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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851313Generated: October 24, 2026

Phenol → Carbonic acid;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol

https://huagongshe.com/en/reaction/851313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPhosgeneHCID 6371—
ReactantBisphenol AHCID 6623—
ReactantSodium HydroxideHCID 14798—
ReactantSodium GluconateHCID 23672301—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductCarbonic acid;4-[2-(4-hydroxyphenyl)propan-2-yl]phenolHCID 159987—

Reaction Steps

A polymerization reactor was charged with 4.3 liters of water, 6.0 liters of methylene chloride, 2280 g. of bis(4-hydroxyphenol)propane-2,2 i.e., bisphenol-A also referred to herein as "BPA", 35 ml. of phenol also known as "hydroxy benzene", 10 g. of triethylamine, 3.4 g. of sodium gluconate, and 415 ml. of a 35% (w/w) of an aqueous sodium hydroxide solution. The admixture was equilibrated to form a substantially uniform agitated two-phase admixture by stirring for approximately 5 minutes while a pH of approximately 11.3 to 11.7 was attained. Phosgene was introduced from a calibrated flow meter at 63 g. per minute. By means of an automatic pH control a caustic 35% w/w aqueous sodium hydroxide solution was intermittently added to the reactor at a rate of 170 to 190 ml. per minute to maintain the reaction pH within the abovenoted pH range during the course of the reaction. After approximately 20-22 minutes phosgene flow was stopped, and the polymer reaction mixture was continuously agitated for an additional 2 minutes. The aqueous layer was sampled to determine residual "BPA" monomer which for control purposes was required to be less than 15 parts per million. The organic phase was separated and diluted with 4000 ml. of methylene chloride, washed twice with a dilute hydrochloric acid, (4000 ml. of a 2% w/v solution), and twice with 4000 ml. of deionized water. The resulting polymer solution was flash evaporated with steam and the resulting precipitate was collected and dried in nitrogen.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04384108
Source datasetuspto-grants-1983_05
ORD IDord-94d3403c39f44c5ebfb75be9e6d3c74e
Source noteuspto-grants-1983_05