2-Ethylhexyl acrylate → Urethane acrylate

HRID 2364902Notes

Reaction equation

HRID 2364902 reaction equation
O=C=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.[C:17]([O:21][CH2:22][CH:23](CC)CCCC)(=[O:20])[CH:18]=[CH2:19]>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:17]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 2

HCID 76362-Ethylhexyl 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 previously prepared polyoxyalkylene polyol (a1-1), 100 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. The infrared absorption spectrum of the reaction mixture was measured, and once it had been confirmed that the isocyanate group absorption (2250 cm−1) had disappeared, 23 g of the monoisocyanate (HEA-H6XDI) was added to the reaction mixture, and reaction was continued for a further 2 hours at a temperature of 100° C. Subsequently, the infrared absorption spectrum of the resulting reaction mixture was measured again, 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 reaction mixture
  4. customonce it had been confirmed that the isocyanate group absorption (2250 cm−1)
  5. addition23 g of the monoisocyanate (HEA-H6XDI) was added to the reaction mixture, and reaction
  6. customSubsequently, the infrared absorption spectrum of the resulting reaction mixture
  7. customconfirming that the isocyanate group absorption (2250 cm−1)

Sources & evidence

ORD record
ord-10379c49d4814c24bd0e2ff0ab9c07f9
Source dataset
uspto-grants-2014_04
Patent number
US08697240B2

Reaction notes

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