Sandoz Gmbh

Exxon Research and Engineering Company

Ciba-geigy Corporation

Wolfgang H Mueller

Horst Mayerhoefer

Hans Hinsken

Hermann Schneider

Alexis A Oswald

Urs Sollberger

Daniel N Hall

Hans-Werner Finck

William O Drake

Rainer Wolf

Anton Voykowitsch

Peter J Kozak

Peter Borer

The present invention relates to a process for stabilizing organic polymeric materials comprising incorporating therein a benzofuran (2) one or indolin (2) one compound as stabilizer. Such stabilized polymeric materials are stabilized against degradation during the polymer processing.

Benzofuranone or indolinone compounds useful as stabilizers for organic

Compounds of formula I ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are defined in the text, are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds are those in which R.sub.1 is hydrogen and R.sub.2 and R.sub.3 are identical (C.sub.8-17 alkyl)carbonyl groups.

4-Aminomethylpolyalkylpiperidines useful as light stabilizers

Compounds obtained by the addition of unsaturated esters to the &gt;NH group of compounds of formula II ##STR1## are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds are those in which R, R.sub.1 and R.sub.2 are all hydrogen and R.sub.3 and R.sub.4 together with the carbon atom to which they are attached form a cyclododecylidene ring.

1-Oxa-3,8-diazaspiro[4.5]decanes

N-(.beta.-aminoethyl)-3-hydroxy-1,1,6,6-tetramethyl-piperidine and certain of its N- and O-substituted derivatives are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds include the N-, O-diacyl derivatives.

Hindered piperidine polymer stabilizers

The present invention relates to a process for stabilizing organic polymeric materials comprising incorporating therein a benzofuran(2)one compound or indolin(2)one compound containing at least two benzofuran(2)one or indolin(2)one nuclei.

Benzofuran(2)one or indolin(2)one compounds useful as stabilizers for

3-Hydroxylbenzyl compounds of formula, ##STR1## in which each of R.sub.1, R.sub.2 and R.sub.3 is a hydrocarbon group, e.g. alkyl, R.sub.4 is hydrogen or alkyl, or forms with R.sub.1 --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, and Z is either an oxygen- or sulphur-containing group featuring at least one ester or amide moiety, or a disubstituted amino group, Z being bound to the rest of the molecule via the oxygen or sulphur atom, or nitrogen atom, respectively, are useful as antioxidants. Organic materials which are susceptible to the degradative effects of oxygen are treated with one or more of such compounds, e.g. by incorporation into the body of the organic material, in order to be stabilized against such effects.

3-Hydroxybenzyl compounds useful as antioxidants

Carbonates and urethanes of 2,2'-alkylene or -cycloalkylene-bis-4,6-disubstituted phenols are useful for stabilizing organic materials against the degradative effects of oxygen.

Carbonates and urethanes of 2,2'-alkylene or

Flameproofing composition comprises an O,O,O-triester of phosphorus, phosphoric or thiophosphoric acid and a haloalkyl aryl ether, and optionally a chlorinated aliphatic hydrocarbon and/or an organic tin or lead compound. The composition is useful for flameproofing polymeric organic materials, especially synthetic polymeric organic materials such as polypropylene, which may alternatively be flameproofed by treatment separately with the individual components of the composition.

Flameproofing compositions comprising a triester of phosphorous

Phosphorylsulfenyl halides are added to monoolefins, multiolefins, conjugated multiolefins and acetylenic compounds. 1,2-Markownikov oriented adducts are the principle products when conjugated diolefins are employed as the starting feedstock. Anti-Markownikov adducts are obtained as major products when unsymmetrical monoolefins and nonconjugated multiolefins are used as the starting material. The addition reactions are conducted at low temperatures. The materials which are obtained are of interest as pesticides and as intermediates in the synthesis of pesticides.

Phosphoryl sulfenyl chloride olefin adducts

Haloalkanethiols are synthesized through the free radical liquid phase reaction of halogenated olefins with an excess of hydrogen sulfide. High product yields to the desired haloalkanethiol products are secured when a 3 to 20 fold molar excess of hydrogen sulfide to halogenated olefin is used. Desirably, the synthesis is carried out to a conversion level not exceeding 90%. The haloalkanethiol products can be subsequently dehydrohalogenated to the corresponding episulfide products by reacting the haloalkanethiol product with a substantially equal molar amount of anhydrous ammonia.

Selective synthesis of 2-haloalkanethiols and episulfides therefrom

The present invention relates to phosphorus containing compounds and more specifically to phosphorous and phosphoric acid esters of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or alkyl,

Organic compounds

The invention provides novel boric acid esters, useful as flame retardants.

Boric acid esters

Acylthiosulfenyl halides, phosphorylsulfenyl halides, and thiophosphorylsulfenyl halides are added to monoolefins, multiolefins and acetylenic compounds. 1,2-Markownikov oriented adducts are the principal products when conjugated diolefins are employed as the starting feedstock. Anti-Markownikov adducts are obtained as major products when unsymmetrical monoolefins and nonconjugated multiolefins are used as the starting material. The addition reactions are conducted at low temperatures.

Addition of sulfenyl halides to olefins and acetylenes

The present invention concerns a novel method of flame-proofing flammable material which comprises treating said material with a compound of the formula: ##EQU1## WHEREIN N IS 1 OR 2, AND R, when n is 1, is a radical of the formula ##EQU2## wherein R.sub.1 and R.sub.2 are substituents e.g. alkyl, or R.sub.1 and R.sub.2, together with the nitrogen atom, form a heterocyclic ring or R, when n is 2, is a radical of the formula ##EQU3## wherein R.sub.1 and R.sub.4 are substituents e.g. alkyl and R.sub.3 is a hydrocarbon bridge e.g. alkylene, or R.sub.1, R.sub.2 and R.sub.4, together with the nitrogen atoms to which they are bound, form a heterocyclic ring, or a group of the formula ##SPC1## Wherein m is 1 to 5, and novel compounds (i.e. when n is 2) useful as flame-proofing agents.

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Neuallschwil, Switzerland

Wolfgang H Mueller