2-Hydroxyethyl acrylate → Urethane acrylate

HRID 871798Notes

Reaction equation

HRID 871798 reaction equation
CC1(C)CC(C[N:10]=C=O)(C)CC(N=C=O)C1.[C:17]([O:21][CH2:22][CH2:23]O)(=[O:20])[CH:18]=[CH2:19]>>[C:17]([OH:21])(=[O:20])[CH:18]=[CH2:19].[NH2:10][C:17]([O:21][CH2:22][CH3:23])=[O:20]

Participants

3

Reactant 2

HCID 131652-Hydroxyethyl acrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Conditions

Temperature
85 °C

Procedure

The same reaction vessel as that used in synthesis example 1 was charged with 444.6 parts by mass (2 moles) of IPDI and 900.0 parts by mass (1 mole) of aromatic polyester diol (weight-average molecular weight: 900, YG-108 (trade name), manufactured by ADEKA Corporation), and 0.27 parts by mass of tin octylate was added thereto with stirring. The temperature inside the reaction vessel was raised to 85° C., followed by reaction for 2 hours. Subsequently, 232.3 parts by mass (2 moles) of 2-hydroxyethyl acrylate, 0.79 parts by mass of methoquinone, and 0.63 parts by mass of tin octylate were charged to the reaction vessel, followed by mixing. The temperature in the reaction vessel was raised to 85° C. under bubbling with air, followed by reaction for 2 hours. Subsequently, the reaction mixture was cooled to obtain urethane acrylate imparted with fixability. This urethane acrylate imparted with fixability had a weight-average molecular weight of 5000.

Workup

  1. customThe same reaction vessel as that used in synthesis example 1
  2. additionwas added
  3. customfollowed by reaction for 2 hours
  4. additionby mixing
  5. temperatureThe temperature in the reaction vessel was raised to 85° C.
  6. customunder bubbling with air
  7. customfollowed by reaction for 2 hours
  8. temperatureSubsequently, the reaction mixture was cooled

Sources & evidence

ORD record
ord-19d5f7223c04486ab9ba896f12e9e39a
Source dataset
uspto-grants-2015_03
Patent number
US08974025B2

Reaction notes

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