4-Methoxyphenol → Urethane acrylate

HRID 1109743Notes

Reaction equation

HRID 1109743 reaction equation
[C:1]([O-:14])(=[O:13])[CH2:2][CH2:3]CCCCCCC[CH2:11][CH3:12].[C:15]([O-:28])(=[O:27])CCCCCCCCCCC.C([Sn+2]CCCC)CCC.COC1C=CC(O)=CC=1.C(N=C=O)CCCCC[N:53]=C=O>>[C:1]([OH:14])(=[O:13])[CH:2]=[CH2:3].[NH2:53][C:15]([O:28][CH2:11][CH3:12])=[O:27]

Participants

4

Reactant 3

HCID 90154-MethoxyphenolHCID 13192Hexamethylene diisocyanateHCID 9809426Di-n-butyldilauryltin

Product 1

HCID 21863578Urethane acrylate

Procedure

Next, 0.1 g of urethanation catalyst dibutyl tin dilaurate and 0.1 g of polymerization inhibitor hydroquinone monomethyl ether were added to 200 g of the isocyanurate-modified hexamethylene diisocyanate, and 1.2 mols of the hydroxyalkyl acrylate as shown in Table 5 below was dropwise added thereto over a period of 30 minutes with the reaction liquid temperature being kept at 40° C. After addition, the reaction liquid temperature was elevated up to 60° C., and the reaction was continued until the isocyanate group in the reaction liquid disappeared to obtain urethane acrylate oligomer 6 through urethane acrylate oligomer 9 as shown in Table 5.

Workup

  1. additionbelow was dropwise added
  2. customover a period of 30 minutes with the reaction liquid temperature
  3. custombeing kept at 40° C
  4. additionAfter addition
  5. customthe reaction liquid temperature
  6. customwas elevated up to 60° C.
  7. customthe reaction was continued until the isocyanate group in the reaction liquid

Sources & evidence

ORD record
ord-e8cdabf82795441bac37547f6b7bc1c7
Source dataset
uspto-grants-1994_06
Patent number
US05322861

Reaction notes

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