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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901309Generated: October 31, 2026

Octanoic Acid → Pentaerythrityl tetracaprylate

https://huagongshe.com/reaction/1901309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOctanoic AcidHCID 379—
ReactantPentaerythritolHCID 8285—
ReactantPhosphinic AcidHCID 4124402—
SolventWaterHCID 962—
ProductPentaerythrityl tetracaprylateHCID 76366—

Reaction Conditions

Temperature190 °C

Reaction Steps

526 g (1.7 moles) of the POE(4) pentaerythritol prepared in (a) above was charged to a flask for esterification having standard apparatus for agitation, heating and distillation. Agitation and a dry nitrogen sparge were started, and 1074 g (7.4 moles) of caprylic acid (alkyl chain 98% minimum C8 acid value 388 mg KOH/g) and 0.8 g of hypophosphorous acid solution (50%) were added. The contents were heated to 180° C. with the removal of the water of esterification by distillation and held at 180°-190° C. until all water was removed. The hydroxyl number of the contents was checked, and the reaction was continued at 180°-190° C. until a maximum hydroxyl number of 5.0 mg KOH/g was reached, indicating greater than 99% conversion to the ester. A vacuum was pulled via the distillation system to 30 inches and the contents were stirred at 190° C. to remove the unreacted caprylic acid by distillation. The Acid value of the contents was checked, and the acid removal was continued at 180°-190° C. until a maximum acid value of 1.0 mg KOH/g was reached. The contents were then cooled to 70° C. and filtered to yield a compound of the formula

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576470
Source datasetuspto-grants-1996_11
ORD IDord-d8b305cfc7754a6aa88d3f31c9744fd2
Source noteuspto-grants-1996_11