Phenothiazine → Isophorone diisocyanate monourethane adduct with 2-hydroxyethyl acrylate

HRID 1589601Notes

Reaction equation

HRID 1589601 reaction equation
[O:1]=[C:2]=[N:3][CH:4]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:6]([CH3:16])([CH2:7][N:8]=[C:9]=[O:10])[CH2:5]1.C1C2NC3C(=CC=CC=3)SC=2C=CC=1.[C:31]([O:35][CH2:36][CH2:37][OH:38])(=[O:34])[CH:32]=[CH2:33].C([O-])(=O)C=C>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[OH:38][CH2:37][CH2:36][O:35][C:31](=[O:34])[CH:32]=[CH2:33].[O:1]=[C:2]=[N:3][CH:4]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:6]([CH3:16])([CH2:7][N:8]=[C:9]=[O:10])[CH2:5]1

Participants

6

Reactant 4

HCID 7108PhenothiazineHCID 131652-Hydroxyethyl acrylateHCID 25188AcrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 86740661Isophorone diisocyanate monourethane adduct with 2-hydroxyethyl acrylate

Reagents, catalysts & solvents 1

HCID 9809426Di-n-butyldilauryltinCatalyst

Procedure

Into a reaction vessel fitted with a stirrer and gas inlet tube is placed one mole (222 g) of isophorone diisocyanate. To the reaction vessel was next added 0.2% by weight of dibutyltin dilaurate catalyst and 0.05% by weight of phenothiazine based on the total weight of reactants. The mixture is then blanketed with dry nitrogen gas and one mole (116 gram) of 2-hydroxyethyl acrylate is added over a period of from 4 to 5 hours while maintaining the temperature in the range of 25°-30° C., cooling being used when needed. This temperature is maintained for one hour after acrylate addition is complete.

Workup

  1. customInto a reaction vessel fitted with a stirrer and gas inlet tube
  2. additionis added over a period of from 4 to 5 hours
  3. temperaturewhile maintaining the temperature in the range of 25°-30° C.
  4. temperaturecooling
  5. temperatureThis temperature is maintained for one hour

Sources & evidence

ORD record
ord-e805265137cc4326bde99c1d3070d68a
Source dataset
uspto-grants-1986_02
Patent number
US04572610

Reaction notes

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