Cyclic phosphonates
AssigneeBorg-Warner Corporation
InventorIngenuin Hechenbleikner
Life of this patent
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Abstract
Alcohols preferably having a pka below that of propanol-1 are heated with certain heterocyclic phosphites to give phosphonates and certain heterocyclic phosphonites, to give phosphinates. If small amounts of alcohols are employed, the products are generally polymeric in nature whereas if larger amounts of the alcohol are employed, there is generally ring opening to the simpler monomer, or isomerization to the phosphonate or phosphinate. The products are useful as fire retardants and as adhesives for glass. Pentaerythritol phosphite can be self-polymerized by such heating to form the adhesive polymer.
Claims81
A process of (A) preparing a phosphonate consisting essentially of heating an alcohol with a phosphite until said phosphonate forms, said phosphite having a formula selected from the group consisting of:
- ##STR23## where R.sub.1 and R.sub.2 are alkyl, alkenyl or aralkyl, R.sub.3 is alkyl of 1 to 17 carbon atoms or hydroxymethyl, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are hydrogen or lower alkyl and R.sub.12 is alkyl of 1 to 18 carbon atoms and n is 0, 1 or 2,
- said alcohol having the formula R.sub.13 OH or the formula HOR.sub.15 OH where R.sub.13 is normal alkyl of 3 to 4 carbon atoms or the residue of a monohydric alcohol having a pKa below that of n-propyl alcohol from which residue the OH is removed and R.sub.15 is --CH.sub.2 --(R.sub.16).sub.m --CH.sub.2 -- where R.sub.16 is alkylene and m is zero or an integer, or (B) preparing a chass-linked polymeric phosphonate by heating at 160.degree. to 250.degree. C. pentaerythritol phosphite of the formula ##STR24## without another alcohol until it self polymerizes to form said phosphonate, or (C) preparing a phosphinate by heating a phosphonite with an alcohol until said phosphinate forms, Ingenuin HECHENBLEIKNER said phosphonite having the formula ##STR25## where R.sub.11 is aryl or alkyl of 1 to 18 carbon atoms and r is 1 to 2, said alcohol having the formula R.sub.13 OH or HOR.sub.15 OH.
Dependencies are inferred from the claim text.