Bisphenol A diglycidyl ether → (1,1'-Biphenyl)-2,3'-diol

HRID 654209Notes

Reaction equation

O[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13]C=2)(C)C)=[CH:4][CH:3]=1.CC(C1C=CC(OCC2OC2)=CC=1)(C1C=CC([O:27]CC2OC2)=CC=1)C.C(P(CCCC)CCCC)CCC>>[CH:7]1[CH:6]=[C:5]([C:8]2[CH:11]=[CH:16][CH:15]=[C:14]([OH:17])[CH:13]=2)[C:4]([OH:27])=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 2286Bisphenol A diglycidyl ether

HCID 6623Bisphenol A

HCID 13831Tributylphosphine

Product 1

HCID 33665(1,1'-Biphenyl)-2,3'-diol

Conditions

Temperature: 160 °C

Procedure

152 g of bisphenol A, 63 g of a diglycidyl ether of bisphenol A, having an epoxide equivalent weight of 189, and 0.1 g of tributylphosphine were heated at 160° C. for 1 hour. After this time, epoxide was no longer detectable and a chain-extending diphenol had formed. 53.8 g of isopropanol, 129 g of di-n-butylamine, 31.5 g of paraformaldehyde and 17.6 g of isobutanol were added and the mixture was heated at 80° C. for 2 hours. The product had a solids content of 80% by weight.

Sources & evidence

ORD record: ord-4c1f76ece26f41b6bf453476077ba2ef
Source dataset: uspto-grants-1992_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05130350

Reaction notes

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