CN112521277A - Method for preparing neopentyl glycol acrylate - Google Patents
Method for preparing neopentyl glycol acrylate Download PDFInfo
- Publication number
- CN112521277A CN112521277A CN202011542152.6A CN202011542152A CN112521277A CN 112521277 A CN112521277 A CN 112521277A CN 202011542152 A CN202011542152 A CN 202011542152A CN 112521277 A CN112521277 A CN 112521277A
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- CN
- China
- Prior art keywords
- neopentyl glycol
- glycol acrylate
- preparing
- reactants
- acrylic acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/62—Use of additives, e.g. for stabilisation
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention relates to a novel method for preparing neopentyl glycol acrylate, which is a synthetic method for carrying out esterification reaction on acrylic acid and neopentyl glycol; the preparation method is a novel method for preparing the neopentyl glycol acrylate by using the composite polymerization inhibitor through the reaction of acrylic acid and neopentyl glycol by using sulfuric acid as a catalyst and n-heptane as a water-carrying agent, and is a novel preparation method suitable for industrial production.
Description
Technical Field
The invention relates to a novel method for preparing neopentyl glycol acrylate, and aims to provide a preparation method of neopentyl glycol acrylate, which has stable reaction conditions, high speed and high yield, and is better suitable for industrial production.
Background
The acrylate is an important organic chemical product and has wide application in various fields such as coating, plastics, adhesives, medicine, textile and the like. The neopentyl glycol acrylate is also an important acrylic acid functional monomer, can be used as an auxiliary crosslinking agent for peroxide crosslinking due to high double bond content, and is suitable for a vulcanization system of synthetic rubber with difficult sulfur vulcanization; has the characteristics of shortening the crosslinking time, improving vulcanized rubber and the like, can be used as a modifier, and is suitable for wire and cable coatings, photosensitive resin, adhesives, coatings, foamed plastics and the like.
Disclosure of Invention
Adding acrylic acid, neopentyl glycol, n-heptane and a polymerization inhibitor into a reaction kettle provided with a water separator, mixing, heating and stirring, reacting at 50-70 ℃, adding sulfuric acid, and reacting at 90-150 ℃ for 3.0-8.0 hours to prepare neopentyl glycol acrylate; the optimal molar ratio of the acrylic acid to the neopentyl glycol is 2.0-3.0: 1.0; the optimal selection is that the dosage of the catalyst is 2.0-5.0% of the total mass of the reactants; the optimal selection is that the dosage of the polymerization inhibitor is 0.1-0.5% of the total mass of the reactants, and the optimal selection is that the dosage of the water-carrying agent accounts for 20-60% of the total mass of the reactants.
The invention has the beneficial effects that:
the invention solves the problem that the neopentyl glycol acrylate is difficult to industrially produce. The neopentyl glycol acrylate prepared by the method has stable reaction conditions, high speed and high yield; ensures that the production process is easy to control and is easy to realize industrial production.
The purity and the activity performance of the neopentyl glycol acrylate are detected as follows:
the purity and activity performance are detected according to ZC/SC07.A-2019 enterprise Standard of chemical research institute, Inc. of Shangxi.
Detailed Description
Example 1: this example provides a method for the preparation of neopentyl glycol acrylate. Respectively weighing 6500ml of acrylic acid, 3120g of neopentyl glycol (the molar ratio of the acrylic acid to the neopentyl glycol is 2.0-3.0: 1.0), 200ml of sulfuric acid (2.0-5.0% of the total weight of the reactants) as a catalyst, 30g of a composite polymerization inhibitor (0.1-0.5% of the total weight of the reactants) and 4000ml of n-heptane (20-60% of the total weight of the reactants) into a 20L reaction kettle, installing a thermometer and a water separator, starting magnetic stirring and heating, adding the sulfuric acid when the temperature of the reaction kettle is 50-70 ℃, continuously heating, controlling the reaction temperature to be 90-150 ℃, and reacting for 3.0 hours to obtain a neopentyl glycol acrylate crude product. Filtering, drying and rectifying to obtain a product neopentyl glycol acrylate refined product. The yield is 92-95%.
Example 2: this example provides a method for the preparation of neopentyl glycol acrylate. Respectively weighing 8000ml of acrylic acid, 31200g of neopentyl glycol (the molar ratio of the acrylic acid to the neopentyl glycol is 2.0-3.0: 1.0), 250ml of sulfuric acid (2.0-5.0% of the total weight of reactants) as a catalyst, 40g of composite polymerization inhibitor (0.1-0.5% of the total weight of the reactants) and 6000ml of n-heptane (20-60% of the total weight of the reactants) into a 20L reaction kettle, installing a thermometer and a water separator, starting magnetic stirring and heating, adding the sulfuric acid when the temperature of the reaction kettle is 50-70 ℃, continuously heating, controlling the reaction temperature to be 90-150 ℃, and reacting for 5.0 hours to obtain a neopentyl glycol acrylate crude product. Filtering, drying and rectifying to obtain a product neopentyl glycol acrylate refined product.
