O-phenyl phenoxyethyl acrylate preparation method

A technology of o-phenylphenoxyethyl acrylate and phenylphenoxyethyl acrylate, which is applied in the field of acrylate preparation, can solve the problems of limited effect and increased production cost, and achieve cost saving, low chroma, The effect of low reaction temperature

Inactive Publication Date: 2014-04-09
SHANGHAI WEIKAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In order to obtain a light-colored product, there is also a method of decolorizing the final product with decolorizers such as activated carbon, activated alumina, and activated clay, but the effect of this method is also very limited, and it is almost impossible to obtain a nearly colorless product.
In addition, because the product needs further post-treatment processes such as decolorization and filtration, the production cost is increased.

Method used

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  • O-phenyl phenoxyethyl acrylate preparation method
  • O-phenyl phenoxyethyl acrylate preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Add 128.60 grams of 2-(2-biphenyl)ethanol, 56.23 grams of acrylic acid, 193 grams of cyclohexane, and 2.89 grams of methanesulfonic acid in a 500 ml four-necked flask equipped with a mechanical stirrer, a condenser and a water separator. 0.48 grams of p-hydroxyanisole, 0.37 grams of 50 wt % hypophosphorous acid aqueous solution, nitrogen protection has been passed through during the reaction, and the reaction was refluxed at 80-85 ° C for 6 hours. Generate about 10.8 milliliters of water, continue to reflux for 2 hours, and the water volume remains unchanged.

[0033] After the reaction, the reaction mixture was washed twice with 5% aqueous sodium hydroxide solution, then washed three times with distilled water, and finally dried with anhydrous magnesium sulfate, and then 0.2 p-hydroxyanisole, a polymerization inhibitor, was added to the dried solution. gram, at 50 DEG C, vacuum degree is under 0.1MPa condition, removes solvent cyclohexane with rotary evaporator, obtain...

Embodiment 2

[0035] Add 128.60 grams of 2-(2-biphenyl)ethanol, 56.23 grams of acrylic acid, 193 grams of cyclohexane, and 2.89 grams of methanesulfonic acid in a 500 ml four-necked flask equipped with a mechanical stirrer, a condenser and a water separator. 0.48 grams of p-hydroxyanisole, 3.7 grams of 50 wt% hypophosphorous acid aqueous solution, nitrogen protection has been passed through during the reaction, and the reaction was refluxed at 80-85 ° C for 6 hours. Generate about 10.8 milliliters of water, continue to reflux for 2 hours, and the water volume remains unchanged.

[0036] After the reaction finished, the reaction mixture was washed 2 times with 5% aqueous sodium hydroxide solution, then washed 3 times with distilled water, and finally dried with anhydrous magnesium sulfate, and then 0.2 grams of polymerization inhibitor p-hydroxyanisole was added in the solution after drying , at 50 DEG C, vacuum is 0.1MPa condition, remove solvent cyclohexane with rotary evaporator, obtain c...

Embodiment 3

[0038] Add 128.60 grams of 2-(2-biphenyl)ethanol, 56.23 grams of acrylic acid, 193 grams of cyclohexane, and 2.89 grams of methanesulfonic acid in a 500 ml four-necked flask equipped with a mechanical stirrer, a condenser and a water separator. 0.48 grams of p-hydroxyanisole, 7.4 grams of 50 wt% hypophosphorous acid aqueous solution, nitrogen protection has been passed through during the reaction, and the reaction was refluxed at 80-85 ° C for 6 hours. Generate about 10.8 milliliters of water, continue to reflux for 2 hours, and the water volume remains unchanged.

[0039]After the reaction finished, the reaction mixture was washed 2 times with 5% aqueous sodium hydroxide solution, then washed 3 times with distilled water, and finally dried with anhydrous magnesium sulfate, and then 0.2 grams of polymerization inhibitor p-hydroxyanisole was added in the solution after drying , at 50 DEG C, vacuum is 0.1MPa condition, remove solvent cyclohexane with rotary evaporator, obtain co...

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Abstract

The present invention discloses a preparation method for o-phenyl phenoxyethyl acrylate. The method comprises that: 2-(2-biphenylyloxy)ethanol and acrylic acid are subjected to an esterification reaction under the protection of nitrogen by adopting cyclohexane as a solvent and adopting an organic acid as a catalyst in the presence of a polymerization inhibitor and a reduction agent; and after completing the esterification reaction, alkali washing, water washing drying and reduced pressure solvent removing are adopted to obtain the o-phenyl phenoxyethyl acrylate, wherein the amount of the reduction agent is 0.1-2 wt% of the total weight of 2-(2-biphenylyloxy)ethanol and acrylic acid. The method has characteristics of low reaction temperature and simple process, and can be provided for preparing the low chromaticity, even colorless and transparent aromatic ring-containing acrylate.

Description

technical field [0001] The invention relates to a preparation method of acrylate, in particular to a preparation method of o-phenylphenoxyethyl acrylate. Background technique [0002] Acrylate polymers or copolymers containing aromatic rings in the molecular structure are widely used in optical materials such as optical resins, optical coatings, optical adhesives, optical lenses and glasses manufacturing due to their excellent transparency and high refractive index . [0003] Because these fields all require colorless and transparent products, it is necessary to use monomers with low chroma or even colorless products. A common low-grade acrylate is obtained by vacuum distillation to obtain colorless and transparent products. However, because of the high boiling point of acrylates containing aromatic rings, even if a polymerization inhibitor is added, polymerization is very easy to occur during the vacuum distillation process. The pressure distillation method is not suitabl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/08
CPCC07C67/08C07C69/54
Inventor 虞明东王艳梅
Owner SHANGHAI WEIKAI CHEM
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