Acrylic Acid → Urethane acrylate

HRID 23304

Reaction equation

HRID 23304 reaction equation
O=C=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.[C:17]([O:21][CH2:22][CH2:23]O)(=[O:20])[CH:18]=[CH2:19].C(O)(=O)C=C>>[C:17]([OH:21])(=[O:20])[CH:18]=[CH2:19].[NH2:3][C:17]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 3

HCID 6581Acrylic AcidHCID 131652-Hydroxyethyl acrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Conditions

Temperature
70 °C

Procedure

In a flask equipped with a stirrer, a thermometer and a reflux condenser, 222 parts of isophorone diisocyanate was charged. After heating to 70° C. while stirring, 116 parts of hydroxyethyl acrylate was added dropwise over one hour and reacted to obtain an intermediate. Then, in a flask equipped with a stirrer, a thermometer and a reflux condenser, 144 parts of acrylic acid was added to 376 parts of a bisphenol A epoxy resin (epoxy equivalent: 118 g/eq) and the reaction was conducted at 100° C. for 8 hours. To the reaction product, 338 parts of the above intermediate was added and the reaction was conducted at 80° C. for 5 hours to obtain a urethane acrylate (H-2) as a radical polymerizable oligomer (A1).

Workup

  1. customIn a flask equipped with a stirrer
  2. customreacted
  3. customto obtain an intermediate
  4. customThen, in a flask equipped with a stirrer
  5. additionTo the reaction product, 338 parts of the above intermediate was added
  6. waitthe reaction was conducted at 80° C. for 5 hours

Sources & evidence

ORD record
ord-d4140a65238a4f7c9408145b293d9837
Source dataset
uspto-grants-2005_02
Patent number
US06850682B2

Linked notes

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