Phosphorus‐containing polyurethans

Abstract

Phosphorus‐containing polyurethans of the formula were prepared by interfacial polymerization of 1,4‐butanebischloroformate and p‐xylylene‐α, α‐bischloroformate with bis(m‐aminophenyl)alkylphosphine oxides. The polymers had number average molecular weights up to 8600. A test of the stability to alkali of one of the polymers (RCH3, X1,4‐C6H4) showed it to be as resistant as nonphosphorus analogs, and a film of this polymer exhibited self‐extinguishing properties. Thermal degradation of the phosphorus polymers, which began at approximately 230°C, occurred by an initial first‐order process, releasing chiefly carbon dioxide. The energies of activation for the maximum rates of weight loss were 31–37 kcal/mole.

Flame-Retardant Organic Coatings

“…Thus diethyl-N,Nbis(hydroxyethyl)aminomethyl phosphate is a better flame-retardant additive than its isomer, bis(hydroxyethyl)-N,N -diethylaminomethyl phosphonate. (155) The chemical incorporation of phosphorus into polyurethanes gives better flame retardancy than simple blending of nonreactive add itivesY30.143) The following polyols containing phosphorus have been incorporated into polyurethane polymers, (154,(156)(157)(158) but their usefulness for polyurethane coatings has not been established. In addition to providing acceptable performance properties, flame-retardant materials must also be economically competitive.…”

Advances in Polyurethane Coatings (1969 to Early 1972)

“…Fire retardancy is usually incorporated into urethane coatings by adding chlorine or bromine (145) and/or phosphorus (28,29,31,32,49,129,141,184) in the form of organic additives or polyols. Antimony oxide is also used in conjunction with halogen compounds (189).…”

Effects of the o‐aromatic ring in the molecular chain on the properties of polyester polyols

“…The thermal stability of polyurethanes has been studied extensively because of the importance of this group of materials 1–11. Polyurethanes are usually not very thermally stable polymers.…”