Choline → Bisphenol A diglycidyl ether

HRID 2351484Notes

Reaction equation

[OH:1][CH2:2][CH2:3][N+](C)(C)C.[CH3:8][C:9]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[CH3:10].[CH2:25]1[O:27][CH:26]1[CH2:28]Cl.[CH2:30](O)C>>[CH2:30]([O:24][C:21]1[CH:22]=[CH:23][C:18]([C:9]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH2:28][CH:26]3[O:27][CH2:25]3)=[CH:15][CH:16]=2)([CH3:8])[CH3:10])=[CH:19][CH:20]=1)[CH:3]1[O:1][CH2:2]1

Participants

Reactant 3

HCID 305Choline

HCID 702Ethanol

HCID 62790EP-302

Product 1

HCID 2286Bisphenol A diglycidyl ether

Procedure

A solution of Joncryl 67 (V) was prepared in ethanol. To portions of this polymer solution (12.0 g, containing 21.4 mmole of carboxyl groups), a solution of choline (45% w/w in methanol; 0.59 g; 2.2 mmole) was added with thorough mixing. To each of these solutions, 2.2 mmole of a monomeric acid was introduced (Table 4, Examples 12-15), followed by Araldite 6010 (4.0 g; 21.4 mmole) with further mixing. A control, to which no monomeric acid was added, was included for comparison (Example 16).

Workup

additionTo portions of this polymer solution (12.0 g, containing 21.4 mmole of carboxyl groups)
additionA control, to which no monomeric acid was added

Sources & evidence

ORD record: ord-a80f528310d54986bb317d0fca2818a6
Source dataset: uspto-grants-1989_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04873273

Reaction notes

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