HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → 1-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | 1H-Phosphole, 2,3-dihydro-4-methyl-1-phenyl-, 1-oxide | HCID 69722 | — |
| Reactant | N,N'-Methanetetraylbis(benzenamine) | HCID 98693 | — |
| Reactant | 1-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene | HCID 604152 | — |
| Product | 1-Phenyl-3-[2-(3-isopropenylphenyl)-2-propyl]carbodiimide | HCID 23192918 | — |
Reaction Steps
We combined 0.3182 g 3-methyl-1-phenyl-2-phospholene-1-oxide (MPPO), m-TMI [2-(3-isopropenylphenyl)-2-propylisocyanate], and 19.31 g phenyl isocyanate. After heating at 140°-150° C. for 14 hours, IR showed nearly complete conversion of isocyanates to carbodiimides. GC-MS integrated ionization current shows a response of 265944 units for the title mixed product, 3558 units for the diphenyl carbodiimide, and 3602 units for the ditertiarycarbodiimide. Assuming that the detector sensitivity for the mixed product is the same, the selectivity for the mixed product is the average of the two other products, the reaction selectivity for the mixed product is 265944/(265944+3602+3558) or 97%, so the maximum yield of either mixed product is 3%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05349087 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-65e5486786014b9a805d8a319a8a79f4 |
| Source note | uspto-grants-1994_09 |