Phenol-formaldehyde and allied resins. II. Trinuclear and hexanuclear novolaks

Autor: B. T. Hayes, R. F. Hunter, A. C. Davis
Rok vydání: 2007
Předmět:
Zdroj: Journal of Applied Chemistry. 3:312-317
ISSN: 1934-998X
0021-8871
Popis: 2: 6-Bis-4′-hydroxybenzylphenol has been synthesized by isomerization of 2: 6-bis-4′-hydroxybenzylidenecyclohexanone and by condensation of 4-bromo-2: 6-bishydroxymethylphenol with phenol and subsequent reduction of the resulting bromobishydroxybenzylphenol with palladium and hydrogen. 4:4′-Dihydroxy-3:5:3′:5′-tetra-(2″-hydroxy-3″:5″-dimethyldibenzyl)diphenylmethane, which constitutes the first example of a hexanuclear novolak in which two novolak chains are linked by a central methylene bridge, has been synthesized by condensation of 2:6-bishydroxymethyl-4-bromophenol with 2:4-xylenol, dehalogenation of the di(hydroxydimethylbenzyl)bromophenol with palladium and hydrogen and condensation of the resulting 2:6-di-(2′-hydroxy-3′:5′-dimethylbenzyl)phenol with formaldehyde. The hexanuclear novolak showed a pronounced tendency to form adducts with aliphatic alcohols, recalling the curiously stable additive complex of the tetranuclear p-cresol novolak and ethylene dichloride. Examination of the X-ray diffraction of specimens of the solvent-free hexanuclear novolak and its methanol adduct in the Frevel focusing camera used in the earlier investigation2 showed that, as with the tetranuclear compound and its ethylene dichloride adduct, the lines in the powder photographs were quite dissimilar and apparently unrelated.
Databáze: OpenAIRE