2-Ethylhexyl acrylate → Urethane acrylate

HRID 2364904Notes

Reaction equation

HRID 2364904 reaction equation
O=C=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.[C:17]([O:21]CC(CC)CCCC)(=[O:20])[CH:18]=[CH2:19].[C:30]([O:34][CH2:35][CH2:36]O)(=[O:33])C=C>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[C:17]([OH:21])(=[O:20])[CH:18]=[CH2:19].[NH2:3][C:30]([O:34][CH2:35][CH3:36])=[O:33]

Participants

5

Reactant 3

HCID 76362-Ethylhexyl acrylateHCID 131652-Hydroxyethyl acrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Reagents, catalysts & solvents 1

HCID 9809426Di-n-butyldilauryltinCatalyst

Procedure

A four-neck flask fitted with a stirrer, a dropping funnel, a nitrogen inlet tube and a thermometer was charged with 1,000 g of the polyoxyalkylene polyol (a1-1), 166 g of isophorone diisocyanate (IPDI), 700 g of 2-ethylhexyl acrylate as a diluent, and 0.1 g of dibutyltin dilaurate as a catalyst, and these components were reacted for 4 hours at a temperature of 100° C. Subsequently, 57 g of hydroxyethyl acrylate (HEA) was added to the reaction mixture, and reaction was continued for a further 2 hours at a temperature of 100° C. The infrared absorption spectrum of the thus obtained reaction mixture was then measured, confirming that the isocyanate group absorption (2250 cm−1) had disappeared.

Workup

  1. customA four-neck flask fitted with a stirrer, a dropping funnel, a nitrogen inlet tube
  2. customthese components were reacted for 4 hours at a temperature of 100° C
  3. customThe infrared absorption spectrum of the thus obtained reaction mixture
  4. customconfirming that the isocyanate group absorption (2250 cm−1)

Sources & evidence

ORD record
ord-c82f56c9216a4c8d9db10c16b90751f4
Source dataset
uspto-grants-2014_04
Patent number
US08697240B2

Reaction notes

Loading…