification is finished, water is added into the solution or water vapor is introduced into the solution, and the volume ratio of the solution to the water is 3: 1-2: 1, b, heating the mixed solution to ensure that the temperature of the solution system is between 90 and 100 ℃, and keeping the temperature for 4 to 5 hours.
After azeotropic distillation, the product is crystallized by solvent to obtain the crystal product.
After azeotropic distillation, using solvent to crystallize, wherein the crystallization solvent is methanol, ethanol, dichloromethane and the like,
after azeotropic distillation, the product is crystallized by solvent, and the amount of the solvent is 1.5 to 3 times of the product
Example 1
In the first step, 234kg of sodium ethoxide was added to a reaction vessel equipped with an atomizer, mixed with 2400L of the reaction solvent, and simultaneously, the ester (C) was added6H5C00CH3)457kg, stirring to mix evenly, and heating the reaction system;
secondly, adding 360kg of ketonic acetophenone into a reaction system, wherein the ketonic acetophenone is added into the reaction system in a fogdrop manner, and when the ketonic acetophenone is added into the reaction system, the temperature of the reaction system is 95 +/-4 ℃, and the reaction time is 4 hours;
thirdly, rapidly cooling to room temperature;
fourthly, adding 207kg of sulfuric acid into the reaction system to adjust the pH value of the reaction system, wherein the primarily adjusted pH value is 6.3, standing for 2 hours for the second time, measuring the pH value of the solution every half an hour in the process of standing for the second time, adding the sulfuric acid when the pH value of the reaction system exceeds 5.2-6.6, adjusting the pH value of the solution to enable the pH value of the reaction system to be 6.6,
fifthly, after the acidification is finished, 500L of deionized water is added into the reaction system,
And sixthly, performing azeotropic distillation, heating the reaction system to 100 +/-3 ℃, and keeping the temperature for 4 hours to finally obtain the dibenzoyl methane, wherein the content of the obtained beta-diketone product is 99.6% by gas chromatography analysis.
And seventhly, crystallizing, namely adding 1700L of methanol into a crystallization kettle, adding the product, stirring, heating to 50 ℃, cooling to 20 ℃, and separating out crystals.
And step eight, centrifuging to obtain white or yellowish dibenzoyl methane crystals.
Ninth, the product was analyzed for crystallization and odor by VDA270 method.
Example 2
Step one, adding 135kg of sodium methoxide into a reaction kettle provided with an atomizer, mixing the sodium methoxide into 2000L of reaction solvent, simultaneously adding 586kg of esterified methyl stearate, stirring to uniformly mix, and heating a reaction system;
secondly, adding 240kg of ketonic acetophenone into a reaction system, wherein the ketonic acetophenone is added into the reaction system in a fogdrop manner, and when the ketonic acetophenone is added into the reaction system, the temperature of the reaction system is 105 +/-4 ℃, and the reaction time is 4 hours;
thirdly, rapidly cooling to room temperature;
fourthly, adding 336kg of hydrochloric acid into the reaction system to adjust the pH value of the reaction system, wherein the primarily adjusted pH value is 6.3, standing for 2 hours for the second time, measuring the pH value of the solution every half an hour in the process of standing for the second time, adding hydrochloric acid to adjust the pH value of the solution when the pH value of the reaction system is more than 5.2-6.6 so that the pH value of the reaction system is 6.6,
Fifthly, after the acidification is finished, removing the solvent by reduced pressure distillation;
and sixthly, performing azeotropic distillation, controlling the temperature of the reaction system at 100 +/-2 ℃, introducing water vapor for 2 hours until no oil drops are carried out, and analyzing the content of the obtained beta-diketone product by using gas chromatography to be 99.5%.
And seventhly, crystallizing, namely adding 1700L of ethanol into a crystallization kettle, adding the product, stirring, heating to 50 ℃, cooling to 20 ℃, and separating out crystals.
And eighthly, centrifuging to obtain white stearoyl benzoyl methane flaky crystals.
In the ninth step, stearoylbenzoylmethane was analyzed for crystallization and for odor by the VDA270 method.
