Reaction #635058

ord-664ae14851f843d4a74b72ac5eb60ae7

Reaction equation

O=C=NCCCCCCN=C=O
hexamethylene diisocyanate
CCCCCCCCCCCC(=O)[O-].CCCCCCCCCCCC(=O)[O-].CCC[CH2][Sn+2][CH2]CCC
dibutyltin laurate
O=C=NCc1cccc(CN=C=O)c1
TAKENATE
C=CC(=O)OCCO
2-hydroxyethyl acrylate
COc1ccc(O)cc1
hydroquinone monomethyl ether
→
C=CC(=O)O.CCOC(N)=O
urethane acrylate

Reactants

O=C=NCCCCCCN=C=O
hexamethylene diisocyanate
CCCCCCCCCCCC(=O)[O-].CCCCCCCCCCCC(=O)[O-].CCC[CH2][Sn+2][CH2]CCC
dibutyltin laurate
O=C=NCc1cccc(CN=C=O)c1
TAKENATE
C=CC(=O)OCCO
2-hydroxyethyl acrylate
COc1ccc(O)cc1
hydroquinone monomethyl ether
—
isocyanurate

Reagents

None

Solvents

Cc1ccccc1
toluene
Cc1ccccc1
toluene

Conditions

Temperature
70°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONwere mixed

Procedure

25 parts of toluene, 25 parts of hexamethylene diisocyanate subjected to isocyanurate modification (“TAKENATE D-170N”), 32 parts of 2-hydroxyethyl acrylate (“LIGHT ESTER HOA”, trade name, produced by KYOEISHA CHEMICAL Co., LTD), 0.02 parts of dibutyltin laurate, and 0.02 parts of hydroquinone monomethyl ether were mixed and the mixture was maintained at 70° C. for 5 hours. Thereafter, 32 parts of toluene was added to obtain a urethane acrylate having a solid content of 50% by weight. The number of repetitions of a caprolactone unit per one residue of the acrylate monomer in the obtained urethane acrylate is 0.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07939608B2uspto-grants-2011_05