CN116425634A - Synthetic method and product of mixed ester photoinitiator - Google Patents

Synthetic method and product of mixed ester photoinitiator Download PDF

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CN116425634A
CN116425634A CN202310409857.8A CN202310409857A CN116425634A CN 116425634 A CN116425634 A CN 116425634A CN 202310409857 A CN202310409857 A CN 202310409857A CN 116425634 A CN116425634 A CN 116425634A
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mixed ester
ester photoinitiator
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刘伟
陈江
杨仔威
王国强
赵志刚
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Zhejiang Donghai New Material Technology Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • 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
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/128—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by alcoholysis
    • C07C29/1285—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by alcoholysis of esters of organic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
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Abstract

The invention discloses a synthesis method of a mixed ester photoinitiator, which comprises the following steps: mixing the compound a and the compound b, adding an alkali catalyst, heating, distilling under reduced pressure, and reacting to obtain the mixed ester photoinitiator (A); the alkali catalyst is selected from sodium carbonate, sodium bicarbonate or a mixture of sodium carbonate and sodium bicarbonate. The method of the invention is adopted to obtainThe mixed ester photoinitiator has fewer impurities, the synthetic route is simple to operate, the energy consumption is low, and the subsequent use is more environment-friendly.

Description

Synthetic method and product of mixed ester photoinitiator
Technical Field
The invention belongs to the technical field of photoinitiator synthesis, and particularly relates to a synthesis method and a product of a mixed ester photoinitiator.
Background
The benzoyl formate is a novel photoinitiator with excellent performance, and is a transparent varnish commonly used for wood and plastic surfaces. The design concept of the aqueous photoinitiator is to introduce aqueous groups such as carboxyl, hydroxyl, quaternary ammonium salt, ether chain and the like into the structure of the oily photoinitiator, so that the water solubility of the photoinitiator is increased. Compared with various environmental protection and health problems caused by dilution of the oily photoinitiator 1173, the water used by the benzoyl formate is used for replacing an organic solvent and an organic diluent, so that the problem of environmental protection and health in the field of photopolymerization is particularly outstanding.
At the same time, the benzoyl formate can be suitable for the traditional UV curing formula, and is especially suitable for the fields requiring low odor, low heat release and low yellowing. Can be used alone or in combination with other photoinitiators to modify properties (e.g., deep cure, cure efficiency, etc.). The yellowing of the acrylic polyurethane under the irradiation of outdoor sunlight can be further reduced by adding the BASF hindered amine light stabilizer TINUVIN 292. Meanwhile, the compound has better water solubility and better application prospect in aqueous photo-curing products.
The alpha-carbonyl ester photoinitiator is represented by methyl benzoate, and the ultraviolet visible absorption of the alpha-carbonyl ester photoinitiator is mainly in the ultraviolet region, so that the alpha-carbonyl ester photoinitiator is commonly applied to the field of ultraviolet polymerization. Therefore, an ether chain is introduced into the methyl benzoate, and the two methyl benzoate are connected through diethylene glycol, so that the methyl benzoate can be matched with an LED light source for use. Meanwhile, the ether chain structure is adopted to enable the ether chain structure to be cracked into two benzoyl free radicals to the greatest extent, so that the polymerization reaction is initiated.
Patent publication CN106905147a discloses a process for synthesizing a photoinitiator, namely, diethylene glycol benzoylformate, which includes monoesters and diesters. The method adopts methyl benzoyl formate and diethylene glycol as starting materials, and obtains a photoinitiator, namely the diethylene glycol benzoyl formate under the catalysis of metal lithium salt. The applicant's experiments found that the content of the benzoic acid diethylene glycol diester in the initiator benzoic acid diethylene glycol ester was about 60% when a metal lithium salt such as lithium carbonate was used as a catalyst, and was also substantially consistent with the conclusions of the paper (the main components of the photoinitiator product produced by the method were 30-32% of the benzoic acid diethylene glycol monoester, and 63-65% of the benzoic acid diethylene glycol diester). The content of diester in the initiator, namely the diglycol benzoylformate, is one of indexes for measuring the quality of the product, and the improvement of the content of the diester is more beneficial to the improvement of the performance of the product as other impurities are fewer.
Disclosure of Invention
The invention aims to provide a synthesis method of a mixed ester photoinitiator, wherein the mixed ester is obtained through transesterification, so that the ideal target product yield can be obtained, and the process route and the product are optimized. The mixed ester prepared by the method is light yellow oily liquid, has higher initiating activity when being applied to a photo-curing system, and has lower mobility in a photo-curing coating.
