4-Methoxyphenol → Pentaerythritol triacrylate

HRID 1500593Notes

Reaction equation

HRID 1500593 reaction equation
[C:1]([O:5][CH2:6][C:7]([CH2:20][OH:21])([CH2:14][O:15][C:16](=[O:19])[CH:17]=[CH2:18])[CH2:8][O:9][C:10](=[O:13])[CH:11]=[CH2:12])(=[O:4])[CH:2]=[CH2:3].[O:22]=[C:23]=[N:24][CH:25]1[CH2:34][C:33]([CH3:36])([CH3:35])[CH2:32][C:27]([CH3:37])([CH2:28][N:29]=[C:30]=[O:31])[CH2:26]1.COC1C=CC(O)=CC=1.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[NH2:24][C:1]([O:5][CH2:6][CH3:7])=[O:4].[O:22]=[C:23]=[N:24][CH:25]1[CH2:34][C:33]([CH3:36])([CH3:35])[CH2:32][C:27]([CH3:37])([CH2:28][N:29]=[C:30]=[O:31])[CH2:26]1.[C:16]([O:15][CH2:14][C:7]([CH2:20][OH:21])([CH2:8][O:9][C:10](=[O:13])[CH:11]=[CH2:12])[CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])(=[O:19])[CH:17]=[CH2:18]

Participants

7

Reactant 4

HCID 90154-MethoxyphenolHCID 19042Pentaerythritol triacrylateHCID 169132Isophorone diisocyanateHCID 9809426Di-n-butyldilauryltin

Product 3

HCID 19042Pentaerythritol triacrylateHCID 169132Isophorone diisocyanateHCID 21863578Urethane acrylate

Procedure

Into a 1-liter separable flask were put 667 parts (2 mol) of pentaerythritol triacrylate (manufactured by Nippon Kayaku, trade name: KAYARAD PET-30), 222 g (1 mol) of isophorone diisocyanate and 0.18 parts of hydroquinone monomethyl ether. With stirring, air was introduced into the liquid through a glass tube, and the liquid temperature was made to be 70° C. Thereto was added 0.18 parts of dibutyltin dilaurate and while the reaction temperature was adjusted to be between 70 and 80° C., reaction was performed for 6 hours to give a urethane acrylate of isophorone diisocyanate and pentaerythritol triacrylate.

Workup

  1. customInto a 1-liter separable flask were put
  2. additionair was introduced into the liquid through a glass tube
  3. customto be 70° C
  4. customto be between 70 and 80° C.
  5. customreaction

Sources & evidence

ORD record
ord-17b2c70b6703424b8d5f13aa54cd3ee3
Source dataset
uspto-grants-2015_12
Patent number
US09206117B2

Reaction notes

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