Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Phosphorus | HCID 5462309 | — |
| Reactant | HCID 54456247 | HCID 54456247 | — |
| Catalyst | Tetramethylammonium chloride | HCID 6379 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54361493 | HCID 54361493 | — |
Reaction Steps
61.2 g of 3-(diethoxyphosphonoethyl)-5-ethyl-5-methyl-hydantoin (0.2 mol), 277.5 g of epichlorohydrin (3.0 mols) and 0.2 g of tetramethylammonium chloride are stirred for 90 minutes at 115° - 119° C. The mixture is then cooled to 60° C and 17.6 g of 50% strength aqueous sodium hydroxide solution are added dropwise over the course of 4 hours whilst stirring, under a waterpump vacuum. The water present in the mixture is removed by azeotropic circulatory distillation analogously to Example 1 (c). The mixture is worked up analogously to Example 1 (c) and 65.7 g of a yellow, clear, viscous resin (90.6% of theory) having an epoxide content of 2.71 epoxide equivalents/kg (96.7% of theory) are obtained. The product contains 0.65% of chlorine and 6.72% of phosphorus.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03994858 |
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| Source dataset | uspto-grants-1976_11 |
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| ORD ID | ord-fbffff432aba4c9a8fc9fd94c1061d2e |
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| Source note | uspto-grants-1976_11 |
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