AU2002226918B2 - Improved sucralose composition and process for the crystallization thereof - Google Patents
Improved sucralose composition and process for the crystallization thereof Download PDFInfo
- Publication number
- AU2002226918B2 AU2002226918B2 AU2002226918A AU2002226918A AU2002226918B2 AU 2002226918 B2 AU2002226918 B2 AU 2002226918B2 AU 2002226918 A AU2002226918 A AU 2002226918A AU 2002226918 A AU2002226918 A AU 2002226918A AU 2002226918 B2 AU2002226918 B2 AU 2002226918B2
- Authority
- AU
- Australia
- Prior art keywords
- sucralose
- solution
- crystalline
- crystallization
- range
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 235000019408 sucralose Nutrition 0.000 title claims description 126
- 239000004376 Sucralose Substances 0.000 title claims description 125
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 title claims description 123
- 238000000034 method Methods 0.000 title claims description 37
- 238000002425 crystallisation Methods 0.000 title claims description 29
- 230000008025 crystallization Effects 0.000 title claims description 29
- 239000000203 mixture Substances 0.000 title claims description 12
- 239000000243 solution Substances 0.000 claims description 35
- 239000013078 crystal Substances 0.000 claims description 20
- 239000012452 mother liquor Substances 0.000 claims description 20
- -1 diacetate Chemical compound 0.000 claims description 16
- 239000001632 sodium acetate Substances 0.000 claims description 16
- 235000017281 sodium acetate Nutrition 0.000 claims description 16
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical group [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 15
- 239000007864 aqueous solution Substances 0.000 claims description 12
- 239000000872 buffer Substances 0.000 claims description 8
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 claims description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 229940072107 ascorbate Drugs 0.000 claims description 3
- 235000010323 ascorbic acid Nutrition 0.000 claims description 3
- 239000011668 ascorbic acid Substances 0.000 claims description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- 229940050410 gluconate Drugs 0.000 claims description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 229940075554 sorbate Drugs 0.000 claims description 3
- 229940095064 tartrate Drugs 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 239000000047 product Substances 0.000 description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 11
- 239000000523 sample Substances 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 7
- 238000004806 packaging method and process Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 239000011888 foil Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000012488 sample solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 230000020176 deacylation Effects 0.000 description 4
- 238000005947 deacylation reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003456 ion exchange resin Substances 0.000 description 4
- 229920003303 ion-exchange polymer Polymers 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
- 239000004775 Tyvek Substances 0.000 description 3
- 229920000690 Tyvek Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 238000012430 stability testing Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004042 decolorization Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920006254 polymer film Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical class [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- JOJMQRPFXIKGJG-UHFFFAOYSA-N acetic acid;carbonic acid Chemical class CC(O)=O.OC(O)=O JOJMQRPFXIKGJG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 239000000337 buffer salt Substances 0.000 description 1
