Trimethylolpropane → Bisphenol A diglycidyl ether

HRID 2297325Notes

Reaction equation

C([C:3]([CH2:8][OH:9])([CH2:6]O)CC)O.[CH2:10]([O:14][CH2:15][CH:16]1O[CH2:17]1)[CH:11]1[O:13][CH2:12]1.OC1[CH:25]=[CH:24][C:23]([C:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=2)([CH3:28])[CH3:27])=CC=1>>[CH3:28][C:26]([C:23]1[CH:17]=[CH:16][C:15]([O:14][CH2:10][CH:11]2[O:13][CH2:12]2)=[CH:25][CH:24]=1)([C:29]1[CH:30]=[CH:31][C:32]([O:35][CH2:6][CH:3]2[O:9][CH2:8]2)=[CH:33][CH:34]=1)[CH3:27]

Participants

Reactant 3

HCID 6510Trimethylolpropane2×

HCID 6623Bisphenol A

HCID 16704Diglycidyl ether

Product 1

HCID 2286Bisphenol A diglycidyl ether

Procedure

Trimethylolpropane (TMP) used in the epoxy hardeners is a cheap, non-toxic, low melting point crystalline solid which is incompatible with diglycidylether of bisphenol A (DGEBA). TMP is presently used as a hardener for flexible polyurethanes. Clear solutions with DGEBA may be obtained by heating the mixture above the melting point of TMP, but the mixture becomes milky on cooling to room temperature and gross phase separation occurs on standing. TMP is unreactive with epoxy absent a suitable catalyst.

Sources & evidence

ORD record: ord-f3587e97936d49d494c79a5db59272f3
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06491845B1

Reaction notes

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