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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166962Generated: November 1, 2026

Adipic Acid → Styrene

https://huagongshe.com/reaction/2166962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAdipic AcidHCID 196—
ReactantHydroquinoneHCID 785—
ReactantPropylene GlycolHCID 1030—
ReactantToluene 2,4-DiisocyanateHCID 11443—
Reactant2-Hydroxyethyl acrylateHCID 13165—
ReactantDi-n-butyldilauryltinHCID 9809426—
SolventStyreneHCID 7501—
ProductCarbamic acid, ethyl esterHCID 5641—
ProductStyreneHCID 750150%

Reaction Steps

300 ppm of hydroquinone were added to an unsaturated polyester having an acid number of 35 and prepared from 665 g (4 moles) of isophthalic acid, 588 g (6 moles) of maleic anhydride and 798 g (10.5 moles) of propylene glycol in the conventional two-stage reaction. The resulting product was then dissolved in styrene to obtain an unsaturated polyester resin having an unvolatile content of 60% (hereinafter referred to as Polyester A). Apart from this resin, a hydroxyl polyester having an acid number of 0.2 and a hydroxyl number of 54 (hereinafter termed Polyester B) was prepared from 874 g (11.5 moles) of propylene glycol and 1460 g (10 moles) of adipic acid. 2080 g (hydroxyl equivalent: 2) of Polyester B were dissolved in 2457 g of styrene and 0.74 g of hydroquinone with the application of heat. To the obtained solution were added dropwise at a controlled temperature not exceeding 60° C. over one hour 261 g (isocyanate equivalent: 3) of tolylene diisocyanate (manufactured by Nippon Polyurethane Kogyo Kabushiki Kaisha under the name of DESMODULE T-80). Subsequently, the reaction was allowed to continue for one further hour. To the reaction product were then added dropwise for 30 minutes a mixture of 116 g (1 mole) of hydroxyethyl acrylate and 0.49 g of dibutyltin dilaurate. Subsequently, the reaction was allowed to continue at 70° C. for 2.5 hours, and terminated after no absorption of infrared rays by NCO was observed in the vicinity of 2270 cm-1 with an infrared spectrometer, thereby to obtain a 50% styrene solution of an unsaturated acrylic urethane having a weight-average extension of molecular chain of 550 A (hereinafter called Acrylic Urethane C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04390662
Source datasetuspto-grants-1983_06
ORD IDord-4fb2d1a541c74f3395713507b9c77811
Source noteuspto-grants-1983_06