IP Library Granted Patent US 12,264,176
Granted Patent B2
US 12,264,176 · App. 18/076,607 · Granted Apr 1, 2025

Method for producing allulose crystals

Inventors: Krishnan Viswanathan Iyer (Champaign, IL); James Gaddy (Algonquin, IL); Jerry Lynn Turner (Shelbyville, IL); Brian Timothy Pohrte (St. Charles, IL)
Assignee: Tate & Lyle Solutions USA LLC
C07H3/02A23L27/33C07H1/06C07B2200/13
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,264,176
App. No.
18/076,607
Granted
Apr 1, 2025
Kind
B2
Abstract

Allulose crystals are efficiently produced from an allulose syrup using seed crystals.

Claims (17)

1. A method for producing allulose crystals, wherein the method comprises:

a) cooling and agitating a first admixture containing a first portion of allulose syrup and first allulose crystals and initiating crystallization of allulose dissolved in the first portion of allulose syrup, thereby forming a first massecuite comprising allulose crystals and a first mother liquor containing residual dissolved allulose, the cooling and agitating being continued until a first preselected target yield of allulose crystals is achieved;

b) separating the first massecuite into a first portion and a second portion;

c) combining a second portion of allulose syrup with the second portion of the first massecuite to form a second admixture; and

d) cooling and agitating the second admixture and initiating crystallization of allulose dissolved in the second portion of allulose syrup, thereby forming a second massecuite comprising allulose crystals and a second mother liquor containing residual dissolved allulose, the cooling and agitating being continued until a second preselected target yield of allulose crystals is achieved;

wherein the crystallization is performed in a continuous manner involving stages selected from a plurality of stages.

2. The method of claim 1 , wherein the first admixture is obtained by combining the first portion of allulose syrup and the first allulose crystals being dry allulose crystals.

3. The method of claim 1 , wherein the first admixture is obtained by combining the first portion of allulose syrup and the first allulose crystals being a heel containing allulose crystals and a third mother liquor.

4. The method of claim 1 , wherein the first admixture and second admixture are agitated in steps a) and d) respectively using an agitator having a tip speed of 0.02 to 2 m/sec.

5. The method of claim 1 , wherein step a) additionally comprises, following initiation of crystallization of allulose dissolved in the first portion of allulose syrup, combining at least one additional portion of allulose syrup with the first massecuite before the subsequent cooling and agitating step.

6. The method of claim 1 , wherein the cooling in step a) involves lowering the temperature of the first admixture from an initial temperature range to a second temperature range and holding the second temperature range for a period of time.

7. The method of claim 1 , wherein the cooling in step d) involves lowering the temperature of the second admixture from an initial temperature range to a second temperature range and holding the second temperature range for a period of time.

8. The method of claim 1 , wherein the first or the second portion of the allulose syrup has a dry solids content of 70% to 95% by weight.

9. The method of claim 1 , wherein the first or the second portion of the allulose syrup has an allulose purity of at least 70%, defined as the percent by weight of the allulose in the syrup, based on the total weight of dry solids in the syrup.

10. The method of claim 1 , further comprising an additional step of separating allulose crystals in the first portion of the first massecuite from the first mother liquor in the first portion of the first massecuite.

11. The method of claim 10 , wherein the separating is carried out at least in part by one or more physical separation methods selected from the group consisting of centrifugation, filtration, decantation, membrane separation, and combinations of distinct separation methods thereof.

12. The method of claim 10 , wherein allulose crystals in the first portion of the first massecuite separated from the first mother liquor are subjected to i) washing with at least one of water, an organic solvent, a blend of organic solvents, a blend of water and organic solvent(s) or an aqueous solution containing at least one carbohydrate; ii) drying; or a combination thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2023
From: IYER, KRISHNAN VISWANATHAN; GADDY, JAMES; TURNER, JERRY LYNN; POHRTE, BRIAN TIMOTHY
To: TATE & LYLE SOLUTIONS USA LLC
Reel/Frame 062859/0522 →
Continuity (4)
Continuation 17036995 · Sep 29, 2020
Division 16341683
Provisional Application 62414280 · Oct 28, 2016
Related Publication 20230102321A1 · Mar 30, 2023
References Cited (98)
US 1708940A · Daly · 1929 [cited by applicant]
US 2032160A · Widmer · 1936 [cited by applicant]
US 2091900A · Widmer · 1937 [cited by applicant]
US 2315699A · Goepp, Jr. · 1939 [cited by applicant]
US 2217604A · Stevens · 1940 [cited by applicant]
US 2219513A · Copland · 1940 [cited by applicant]
US 3619293A · Nippon · 1971 [cited by applicant]
US 4164429A · Mercier · 1979 [cited by applicant]
US 4357172A · Edwards · 1982 [cited by examiner]
US 5047088A · Liaw · 1991 [cited by applicant]
US 5133807A · De Cremoux · 1992 [cited by applicant]
US 5195548A · Roger · 1993 [cited by applicant]
US 5411880A · Izumori et al. · 1995 [cited by applicant]
US 6206977B1 · Heikkila · 2001 [cited by applicant]
US 6872414B1 · Myers et al. · 2005 [cited by applicant]
US 7838004B2 · Mower · 2010 [cited by applicant]
US 8030035B2 · Oh et al. · 2011 [cited by applicant]
US 8524888B2 · Lee · 2013 [cited by examiner]
US 8735106B2 · Hong et al. · 2014 [cited by applicant]
US 9144251B2 · Prakash et al. · 2015 [cited by applicant]
US 10246476B2 · Kim et al. · 2019 [cited by applicant]
US 11291233B2 · Prakash · 2022 [cited by applicant]
US 11730175B2 · Meunier · 2023 [cited by applicant]
US 20040258589A1 · Golovanoff · 2004 [cited by applicant]
US 20110237790A1 · Lee et al. · 2011 [cited by applicant]
US 20140370171A1 · Takaoka et al. · 2014 [cited by applicant]
US 20150210996A1 · Woodyer et al. · 2015 [cited by applicant]
US 20170313734A1 · Kim et al. · 2017 [cited by applicant]
US 20180327796A1 · Lee et al. · 2018 [cited by applicant]
US 20190246673A1 · Park et al. · 2019 [cited by applicant]
US 20210244057A1 · Kim et al. · 2021 [cited by applicant]
US 20210298322A1 · Seo et al. · 2021 [cited by applicant]
US 20220079197A1 · Bhowmik et al. · 2022 [cited by applicant]
US 20230139835A1 · Bachmann et al. · 2023 [cited by applicant]
US 20230172244A1 · Zhang · 2023 [cited by applicant]
AU 20222386917A1 · 2023 [cited by applicant]
CN 101109021A · 2008 [cited by applicant]
CN 102250157A · 2011 [cited by applicant]
CN 103333935A · 2013 [cited by applicant]
CN 103540691A · 2015 [cited by applicant]
CN 115968924A · 2023 [cited by applicant]
DE 264026B1 · 1990 [cited by applicant]
DE 4041317B4 · 2005 [cited by applicant]
EP 0436763A1 · 1991 [cited by applicant]
EP 2292803B1 · 2013 [cited by applicant]
EP 3210478A1 · 2017 [cited by applicant]
EP 2756763B1 · 2017 [cited by applicant]
JP 05277000A · 1993 [cited by applicant]
JP 2001206054A · 2001 [cited by applicant]
JP 2005006520A · 2005 [cited by applicant]
TW 201332455A · 2013 [cited by applicant]
WO 2000056939A1 · 2000 [cited by applicant]
WO 2011119004A2 · 2011 [cited by applicant]
WO 2015028784A1 · 2015 [cited by applicant]
WO 2015075473A1 · 2015 [cited by applicant]
WO 2016012854A1 · 2016 [cited by applicant]
WO 2016064087A1 · 2016 [cited by applicant]
WO 2016135458A1 · 2016 [cited by applicant]
WO 2017029244A1 · 2017 [cited by applicant]
WO 2022088540A1 · 2022 [cited by applicant]
WO 2023084114A1 · 2023 [cited by applicant]
Australian Examination Report for Australian Application No. 2021221889, dated Nov. 17, 2022, 4 pages. [cited by applicant]
Australian Examination Report for Australian Application No. 2021221893, dated Nov. 17, 2022, 4 pages. [cited by applicant]
Chinese Office Action for Chinese Application No. 201780066740.7, dated Aug. 1, 2022, with translation, 19 pages. [cited by applicant]
