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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980120Generated: October 31, 2026

Carbamic acid, ethyl ester → Sebacic Acid

https://huagongshe.com/reaction/980120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamic acid, ethyl esterHCID 5641—
ReactantTriethylamineHCID 8471—
ReactantIsocyanateHCID 105034—
ReactantHCID 21145147HCID 21145147—
Reactant1,4-dioxane N,N-dimethylformamideHCID 21712069—
ProductSebacic AcidHCID 5192—
ProductTerephthalic AcidHCID 7489—

Reaction Steps

A 985 g quantity of polytetramethylene glycol (OH value: 56.9) and 222 g of isophorone diisocyanate were reacted at 110° C. for 5 hours to obtain a urethane prepolymer (NCO equivalent: 1233) having an isocyanate ending. A 93.5 g quantity of the urethane prepolymer and 76.5 g of γ-methyl-L-glutamate NCA were dissolved in 666 g of solvent mixture of dimethylformamide/dioxane (7/3 in weight ratio), and 45 g of 2% triethylamine solution was added to the solution with stirring. The mixture was reacted at 30° C. for 5 hours, giving a satisfactorily fluid, yellowish brown, milky and turbid solution of PAU resin Y having a viscosity of 42,000 cps (25° C.) The PAU resin Y was used for Formulations 8 to 12 given later. On the other hand, a polyester resin Z was prepared which had a molecular weight of 30,000 and produced from a mixture of terephthalic acid and sebacic acid in a molar ratio of 6:4 and a mixture of ethylene glycol and neopentyl glycol in a molar ratio of 5:5 by copolymerization. The resin Z was used for Formulation 8 stated below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04636424
Source datasetuspto-grants-1987_01
ORD IDord-cf16f8950ebc45e4945d94ae8f12c661
Source noteuspto-grants-1987_01