IP Library › Granted Patent US 12,415,968
Granted Patent B2
US 12,415,968 · App. 16/592,973 · Granted Sep 16, 2025

Shelf stable spray dried particles

Inventors: Valery Normand (Plainsboro, NJ); Alison Rada (Plainsboro, NJ); Amanda Schober (Plainsboro, NJ); Anandaraman Subramaniam (Plainsboro, NJ); Robert L. Veazey (Plainsboro, NJ)
Assignee: FIRMENICH SA
C11B9/00A23L27/70A23L27/80G06Q10/00G06Q30/06A23V2002/00
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Quick Facts
Patent No.
US 12,415,968
App. No.
16/592,973
Granted
Sep 16, 2025
Kind
B2
Abstract

A process for the preparation of shelf stable dry particles that include flavours or fragrances, in which an emulsion of the flavour or fragrance, an emulsifier of a natural extract containing saponins, water and a carbohydrate carrier system is spray-dried. Also provided are shelf stable dry particles and products containing them.

Claims (34)

1. A dry particle comprising:

i) an emulsifier in an amount, by weight, from about 0.06% to about 1% of the total weight of the dry particle wherein the emulsifier comprises a natural extract containing saponins, with the saponins present in an amount of less than 0.5% by weight of the total weight of the dry particle;

ii) a carbohydrate in an amount, by weight, from about 15% to about 95% by weight of the total weight of the dry particle wherein the carbohydrate comprises a mixture of maltodextrins and sucrose and has a number average molecular weight of from 445 to about 687 g·mol-1, wherein the maltodextrins and the sucrose are present in a ratio in a range of from about 4:1 to about 2:1, wherein the carbohydrate has an apparent Dextrose Equivalent of at least 22.7;

iii) an oxidizable flavor or fragrance in an amount, by weight, from about 5% to about 75% by weight of the total weight of the dry particle; and

iv) a polymeric emulsifier, wherein the polymeric emulsifier is present in an amount, by weight, of not more than 10% of the total weight of the dry particle;

wherein the dry particle does not comprise an antioxidant; and

wherein the dry particle has a shelf life of at least 6 months at 25° C. when the dry particle is stored at 10-80% relative humidity, with the shelf life determined by a measurement of oxidation products of the oxidizable flavor or fragrance to determine an apparent diffusion coefficient of oxygen of the dry particle.

2. The dry particle of claim 1 comprising from about 0.06% to about 0.1% emulsifier.

3. The dry particle of claim 1 comprising about 0.06% emulsifier.

4. The dry particle of claim 1 wherein the flavor is citrus flavor.

5. The dry particle of claim 4 wherein the citrus flavor is orange.

6. The dry particle of claim 1 wherein the particle has a shelf life of at least 8 months at 25° C.

7. The dry particle of claim 6 wherein the particle has a shelf life of from about 12 months to about 24 months at 25° C.

8. The dry particle of claim 6 wherein the particle has a shelf life of from about 12 months to about 18 months at 25° C.

9. A dry particle prepared by a method comprising:

a) preparing an emulsion comprising:

i) an emulsifier in an amount, by weight, from greater than 0% to about 1% of the total weight of the emulsion wherein the emulsifier comprises a natural extract containing saponins, with the saponins present in an amount, by dry weight, of from about 0.06% to about 0.1% of the total weight of the dry particle;

ii) a carbohydrate in an amount, by weight, from about 5 to about 55% of the total weight of the emulsion wherein the carbohydrate comprises a mixture of maltodextrins and sucrose and has a number average molecular weight of from 445 to about 687 g·mol-1, wherein the maltodextrins and the sucrose are present in a ratio in a range of from about 4:1 to about 2:1;

iii) an oxidizable citrus flavor in an amount, by weight, from about 5 to about 60% of the total weight of the emulsion; and

iv) a polymeric emulsifier, wherein the polymeric emulsifier is present in an amount, by weight, not more than 10% of the total weight of the emulsion, and

b) drying the emulsion to obtain the dry particle, wherein the dry particle has a shelf life of at least 6 months at 25° C. when the dry particle is stored at 10-80% relative humidity, with the shelf life determined by a measurement of oxidation products of the oxidizable flavor or fragrance to determine an apparent diffusion coefficient of oxygen of the dry particle wherein the dry particle comprises:

i) an emulsifier in an amount, by weight, from about 0.06% to about 1% of the total weight of the dry particle wherein the emulsifier comprises a natural extract containing saponins, with the saponins present in an amount of less than 0.5% by weight of the total weight of the dry particle;

ii) a carbohydrate in an amount, by weight, from about 15% to about 95% by weight of the total weight of the dry particle wherein the carbohydrate comprises a mixture of maltodextrins and sucrose and has a number average molecular weight of from 445 to about 687 g·mol-1, wherein the carbohydrate has an apparent Dextrose Equivalent of at least 22.7;

iii) an oxidizable flavor or fragrance in an amount, by weight, from about 5% to about 75% by weight of the total weight of the dry particle; and

iv) a polymeric emulsifier in an amount, by weight, of not more than 10% of the total weight of the dry particle;

wherein the dry particle does not comprise an antioxidant; and

wherein the dry particle has a shelf life of at least 6 months at 25° C. when the dry particle is stored at 10-80% relative humidity, with the shelf life determined by a measurement of oxidation products of the oxidizable flavor or fragrance to determine an apparent diffusion coefficient of oxygen of the dry particle.

