US3950266A
Expired / Lapsed
US
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Method of producing an antioxidant composition from rosemary and sage
Assignee: RESEARCH Corp A NOT-FOR-PROFIT CORPORATION OF NEW YORK
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Filing: 1973-11-28
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Granted: 1976-04-13
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Expires: 1993-11-28
Abstract
Abstract Antioxidant compositions, useful for preventing deterioration of oils and fats in food products, are prepared by a two-stage extraction from rosemary or sage. A crude product is first extracted from the plant material with a low-boiling solvent separable by evaporation, and is then found to be separable from contaminants that cause objectionable taste or odor, by vacuum steam or molecular distillation, with the antioxidant in a suitable oil carrier, and with the contaminants removed in vapor state. A special purification of the extract, for a product of very high purity except for some flavor or odor for which distillation may be needed, is attainable by chromatography, wherein the antioxidant material favors solvents of greater polarity than solvents in which other materials are eluted. The new antioxidant compositions are not only widely useful but appear to have unusual value in respect to vegetable oils and in respect to oils used in deep frying, and also are found of special value for inhibiting certain flavor and odor effects that occur in soybean oil.
Inventors
- 👤 Stephen S. Chang
- 👤 Biserka Ostric-Matijasevic
- 👤 Cheng-Li Huang
- 👤 An-Li Hsieh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:36
CPC Classifications
C; C09; C09K; C09K15/00; C09K15/34; A; A23; A23B; A23B2/00; A23B2/70; A23B2/725; A23B2/729; A23L; A23L27/00; A23L27/10; A23L27/11
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
157 words
A method of producing an antioxidant composition from plant material which is of the class consisting of rosemary and sage and which contains antioxidant material, comprising: a. treating said plant material with a first, organic solvent which is a low-boiling solvent having a boiling point not over about 100°C, to extract from said plant material, in solution in said solvent, extract materal which contains said antioxidant material and contaminating material; b. treating the extract solution to separate said extract material from said solvent by evaporating said solvent; c. dissolving the separated extract material in a second, high-boiling solvent which vaporizes at a temperature substantially higher than said first solvent, and subjecting the resulting solution to distillation treatment for recovery, by temperature-responsive separation, of a purified, substantially tasteless and odorless product comprising said antioxidant material, freed from said contaminating material which is removed in vapor state at a temperature at which said antioxidant material is in non-vapor state.
Claim 2
Independent Claim
157 words
A method of producing an antioxidant composition from plant material which is of the class consisting of rosemary and sage and which contains antioxidant material, comprising: a. treating said plant material with a first, organic solvent which is a low-boiling solvent having a boiling point not over about 100°C, to extract from said plant material, in solution in said solvent, extract materal which contains said antioxidant material and contaminating material; b. treating the extract solution to separate said extract material from said solvent by evaporating said solvent; c. dissolving the separated extract material in a second, high-boiling solvent which vaporizes at a temperature substantially higher than said first solvent, and subjecting the resulting solution to distillation treatment for recovery, by temperature-responsive separation, of a purified, substantially tasteless and odorless product comprising said antioxidant material, freed from said contaminating material which is removed in vapor state at a temperature at which said antioxidant material is in non-vapor state.
Claim 3
Dependent Claim
26 words
A method as defined in claim 1, which includes subjecting the extract material, while in solution in a solvent, to bleaching action by an adsorbent material.
Claim 4
Dependent Claim
15 words
A method as defined in claim 1, in which the high-boiling solvent is cottonseed oil.
Claim 5
Dependent Claim
51 words
A method as defined in claim 1, in which the distillation treatment of step (c) involves subjecting the solution of the extract material in the high-boiling solvent to steam distillation at a temperature which removes the contaminating material in vapor state while the antioxidant material remains in solution in the solvent.
Claim 6
Dependent Claim
14 words
A method as defined in claim 1 in which the plant material is rosemary.
Claim 7
Dependent Claim
108 words
A method as defined in claim 1, in which the antioxidant material as extracted by step (a) is also accompanied by other material which is not antioxidant but is not removable by step (c), said other material having different solubility characteristics as between polar and nonpolar solvents, than said antioxidant material; said method comprising also d. treating said antioxidant material while accompanied by said other material, after step (a) and before or after step (c), by subjecting the mixture of materials to solvents of respectively greater and less polarity and selectively effecting solution and said antioxidant material in solvent of greater polarity, substantially free of said other material.