- 239000012928 buffer substance Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000011549 crystallization solution Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008123 high-intensity sweetener Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical class [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-UHFFFAOYSA-N 0.000 description 1
- 235000013615 non-nutritive sweetener Nutrition 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000307 polymer substrate Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BAQAVOSOZGMPRM-UHFFFAOYSA-N sucralose Chemical compound OC1C(O)C(Cl)C(CO)OC1OC1(CCl)C(O)C(O)C(CCl)O1 BAQAVOSOZGMPRM-UHFFFAOYSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Packages (AREA)
- Saccharide Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
- Non-Alcoholic Beverages (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2006201955A AU2006201955B2 (en) | 2000-11-17 | 2006-05-10 | Crystalline sucralose product |
| AU2006201956A AU2006201956B2 (en) | 2000-11-17 | 2006-05-10 | Nonhydrous crystalline sucralose |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24978200P | 2000-11-17 | 2000-11-17 | |
| US60/249,782 | 2000-11-17 | ||
| PCT/US2001/043491 WO2002040495A2 (en) | 2000-11-17 | 2001-11-16 | Improved sucralose composition and process for the crystallization thereof |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2006201955A Division AU2006201955B2 (en) | 2000-11-17 | 2006-05-10 | Crystalline sucralose product |
| AU2006201956A Division AU2006201956B2 (en) | 2000-11-17 | 2006-05-10 | Nonhydrous crystalline sucralose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2002226918A1 AU2002226918A1 (en) | 2002-08-01 |
| AU2002226918B2 true AU2002226918B2 (en) | 2006-05-25 |
Family
ID=22944966
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2002226918A Ceased AU2002226918B2 (en) | 2000-11-17 | 2001-11-16 | Improved sucralose composition and process for the crystallization thereof |
| AU2691802A Pending AU2691802A (en) | 2000-11-17 | 2001-11-16 | Improved sucralose composition and process for its preparation |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2691802A Pending AU2691802A (en) | 2000-11-17 | 2001-11-16 | Improved sucralose composition and process for its preparation |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US6646121B2 (enExample) |
| EP (1) | EP1339728B1 (enExample) |
| JP (2) | JP4560637B2 (enExample) |
| KR (1) | KR100854528B1 (enExample) |
| CN (1) | CN1294139C (enExample) |
| AU (2) | AU2002226918B2 (enExample) |
| BR (1) | BR0115482B1 (enExample) |
| CA (1) | CA2429228C (enExample) |
| MX (1) | MXPA03004402A (enExample) |
| RU (1) | RU2279437C2 (enExample) |
| WO (1) | WO2002040495A2 (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000062628A1 (en) * | 1999-04-16 | 2000-10-26 | San-Ei Gen F.F.I., Inc. | Sucralose-containing composition and eatable product comprising the same |
| US6921026B2 (en) * | 2002-02-05 | 2005-07-26 | Albert L. Saari | Preservation of intermediate moisture foods by controlling humidity and inhibition of mold growth |
| US6998480B2 (en) * | 2002-03-08 | 2006-02-14 | Tate & Lyle Public Limited Company | Process for improving sucralose purity and yield |
| US6984732B2 (en) * | 2003-03-31 | 2006-01-10 | Mcneil-Ppc, Inc. | High-intensity sweetener composition and delivery of same |
| US6943248B2 (en) * | 2003-04-30 | 2005-09-13 | Tate & Lyle Public Limited Company | Crystalline form of sucralose, and method for producing it |
| US20040258822A1 (en) * | 2003-06-16 | 2004-12-23 | Shyhyuan Liao | Chilsonated sucralose product |
| US20040258818A1 (en) * | 2003-06-20 | 2004-12-23 | Kraft Foods Holdings, Inc. | Reduced acidic flavor in acidified starch products |
