Ethylene → ethylphosphonous acid aluminum(III) salt

HRID 338046Notes

Reaction equation

HRID 338046 reaction equation
O.[PH2]([O-])=O.[Na+].C=C.[NH4+].[NH4+].[O-]S(OOS([O-])(=O)=O)(=O)=O.[Al:20].[Al+3].[CH2:22]([P:24](CC)(=[O:26])[O-:25])[CH3:23].[CH2:29]([P:31](CC)(=[O:33])[O-:32])[CH3:30].[CH2:36]([P:38](CC)(=[O:40])[O-:39])[CH3:37]>O>[Al+3:20].[CH2:22]([P:24]([O-:26])[O-:25])[CH3:23].[CH2:29]([P:31]([O-:33])[O-:32])[CH3:30].[CH2:36]([P:38]([O-:40])[O-:39])[CH3:37].[Al+3:20]

Participants

7

Reactant 5

HCID 6325Ethylene3×HCID 62648Ammonium Persulfate2×HCID 5359268AluminumHCID 21863131Phosphinic acid, P,P-diethyl-, aluminum salt (3:1)HCID 178418950HCID 178418950, compound

Product 1

HCID 131732054ethylphosphonous acid aluminum(III) saltYield 96.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
100 °C

Procedure

1500 g (14 mol) of sodium hypophosphite monohydrate are dissolved in 7.5 kg of water and initially charged in a 16 l steel-enamel jacketed pressure reactor. After heating the reaction mixture to 100° C., a reducing valve set to 20 bar is used to introduce ethylene into the reactor up to saturation. While stirring constantly at an ethylene pressure of 20 bar and a temperature of 100-110° C., a solution of 32 g (1 mol %) of ammonium peroxodisulfate in 300 g of water is metered in homogeneously. At a conversion of ethylene of 90%, the metered addition of ammonium peroxodisulfate is stopped and the reactor is decompressed. After cooling to about 90° C., 3000 g (4.67 mol of aluminum) of a 46% aqueous solution of Al2(SO4)3.14H2O is added within 60 minutes. Subsequently, the resulting solid is filtered off, washed with 2 l of hot water and dried at 130° C. under reduced pressure. The resulting mixture comprises diethylphosphinic acid aluminum(III) salt and ethylphosphonous acid aluminum(III) salt in a ratio of 87.3% by weight of diethylphosphinic acid aluminum(III) salt and 12.7% by weight of ethylphosphonous acid aluminum(III) salt (96.3% yield).

Workup

  1. customa reducing valve set to 20 bar
  2. customa temperature of 100-110° C.
  3. temperatureAfter cooling to about 90° C.
  4. filtrationSubsequently, the resulting solid is filtered off
  5. washwashed with 2 l of hot water
  6. customdried at 130° C. under reduced pressure

Sources & evidence

ORD record
ord-4ee34ae02b894861adecedd744cd0f27
Source dataset
uspto-grants-2014_11
Patent number
US08889772B2

Reaction notes

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