Methacrylic Acid → Sodium 4-styrenesulfonate

HRID 1731860Notes

Reaction equation

HRID 1731860 reaction equation
[S:1]([O-:4])([OH:3])=[O:2].[Na+:5].[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(OCCCC)(=O)C=C.C(O)(=O)C(C)=C>O>[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([S:1]([O-:4])(=[O:3])=[O:2])=[CH:10][CH:9]=1.[Na+:5]

Participants

6

Reactant 4

HCID 4093Methacrylic AcidHCID 7501StyreneHCID 8846Butyl AcrylateHCID 23665763Sodium Bisulfite

Product 1

HCID 3571582Sodium 4-styrenesulfonateYield 824.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 500-ml flask, the inner atmosphere of which was substituted with nitrogen, was charged with 0.07 g of a surface active agent (Emulgen 935 supplied by Kao-Atlas), 0.07 g of another surface active agent (Emulgen 920 supplied by Kao-Atlas), 0.3 g of sodium hydrogensulfite and 46.2 g of water, and the temperature was elevated to 40° C. with stirring in a nitrogen current. A liquid monomer mixture comprising 50 g of styrene, 50 g of n-butyl acrylate and 1 g of methacrylic acid, an aqueous solution of 4.9 g of sodium p-styrene-sulfonate having a purity of 82.0% (Spinomar NaSS supplied by Toyo Soda) in 45.1 g of water and an aqueous solution of a polymerization initiator formed by dissolving 0.5 g of ammonium persulfate in 49.5 g of water were added into the flask over a period of 3 hours and polymerization was carried out at 40° C. After completion of the addition, the polymerization temperature was maintained for 3 hours and the polymerization mixture was then cooled to room temperature.

Workup

  1. customA 500-ml flask, the inner atmosphere of which was substituted with nitrogen
  2. customwas elevated to 40° C.

Sources & evidence

ORD record
ord-74fc982dd7ed4a43881101d15b55695f
Source dataset
uspto-grants-1986_11
Patent number
US04623689

Reaction notes

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