Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2,4-Bis(p-aminobenzyl)aniline | HCID 33182 | — |
| Product | HCID 68719478 | HCID 68719478 | — |
Reaction Steps
To a reactor are charged 110 parts of 2,4-bis(p-aminobenzyl)aniline (a technical grade by-product sold by E. I. duPont de Nemours & Co.), 94 parts of phenol, 160 parts of toluene and 40 parts of n-butanol. The reactor is inerted with nitrogen and heated to 60° C. with stirring to form a uniform solution. At 60° C. 128 parts of 50% formalin are added rapidly allowing the temperature to rise to atmospheric reflux (reflux temperature ~91° C.). The batch is refluxed for 3 hours during which time the reflux condensate is returned to the reactor. After 3 hours the reflux condensate is separated into an aqueous phase and organic phase in an oil water separator. The organic phase of the condensate is returned to the reactor and the aqueous phase is removed from the reaction mixture. The reaction temperature is allowed to go to 110° C. at atmospheric pressure. The solution of product is cooled and filtered. The product has a % closed dihydrobenzoxazine ring of 87% and a calculated equivalent weight of 263. The reddish product solution has a solids content of 59%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04557979 |
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| Source dataset | uspto-grants-1985_12 |
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| ORD ID | ord-3724226f82ec4ceb9d67f7ea6b836f0e |
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| Source note | uspto-grants-1985_12 |
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