US4093588A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hindered phenolic cyclic phosphonates and stabilized compositions
Assignee: Novartis Corp
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Filing: 1976-09-03
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Granted: 1978-06-06
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Expires: 1996-09-03
Abstract
Abstract The compounds are hindered phenolic mono- and bicyclic phosphonate compounds having the formula ##STR1## wherein R 1 is alkyl, R 2 is tert-alkyl, R 3 and R 4 are independently hydrogen or alkyl, R 5 is hydrogen, alkyl or phenyl, R 6 is alkyl or phenyl, R 7 is lower alkyl and R 8 is alkyl, phenyl or phenyl substituted with a lower alkyl group. These compounds are usually prepared by reaction of a tert-alkylsubstituted hydroxybenzylphosphonate ester with a suitable 1,2 or 1,3 polyol. Alternatively the compounds can be made by reaction of an alkali metal salt of the substituted benzylphosphonic acid with an appropriate alkylene dihalide. The compounds are useful as stabilizers for organic materials subject to oxidative, thermal or photochemical degradation.
Inventors
- 👤 John d. Spivack
- 👤 Martin Dexter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 07:33
CPC Classifications
C; C09; C09K; C09K15/00; C09K15/04; C09K15/32; C09K15/322; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4056; C07F9/547; C07F9/6564; C07F9/6571; C07F9/657163; C07F9/657181; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5317; C08K5/5333; C08K5/5357
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
91 words
A compound having the formula ##STR15## wherein R 1 is alkyl of 1 to 8 carbon atoms, R 2 is tert-alkyl of 4 to 8 carbon atoms, R 3 and R 4 are independently hydrogen or alkyl of 1 to 12 carbon atoms, R 5 is hydrogen, alkyl of 1 to 8 carbon atoms or phenyl and providing that each R 5 does not have to be the same, and R 6 is alkyl of 1 to 8 carbon atoms or phenyl, or R 5 and R 6 together represent tetramethylene.
Claim 2
Dependent Claim
91 words
A compound having the formula ##STR15## wherein R 1 is alkyl of 1 to 8 carbon atoms, R 2 is tert-alkyl of 4 to 8 carbon atoms, R 3 and R 4 are independently hydrogen or alkyl of 1 to 12 carbon atoms, R 5 is hydrogen, alkyl of 1 to 8 carbon atoms or phenyl and providing that each R 5 does not have to be the same, and R 6 is alkyl of 1 to 8 carbon atoms or phenyl, or R 5 and R 6 together represent tetramethylene.
Claim 3
Dependent Claim
27 words
A composition of matter comprising a polyamide subject to oxidative and thermal deterioration stabilized with from 0.01 to 5% by weight of a compound of claim 1.
Claim 4
Dependent Claim
12 words
A composition according to claim 2 wherein the stabilizing compound is 1-(3,5-di-tert-butyl-4-hydroxybenzyl)-4,4-dimethyl-1-oxo-2,6-dioxa-1-phosphacyclohexane.
Claim 5
Dependent Claim
57 words
A compound of claim 1 wherein R 1 is methyl or tert-butyl, R 2 is tert-butyl, R 3 and R 4 are independently hydrogen or lower alkyl of 1 to 4 carbon atoms, R 5 is hydrogen or lower alkyl of 1 to 4 carbon atoms, R 6 is lower alkyl of 1 to 4 carbon atoms.
Claim 6
Dependent Claim
31 words
A compound of claim 1 wherein R 1 is tert-butyl, R 2 is tert-butyl, R 3 , r 4 and R 5 are independently hydrogen or methyl, R 6 is methyl.
Claim 7
Dependent Claim
13 words
A compound of claim 1 wherein R 1 and R 2 are tert-butyl.
Claim 8
Dependent Claim
16 words
A compound of claim 1 wherein R 3 and R 4 are independently hydrogen or methyl.
Claim 9
Dependent Claim
17 words
A compound of claim 1 wherein R 5 is hydrogen or methyl, and R 6 is methyl.
Claim 10
Dependent Claim
24 words
A compound of claim 1 wherein R 3 , r 4 and R 5 are independently hydrogen or methyl, and R 6 is methyl.
Claim 11
Dependent Claim
8 words
The compound of claim 1 which is 1-(3,5-di-tert.-butyl-4-hydroxybenzyl)-4,4-dimethyl-1-oxo-2,6-dioxa-1-phosphacyclohexane.
References Cited (Backward Citations)
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US3839506A
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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) | 1981-06-05 | 1981-12-05 | 1982-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-05 | 1985-12-05 | 1986-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-05 | 1989-12-05 | 1990-06-06 | $7700.00 | Window Closed / Lapsed |