International Preliminary Report on Patentability for International Application No. PCT/US2017/058753, dated Apr. 30, 2019, 9 pages. [cited by applicant]
International Search Report and Written Opinion for International Application No. PCT/US2017/058753, dated May 22, 2018, 15 pages. [cited by applicant]
Israeli Office Action for Israeli Application No. 289910, dated Aug. 8, 2022, 4 pages. [cited by applicant]
Japanese Notice of Reasons for Rejection for Japanese Application No. 2019-520948, dated Nov. 16, 2021, with translation, 7 pages. [cited by applicant]
Taiwanese Office Action for Taiwanese Application No. 106137167, dated Jul. 22, 2021, 9 pages. [cited by applicant]
Entire patent prosecution history of U.S. Appl. No. 16/341,683, filed Apr. 12, 2019, entitled, “Method for Producing Allulose Crystals.” [cited by applicant]
Entire patent prosecution history of U.S. Appl. No. 17/036,995, filed Sep. 29, 2020, entitled, “Method for Producing Allulose Crystals.” [cited by applicant]
A.S. Myerson, Handbook of Industrial Crystallization, 2nd ed. Butterworth Heinemann 2002, pp. 181-184, 295-296. [cited by applicant]
A.G. Jones, Crystallization Process Systems, Butterworth Heinemann 2002, pp. 44-45, 63-65. [cited by applicant]
A.-Ch. Eliasson, Carbohydrates in Food, 2nd ed. Taylor & Francis 2006, pp. 60-62. [cited by applicant]
V.A. Vaclavik et al., Essentials of Food Science, 3rd ed. Springer 2008, pp. 343-344. [cited by applicant]
L. Rozsa, International Sugar Journal, 2008, 110 (1320). [cited by applicant]
H. Panda, Sugarcane Processing and By-Products of Molasses, Asia PacificBusiness Press, 2011, pp. 327-329. [cited by applicant]
J. Sedzik et al., Molecules: Nucleation, Aggregation and Crystallization—BeyondMedical and Other Implications, World Scientific, 2009, 150-167. [cited by applicant]
Th. Varzakas et al., Food Engineering Handbook—Food Process Engineering, CRC Press 2015, pp. 164-167. [cited by applicant]
R.R. McKeown et al., Crystallization Design and Scale-up; in D.J. am Ende, Chemical Engineering in the Pharmaceutical Industry—R&D to Manufacturing, Wiley 2011, pp. 213-247. [cited by applicant]
J. Kraus et al., Zuckerind, 119 (1994) 5, pp. 407-413. [cited by applicant]
A. Markande et al. Food and Bioproducts Processing 90 (2012) 406-412. [cited by applicant]
A.E. Lewis et al., Industrial Crystallization—Fundamentals and Applications, Cambridge University Press 2015, pp. 89-91. [cited by applicant]
A.V. Delgado et al., Sugar processing and by-products of the sugar industry, FAQ Agricultural Services Bulletin 144, 2001, pp. 15-17. [cited by applicant]
M. Walter et al. 2009, Zuckerindustrie 134 (2009) 12 747-749. [cited by applicant]
BMA—technik programm, Kristallisationsanlagen, Oct. 2005 and machine translation, 43 pages. [cited by applicant]
J.C.P. Chen et al., Cane Sugar Handbook, 12th ed., Wiley 1993, pp. 274-276. [cited by applicant]
The Amylase Research society of Japan, Handbook of Amylases and Related Enzymes, Pergamon Press 1988, pp. 201. [cited by applicant]
K. Urbaniec, modern energy economy in beet sugar factories, Elsevier 1989, pp. 163-168. [cited by applicant]
D. Ruytings, Zuckerindustrie 130 (2005) 11 821-826. [cited by applicant]
B. Elvers, Ullman's Food and Feed, Wiley-VCH 2017, pp. 955-967. [cited by applicant]
English computer translation of CN 103 540 691 A. [cited by applicant]
W. Beckmann, Crystallization—Basic Concepts and Industrial Applications, Wiley-VCH 2013, 260-262. [cited by applicant]
Office Action for Mexican Patent Application No. MX/a/2019/004164, with English translation mailed Jun. 27, 2024, 12 pages. [cited by applicant]
Third Party Observations in European Patent Application No. 23178268.1, filed Jan. 4, 2024, 19 pages. [cited by applicant]
Nabors, “Alternative Sweetners,” 4th ed, CRC Press, 2012, 4 pages. [cited by applicant]
Information Statement filed in Japanese Application No. 2022-162448, dated Mar. 25, 2024 with translation, 2 pages. [cited by applicant]
Office Action for Chinese Patent Application No. 202410161687.0 mailed Jul. 17, 2024, 7 pages. [cited by applicant]