Ciba-geigy Corporation

Lonza Inc.

Ciba-geigy Ag

Andreas Schmidt

Rudolf Kirchmayr

Siegfried Rosenberger

Martin Dexter

Janet B Peterson

Kurt Schwarzenbach

Theodor Volker

Hans Althaus

Donald Richard Randell

Eginhard Steiner

Heimo Brunetti

Andre Schmitter

Louis Felder

Hugo Illy

Hansjorg Heller

Peter Collen Hamblin

Chain-lengthening agents based on chlorinated 4,4'-methylenebisanilines for p-phenylene-methylenediisocyanate prepolymer are used for the preparation of cast polyurethane elastomers.

Chain-lengthening agents for

New methylenebis(metachloro)anilines which are chain-lenghtening agents or cross-linking agents for polyurethanes.

Substituted p,p'-methylene-bis-anilines

Dithiophosphate lubricant additives of the formula I ##STR1## wherein R.sub.1 and R.sub.2, each independently of the other, represents C.sub.3 -C.sub.12 alkyl which can be interrupted by 1 to 2 oxygen atoms, C.sub.6 -C.sub.10 aryl or (C.sub.1 -C.sub.12 alkyl)-aryl, or R.sub.1 and R.sub.2 together represent C.sub.2 -C.sub.12 alkylene which can be interrupted by 1 or 2 oxygen atoms, and represents --OH, --NR.sub.3 R.sub.4, --OH.NR.sub.3 R.sub.4 R.sub.5, --NHCH.sub.2 COOH, --NHCH.sub.2 COOR.sub.1, --NH(CH.sub.2 COOH).sub.2, --N(CH.sub.2 COOR.sub.1).sub.2, --N(CH.sub.2 COOH).sub.2.NR.sub.3 R.sub.4 R.sub.5, --N(CH.sub.2 COOH.NR.sub.3 R.sub.4 R.sub.5).sub.2, --NHCH.sub.2 OH or --N(CH.sub.2 CH.sub.2 OH).sub.2, wherein R.sub.3, R.sub.4 and R.sub.5, each independently of the other, represents hydrogen or C.sub.1 -C.sub.18 alkyl, or R.sub.3 and R.sub.4 together represent C.sub.3 -C.sub.12 alkylene which can be interrupted by an oxygen, sulphur or nitrogen atom.

Dithiophosphate lubricant additives

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 general formula I ##STR1## in which R.sub.1 is chlorine or --CH.sub.2 --CCl.sub.3, and

Chlorinated derivatives of butyric acid as useful lubricant additives

Dialkoxy-acetyl derivatives of aromatic compounds are photosensitizers for the curing of photopolymerisable systems. They can be synthesized from aromatic acetyl compounds(aryl methyl ketones) by reaction with nitrosyl chloride and the corresponding alkanol. Examples of photopolymerizable systems are coatings or printing inks on the basis of unsaturated polyesters or acrylic compounds.

Photoinitiators for UV-curable systems

Acetal and thioacetal derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are identical or different C.sub.1 -C.sub.12 alkyl or together are C.sub.4 -C.sub.7 alkylene, X and Y are identical or different and are each O or S and R.sub.3 is C.sub.1 -C.sub.18 alkyl, C.sub.6 -C.sub.18 aryl, C.sub.7 -C.sub.9 aralkyl, carboxy-(C.sub.1 -C.sub.2)-alkyl, (C.sub.1 -C.sub.18 -alkoxy)-carbonyl-(C.sub.1 -C.sub.2)-alkyl, N-C.sub.1 -C.sub.18 -alkylated carbamoyl-(C.sub.1 -C.sub.2)-alkyl or an ammonium salt of an amine with carboxymethyl or 2-carboxyethyl, or two R.sub.3 radicals of an acetal/thioacetal group together are C.sub.2 -C.sub.4 alkylene.

