Patent US4118368A successfully refreshed from Google Patents.
US4118368A
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US
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Synthetic polymer stabilizers
Assignee: Sankyo Co Ltd
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Filing: 1976-11-05
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Granted: 1978-10-03
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Expires: 1996-11-05
Abstract
Abstract Novel derivatives of 4-amino-2,6-dimethylpiperidine have additional methyl or substituted-methyl substituents at positions 2 and 6, and a carboxylate ester substituent at position 4. Positions 1 and 3, and the amino group at position 4, can optionally also be substituted. These derivatives are useful for stabilizing synthetic polymers, especially polyolefins, polyamides and polyurethanes, against photo- and thermal-deterioration, generally in an amount of 0.01 - 5.0% by weight based on the polymer.
Inventors
- 👤 Nobuo Soma
- 👤 Syoji Morimura
- 👤 Takao Yoshioka
- 👤 Tomoyuki Kurumada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 19:12
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/60; C07D211/62; C07D211/66; C07D211/92; C07D211/94; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/553; C07F9/576; C07F9/59
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
701 words
A synthetic polymer composition stabilized against photo- and thermal- deterioration, wherein there is incorporated, in an amount sufficient to prevent said deterioration, a piperidine derivative having the formula ##STR16## and the acid-addition salts thereof, wherein: R represents a hydrogen atom, or an alkyl group having 1-3 carbon atoms; X represents a hydrogen atom, an oxyl radical, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a 2-propynyl group, an alkoxyalkyl group having 1-3 carbon atoms in the alkyl moiety and 1-18 carbon atoms in the alkoxy moiety, a cyanoalkyl group having 2-3 carbon atoms, an 2,3-epoxypropyl group, an aliphatic acyl group having 1-12 carbon atoms, benzyl, a group of the formula --CH 2 CH(R 1 )OR 2 (wherein R 1 represents a hydrogen atom, a methyl group or a phenyl group, and R 2 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --CH 2 COOR 3 (wherein R 3 represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 7-8 carbon atoms, or a cyclohexyl group), or a group of the formula --COOR 4 (wherein R 4 represents an alkyl group having 1-8 carbon atoms, a benzyl group, or a phenyl group); Y represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, benzyl, or an alkoxyalkyl group having a total of 2-4 carbon atoms; n = 1, 2 or 3; and when n = 1: Z represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-4 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3-5 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms, a cinnamoyl group, a 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl group, a phenylacetyl group, a phenoxyacetyl group, a cyclohexanecarbonyl group, a group of formula --CH 2 CH 2 OR 5 (wherein R 5 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --SO 2 R 6 (wherein R 6 represents an alkyl group having 1-3 carbon atoms, a phenyl group or a tolyl group), a group of the formula --COOR 7 (wherein R 7 represents an alkyl group having 1-8 carbon atoms or a benzyl group), a group of the formula --CONR 8 R 9 (wherein R 8 represents a hydrogen atom or an alkyl group having 1-4 carbon atoms, and R 9 represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, a phenyl group which may optionally be substituted, a naphthyl group, a benzyl group or a cyclohexyl group; or R 8 and R 9 jointly represent an alkylene group having 4-6 carbon atoms), or a group of the formula --CSNHR 10 (wherein R 10 represents an alkyl group having 1-4 carbon atoms or a phenyl group); when n = 2: Z represents an alkylene group having 1-10 carbon atoms, a 2-butenylene group, an m- or p- xylylene group, a carbonyl group a sulfinyl group, a sulfonyl group, an oxalyl group, a group of the formula --CO--R 11 --CO-- (wherein R 11 represents an alkylene group having 1-10 carbon atoms which may optionally be interrupted by a sulfur atom; an alkenylene group having 2-4 carbon atoms; an arylene group having 6 or 10 carbon atoms in its aryl moiety; or a cyclohexylene group), or a group of the formula --CONH--R 12 --NHCO-- [wherein R 12 represents an alkylene group having 2-8 carbon atoms; a phenylene group; a tolylene group; a naphthylene group; a xylylene group; a group of the formula ##STR17## (wherein R 13 represents an oxygen atom or a methylene group), or a group of the formula ##STR18## (wherein R 14 represents a hydrogen atom or a methyl group)]; when n = 3: Z represents a group of formula ##STR19## a group of the formula ##STR20## a group of the formula ##STR21##