In order to achieve the aim of the invention, the invention is realized by adopting the following technical scheme:
a synthetic method of a mixed ester photoinitiator comprises the following steps:
mixing the compound a and the compound b, adding an alkali catalyst, heating, distilling under reduced pressure, and reacting to obtain the mixed ester photoinitiator (A);
Figure BDA0004182841800000021
the alkali catalyst is selected from sodium carbonate, sodium bicarbonate or a mixture of sodium carbonate and sodium bicarbonate.
As an embodiment, the method comprises the steps of:
(1) Transesterification: under the protection of inert gas, mixing a compound of a formula a, a compound of a formula b and inorganic salt, and reacting to obtain a system liquid containing the compound A;
(2) And (3) centrifuging: the step (1) is reacted to obtain a system liquid containing the compound A, and the system liquid is centrifuged in a centrifugal chamber to separate solid from liquid;
(3) Washing: washing the supernatant fluid after centrifugation in the step (2) with water, stirring for 10-30min, separating liquid, and taking an organic phase;
(4) And (3) water removal: and (3) dehydrating the organic phase obtained in the step (3) through anhydrous sodium sulfate, anhydrous magnesium sulfate or dehydrated resin to obtain the photoinitiator.
The photoinitiator is prepared from the compounds shown in the formula a and the formula b through one-step transesterification, and is light yellow oily liquid, the conversion rate of the obtained product can reach about 95%, the yield is higher, and the yield of the preparation method can reach 80%.
Preferably, methyl benzoate and diethylene glycol are used as raw materials, and the photoinitiator diethylene glycol benzoate is obtained under the catalysis of alkali.
Preferably, the production process of the diglycol benzoylformate is solvent-free.
The method of mixing the compound of formula a, the compound of formula b and the inorganic salt in step (1) comprises: mixing a compound a and a compound of a formula b, controlling the temperature at 15-24 ℃, slowly adding an inorganic salt catalyst, and heating to start reaction after the catalyst is completely added;
preferably, the molar ratio of the compound a to the compound b is 1.54-1.78:1. Further preferably 1.6-1.8:1.
Preferably, the elevated reaction temperature is 130-147 ℃.
Preferably, the addition amount of the alkali catalyst is 0.3-1wt% of the compound a. Further preferably 0.4 to 0.9wt%.
Preferably, the reaction time is 1 to 2.5 hours.
Preferably, the reaction is accompanied by distillation under reduced pressure. As a further preference, the reaction vacuum is-0.05 to-0.1 Mpa; as a further preferable mode, the reaction process further comprises condensing by-products to obtain methanol.
Preferably, the centrifugation parameters in step (2) are: the rotating speed is 3000-4000rpm, and the time is 10-40min.
Preferably, after the reaction is finished, the photoinitiator is obtained through centrifugal delamination, water washing and dehydration. More preferably, after the reaction is completed, the mixture is centrifuged and subjected to solid-liquid separation; washing the obtained supernatant with water, and separating; and dehydrating the obtained organic phase to obtain the mixed ester photoinitiator.
Preferably, the water washing time is 10-30min. Stirring is carried out during the water washing process. Separating the liquid after washing to obtain an organic phase.
Preferably, the dehydrating agent used for dehydration comprises any one or a mixture of at least two of anhydrous sodium sulfate, anhydrous magnesium sulfate or dehydrated resin; the amount of dehydrating reagent is 1.0-2.0wt% of the compound of formula A.
Preferably, the reaction is carried out under inert gas. The inert gas comprises any one or a mixture of at least two of nitrogen, helium and argon;
preferably, the reaction is accompanied by stirring.
A mixed ester photoinitiator prepared by the method of any one of the above.
The photoinitiator obtained by the invention is light yellow oily liquid.
Preferably, the main components are: 15-25% of diethylene glycol benzoylformate monoester and 70-80% of diethylene glycol benzoylformate diester. As a further preference, the photoinitiator product produced by the method comprises the following main components: 17-20% of diethylene glycol benzoylformate monoester and 74-77% of diethylene glycol benzoylformate diester.
As a further preference, the content of the main component is not less than 94%.
The mixed ester photoinitiator of the invention comprises 2-4% of compound a besides the main components. And 1 to 2.5% of unknown impurities in total.
