HCID 21981744, compound → HCID 86741540, compound
Reaction equation
[N-:1]=[C:2]=[O:3].[N-:4]=[C:5]=[O:6].[N-]=[C:8]=[O:9].[NH2:10][C:11]([NH:13][C:14]([NH2:16])=[O:15])=[O:12]>CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2].C(OCC)(=O)C>[N-:1]=[C:2]=[O:3].[NH2:4][C:5]([O:9][CH2:8][CH3:11])=[O:6].[NH2:10][C:11]([NH:13][C:14]([NH2:16])=[O:15])=[O:12]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 82 °C
Procedure
In a one liter, 3-neck flask fitted with a mechanical stirrer, thermometer, condenser, gas inlet tube, addition funnel and electric heating mantle was placed 164g (0.34 mole) "Desmondur" N-100 biuret triisocyanate, and 109g ethyl acetate and 4 drops stannous octoate. The mixture was heated to 82° C. and stirred under a slow N2 stream while slowly adding over a period of 3 hours a solution of 319g (0.55 mole) N-ethyl (perfluorooctane) sulfonamidoethyl alcohol in 212g ethyl acetate and containing 3 drops of stannous octoate. Heating (82° C.) and stirring was continued for a period of 3 hours to yield mainly a fluorochemical biuret urethane isocyanate intermediate, (C8F17SO2N(C2H5)C2H4OCONHCO--2NC6H12NCO or more simply (Rf --Q--A--2B--A--NCO, and smaller amounts of B--A--Q--Rf)3 and (OCN--A--B--A--Q--Rf with B, A, Q and Rf as defined above.
Workup
- customIn a one liter, 3-neck flask fitted with a mechanical stirrer
- additionthermometer, condenser, gas inlet tube, addition funnel
- temperatureHeating (82° C.)
- stirringstirring
Sources & evidence
- ORD record
- ord-30a92c91f3164917b9dcd3f01056e4e9
- Source dataset
- uspto-grants-1988_05
- Patent number
- US04748267
Reaction notes
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