Hoechst Aktiengesellschaft

Fritz Linke

Walter Dursch

Hans-Jerg Kleiner

Manfred Finke

Organic phosphorus compounds possessing 3-hydroxyalkylphosphinic acid ester groups of the formula ##STR1## wherein the individual symbols have the meaning given in the description. These compounds have been obtained by reaction of compounds containing one or more hydroxyl groups with a 2-substituted 2-oxo-oxa-phospholane. The products of the above formula are in particular suitable for use as flameproofing agents for textile material.

Organic phosphorus compounds possessing 3-hydroxyalkylphosphinic acid

Mixtures of oligomeric phosphorus compounds which are obtained in the first step by reaction of a mono- to hexavalent alcohol with phosphinic, phosphonic and phosphoric acid derivatives containing at least one anhydride oxygen and possibly containing terminal acid P-OH radicals and by subsequent reaction in the second step with alkylene oxides or alkylene carbonates. These phosphorus compounds which contain hydroxyalkylphosphonic acid groups, may be suitably employed directly as flame-retardant finishes for textile articles or as intermediates thereof.

Polyphosphorus compounds obtained by reacting an alcohol, phosphorus

Organic phosphorus compounds with 2-hydroxyalkylphosphonic acid groups of the general formula I ##STR1## the individual symbols in the above formula I having the meaning as given in the description. The compounds, which are used as flame retardants for textile material, are prepared by reacting 1 mole of a compound of the general formula II

Organic phosphorus compounds with 2-hydroxyalkyl-phosphonic acid groups

Bisphosphinic acid anhydrides of the formula ##STR1## in which R is a saturated open chain or cyclic alkylene radical, an arylene or aralkylene radical, and R.sup.1 and R.sup.2, which may be identical or different, represent optionally halogen substituted alkyl, aryl or aralkyl radicals, and m represents an integer .gtoreq.1, preferably .gtoreq.2 and a process for their preparation which comprises reacting bisphosphinic acid derivatives of the formula ##STR2## in which R.sup.3 and R.sup.4, are hydrogen, monovalent cations, the ammonium group or optionally halogen-substituted alkyl groups, with inorganic acid chlorides and/or with phosgene and/or with oxalyl chloride and/or with the corresponding bromine compounds in a molar ratio of about 1:1 at a temperature up to 250.degree. C.

Bisphosphinic acid anhydrides and process for their preparation

Carbamoyl-oxyalkyl-phosphinic acid derivatives or mixtures thereof of the formula ##STR1## in which Z.sub.n is an n-valent, saturated C.sub.1 -C.sub.6 -hydrocarbon group, R.sub.1 is an optionally branched C.sub.1 -C.sub.6 -alkyl group, which group may be substituted by a halogen atom, or a phenyl group, R.sub.2 is an optionally branched C.sub.2 -C.sub.7 -alkylene group, a is zero to n-1 and n is an integer of from 1 to 4. These compounds can be prepared by reacting phosphonites of the formula II ##STR2## in the presence of radical-forming agents, with a carbamate of the formula III

Carbamoyl-oxyalkyl-phosphinic acid derivatives

Compounds of the formula ##STR1## WHEREIN Z is alkyl with 2 to 6 carbom atoms, x is oxygen, NH or sulfur, n and m are integers from 2 to 6, r is zero or 1, R.sup.4, R.sup.5 R.sup.6 and R.sup.7 are hydrogen or methyl and R.sup.3 is methyl, ethyl or phenyl. They are obtained by reacting 1 mole of a compound of formula

Polyphosphinites and a process for their preparation

Compounds of the formula ##STR1## WHEREIN Z is alkyl with 2 to 6 carbon atoms, x is oxygen, NH or sulfur, n and m are integers from 2 to 6, r is zero or 1, R.sup.4, R.sup.5 R.sup.6 and R.sup.7 are hydrogen or methyl and R.sup.3 is methyl, ethyl or phenyl. They are obtained by reacting 1 mole of a compound of formula

A process for the flameproofing of fiber material, which comprises applying (meth-)acrylic acid-alkyl-esters of the general formula ##STR1## in which n and m are 0 or 1 and (n+m) are 0 or 1, and R.sub.1 stands for a saturated or unsaturated aliphatic hydrocarbon radical having from 1 to 8, preferably from 1 to 4 carbon atoms, which radical may also be substituted, preferably mono-substituted, by chlorine, bromine, the nitrile group, or the radicals --OR.sub.4 or --COOR.sub.4, R.sub.2 has the same meaning as R.sub.1 and -- for n= 0 and m= 1 -- may also be a group of the formula ##STR2## Z, Z.sup.1, Z.sup.2 represent straight-chain or branched (C.sub.1 -C.sub.3)-alkylene radicals which may also be substituted, preferably mono-substituted, by chlorine, bromine or the hydroxy group, X stands for a hydrogen, a chlorine or a bromine atom, a hydroxy or a methyl group, R.sub.3 represents a hydrogen atom or a methyl group, and R.sub.4 is a hydrogen atom or an alkyl group having from 1 to 8 carbon atoms, and R.sub.5 is a hydrogen atom, the methyl or the chloromethyl group, onto the fiber material, the said (meth-)acrylic acid-alkyl-esters being dissolved in an inert solvent, and subjecting the latter substances to a polymerization by using radicals.

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Konigstein, Germany

Fritz Linke