Hydroquinone → Urethane acrylate

HRID 1742167Notes

Reaction equation

HRID 1742167 reaction equation
[O:1]=[C:2]=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.C1(C=[CH:23][C:21]([OH:22])=CC=1)O.[C:25]([O:29]CCO)(=[O:28])[CH:26]=[CH2:27]>C(OCCCC)(=O)C>[C:25]([OH:29])(=[O:28])[CH:26]=[CH2:27].[NH2:3][C:2]([O:22][CH2:21][CH3:23])=[O:1]

Participants

5

Reactant 3

HCID 785Hydroquinone2×HCID 131652-Hydroxyethyl acrylateHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Reagents, catalysts & solvents 1

HCID 31272Butyl AcetateSolvent

Procedure

This polyester was cooled to 50° C. and 444 g (2 mols) of isophorone diisocyanate, 672 g of butyl acetate and 0.81 g of hydroquinone were added. The mixture was reacted at 80° C. with constant stirring for 1 hour. Thereafter, a solution consisting of 252.2 g (2.2 mols) of 2-hydroxyethyl acrylate and 0.81 g of hydroquinone was added dropwise at 80° C. with stirring over a period of 1 hour. The reaction was further continued for 3 hours, at the end of which time the absorption of the NCO group was no longer observed in the infrared absorption spectrum. The procedure gave a urethane acrylate resin solution A (nonvolatile matter 70%).

Workup

  1. customThe mixture was reacted at 80° C.
  2. additionwas added dropwise at 80° C.
  3. stirringwith stirring over a period of 1 hour
  4. waitThe reaction was further continued for 3 hours, at the end of which time
  5. customthe absorption of the NCO group

Sources & evidence

ORD record
ord-54b122a424a54a41a2ed68941a7b8ca1
Source dataset
uspto-grants-1994_08
Patent number
US05338613

Reaction notes

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