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Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester

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

Active Publication Date: 2014-01-29
SHANGHAI WEIKAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester
  • Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester
  • Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 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, 1.84 grams of activated carbon with pH 2-4, nitrogen protection was 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.

[0034] After the reaction was finished, the active carbon was removed by filtration, and the resulting filtrate 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 the polymerization inhibitor p-hydroxybenzene was added to the dried solution. 0.2 gram of methyl ether, at 50 DEG C, under the vacuum degree of 0.1MPa, remove...

Embodiment 2

[0036] 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 g of p-hydroxyanisole, 1.84 g of 200-mesh active silica gel, nitrogen protection was 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.

[0037] After the reaction, remove the silica gel by filtration, wash the resulting filtrate twice with 5% aqueous sodium hydroxide solution, then wash three times with distilled water, and finally dry with anhydrous magnesium sulfate, then add the polymerization inhibitor p-hydroxybenzene to the dried solution. 0.2 gram of methyl ether, at 50 DEG C, under the vacuum degree of 0.1MPa condition, remove solvent cyclohexane with rotary evaporator, ...

Embodiment 3

[0039] 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 hydroquinone, 3.68 grams of activated carbon with a pH of 2-4, nitrogen protection was 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.

[0040] After the reaction was finished, the active carbon was removed by filtration, and the resulting filtrate 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 the polymerization inhibitor p-hydroxybenzene was added to the dried solution. 0.2 gram of methyl ether, at 50 DEG C, under the vacuum degree of 0.1MPa condit...

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Abstract

The invention discloses a preparation method of low chroma o-phenyl phenoxyethyl acrylic ester. The method taking cyclohexane as a solvent and organic acid as a catalyst comprises the following steps: carrying out esterification reaction on 2-(2-biphenyl) ethanol and acrylic acid under the protection of nitrogen in the presence of a polymerization inhibitor and a decolorising agent; and after esterification reaction, alkali-washing, water-washing, drying and decompressing to remove cyclohexane to obtain the low chroma o-phenyl phenoxyethyl acrylic ester. The use level of the decolorising agent is 1-3wt% of the total weight of 2-(2-biphenyl) ethanol and acrylic acid. The method disclosed by the invention is low in reaction temperature and simple in process, and can be used for preparing low chroma or even colorless and transparent aromatic-ring-containing acrylic ester.

Description

technical field [0001] The invention relates to a preparation method of acrylate, in particular to a preparation method of low chroma 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. Generally, low-grade acrylates are 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 easily occurs during the vacuum distillation process. The distillation method is not suitable ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/08
CPCC07C67/08C07C67/56C07C69/54
Inventor 虞明东王艳梅
Owner SHANGHAI WEIKAI CHEM
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