RU2018136095A - Высокорастворимые стевиолгликозиды - Google Patents
Высокорастворимые стевиолгликозиды Download PDFInfo
- Publication number
- RU2018136095A RU2018136095A RU2018136095A RU2018136095A RU2018136095A RU 2018136095 A RU2018136095 A RU 2018136095A RU 2018136095 A RU2018136095 A RU 2018136095A RU 2018136095 A RU2018136095 A RU 2018136095A RU 2018136095 A RU2018136095 A RU 2018136095A
- Authority
- RU
- Russia
- Prior art keywords
- rebaudioside
- steviol glycoside
- temperature
- stage
- mixture
- Prior art date
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- 239000004383 Steviol glycoside Substances 0.000 title claims 10
- 229930182488 steviol glycoside Natural products 0.000 title claims 10
- 150000008144 steviol glycosides Chemical class 0.000 title claims 10
- 239000000203 mixture Substances 0.000 claims 10
- 235000019202 steviosides Nutrition 0.000 claims 10
- 235000019411 steviol glycoside Nutrition 0.000 claims 9
- 229930188195 rebaudioside Natural products 0.000 claims 8
- 238000000034 method Methods 0.000 claims 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- 239000007790 solid phase Substances 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- 239000000843 powder Substances 0.000 claims 3
- 239000000725 suspension Substances 0.000 claims 3
- 238000001035 drying Methods 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- RPYRMTHVSUWHSV-CUZJHZIBSA-N rebaudioside D Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RPYRMTHVSUWHSV-CUZJHZIBSA-N 0.000 claims 2
- QSRAJVGDWKFOGU-WBXIDTKBSA-N rebaudioside c Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]1(CC[C@H]2[C@@]3(C)[C@@H]([C@](CCC3)(C)C(=O)O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)CC3)C(=C)C[C@]23C1 QSRAJVGDWKFOGU-WBXIDTKBSA-N 0.000 claims 2
- CANAPGLEBDTCAF-QHSHOEHESA-N Dulcoside A Natural products C[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@]34CC[C@H]5[C@]6(C)CCC[C@](C)([C@H]6CC[C@@]5(CC3=C)C4)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H](O)[C@H]1O CANAPGLEBDTCAF-QHSHOEHESA-N 0.000 claims 1
- CANAPGLEBDTCAF-NTIPNFSCSA-N Dulcoside A Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@]23C(C[C@]4(C2)[C@H]([C@@]2(C)[C@@H]([C@](CCC2)(C)C(=O)O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)CC4)CC3)=C)O[C@H](CO)[C@@H](O)[C@@H]1O CANAPGLEBDTCAF-NTIPNFSCSA-N 0.000 claims 1
- 239000001512 FEMA 4601 Substances 0.000 claims 1
- 239000001776 FEMA 4720 Substances 0.000 claims 1
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 claims 1
- RLLCWNUIHGPAJY-RYBZXKSASA-N Rebaudioside E Natural products O=C(O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)[C@@H](O)[C@@H](O)[C@H](CO)O1)[C@]1(C)[C@@H]2[C@@](C)([C@@H]3[C@@]4(CC(=C)[C@@](O[C@@H]5[C@@H](O[C@@H]6[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O6)[C@H](O)[C@@H](O)[C@H](CO)O5)(C4)CC3)CC2)CCC1 RLLCWNUIHGPAJY-RYBZXKSASA-N 0.000 claims 1
- OMHUCGDTACNQEX-OSHKXICASA-N Steviolbioside Natural products O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O OMHUCGDTACNQEX-OSHKXICASA-N 0.000 claims 1
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 claims 1
- JLPRGBMUVNVSKP-AHUXISJXSA-M chembl2368336 Chemical compound [Na+].O([C@H]1[C@@H](O)[C@H](O)[C@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C([O-])=O)[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O JLPRGBMUVNVSKP-AHUXISJXSA-M 0.000 claims 1
- HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 claims 1
- 235000019203 rebaudioside A Nutrition 0.000 claims 1
- RLLCWNUIHGPAJY-SFUUMPFESA-N rebaudioside E Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RLLCWNUIHGPAJY-SFUUMPFESA-N 0.000 claims 1
- QRGRAFPOLJOGRV-UHFFFAOYSA-N rebaudioside F Natural products CC12CCCC(C)(C1CCC34CC(=C)C(CCC23)(C4)OC5OC(CO)C(O)C(OC6OCC(O)C(O)C6O)C5OC7OC(CO)C(O)C(O)C7O)C(=O)OC8OC(CO)C(O)C(O)C8O QRGRAFPOLJOGRV-UHFFFAOYSA-N 0.000 claims 1
- GSGVXNMGMKBGQU-PHESRWQRSA-N rebaudioside M Chemical compound C[C@@]12CCC[C@](C)([C@H]1CC[C@@]13CC(=C)[C@@](C1)(CC[C@@H]23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GSGVXNMGMKBGQU-PHESRWQRSA-N 0.000 claims 1
- HYLAUKAHEAUVFE-AVBZULRRSA-N rebaudioside f Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)CO1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HYLAUKAHEAUVFE-AVBZULRRSA-N 0.000 claims 1
- 229940013618 stevioside Drugs 0.000 claims 1
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 claims 1
- DRSKVOAJKLUMCL-MMUIXFKXSA-N u2n4xkx7hp Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DRSKVOAJKLUMCL-MMUIXFKXSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Saccharide Compounds (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (17)
1. Способ получения более чем очень слаборастворимой композиции стевиолгликозида, включающий стадии:
A) получения очень слаборастворимой порошковой композиции стевиолгликозида, содержащей по меньшей мере один стевиолгликозид;
B) получения воды;
C) получения этанола;
D) смешивания воды, этанола и порошковой композиции, содержащей по меньшей мере один стевиолгликозид, с получением смеси;
E) повышения температуры смеси с получением раствора;
F) смешивания раствора со второй партией этанола;
G) снижения температуры смеси с получением коллоидной суспензии;
H) отделения твердой фазы коллоидной суспензии, и
I) сушки отделенной твердой фазы с получением более чем очень слаборастворимой композиции стевиолгликозида.