The invention provides a new synthetic route for the mixed ester photoinitiator, which takes methyl benzoyl formate and diglycol as raw materials to synthesize the mixed ester of the monoesters and the diesters of the diglycol benzoyl formate under the catalysis of alkali. The mixed ester photoinitiator obtained by the method has fewer impurities, simple synthesis route operation, lower energy consumption and more environment-friendly subsequent use.
Compared with the prior art, the invention has the beneficial effects that:
firstly, methyl benzoyl formate and diglycol are used as raw materials, sodium carbonate, sodium bicarbonate or a mixture of the two are used as catalysts for solvent-free reaction for the first time, the catalysts are simple and easy to obtain, and after the catalysis is finished, physical separation and recovery can be carried out, so that the catalyst belongs to the category of green chemistry.
Secondly, the main components of the product are determined to be: 18-20% of diethylene glycol benzoylformate monoester and 73-75% of diethylene glycol benzoylformate diester. The product has the advantages of less yellowing, low odor, small shrinkage, high water solubility, etc.
Thirdly, the preparation method is used for reaction through the transesterification principle, and the target photoinitiator has higher conversion rate and yield and high raw material utilization rate.
Fourth, the invention is simple in post-treatment, the byproduct produced by the preparation can be distilled and purified to obtain high-purity methanol, the treatment cost of the three wastes is reduced, and the comprehensive utilization of the byproduct is realized.
In a word, the process has the advantages of high selectivity, high raw material utilization rate, little pollution, effective utilization of byproducts and the like, thereby effectively reducing the production cost and meeting the requirements of clean chemical production.
Detailed Description
The invention will be further described in detail with reference to specific examples. It will be apparent to those skilled in the art that the examples are merely to aid in understanding the invention and are not to be construed as a specific limitation thereof.
Example 1
The synthetic chemical formula of the mixed ester prepared by the invention is as follows:
Figure BDA0004182841800000051
methyl benzoylformate (1.67 mol,273.88 g) and diglycol (1.00 mol,106 g) are added into a 500mL reaction bottle, the temperature is controlled to be 20-24 ℃, then 2.74g of 1.0wt% sodium carbonate is slowly added, after the addition is finished, air in the reaction bottle is replaced by nitrogen three times, the system is light yellow oily liquid, stirring is started, the pressure is reduced (the vacuum degree is about-0.08 to-0.1 MPa), the methanol generated in the reaction process can be timely distilled and discharged, the temperature is raised to 130 ℃ for reaction for 1h, the methanol is not distilled, the reaction is stopped, and the reaction is cooled to room temperature, so that light yellow oily liquid is obtained. Through high performance liquid chromatography detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 19.24%, the content percentage of the liquid phase of the raw material methyl benzoate is 3.37%, the content percentage of the liquid phase of the diglycol benzoate diester is 75.56%, and the conversion rate of the raw material is 94.80%.
The sample in example 1 was centrifuged (at 3500rpm for 20 min), the supernatant was washed once with 200ml of water, dried (dehydration with a dehydrating resin or other commonly used dehydrating agents, and the other examples were the same) and collected to give diethylene glycol benzoate monoester and diethylene glycol benzoate diester, which were pale yellow in appearance. Through liquid phase detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 17.54%, the content percentage of the liquid phase of the raw material methyl benzoate is 3.37%, the content percentage of the liquid phase of the diglycol benzoate diester is 77.56%, and the product yield is 80.14%.
Comparative example 1
Methyl benzoylformate (1.67 mol,273.88 g) and diglycol (1.00 mol,106 g) are added into a 500mL reaction bottle, the temperature is controlled to be 20-24 ℃, then 2.74g of 1.0wt% potassium carbonate is slowly added, after the addition, air in the reaction bottle is replaced by nitrogen three times, the system is light yellow oily liquid, stirring is started, the pressure is reduced (the vacuum degree is about-0.08 to-0.1 MPa), methanol generated in the reaction process is ensured to be distilled in time, the temperature is raised to 130 ℃ for reaction for 1h, the methanol is not distilled, the reaction is stopped, and the reaction is cooled to room temperature, thus obtaining dark yellow oily liquid. Through high performance liquid chromatography detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 18.21%, the content percentage of the liquid phase of the raw material methyl benzoate is 3.58%, the content percentage of the liquid phase of the diglycol benzoate diester is 75.47%, and the conversion rate of the raw material is 93.68%.
