US4212974A
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Piperidine derivatives
Assignee: Sankyo Co Ltd
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Filing: 1978-07-14
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Granted: 1980-07-15
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Expires: 1998-07-14
Abstract
Abstract A novel piperidine derivative having a stabilizing effect on a synthetic polymeric material and a composition comprising said piperidine derivative and a synthetic polymeric material.
Inventors
- 👤 Keisuke Murayama
- 👤 Syoji Morimura
- 👤 Takao Yoshioka
- 👤 Toshimasa Toda
- 👤 Eiko Mori
- 👤 Hideo Horiuchi
- 👤 Susumu Higashida
- 👤 Katsuaki Matsui
- 👤 Tomoyuki Kurumada
- 👤 Noriyuki Ohta
- 👤 Hisayou Osawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 13:03
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/10; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
317 words
A compound having the formula I ##STR18## wherein, R 1 represents hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted alkyl group having 1 to 3 carbon atoms in its alkyl moiety and selected from the group consisting of a hydroxyalkyl, an alkoxyalkyl having 1 to 4 carbon atoms in its alkoxy portion, an alkanoyloxyalkyl having 2 to 18 carbon atoms in its alkanoyl portion, an alkenoyloxyalkyl having 3 or 4 carbon atoms in its alkenoyl portion, a benzoyloxyalkyl, a cyanoalkyl, a halogenoalkyl, an epoxyalkyl, and an alkoxycarbonylalkyl having 1 to 4 carbon atoms in its alkoxy portion, an alkenyl group having 3 or 4 carbon atoms, an alkynyl group having 3 or 4 carbon atoms, benzyl group, a benzyl group substituted with a halogen atom or a methyl group, an alkanoyl or alkenoyl group, each having 2 to 8 carbon atoms, an alkoxycarbonyl group having 2 to 5 carbon atoms or benzoyloxycarbonyl group, n is the number 1 or 2, R 2 represents, when n is 1, hydrogen atom, an alkanoyl group having 1 to 18 carbon atoms and which may be interrupted in the alkyl portion by sulfur atom, an alkenoyl group having 3 to 6 carbon atoms, each of which alkanoyl or alkenoyl groups may be substituted by phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms and/or hydroxy, a benzoyl or naphthoyl group which may be substituted with an alkyl or alkoxy group having 1 to 4 carbon atoms, a halogen atom or a hydroxy group, furoyl group, isonicotinoyl group, nicotinoyl group, morpholinocarbonyl group, an alkyl group having 1 to 18 carbon atoms, an alkynyl group having 3 or 4 carbon atoms, benzyl group, phenyl group, a o-, m- or p-tolyl group, a α- or β-naphthyl group, an alkoxyalkyl or alkoxysulfonylalkyl group having 1 to 4 carbon atoms both in the alkyl and alkoxy portions, 2.
Claim 2
Dependent Claim
317 words
A compound having the formula I ##STR18## wherein, R 1 represents hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted alkyl group having 1 to 3 carbon atoms in its alkyl moiety and selected from the group consisting of a hydroxyalkyl, an alkoxyalkyl having 1 to 4 carbon atoms in its alkoxy portion, an alkanoyloxyalkyl having 2 to 18 carbon atoms in its alkanoyl portion, an alkenoyloxyalkyl having 3 or 4 carbon atoms in its alkenoyl portion, a benzoyloxyalkyl, a cyanoalkyl, a halogenoalkyl, an epoxyalkyl, and an alkoxycarbonylalkyl having 1 to 4 carbon atoms in its alkoxy portion, an alkenyl group having 3 or 4 carbon atoms, an alkynyl group having 3 or 4 carbon atoms, benzyl group, a benzyl group substituted with a halogen atom or a methyl group, an alkanoyl or alkenoyl group, each having 2 to 8 carbon atoms, an alkoxycarbonyl group having 2 to 5 carbon atoms or benzoyloxycarbonyl group, n is the number 1 or 2, R 2 represents, when n is 1, hydrogen atom, an alkanoyl group having 1 to 18 carbon atoms and which may be interrupted in the alkyl portion by sulfur atom, an alkenoyl group having 3 to 6 carbon atoms, each of which alkanoyl or alkenoyl groups may be substituted by phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms and/or hydroxy, a benzoyl or naphthoyl group which may be substituted with an alkyl or alkoxy group having 1 to 4 carbon atoms, a halogen atom or a hydroxy group, furoyl group, isonicotinoyl group, nicotinoyl group, morpholinocarbonyl group, an alkyl group having 1 to 18 carbon atoms, an alkynyl group having 3 or 4 carbon atoms, benzyl group, phenyl group, a o-, m- or p-tolyl group, a α- or β-naphthyl group, an alkoxyalkyl or alkoxysulfonylalkyl group having 1 to 4 carbon atoms both in the alkyl and alkoxy portions, 2.
