Reaction #1979280

ord-b7ee16f150644910920e7e53edb4d3b7

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
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
—
polycaprolactone
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

50 parts of toluene, 50 parts of hexamethylene diisocyanate subjected to isocyanurate modification (“TAKENATE D-170N”), 179 parts of polycaprolactone-modified hydroxyethyl acrylate (“PLACCEL FA5”, trade name, produced by Daicel Chemical Industries, 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, 179 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 5.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08507632B2uspto-grants-2013_08