1,4-butanediol dimethylacrylate preparation method

A technology of dimethacrylate and methacrylic acid, which is applied in 1 field, can solve problems such as long reaction time, high reaction temperature, and equipment corrosion, and achieve the effect of simple and easy operation, cheap and easy-to-obtain raw materials, and no corrosion of equipment

Inactive Publication Date: 2018-12-18
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, butanediol dimethacrylate is prepared industrially by acid-catalyzed esterification of 1,4-butanediol and methacrylic acid. Most of the acidic catalysts for catalyzing the esterification reaction are concentrated sulfuric acid. Sulfuric acid is used as a catalyst. Due to its strong oxidizing and corrosive properties, it causes many by-products, serious polymerization, and serious equipment corrosion. After the reaction, it is difficult to separate the catalyst sulfuric acid and the reaction product. difficult to recycle
[0003] Chinese patent application publication CN101337887, the publication date is January 7, 2009, the preparation method of disclosing 1,4-butanediol dimethacrylate is to adopt 1,4-butanediol and methyl Acrylic esters are transesterified, using lithium compounds or calcium compound oxides or hydroxides as catalysts. This reaction has high reaction temperature, long reaction time and high equipment requirements.

Method used

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  • 1,4-butanediol dimethylacrylate preparation method
  • 1,4-butanediol dimethylacrylate preparation method

Examples

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Embodiment 1

[0014] This example provides a preparation method of 1,4-butanediol dimethacrylate. Take by weighing 90.39g methacrylic acid, 45.06g 1,4-butanediol (the mol ratio of methacrylic acid and 1,4-butanediol is 2.10: 1.0), 4.06g sodium bisulfate catalyst (reactant total weight 3%), 0.067g phenothiazine inhibitor (0.05% of the total weight of the reactant) and 67.73g hexamethylene (50% of the total weight of the reactant) join in the 500mL there-necked flask, put on a thermometer, reflux condensation Tube and oil-water separator, turn on magnetic stirring and heating, control the reaction temperature at 86°C, and react for 5 hours to prepare 1,4-butanediol dimethacrylate. Cool to room temperature, filter, decolorize with activated carbon, add saturated sodium bicarbonate solvent to the mixed solution to wash, then wash with distilled water for 1-2 times, let stand to separate layers, take the upper organic phase, and distill off the organic solvent under reduced pressure to obtain T...

Embodiment 2

[0016] This example provides a preparation method of 1,4-butanediol dimethacrylate. Take by weighing 88.24g methacrylic acid, 45.06g 1,4-butanediol (the mol ratio of methacrylic acid and 1,4-butanediol is 2.05: 1.0), 4.0g sodium bisulfate catalyst (reactant total weight 3%), 0.066g phenothiazine inhibitor (0.05% of the total weight of the reactant) and 66.65g hexamethylene (50% of the total weight of the reactant) join in the 500mL there-necked flask, put on a thermometer, reflux condensation Tube and oil-water separator, turn on magnetic stirring and heating, control the reaction temperature at 86°C, and react for 5 hours to prepare 1,4-butanediol dimethacrylate. Cool to room temperature, filter, decolorize with activated carbon, add saturated sodium bicarbonate solvent to the mixed solution to wash, then wash with distilled water for 1-2 times, let stand to separate layers, take the upper organic phase, and distill off the organic solvent under reduced pressure to obtain Th...

Embodiment 3

[0018] This example provides a preparation method of 1,4-butanediol dimethacrylate. Take by weighing 92.54g methacrylic acid, 45.06g 1,4-butanediol (the mol ratio of methacrylic acid and 1,4-butanediol is 2.15: 1.0), 4.13g sodium bisulfate catalyst (reactant total weight 3%), 0.069g phenothiazine inhibitor (0.05% of the total weight of the reactant) and 68.80g hexanaphthene (50% of the total weight of the reactant) join in the 500mL there-necked flask, put on a thermometer, reflux condensation Tube and oil-water separator, turn on magnetic stirring and heating, control the reaction temperature at 86°C, and react for 5 hours to prepare 1,4-butanediol dimethacrylate. Cool to room temperature, filter, decolorize with activated carbon, add saturated sodium bicarbonate solvent to the mixed solution to wash, then wash with distilled water for 1-2 times, let stand to separate layers, take the upper organic phase, and distill off the organic solvent under reduced pressure to obtain T...

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Abstract

The invention provides a 1,4-butanediol dimethylacrylate preparation method. Under the action of a solid catalyst acid sodium bisulphate, in the presence of a polymerization inhibitor and an azeotropic water-carrying agent, 1,4-butanediol and methacrylic acid are reacted at 80 to 90 DEG C for 4 to 7 hours for synthesis to obtain 1 , 4-butanediol dimethacrylate; the molar ratio of methacrylic acidto 1,4-butanediol is 2.10:1, and the amount of n-hexane in the azeotropic water-carrying agent accounts for 50% of the total mass of a reactant, the solid acid catalyst accounts for 3% of the total mass of the reactant, and the amount of the polymerization inhibitor phenothiazine accounts for 0.05% of the total mass of the reactant. the catalyst used in the synthesis method of 1,4-butanediol dimethacrylate is cheap, stable, easy to separate from products, and does not corrode equipment, the 1,4-butanediol dimethacrylate achieves the purpose of clean production, has high yield, and has broad application prospects.

Description

technical field [0001] The invention belongs to the technical field of chemical coatings, and relates to a preparation method of 1,4-butanediol dimethacrylate. Background technique [0002] Acrylates are an important class of organic chemical products, which are widely used in various fields such as coatings, plastics, adhesives, medicine, and textiles. 1,4-Butanediol dimethacrylate is an important acrylic functional monomer. It has been widely used because of its high double bond content, fast curing and excellent solvent resistance and abrasion resistance of the cured film. Used in injection molded parts, rubber, optical plastics, adhesives, dental materials, wire and cable coatings, etc. At present, butanediol dimethacrylate is prepared industrially by acid-catalyzed esterification of 1,4-butanediol and methacrylic acid. Most of the acidic catalysts for catalyzing the esterification reaction are concentrated sulfuric acid. Sulfuric acid is used as a catalyst. Due to its...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C67/48C07C67/56C07C67/54C07C69/54
CPCC07C67/08C07C67/48C07C67/54C07C67/56C07C69/54
Inventor 徐海军朱晓蕾贾凯蔡正春徐徐
Owner NANJING FORESTRY UNIV
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