Ethylene Oxide → Urethane acrylate

HRID 1439979Notes

Reaction equation

HRID 1439979 reaction equation
[O:1]=[C:2]=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.C([C:21]1C=C(C)C=[C:23]([C:28](C)(C)C)[C:22]=1[OH:32])(C)(C)C.C1OC1.C1OC1CC>>[C:22]([OH:32])(=[O:1])[CH:23]=[CH2:28].[NH2:3][C:2]([O:32][CH2:22][CH3:21])=[O:1]

Participants

5

Reactant 4

HCID 6354Ethylene OxideHCID 78341,2-EpoxybutaneHCID 314042,6-Di-tert-butyl-4-methylphenolHCID 169132Isophorone diisocyanate

Product 1

HCID 21863578Urethane acrylate

Procedure

To a reaction vessel equipped with a stirrer, 100 gm of ARONIX M113 manufactured by Toagosei Chemicals, 124.7 gm of isophorone diisocyanate, 1 gm of dibutyltindilaurate, and 0.3 gm of 2,6-di-t-butyl-4-methylphenol were added. To this, 842.7 gm of a copolymerized diol of ethylene oxide and 1.2-butylene oxide [ethylene oxide:1,2-butylene oxide =2:8 (by weight)] of a number average molecular weight of 2,000 was added while maintaining the temperature in the 40° to 50° C. range, and the mixture was reacted for 2 hours. Then 32.6 gm of hydroryethylacrylate was added, after which the mixture was continuously stirred for 5 hours at 50° to 60° C. to complete the reaction. A urethane acrylate [A-3] of a number average molecular weight of about 7,120 was obtained.

Workup

  1. customTo a reaction vessel equipped with a stirrer
  2. additionwere added
  3. additionwas added
  4. temperaturewhile maintaining the temperature in the 40° to 50° C. range
  5. customthe mixture was reacted for 2 hours
  6. additionThen 32.6 gm of hydroryethylacrylate was added
  7. customthe reaction

Sources & evidence

ORD record
ord-42995bc8b5144e08ad7dc12f1f307ac4
Source dataset
uspto-grants-1996_03
Patent number
US05496870

Reaction notes

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