US4094855A
Expired / Lapsed
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Hindered phenyl phosphites
Assignee: BASF Corp
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Filing: 1976-07-30
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Granted: 1978-06-13
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Expires: 1996-07-30
Abstract
Abstract Compounds of the formula ##STR1## WHEREIN R 1 and R 2 are independently alkyl or hydrogen, provided only one of R 1 and R 2 is hydrogen, R 3 is --(A) q --COOR 4 or CN, where A is alkylene, R 4 is alkyl, phenyl or alkyl substituted phenyl, q is 0 or 1, m and n are each 1 or 2, the values of m and n being such that the trivalent state of P is satisfied, R is (a) halogen, (b) hydroxyl, provided that n is 1 when R is hydroxyl, (c) --XR 5 wherein X is S or O, and R 5 is alkyl, phenyl, alkyl substituted phenyl, or when X is O, R 5 is alkanoyl, benzoyl, or alkyl substituted benzoyl, (d) a group of the formula ##STR2## wherein R 6 is phenylene, alkyl substituted phenylene, or alkylene, X is as defined above, and m and n are each 1, (e) a group of the formula ##STR3## wherein R 7 is hydrocarbyldiacyl, R 1 , R 2 and R 3 are as defined above, and m is 2 and n is 1, or (f) a group of the formula ##STR4## wherein R 1 , R 2 and R 3 are as defined above, and m and n are each 1, are suitable for stabilizing organic material against thermal, oxidative and ultraviolet light degradation.
Inventors
- 👤 John d. Spivack
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 11:39
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/141; C07F9/146; C07F9/1415; C07F9/1417; C07F9/145; C07F9/547; C07F9/6564; C07F9/6571; C07F9/6574; C08; C08K; C08K5/00; C08K5/49; C08K5/51
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
135 words
A compound of the formula ##STR25## wherein R 1 and R 2 are independently lower alkyl or hydrogen, provided that only one of R 1 and R 2 is hydrogen, R 3 is --(A) q --COOR 4 where A is alkylene of 1 to 6 carbon atoms, R 4 is alkyl of 1 to 24 carbon atoms, phenyl or alkyl substituted phenyl, q is 0 or 1, m and n are each 1 or 2, the values of m and n being such that the trivalent state of P is satisfied, R is (a) halogen, (b) hydroxyl, provided that m is 2 and n is 1 when R is hydroxyl, or (c) --XR 5 wherein X is S or O and R 5 is alkyl of 1 to 24 carbon atoms, phenyl, alkyl susbstituted phenyl.
Claim 2
Dependent Claim
135 words
A compound of the formula ##STR25## wherein R 1 and R 2 are independently lower alkyl or hydrogen, provided that only one of R 1 and R 2 is hydrogen, R 3 is --(A) q --COOR 4 where A is alkylene of 1 to 6 carbon atoms, R 4 is alkyl of 1 to 24 carbon atoms, phenyl or alkyl substituted phenyl, q is 0 or 1, m and n are each 1 or 2, the values of m and n being such that the trivalent state of P is satisfied, R is (a) halogen, (b) hydroxyl, provided that m is 2 and n is 1 when R is hydroxyl, or (c) --XR 5 wherein X is S or O and R 5 is alkyl of 1 to 24 carbon atoms, phenyl, alkyl susbstituted phenyl.
Claim 3
Dependent Claim
70 words
A compound according to claim 1 wherein R 1 and R 2 are independently alkyl having 4 to 12 carbon atoms, R 3 is a group selected from --COOR 4 , --CH 2 COOR 4 , or --(CH 2 ) 2 COOR 4 R 4 is alkyl of 1 to 24 carbon atoms, phenyl or phenyl substituted by 1 to 3 alkyl groups each having 1 to 18 carbon atoms.
Claim 4
Dependent Claim
19 words
A compound according to claim 2 wherein R 1 and R 2 are tert-butyl groups and R is hydroxyl.
Claim 5
Dependent Claim
32 words
A compound according to claim 2 wherein R 1 and R 2 are tert-butyl groups, R is --OR 5 and R 5 is alkyl of 1 - 18 carbon atoms or phenyl.
Claim 6
Dependent Claim
9 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-carbomethoxyphenyl)phosphorochloridite.
Claim 7
Dependent Claim
9 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-carbo-2',4'-di-tert-butylphenoxyphenyl)phosphorochloridite.
Claim 8
Dependent Claim
9 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-ethylcarbomethoxyphenyl)phosphorochloridite.
Claim 9
Dependent Claim
12 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-p-carbomethoxyphenyl ester) phosphonic acid.
Claim 10
Dependent Claim
11 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-carbo-2',4'-di-tert-butylphenoxyphenyl ester)phosphonic acid.
Claim 11
Dependent Claim
10 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-ethylcarbomethoxyphenyl)phosphonic acid.
Claim 12
Dependent Claim
9 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-carbo-n-octadecyloxyphenyl)phosphorochloridite.
Claim 13
Dependent Claim
11 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-carbo-n-octadecyloxyphenyl ester)phosphonic acid.
Claim 14
Dependent Claim
9 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-ethylcarbo-n-octadecyloxyphenyl)phosphorochloridite.
Claim 15
Dependent Claim
11 words
A compound according to claim 1 which is bis(2,6-di-tert-butyl-4-ethylcarbo-n-octadecyloxyphenyl ester)phosphonic acid.
Claim 16
Dependent Claim
65 words
A composition of matter comprising an organic polymeric synthetic material normally subject to thermal, oxidative and ultraviolet degradation stabilized with (a) 0.005% to 5% of a stabilizing compound according to claim 1, (b) 0 to 5% of a phenolic antioxidant, (c) 0 to 5% of a thio co-stabilizer, (d) 0 to 5% of a UV absorber, and (e) 0 to 5% of a light stabilizer.
Claim 17
Dependent Claim
13 words
A composition according to claim 15 wherein the organic material is a polyolefin.
Claim 18
Dependent Claim
12 words
A composition according to claim 15 wherein the organic material is polypropylene.
Claim 19
Dependent Claim
34 words
A composition according to claim 15 wherein the stabilizing compound (a) is the sole light stabilizer, the concentrations of the UV absorber of (d) and the light stabilizer of (e) being equal to 0.
Claim 20
Dependent Claim
36 words
A composition according to claim 15 consisting essentially of (i) polyolefin, (ii) a stabilizing compound (a), and (iii) 0.005 to 5% of a phenolic antioxidant selected from tetrakis methane, octadecyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzyl phosphonate, 2,6-di-t-butyl-4-methylphenol, and tris-2,4,6-(3,5-di-t-butyl-4-hydroxybenzyl)isocyanurate.
Claim 21
Dependent Claim
22 words
A composition according to claim 15 wherein the stabilizing compound (a) is the sole antioxidant and where (b) is equal to 0.
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) | 1981-06-12 | 1981-12-12 | 1982-06-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-12 | 1985-12-12 | 1986-06-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-12 | 1989-12-12 | 1990-06-13 | $7700.00 | Window Closed / Lapsed |