CN-122010728-A - Preparation method of 2-butoxyethyl methacrylate

Abstract

The invention provides a preparation method of 2-butoxyethyl methacrylate, belonging to the technical field of organic synthesis. The invention uses the p-hydroxyanisole (MEHQ) and the 2, 6-tetramethyl piperidine oxide (TEMPO) as polymerization inhibitors at the same time, and the synergistic use of the double polymerization inhibitors reduces the self-polymerization of Methyl Methacrylate (MMA) and 2-butoxyethyl methacrylate, and improves the conversion rate.

Inventors

• LIU KUNHONG
• Guo you
• HE YU
• JI HUI
• ZHANG YAWEN
• HE YIFAN
• HU SHUANGSHUANG

Assignees

• 陕西大美化工科技有限公司

Dates

Publication Date

20260512

Application Date

20260327

Claims (10)

1. 1. A preparation method of 2-butoxyethyl methacrylate comprises the following steps: Methyl methacrylate, ethylene glycol monobutyl ether, tetrabutyl titanate, a first organic solvent, 2, 6-tetramethylpiperidine oxide and para-hydroxyanisole are mixed and subjected to transesterification reaction to obtain a mother solution; distilling the mother liquor under reduced pressure to obtain a crude product; adding a second organic solvent, acid liquor and alkali metal salt solution into the crude product, and then carrying out solid-liquid separation to obtain a liquid phase; and (3) oil-water separation is carried out on the liquid phase, and the obtained oil phase is subjected to second reduced pressure distillation to obtain the 2-butoxyethyl methacrylate.
2. 2. The preparation method of claim 1, wherein the mass ratio of the 2, 6-tetramethylpiperidine oxide, the para-hydroxyanisole and the methyl methacrylate is (0.01-0.02): (0.015-0.025): (100-350).
3. 3. The method according to claim 1, wherein the ratio of the amounts of methyl methacrylate and ethylene glycol monobutyl ether is (3-7): 1.
4. 4. The method according to claim 1, wherein the ratio of the amounts of the methyl methacrylate and tetrabutyl titanate is (100-300): 1-2.
5. 5. The method according to claim 1, wherein the ratio of the amount of the methyl methacrylate to the amount of the first organic solvent is (6-15): 1.
6. 6. The preparation method of any one of claims 1-5, wherein the mixing is that after other raw materials are mixed, part of methyl methacrylate is added, after the temperature is raised to the temperature of transesterification, the rest of methyl methacrylate is continuously added dropwise, and the part of methyl methacrylate accounts for 30-70% of the total mass of the methyl methacrylate.
7. 7. The method according to claim 1, wherein the transesterification reaction is carried out at a temperature of 80 to 100 ℃.
8. 8. The method according to claim 1 or 7, wherein the transesterification reaction is carried out for 4 to 8 hours.
9. 9. The preparation method according to claim 1, wherein the pressure of the first reduced pressure distillation is-0.09 to-0.1 MPa, the temperature is 80-100 ℃, and the pressure of the second reduced pressure distillation is-0.09 to-0.1 MPa, and the temperature is 100-120 ℃.
10. 10. The method according to claim 1, wherein the acid solution is hydrochloric acid or sulfuric acid.

Description

Preparation method of 2-butoxyethyl methacrylate Technical Field The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-butoxyethyl methacrylate. Background The 2-butoxyethyl methacrylate is taken as an acrylate functional monomer with excellent performance, and has wide application value and technical advantages in the field of high polymer materials. The unique butoxyethoxy side chains in the molecular structure of 2-butoxyethyl methacrylate impart excellent flexibility and substrate wettability to the polymer while retaining the high reactivity of the acrylate groups making it an ideal choice for preparing high performance polymers and copolymers. At present, the 2-butoxyethyl methacrylate is mainly prepared by a proton acid (such as concentrated sulfuric acid, p-toluenesulfonic acid and the like) catalysis method, has serious corrosion to equipment and can generate more dangerous waste discharge. In addition, since the acrylic acid ester compound tends to undergo self-polymerization, the protonic acid catalyst promotes the self-polymerization of the acrylic acid ester compound, resulting in a low reaction yield. The prior art often uses polymerization inhibitors to prevent acrylate monomers from self-polymerizing, and although the yield (the yield of crude products) is improved to a certain extent, the content of 2-butoxyethyl methacrylate in the product is still lower, and the conversion (the yield of pure products) is not obviously improved. Disclosure of Invention The invention aims to provide a preparation method of 2-butoxyethyl methacrylate. The preparation method provided by the invention has high conversion rate. In order to achieve the above object, the present invention provides the following technical solutions: The invention provides a preparation method of 2-butoxyethyl methacrylate, which comprises the following steps: Methyl methacrylate, ethylene glycol monobutyl ether, tetrabutyl titanate, a first organic solvent, 2, 6-tetramethylpiperidine oxide and para-hydroxyanisole are mixed and subjected to transesterification reaction to obtain a mother solution; distilling the mother liquor under reduced pressure to obtain a crude product; adding a second organic solvent, acid liquor and alkali metal salt solution into the crude product, and then carrying out solid-liquid separation to obtain a liquid phase; and (3) oil-water separation is carried out on the liquid phase, and the obtained oil phase is subjected to second reduced pressure distillation to obtain the 2-butoxyethyl methacrylate. Preferably, the mass ratio of the 2, 6-tetramethylpiperidine oxide, the para-hydroxyanisole and the methyl methacrylate is (0.01-0.02): 0.015-0.025): 100-350. Preferably, the ratio of the amount of the methyl methacrylate to the amount of the ethylene glycol monobutyl ether is (3-7): 1. Preferably, the mass ratio of the methyl methacrylate to the tetrabutyl titanate is (100-300): 1-2. Preferably, the ratio of the amount of the methyl methacrylate to the amount of the first organic solvent is (6-15): 1. Preferably, the mixing is that after other raw materials are mixed, part of methyl methacrylate is added, the temperature is raised to the temperature of the transesterification reaction, and then the rest of methyl methacrylate is continuously added dropwise, wherein the part of methyl methacrylate accounts for 30-70% of the total mass of the methyl methacrylate. Preferably, the temperature of the transesterification reaction is 80-100 ℃. Preferably, the transesterification reaction time is 4-8 hours. Preferably, the pressure of the first reduced pressure distillation is-0.09 to-0.1 MPa, the temperature is 80-100 ℃, and the pressure of the second reduced pressure distillation is-0.09 to-0.1 MPa, and the temperature is 100-120 ℃. Preferably, the acid solution is hydrochloric acid or sulfuric acid. The invention provides a preparation method of 2-butoxyethyl methacrylate, which comprises the following steps of mixing methyl methacrylate, ethylene glycol monobutyl ether, tetrabutyl titanate, a first organic solvent, 2, 6-tetramethylpiperidine oxide and para-hydroxyanisole, performing transesterification reaction to obtain mother liquor, performing first reduced pressure distillation on the mother liquor to obtain a crude product, adding a second organic solvent, an acid liquor and an alkali metal salt solution into the crude product, then performing solid-liquid separation to obtain a liquid phase, performing oil-water separation on the liquid phase, and performing second reduced pressure distillation on the obtained oil phase to obtain the 2-butoxyethyl methacrylate. The invention uses the p-hydroxyanisole (MEHQ) and the 2, 6-tetramethyl piperidine oxide (TEMPO) as polymerization inhibitors at the same time, and the synergistic use of the double polymerization inhibitors reduces the self-polymerization of Methyl Methacrylate (MMA) and 2-butoxyeth