Claim 2
Dependent Claim
701 words
A synthetic polymer composition stabilized against photo- and thermal- deterioration, wherein there is incorporated, in an amount sufficient to prevent said deterioration, a piperidine derivative having the formula ##STR16## and the acid-addition salts thereof, wherein: R represents a hydrogen atom, or an alkyl group having 1-3 carbon atoms; X represents a hydrogen atom, an oxyl radical, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a 2-propynyl group, an alkoxyalkyl group having 1-3 carbon atoms in the alkyl moiety and 1-18 carbon atoms in the alkoxy moiety, a cyanoalkyl group having 2-3 carbon atoms, an 2,3-epoxypropyl group, an aliphatic acyl group having 1-12 carbon atoms, benzyl, a group of the formula --CH 2 CH(R 1 )OR 2 (wherein R 1 represents a hydrogen atom, a methyl group or a phenyl group, and R 2 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --CH 2 COOR 3 (wherein R 3 represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 7-8 carbon atoms, or a cyclohexyl group), or a group of the formula --COOR 4 (wherein R 4 represents an alkyl group having 1-8 carbon atoms, a benzyl group, or a phenyl group); Y represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, benzyl, or an alkoxyalkyl group having a total of 2-4 carbon atoms; n = 1, 2 or 3; and when n = 1: Z represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-4 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3-5 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms, a cinnamoyl group, a 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl group, a phenylacetyl group, a phenoxyacetyl group, a cyclohexanecarbonyl group, a group of formula --CH 2 CH 2 OR 5 (wherein R 5 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --SO 2 R 6 (wherein R 6 represents an alkyl group having 1-3 carbon atoms, a phenyl group or a tolyl group), a group of the formula --COOR 7 (wherein R 7 represents an alkyl group having 1-8 carbon atoms or a benzyl group), a group of the formula --CONR 8 R 9 (wherein R 8 represents a hydrogen atom or an alkyl group having 1-4 carbon atoms, and R 9 represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, a phenyl group which may optionally be substituted, a naphthyl group, a benzyl group or a cyclohexyl group; or R 8 and R 9 jointly represent an alkylene group having 4-6 carbon atoms), or a group of the formula --CSNHR 10 (wherein R 10 represents an alkyl group having 1-4 carbon atoms or a phenyl group); when n = 2: Z represents an alkylene group having 1-10 carbon atoms, a 2-butenylene group, an m- or p- xylylene group, a carbonyl group a sulfinyl group, a sulfonyl group, an oxalyl group, a group of the formula --CO--R 11 --CO-- (wherein R 11 represents an alkylene group having 1-10 carbon atoms which may optionally be interrupted by a sulfur atom; an alkenylene group having 2-4 carbon atoms; an arylene group having 6 or 10 carbon atoms in its aryl moiety; or a cyclohexylene group), or a group of the formula --CONH--R 12 --NHCO-- [wherein R 12 represents an alkylene group having 2-8 carbon atoms; a phenylene group; a tolylene group; a naphthylene group; a xylylene group; a group of the formula ##STR17## (wherein R 13 represents an oxygen atom or a methylene group), or a group of the formula ##STR18## (wherein R 14 represents a hydrogen atom or a methyl group)]; when n = 3: Z represents a group of formula ##STR19## a group of the formula ##STR20## a group of the formula ##STR21##
Claim 3
Dependent Claim
301 words
A synthetic polymer composition stabilized against photo- and thermal- deterioration, wherein there is incorporated, in an amount sufficient to prevent said deterioration, a piperidine derivative having the formula ##STR22## and the acid-addition salts thereof, wherein: R represents a hydrogen atom or a methyl group; X represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an allyl group, an alkanoyl group having 2-4 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents an alkyl group having 1-8 carbon atoms, an allyl group, a benzyl group, or an alkoxyalkyl group having a total of 3 or 4 carbon atoms; n = 1 or 2; and when n = 1: Z represents an alkyl group having 1-8 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms; when n = 2: Z represents an alkylene group having 2-6 carbon atoms, a xylylene group, a group of the formula --CO--R 21 --CO-- (wherein R 21 represents an alkylene group having 2-8 carbon atoms, an alkenylene group having 2 or 3 carbon atoms, a m- or p- phenylene group, a 1,5-naphthylene group or a 1,4-cyclohexylene group), or a group of the formula --CONH--R 22 --NHCO-- (wherein R 22 represents a hexamethylene group, a 2,4-tolylene group, a 1,5-naphthylene group, a m- or p- xylylene group, or a methylenedi-p-phenylene group).