Claim 3
Dependent Claim
243 words
3-epoxypropyl group, an N-substituted carbamoyl or thiocarbaboyl group wherein the substituent is an alkyl group having 1 to 4 carbon atoms, a phenyl group or a cyclohexyl group, a group derived from benzenesulfinic, benzenesulfonic, methanesulfonic, p-toluenesulfonic, diphenylphosphoric, C 1-8 dialkylphosphoric, diphenylphosphorus or C 1-8 dialkylphosphorus acid by removing a hydroxy group, or a group ##STR19## in which R 3 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or phenyl, and R 4 represents an alkyl group having 1 to 8 carbon atoms, when n is 2, R 2 represents carbonyl group, a saturated aliphatic diacyl group having 2 to 18 carbon atoms derived from a saturated dicarboxylic acid and which may be interrupted in the alkylene chain by sulfur atom, an unsaturated aliphatic diacyl group having 4 to 6 carbon atoms derived from an unsaturated dicarboxylic acid, terephthaloyl or isophthaloyl group, an alkylene group having 2 to 6 carbon atoms, an alkylene group having 4 to 6 carbon atoms, an alkenylene group having 4 to 6 carbon atoms, p-xylylene group, an N-substituted dicarbamoyl group wherein the N-substituent is alkylene having 1 to 6 carbon atoms, phenylene, tolylene or methanediphenylene group, or a group derived from sulfurous, sulfuric or phenylphosphorus acid by removing two hydroxy groups, A represents a group ##STR20## or a group ##STR21## wherein R 5 represents hydrogen atom or an alkyl group having 1 to 3 carbon atoms, m is a number 1 or 2, and
Claim 4
Dependent Claim
243 words
3-epoxypropyl group, an N-substituted carbamoyl or thiocarbaboyl group wherein the substituent is an alkyl group having 1 to 4 carbon atoms, a phenyl group or a cyclohexyl group, a group derived from benzenesulfinic, benzenesulfonic, methanesulfonic, p-toluenesulfonic, diphenylphosphoric, C 1-8 dialkylphosphoric, diphenylphosphorus or C 1-8 dialkylphosphorus acid by removing a hydroxy group, or a group ##STR19## in which R 3 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or phenyl, and R 4 represents an alkyl group having 1 to 8 carbon atoms, when n is 2, R 2 represents carbonyl group, a saturated aliphatic diacyl group having 2 to 18 carbon atoms derived from a saturated dicarboxylic acid and which may be interrupted in the alkylene chain by sulfur atom, an unsaturated aliphatic diacyl group having 4 to 6 carbon atoms derived from an unsaturated dicarboxylic acid, terephthaloyl or isophthaloyl group, an alkylene group having 2 to 6 carbon atoms, an alkylene group having 4 to 6 carbon atoms, an alkenylene group having 4 to 6 carbon atoms, p-xylylene group, an N-substituted dicarbamoyl group wherein the N-substituent is alkylene having 1 to 6 carbon atoms, phenylene, tolylene or methanediphenylene group, or a group derived from sulfurous, sulfuric or phenylphosphorus acid by removing two hydroxy groups, A represents a group ##STR20## or a group ##STR21## wherein R 5 represents hydrogen atom or an alkyl group having 1 to 3 carbon atoms, m is a number 1 or 2, and
Claim 5
Dependent Claim
74 words
R 7 represents hydrogen atom. 2. A compound as claimed in claim 1, wherein R 1 is hydrogen atom, an alkyl group having 1 to 4 carbon atoms, allyl group, benzyl group, an alkoxycarbonylmethyl group having 1 to 4 carbon atoms in its alkoxy portion, 2,3-epoxypropyl group, an alkanoyloxyethyl group having 2 to 18 carbon atoms in the alkanoyl portion or an alkenoyloxyethyl group having 3 or 4 carbon atoms in the alkenoyl portion.
Claim 6
Dependent Claim
16 words
A compound as claimed in claim 1 wherein R 1 is hydrogen atom or methyl group.
Claim 7
Dependent Claim
83 words
A compound as claimed in claim 1 wherein R 2 represents, when n is 1, hydrogen atom, an alkanoyl group having 2 to 18 carbon atoms, benzoyl group, a benzoyl group substituted with an alkyl having 1 to 4 carbon atoms or hydroxy, an alkyl group having 1 to 18 carbon atoms, an allyl group or 2,3-epoxypropyl group, and when n is 2, a saturated aliphatic diacyl group having 4 to 12 carbon atoms derived from a saturated dicarboxylic acid or terephthaloyl group.