The sample in comparative example 1 was centrifuged (at 3500rpm for 20 min), the supernatant was taken, washed once with 200ml of water, and the organic layer was dried to collect the sample, thus obtaining diethylene glycol benzoate monoester and diethylene glycol benzoate diester, and the product was dark yellow in appearance. Through liquid phase detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 17.26%, the content percentage of the liquid phase of the raw material methyl benzoate is 3.25%, the content percentage of the liquid phase of the diglycol benzoate diester is 76.81%, and the product yield is 79.77%.
By comparing example 1 with comparative example 1, potassium carbonate and sodium carbonate in the preferred catalyst exhibited strong selectivity for the reaction, but when potassium carbonate was selected from the product appearance as the catalyst, the resulting product was darker in color, decreased in light transmittance, and affected the photocatalytic performance of the product, so that the catalytic efficiency of sodium carbonate was significantly higher than that of potassium carbonate.
Example 2
Methyl benzoate (1.65 mol,270.60 g) and diethylene glycol (1.00 mol,106 g) are added into a 500mL reaction bottle, the temperature is controlled to be 20-24 ℃, then 2.71g of sodium bicarbonate with the weight percent of 1.0 percent are slowly added, after the addition, air in the reaction bottle is replaced by nitrogen three times, the system is light yellow oily liquid, stirring is started, methanol generated by the reaction is distilled out in time under reduced pressure (the vacuum degree is minus 0.08 to minus 0.1 MPa), the temperature is raised to 130 ℃ for reaction for 1h, and the liquid phase content of the diethylene glycol monoester benzoate is 20.47%, the liquid phase content of the raw material methyl benzoate is 3.12%, the liquid phase content of the diethylene glycol diester benzoate is 75.05% and the raw material conversion rate is 95.52% through high performance liquid chromatography detection analysis.
The sample in example 2 was centrifuged (3500 rpm, time 20 min), the supernatant was taken, washed once with 200ml of water, and the sample was collected by drying to obtain diethylene glycol benzoate monoester and diethylene glycol benzoate diester, the product was pale yellow in appearance. Through liquid phase detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 17.54%, the content percentage of the liquid phase of the raw material methyl benzoate is 3.42%, the content percentage of the liquid phase of the diglycol benzoate diester is 77.17%, and the product yield is 82.25%.
Comparative example 2
In a 500mL reaction flask, methyl benzoylformate (1.67 mol,273.88 g) and diethylene glycol (1.00 mol,106 g) were added, the temperature was controlled at 20-24℃and 2.75g of 1.0wt% lithium carbonate was slowly added, after the addition, the air in the flask was replaced three times with nitrogen, the system was a pale yellow oily liquid, stirring was started, the pressure was reduced, methanol was distilled off, the temperature was raised to 130℃for 1 hour, the reaction was stopped when methanol was no longer distilled off, and the mixture was cooled to room temperature to give a pale yellow oily liquid. Through high performance liquid chromatography detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 23.021%, the content percentage of the liquid phase of the raw material methyl benzoate is 11.214%, the content percentage of the liquid phase of the diglycol benzoate diester is 65.173%, and the conversion rate of the raw material is 79.77%.
The sample in comparative example 2 was centrifuged (3500 rpm, time: 25 min), the supernatant was taken, washed once with 200ml of water, and the sample was collected by drying to obtain diethylene glycol benzoate monoester and diethylene glycol benzoate diester, and the product was pale yellow in appearance. Through liquid phase detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 22.6%, the content percentage of the liquid phase of the raw material methyl benzoate is 11.25%, the content percentage of the liquid phase of the diglycol benzoate diester is 65.81%, and the product yield is 79.77%.
Example 3
In a 500mL reaction flask, methyl benzoylformate (1.65 mol,270.6 g) and diethylene glycol (1.00 mol,106 g) were added, the temperature was controlled at 20-24 ℃, 1.0wt% complex salt (sodium bicarbonate 1.375g+1.375g sodium carbonate) was slowly added, after the addition was completed, the air in the reaction flask was replaced three times with nitrogen, the system was a pale yellow oily liquid, stirring was started, the pressure was reduced, methanol was distilled off, the temperature was raised to 130 ℃ for 1h, the reaction was stopped when methanol was not distilled off, and the reaction was cooled to room temperature to obtain a pale yellow oily liquid. Through high performance liquid chromatography detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 17.38%, the content percentage of the liquid phase of the raw material methyl benzoate is 8.86%, the content percentage of the liquid phase of the diglycol benzoate diester is 72.85%, and the conversion rate of the raw material is 90.23%.
