Ciba-geigy Corporation

Ciba Specialty Chemicals Corporation

Ciba-geigy Ag

Michael Rasberger

Jean Rody

Samuel Evans

Paul Moser

Helmut Muller

Paul Dubs

Friedrich Karrer

Roger F Malherbe

Peter Hofmann

Hans R Meier

David G Leppard

John D Spivack

Siegfried Rosenberger

Rita Pitteloud

Ivan Orban

Heimo Brunetti

Peter Baumeister

Hanns Lind

Stephan Allenbach

Marc Ribeaud

Klaus Muller

Ulrich Kristen

Helmut Mueller

Johann Rody

Eberhard Gegner

The lubricity (anti-wear properties) of fuels, for example hydrocarbon fuels, oxygenated fuels or mixtures thereof, particularly diesel or aviation fuels having reduced sulphur and/or aromatic content for compliance with regulator requirements, is improved by addition of at least a product which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III,

Liquid polyfunctional additives for improved fuel lubricity

Products are described which are obtainable by reacting compounds of formula I with compounds of formula IIa or/and IIb and IIIa or/and IIIb and additionally, where appropriate, IV ##STR1## wherein the general symbols are as defined in claim 1, the compound of formula I being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, the compound of formula IIa being, for example, diethanolamine, the compound of formula IIIa being, for example, methyl oleate, and the compound of formula IV being, for example, sulfur. The cited products can be used as liquid antioxidants in organic materials.

Liquid antioxidants as stabilizers

The invention relates to novel compounds of the formula I ##STR1## in which the general symbols are as defined in claim 1, as stabilizers for organic materials against oxidative, thermal or light-induced degradation.

Hals phosphonites as stabilizers

A lubricant oil composition comprising a diesel engine lubricating oil and, as antioxidant, a compound of formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of the other C.sub.1 -C.sub.12 alkyl

Stabilized diesel engine oil

Compounds of the formula I or II, ##STR1## wherein m is 1 or 2, A is branched or unbranched 1,2- or 1,3-alkylene, or o-phenylene, E is a group III or IIIa, R is hydrogen or methyl, R.sup.1 and R.sup.3 are hydrogen, alkyl, alkenyl, aralkyl, alkanoyl, alkenoyl, benzoyl or cyanomethyl, R.sup.2 is a radical of valency m and R.sup.4 is a monovalent radical, are effective processing stabilizers for polymers, in particular for polyolefins, and additionally have a stabilizing action against damage by light.

Selected

Lubricants can be rendered more resistant to oxidation with the aid of compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen, alkyl or benzyl, R'.sub.2 is hydrogen or alkyl, R.sub.3 and R.sub.4 are independently alkyl, phenyl or benzyl, R.sub.5 is hydrogen or alkyl, and R.sub.6 is alkyl. In a preferred embodiment, these compounds are combined with a customary phenolic antioxidant.

Tetrahydroquinolines as antioxidants for lubricants

Certain

Phosphonous acid monoester-monoamides of the formula ##STR1## in which n is 1, R.sub.1 is phenyl, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or alkyl, R.sub.5 is alkyl or cyclohexyl, R.sub.6 is 2,2,6,6-tetramethylpiperidin-4-yl or ##STR2## R.sub.3 may also be ##STR3## where X is methylene or isopropylidene and R.sub.6 is alkyl or cyclohexyl. Said compounds are suitable for protecting organic material from the harmful effect of heat, oxygen and light.

Phosphonous acid monoester-monoamides

Phosphonous acid monoester-monoamides of the formula ##STR1## in which n is 1 or 2, when n is 1, R.sub.1 is alkyl or phenyl, or when n is 2, R.sub.1 is phenylene-Y-phenylene where Y is a direct bond, --O--, --S-- or alkylidene, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or alkyl and R.sub.5 and R.sub.6 together with the N-atom to which they are bonded from a heterocyclic ring, are suitable for protecting organic material from the harmful effect of heat, oxygen and light.

Phosphonous acid monoester-monoamides of the formula ##STR1## in which the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and n are as defined in claim 1, are suitable for protecting organic material from the harmful effect of heat, oxygen and light.

Compounds of the formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.18 alkyl,

Compositions stabilized with dioxaphosphepines

Compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.18 alkyl, or, if R.sub.1 is hydrogen, R.sub.2 is a divalent 1,1,3,3-tetramethylpropylene radical fused in the 2-position and 3-position or the 9-position and 10-position, and X is sulfur or a group --CH(R).sub.3 --, in which R.sub.3 is hydrogen or a radical of the formula II --CH(R.sub.4)--CH(R.sub.5)SR.sub.6, and each of R.sub.4 and R.sub.5 independently is hydrogen or C.sub.1 -C.sub.6 alkyl and R.sub.6 is C.sub.1 -C.sub.20 alkyl, while the alkyl group can be interrupted by one or more sulfur atoms, and A is a primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine which contains substituents of the same type or mixed substituents, or a heterocyclic amine or a hydrazine derivative. These compounds are useful stabilizers for organic material.

Compositions stabilized by 6-amino-dibenz[d,g][1,3,2]dioxaphosphocines

6-Piperidino-dibenz[d,g][1,3,6,2]dioxathiophosphocine

Compounds of the general formula (I) ##STR1## in which R.sub.1 is an .alpha.-branched alkyl group having 3 to 12 carbon atoms, cyclohexyl, phenyl or .alpha.,.alpha.-dimethylbenzyl and R.sub.2 is methyl, isopropyl, tert.-butyl, tert.-pentyl, 1,1,3,3-tetramethylbutyl, nonyl, 1,1,3,3,5,5-hexamethylhexyl or .alpha.,.alpha.-dimethylbenzyl, only one of R.sub.1 and R.sub.2 being 1,1,3,3-tetramethylbutyl and at least one of R.sub.1 and R.sub.2 possessing at least 8 carbon atoms, and R.sub.3 is hydrogen or methyl, or R.sub.3 together with R.sub.2 is 1,1,3,3-tetramethyl-1,3-propylene, are suitable as stabilizers for organic material to protect it against thermo-oxidative and light-induced degradation.

Phosphite stabilizers

Compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are substituted or unsubstituted hydrocarbon radicals, or halogen,

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Riehen, Switzerland

Michael Rasberger