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methacrylic acid

Product name methacrylic acid
Synonyms 2-methyl-2-propenoic acid
GOST no data
CAS 79-41-4

Methacrylic acid (MAA) is a colorless liquid with an unpleasant pungent odor. It is soluble both in water and most organic solvents. It exists in water, alcohol, ether and ketone solutions in monomeric form. Being dissolved in hydrocarbons it exists as dimer. Methacrylic acid can be easily etherified with alcohols. Its salts and esters are called methacrylates. Methacrylic acid polymerizes upon action of mineral acids or in the presence of free radical initiators. Also it spontaneously polymerizes upon storage. To prevent spontaneous polymerization methacrylic acid is inhibited woth hydroquinone monomethyl ether.

Production.

Methacrylic acid is produced:

  • Most common process for methacrylic acid preparation in an acetone cyanohydrin (ACH) route, with acetone and hydrogen cyanide as raw materials, and ammonium bisulphate as by-product:

    (CH3)2C=O + HCN --> (CH3)2C(OH)CN
    (CH3)2C(OH)CN + H2O + H2SO4 --> CH2=C(CH3)COOH + NH4HSO4


  • by isobutylene oxidation with isolation of tert-butyl alcohol which is oxidized in vapour phase to form MAA:

    (CH3)2C=CH2 + H2O --> (CH3)2C(OH)CH3
    (CH3)2C(OH)CH3 + O2 --> CH2=C(CH3)C(O)OH


  • by hydrocarbonylation of ethylene to form propionic acid with subsequent condensation with formaldehyde:

    methacrylic acid preparation from ethylene


    Uses.

  • as a feedstock for preparation of various methacrylates - methacrylic acid esters, which are used as a monomers for manufacturing of different plastics;
  • as a monomer and comonomer for polymer and oligomer production;
  • for manufacturing of ion-exchange resins, acid rubbers, polyacrylic acid and others;

  • Manufacturer(s) JSC Azot Novomoskovsk
    JSC DOS
    Chemical structure of methacrylic acid

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