Propylene Glycol → Urethane methacrylate

HRID 1685915Notes

Reaction equation

HRID 1685915 reaction equation
[N-:1]=[C:2]=[O:3].[N-]=C=O.[C:7]1([CH2:13]C2C=CC=CC=2)C=CC=C[CH:8]=1.C(O)C([OH:23])C.[C:25]([O-])(=[O:37])[CH2:26]CCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC.C(OCCO)(=O)C(C)=C>>[C:2]([OH:3])(=[O:23])[C:7]([CH3:13])=[CH2:8].[NH2:1][C:2]([O:37][CH2:25][CH3:26])=[O:3]

Participants

5

Reactant 4

HCID 1030Propylene GlycolHCID 133602-Hydroxyethyl MethacrylateHCID 9809426Di-n-butyldilauryltinHCID 19824838Benzylbenzene diisocyanate

Product 1

HCID 10012418Urethane methacrylate

Conditions

Temperature
60 °C

Procedure

In a 3 L four-necked flask equipped with a stirrer, a reflux condenser tube, a gas introducing pipe, and a thermometer, 500 g of diphenylmethane diisocyanate, 76 g of propylene glycol, and 0.5 g of dibutyltin dilaurate were placed. The mixture was reacted while being stirred at 60° C. for 4 hours. Subsequently, the reactant was stirred while 260 g of 2-hydroxyethyl methacrylate was added dropwise over 2 hours. After the completion of the dropwise addition, the resultant was reacted by stirring for 5 hours to obtain urethane methacrylate. Subsequently, to the urethane methacrylate, 560 g of styrene monomer was added to obtain a urethane methacrylate resin (U-6). The weight average molecular weight of the urethane methacrylate resin (U-6) was 1,403.

Workup

  1. customIn a 3 L four-necked flask equipped with a stirrer, a reflux condenser tube
  2. additiona gas introducing pipe
  3. customThe mixture was reacted
  4. additionwas added dropwise over 2 hours
  5. additionAfter the completion of the dropwise addition
  6. customthe resultant was reacted
  7. stirringby stirring for 5 hours

Sources & evidence

ORD record
ord-911b90e0bb404e0e9c4f538c57fe6ba6
Source dataset
uspto-grants-2012_04
Patent number
US08148469B2

Reaction notes

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