2. Способ по п.1, где стевиолгликозид выбран из группы, состоящей из ребаудиозида A, ребаудиозида B, ребаудиозида C, ребаудиозида D, ребаудиозида E, ребаудиозида F, ребаудиозида G, ребаудиозида H, ребаудиозида I, ребаудиозида J, ребаудиозида K, ребаудиозида L, ребаудиозида M, ребаудиозида N, ребаудиозида O, ребаудиозида Q, стевиозида, стевиолбиозида, дулкозида A, рубузозида или другого гликозида стевиола или их комбинаций.
3. Способ по п.1, где на стадии (E) температуру смеси повышают до 50-110°C.
4. Способ по п.1, где на стадии (G) температуру снижают до температуры от -196°C до 50°C.
5. Способ по п.1, где на стадии (H) твердую фазу коллоидной суспензии отделяют фильтрацией.
6. Способ по п.1, где на стадии (I) отделенную твердую фазу сушат с использованием сушильного устройства.
7. Способ по п.1, где растворимость более чем очень слаборастворимой композиции стевиолгликозида в воде при 25°C составляет по меньшей мере приблизительно 0,3 грамма на 100 граммов воды.
8. Более чем очень слаборастворимая порошковая композиция стевиолгликозида, полученная способом по п.1.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662307706P | 2016-03-14 | 2016-03-14 | |
| US62/307,706 | 2016-03-14 | ||
| US201662309683P | 2016-03-17 | 2016-03-17 | |
| US62/309,683 | 2016-03-17 | ||
| PCT/US2017/022312 WO2017160846A1 (en) | 2016-03-14 | 2017-03-14 | Highly soluble steviol glycosides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2018136095A true RU2018136095A (ru) | 2020-04-15 |
| RU2018136095A3 RU2018136095A3 (ru) | 2020-06-08 |
| RU2768009C2 RU2768009C2 (ru) | 2022-03-22 |
Family
ID=59850867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2018136095A RU2768009C2 (ru) | 2016-03-14 | 2017-03-14 | Высокорастворимые стевиолгликозиды |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US11149050B2 (ru) |
| EP (1) | EP3430145B1 (ru) |
| CN (1) | CN109415736B (ru) |
| MX (2) | MX2018011075A (ru) |
| RU (1) | RU2768009C2 (ru) |
| WO (1) | WO2017160846A1 (ru) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9107436B2 (en) | 2011-02-17 | 2015-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US10696706B2 (en) | 2010-03-12 | 2020-06-30 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US11690391B2 (en) | 2011-02-17 | 2023-07-04 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US10952458B2 (en) | 2013-06-07 | 2021-03-23 | Purecircle Usa Inc | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| BR112017004238A2 (pt) | 2014-09-02 | 2017-12-12 | Purecircle Usa Inc | extratos de estévia enriquecidos em rebaudiosídeo d, e, n e/ou o e processo para a preparação dos mesmos |
| ES2970118T3 (es) | 2015-10-26 | 2024-05-27 | Purecircle Usa Inc | Composiciones de glicósido de esteviol |
| US11653686B2 (en) | 2015-12-15 | 2023-05-23 | Purecircle Usa Inc. | Steviol glycoside compositions |
| WO2017218072A1 (en) | 2016-06-14 | 2017-12-21 | Purecircle Usa Inc. | Steviol glycosides compositions, production methods and uses |
| IL268121B2 (en) | 2017-02-03 | 2024-01-01 | Codexis Inc | Engineered glycosyltransferases and steviol glycoside glucosylation methods |
| WO2019067812A1 (en) * | 2017-09-28 | 2019-04-04 | Purecircle Usa Inc. | METHODS FOR PREPARING STEVIOL GLYCOSIDES AND USES THEREOF |
| US20210251269A1 (en) * | 2018-06-13 | 2021-08-19 | The Coca-Cola Company | Beverages Comprising Highly Soluble Steviol Glycoside Blend and Glucosylated Steviol Glycosides |
| EP3830106A4 (en) | 2018-07-30 | 2022-07-06 | Codexis, Inc. | MANIPULATED GLYCOSYLTRANSFERASES AND METHODS FOR STEVIOL GLYCOSIDE GLUCOSYLATION |
| US20200345040A1 (en) * | 2019-04-26 | 2020-11-05 | Richard H Selinfreund | Capsaicin non-alcoholic carbonated beverage and process for making the same therefrom |
