1-Aza-4-thiacyclohexane-4,4-dioxide derivatives
AssigneeCiba-Geigy Corporation
InventorJean Rody
Life of this patent
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Abstract
New 1-aza-4-thiacyclohexane-4,4-dioxide derivatives are used alone or in combination with other stabilizers for stabilizing organic materials. The new compounds are prepared by reacting substituted diallylsulfides with ammonia, amines or hydrazines.
Claims15
A compound of formula I ##STR21## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 each independently are lower alkyl, R.sub.1 and R.sub.2 independently together with the carbon atom to which they are bound form a cycloalkyl ring, R.sub.3 and R.sub.4 independently together with the carbon atom to which they are bound form a cycloalkyl ring, or R.sub.1 and R.sub.2 and R.sub.3 and R.sub.4 together with the carbon atom to which they are bound form a cycloalkyl ring, and X is hydrogen;
- unsubstituted alkyl having 1 to 18 carbon atoms;
- alkyl having 2 to 20 carbon atoms which is substituted with hydroxy, carboxy, nitrile, sulphoxide, sulphone, or halo groups;
- --CH.sub.2 COOR.sub.8 where R.sub.8 is alkyl of 1 to 18 carbon atoms;
- --R.sub.9 OOCR.sub.10 where R.sub.9 is alkylene of 2 or 3 carbon atoms and R.sub.10 is alkyl of 1 to 17 carbon atoms;
- ##STR22## where R.sub.11 is alkylene of 2 or 3 carbon atoms and R.sub.12 is alkyl of 1 to 4 carbon atoms;
- ##STR23## --R.sub.13 NHCOR.sub.14 where R.sub.13 is alkylene of 2 or 3 carbon atoms and R.sub.14 is alkyl of 1 to 17 carbon atoms;
- --R.sub.15 OR .sub.16 where R.sub.15 is alkylene or 2 carbon atoms and R.sub.16 is alkyl of 1 to 8 carbon atoms;
- --R.sub.17 SR.sub.18 where R.sub.17 is alkylene of 2 or 3 carbon atoms and R.sub.18 is alkyl of 1 to 8 carbon atoms or phenyl;
- R.sub.19 N(R.sub.20).sub.2 where R.sub.19 is alkylene of 2 or 3 carbon atoms and R.sub.20 is independently H or alkyl of 1 or 2 carbon atoms;
- and --CH.sub.2 CH.sub.2 NHCH.sub.2 CH.sub.2 CN;
- alkenyl having 3 to 18 carbon atoms;
- alkynyl having 3 to 14 carbon atoms;
- benzyl, .alpha.-phenylethyl, .alpha.,.alpha.-dimethyl-benzyl, or such aralkyl groups substituted on the alkylene moiety by hydroxy, ester groups or halogen;
- acyl of the formula R.sub.7 CO-- wherein R.sub.7 is alkyl having 1 to 18 carbon atoms;
- the acyl radical derived from benzoic acid, p-tert. butylbenzoic acid, p-tert. octylbenzoic acid, methanesulfonic acid, benzenesulphonic acid or p-toluenesulfonic acid;
- halogen;
- --O;
- --NO;
- or NR.sub.5 R.sub.6 wherein R.sub.5 and R.sub.6 each independently represent hydrogen;
- unsubstituted alkyl having 1 to 12 carbon atoms;
- alkyl having 2 to 12 carbon atoms which is substituted with hydroxy, carboxy, nitrile, sulphoxide, sulphone or halo groups;
- or R.sub.5 is R.sub.7 CO-- wherein R.sub.7 is alkyl having 1 to 18 carbon atoms;
- or the acyl radical derived from benzoic acid, p-tert. butylbenzoic acid, p-tert. octylbenzoic acid, methanesulfonic acid, benzenesulphonic acid or p-toluenesulfonic acid;
- or R.sub.5 and R.sub.6 together with the nitrogen atom to which they are bound form the piperidine or morpholine ring, or its salts with organic or inorganic acids.
Dependencies are inferred from the claim text.