Acetone → Trimethylolpropane

HRID 1446964Notes

Reaction equation

HRID 1446964 reaction equation
[CH2:1]([CH2:3]N)[OH:2].[N-:5]=[C:6]=[O:7].SC[C:10]([OH:12])=[O:11].[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16]C)[CH3:14].[CH3:20][C:21]([CH3:23])=O>>[CH2:1]([C:3]([CH2:6][OH:7])([CH2:10][OH:12])[CH2:13][CH3:14])[OH:2].[CH3:23][C:21]1[C:1](=[CH:3][C:18](=[CH:19][CH:20]=1)[N:15]=[C:16]=[O:11])[N:5]=[C:6]=[O:7]

Participants

7

Reactant 5

HCID 180AcetoneHCID 700Ethanolamine2×HCID 1133Thioglycolic AcidHCID 8471TriethylamineHCID 105034Isocyanate2×

Product 2

HCID 6510TrimethylolpropaneHCID 11443Toluene 2,4-Diisocyanate

Procedure

The reaction is stopped by adding ethanolamine. The amount of ethanolamine added can be calculated based on the isocyanate content remaining. When the isocyanate content is 0 percent, a mixture of 25.9 parts of 80 percent mercaptoacetic acid, 28.2 parts of triethylamine, and 16 parts of acetone are added dropwise. After a reaction period of 2 hours at 60° C., 104 parts of Desmodur®L (the polyaddition product of 1 mole trimethylolpropane and 3 moles toluene diisocyanate produced according to German Pat. No. 1,090,196 of Bayer AG) (75 percent solution is acidic ester) are stirred in and 5 minutes later the mixture is dispersed with 700 parts of water. The solvent is removed by distillation under a vacuum.

Workup

  1. additionare added dropwise
  2. customAfter a reaction period of 2 hours at 60° C.

Sources & evidence

ORD record
ord-df4be7764a9b4d178e99855c0413f741
Source dataset
uspto-grants-1982_02
Patent number
US04314922

Reaction notes

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