4-Methoxyphenol → Urethane acrylate

HRID 23301

Reaction equation

HRID 23301 reaction equation
CC1C(N=C=O)=CC([N:8]=C=O)=CC=1.C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC.COC1C=CC(O)=CC=1.[C:40]([O:44][CH2:45][CH2:46]O)(=[O:43])[CH:41]=[CH2:42]>>[C:40]([OH:44])(=[O:43])[CH:41]=[CH2:42].[NH2:8][C:40]([O:44][CH2:45][CH3:46])=[O:43]

Participants

5

Reactant 4

HCID 90154-MethoxyphenolHCID 11443Toluene 2,4-DiisocyanateHCID 131652-Hydroxyethyl acrylateHCID 9798523Di-n-butyl diacetoxy tin

Product 1

HCID 21863578Urethane acrylate

Conditions

Temperature
70 °C

Procedure

In a flask equipped with a stirring blade, 348 parts (2 mol) of TDI (2,4-tolylene diisocyanate) was charged and 2000 parts (1 mol) of polypropylene glycol (number-average molecular weight of 2000) and 2 parts of dibutyltin diacetate were added while stirring. After heating to 70° C. while paying attention to heat generation, 0.2 parts of p-methoxyphenol and 1 part of 2,6-tertiary butyl-4-methylphenol were added. The reaction was conducted at the same temperature for 7 hours. Then, 232 parts (2 mol) of HEA (2-hydroxyethyl acrylate) was charged and the reaction was further reacted at the same temperature for 7 hours. After confirming the disappearance of absorption of NCO by infrared absorption spectrum, the reaction product was taken out to obtain a urethane acrylate (OS-1) as a radical polymerizable oligomer (A1).

Workup

  1. additionwas charged
  2. additionwere added
  3. customthe reaction was further reacted at the same temperature for 7 hours
  4. customthe disappearance of absorption of NCO by infrared absorption spectrum

Sources & evidence

ORD record
ord-a425d96888bf4e0caa80bb5ca8d77217
Source dataset
uspto-grants-2005_02
Patent number
US06850682B2

Linked notes

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