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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436724Generated: October 26, 2026

Carbon Dioxide → Isophorone diamine

https://huagongshe.com/reaction/436724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantMethacrylic AcidHCID 4093—
Reactant2,3-Dihydro-1-methyl-1H-phosphole 1-oxideHCID 70104—
Reactant2,5-Dihydro-1-methyl-1H-phosphole 1-oxideHCID 70256—
ReactantIsophorone diisocyanateHCID 169132—
SolventDimethylformamideHCID 6228—
ProductIsophorone diamineHCID 17857140%

Reaction Conditions

Temperature50 °C

Reaction Steps

After the prepolymer has been cooled to 50° C., 695 parts by weight of dimethyl formamide and 44.4 parts by weight (0.2 mol) of 1-isocyanato-3,3,5-trimethyl-5-isocyanato methyl cyclohexane are added. 34.8 parts by weight (0.2 mol) of a mixture of 2,4- and 2,6-tolylene diisocyanate in a ratio of 8:2, and 2.4 parts by weight (0.02 mol) of a mixture of 1-methyl-1-phospha -2-cyclopenten-1-oxide and 1-methyl-1-phospha -3-cyclopenten-1-oxide, are added to the resulting solution. When the evolution of carbon dioxide has virtually stopped, 17.2 parts by weight (0.2 mol) of methacrylic acid in 17.2 parts by weight of dimethyl formamide are added, followed by stirring at 80° C. until a clear solution is formed. Chain extension with 48 parts by weight (0.28 mol) of 1-amino-3,3,5-trimethyl-5-aminomethyl cyclohexane in 100 parts by weight of dimethyl formamide at 25° C. gives a solution of a polyurethane acyl urea having a viscosity of 1650 cP at 24° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04028310
Source datasetuspto-grants-1977_06
ORD IDord-d58d548c6fd241158bf5c45fa0106329
Source noteuspto-grants-1977_06