Claim 8
Dependent Claim
22 words
A compound as claimed in claim 1 wherein A represents a group ##STR22## in which R 5 is methyl or ethyl group.
Claim 9
Dependent Claim
83 words
A compound as claimed in claim 5 wherein R 1 represents hydrogen atom or methyl group, R 2 represents, when n is 1, an alkanoyl group having 2 to 18 carbon atoms, benzoyl group or a benzoyl group substituted with an alkyl having 1 to 4 carbon atoms or hydroxy, and when n is 2, a saturated aliphatic diacyl group having 4 to 12 carbon atoms derived from a saturated dicarboxylic acid or terephthaloyl group, and R 5 represents methyl or ethyl group.
Claim 10
Dependent Claim
32 words
A compound as claimed in claim 6 wherein said compound is selected from the group consisting of, 9-aza-3-ethyl-8,8,9,10, 10-pentamethyl-1,5-dioxa-3-stearoyloxymethyl-spiro[5.5]undecane, 9-aza-3-ethyl-3-stearoyloxymethyl-8,8,10,10-tetramethyl-1,5-dioxa-spiro[5.5]undecane, 9-aza-3-benzoyloxymethyl-3-ethyl-8,8,10,10-tetramethyl-1,5-dioxa-spiro[5.5]undecane, 9-aza-3-benzoyloxymethyl-3-ethyl-8,8,9,10,10-pentamethyl-1,5-dioxa-spiro[5.5]undecane, 9-aza-3,8,8,9,10,10-hexamethyl-1,5-dioxa-3-salicyloyloxymethyl-spiro[5.5]undecane, 9-aza-3-ethyl-8,8,9,10,10-pentamethyl-1,5-dioxa-3-salicyloyloxymethyl-spiro[5.5]undecane, 9-aza-3-ethyl-3-salicyloyloxymethyl-8,8,10,10-tetramethyl-1,5-dioxa-spiro[5.5]undecane, bis(9-aza-3,8,8,10,10-pentamethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)adipate, bis(9-aza-3,8,8,9,10,10-hexamethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)adipate, bis(9-aza-3-ethyl-8,8,10,10-tetramethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)adipate, bis(9-aza-3-ethyl-8,8,9,10,10-pentamethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)adipate, bis(9-aza-3-ethyl-8,8,10,10-tetramethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)terephthalate, and, bis(9-aza-3-ethyl-8,8,9,10,10-pentamethyl-1,5-dioxa-spiro[5.5]-3-undecylmethyl)terephthalate.
Claim 11
Dependent Claim
13 words
A compound as claimed in claim 1 wherein A represents a group ##STR23##
Claim 12
Dependent Claim
76 words
A compound as claimed in claim 8 wherein R 1 represents hydrogen atom or methyl group, and R 2 represents, when n is 1, an alkanoyl group having 2 to 18 carbon atoms, benzoyl group or a benzoyl group substituted with an alkyl having 1 to 4 carbon atoms or hydroxy, and when n is 2, a saturated aliphatic diacyl group having 4 to 12 carbon atoms derived from a saturated dicarboxylic acid or terephthaloyl group.
Claim 13
Dependent Claim
25 words
A compound as claimed in claim 9 wherein said compound is selected from the group consisting of, 8-aza-7,7,9,9-tetramethyl-2-stearoyloxymethyl-1,4-dioxa-spiro[4.5]decane, 8-aza-7,7,8,9,9-pentamethyl-1,4-dioxa-2-stearoyloxymethyl-spiro[4.5]decane, 8-aza-2-benzoyloxymethyl-7,7,9,9-tetramethyl-1,4-dioxa-spiro[4.5]decane, 8-aza-2-benzoyloxymethyl-7,7,8,9,9-pentamethyl-1,4-dioxa-spiro[4.5]decane, 8-aza-7,7,8,9,9-pentamethyl-1,4-dioxa-2-salicyloyloxymethyl-spiro[4.5]decane, bis(8-aza-7,7,9,9-tetramethyl-1,4-dioxa-spiro[4.5]-2-decylmethyl)terephthalate, and, bis(8-aza-7,7,8,9,9-pentamethyl-1,4-dioxa-spiro[4.5]-2-decylmethyl)terephthalate.
References Cited (Backward Citations)
US4016168A
Cited
US4125533A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-15 | 1984-01-14 | 1984-07-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-15 | 1988-01-14 | 1988-07-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-15 | 1992-01-14 | 1992-07-15 | $7700.00 | Window Closed / Lapsed |