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Simulation of Arcylic Acid production using Aspen Hysys software. The constant value for kinetic equation are taken from the article.
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Acrylic acid – Wikipedia
Acrylic ac ; log P, 0.28 ; Vapor pressure, 3 mmHg ; Acity (pKa), 4.25 (H2O) ; Viscosity, 1.3 cP at 20 °C (68 °F).
Source: en.wikipedia.org
Date Published: 7/30/2021
View: 9707
The pH-responsive behaviour of poly(acrylic acid) in aqueous …
Fluorescence spectroscopy on a series of aqueous solutions of poly(acrylic ac) containing a luminescent label showed that polymers with molar mass, Mn < 16.5 ...
Source: pubs.rsc.org
Date Published: 4/9/2022
View: 2060
Effect of pH on Poly(acrylic acid) Solution Polymerization
Increasing neutralization of the reaction mixture with sodium hydroxe resulted in greater conversion of acrylic ac to sodium acrylate. The …
Source: www.researchgate.net
Date Published: 7/1/2021
View: 5469
Structure and swelling of poly(acrylic acid) hydrogels
The chains then become highly ionic in nature. These charges repel each other, inhibiting chain propagation, and decreasing the polymerization rate as the pH is …
Source: www.sciencedirect.com
Date Published: 2/1/2022
View: 1056
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주제에 대한 기사 평가 acrylic acid ph
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- Date Published: 2020. 6. 14.
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Acrylic acid
Chemical compound
Acrylic acid (IUPAC: propenoic acid) is an organic compound with the formula CH 2 =CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually.[6]
History [ edit ]
The word “acrylic” was coined in 1843, for a chemical derivative of acrolein, an acrid-smelling oil derived from glycerol.
Production [ edit ]
Acrylic acid is produced by oxidation of propylene, which is a byproduct of the production of ethylene and gasoline:
2 CH 2 =CHCH 3 + 3 O 2 → 2 CH 2 =CHCO 2 H + 2 H 2 O
Historical methods [ edit ]
Because acrylic acid and its esters have long been valued commercially, many other methods have been developed. Most have been abandoned for economic or environmental reasons. An early method was the hydrocarboxylation of acetylene (“Reppe chemistry”):
This method requires nickel carbonyl, high pressures of carbon monoxide, and acetylene, which is relatively expensive compared to propylene.
Acrylic acid was once manufactured by the hydrolysis of acrylonitrile, a material derived from propene by ammoxidation, but this route was abandoned because it cogenerates ammonium side products, which must be disposed of. Other now abandoned precursors to acrylic acid include ethenone and ethylene cyanohydrin.[6]
Research [ edit ]
Propane is a significantly cheaper raw material than propylene, so one alternative route being explored is the one-step selective oxidation of propane.[7]
Carboxylating ethylene to acrylic acid under supercritical carbon dioxide condition is thermodynamically possible, but efficient catalysts have not been developed.[8] 3-Hydroxypropionic acid (3HP), an acrylic-acid precursor by dehydration, can be produced from sugars, but the process is not competitive.[9][10]
Reactions and uses [ edit ]
Acrylic acid undergoes the typical reactions of a carboxylic acid. When reacted with an alcohol, it forms the corresponding ester. The esters and salts of acrylic acid are collectively known as acrylates (or propenoates). The most common alkyl esters of acrylic acid are methyl, butyl, ethyl, and 2-ethylhexyl acrylate.
Acrylic acid and its esters readily combine with themselves (to form polyacrylic acid) or other monomers (e.g. acrylamides, acrylonitrile, vinyl compounds, styrene, and butadiene) by reacting at their double bond, forming homopolymers or copolymers, which are used in the manufacture of various plastics, coatings, adhesives, elastomers, as well as floor polishes and paints.
Acrylic acid is used in many industries like the diaper industry, the water treatment industry or the textiles industry. On a worldwide scale the consumption rate of acrylic acid is projected to reach more than an estimated 8,000 kilotons, by 2020. This increase is expected to occur as a result of using this product in new applications, including personal care products, detergents and products that are used for adult incontinence.[11]
Substituents [ edit ]
As a substituent acrylic acid can be found as an acyl group or a carboxyalkyl group, depending on the removal of the group from the molecule.
More specifically, these are:
The acryloyl group, with the removal of the −OH from carbon-1. The 2-carboxyethenyl group, with the removal of a −H from carbon-3. This substituent group is found in chlorophyll.
Safety [ edit ]
Acrylic acid is severely irritating and corrosive to the skin and the respiratory tract. Eye contact can result in severe and irreversible injury. Low exposure will cause minimal or no health effects, while high exposure could result in pulmonary edema. The LD 50 is 340 mg/kg (rat, oral) with the lowest recorded LD 50 being 293 mg/kg (oral, rat) comparable to ethylene glycol which is indicative of being a potent poison.[12] Ethyl acrylate was once used as synthetic food flavoring and was withdrawn by FDA possibly due to cancerogenic effects observed in lab animals.[13]
Acrylic acid has been found to be affecting weight gain in animal studies, Acrylic acid can be converted to non toxic “lactic acid”.[14]
Acrylic acid is a constituent of tobacco smoke.[15]
See also [ edit ]
Acrylic acid
Chemical compound
Acrylic acid (IUPAC: propenoic acid) is an organic compound with the formula CH 2 =CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually.[6]
History [ edit ]
The word “acrylic” was coined in 1843, for a chemical derivative of acrolein, an acrid-smelling oil derived from glycerol.