Claim 4
Dependent Claim
301 words
A synthetic polymer composition stabilized against photo- and thermal- deterioration, wherein there is incorporated, in an amount sufficient to prevent said deterioration, a piperidine derivative having the formula ##STR22## and the acid-addition salts thereof, wherein: R represents a hydrogen atom or a methyl group; X represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an allyl group, an alkanoyl group having 2-4 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents an alkyl group having 1-8 carbon atoms, an allyl group, a benzyl group, or an alkoxyalkyl group having a total of 3 or 4 carbon atoms; n = 1 or 2; and when n = 1: Z represents an alkyl group having 1-8 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms; when n = 2: Z represents an alkylene group having 2-6 carbon atoms, a xylylene group, a group of the formula --CO--R 21 --CO-- (wherein R 21 represents an alkylene group having 2-8 carbon atoms, an alkenylene group having 2 or 3 carbon atoms, a m- or p- phenylene group, a 1,5-naphthylene group or a 1,4-cyclohexylene group), or a group of the formula --CONH--R 22 --NHCO-- (wherein R 22 represents a hexamethylene group, a 2,4-tolylene group, a 1,5-naphthylene group, a m- or p- xylylene group, or a methylenedi-p-phenylene group).
Claim 5
Dependent Claim
37 words
A synthetic polymer composition as claimed in claim 1 wherein said polymer is selected from the group consisting of an olefin polymer, polyamide having recurring amide groups as integral parts of the main polymer chain and polyurethane.
Claim 6
Dependent Claim
150 words
A synthetic polymer composition as claimed in claim 1, wherein: R represents a hydrogen atom; X represents a hydrogen atom, a methyl group, an allyl group, an acetyl group, an acryloyl group, a crotonoyl group, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents a methyl group, an ethyl group or an allyl group; n = 1 or 2; and when n = 1: Z represents an alkanoyl group having 2-8 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a methylcarbamoyl group or a phenylcarbamoyl group; when n = 2: Z represents a group of the formaula --CO--R 23 --CO-- (wherein R 23 represents an alkylene group having 2-8 carbon atoms or a p-phenylene group).
Claim 7
Dependent Claim
34 words
A synthetic polymer composition as claimed in claim 1, wherein said piperidine derivative or acid-addition salt thereof is incorporated in an amount of 0.01-5.0% by weight, based upon the amount of the synthetic polymer.
Claim 8
Dependent Claim
688 words
A compound selected from the group consisting of piperidine derivatives having the formula ##STR23## and the acid-addition salts thereof, wherein: R represents a hydrogen atom, or an alkyl group having 1-3 carbon atoms; X represents a hydrogen atom, an oxyl radical, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a 2-propynyl group, an alkoxyalkyl group having 1-3 carbon atoms in the alkyl moiety and 1-18 carbon atoms in the alkoxy moiety, a cyanoalkyl group having 2-3 carbon atoms, an 2,3-epoxypropyl group, an aliphatic acyl group having 1-12 carbon atoms, benzyl, a group of the formula --CH 2 CH(R 1 )OR 2 (wherein R 1 represents a hydrogen atom, a methyl group or a phenyl group, and R 2 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --CH 2 COOR 3 . (wherein R 3 represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 7-8 carbon atoms, or a cyclohexyl group) or a group of the formula --COOR 4 (wherein R 4 represents an alkyl group having 1-8 carbon atoms, a benzyl group or a phenyl group); Y represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, benzyl, or an alkoxyalkyl group having a total of 2-4 carbon atoms; n = 1, 2 or 3; and when n = 1: Z represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-4 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3-5 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms, a cinnamoyl group, a 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl group, a phenylacetyl group, a phenoxyacetyl group, a cyclohexanecarbonyl group, a group of formula --CH 2 CH 2 OR 5 (wherein R 5 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --SO 2 R 6 (wherein R 6 represents an alkyl group having 1-3 carbon atoms, a phenyl group or a tolyl group), a group of the formula --COOR 7 (wherein R 7 represents an alkyl group having 1-8 carbon atoms or a benzyl group), a group of the formula --CONR 8 R 9 (wherein R 8 represents a hydrogen atom or an alkyl group having 1-4 carbon atoms, and R 9 represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, a phenyl group which may optionally be substituted, a naphthyl group, a benzyl group or a cyclohexyl group; or R 8 and R 9 jointly represent an alkylene group having 4-6 carbon atoms), or a group of the formula --CSNHR 10 (wherein R 10 represents an alkyl group having 1-4 carbon atoms or a phenyl group); when n = 2: Z represents an alkylene group having 1-10 carbon atoms, a 2-butenylene group, an m- or p- xylylene group, a carbonyl group a sulfinyl group, a sulfonyl group, an oxalyl group, a group of the formula --CO--R 11 --CO-- (wherein R 11 represents an alkylene group having 1-10 carbon atoms which may optionally be interrupted by a sulfur atom; an alkenylene group having 2-4 carbon atoms; an arylene group having 6 or 10 carbon atoms in its aryl moiety; or a cyclohexylene group), or a group of the formula --CONH--R 12 --NHCO-- [wherein R 12 represents an alkylene group having 2-8 carbon atoms; a phenylene group; a tolylene group; a naphthylene group; a xylylene group; a group of the formula ##STR24## (wherein R 13 represents an oxygen atom or a methylene group), or a group of the formula ##STR25## (wherein R 14 represents a hydrogen atom or a methyl group)]; when n = 3: Z represents a group of the formula ##STR26## a group of the formula ##STR27## a group of the formula ##STR28##