Example 3: this example provides a method for the preparation of neopentyl glycol acrylate. Respectively weighing 5000ml of acrylic acid, 3120g of neopentyl glycol (the molar ratio of the acrylic acid to the neopentyl glycol is 2.0-3.0: 1.0), 100ml of sulfuric acid (2.0-5.0% of the total weight of reactants) serving as a catalyst, 20g of a composite polymerization inhibitor (0.1-0.5% of the total weight of the reactants) and 2500ml of n-heptane (20-60% of the total weight of the reactants) into a 20L reaction kettle, installing a thermometer and a water separator, starting magnetic stirring and heating, adding the sulfuric acid when the temperature of the reaction kettle is 50-70 ℃, continuously heating, controlling the reaction temperature to be 90-150 ℃, and reacting for 8.0 hours to obtain a neopentyl glycol acrylate crude product. Filtering, drying and rectifying to obtain a product neopentyl glycol acrylate refined product.
Comparative example 1: using sulfamic acid as a comparative catalyst, the product neopentyl glycol acrylate was obtained in 84% yield.
Comparative example 1: the product neopentyl glycol acrylate was obtained in 78% yield using sodium hydrogen sulfate as the comparative catalyst.
Claims (6)
1. A novel method for preparing neopentyl glycol acrylate comprises the following steps: adding acrylic acid, neopentyl glycol, n-heptane and a composite polymerization inhibitor into a reaction kettle provided with a water separator, mixing, heating and stirring, adding sulfuric acid when the temperature in the kettle is 50-70 ℃, continuously heating to 90-150 ℃, and carrying out esterification reaction for 3.0-8.0 hours to obtain a neopentyl glycol acrylate crude product. And filtering, drying and rectifying to obtain a neopentyl glycol acrylate refined product with the purity of 92-95%.
2. The novel method for preparing neopentyl glycol acrylate as claimed in claim 1, wherein the molar ratio of acrylic acid to neopentyl glycol is 2.0-3.0: 1.0.
3. The novel process for the preparation of neopentyl glycol acrylate as claimed in claim 1, characterised in that the catalyst is sulphuric acid; the dosage of the catalyst is 2.0-5.0% of the total mass of the reactants.
4. The novel method for preparing neopentyl glycol acrylate as claimed in claim 1, wherein the polymerization inhibitor is a composite polymerization inhibitor, and the amount is 0.1-0.5% of the total mass of the reactants.
5. The novel process for the preparation of neopentyl glycol acrylate as claimed in claim 1, characterised in that the water-carrying agent is n-heptane; the dosage of the water-carrying agent is 20-60% of the total mass of the reactants.
6. The novel process for preparing neopentyl glycol acrylate as claimed in claim 1, wherein the esterification reaction time is 3.0 to 8.0 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011542152.6A CN112521277A (en) | 2020-12-24 | 2020-12-24 | Method for preparing neopentyl glycol acrylate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011542152.6A CN112521277A (en) | 2020-12-24 | 2020-12-24 | Method for preparing neopentyl glycol acrylate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN112521277A true CN112521277A (en) | 2021-03-19 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011542152.6A Pending CN112521277A (en) | 2020-12-24 | 2020-12-24 | Method for preparing neopentyl glycol acrylate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112521277A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007302595A (en) * | 2006-05-10 | 2007-11-22 | Toagosei Co Ltd | Method for producing (meth)acrylic ester |
| CN104761173A (en) * | 2014-12-23 | 2015-07-08 | 水利部交通运输部国家能源局南京水利科学研究院 | Polycarboxylate water reducer with good reducing effect and preparation method thereof |
-
2020
- 2020-12-24 CN CN202011542152.6A patent/CN112521277A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007302595A (en) * | 2006-05-10 | 2007-11-22 | Toagosei Co Ltd | Method for producing (meth)acrylic ester |
| CN104761173A (en) * | 2014-12-23 | 2015-07-08 | 水利部交通运输部国家能源局南京水利科学研究院 | Polycarboxylate water reducer with good reducing effect and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 郭振美等: "《二丙烯酸新戊二醇酯合成工艺研究》", 《化学与粘合》 * |
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| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20210319 |
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| WD01 | Invention patent application deemed withdrawn after publication |