Production [ edit ]
Acrylic acid is produced by oxidation of propylene, which is a byproduct of the production of ethylene and gasoline:
2 CH 2 =CHCH 3 + 3 O 2 → 2 CH 2 =CHCO 2 H + 2 H 2 O
Historical methods [ edit ]
Because acrylic acid and its esters have long been valued commercially, many other methods have been developed. Most have been abandoned for economic or environmental reasons. An early method was the hydrocarboxylation of acetylene (“Reppe chemistry”):
This method requires nickel carbonyl, high pressures of carbon monoxide, and acetylene, which is relatively expensive compared to propylene.
Acrylic acid was once manufactured by the hydrolysis of acrylonitrile, a material derived from propene by ammoxidation, but this route was abandoned because it cogenerates ammonium side products, which must be disposed of. Other now abandoned precursors to acrylic acid include ethenone and ethylene cyanohydrin.[6]
Research [ edit ]
Propane is a significantly cheaper raw material than propylene, so one alternative route being explored is the one-step selective oxidation of propane.[7]
Carboxylating ethylene to acrylic acid under supercritical carbon dioxide condition is thermodynamically possible, but efficient catalysts have not been developed.[8] 3-Hydroxypropionic acid (3HP), an acrylic-acid precursor by dehydration, can be produced from sugars, but the process is not competitive.[9][10]
Reactions and uses [ edit ]
Acrylic acid undergoes the typical reactions of a carboxylic acid. When reacted with an alcohol, it forms the corresponding ester. The esters and salts of acrylic acid are collectively known as acrylates (or propenoates). The most common alkyl esters of acrylic acid are methyl, butyl, ethyl, and 2-ethylhexyl acrylate.
Acrylic acid and its esters readily combine with themselves (to form polyacrylic acid) or other monomers (e.g. acrylamides, acrylonitrile, vinyl compounds, styrene, and butadiene) by reacting at their double bond, forming homopolymers or copolymers, which are used in the manufacture of various plastics, coatings, adhesives, elastomers, as well as floor polishes and paints.
Acrylic acid is used in many industries like the diaper industry, the water treatment industry or the textiles industry. On a worldwide scale the consumption rate of acrylic acid is projected to reach more than an estimated 8,000 kilotons, by 2020. This increase is expected to occur as a result of using this product in new applications, including personal care products, detergents and products that are used for adult incontinence.[11]
Substituents [ edit ]
As a substituent acrylic acid can be found as an acyl group or a carboxyalkyl group, depending on the removal of the group from the molecule.
More specifically, these are:
The acryloyl group, with the removal of the −OH from carbon-1. The 2-carboxyethenyl group, with the removal of a −H from carbon-3. This substituent group is found in chlorophyll.
Safety [ edit ]
Acrylic acid is severely irritating and corrosive to the skin and the respiratory tract. Eye contact can result in severe and irreversible injury. Low exposure will cause minimal or no health effects, while high exposure could result in pulmonary edema. The LD 50 is 340 mg/kg (rat, oral) with the lowest recorded LD 50 being 293 mg/kg (oral, rat) comparable to ethylene glycol which is indicative of being a potent poison.[12] Ethyl acrylate was once used as synthetic food flavoring and was withdrawn by FDA possibly due to cancerogenic effects observed in lab animals.[13]
Acrylic acid has been found to be affecting weight gain in animal studies, Acrylic acid can be converted to non toxic “lactic acid”.[14]
Acrylic acid is a constituent of tobacco smoke.[15]
See also [ edit ]
Poly(acrylic acid) (PAA)
Poly(acrylic acid) (PAA) has a carboxyl group on every two carbon atoms of the main chain. It has high negative charge density when all carboxyl groups dissociate. This polymer and poly(sodium acrylate) (NaPAA) are thus one of the most abundantly used water-soluble anionic polyelectrolytes, e.g., dispersing agent, superabsorbent polymer, ion-exchange resin, etc. Furthermore, due to low toxicity, they are used as a food additive. They are synthesized industrially by radical polymerization of acrylic acid or sodium acrylic acid as shown in Fig. 1. Therefore, the molar mass distribution of the resultant polymer is broad.
Fig. 1 Chemical structures of poly(acrylic acid) (PAA) and poly(sodium acrylate) (NaPAA) Full size image
The pH-responsive behaviour of poly(acrylic acid) in aqueous solution is dependent on molar mass
The pH-responsive behaviour of poly(acrylic acid) in aqueous solution is dependent on molar mass
T. Swift, L. Swanson, M. Geoghegan and S. Rimmer, Soft Matter, 2016, 12, 2542 DOI: 10.1039/C5SM02693H
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.
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