4-Methoxyphenol → Pentaerythritol triacrylate

HRID 1500596Notes

Reaction equation

HRID 1500596 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].C(CCN=C=O)[CH2:23][CH2:24][CH2:25][N:26]=[C:27]=[O:28].C(CCN=C=O)[CH2:35][CH2:36][CH2:37][N:38]=[C:39]=[O:40].C(CCN=C=O)[CH2:47][CH2:48][CH2:49][N:50]=[C:51]=[O:52].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].[NH2:26][C:1]([O:5][CH2:6][CH3:7])=[O:4].[CH2:18]([CH2:17][CH2:16][N:50]=[C:51]=[O:52])[CH2:35][CH2:36][CH2:37][N:38]=[C:39]=[O:40].[CH2:18]([CH2:17][CH2:16][N:38]=[C:39]=[O:40])[CH2:23][CH2:24][CH2:25][N:26]=[C:27]=[O:28].[CH2:18]([CH2:17][CH2:16][N:26]=[C:27]=[O:28])[CH2:47][CH2:48][CH2:49][N:50]=[C:51]=[O:52].[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 161607hexamethylene diisocyanate trimerHCID 9809426Di-n-butyldilauryltin

Product 3

HCID 19042Pentaerythritol triacrylateHCID 161607hexamethylene diisocyanate trimerHCID 21863578Urethane acrylate

Procedure

Into a 2-liter separable flask were put 1001 parts (3 mol) of pentaerythritol triacrylate, 540 parts (1 mol) of hexamethylene diisocyanate trimer, and 0.31 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 0.31 parts of dibutyltin dilaurate and while the reaction temperature was adjusted to be between 70 and 80° C., reaction was performed for 5 hours to give a urethane acrylate of hexamethylene diisocyanate trimer and pentaerythritol triacrylate.

Workup

  1. customInto a 2-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-79bb5bad0cd44d5aa423ce1684a43194
Source dataset
uspto-grants-2015_12
Patent number
US09206117B2

Reaction notes

Loading…