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US4647466A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the production of citrus flavor and aroma compositions

Assignee: Procter and Gamble Co
•
Filing: 1985-06-19
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Granted: 1987-03-03
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Expires: 2005-06-19
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Abstract

Abstract The present invention is a process for the production of citrus flavor and aroma compositions comprising the steps of: (a) contacting organic citrus flavor and aroma compounds with a solvent gas having a temperature between its critical temperature and about 100 DEG C. (212 DEG F.), and having a reduced pressure between about 0.56 and about 1.31, to extract flavor and aroma compounds the majority of which have a molecular weight less than or equal to that of limonene; (b) separating the solvent gas and dissolved compounds from the remaining undissolved compounds; and (c) separarting the dissolved compounds from the solvent gas. This process produces an extract which is enriched in the desirable lower molecular weight flavor and aroma compounds and decreased in concentration in the undersirable higher molecular weight flavor and aroma compounds which could impart off-flavors. The invention further comprises the resulting flavor and aroma compositions, as well as citrus juice and citrus beverages containing these resulting compositions.

Inventors

  • 👤 Cornelis H. Japikse
  • 👤 Lester P. Van Brocklin
  • 👤 Johnny A. Hembree
  • 👤 Ralph R. Kitts
  • 👤 Donald R. Meece

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 19:28
CPC Classifications
A; A23; A23L; A23L2/00; A23L2/52; A23L2/64; A23L27/00; A23L27/10; A23L27/12; A23L27/13

