Phenol-formaldehyde and allied resins. IV.-Rational synthesis of hexanuclear and heptanuclear novolaks
| Autor: | R. F. Hunter, B. T. Hayes, A. C. Davis |
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| Rok vydání: | 2007 |
| Předmět: | |
| Zdroj: | Journal of Applied Chemistry. 7:521-528 |
| ISSN: | 1934-998X 0021-8871 |
| Popis: | The condensation of 3: 5: 3′: 5′-tetrakis-hydroxymethyl-4: 4′-dihydroxydiphenylmethane (I) with p-substituted phenols provides a more convenient synthesis of bridged hexanuclear novolaks (II) than the reaction of formaldehyde with 2: 6-dibenzylphenols under alkaline conditions, previously used for the synthesis of 4: 4′-dihydroxy-3: 5: 3′: 5′-tetra-(2″-hydroxy-3″: 5″-dimethyl-benzyl)diphenylmethane (II, R = R′ = Me). Debromination of 4: 4′-dihydroxy-3: 5: 3′: 5′-tetra-(5″-bromo-2″-hydroxybenzyl)diphenylmethane (II, R = Br, R′ = H) by palladium and hydrogen furnished the unsubstituted hexanuclear novolak (II, R = R′ = H) which was finally obtained as a crystalline individual whose X-ray diffraction pattern was quite different from that of the octamethyl compound. The X-ray diffraction of the solvent-free specimen of the latter proved quite distinct from that of the toluene-adduct of the substance although two lines were common to both. |
| Databáze: | OpenAIRE |
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