Carbon Dioxide → HCID 13691091, compound

HRID 580253Notes

Reaction equation

HRID 580253 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[CH:7]=[C:8]([C:12]([F:24])([F:23])[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[CH:17]=2)([F:15])[F:14])[CH:9]=[CH:10][CH:11]=1.[C:25](=O)=[O:26]>ClC1C=CC=CC=1>[N:22]([C:18]1[CH:17]=[C:16]([C:13]([F:14])([F:15])[C:12]([C:8]2[CH:9]=[CH:10][CH:11]=[C:6]([N:5]=[C:1]=[O:2])[CH:7]=2)([F:23])[F:24])[CH:21]=[CH:20][CH:19]=1)=[C:25]=[O:26]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 6371Phosgene4×HCID 13691090HCID 13691090, compound

Product 1

HCID 13691091HCID 13691091, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent2×

Conditions

Temperature
120 °C

Procedure

621 g of phosgene are condensed in 2.3 l of chlorobenzene at about 0° C. 353 g of 1,2-bis(3-aminophenyl)-1,1,2,2-tetrafluoroethane, dissolved in 1.2 l of chlorobenzene, are slowly added at a temperature of -10° C. to +10° C. The batch is heated up to 120° C. in the course of four hours. Further gaseous phosgene is passed in from about 80° C. The solution becomes clear at 100° to 110° C. Phosgene is passed through the solution at 120° C. for a further 90 minutes. The phosgene still dissolved is then blown out with CO2 and the mixture is subsequently worked up by distillation. 355 g of 1,2-bis-(3-isocyanatophenyl)-1,1,2,2-tetrafluoroethane, boiling point: 145° to 150° C./0.1 mbar, melting point: 139° to 140° C. (purity, according to gas chromatography, 97%) are obtained.

Workup

  1. additionare slowly added at a temperature of -10° C. to +10° C
  2. customis passed in from about 80° C
  3. custombecomes clear at 100° to 110° C
  4. distillationthe mixture is subsequently worked up by distillation

Sources & evidence

ORD record
ord-f63f1f98a1184866a1067d32798b36c7
Source dataset
uspto-grants-1988_06
Patent number
US04752338

Reaction notes

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