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US4408051A
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1-Oxa-3,8-diazaspiro[4.5]decanes
Assignee: Clariant Finance BVI Ltd
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Filing: 1981-12-18
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Granted: 1983-10-04
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Expires: 2001-12-18
Abstract
Abstract Compounds obtained by the addition of unsaturated esters to the >NH group of compounds of formula II <IMAGE> II are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds are those in which R, R1 and R2 are all hydrogen and R3 and R4 together with the carbon atom to which they are attached form a cyclododecylidene ring.
Inventors
- 👤 Hans Hinsken
- 👤 Wolfgang Mueller
- 👤 Hermann Schneider
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 18:25
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/02; C07D498/10; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/35
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
207 words
A compound of formula I ##STR15## in which R is hydrogen or C 1-8 alkyl; R 1 and R 2 , independently, are hydrogen or C 1-4 alkyl; R 3 and R 4 , independently, are hydrogen, C 1-30 alkyl or benzyl; or R 3 is hydrogen or C 1-4 alkyl and R 4 is phenyl, (C 1-4 alkyl)phenyl, chlorophenyl, 4-hydroxy-3,5-t.-butyl-phenyl or naphthyl; or R 3 and R 4 together with the carbon atom to which they are attached form a C 5-15 cycloalkylidene ring which may be unsubstituted or substituted by one C 1-4 alkyl group, or form a group of formula (a) ##STR16## R 5 is hydrogen, methyl, phenyl or --COO(C 1-21 -alkyl); R 6 is hydrogen or methyl; and R 7 is hydrogen; a C 1-21 alkyl or C 2-21 alkenyl group which may be unsubstituted or monosubstituted by phenyl or naphthyl and which may be interrupted by oxygen or by a C 1-4 -alkylimine group; phenyl; (C 1-12 alkyl)phenyl; C 5-12 cycloalkyl or an saturated aliphatic hydrocarbon residue having 2-20 carbon atoms which may be interrupted by oxygen or by a C 1-4 alkylimine group and which is substituted by 1-3 groups selected from (C 1-21 alkyl)COO-- and groups of formula (b). ##STR17##
Claim 2
Dependent Claim
207 words
A compound of formula I ##STR15## in which R is hydrogen or C 1-8 alkyl; R 1 and R 2 , independently, are hydrogen or C 1-4 alkyl; R 3 and R 4 , independently, are hydrogen, C 1-30 alkyl or benzyl; or R 3 is hydrogen or C 1-4 alkyl and R 4 is phenyl, (C 1-4 alkyl)phenyl, chlorophenyl, 4-hydroxy-3,5-t.-butyl-phenyl or naphthyl; or R 3 and R 4 together with the carbon atom to which they are attached form a C 5-15 cycloalkylidene ring which may be unsubstituted or substituted by one C 1-4 alkyl group, or form a group of formula (a) ##STR16## R 5 is hydrogen, methyl, phenyl or --COO(C 1-21 -alkyl); R 6 is hydrogen or methyl; and R 7 is hydrogen; a C 1-21 alkyl or C 2-21 alkenyl group which may be unsubstituted or monosubstituted by phenyl or naphthyl and which may be interrupted by oxygen or by a C 1-4 -alkylimine group; phenyl; (C 1-12 alkyl)phenyl; C 5-12 cycloalkyl or an saturated aliphatic hydrocarbon residue having 2-20 carbon atoms which may be interrupted by oxygen or by a C 1-4 alkylimine group and which is substituted by 1-3 groups selected from (C 1-21 alkyl)COO-- and groups of formula (b). ##STR17##
Claim 3
Dependent Claim
135 words
A compound according to claim 1 of formula Ia ##STR18## in which n is an integer from 1 to 4, R" is hydrogen or methyl, R 3 " is hydrogen or C 1-4 alkyl, R 4 " is C 1-12 alkyl or R 3 " and R 4 " together with the carbon atom to which they are attached form a cyclopentylidene, cyclohexylidene or cyclododecylidene ring and R 7 ' is C 1-21 alkyl or C 2-22 alkenyl, either of which may be interrupted by oxygen or a C 1-4 alkylamine group; C 5 or C 6 cycloalkyl; phenyl(C 1-4 alkyl); phenyl; (C 1-12 alkyl) phenyl or a polyvalent saturated group of formula (c) to (m) ##STR19## carrying on any free valency further groups (b), defined in claim 1, or C 1-21 alkyl carboxylate groups.
Claim 4
Dependent Claim
35 words
A compound according to claim 2 of formula Ib ##STR20## in which n' is 1 or 2, and R 7 " is C 1-18 alkyl or one of the groups (c)-(i), stated in claim 2.
Claim 5
Dependent Claim
11 words
A compound of claim 1 in which R is a hydrogen.
Claim 6
Dependent Claim
12 words
A compound of claim 1 in which R is C 1-4 alkyl.
Claim 7
Dependent Claim
10 words
A compound of claim 1 in which R is methyl.
Claim 8
Dependent Claim
15 words
A compound of claim 1 in which R 1 and R 2 are, independently, hydrogen.
Claim 9
Dependent Claim
33 words
A compound of claim 1 in which R 3 and R 4 are identical C 1-4 alkyl groups or taken together with the carbon atom to which they are attached a cycloalkylidene ring.
Claim 10
Dependent Claim
28 words
A compound of claim 1 where R 3 taken together with R 4 and the carbon atom to which they are attached form a C 5-12 cycloalkylidene ring.
Claim 11
Dependent Claim
26 words
A compound of claim 1 in which R 3 together with R 4 and the carbon atom to which they are attached form a cyclododecylidene ring.
Claim 12
Dependent Claim
11 words
A compound of claim 1 in which R 5 is hydrogen.
Claim 13
Dependent Claim
11 words
A compound of claim 1 in which R 6 is hydrogen.
Claim 14
Dependent Claim
12 words
A compound of claim 2 in which n is 1 or 2.
Claim 15
Dependent Claim
9 words
The compound of claim 1 which is 2,2,4,4-tetramethyl-7-(β-methoxycarbonyl)ethyl-7-oxa-3,20-diazadispiro [5,1,11,2]heneicosan-21-one.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-10-03 | 1987-04-04 | 1987-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-10-03 | 1991-04-04 | 1991-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-10-03 | 1995-04-04 | 1995-10-04 | $7700.00 | Window Closed / Lapsed |