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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008227Generated: October 31, 2026

epsilon-CAPROLACTONE → 2-Ethylhexanol

https://huagongshe.com/reaction/1008227

Reaction equation

Participants

RoleNameHCIDCharge
Reactantepsilon-CAPROLACTONEHCID 10401—
ReactantPotassium HydroxideHCID 14797—
ReactantButanediolHCID 165788—
Product2-EthylhexanolHCID 7720—
Product1,4-ButanediolHCID 8064—

Reaction Conditions

Temperature80 °C

Reaction Steps

350.0 g (1.47 gram equivalent) of the IPDI uretdione polyisocyanate from Example 1, which had a 19.2% content of uretdione groups after hot titration, was put in first under dry nitrogen and heated to 80° C. A mixture of 176.0 g (0.88 gram equivalent) of a commercial ε-caprolactone polyesterdiol started on 1.4 butanediol, with an OH number of 280 mg KOH/g (Capa 203, produced by Solvay), 19.8 g (0.44 gram equivalent) of 1,4-butanediol and 19.5 g (0.15 gram equivalent) of 2-ethyl-1-hexanol was added within 30 minutes and agitated at a maximum reaction temperature of 100° C. until the NCO content of the mixture had dropped to a value of 0.8% after about 4 hours. The melt was poured onto a metal sheet to cool it and a polyaddition compound, containing uretdione groups and appropriate for cross-linking coating powders, was obtained in the form of a solid, colorless resin. The product had the following properties:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797800B2
Source datasetuspto-grants-2004_09
ORD IDord-b97c17345a334021adb9918951d4d9b2
Source noteuspto-grants-2004_09