Stearyl Alcohol → Urethane acrylate

HRID 2417011Notes

Reaction equation

HRID 2417011 reaction equation
[CH2:1]([OH:19])[CH2:2][CH2:3]CCCCCCCCCCCCCCC.C(N=C=O)CCCCCN=C=[O:28].C1C=C(C[N:39]=[C:40]=[O:41])C=C(CN=C=O)C=1.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.C([O-])(=O)CCCCCCCCCCC.C(OCCO)(=O)C=C.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:1]([OH:19])(=[O:28])[CH:2]=[CH2:3].[NH2:39][C:40]([O:19][CH2:1][CH3:2])=[O:41]

Participants

8

Conditions

Temperature
40 °C

Procedure

Into a flask similar to the flask in Synthesis Example 1 were charged 60.8 parts of toluene and 8.4 parts of stearyl alcohol (NAA-46), followed by heating of the mixture to 40° C. After the confirmation of thorough dissolution of stearyl alcohol, 50 parts of hexamethylene diisocyanate subjected to isocyanurate modification (TAKENATE D-170N) 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 3 hours of maintenance at the same temperature, 28 parts of 2-hydroxyethyl acrylate (HEA), 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 25.6 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. additionwere charged
  3. temperaturethe mixture was heated to 70° C
  4. additionwere charged
  5. temperatureThe mixture was maintained at 70° C. for 3 hours
  6. additionwere added

Sources & evidence

ORD record
ord-4cefcadcfbd04213846fcb9aa37037da
Source dataset
uspto-grants-2004_11
Patent number
US06825243B2

Reaction notes

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