Cetyl Alcohol → Urethane acrylate

HRID 2417013Notes

Reaction equation

HRID 2417013 reaction equation
[CH2:1]([OH:17])[CH2:2][CH2:3]CCCCCCCCCCCCC.[O:18]=C=NC1CC(C)(C)CC(C)(CN=C=O)C1.C(C(CO)(CO)CC)O.C1C=C(C[N:50]=[C:51]=[O:52])C=C(CN=C=O)C=1.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.C([O-])(=O)CCCCCCCCCCC.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:1]([OH:17])(=[O:18])[CH:2]=[CH2:3].[NH2:50][C:51]([O:17][CH2:1][CH3:2])=[O:52]

Participants

8

Conditions

Temperature
40 °C

Procedure

Into a flask similar to the flask in Synthesis Example 1 were charged 29.8 parts of toluene and 4.1 parts of cetyl alcohol (NAA-44), followed by heating of the mixture to 40° C. After the confirmation of thorough dissolution of cetyl alcohol, 50 parts of isophorone diisocyanate subjected to trimethylol-propane adduct modification (“TAKENATE D-140N” a trade name of Takeda Chemical Industries, Ltd., N.V.: 75, NCO %: 10.8) were charged and the mixture was heated to 70° C. After 30 minutes of the reaction at the same temperature, 0.02 parts of dibutyltin laurate were charged. After the mixture was maintained at the same temperature for 3 hours, 57.1 parts of polycaprolactone-modified hydroxyethyl acrylate (PLACCEL FA3), 0.02 parts of dibutyltin laurate, and 0.02 parts of hydroquinone monomethyl ether were charged. The mixture was maintained at 70° C. for 3 hours to complete the reaction, and 56.4 parts of toluene were added to obtain a urethane acrylate containing 50% by weight of solid.

Workup

  1. customInto a flask similar to the flask in Synthesis Example 1
  2. addition: 75, NCO %: 10.8) were charged
  3. temperaturethe mixture was heated to 70° C
  4. additionwere charged
  5. temperatureAfter the mixture was maintained at the same temperature for 3 hours
  6. temperatureThe mixture was maintained at 70° C. for 3 hours
  7. additionwere added

Sources & evidence

ORD record
ord-dfe499fffdfb4968bb50f0d02afdcaeb
Source dataset
uspto-grants-2004_11
Patent number
US06825243B2

Reaction notes

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