Claim 9
Dependent Claim
688 words
A compound selected from the group consisting of piperidine derivatives having the formula ##STR23## and the acid-addition salts thereof, wherein: R represents a hydrogen atom, or an alkyl group having 1-3 carbon atoms; X represents a hydrogen atom, an oxyl radical, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a 2-propynyl group, an alkoxyalkyl group having 1-3 carbon atoms in the alkyl moiety and 1-18 carbon atoms in the alkoxy moiety, a cyanoalkyl group having 2-3 carbon atoms, an 2,3-epoxypropyl group, an aliphatic acyl group having 1-12 carbon atoms, benzyl, a group of the formula --CH 2 CH(R 1 )OR 2 (wherein R 1 represents a hydrogen atom, a methyl group or a phenyl group, and R 2 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --CH 2 COOR 3 . (wherein R 3 represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, a phenyl group, an aralkyl group having 7-8 carbon atoms, or a cyclohexyl group) or a group of the formula --COOR 4 (wherein R 4 represents an alkyl group having 1-8 carbon atoms, a benzyl group or a phenyl group); Y represents an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-6 carbon atoms, benzyl, or an alkoxyalkyl group having a total of 2-4 carbon atoms; n = 1, 2 or 3; and when n = 1: Z represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, an alkenyl group having 3-4 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3-5 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms, a cinnamoyl group, a 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl group, a phenylacetyl group, a phenoxyacetyl group, a cyclohexanecarbonyl group, a group of formula --CH 2 CH 2 OR 5 (wherein R 5 represents a hydrogen atom, or an aliphatic, aromatic, araliphatic or alicyclic acyl group having up to 18 carbon atoms), a group of the formula --SO 2 R 6 (wherein R 6 represents an alkyl group having 1-3 carbon atoms, a phenyl group or a tolyl group), a group of the formula --COOR 7 (wherein R 7 represents an alkyl group having 1-8 carbon atoms or a benzyl group), a group of the formula --CONR 8 R 9 (wherein R 8 represents a hydrogen atom or an alkyl group having 1-4 carbon atoms, and R 9 represents a hydrogen atom, an alkyl group having 1-18 carbon atoms, a phenyl group which may optionally be substituted, a naphthyl group, a benzyl group or a cyclohexyl group; or R 8 and R 9 jointly represent an alkylene group having 4-6 carbon atoms), or a group of the formula --CSNHR 10 (wherein R 10 represents an alkyl group having 1-4 carbon atoms or a phenyl group); when n = 2: Z represents an alkylene group having 1-10 carbon atoms, a 2-butenylene group, an m- or p- xylylene group, a carbonyl group a sulfinyl group, a sulfonyl group, an oxalyl group, a group of the formula --CO--R 11 --CO-- (wherein R 11 represents an alkylene group having 1-10 carbon atoms which may optionally be interrupted by a sulfur atom; an alkenylene group having 2-4 carbon atoms; an arylene group having 6 or 10 carbon atoms in its aryl moiety; or a cyclohexylene group), or a group of the formula --CONH--R 12 --NHCO-- [wherein R 12 represents an alkylene group having 2-8 carbon atoms; a phenylene group; a tolylene group; a naphthylene group; a xylylene group; a group of the formula ##STR24## (wherein R 13 represents an oxygen atom or a methylene group), or a group of the formula ##STR25## (wherein R 14 represents a hydrogen atom or a methyl group)]; when n = 3: Z represents a group of the formula ##STR26## a group of the formula ##STR27## a group of the formula ##STR28##
Claim 10
Dependent Claim
286 words
A compound selected from the group consisting of piperidine derivatives having the formula ##STR29## and the acid-addition salts thereof, wherein: R represents a hydrogen atom or a methyl group; X represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an allyl group, an alkanoyl group having 2-4 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents an alkyl group having 1-8 carbon atoms, an allyl group, a benzyl group, or an alkoxyalkyl group having a total of 3 or 4 carbon atoms; n = 1 or 2; and when n = 1: Z represents an alkyl group having 1-8 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms; when n = 2: Z represents an alkylene group having 2-6 carbon atoms, a xylylene group, a group of the formula --CO--R 21 --CO-- (wherein R 21 represents an alkylene group having 2-8 carbon atoms, an alkenylene group having 2 or 3 carbon atoms, a m- or p- phenylene group, a 1,5-naphthylene group or a 1,4-cyclohexylene group), or a group of the formula --CONH--R 22 --NHCO-- (wherein R 22 represents a hexamethylene group, a 2,4-tolylene group, a 1,5-naphthylene group, a m- or p- xylylene group, or a methylenedi-p-phenylene group).