| WO2021085643A1 (ja) * | 2019-11-01 | 2021-05-06 | サントリーホールディングス株式会社 | レバウディオサイドｄ含有晶析物の製造方法およびレバウディオサイドｄ含有晶析物 |
| AU2020376636A1 (en) * | 2019-11-01 | 2022-05-26 | Suntory Holdings Limited | Method for manufacturing revaudioside-D-containing crystallized product, and revaudioside-D-containing crystallized product |
| EP4082357A4 (en) | 2019-12-27 | 2024-01-17 | Suntory Holdings Limited | HIGHLY SOLUBLE REBAUDIOSIDE D COMPLEX |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7923552B2 (en) * | 2004-10-18 | 2011-04-12 | SGF Holdings, LLC | High yield method of producing pure rebaudioside A |
| US8791253B2 (en) * | 2006-06-19 | 2014-07-29 | The Coca-Cola Company | Rebaudioside A composition and method for purifying rebaudioside A |
| CN101200480B (zh) * | 2006-12-15 | 2011-03-30 | 成都华高药业有限公司 | 莱鲍迪甙a的提取方法 |
| ATE547953T1 (de) * | 2007-01-22 | 2012-03-15 | Cargill Inc | Verfahren zur herstellung gereinigter rebaudiosid-a-zusammensetzungen durch solvent/antisolvent- kristallisation |
| CN101662955B (zh) * | 2007-01-22 | 2014-08-06 | 嘉吉公司 | 使用溶剂/抗溶剂结晶法制备提纯的莱苞迪甙a组合物的方法 |
| EP2299844A1 (en) * | 2008-05-15 | 2011-03-30 | The Coca-Cola Company | Natural and/or synthetic high-potency sweetener compositions with improved temporal profile and/or flavor profile, methods for their formulation, and uses |
| US8299224B2 (en) * | 2009-10-15 | 2012-10-30 | Purecircle Sdn Bhd | High-purity Rebaudioside D |
| BR112013014589B1 (pt) * | 2010-12-13 | 2019-04-02 | Purecircle Usa Inc. | Método para preparar uma composição de rebaudiosídeo d altamente solúvel |
| US10362797B2 (en) * | 2011-02-10 | 2019-07-30 | Purecircle Sdn Bhd | Stevia composition |
| US10292412B2 (en) * | 2012-02-15 | 2019-05-21 | Kraft Foods Global Brands Llc | High solubility natural sweetener compositions |
| US9060537B2 (en) * | 2012-03-26 | 2015-06-23 | Pepsico, Inc. | Method for enhancing rebaudioside D solubility in water |
| HK1214736A1 (zh) * | 2012-11-14 | 2016-08-05 | Pepsico, Inc. | 改善低水溶性材料的分散性的方法 |
| MX373929B (es) * | 2012-12-19 | 2020-07-10 | Coca Cola Co | Composiciones y metodos para mejorar la solubilidad del rebaudiosido x. |
| US10905146B2 (en) * | 2013-07-12 | 2021-02-02 | The Coca-Cola Company | Compositions for improving rebaudioside M solubility |
| US20150086695A1 (en) * | 2013-09-23 | 2015-03-26 | Almendra Americas, LLC | Sweetener composition, sweetener products, and methods of sweetening |
| US10264811B2 (en) * | 2014-05-19 | 2019-04-23 | Epc Natural Products Co., Ltd. | Stevia sweetener with improved solubility |
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2017
- 2017-03-14 US US16/084,426 patent/US11149050B2/en active Active
- 2017-03-14 MX MX2018011075A patent/MX2018011075A/es unknown
- 2017-03-14 RU RU2018136095A patent/RU2768009C2/ru active
- 2017-03-14 EP EP17767342.3A patent/EP3430145B1/en active Active
- 2017-03-14 CN CN201780024066.6A patent/CN109415736B/zh active Active
- 2017-03-14 WO PCT/US2017/022312 patent/WO2017160846A1/en not_active Ceased
-
2018
- 2018-09-12 MX MX2023004431A patent/MX2023004431A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20190077823A1 (en) | 2019-03-14 |
| US11149050B2 (en) | 2021-10-19 |
| RU2018136095A3 (ru) | 2020-06-08 |
| CN109415736B (zh) | 2022-06-14 |
| MX2018011075A (es) | 2019-07-04 |
| EP3430145B1 (en) | 2024-12-04 |
| CN109415736A (zh) | 2019-03-01 |
| MX2023004431A (es) | 2023-05-04 |
| WO2017160846A1 (en) | 2017-09-21 |
| EP3430145A4 (en) | 2019-10-23 |
| EP3430145A1 (en) | 2019-01-23 |
| RU2768009C2 (ru) | 2022-03-22 |
| BR112018068683A2 (pt) | 2019-01-15 |
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