| DE602004032578D1 (de) * | 2004-03-19 | 2011-06-16 | Vb Medicare Pvt Ltd | Verbessertes verfahren zur herstellung von chlorierter saccharose |
| PL2486942T3 (pl) | 2004-11-24 | 2019-05-31 | Meda Pharmaceuticals Inc | Kompozycje zawierające azelastynę oraz sposoby ich stosowania |
| US20070020330A1 (en) | 2004-11-24 | 2007-01-25 | Medpointe Healthcare Inc. | Compositions comprising azelastine and methods of use thereof |
| US8758816B2 (en) | 2004-11-24 | 2014-06-24 | Meda Pharmaceuticals Inc. | Compositions comprising azelastine and methods of use thereof |
| JP4737977B2 (ja) * | 2004-11-30 | 2011-08-03 | 株式会社ケーヒン | 燃料電池用弁装置 |
| EP1834957B1 (en) * | 2004-12-28 | 2014-04-09 | Nippon Beet Sugar Mfg., Co., Ltd. | Process for producing difructose dianhydride iii crystal |
| US7750146B2 (en) * | 2005-03-18 | 2010-07-06 | Tate & Lyle Plc | Granular sucralose |
| US20060247180A1 (en) * | 2005-04-29 | 2006-11-02 | Bergey James L | Purgative composition and uses thereof |
| US20060276639A1 (en) * | 2005-06-01 | 2006-12-07 | Healthy Brands, Llc | Conversion of sucralose-6-ester to sucralose |
| DE202005019910U1 (de) * | 2005-12-19 | 2007-04-19 | Mann + Hummel Gmbh | Filter |
| US7741477B2 (en) * | 2006-01-10 | 2010-06-22 | Alembic Limited | Process for purification of sucralose |
| US20070264403A1 (en) * | 2006-05-11 | 2007-11-15 | Nehmer Warren L | Sparkling agglomerated sweetener, and method of making it |
| US8791253B2 (en) * | 2006-06-19 | 2014-07-29 | The Coca-Cola Company | Rebaudioside A composition and method for purifying rebaudioside A |
| US9012626B2 (en) * | 2006-06-19 | 2015-04-21 | The Coca-Cola Company | Rebaudioside a composition and method for purifying rebaudioside a |
| AU2006345862A1 (en) * | 2006-07-06 | 2008-01-10 | Alembic Limited | An improved process for the preparation of Sucralose of high purity |
| GB0702857D0 (en) * | 2007-01-19 | 2007-03-28 | Tate & Lyle Plc | Improved sucralose production method |
| CN101260127B (zh) * | 2007-03-06 | 2011-04-20 | 盐城捷康三氯蔗糖制造有限公司 | 由三氯蔗糖-6-乙酯脱乙酰基合成三氯蔗糖的方法 |
| US8030481B2 (en) | 2007-05-21 | 2011-10-04 | The Coca-Cola Company | Stevioside polymorphic and amorphous forms, methods for their formulation, and uses |
| CN101686721A (zh) * | 2007-06-01 | 2010-03-31 | 曹耀海 | 增甜组合物 |
| US8436156B2 (en) * | 2008-01-04 | 2013-05-07 | Tate & Lyle Technology Limited | Method for the production of sucralose |
| WO2009117317A1 (en) * | 2008-03-20 | 2009-09-24 | Tate & Lyle Technology Ltd | Removal of acids from tertiary amide solvents |
| US8436157B2 (en) * | 2008-03-26 | 2013-05-07 | Tate & Lyle Technology Limited | Method for the production of sucralose |
| US8497367B2 (en) * | 2008-04-03 | 2013-07-30 | Tate & Lyle Technology Limited | Sucralose purification process |
| US20090259036A1 (en) * | 2008-04-03 | 2009-10-15 | Tate & Lyle Technology Limited | Extraction of less polar impurities from sucralose containing aqueous feed streams |
| AR071134A1 (es) * | 2008-04-03 | 2010-05-26 | Tate & Lyle Technology Ltd | Cristalizacion de sucralosa a partir de chorros que contienen sucralosa |
| TW200946683A (en) * | 2008-04-03 | 2009-11-16 | Tate & Lyle Technology Ltd | A process for the purification of aqueous feed streams containing sucralose extraction efficiency |
| WO2009140345A2 (en) * | 2008-05-15 | 2009-11-19 | Tate & Lyle Technology Ltd | Buffer rinsed sucralose crystals |
| GB2468936B (en) | 2009-03-27 | 2011-09-07 | Mohamad Rami Radwan Jaber | Chlorination of sucrose-6-esters |
| GB2469157B (en) | 2009-03-30 | 2011-07-06 | John Kerr | Process for removing dimethylamine during sucralose production |
| GB2469158B (en) | 2009-03-31 | 2011-09-28 | Peter J Seaberg | Base-assisted formation of tin-sucrose adducts |
| US20130045314A1 (en) * | 2009-08-25 | 2013-02-21 | Pratima N. Shastri | Liquid sucralose sweetener composition |