Claim 11
Dependent Claim
286 words
A compound selected from the group consisting of piperidine derivatives having the formula ##STR29## and the acid-addition salts thereof, wherein: R represents a hydrogen atom or a methyl group; X represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an allyl group, an alkanoyl group having 2-4 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents an alkyl group having 1-8 carbon atoms, an allyl group, a benzyl group, or an alkoxyalkyl group having a total of 3 or 4 carbon atoms; n = 1 or 2; and when n = 1: Z represents an alkyl group having 1-8 carbon atoms, an alkanoyl group having 2-18 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a benzyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, a methylcarbamoyl group, or a phenylcarbamoyl group optionally substituted in its phenyl moiety with a chlorine atom or with an alkyl group having 1-4 carbon atoms; when n = 2: Z represents an alkylene group having 2-6 carbon atoms, a xylylene group, a group of the formula --CO--R 21 --CO-- (wherein R 21 represents an alkylene group having 2-8 carbon atoms, an alkenylene group having 2 or 3 carbon atoms, a m- or p- phenylene group, a 1,5-naphthylene group or a 1,4-cyclohexylene group), or a group of the formula --CONH--R 22 --NHCO-- (wherein R 22 represents a hexamethylene group, a 2,4-tolylene group, a 1,5-naphthylene group, a m- or p- xylylene group, or a methylenedi-p-phenylene group).
Claim 12
Dependent Claim
148 words
A compound as claimed in claim 6, wherein: R represents a hydrogen atom; X represents a hydrogen atom, a methyl group, an allyl group, an acetyl group, an acryloyl group, a crotonoyl group, a 2,3-epoxypropyl group, a benzyl group, or a group of the formula --CH 2 CH 2 OR 16 (wherein R 16 represents a hydrogen atom, an alkanoyl group having 2-18 carbon atoms or a benzoyl group); Y represents a methyl group, an ethyl group or an allyl group; n = 1 or 2; and when n = 1: Z represents an alkanoyl group having 2-8 carbon atoms, an alkenoyl group having 3 or 4 carbon atoms, a benzoyl group, a methylcarbamoyl group or a phenylcarbamoyl group; when n = 2: Z represents a group of the formula --CO--R 23 --CO-- (wherein R 23 represents an alkylene group having 2-8 carbon atoms or a p-phenylene group).
Claim 13
Dependent Claim
22 words
A compound as claimed in claim 6, selected from the group consisting of: 4-amino-4-ethoxycarbonyl-2,2,6,6-tetramethylpiperidine, 4-acetamido-4-ethoxycarbonyl-2,2,6,6-tetramethylpiperidine, 4-crotonamido-4-methoxycarbonyl-2,2,6,6-tetramethylpiperidine, 4-benzamido-4-methoxycarbonyl-2,2,6,6-tetramethylpiperidine, 4-amino-4-methoxycarbonyl-1,2,2,6,6-pentamethylpiperidine, 4-caprylamido-4-methoxycarbonyl-1,2,2,6,6-pentamethylpiperidine, 4-stearamido-4-methoxycarbonyl-1,2,2,6,6-pentamethylpiperidine, and 4-acrylamido-4-methoxycarbonyl-1,2,2,6,6-pentamethylpiperidine.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-10-02 | 1982-04-03 | 1982-10-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-02 | 1986-04-03 | 1986-10-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-02 | 1990-04-03 | 1990-10-03 | $7700.00 | Window Closed / Lapsed |