The sample in example 3 was centrifuged (3500 rpm, time: 15 min), the supernatant was taken, washed once with 200ml of water, and the sample was collected by drying to obtain diethylene glycol benzoate monoester and diethylene glycol benzoate diester, and the product was pale yellow in appearance. Through liquid phase detection analysis, the content percentage of the liquid phase of the diglycol benzoate monoester is 16.7%, the content percentage of the liquid phase of the raw material methyl benzoate is 8.59%, the content percentage of the liquid phase of the diglycol benzoate diester is 73.02%, and the product yield is 79.27%.
Comparative example 3
In a 500mL reaction flask, methyl benzoylformate (1.67 mol,273.88 g) and diethylene glycol (1.00 mol,106 g) were added, the temperature was controlled at 20-24℃and 2.75g of 1.0wt% anhydrous sodium sulfate was slowly added, after the addition was completed, the air in the flask was replaced three times with nitrogen, the system was a pale yellow oily liquid, stirring was started, the pressure was reduced, methanol was distilled off, the temperature was raised to 130℃for 1 hour, the reaction was stopped when methanol was no longer distilled off, and the reaction was cooled to room temperature to give a pale yellow oily liquid. Through high performance liquid chromatography detection analysis, the liquid phase content percentage of the diglycol benzoate monoester is 4.43 percent, the liquid phase content percentage of the raw material methyl benzoate is 94.8 percent, the liquid phase content percentage of the diglycol benzoate diester is 0.53 percent, and the raw material conversion rate is 4.96 percent.
Performance testing
The test method is as follows:
(1) The components of the product are as follows: high performance liquid chromatography is adopted for detection, and the less the raw materials are, the less suspended matters are, and the better the product quality is.
(2) Product moisture: the lower the water content of the product, the better the product quality by adopting the Karl Fei Xiuyi for detection.
(3) Transmittance: and the spectrophotometer is used for testing the light transmittance of the product at 450nm and 500nm, and the higher the light transmittance of the product is, the better the quality of the product is.
Table 1 evaluation of index performance related to examples
Figure BDA0004182841800000081
Figure BDA0004182841800000091
The above embodiments provide a practical basis for the present invention, but the scope of the present invention is not limited thereto, and those skilled in the art can easily think about or replace the present invention within the scope of the present invention and the scope of the disclosure.

Claims (10)

1. The synthesis method of the mixed ester photoinitiator is characterized by comprising the following steps of:
mixing the compound a and the compound b, adding an alkali catalyst, heating, distilling under reduced pressure, and reacting to obtain the mixed ester photoinitiator (A);
Figure FDA0004182841790000011
the alkali catalyst is selected from sodium carbonate, sodium bicarbonate or a mixture of sodium carbonate and sodium bicarbonate.
2. The method for synthesizing a mixed ester photoinitiator according to claim 1, wherein the molar ratio of the compound a to the compound b is 1.54-1.78:1.
3. The method for synthesizing a mixed ester photoinitiator according to claim 1, wherein the elevated reaction temperature is 130-147 ℃.
4. The method for synthesizing the mixed ester photoinitiator according to claim 1, wherein the addition amount of the base catalyst is 0.3-1wt% of the compound a.
5. The method for synthesizing a mixed ester photoinitiator according to claim 1, wherein the reaction time is 1-2.5h.
6. The method for synthesizing the mixed ester photoinitiator according to claim 1, wherein the reaction process is accompanied by reduced pressure distillation, the reaction vacuum degree is-0.05 to-0.1 Mpa, and the byproduct methanol is obtained by condensation.
7. The method for synthesizing the mixed ester photoinitiator according to claim 1, wherein after the reaction is finished, the mixture is centrifuged and subjected to solid-liquid separation; washing the obtained supernatant, separating liquid and drying; and dehydrating the obtained organic phase to obtain the mixed ester photoinitiator.
8. The method for synthesizing the mixed ester photoinitiator according to claim 7, wherein the reaction is carried out under the protection of inert gas; the drying agent is selected from one or more of anhydrous sodium sulfate, anhydrous magnesium sulfate or dehydrated resin.
9. A mixed ester photoinitiator, characterized in that it is prepared by the preparation method according to any one of claims 1 to 8.
10. The mixed ester photoinitiator according to claim 9, wherein the main components in weight percent are: 15-25% of diethylene glycol benzoylformate monoester and 70-80% of diethylene glycol benzoylformate diester.
CN202310409857.8A 2023-04-18 2023-04-18 Synthetic method and product of mixed ester photoinitiator Pending CN116425634A (en)

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