Method for preparing 2-ethylhexyl acrylate by catalysis of acidic caprolactam ionic liquid

Abstract

The invention provides a method for preparing 2-ethylhexyl acrylate by catalysis of acidic caprolactam ionic liquid, and the method comprises the steps: taking acrylic acid and isooctyl alcohol as raw materials, a cyclohexane as a dehydrator and acidic caprolactam ionic liquid as catalyst in presence of a polymerization inhibitor for azeotropy dehydration condensation under 80-120 DEG C, processing a reaction liquid after the reaction is finished to obtain 2-ethylhexyl acrylate. The method has the characteristics of simple preparation of the catalyst, easiness in separation, simple operation, good product quality, capability of repeatedly using the catalyst and the like. According to the method, cycle use of the catalyst is improved, product recovery is improved and product purity is improved.

Description

Technical field

[0001] The invention relates to a method for catalyzing the synthesis of isooctyl acrylate by an acidic ionic liquid, in particular to a method for preparing corresponding isooctyl acrylate by catalyzing the condensation of acrylic acid and isooctyl alcohol with a caprolactam acidic ionic liquid as a catalyst. Background technique

[0002] Isooctyl acrylate is an important organic chemical raw material and can be used as a monomer for uniform polymerization or copolymerization. The homogeneous polymer PMMA is a colorless and transparent plastic, which is easy to process, shape and color. It is mainly used to produce organic glass (polymethyl methacrylate PMMA), and can also be used to make other resins, plastics, coatings, adhesives, and lubricants. Agent, wood and cork sizing agent, motor coil sizing agent, paper polishing agent, printing and dyeing auxiliaries and insulating pouring materials. Its main downstream product, plexiglass, is an important thermoplas...

Examples

Embodiment 2～4

[0019] Examples 2~4: Preparation of Caprolactam Acidic Ionic Liquid

[0020] Different acids (shown in Table 1) were used to replace the concentrated sulfuric acid described in Example 1. Other conditions and operations were the same as in Example 1.

[0021] Table 1 Preparation of Caprolactam Acidic Ionic Liquids with Different Anions

[0022] Example acid Yield (%) Example 2 Phosphoric acid (95wt%) 89.5% Example 3 Methanesulfonic acid (99wt%) 96.5% Example 4 P-toluenesulfonic acid (99wt%) 88.2%

Embodiment ５

[0024] In a three-necked flask equipped with an electromagnetic stirrer, thermometer, water trap and condenser, 3.6 g (0.05 mol) of acrylic acid, 0.36 g of the catalyst prepared in Example 1 (10% of the mass of acrylic acid), 20 mL of cyclohexane Alkane, 0.2g benzothiophene and 7.8g (0.06mol) isooctyl alcohol. The reaction temperature is 110°C, and the reaction time is 3 hours. After the reaction, the reaction solution was cooled to room temperature, cyclohexane was separated and the catalyst was recovered. Cyclohexane is recovered to obtain isooctyl acrylate. The product content is 95.1%, and the yield is 97.5%.

Embodiment ６

[0026] In a three-necked flask equipped with an electromagnetic stirrer, a thermometer, a water trap and a condenser, 3.6 g (0.05 mol) of acrylic acid, 0.175 g of the catalyst prepared in Example 3 (5% of the mass of acrylic acid), 20 mL of cyclohexane Alkane, 0.2g benzothiophene and 7.8g (0.06mol) isooctyl alcohol. The reaction temperature is 100°C, and the reaction time is 2 hours. After the reaction, the reaction solution was cooled to room temperature, cyclohexane was separated and the catalyst was recovered. Cyclohexane is recovered to obtain isooctyl acrylate. The product content is 96.1%, and the yield is 98.5%.

Technical field

[0001] The invention relates to a method for catalyzing the synthesis of isooctyl acrylate by an acidic ionic liquid, in particular to a method for preparing corresponding isooctyl acrylate by catalyzing the condensation of acrylic acid and isooctyl alcohol with a caprolactam acidic ionic liquid as a catalyst. Background technique

[0002] Isooctyl acrylate is an important organic chemical raw material and can be used as a monomer for uniform polymerization or copolymerization. The homogeneous polymer PMMA is a colorless and transparent plastic, which is easy to process, shape and color. It is mainly used to produce organic glass (polymethyl methacrylate PMMA), and can also be used to make other resins, plastics, coatings, adhesives, and lubricants. Agent, wood and cork sizing agent, motor coil sizing agent, paper polishing agent, printing and dyeing auxiliaries and insulating pouring materials. Its main downstream product, plexiglass, is an important thermoplas...

Examples

Embodiment 2～4

[0019] Examples 2~4: Preparation of Caprolactam Acidic Ionic Liquid

[0020] Different acids (shown in Table 1) were used to replace the concentrated sulfuric acid described in Example 1. Other conditions and operations were the same as in Example 1.

[0021] Table 1 Preparation of Caprolactam Acidic Ionic Liquids with Different Anions

[0022] Example acid Yield (%) Example 2 Phosphoric acid (95wt%) 89.5% Example 3 Methanesulfonic acid (99wt%) 96.5% Example 4 P-toluenesulfonic acid (99wt%) 88.2%

Embodiment ５

[0024] In a three-necked flask equipped with an electromagnetic stirrer, thermometer, water trap and condenser, 3.6 g (0.05 mol) of acrylic acid, 0.36 g of the catalyst prepared in Example 1 (10% of the mass of acrylic acid), 20 mL of cyclohexane Alkane, 0.2g benzothiophene and 7.8g (0.06mol) isooctyl alcohol. The reaction temperature is 110°C, and the reaction time is 3 hours. After the reaction, the reaction solution was cooled to room temperature, cyclohexane was separated and the catalyst was recovered. Cyclohexane is recovered to obtain isooctyl acrylate. The product content is 95.1%, and the yield is 97.5%.

Embodiment ６

[0026] In a three-necked flask equipped with an electromagnetic stirrer, a thermometer, a water trap and a condenser, 3.6 g (0.05 mol) of acrylic acid, 0.175 g of the catalyst prepared in Example 3 (5% of the mass of acrylic acid), 20 mL of cyclohexane Alkane, 0.2g benzothiophene and 7.8g (0.06mol) isooctyl alcohol. The reaction temperature is 100°C, and the reaction time is 2 hours. After the reaction, the reaction solution was cooled to room temperature, cyclohexane was separated and the catalyst was recovered. Cyclohexane is recovered to obtain isooctyl acrylate. The product content is 96.1%, and the yield is 98.5%.