Claim 8
Dependent Claim
53 words
A method as defined in claim 6, in which step (d) is performed before step (c), while said antioxidant material is accompanied by odor-causing contaminating material which is not removed by step (d), step (c) being thereafter performed upon the antioxidant and contaminating materials, which have been separated from the aforesaid other material.
Claim 9
Independent Claim
111 words
A method of producing an antioxidant composition from plant material which is of the class consisting of rosemary and sage and which contains antioxidant material, comprising: a. extracting from said plant material said antioxidant material along with other material in solution in an organic solvent; said other material having different solubility characteristics as between polar and non-polar solvents, than said antioxidant material; and b. treating said extracted materials to separate said antioxidant material physically from said contaminating material, by subjecting said mixture of materials to solvents of respectively greater and less polarity and selectively effecting solution of said antioxidant material in solvent of greater polarity, substantially free of said other material.
Claim 10
Independent Claim
111 words
A method of producing an antioxidant composition from plant material which is of the class consisting of rosemary and sage and which contains antioxidant material, comprising: a. extracting from said plant material said antioxidant material along with other material in solution in an organic solvent; said other material having different solubility characteristics as between polar and non-polar solvents, than said antioxidant material; and b. treating said extracted materials to separate said antioxidant material physically from said contaminating material, by subjecting said mixture of materials to solvents of respectively greater and less polarity and selectively effecting solution of said antioxidant material in solvent of greater polarity, substantially free of said other material.
Claim 11
Independent Claim
174 words
A method of producing an antioxidant composition from plant material which is spice and which contains antioxidant material, comprising: a. treating said plant material with a first, organic solvent to extract therefrom, in solution in said solvent, extract material which contains said antioxidant material and contaminating material, said solvent being a low-boiling solvent selected from the class consisting of hexane, benzene, ethyl ether, chloroform, ethyl dichloride, dioxane and alcohols; b. treating the extract solution to separate said extract material from said first solvent by evaporation of the solvent; c. dissolving the separated extract material in a second, high-boiling solvent selected from the class consisting of propylene glycol, butylene glycol, cottonseed oil, coconut oil, hydrogenated soybean oil, beef tallow, corn oil, sunflower oil lard, and peanut oil, and subjecting the resulting solution to distillation treatment for recovery, by temperature-responsive separation, of a purified, substantially tasteless and odorless product comprising said antioxidant material, freed from said contaminating material which is removed in vapor state at a temperature at which said antioxidant material is in non-vapor state.
Claim 12
Independent Claim
174 words
A method of producing an antioxidant composition from plant material which is spice and which contains antioxidant material, comprising: a. treating said plant material with a first, organic solvent to extract therefrom, in solution in said solvent, extract material which contains said antioxidant material and contaminating material, said solvent being a low-boiling solvent selected from the class consisting of hexane, benzene, ethyl ether, chloroform, ethyl dichloride, dioxane and alcohols; b. treating the extract solution to separate said extract material from said first solvent by evaporation of the solvent; c. dissolving the separated extract material in a second, high-boiling solvent selected from the class consisting of propylene glycol, butylene glycol, cottonseed oil, coconut oil, hydrogenated soybean oil, beef tallow, corn oil, sunflower oil lard, and peanut oil, and subjecting the resulting solution to distillation treatment for recovery, by temperature-responsive separation, of a purified, substantially tasteless and odorless product comprising said antioxidant material, freed from said contaminating material which is removed in vapor state at a temperature at which said antioxidant material is in non-vapor state.
Claim 13
Dependent Claim
30 words
A method as defined in claim 9, which includes subjecting said antioxidant material, while dissolved in an organic solvent, to treatment with an adsorbent for bleaching and further diminishing taste.
Claim 14
Dependent Claim
25 words
A method as defined in claim 10, in which the spice is rosemary, the second solvent is cottonseed oil, and the adsorbent is active carbon.
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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) | 1979-04-13 | 1979-10-13 | 1980-04-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-13 | 1983-10-13 | 1984-04-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-13 | 1987-10-13 | 1988-04-13 | $7700.00 | Window Closed / Lapsed |