US4426301A
Expired / Lapsed
US
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Polyoxyalkylenes containing alkaline catalyst residues chelated with benzoic acid derivatives
Assignee: BASF Corp
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Filing: 1981-10-15
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Granted: 1984-01-17
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Expires: 2001-10-15
Abstract
Abstract The oxidation promoting harmful effects of the presence of an alkaline catalyst in a polyoxyalkylene can be eliminated and the product made more resistant to oxidation especially at elevated temperatures by the incorporation therein of soluble salts of certain benzoic acid derivatives. The soluble salts can be formed by reaction with the alkali or alkaline earth metal ion derived from the alkaline catalyst utilized in the polymerization of the polyoxyalkylene.
Inventors
- 👤 Edward M. Dexheimer
- 👤 Michael J. Anchor
- 👤 Basil Thir
- 👤 Stephen E. Eisenstein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:56
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/10; D06M13/184; D06M13/188; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G65/00; C08G65/02; C08G65/30; D06M7/00; D06M2200/00; D06M2200/40; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2964; Y10T428/2967; Y10T428/2969
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
209 words
A composition of matter comprising: at least one aliphatic or aromatic-substituted polyoxyalkylene wherein said aliphatic polyoxyalkylene is derived from at least one alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and wherein said aromatic-substituted polyoxyalkylene is derived from at least one aromatic substituted alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and an effective neutralizing amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR2## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, and an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, an alkyl or alkenyl group having up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 2
Dependent Claim
209 words
A composition of matter comprising: at least one aliphatic or aromatic-substituted polyoxyalkylene wherein said aliphatic polyoxyalkylene is derived from at least one alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and wherein said aromatic-substituted polyoxyalkylene is derived from at least one aromatic substituted alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and an effective neutralizing amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR2## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, and an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, an alkyl or alkenyl group having up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 3
Dependent Claim
54 words
The composition of claim 1 wherein said acid is selected from the group consisting of at least one of salicylic acid, acetylsalicylic acid, and ortho hydroxy cinnamic acid and wherein said polyoxyalkylene is derived from at least one alkylene oxide selected from the group consisting of ethylene oxide, 1,2-propylene oxide, butylene oxide, and tetrahydrofuran.
Claim 4
Dependent Claim
29 words
The composition of claim 2 wherein said polyoxyalkylene compound is a block, heteric-block, or heteric copolymer comprising the residue of alkylene units derived from ethylene oxide and propylene oxide.
Claim 5
Dependent Claim
18 words
The composition of claim 3 wherein said polyoxyalkylene has a molecular weight of about 300 to about 12,500.
Claim 6
Dependent Claim
233 words
The process of inhibiting the oxidation of a lubricant when exposed to heating conditions of at least 200° C., said lubricant comprising an aliphatic polyoxyalkylene or aromatic-substituted polyoxyalkylene wherein said aliphatic polyoxyalkylene is derived from at least one alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and wherein said aromatic-substituted polyoxyalkylene is derived from at least one aromatic substituted alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms, said process comprising maintaining in admixture with said polyoxyalkylene compound, an effective oxidation-inhibiting amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR3## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, and an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, alkyl or alkenyl groups of up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 7
Dependent Claim
233 words
The process of inhibiting the oxidation of a lubricant when exposed to heating conditions of at least 200° C., said lubricant comprising an aliphatic polyoxyalkylene or aromatic-substituted polyoxyalkylene wherein said aliphatic polyoxyalkylene is derived from at least one alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms and wherein said aromatic-substituted polyoxyalkylene is derived from at least one aromatic substituted alkylene oxide or glycidyl ether having 2 to 4 aliphatic carbon atoms, said process comprising maintaining in admixture with said polyoxyalkylene compound, an effective oxidation-inhibiting amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR3## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, and an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, alkyl or alkenyl groups of up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 8
Dependent Claim
54 words
The process of claim 5 wherein said acid is selected from the group consisting of at least one of salicylic acid, acetylsalicylic acid, and ortho hydroxy cinnamic acid and wherein said polyoxyalkylene is derived from at least one alkylene oxide selected from the group consisting of ethylene oxide, 1,2-propylene oxide, butylene oxide, and tetrahydrofuran.
Claim 9
Dependent Claim
29 words
The process of claim 6 wherein said polyoxyalkylene lubricant comprises a block, heteric or heteric-block copolymer comprising the residues of alkylene units derived from ethylene oxide and propylene oxide.
Claim 10
Dependent Claim
19 words
The process of claim 7 wherein said polyoxyalkylene lubricant has a molecular weight of about 300 to about 12,500.
Claim 11
Dependent Claim
167 words
A lubricated synthetic yarn comprising a synthetic yarn and coated thereon a fiber lubricant comprising a polyoxyalkylene lubricant compound and an effective oxidation-inhibiting amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR4## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, alkyl or alkenyl groups having up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 12
Dependent Claim
167 words
A lubricated synthetic yarn comprising a synthetic yarn and coated thereon a fiber lubricant comprising a polyoxyalkylene lubricant compound and an effective oxidation-inhibiting amount of the alkali or alkaline earth metal salt of at least one acid having the formula: ##STR4## wherein R 1 is selected from the group consisting of alkyl and alkenyl of up to 6 carbon atoms; R 2 is selected from the group consisting of hydroxyl, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, an alkenoxy or oxyalkanoic acid ester residue having up to 18 carbon atoms, and benzoyl; R 3 is individually selected from the group consisting of hydrogen, an alkyl ether residue having up to 4 carbon atoms, an hydroxyalkyl ether residue having up to 4 carbon atoms, alkyl or alkenyl groups having up to 6 carbon atoms, halogen, and carboxyl groups; and X is selected from the group consisting of (1) carbon and (2) carbon together with nitrogen.
Claim 13
Dependent Claim
64 words
The lubricated synthetic yarn of claim 9 wherein said yarn is a polyester of nylon yarn, said acid is selected from the group consisting of at least one of salicylic acid, acetylsalicylic acid, and ortho hydroxy cinnamic acid, and wherein said polyoxyalkylene is derived from at least one alkylene oxide selected from the group consisting of ethylene oxide, 1,2-propylene oxide, butylene oxide, and tetrahydrofuran.
Claim 14
Dependent Claim
37 words
The lubricated yarn of claim 10 wherein said polyoxyalkylene compound comprises a block, heteric, or heteric-block copolymer comprising the residues of alkylene units derived from ethylene oxide and propylene oxide and said yarn is a polyester yarn.
Claim 15
Dependent Claim
21 words
The polyester yarn of claim 10 wherein said polyoxyalkylene lubricant compound has a molecular weight of about 300 to about 12,500.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1987-01-16 | 1987-07-18 | 1988-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-16 | 1991-07-18 | 1992-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-16 | 1995-07-18 | 1996-01-17 | $7700.00 | Window Closed / Lapsed |