Hydrogen Peroxide → Acrylic acid maleic acid

HRID 1372825Notes

Reaction equation

HRID 1372825 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[C:6]1(=[O:12])[O:11][C:9](=[O:10])[CH:8]=[CH:7]1.S(OOS([O-])(=O)=O)([O-])(=O)=[O:14].[Na+].[Na+].OO.[OH-].[Na+]>O>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[C:6]([OH:11])(=[O:12])/[CH:7]=[CH:8]\[C:9]([OH:14])=[O:10]

Participants

7

Reactant 5

HCID 784Hydrogen Peroxide2×HCID 6581Acrylic AcidHCID 7923Maleic Anhydride2×HCID 14798Sodium Hydroxide3×HCID 62655Sodium Persulfate

Product 1

HCID 86584291Acrylic acid maleic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a 2.5-liters volume SUS-made separable flask equipped with a thermometer, a stirrer and a reflux condenser, was charged 282.8 g of ion-exchanged water (hereinafter referred to as “pure water”), and the aqueous solution was elevated to the boiling point in the reflux state while stirring. Next, 360.0 g of an 80% by weight acrylic acid aqueous solution (hereinafter referred to as “80% AA”), 98.0 g of maleic anhydride (hereinafter referred to as “MA”), 133.3 g of a 15% by weight sodium persulfate aqueous solution (hereinafter referred to as “15% NaPS”), 85.7 g of a 35% by weight hydrogen peroxide aqueous solution (hereinafter referred to as “35% H2O2), and 350.0 g of a 48% by weight sodium hydroxide aqueous solution (hereinafter referred to as “48% NaOH”) were continuously added dropwise at uniform rates from separate dropping nozzles over 180 minutes from the initiation of the polymerization, 150 minutes from the initiation of the polymerization, 190 minutes from the initiation of the polymerization, 120 minutes from the initiation of the polymerization, and 180 minutes from the initiation of the polymerization, respectively, while keeping the reflux state with stirring. After the completion of the dropwise addition of all of the aqueous solutions, the boiling point reflux state was kept over 20 minutes. Finally, 100.0 g of 48% NaOH was added to the reaction mixture to complete the polymerization.

Workup

  1. customIn a 2.5-liters volume SUS-made separable flask equipped with a thermometer, a stirrer and a reflux condenser
  2. additionwere continuously added dropwise at uniform rates
  3. customfrom separate
  4. customover 180 minutes
  5. customfrom the initiation of the polymerization, 150 minutes
  6. customfrom the initiation of the polymerization, 190 minutes
  7. customfrom the initiation of the polymerization, 120 minutes
  8. customfrom the initiation of the polymerization, and 180 minutes
  9. customfrom the initiation of the polymerization
  10. stirringwith stirring
  11. additionAfter the completion of the dropwise addition of all of the aqueous solutions
  12. temperaturethe boiling point reflux state
  13. customthe polymerization

Sources & evidence

ORD record
ord-50635092c1d548aa8e1b98f82275bf63
Source dataset
uspto-grants-2007_01
Patent number
US07160849B2

Reaction notes

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