Acetal derivatives as extreme pressure additives for lubricants

A phenol of the formulae I, II or III ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl or C.sub.7 -C.sub.9 -aralkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 cycloalkyl, or R.sub.4 and R.sub.5, or R.sub.6 and R.sub.7, together with the C atom which links them, form a 5-12-membered ring, R.sub.8, R.sub.9 and R.sub.10 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl or C.sub.7 -C.sub.9 -aralkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl, x and y independently of one another are 0, 1, 2 or 3, one of m and n is 1 and the other is 0 or 1, A is a monovalent, divalent or trivalent hydrocarbon radical which, in formula II, can also be interrupted by S, and Z is 1, 2 or 3, corresponding to the valency of A, and, in compounds of the formula II and III, m is 1 and R.sub.4 and R.sub.5 independently of one another are C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl and, in compounds of the formula I, R.sub.6 can be bridged with A to form a carbocyclic structure as stabilizers for organic material.

Hindered phenolic amides

Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p+q=2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.1 is linked to a carbon atom in the oxaalkyl radical which does not carry a further hetero-atom, hydroxycarbonylalkyl, alkoxycarbonylalkyl, cycloalkoxycarbonylalkyl, aralkoxycarbonylalkyl, aryloxycarbonylalkyl or a group wherein m is 2-10 and R.sub.10 is alkyl, alkenyl, cycloalkyl, aralkyl, thiaalkyl, oxaalkyl or aryl, or R.sub.6, if q is 0, and Y.sub.1 and Y.sub.2 both denote sulphur, can also denote aryl, or R.sub.6, if q is 1, denotes, together with R.sub.7, 1,2-alkylene, 1,3-alkylene, o-arylene or 1,8-naphthylene, are used to stabilize organic material.

Phenol-acetals

Benzylated ketones are obtained by reacting corresponding non-benzylated ketones with N,N-dialkyldithiocarbamic acid p-hydroxybenzyl esters in the presence of a base. The compounds are stabilizers for organic material.

Process for benzylating ketones

Aromatic sulfonic acid hydrazides and semicarbazides having a sterically hindered phenol group are usable as blowing agents in the manufacture of foamed plastics articles. On heating to about 200 to 300.degree. C. they are splitting off nitrogen and the residue remaining in the foam acts as stabilizer against thermo-oxidative degradation of the plastic material.

Aromatic sulfonyl hydrazides and semicarbazides as chemical blowing

Benzoin derivatives which contain one or two phosphonoalkyl groups are suitable photoinitiators for the photopolymerization of unsaturated compounds, for example for curing printing inks or coatings of acrylates or unsaturated polyester resins. The new compounds can be obtained in different ways, for example by the Arbuzov reaction from the corresponding haloalkyl derivatives or by addition of esters of unsaturated phosphonic acids to benzoin or benzoin ethers.

1-Oxo-2,2-[dialkylphosphono(alkyl)alkyloxy]-1,2-diphenylethane

Compounds of the formula I ##STR1## wherein A is alkylidene or optionally alkylated vinylene, B is a group of the formula II ##STR2## wherein R.sub.1 and R.sub.2 are alkyl, R.sub.3, R.sub.4 and R.sub.5 are hydrogen or alkyl and n is 0, 1 or 2 and m is 1 or 2, and X is identical to B if m equals 1 or X is methylene if m equals 2, as stabilizers for organic material.

Diones and their use as polymer stabilizers

Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p + q = 2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.1 is linked to a carbon atom in the oxaalkyl radical which does not carry a further hetero-atom, hydroxycarbonylalkyl, alkoxycarbonylalkyl, cycloalkoxycarbonylalkyl, aralkoxycarbonylalkyl, aryloxycarbonylalkyl or a group ##STR4## wherein m is 2 - 10 and R.sub.10 is alkyl, alkenyl, cycloalkyl, aralkyl, thiaalkyl, oxaalkyl or aryl, or R.sub.6, if q is 0, and Y.sub.1 and Y.sub.2 both denote sulphur, can also denote aryl, or R.sub.6, if q is 1, denotes, together with R.sub.7, 1,2-alkylene, 1,3-alkylene, o-arylene or 1,8-naphthylene, are used to stabilize organic material.

Thioether-containing phenolic antioxidant stabilized polymers

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.

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Reinach, Switzerland

Andreas Schmidt