Hydroxymethylphenoxyphosphazenes and a process for producing same
AssigneeThe Dow Chemical Company
InventorMassimo D. Bezoari
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Abstract
This invention relates to R.sub.1, i.e., phenoxy-, halophenoxy- and isopropoxy- hydroxymethylphenoxycyclotriphosphazenes and to a process for their preparation. The process comprises reacting R.sub.1 -chlorocyclotriphosphazene with a salt of hydroxymethylphenoxide. The reaction takes place in the presence of an inert organic solvent and at a temperature within the range of from about 20.degree. C. to about 150.degree. C. The invention also relates to R.sub.1 -hydroxymethylphenoxycyclotetraphosphazenes. Also disclosed is a process for preparing a mixture of R.sub.1 -hydroxymethylcyclotriphosphazene and R.sub.1 -hydroxymethylcyclotetraphosphazene by reacting a mixture of R.sub.1 -chlorocyclotriphosphazene and R.sub.1 -chlorocyclotetraphosphazene with a hydroxymethylphenoxide salt.
Claims35
A process for the production of a hydroxymethylphenoxycyclotriphosphazene of the formula, ##STR12## wherein R.sub.1 is an isopropoxy radical having the formula ##STR13## or an aryloxy radical having the formula ##STR14## wherein each Z is independently selected for each isopropoxy radical from F and H, wherein each X is independently selected for each aryloxy radical from Cl, Br, F and H, and wherein n is a whole integer which is .gtoreq.1 and .ltoreq.5 when said compound has an m- or p- hydroxymethylphenoxy substituent and which is .gtoreq.3 and .ltoreq.5 when said compound has an o-hydroxymethylphenoxy substituent, said process comprising, reacting an R.sub.1 -chlorocyclotriphosphazene having n R.sub.1 substituents and 6-n chloride constituents and a salt of hydroxymethylphenoxide for a time period sufficient to yield said hydroxymethylphenoxycyclotriphosphazene, said reaction occurring in an inert organic solvent medium, at a temperature within the range of from about 20.degree. C. to about 150.degree. C., and with a molar ratio of said R.sub.1 -chlorocyclotriphosphazene to said salt of the hydroxymethylphenoxide anion component of said salt of 1:b wherein b>5-n.
Compounds of the formula, ##STR15## wherein R.sub.1 is an isopropoxy radical having the formula ##STR16## or an aryloxy radical having the formula ##STR17## wherein each Z is independently selected for each isopropoxy radical from F and H, wherein each X is independently selected for each aryloxy radical from Cl, Br, F and H, and wherein n' is a whole integer which is .gtoreq.1 and .ltoreq.7 when said compound has an m- or p- hydroxymethylphenoxy substituent and which is .gtoreq.4 and .ltoreq.7 when said compound has an o-hydroxymethylphenoxy substituent.
A process for the production of a mixture of hydroxymethylphenoxycyclotriphosphazenes and hydroxymethylphenoxycyclotetraphosphazenes of the formulas, respectively,:
- ##STR18## wherein R.sub.1 is an isopropoxy radical having the formula ##STR19## or an aryloxy radical having the formula ##STR20## wherein each Z is independently selected for each isopropoxy radical from F and H, wherein each X is independently selected for each aryloxy radical from Cl, Br, F and H, and wherein n is a whole integer which is .gtoreq.1 and .ltoreq.5 when said hydroxymethylphenoxycyclotriphosphazene has an m- or p-hydroxymethylphenoxy substituent and which is .gtoreq.3 and .ltoreq.5 when said hydroxymethylphenoxycyclotriphosphazene has an o-hydroxymethylphenoxy substituent, and n' is a whole integer which is .gtoreq.1 and .ltoreq.7 when said hydroxymethylphenoxycyclotetraphosphazene has an m- or p- hydroxymethylphenoxy substituent and which is .gtoreq.4 and .ltoreq.7 when said hydroxymethylphenoxycyclotetraphosphazene has an o-hydroxymethylphenoxy substituent, said process comprising, reacting a mixture of R.sub.1 -chlorocyclotriphosphazene having n R.sub.1 substituents and 6-n chloride constituents and R.sub.1 -chlorocyclotetraphosphazene having n' R.sub.1 substituents and 8-n' chloride constituents, with a salt of hydroxymethylphenoxide for a time period sufficient to yield said hydroxymethylphenoxycyclotriphosphazene and said hydroxymethylphenoxycyclotetraphosphazene, said reaction occurring in an inert organic solvent medium, at a temperature within the range of from about 20.degree. C. to about 150.degree. C., and with a molar ratio of said R.sub.1 -chlorocyclotriphosphazene and said R.sub.1 -chlorocyclotetraphosphazene to the hydroxymethylphenoxide anion component of said salt of 1:b wherein b>13-n'-n.
Compounds of the formula, ##STR21## wherein R.sub.1 is an isopropoxy radical having the formula ##STR22## or an aryloxy radical having the formula ##STR23## wherein each Z is independently selected for each isopropoxy radical from F and H, wherein each X is independently selected for each aryloxy radical from Cl, Br, F and H, and wherein n is a whole integer which is .gtoreq.1 and .ltoreq.5 when said compound has an m- or p- hydroxymethylphenoxy substituent and which is .gtoreq.3 and .ltoreq.5 when said compound has an o-hydroxymethylphenoxy substituent.
Dependencies are inferred from the claim text.