| GB2474310B (en) | 2009-10-12 | 2012-02-29 | Tate & Lyle Technology Ltd | Process for the production of sucrose-6-ester |
| GB2474311B (en) * | 2009-10-12 | 2012-10-17 | Tate & Lyle Technology Ltd | Low temperature, single solvent process for the production of sucrose-6-ester |
| GB201110520D0 (en) | 2011-05-10 | 2011-08-03 | Tate & Lyle Technology Ltd | Extraction of carboxylic acids with tin compounds |
| CN102391319B (zh) * | 2011-10-14 | 2015-01-07 | 山东三和维信生物科技有限公司 | 三氯蔗糖的结晶方法 |
| CN102391320B (zh) * | 2011-12-23 | 2014-03-19 | 盐城捷康三氯蔗糖制造有限公司 | 溶剂热回流纯化三氯蔗糖的方法 |
| GB2503644A (en) * | 2012-05-03 | 2014-01-08 | British American Tobacco Co | Filter |
| CN102977157A (zh) * | 2012-12-05 | 2013-03-20 | 溧阳维信生物科技有限公司 | 一种三氯蔗糖的结晶方法 |
| CN103242384B (zh) * | 2013-05-27 | 2015-12-02 | 南通市常海食品添加剂有限公司 | 三氯蔗糖母液萃取工艺 |
| US10227367B2 (en) | 2013-12-16 | 2019-03-12 | Tate & Lyle Technology Limited | Chlorination of sucrose-6-esters |
| GB2544217B (en) | 2014-08-08 | 2020-03-25 | Tate & Lyle Tech Ltd | Chlorination of sucrose-6-esters |
| GB2536480B (en) | 2015-03-17 | 2019-09-04 | Tate & Lyle Tech Ltd | DMF Distillation |
| US9750811B2 (en) | 2015-09-15 | 2017-09-05 | Boveda, Inc. | Devices and methods for controlling headspace humidity and oxygen levels |
| GB2551591B (en) | 2016-06-23 | 2019-08-07 | Tate & Lyle Tech Ltd | Liquid-liquid extraction of DMF |
| WO2018071706A1 (en) | 2016-10-12 | 2018-04-19 | Lissa Biesecker Longacre | Container and closure assembly with predetermined humidity and related method |
| US12098015B2 (en) | 2016-10-12 | 2024-09-24 | Boveda Inc. | Device for controlling headspace humidity and methods for making the same |
| CN109762030A (zh) * | 2019-03-06 | 2019-05-17 | 福州大学 | 一种三氯蔗糖的结晶方法 |
| CN112574258A (zh) * | 2020-12-02 | 2021-03-30 | 安徽金禾实业股份有限公司 | 一种控制三氯蔗糖酸味的方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA807578B (en) * | 1979-12-18 | 1981-11-25 | Tate & Lyle Patent Holdings | Crystalline 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose |
| GB2065646B (en) * | 1979-12-18 | 1983-10-05 | Tate & Lyle Ltd | Crystalline 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose |
| DE3065399D1 (en) * | 1979-12-18 | 1983-11-24 | Tate & Lyle Plc | Crystalline 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose |
| DE3062467D1 (en) | 1979-12-20 | 1983-04-28 | Tate & Lyle Plc | Process for the preparation of 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose |
| EP0043649B1 (en) * | 1980-07-08 | 1984-09-12 | TATE & LYLE PUBLIC LIMITED COMPANY | Process for the preparation of 4, 1',6'-trichloro-4,1',6'-trideoxygalactosucrose (tgs) |
| GB8500862D0 (en) * | 1985-01-14 | 1985-02-20 | Tate & Lyle Plc | Composition |
| GB8525954D0 (en) | 1985-10-21 | 1985-11-27 | Mcneilab Inc | Chlorination of carbohydrates &c alcohols |
| GB8525953D0 (en) | 1985-10-21 | 1985-11-27 | Mcneilab Inc | Preparation of galactopyranoside |
| DE3602090A1 (de) | 1986-01-24 | 1987-07-30 | Basf Ag | Verfahren zur herstellung von aromatischen block-copolyethern |
| GB8617222D0 (en) * | 1986-07-15 | 1986-08-20 | Tate & Lyle Plc | Sweetener |
| GB8627139D0 (en) * | 1986-11-13 | 1986-12-10 | Tate & Lyle Plc | Sweetening composition |
| US4950746A (en) | 1988-07-18 | 1990-08-21 | Noramco, Inc. | Process for synthesizing sucrose derivatives by regioselective reaction |
| GB8818430D0 (en) | 1988-08-03 | 1988-09-07 | Tate & Lyle Plc | Process |
| GB8822674D0 (en) | 1988-09-27 | 1988-11-02 | Tate & Lyle Plc | Preparation of acylated sucrose derivatives |
| US4980463A (en) * | 1989-07-18 | 1990-12-25 | Noramco, Inc. | Sucrose-6-ester chlorination |
| US5034551A (en) * | 1990-04-23 | 1991-07-23 | Noramco, Inc. | Process for recovery of organotin esters from reaction mixtures containing the same and re-use of the recovered organotin compounds |