10. The dry particle of claim 9 comprising from about 0.06% to about 0.1% emulsifier.

11. The dry particle of claim 9 comprising about 0.06% emulsifier.

12. The dry particle of claim 9 wherein the flavor is citrus flavor.

13. The dry particle of claim 12 wherein the citrus flavor is orange.

14. The dry particle of claim 9 wherein the particle has a shelf life of at least 8 months at 25° C.

15. The dry particle of claim 14 wherein the particle has a shelf life of from about 12 months to about 24 months at 25° C.

16. The dry particle of claim 14 wherein the particle has a shelf life of from about 12 months to about 18 months at 25° C.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2019
From: NORMAND, VALERY; RADA, ALISON; SCHOBER, AMANDA; SUBRAMANIAM, ANANDARAMAN; VEAZEY, ROBERT L.
To: FIRMENICH SA
Reel/Frame 050632/0494 →
Continuity (3)
Continuation 14765786
Provisional Application 61760591 · Feb 4, 2013
Related Publication 20200032162A1 · Jan 30, 2020
References Cited (31)
US 2432759A · Heyman · 1947 [cited by applicant]
US 4276312A · Merritt · 1981 [cited by applicant]
US 5897897A · Porzio et al. · 1999 [cited by applicant]
US 6537595B1 · Hyodo et al. · 2003 [cited by applicant]
US 6723359B2 · Subramaniam et al. · 2004 [cited by applicant]
US 20060159818A1 · Kunieda · 2006 [cited by applicant]
US 20070116837A1 · Prakash et al. · 2007 [cited by applicant]
US 20080044551A1 · Subramaniam · 2008 [cited by applicant]
US 20080102131A1 · Nagira et al. · 2008 [cited by applicant]
US 20090004304A1 · Ikehara et al. · 2009 [cited by applicant]
US 20090253612A1 · Mushock et al. · 2009 [cited by applicant]
US 20100034956A1 · Yasumi et al. · 2010 [cited by applicant]
US 20110059205A1 · Gaysinsky et al. · 2011 [cited by applicant]
US 20120083530A1 · Mai et al. · 2012 [cited by applicant]
US 20120231122A1 · Tran · 2012 [cited by applicant]
US 20120322750A1 · Schrader et al. · 2012 [cited by applicant]
US 20130004615A1 · Bouquerand et al. · 2013 [cited by applicant]
US 20130022728A1 · Popplewell et al. · 2013 [cited by applicant]
US 20140193562A1 · Popplewell et al. · 2014 [cited by applicant]
US 20140205688A1 · Takahashi et al. · 2014 [cited by applicant]
US 20160165937A1 · Normand et al. · 2016 [cited by applicant]
WO 2006082536A1 · 2006 [cited by applicant]
WO 2011121468A1 · 2011 [cited by applicant]
International Search Report and Written Opinion for International Application No. PCT/EP2014/051975, dated Jun. 20, 2014, 10 pages. [cited by applicant]
Anandaraman, “Encapsulation, analysis and stability of orange peel oil”, University of Minnesota PhD Thesis, 1984, 196 pages, University Microfilms International, Ann Arbor, MI. [cited by applicant]
Anandaraman et al., “Stability of Encapsulated Orange Peel Oil,” Food Technology, 1986, pp. 88-93, vol. 40. [cited by applicant]
MOCON webinar article, “Shelf Life Studies: Basics, Principles, and Concepts”, 2015, 2 pages, Article: PPS 25-5102, URL: https://www.mocon.com/assets/documents/pps-25-5102-shelf-life-studies.pdf, MOCON Inc., Minneapolis… [cited by applicant]
Subramaniam et al., “Orange oil stability in spray dry delivery systems”, Carbohydrate Polymers, 2013, pp. 352-357, vol. 97. [cited by applicant]
Yoshii et al., “Flavor release from spray-dried maltodextrin/gum arabic or soy matrices as a function of storage relative humidity”, Innovative Food Science & Emerging Technologies, 2001, pp. 55-61, vol. 2. [cited by applicant]
Fang et al., “Tea Beverage Production Technology”, 2001, p. 248, China Light Industry Press. [cited by applicant]
Biliaderis et al., “Potential Use of Carbohydrates as Stabilizers and Delivery Vehicles of Bioactive Substances in Foods”, Functional Food Carbohydrates, 2006, pp. 520-522, CRC Press, Boca Raton. [cited by applicant]