Piperidine derivatives

Abstract

New 1- and 4-substituted piperidines are stabilizers for organic material. They are produced by reacting corresponding 1-substituted piperidinols with acid chlorides or corresponding 4-substituted piperidines with a compound introducing into the 1-position a residue.

What we claim is: 
     
       1. A compound having the formula: ##STR160## wherein .[.R 111  and R IV  are the same or different and each is a straight or branched alkyl group having from 1 to 12 carbon atoms or R III  and R IV  together with the carbon atom to which they are each attached from a cycloalkyl group having from 5 to 12 carbon atoms,.]. Y is a straight- or branched alkyl group having from 1 to 12 carbon atoms, an alkenyl group having from 3 to 12 carbon atoms or an aralkyl group having from 7 to 12 carbon atoms and .Iadd.when q is 1, .Iaddend.R 12  is hydrogen or .Iadd.when q is 1 or 2, R 12  is .Iaddend.a saturated or unsaturated hydrocarbyl group containing up to 20 carbon atoms optionally substituted.[., Y.]. .Iadd.by .Iaddend.halogen or alkoxy having from 1 to 4 carbon atoms and q is .Iadd.1 or .Iaddend.2 and a salt thereof selected from a phosphate, carbonate, sulfate, chloride, acetate, stearate, maleate, citrate, .[.tertrate.]. .Iadd.tartrate, .Iaddend..[.oxolate.]. .Iadd.oxalate, .Iaddend.benzoate and substituted carbamate. 
     
     
       2. A compound as claimed in claim 1 wherein R 12  is an aliphatic group having from 1 to 20 carbon atoms, an alicyclic group having from 5 to 15 carbon atoms or an aromatic group having from 6 to 15 carbon atoms. 
     
     
       3. A compound as claimed in claim 2 wherein R 12 , when q is 1, is methyl, ethyl, propyl, isopropyl, n-.Iadd.butyl, 2-ethylhexyl, dodecyl, octadecyl, allyl, oleyl, cyclohexyl, benzyl, phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, naphth-1-yl or naphth-2-yl; or when q is 2, .Iaddend.is .[.a.]. 1,2-ethylene, 1,6-hexylene, 2,4,4-trimethyl-1,6-hexylene, 1,3-.Iadd.phenylene, .Iaddend..[.or.]. 1,4-phenylene, 2,4-tolyene, 1,5-naphthylene or 4,4'-diphenylmethylene .[.group.].. 
     
     
       4. A compound as claimed in claim 1 wherein .[.Y 1  .]. .Iadd.Y .Iaddend.is methyl. 
     
     
       5. A compound as claimed in claim 1 in the form of its salt of an inorganic or organic acid. .[.6. A compound of formula IV as defined in claim 1 
     
     
        wherein R III  and R IV  are methyl..]. 7. A compound according to claim 1 which is 1,6-bis-(4'-carbamoyloxy-1',2',6',6'-pentamethylpiperidine)hexane. .Iadd. 8. A compound according to claim 1 which is 4-phenylcarbamoyloxy-1,2,2,6,6-pentamethylpiperidine. .Iaddend..Iadd. 9. A compound as defined in claim 1 where Y is methyl and R 12 , when q is 1, is alkyl of up to 20 carbon atoms, alkenyl of up to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 12 carbon atoms or aralkyl of 7 to 9 carbon atoms, or, when q is 2, is alkylene of up to 20 carbon atoms, alkenylene of up to 20 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or arylene of 6 to 12 carbon atoms. .Iaddend..Iadd. 10. A compound is claimed in claim 1 wherein Y is methyl and R 12 , when q is 1, is methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, n-pentyl, 2-ethylpropyl, 2-methylbutyl, n-hexyl, 2-methylpentyl, n-heptyl, 2-ethylpentyl, n-octyl, 2-ethylhexyl, 2,2,4-trimethylpentyl, n-decyl, n-dodecyl, n-tetradecyl, n-octadecyl, eicosyl, mesityl, allyl, oleyl, cyclopentyl, cyclohexyl, methylcyclohexyl, t-butylcyclohexyl, t-octylcyclohexyl, cyclodedecyl, 1-perhydronaphthyl, 2-perhydronaphthyl, adamantyl, cyclopentylmethyl, cyclohexylmethyl, 2-cyclohexylethyl, benzyl, 2-phenylethyl, naphth-1-ylmethyl, naphth-2-ylmethyl, 2-(naphth-1-yl)ethyl, 2-(naphth-2-yl)ethyl, phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 4-chlorophenyl, 3-chloro-4-methylphenyl, 2-ethylphenyl, 4-t-butylphenyl, 2,3-dichlorophenyl, 2,5-dichlorophenyl, naphth-1-yl, naphth-2-yl or biphenylyl; or, when q is 2, is methylene, 1,2- ethylene, 1,4-n-butylene, 1,6-n-hexylene, 1,8-n-octylene, 2,4,4-trimethyl-1,6-hexylene, 1,10-n-decylene, 1,2-eicosylene, 1,2-eicosenylene, 1,3-cyclohexylene, 1,4-cyclohexylene, 1,3-phenylene, 1,4-phenylene, 2,4-tolylene, 1,5-naphthylene, 4,4'-diphenylene, 4,4'-diphenylmethylene, 3,3'-dimethyl-4,4'-diphenylene, or 3,3'-dimethyl-4,4'-diphenylmethylene. .Iaddend.