Butyl acrylate cas 141-32-2
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CAS number ： 141-32-2
molecular formula : C7H12O2
EINECS ： 205-480-7
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Product name: Butyl acrylate
CAS number: 141-32-2
Molecular formula: C7H12O2
EINECS number: 205-480-7
Overview
Butyl acrylate is mainly used to make polymer monomers for fibers, rubbers, and plastics. It is used in the organic industry to make adhesives, emulsifiers, and as an organic synthesis intermediate. It is used in the papermaking industry to make paper reinforcing agents. It is used in the coating industry to make acrylic coatings. Butyl acrylate (butyl acrylate) is the most important variety of acrylic esters. Among the existing continuous production processes, direct esterification of butyl acrylate is the main production method in the world at this stage. Its main process flow is: the raw materials acrylic acid and n-butanol are esterified in two series reactors, organic acids are used as catalysts, and the method of dehydration while reacting is adopted to make the reversible esterification equilibrium reaction proceed as far as possible in the direction of butyl ester formation.
Chemical properties
Colorless liquid. Soluble in organic solvents such as ethanol, ether, and acetone. Almost insoluble in water, with a solubility of 0.14g/100ml in water at 20°C.
Applications
Butyl acrylate is a more active variety in the general-purpose acrylates. It is a highly reactive soft monomer that can crosslink, copolymerize and connect with a variety of hard monomers (hydroxyalkyl, glycidyl, methyl amide) to form a variety of polymers such as emulsions and water-soluble copolymers. It can also prepare plastic and crosslinked polymers to obtain a variety of products with different characteristics such as viscosity, hardness, durability, and glass transition temperature. Butyl acrylate is an important intermediate with high application consumption. It is widely used in coatings, textile adhesives, plastic synthetic fibers, detergents, highly absorbent materials, chemical additives (dispersion, flocculation, thickening, etc.), synthetic rubber and other industries. In particular, it has attracted much attention abroad as a modifier for MMA and MBS resins.
| Melting point | -69 °C |
| Boiling Point | 61-63 °C60 mm Hg(lit.) |
| Density | 0.894 g/mL at 25 °C(lit.) |
| Vapor density | >1 (vs air) |
| Vapor pressure | 3.3 mm Hg ( 20 °C) |
| Refractive Index | n20/D 1.410(lit.) |
| Flash point | 63 °F |
| Storage conditions | Store below +30°C. |
| Solubility | 1.7g/l |
| Form | liquid |
| Color | Transparent and colorless |
Uses
Mainly used in making synthetic resins, synthetic fibers, synthetic rubber, plastics, coatings, adhesives, etc.
Uses
Acrylic acid and its esters are widely used in industry. During use, acrylic acid esters are often polymerized into polymers or copolymers. Butyl acrylate (as well as methyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate) is a soft monomer, which can be copolymerized, cross-linked, grafted, etc. with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc., and functional monomers such as (meth) hydroxyethyl acrylate, hydroxypropyl acrylate, glycidyl ester, (meth) acrylamide and its derivatives to make more than 200-700 kinds of acrylic resin products (mainly emulsion type, solvent type and water-soluble type), which are widely used in coatings, adhesives, acrylic fiber modification, plastic modification, fiber and fabric processing, paper treatment agents, leather processing and acrylic rubber and many other aspects.
Uses
Used as monomers for polymers and resins and as intermediates for organic synthesis
Uses
In industry, it is prepared by direct esterification of acrylic acid and butanol under the catalysis of sulfuric acid. It is a monomer for synthesizing acrylic resins, mainly used in the preparation of coatings, adhesives, resins and acrylic rubbers. Butyl acrylate is a soft monomer and can be copolymerized with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc. and functional monomers such as hydroxyethyl (propylene) acrylate, hydroxyethyl (propylene) methacrylate, glycidyl ester, acrylamide, etc. to make acrylic resins with different properties.
Uses
1. Polymerizable monomer, used for soft polymers, plays an internal plasticizing role in copolymers. It is used to prepare various resins for industrial use such as coatings, textiles, papermaking, leather, and building adhesives.
2. Organic synthesis.
Uses
Acrylic acid and its esters are widely used in industry. During use, acrylic acid esters are often polymerized into polymers or copolymers. Butyl acrylate (as well as methyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate) is a soft monomer, which can be copolymerized, cross-linked, grafted, etc. with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc., and functional monomers such as (meth) hydroxyethyl acrylate, hydroxypropyl acrylate, glycidyl ester, (meth) acrylamide and its derivatives to make more than 200-700 kinds of acrylic resin products (mainly emulsion type, solvent type and water-soluble type), which are widely used in coatings, adhesives, acrylic fiber modification, plastic modification, fiber and fabric processing, paper treatment agents, leather processing and acrylic rubber and many other aspects.
Production methods
The production methods of acrylic esters include acrylonitrile hydrolysis method, β-propiolactone method, Repe method and improved Repe method, cyanoethanol method and propylene direct oxidation method.
1. Cyanoethanol method uses chloroethanol and sodium cyanide as raw materials to react to produce cyanoethanol, which is hydrolyzed in the presence of sulfuric acid to produce acrylic acid.
2. Acrylonitrile hydrolysis method Since acrylonitrile is rich in sources, a method of producing acrylic esters using acrylonitrile as raw material has been developed. The industrialized methods now include Societe Ugine method and Standard Oil Co (O-hio) method. Acrylonitrile and sulfuric acid are heated to 90°C to hydrolyze acrylonitrile into sulfate of acrylamide, which is further esterified to form acrylic ester. In recent years, patents have been reported that acrylonitrile is used as raw material and the one-step production method is used, and the yield of ester can reach 95%.
3. β-propiolactone method uses acetic acid (or acetone) as raw material and triethyl phosphate as catalyst, which is cracked at 625-730°C to produce vinyl ketone. Then, it reacts with anhydrous methyl ester in the presence of AICI3 or BF3 catalyst at 25°C in the gas phase to generate β-propiolactone: if the target product is acrylic acid, the propiolactone is contacted with hot 100% phosphoric acid to isomerize into acrylic acid; if the target product is acrylic acid ester, the crude propiolactone can be directly reacted with the corresponding alcohol and sulfuric acid without purification.
4. Reppe method and improved Reppe method During World War II, Reppe discovered two methods in his research work to react acetylene, carbon monoxide with water or alcohol to synthesize acrylic acid or acrylic acid ester. That is, "stoichiometric method" and "catalytic method", which later developed into the improved Reppe method used by Rohm & Haas in production and the high-pressure Reppe method used by Dow-Badiche.
(1) Stoichiometric method This method is to react acetylene, nickel carbonyl (providing carbon monoxide) with water or alcohol under relatively mild conditions (40°C, 0.101MPa) to produce acrylic acid or acrylic ester:
(2) Catalytic method Acetylene, carbon monoxide, and alcohol react in the presence of nickel carbonyl catalyst at 150°C and 1.50-3MPa to produce acrylic ester:
(3) Improved Repe method This method is a combination of the above two methods. After the stoichiometric reaction starts, carbon monoxide and acetylene are introduced, and the reaction can proceed continuously. 80% of the carbon monoxide required for the reaction can be obtained as gaseous carbon monoxide, while nickel carbonyl only needs to provide 20%.
(4) High-pressure Repe method This method is characterized by using tetrahydrofuran as solvent. The acetylene required for the reaction is first dissolved in tetrahydrofuran, which can reduce the risk of high-pressure treatment of acetylene. At the same time, nickel carbonyl is not used, and only nickel salt is used as catalyst. The reaction is carried out at 200-225°C and 8.11-10.13MPa. (5) Direct oxidation of propylene Propylene gas-phase air catalytic oxidation is the latest method for producing acrylic acid and its esters. Raw material consumption quota: acrylic acid 770kg/t, n-butanol 610kg/t.
Butyl acrylate cas 141-32-2
Product name: Butyl acrylate
CAS number: 141-32-2
Molecular formula: C7H12O2
EINECS number: 205-480-7
Overview
Butyl acrylate is mainly used to make polymer monomers for fibers, rubbers, and plastics. It is used in the organic industry to make adhesives, emulsifiers, and as an organic synthesis intermediate. It is used in the papermaking industry to make paper reinforcing agents. It is used in the coating industry to make acrylic coatings. Butyl acrylate (butyl acrylate) is the most important variety of acrylic esters. Among the existing continuous production processes, direct esterification of butyl acrylate is the main production method in the world at this stage. Its main process flow is: the raw materials acrylic acid and n-butanol are esterified in two series reactors, organic acids are used as catalysts, and the method of dehydration while reacting is adopted to make the reversible esterification equilibrium reaction proceed as far as possible in the direction of butyl ester formation.
Chemical properties
Colorless liquid. Soluble in organic solvents such as ethanol, ether, and acetone. Almost insoluble in water, with a solubility of 0.14g/100ml in water at 20°C.
Applications
Butyl acrylate is a more active variety in the general-purpose acrylates. It is a highly reactive soft monomer that can crosslink, copolymerize and connect with a variety of hard monomers (hydroxyalkyl, glycidyl, methyl amide) to form a variety of polymers such as emulsions and water-soluble copolymers. It can also prepare plastic and crosslinked polymers to obtain a variety of products with different characteristics such as viscosity, hardness, durability, and glass transition temperature. Butyl acrylate is an important intermediate with high application consumption. It is widely used in coatings, textile adhesives, plastic synthetic fibers, detergents, highly absorbent materials, chemical additives (dispersion, flocculation, thickening, etc.), synthetic rubber and other industries. In particular, it has attracted much attention abroad as a modifier for MMA and MBS resins.
| Melting point | -69 °C |
| Boiling Point | 61-63 °C60 mm Hg(lit.) |
| Density | 0.894 g/mL at 25 °C(lit.) |
| Vapor density | >1 (vs air) |
| Vapor pressure | 3.3 mm Hg ( 20 °C) |
| Refractive Index | n20/D 1.410(lit.) |
| Flash point | 63 °F |
| Storage conditions | Store below +30°C. |
| Solubility | 1.7g/l |
| Form | liquid |
| Color | Transparent and colorless |
Uses
Mainly used in making synthetic resins, synthetic fibers, synthetic rubber, plastics, coatings, adhesives, etc.
Uses
Acrylic acid and its esters are widely used in industry. During use, acrylic acid esters are often polymerized into polymers or copolymers. Butyl acrylate (as well as methyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate) is a soft monomer, which can be copolymerized, cross-linked, grafted, etc. with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc., and functional monomers such as (meth) hydroxyethyl acrylate, hydroxypropyl acrylate, glycidyl ester, (meth) acrylamide and its derivatives to make more than 200-700 kinds of acrylic resin products (mainly emulsion type, solvent type and water-soluble type), which are widely used in coatings, adhesives, acrylic fiber modification, plastic modification, fiber and fabric processing, paper treatment agents, leather processing and acrylic rubber and many other aspects.
Uses
Used as monomers for polymers and resins and as intermediates for organic synthesis
Uses
In industry, it is prepared by direct esterification of acrylic acid and butanol under the catalysis of sulfuric acid. It is a monomer for synthesizing acrylic resins, mainly used in the preparation of coatings, adhesives, resins and acrylic rubbers. Butyl acrylate is a soft monomer and can be copolymerized with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc. and functional monomers such as hydroxyethyl (propylene) acrylate, hydroxyethyl (propylene) methacrylate, glycidyl ester, acrylamide, etc. to make acrylic resins with different properties.
Uses
1. Polymerizable monomer, used for soft polymers, plays an internal plasticizing role in copolymers. It is used to prepare various resins for industrial use such as coatings, textiles, papermaking, leather, and building adhesives.
2. Organic synthesis.
Uses
Acrylic acid and its esters are widely used in industry. During use, acrylic acid esters are often polymerized into polymers or copolymers. Butyl acrylate (as well as methyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate) is a soft monomer, which can be copolymerized, cross-linked, grafted, etc. with various hard monomers such as methyl methacrylate, styrene, acrylonitrile, vinyl acetate, etc., and functional monomers such as (meth) hydroxyethyl acrylate, hydroxypropyl acrylate, glycidyl ester, (meth) acrylamide and its derivatives to make more than 200-700 kinds of acrylic resin products (mainly emulsion type, solvent type and water-soluble type), which are widely used in coatings, adhesives, acrylic fiber modification, plastic modification, fiber and fabric processing, paper treatment agents, leather processing and acrylic rubber and many other aspects.
Production methods
The production methods of acrylic esters include acrylonitrile hydrolysis method, β-propiolactone method, Repe method and improved Repe method, cyanoethanol method and propylene direct oxidation method.
1. Cyanoethanol method uses chloroethanol and sodium cyanide as raw materials to react to produce cyanoethanol, which is hydrolyzed in the presence of sulfuric acid to produce acrylic acid.
2. Acrylonitrile hydrolysis method Since acrylonitrile is rich in sources, a method of producing acrylic esters using acrylonitrile as raw material has been developed. The industrialized methods now include Societe Ugine method and Standard Oil Co (O-hio) method. Acrylonitrile and sulfuric acid are heated to 90°C to hydrolyze acrylonitrile into sulfate of acrylamide, which is further esterified to form acrylic ester. In recent years, patents have been reported that acrylonitrile is used as raw material and the one-step production method is used, and the yield of ester can reach 95%.
3. β-propiolactone method uses acetic acid (or acetone) as raw material and triethyl phosphate as catalyst, which is cracked at 625-730°C to produce vinyl ketone. Then, it reacts with anhydrous methyl ester in the presence of AICI3 or BF3 catalyst at 25°C in the gas phase to generate β-propiolactone: if the target product is acrylic acid, the propiolactone is contacted with hot 100% phosphoric acid to isomerize into acrylic acid; if the target product is acrylic acid ester, the crude propiolactone can be directly reacted with the corresponding alcohol and sulfuric acid without purification.
4. Reppe method and improved Reppe method During World War II, Reppe discovered two methods in his research work to react acetylene, carbon monoxide with water or alcohol to synthesize acrylic acid or acrylic acid ester. That is, "stoichiometric method" and "catalytic method", which later developed into the improved Reppe method used by Rohm & Haas in production and the high-pressure Reppe method used by Dow-Badiche.
(1) Stoichiometric method This method is to react acetylene, nickel carbonyl (providing carbon monoxide) with water or alcohol under relatively mild conditions (40°C, 0.101MPa) to produce acrylic acid or acrylic ester:
(2) Catalytic method Acetylene, carbon monoxide, and alcohol react in the presence of nickel carbonyl catalyst at 150°C and 1.50-3MPa to produce acrylic ester:
(3) Improved Repe method This method is a combination of the above two methods. After the stoichiometric reaction starts, carbon monoxide and acetylene are introduced, and the reaction can proceed continuously. 80% of the carbon monoxide required for the reaction can be obtained as gaseous carbon monoxide, while nickel carbonyl only needs to provide 20%.
(4) High-pressure Repe method This method is characterized by using tetrahydrofuran as solvent. The acetylene required for the reaction is first dissolved in tetrahydrofuran, which can reduce the risk of high-pressure treatment of acetylene. At the same time, nickel carbonyl is not used, and only nickel salt is used as catalyst. The reaction is carried out at 200-225°C and 8.11-10.13MPa. (5) Direct oxidation of propylene Propylene gas-phase air catalytic oxidation is the latest method for producing acrylic acid and its esters. Raw material consumption quota: acrylic acid 770kg/t, n-butanol 610kg/t.
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