# US RE31,342 E · Piperidyl carboxylates

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- Number: US RE31,342 E
- Document ID: USRE31342E
- Status: Granted
- Kind: E
- Application number: 05/938,974
- Filed: 1978-09-01
- Granted: 1983-08-09
- Earliest claimed: 1971-11-30
- Assignees: Ciba-Geigy Corporation
- Inventors: Brian Holt; Donald R. Randell
- Web page: https://patentgrep.com/patent/USRE31342E

## 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-positon a residue.

## Claims

### Claim 1

A compound having the formula: ##STR156## wherein [R.sup.I and R.sup.II are the same or different and each is a straight or branched alkyl group, having from 1 to 4 carbon atoms, or R.sup.I or R.sup.II, together with the carbon atom to which they are each attached form a cycloalkyl group having from 5 to 12 carbon atoms;] Y is [an] alkyl [group, having] of from 5 to 20 carbon atoms, alkenyl [having] of from 2 to 20 carbon atoms, or aralkyl of from 7 to 9 carbon atoms, n is 1 or 2, and R , when n is 1, is hydrogen, alkyl of 1 to 20 carbon atoms, alkenyl of 2 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 14 carbon atoms, 3,5-di-t-butyl-4-hydroxyphenyl, 3,5-di-t-butyl-4-hydroxybenzyl, 2-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl or aryl of 6 to 12 carbon atoms, unsubstituted or substituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or halo or, when n is 2, alkylene having from 1 to 20 carbon atoms, cycloalkylene having from 5 to 12 carbon atoms, arylene of 6 to 20 carbon atoms , vinylene, propenylene, p-xylylene, [the group] --CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.2 -- or R is [absent] a carbon-carbon bond; [and] or a salt thereof selected from phosphate, carbonate, sulfate, chloride, acetate, stearate, maleate, citrate, tertrate, oxalate, benzoate and substituted carbamate.

### Claim 2 (depends on 1)

A compound as claimed in claim 1 wherein R, when n is 1, is hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, n-pentyl, 2-methylbutyl, n-hexyl, 2-methylpentyl, n-heptyl, 2-ethylpentyl, n-octyl, 2,2,4-trimethylpentyl, n-decyl, n-undecyl, n-tridecyl, n-pentadecyl, n-heptadecyl, eicosyl, vinyl, .alpha.-methylvinyl, .beta.-methylvinyl, dec-9-enyl, heptadec-8-enyl, cyclopentyl, cyclohexyl, methylcyclohexyl, t-butylcyclohexyl, cyclododecyl, 1-perhydronaphthyl, 2-perhydronaphthyl, adamantyl, cyclopentylmethyl, cyclohexylmethyl, .beta.-cyclohexylethyl, 1-(perhydronaphthyl)methyl, 2-(perhydronaphthyl)methyl, .beta.-[1-perhydronaphthyl]ethyl, .beta.-[2-perhydronaphthyl]ethyl, benzyl, .beta.-phenylethyl, 1-naphthylmethyl, 2-naphthylmethyl, .beta.-[1-naphthyl]ethyl, .beta.-[2-naphthyl]ethyl, phenyl, o-tolyl, n-tolyl or p-tolyl, o-ethylphenyl, m-ethylphenyl, p-ethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, o-t-butylphenyl, m-t-butylphenyl, p-t-butylphenyl, phenylphenyl, 4-methyl-1-naphthyl, 4-ethyl-1-naphthyl, 4-isopropyl-naphthyl, 4-t-butyl-1-naphthyl, 3,5-di-t-butyl-4-hydroxyphenyl or 2-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl, or, when n is 2, [and R] is [a]methylene 1,2-ethylene, 1,4-butylene, 1,8-n-octylene, 2,2,4-trimethyl-1,4-butylene, 1,10-n-decylene, 1,2-eicosylene, vinylene, propenylene, 1,2- cyclohexylene , 1,3[or]- cyclohexylene, 1,4-cyclohexylene, [cyclohexyl-3-ene,] 1,2- phenylene , 1,3-[or] phenylene, 1,4-phenylene, p-xylylene, 1,4- [or] naphthylene, 1,5-naphthylene, diphenylene , [or] diphenylmethylene [residue] or [the group] --CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.2 -- or R is [absent] a carbon-carbon bond .

### Claim at position 3 (depends on 2)

[3. A compound of claim 2 wherein R.sup.I and R.sup.II are methyl.]
