4-Methoxyphenol → Urethane acrylate

HRID 2417016Notes

Reaction equation

HRID 2417016 reaction equation
C([N:10]=[C:11]=[O:12])CCCCCN=C=O.[CH:13]1C=C(CN=C=O)C=C(CN=C=O)[CH:14]=1.[C:27]([O-:40])(=[O:39])[CH2:28][CH2:29]CCCCCCCCC.C([Sn+2]CCCC)CCC.C([O-])(=[O:62])CCCCCCCCCCC.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:27]([OH:40])(=[O:39])[CH:28]=[CH2:29].[NH2:10][C:11]([O:12][CH2:13][CH3:14])=[O:62]

Participants

7

Conditions

Temperature
40 °C

Procedure

Into a flask similar to the flask in Synthesis Example 1 were charged 62.6 parts of toluene and 7.3 parts of a polyoxyethylene cetyl ether (“NONION P-205”, a trade name of NOF Corporation), followed by heating of the mixture to 40° C. After the confirmation of thorough dissolution of the polyoxyethylene cetyl ether, 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 the mixture was maintained at the same temperature for 3 hours, 88.8 parts of polycaprolactone-modified hydroxyethyl acrylate (PLACCEL FA2D), 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 83.5 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. 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-3ed5c7f6615e4ef0870a0ec475ff2b18
Source dataset
uspto-grants-2004_11
Patent number
US06825243B2

Reaction notes

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