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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386533Generated: October 31, 2026

Diphenyl carbonate → Oxalic acid, diphenyl ester

https://huagongshe.com/reaction/1386533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl carbonateHCID 7597—
ReactantSodium BicarbonateHCID 516892—
CatalystHydrochloric AcidHCID 313—
CatalystTetraphenylphosphonium ChlorideHCID 164911—
ProductOxalic acid, diphenyl esterHCID 1847590%

Reaction Steps

400 parts of an aqueous solution of sodium hydrogencarbonate having a pH of 10 were added to 200 parts of diphenyl carbonate, obtained through the decarbonylation reaction of diphenyl oxalate using a hydrochloride of tetraphenyl phosphonium chloride as a catalyst, and the mixture was heated to 90° C. and stirred for 1 hour. To the obtained heavy solution (diphenyl carbonate layer) was further added 400 parts of distilled water, and the resulting mixture was heated to 90° C. and stirred for 1 hour. This additional washing step was repeated twice. The resulting heavy solution was purified by distillation in the same manner as in Example 3 at an yield of 90% to obtain diphenyl carbonate containing 1.9 ppm of hydrolyzable chlorine. An ester interchange reaction between this diphenyl carbonate and bisphenol A was carried out in the same manner as in Example 1 except that a disodium salt of bisphenol A was used in place of sodium hydroxide as an ester interchange catalyst in an amount of 1.2×10−5 mole, in terms of sodium, based on bisphenol A, to synthesize polycarbonate. A pellet of this polycarbonate was used for the measurement of its physical properties. The conditions and results are shown in Tables I-A and I-B below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265524B1
Source datasetuspto-grants-2001_07
ORD IDord-08d34bd3aff74f63b8ab6cb5c42bc8f0
Source noteuspto-grants-2001_07