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 110 words
A process for the production of citrus flavor and aroma compositions comprising the steps of: (a) contacting natural citrus essence oil with a solvent gas having a temperature between its critical temperature and about 100° C., and having a reduced pressure between about 0.56 and about 1.3 (where reduced pressure is defined as the extraction pressure of the solvent gas divided by its critical pressure), to extract flavor and aroma compounds the majority of which have a molecular weight less than or equal to that of limonene; (b) separating the solvent gas and dissolved compounds from the remaining undissolved compounds; and (c) separating the dissolved compounds from the solvent gas.
Claim 2
Dependent Claim 110 words
A process for the production of citrus flavor and aroma compositions comprising the steps of: (a) contacting natural citrus essence oil with a solvent gas having a temperature between its critical temperature and about 100° C., and having a reduced pressure between about 0.56 and about 1.3 (where reduced pressure is defined as the extraction pressure of the solvent gas divided by its critical pressure), to extract flavor and aroma compounds the majority of which have a molecular weight less than or equal to that of limonene; (b) separating the solvent gas and dissolved compounds from the remaining undissolved compounds; and (c) separating the dissolved compounds from the solvent gas.
Claim 3
Dependent Claim 48 words
A process according to claim 1 wherein the solvent gas is selected from the group consisting of carbon dioxide, saturated and unsaturated hydrocarbons containing up to about three carbon atoms, nitrous oxide, saturated and unsaturated halogenated hydrocarbons containing up to about three carbon atoms, and mixtures of these.
Claim 4
Dependent Claim 17 words
A process according to claim 2 wherein the solvent to feed ratio is from 5:1 to 100:1.
Claim 5
Dependent Claim 25 words
A process according to claim 3 wherein the solvent gas has a temperature between its critical temperature plus about 9° C. and about 70° C.
Claim 6
Dependent Claim 19 words
A process according to claim 4 wherein the solvent to feed ratio is from about 30:1 to about 60:1.
Claim 7
Dependent Claim 36 words
A process according to claim 4 wherein the solvent gas is carbon dioxide having a temperature between about 31° C. and about 100° C. and having a pressure between about 600 psig and about 1400 psig.
Claim 8
Dependent Claim 33 words
A process according to claim 6 wherein the carbon dioxide has a temperature between about 40° C. and about 70° C. and a pressure of between about 1000 psig and about 1200 psig.
Claim 9
Dependent Claim 93 words
A process according to claim 3 comprising the additional steps of: (a) contacting said undissolved compounds with a solvent gas having a temperature between its critical temperature and about 100° C., and having a reduced pressure between about 0.56 and about 1.31, to extract flavor and aroma compounds the majority of which have a molecular weight greater than or equal to that of limonene but less than that of valencene; (b) separating the solvent gas and dissolved compounds from the remaining undissolved compounds; and (c) separating the dissolved compounds from the solvent gas.
Claim 10
Dependent Claim 70 words
A process according to claim 8 comprising the additional steps of: (a) contacting the remaining undissolved compounds with a solvent gas having a temperature between its critical temperature and about 100° C., and having a reduced pressure between about 0.56 and about 1.31, to effectively extract valencene; (b) separating the solvent gas and dissolved compounds from any remaining undissolved compounds; and (c) separating the dissolved compounds from the solvent gas.
Claim 11
Dependent Claim 23 words
A process according to claim 9 wherein the separated dissolved compounds from claim 1 are blended with the valencene fraction of claim 9.
Claim 12
Dependent Claim 15 words
A process according to claim 7 wherein the citrus essence oil is orange essence oil.
Claim 13
Dependent Claim 41 words
A process according to claim 11 wherein the concentration of said dissolved compounds in the extract with molecular weights less than or equal to that of limonene are at least 8 times the concentration of said compounds in the starting oil.
Claim 14
Dependent Claim 31 words
A process according to claim 12 wherein the concentration of said dissolved compounds in the extracted composition is at least 15 times the concentration of said compounds in the starting oil.
Claim 15
Dependent Claim 48 words
A process according to claim 8 wherein the extraction is sufficient to reduce the concentration of compounds having a molecular weight greater than or equal to that of limonene but less than that of valencene to less than one-half the concentration of said compounds in the starting oil.
Claim 16
Dependent Claim 24 words
A process according to claim 14 wherein the concentration of decanal is less than one-sixth the concentration of said compounds in the starting oil.
Claim 17
Dependent Claim 24 words
A process according to claim 14 wherein the concentration of decanal is less than one-tenth the concentration of said compounds in the starting oil.
Claim 18
Dependent Claim 140 words
A continuous process for the production of citrus flavor and aroma compositions comprising the steps of: (a) continuously flowing a solvent gas into an extractor maintained at a temperature between the critical temperature of the gas and about 100° C., and at a reduced pressure between about 0.56 and about 1.31 (where reduced pressure is defined as the extraction pressure of the solvent gas divided by its critical pressure), to extract flavor and aroma compounds the majority of which have a molecular weight less than or equal to that of limonene; (b) continuously flowing natural citrus essence oil into the extractor, the solvent to feed ratio being from about 5:1 to about 100:1; (c) continuously withdrawing extract phase from the extractor; and (d) continuously flowing said extract phase into a separator wherein the solvent gas and dissolved compounds are separated.
Claim 19
Dependent Claim 140 words
A continuous process for the production of citrus flavor and aroma compositions comprising the steps of: (a) continuously flowing a solvent gas into an extractor maintained at a temperature between the critical temperature of the gas and about 100° C., and at a reduced pressure between about 0.56 and about 1.31 (where reduced pressure is defined as the extraction pressure of the solvent gas divided by its critical pressure), to extract flavor and aroma compounds the majority of which have a molecular weight less than or equal to that of limonene; (b) continuously flowing natural citrus essence oil into the extractor, the solvent to feed ratio being from about 5:1 to about 100:1; (c) continuously withdrawing extract phase from the extractor; and (d) continuously flowing said extract phase into a separator wherein the solvent gas and dissolved compounds are separated.
Claim 20
Dependent Claim 18 words
A process according to claim 17 wherein from about 10% to about 75% of the extract is refluxed.
Claim 21
Dependent Claim 18 words
A process according to claim 18 wherein from about 50% to about 75% of the extract is refluxed.
Claim 22
Dependent Claim 16 words
A process according to claim 18 wherein said solvent gas and said essence oil flow countercurrently.
Claim 23
Dependent Claim 18 words
A process according to claim 20 wherein the solvent to feed ratio is from 20:1 to about 75:1.
Claim 24
Dependent Claim 14 words
A process according to claim 21 wherein the essence oil is derived from oranges.

References Cited (Backward Citations)

US4400398A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-03-02 1990-09-01 1991-03-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-03-02 1994-09-01 1995-03-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-03-02 1998-09-01 1999-03-03 $7700.00 Window Closed / Lapsed

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