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US4526918A
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Phenolic phosphite antioxidant and process for preparation thereof
Assignee: Ethyl Corp
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Filing: 1982-02-18
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Granted: 1985-07-02
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Expires: 2002-02-18
Abstract
Abstract A phenolic phosphite antioxidant for use alone in polyolefins or in admixture with synergists, phenolic/phosphite antioxidants, and the like. The adduct formed by reacting a phosphorus trihalide, preferably PCl3, with 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene is useful for antioxidant activity in organic materials.
Inventors
- 👤 Lester P. J. Burton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 07:39
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/52; C08K5/524; C08K5/526; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/141; C07F9/145
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
52 words
A process for making a phenolic phosphite adduct, said process comprising reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl) benzene to form a reaction product mixture including at least one adduct of the two reactants.
Claim 2
Dependent Claim
52 words
A process for making a phenolic phosphite adduct, said process comprising reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl) benzene to form a reaction product mixture including at least one adduct of the two reactants.
Claim 3
Dependent Claim
13 words
The process of claim 1 wherein the phosphorus trihalide is PCl 3 .
Claim 4
Dependent Claim
14 words
The process of claim 1 wherein the reactants are heated at about reflux temperature.
Claim 5
Dependent Claim
18 words
The process of claim 2 wherein the reactants are heated at about reflux temperature for about one hour.
Claim 6
Dependent Claim
10 words
An isolated adduct formed by the process of claim 1.
Claim 7
Dependent Claim
25 words
The process of claim 1 wherein said adduct is prepared by forming an alkali metal salt of 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene and then heating a phosphorus trihalide therewith.
Claim 8
Dependent Claim
14 words
The process of claim 6 wherein said alkali metal is sodium provided from NaH.
Claim 9
Dependent Claim
15 words
The process of claim 6 wherein the process is carried out in an organic solvent.
Claim 10
Dependent Claim
12 words
The process of claim 8 wherein the organic solvent is tetrahydrofuran (THF).
Claim 11
Dependent Claim
10 words
An isolated adduct formed by the process of claim 2.
Claim 12
Dependent Claim
33 words
The reaction product mixture of claim 1 wherein said mixture contains five major components, at least one of said components being an adduct of the reactants and having at least one P-O bond.
Claim 13
Dependent Claim
34 words
The reaction product mixture of claim 1 wherein said mixture is characterized by a phosphorus content of about 0.1 to 9.0 weight percent and a chlorine content of about 0.0 to 5.0 weight percent.
Claim 14
Dependent Claim
9 words
The adduct of claim 5 in combination with 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.
Claim 15
Dependent Claim
42 words
Organic material normally susceptible to gradual oxidative degradation, containing an antioxidant amount of an adduct formed by reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.
Claim 16
Dependent Claim
42 words
Organic material normally susceptible to gradual oxidative degradation, containing an antioxidant amount of an adduct formed by reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.
Claim 17
Dependent Claim
12 words
The combination of claim 14 wherein said organic material is a polyolefin.
Claim 18
Dependent Claim
22 words
The combination of claim 15 wherein said polyolefin is selected from polybutylene, polypropylene, polyethylene, low density polyethylene, and linear low density polyethylene.
Claim 19
Dependent Claim
27 words
The combination of claim 14 wherein said adduct is present in an antioxidant amount of about 0.05 to 0.30 weight parts per 100 weight parts organic material.
Claim 20
Dependent Claim
15 words
The combination of claim 14 and further comprising an additional synergist, phosphite, or phenolic antioxidant.
Claim 21
Independent Claim
59 words
A method for protecting an organic material normally susceptible to gradual degradation in the presence of oxygen, said method comprising adding to said organic material an antioxidant amount of an adduct formed by reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl)benzene.
Claim 22
Independent Claim
59 words
A method for protecting an organic material normally susceptible to gradual degradation in the presence of oxygen, said method comprising adding to said organic material an antioxidant amount of an adduct formed by reacting at least about 0.05 mole parts of a phosphorus trihalide of formula PX 3 where the X are halides with one mole part 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl)benzene.
Claim 23
Dependent Claim
12 words
The method of claim 19 wherein said organic material is a polyolefin.
Claim 24
Dependent Claim
22 words
The method of claim 20 wherein said polyolefin is selected from polypropylene, polybutylene, polyethylene, low density polyethylene, and linear low density polyethylene.
Claim 25
Dependent Claim
10 words
The method of claim 21 wherein said polyolefin is polypropylene.
Claim 26
Dependent Claim
26 words
The method of claim 19 wherein said antioxidant amount added is at least about 0.05 parts by weight adduct per 100 parts by weight organic material.
Claim 27
Dependent Claim
12 words
The method of claim 19 wherein said trihalide is PCl 3 .
References Cited (Backward Citations)
US3039993A
Cited
US3026264A
Cited
US3567863A
Cited
US3949024A
Cited
US4187212A
Cited
US4246170A
Cited
US4257927A
Cited
US4282141A
Cited
US4233207A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-07-01 | 1988-12-31 | 1989-07-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-07-01 | 1992-12-31 | 1993-07-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-07-01 | 1996-12-31 | 1997-07-02 | $7700.00 | Window Closed / Lapsed |