Ciba-geigy Corporation

Kurt Schwarzenbach

Siegfried Rosenberger

Helmut Muller

Andreas Schmidt

Heimo Brunetti

Bernard Gilg

Helmut Mueller

Siegfried Rosenberg

The phenol-mercaptocarboxylic acid esters used for stabilizing elastomers are those of the formula ##STR1## wherein R is C.sub.1 -C.sub.18 alkyl.

Use of phenol-mercaptocarboxylic acid esters as stabilizers for

The phenol-mercaptocarboxylic acid esters used for stabilizing elastomers are those of the formula ##STR1## wherein R is C.sub.1 -C.sub.18 Alkyl.

Use of symmetrical triarylphosphites of the general formula I ##STR1## wherein R.sub.1 is tert.-butyl, 1,1-dimethylpropyl, cyclohexyl or phenyl, and one of

Stabilizer systems of triarylphosphites and phenols

Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkyl, phenyl or the group ##STR2## or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.

Phosphite ester stabilizers

Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkhyl, phenyl or the group or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.

Phenol esters and amides and polymers stabilized therewith

New bis-salicyloyl-dicarboxylic acid dihydrazides are stabilizers for polyolefines. They are prepared by reacting a salicylic acid hydrazide with a dicarboxylic acid chloride or a dicarboxylic acid diester.

Bis-salicyloyl-dicarboxylic acid dihydrazides as stabilizers for

New 4,6-disalicyloyl-hydrazino-s-triazines are stabilizers for polyolefines. They are prepared by reacting 4,6-dihydrazino-s-triazines with salicylol chloride.

Stabilisers for polyolefines

1,3,4-Oxadiazolones and 1,3,4-thiadiazolones substituted in position 3 by sterically hindered p-hydroxybenzyl and in position 5 by mono- or divalent hydrocarbon or by alkoxy or alkylthio and the 2-thiono analogs of the above defined compounds can be synthesized by hydroxybenzylation of the corresponding 3-hydrogen compounds, for instance, with formaldehyde and a sterically hindered phenol. Intermediately the 3-hydroxymethyl compounds are formed which may be isolated. The hydroxybenzylation may further be accomplished by means of the corresponding hydroxybenzyl halides, amines or dithiocarbaminates. The products are stabilizers for organic polymers to protect them against thermo-oxydative degradation. They show an outstanding stability against discoloration.

3-Hydroxybenzyl-oxadiazolone and -thiadiazolone derivatives

Bicyclic phosphites are used alone or in combination with other stabilisers for stabilising polyolefines.

Bicyclic phosphites

Compounds of the formula ##SPC1## In which R.sub.1 denotes hydrogen, alkyl with 1-8 carbon atoms, alkenyl with 3 or 4 carbon atoms, cycloalkyl with 5-8 carbon atoms, aralkyl with 7-9 carbon atoms, phenyl, chlorine, bromine, hydroxyl, alkoxy with 1-18 carbon atoms or acyloxy with 2-18 carbon atoms, R.sub.2 denotes hydrogen, alkyl with 1-5 carbon atoms, alkenyl with 3 or 4 carbon atoms, cyclohexyl, aralkyl with 7-9 carbon atoms, chlorine or bromine, n denotes 1 and A denotes alkyl with 1-21 carbon atoms, alkenyl with 3-6 carbon atoms, alkynyl with 3-6 carbon atoms, oxaalkyl with 2-21 carbon atoms, thiaalkyl with 2-21 carbon atoms, the hetero-atoms in the oxaalkyl or thiaalkyl radical being separated from one another and/or from the oxygen atom to which these radicals are bonded, by at least 2 carbon atoms, cyclohexyl or benzyl, or n denotes 2 and A denotes alkylene with 2-10 carbon atoms, alkenylene with 4 carbon atoms, alkynylene with 4 carbon atoms, oxaalkylene with 4-10 carbon atoms or thiaalkylene with 4-10 carbon atoms, the hetero-atoms in the oxaalkylene or thiaalkylene radical being separated from one another and/or from the oxygen atom to which these radicals are bonded, by at least 2 carbon atoms, can be used for stabilising organic material, especially in the presence of metals.

Salicylic acid hydrazide stabilizers for polymers

New processes for the manufacture of alkylated phosphoric acid 4-hydroxyanilides. The compounds, some of which are new, can be used as stabilisers for organic material.

Phosphoric acid anilides

The use of compounds of the formula I ##SPC1## wherein R.sub.1 denotes alkyl with 3 or 4 carbon atoms, R.sub.2 denotes alkyl with 1 - 4 carbon atoms, R.sub.3 denotes hydrogen or methyl, n denotes 1 or 2 and R.sub.4, if n is 1, denotes alkyl with 8 - 14 carbon atoms, cycloalkyl with 5 or 6 carbon atoms, benzyl, phenyl, phenyl substituted by 1 to 2 alkyl groups and/or alkoxy groups each with 1 - 8 carbon atoms, phenylthioalkyl with 8- 9 carbon atoms or aradical of the formula

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Pfeffingen, Switzerland

Kurt Schwarzenbach