Example 3
Firstly, 234kg of sodium ethoxide is added into a reaction kettle provided with an atomizer and mixed in 2400L of reaction solvent, 425kg of esterified octyl and decyl methyl ester is added at the same time, the mixture is stirred to be uniformly mixed, and a reaction system is heated;
secondly, adding 360kg of ketonic acetophenone into the reaction system, wherein the ketonic compound is added into the reaction system in a fogdrop manner, and when the ketonic compound is added into the reaction system, the temperature of the reaction system is between 100 +/-4 ℃, and the reaction time is 5 hours;
thirdly, rapidly cooling to room temperature;
Fourthly, adding 248kg of acetic acid into the reaction system to adjust the pH value of the reaction system, wherein the pH value of the primary adjustment is 6.3, standing for 2 hours for the second time, measuring the pH value of the solution every half hour in the process of standing for the second time, adding the acetic acid when the pH value of the reaction system is more than 5.2-6.6, adjusting the pH value of the solution to make the pH value of the reaction system be 6.8,
fifthly, after the acidification is finished, 700L of deionized water is added into the reaction system,
sixthly, carrying out azeotropic distillation, heating the reaction system to 100 +/-3 ℃, and keeping the temperature for 4 hours to finally obtain the capryl-capric benzoyl methane oily liquid, wherein the gas chromatographic analysis content of the obtained beta-diketone product is more than 99.2%.
Seventhly, the product is analyzed to be non-toxic and odorless by a VDA270 method.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (10)
1. A process for preparing odorless and tasteless beta-diketones, characterized by:
preparing beta-diketone shown in formula (I) and formula (II),
R1COCH2COR2 (Ⅰ)
R2COCH2COR2 (Ⅱ)
comprises the following steps of (a) carrying out,
reacting an esterified product represented by the following formula (III) with a ketonic product represented by the following formula (IV) by a claisen ester condensation reaction in the presence of an alkali metal alkoxide catalyst,
R1COOR3 (Ⅲ)
R2COR4 (Ⅳ)
wherein R is1Represents a hydrogen atom, C1-18Alkyl, aralkyl; r2Represents an aralkyl group or C1-6An alkyl group; r3Is represented by C1-3An alkyl group; r4Is represented by C1-3An alkyl group;
wherein the molar ratio of the ketonic compound to the esterified compound is 1.1-1.3,
during the reaction, the ester and the solvent are first dissolved, alkali metal alkoxide catalyst is then added, and the ketone compound is finally added and added into the reaction in the form of liquid drop, and during the reaction, the temperature of the solution is maintained at 80-110 deg.c.
2. The process according to claim 1 for preparing odorless beta-diketone, wherein: the metal alkoxide catalyst is sodium ethoxide.
3. The process according to claim 1 for preparing odorless beta-diketone, wherein: the reaction temperature is 100-110 ℃.
4. The process according to claim 1 for preparing odorless beta-diketone, wherein: after the condensation reaction is finished, sulfuric acid, hydrochloric acid or acetic acid is adopted for acidification.
5. The method of claim 4, wherein the beta-diketone comprises: the specific operation of the acidification step is that,
s1, after the condensation reaction is finished, stopping heating and quickly cooling the reacted solution to room temperature
S2, adding sulfuric acid, hydrochloric acid or acetic acid into the cooled solution to adjust the pH value of the solution until the pH value of the solution is between 5.2 and 6.6,
and S3, standing the solution with the adjusted pH value for 2 hours, measuring the pH value of the solution every 0.5 hour when the solution is kept standing, and adding acid liquor when the pH value of the solution exceeds 5.2-6.6 so as to keep the pH value of the solution between 5.2-6.6.
6. The method of claim 4, wherein the beta-diketone comprises: after the acidification is finished, the acidified solution is subjected to azeotropic distillation to obtain a product, and an azeotropic agent is selected as deionized water in the azeotropic distillation.
7. The process according to claim 6 for preparing odorless beta-diketone, wherein: the azeotropic distillation temperature is 99 +/-2 ℃,
The specific steps of the azeotropic distillation are as follows,
and a, after the acidification is finished, adding water or introducing water vapor into the solution, wherein the volume ratio of the solution to the water is 3: 1-2: 1,
b, heating the mixed solution to enable the temperature of the solution system to be between 90 and 100 ℃, and keeping the temperature for 4 to 5 hours.
8. The process according to claim 7 for preparing odorless beta-diketone comprising: after azeotropic distillation, the product is crystallized by solvent to obtain the crystal product.
9. The process according to claim 8 for preparing odorless beta-diketone, wherein: after azeotropic distillation, the product is crystallized by using a solvent, wherein the crystallization solvent is methanol, ethanol, dichloromethane and the like.
10. The process according to claim 8 for preparing odorless beta-diketone, wherein: after azeotropic distillation, the product is crystallized by solvent, and the amount of the solvent is 1.5 to 3 times of that of the product.
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| CN115894187A (en) * | 2022-10-21 | 2023-04-04 | 安徽佳先功能助剂股份有限公司 | Preparation method of plastic stabilizer stearoylbenzoylmethane |
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