Toluene 2,4-Diisocyanate → Urethane acrylate

HRID 569713Notes

Reaction equation

HRID 569713 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].C(O)(=O)C=C.C([C:13]([CH2:18][OH:19])(CO)CC)O.CC1C(N=C=O)=CC([N:27]=[C:28]=[O:29])=CC=1>COC1C=CC(O)=CC=1.C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[NH2:27][C:28]([O:19][CH2:18][CH3:13])=[O:29]

Participants

5

Reactant 2

HCID 11443Toluene 2,4-DiisocyanateHCID 867352212-Ethyl-2-(hydroxymethyl)propane-1,3-diol;bis(prop-2-enoic acid)

Product 1

HCID 21863578Urethane acrylateYield 413.2%

Reagents, catalysts & solvents 2

HCID 90154-MethoxyphenolCatalystHCID 9798523Di-n-butyl diacetoxy tinCatalyst

Procedure

In a 1 l glass reactor equipped with a stirrer, a thermometer and a dropping funnel were charged 242 g of trimethylolpropane diacrylate and 0.25 g of hydroquinone monomethyl ether and temperature was kept at 60° C. Thereto was added dropwise 85 g of 2,4-tolylene diisocyanate over a period of 1 hour. The content was stirred for 1 hour at the same temperature, followed by adding 0.05 g of dibutyltin diacetate and then reaction was continued for further 2 hours. After completion of the reaction, there was obtained 325 g of polyfunctional urethane acrylate. Isocyanate content of the product was 0.03 %.

Workup

  1. customIn a 1 l glass reactor equipped with a stirrer
  2. customwas kept at 60° C
  3. customreaction
  4. waitwas continued for further 2 hours
  5. customAfter completion of the reaction

Sources & evidence

ORD record
ord-d1ba0d319d1c437cb742638e3044f15c
Source dataset
uspto-grants-1988_03
Patent number
US04734319

Reaction notes

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