| US5470969A (en) | 1990-08-27 | 1995-11-28 | Mcneil-Ppc, Inc. | Catalyzed sucrose-6-ester process |
| JPH06155682A (ja) * | 1992-11-25 | 1994-06-03 | Kumagaya:Kk | 包装体 |
| US5298611A (en) | 1993-03-12 | 1994-03-29 | Mcneil-Ppc, Inc. | Sucralose pentaester production |
| US5498709A (en) * | 1994-10-17 | 1996-03-12 | Mcneil-Ppc, Inc. | Production of sucralose without intermediate isolation of crystalline sucralose-6-ester |
| US5874155A (en) * | 1995-06-07 | 1999-02-23 | American National Can Company | Easy-opening flexible packaging laminates and packaging materials made therefrom |
| GB9517281D0 (en) | 1995-08-23 | 1995-10-25 | Tate & Lyle Plc | Solid sucralose |
| JP2000142799A (ja) * | 1998-11-12 | 2000-05-23 | Ma Packaging:Kk | 易開封袋 |
| JP2000272060A (ja) * | 1999-03-25 | 2000-10-03 | Toyo Aluminium Kk | 化学製品包装用積層体と蓋材および袋 |
-
2001
- 2001-11-16 WO PCT/US2001/043491 patent/WO2002040495A2/en not_active Ceased
- 2001-11-16 AU AU2002226918A patent/AU2002226918B2/en not_active Ceased
- 2001-11-16 KR KR1020037006731A patent/KR100854528B1/ko not_active Expired - Fee Related
- 2001-11-16 BR BRPI0115482-6A patent/BR0115482B1/pt not_active IP Right Cessation
- 2001-11-16 CA CA002429228A patent/CA2429228C/en not_active Expired - Fee Related
- 2001-11-16 CN CNB018220258A patent/CN1294139C/zh not_active Expired - Lifetime
- 2001-11-16 JP JP2002543503A patent/JP4560637B2/ja not_active Expired - Fee Related
- 2001-11-16 MX MXPA03004402A patent/MXPA03004402A/es active IP Right Grant
- 2001-11-16 US US09/991,123 patent/US6646121B2/en not_active Expired - Lifetime
- 2001-11-16 AU AU2691802A patent/AU2691802A/xx active Pending
- 2001-11-16 EP EP01995868A patent/EP1339728B1/en not_active Expired - Lifetime
- 2001-11-16 RU RU2003117710/04A patent/RU2279437C2/ru not_active IP Right Cessation
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2003
- 2003-08-01 US US10/632,876 patent/US6809198B2/en not_active Expired - Lifetime
-
2004
- 2004-08-17 US US10/919,656 patent/US20050013922A1/en not_active Abandoned
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2006
- 2006-09-18 US US11/522,566 patent/US8017767B2/en not_active Expired - Fee Related
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2009
- 2009-08-14 JP JP2009188092A patent/JP2009298803A/ja active Pending
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| MXPA03004402A (es) | 2003-09-05 |
| US8017767B2 (en) | 2011-09-13 |
| JP4560637B2 (ja) | 2010-10-13 |
| US20040024200A1 (en) | 2004-02-05 |
| JP2004517071A (ja) | 2004-06-10 |
| KR20030055310A (ko) | 2003-07-02 |
| US20050013922A1 (en) | 2005-01-20 |
| CA2429228A1 (en) | 2002-05-23 |
| US6646121B2 (en) | 2003-11-11 |
| AU2691802A (en) | 2002-05-27 |
| US20070015916A1 (en) | 2007-01-18 |
| US6809198B2 (en) | 2004-10-26 |
| JP2009298803A (ja) | 2009-12-24 |
| EP1339728B1 (en) | 2013-02-27 |
| WO2002040495A3 (en) | 2003-05-01 |
| BR0115482B1 (pt) | 2013-02-19 |
| EP1339728A2 (en) | 2003-09-03 |
| BR0115482A (pt) | 2003-10-21 |
| WO2002040495A2 (en) | 2002-05-23 |
| KR100854528B1 (ko) | 2008-08-26 |
| CN1486326A (zh) | 2004-03-31 |
| RU2279437C2 (ru) | 2006-07-10 |
| US20020120134A1 (en) | 2002-08-29 |
| CN1294139C (zh) | 2007-01-10 |
| CA2429228C (en) | 2008-08-26 |
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| PC1 | Assignment before grant (sect. 113) |
Owner name: TATE & LYLE PUBLIC LIMITED COMPANY Free format text: FORMER APPLICANT(S): MCNEIL-PPC, INC. |
|
| FGA | Letters patent sealed or granted (standard patent) | ||
| PC | Assignment registered |
Owner name: TATE & LYLE TECHNOLOGY LIMITED Free format text: FORMER OWNER WAS: TATE & LYLE PUBLIC LIMITED COMPANY |
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| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |