Cyclic phenol-aldehyde resins
AssigneePetrolite Corporation
InventorsRudolf S. Buriks, Allen R. Fauke, John H. Munch
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Abstract
Cyclic phenol-aldehyde resins, for example cyclic tetramers; derivatives thereof; processes by which they are prepared; and uses thereof.
Claims19
A process of preparing an infusible, relatively organic solvent insoluble phenol-aldehyde resin having a melting point above 300.degree. C. and containing a substantial proportion of cyclic polymer which comprises reacting a phenol substituted in the para position and unsubstituted in both ortho positions with at least one mole of an aldehyde per mole of phenol in a non-polar solvent and in the presence of a catalytic amount of a base, under mildly basic conditions at a temperature from about 80.degree. C. to the decomposition temperature of the reactants or products, at least the final stage of the reaction being carried out under reflux with the water formed distilling off until all of said water has been removed and a phenol-aldehyde resin insoluble in the reaction medium is formed.
A process of preparing an infusible, relatively organic solvent insoluble phenol-aldehyde resin having a melting point above 300.degree. C. and containing a substantial proportion of cyclic polymer, which comprises heating a phenol-aldehyde condensate, alone or with additional phenol or aldehyde, in a non-polar solvent and in the presence of a catalytic amount of a base, under mildly basic conditions to reflux and maintaining the reaction mixture at reflux with the water formed distilling off until all of said water has been removed and a phenol-aldehyde resin insoluble in the reaction medium is formed, said phenol-aldehyde condensate corresponding to that prepared by the condensation of a phenol substituted in the para position and unsubstituted in both ortho positions with one or two moles of an aldehyde, any additional phenol employed being also substituted as above defined, and the overall molar ratio of aldehyde moieties to phenol moieties being from about 1:1 to 2.5:1.
A derivative of a cyclic phenol-aldehyde resin having the formula ##STR30## where n is 4 to 16, .phi. is ##STR31## and A.degree. is ##STR32## X being SiR.sub.3 ''', an alkali metal, alkyl, alkenyl, aryl, cycloalkyl, heterocyclic, alkaryl, aralkyl, or a sulfonic acid moiety, R, R', R" and R''' being alkyl, alkenyl, aryl, cycloalkyl, heterocyclic, alkaryl, aralkyl, halo, alkoxy or phenoxy, R.degree. being hydrogen, alkyl, aryl, cycloalkyl, alkaryl, aralkyl or heterocyclic, each .phi. and A.degree. being the same or different and R, R', R" and R''' being the same or different, said derivatives being insoluble or only slightly soluble in paraffinic hydrocarbons, ketones, esters, alcohols, water and dimethylformamide.
Dependencies are inferred from the claim text.