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Sodium allylsulfonate
[CAS# 2495-39-8]

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Identification
ClassificationSurfactant >> Anionic surfactant >> Sulfonate type
NameSodium allylsulfonate
Synonyms2-Propene-1-sulfonic acid sodium salt; Sodium prop-2-enesulphonate; ALS
Molecular StructureCAS # 2495-39-8, Sodium allylsulfonate
Molecular FormulaC3H5NaO3S
Molecular Weight144.12
CAS Registry Number2495-39-8
EC Number219-676-5
SMILESC=CCS(=O)(=O)[O-].[Na+]
Properties
Water solubility4 g/100 mL
Melting point0 °C
Safety Data
Hazard Symbolssymbol symbol   GHS05;GHS09 Danger  Details
Risk StatementsH318-H400-H410  Details
Safety StatementsP264+P265-P273-P280-P305+P354+P338-P317-P391-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute hazardous to the aquatic environmentAquatic Acute1H400
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Serious eye damageEye Dam.1H318
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
SDSAvailable
up Discovery and Applications
Sodium allylsulfonate is an organosulfur compound that features an allyl group attached to a sulfonate functional group. Its discovery was driven by the need for sulfonated compounds that could participate in polymerization and other chemical reactions where both the allyl and sulfonate groups could be useful. Sodium allylsulfonate is valued for its versatility in a wide range of applications, including polymer chemistry, electroplating, and organic synthesis.

The synthesis of sodium allylsulfonate was achieved through the sulfonation of allyl-containing compounds, allowing for the introduction of a sulfonate group while retaining the reactive allyl moiety. This allyl group, characterized by its double bond, is reactive in polymerization reactions such as free-radical or ionic polymerization, enabling sodium allylsulfonate to be incorporated into polymer chains. The sulfonate group adds functionality by imparting water solubility and ionic characteristics to the resulting materials.

One of the primary applications of sodium allylsulfonate is in the field of polymer chemistry, where it is used as a comonomer in the synthesis of water-soluble polymers. These polymers find use in various industrial applications, such as water treatment, adhesives, and coatings. The presence of the sulfonate group in the polymer structure enhances the hydrophilicity of the material, making it more suitable for applications where interaction with water or aqueous environments is required.

In electroplating, sodium allylsulfonate is employed as an additive to improve the quality of metal coatings. Its incorporation into electroplating baths helps to achieve smoother, more uniform deposits of metals such as nickel and copper. This is particularly important in the electronics industry, where high-quality metal coatings are required for the production of printed circuit boards and other components. The sulfonate group in sodium allylsulfonate interacts with the metal ions in solution, aiding in the regulation of the deposition process and enhancing the adhesion and uniformity of the metal layer.

Sodium allylsulfonate has also been explored in the synthesis of surfactants and as a reagent in organic transformations. Its ability to act as both a nucleophile and an electrophile, due to the dual reactivity of the allyl and sulfonate groups, makes it a versatile reagent in organic synthesis. This compound can participate in addition reactions, substitution reactions, and polymerization processes, making it valuable in the development of new materials and chemical intermediates.

References

2023. Synthesis of phosphorus-free terpolymer and its inhibitory performance on scale formation. *Journal of Polymer Research*, 30(6).
DOI: 10.1007/s10965-023-03610-z

2022. Paste Stability and Desizability of Poly(Sodium Allyl Sulfonate)-g-Starch-g-Poly(Ethyl Acrylate) Used as Warp Sizing Agent. *Fibers and Polymers*, 23(8).
DOI: 10.1007/s12221-022-4938-x

2017. Destructive effects of sodium allyl sulfonate monomer on the rheological properties of poly (acrylamide) microgels achieved via precipitation polymerization. *International Journal of Plastics Technology*, 21(2).
DOI: 10.1007/s12588-017-9197-0
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