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US4196117A
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Alkylated 1,1'-biphenyl-2,2'-diyl phosphites and stabilized compositions
Assignee: BASF Corp
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Filing: 1978-01-03
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Granted: 1980-04-01
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Expires: 1998-01-03
Abstract
Abstract Alkylated 1,1'-biphenyl-2,2'-diyl phosphiates are prepared by reacting alkylated 2,2'-biphenol with phosphorus trichloride in an organic solvent an then reacting the intermediate with an alcohol or a thiol. Said phosphites are useful as stabilizers of organic polymers and lubricating oils, especially as process stabilzers for polyolefins, polyesters and polycarbonates.
Inventors
- 👤 John d. Spivack
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 15:56
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/5398; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6564; C07F9/6571; C07F9/657109; C07F9/657127; C07F9/657136; C07F9/6574; C07F9/65744; C07F9/65746; C08K5/51; C08K5/52; C08K5/527; Y; Y10; Y10S; Y10S524/00; Y10S524/925; Y10S524/929
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
89 words
A 1,1'-biphenylene phosphite of the formula ##STR7## wherein R is an alkyl group of 1 to 18 carbon atoms, R 1 is hydrogen or an alkyl group of 1 to 18 carbon atoms and R 2 is an alkyl group of 1 to 18 carbon atoms, phenyl, phenyl substituted with up to 3 alkyl groups each having 1 to 8 carbon atoms, or a group of the formula ##STR8## where R 3 is a divalent hydrocarbyl group selected from alkylene, arylene or allylene, and X is oxygen or sulfur.
Claim 2
Dependent Claim
89 words
A 1,1'-biphenylene phosphite of the formula ##STR7## wherein R is an alkyl group of 1 to 18 carbon atoms, R 1 is hydrogen or an alkyl group of 1 to 18 carbon atoms and R 2 is an alkyl group of 1 to 18 carbon atoms, phenyl, phenyl substituted with up to 3 alkyl groups each having 1 to 8 carbon atoms, or a group of the formula ##STR8## where R 3 is a divalent hydrocarbyl group selected from alkylene, arylene or allylene, and X is oxygen or sulfur.
Claim 3
Dependent Claim
47 words
A compound of claim 1 wherein R is an α-branched alkyl radical of 3 to 8 carbon atoms, R 1 is an alkyl of 1 to 8 carbon atoms R 2 is a phenyl group having at least one branched alkyl group or a 1,1'-biphenylene phosphite group.
Claim 4
Dependent Claim
17 words
A compound of claim 2 wherein R 1 is in the meta position to the R group.
Claim 5
Dependent Claim
40 words
A compound of claim 3 wherein R is tert-butyl or tert-octyl, R 1 is a tert-alkyl group of 4 to 8 carbon atoms, R 2 is selected from the group consisting of 2-tert-butylphenyl, 2,4-di-tert-butyl-phenyl, 2,4,6-tri-tert-butylphenyl, 2-tert-butyl-5-methylphenyl, 2,6-di-tert-butyl-phenyl and 2,6-di-tert-butyl-4-methyl-phenyl, 2,4-di-tert-octylphenyl.
Claim 6
Dependent Claim
33 words
A compound of claim 4 wherein R 2 is a group of the formula ##STR9## where X is oxygen and R 3 is an alkylene of 1 to 12 carbon atoms or arylene.
Claim 7
Dependent Claim
13 words
The compound of claim 1 which is O-(2,4-di-tert.-butylphenyl-O 1 , O 2 -3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2-diyl)phosphite.
Claim 8
Dependent Claim
12 words
The compound of claim 1 which is O-(2,6-di-tert.-butyl-4-methylphenyl)-O 1 ,O 2 -(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite.
Claim 9
Dependent Claim
12 words
The compound of claim 1 which is O-(2,2,6-tri-tert.-butylphenyl)O 1 ,O 2 -3,3'5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite.
Claim 10
Dependent Claim
12 words
The compound of claim 1 which is O-Isopropyl-O 1 ,O 2 -(3,3',5,5',-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite.
Claim 11
Dependent Claim
8 words
The compound of claim 1 which is S,S'(Trimethylene)bis-(O,O'-(3,3',5,5'-tetra-tert.-butyl-1,1'biphenyl2,2'-diyl)thiophosphite).
Claim 12
Dependent Claim
12 words
The compound of claim 1 which is O,O'(4,4'-methylene-bis-(2,6-di-tert.-butylphenylene)-O 1 ,O 2 -(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite).
Claim 13
Dependent Claim
12 words
The compound of claim 1 which is O-(n-octadecyl-O 1 ,O 2 -(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl2,2'-diyl)phosphite.
Claim 14
Dependent Claim
12 words
The compound of claim 1 which is O-methyl-O 1 ,O 2 -(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite.
Claim 15
Dependent Claim
12 words
The compound of claim 1 which is O,O'(2,2-dimethylpropylene)-O 1 ,O 2 -bis(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl)phosphite.
Claim 16
Dependent Claim
22 words
A composition of matter comprising an organic material subject to oxidative, thermal and actinic degradation stabilized with a compound of claim 1.
Claim 17
Dependent Claim
15 words
A composition of matter of claim 15 wherein the organic material is a synthetic polymer.
Claim 18
Dependent Claim
14 words
A composition of claim 16 wherein the polymer is a polyolefin homopolymer or copolymer.
Claim 19
Dependent Claim
12 words
A polyolefin homopolymer or copolymer stabilized with the compound of claim 10.
Claim 20
Dependent Claim
12 words
A composition of claim 17 stabilized with the compound of claim 13.
Claim 21
Dependent Claim
12 words
A composition of claim 17 stabilized with the compound of claim 14.
Claim 22
Dependent Claim
12 words
A composition of claim 17 stabilized with the compound of claim 9.
Claim 23
Dependent Claim
12 words
The compound of claim 1 which is O-ethyl-O 1 ,O 2 -(3,3'5,5'-tetramethyl-1-1'-biphenyl-2,2'-diyl)phosphite.
Claim 24
Dependent Claim
13 words
The compound of claim 1 which is O-ethyl-O 1 ,O 2 -(3,3',5,5'-tetra-tert.-butyl-1,1'-biphenyl-2,2'-diyl) phosphite.
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) | 1983-04-01 | 1983-10-01 | 1984-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-01 | 1987-10-01 | 1988-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-01 | 1991-10-01 | 1992-04-01 | $7700.00 | Window Closed / Lapsed |