ES2897519T3 - Mejoramiento de corrientes de desecho en un procedimiento de coproducción de óxido de propileno/estireno - Google Patents
Mejoramiento de corrientes de desecho en un procedimiento de coproducción de óxido de propileno/estireno Download PDFInfo
- Publication number
- ES2897519T3 ES2897519T3 ES18708779T ES18708779T ES2897519T3 ES 2897519 T3 ES2897519 T3 ES 2897519T3 ES 18708779 T ES18708779 T ES 18708779T ES 18708779 T ES18708779 T ES 18708779T ES 2897519 T3 ES2897519 T3 ES 2897519T3
- Authority
- ES
- Spain
- Prior art keywords
- stream
- organic
- carbon dioxide
- sodium
- organic phase
- 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.)
- Active
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 56
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 20
- 239000002699 waste material Substances 0.000 title description 46
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 179
- 239000012074 organic phase Substances 0.000 claims abstract description 117
- 238000000034 method Methods 0.000 claims abstract description 107
- 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 abstract description 106
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 106
- 239000011734 sodium Substances 0.000 claims abstract description 106
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 89
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 89
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 83
- 159000000000 sodium salts Chemical class 0.000 claims abstract description 16
- 239000012071 phase Substances 0.000 claims abstract description 14
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 7
- 238000000926 separation method Methods 0.000 claims description 49
- 239000007789 gas Substances 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 33
- 238000005342 ion exchange Methods 0.000 claims description 18
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 8
- 238000004064 recycling Methods 0.000 claims description 4
- 239000012159 carrier gas Substances 0.000 claims description 3
- 239000002956 ash Substances 0.000 description 43
- 239000008346 aqueous phase Substances 0.000 description 40
- 238000002156 mixing Methods 0.000 description 40
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 16
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 13
- XPNGNIFUDRPBFJ-UHFFFAOYSA-N alpha-methylbenzylalcohol Natural products CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 12
- 239000000446 fuel Substances 0.000 description 10
- 238000005191 phase separation Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 239000010815 organic waste Substances 0.000 description 9
- 239000003518 caustics Substances 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 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 6
- 239000003456 ion exchange resin Substances 0.000 description 6
- 229920003303 ion-exchange polymer Polymers 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 4
- 208000005156 Dehydration Diseases 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 239000003546 flue gas Substances 0.000 description 4
- 230000005484 gravity Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- -1 polypropylene Polymers 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- 239000011260 aqueous acid Substances 0.000 description 2
- 238000004380 ashing Methods 0.000 description 2
- 238000005341 cation exchange Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 235000002918 Fraxinus excelsior Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012500 ion exchange media Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0484—Controlling means
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0492—Applications, solvents used
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D2011/007—Extraction using a solvent in the gas phase
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Gas Separation By Absorption (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
- Treating Waste Gases (AREA)
- Processing Of Solid Wastes (AREA)
- Paper (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762454542P | 2017-02-03 | 2017-02-03 | |
| PCT/US2018/016465 WO2018144740A1 (en) | 2017-02-03 | 2018-02-01 | Waste stream upgrading in a propylene oxide/styrene coproduction process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2897519T3 true ES2897519T3 (es) | 2022-03-01 |
Family
ID=61563461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES18708779T Active ES2897519T3 (es) | 2017-02-03 | 2018-02-01 | Mejoramiento de corrientes de desecho en un procedimiento de coproducción de óxido de propileno/estireno |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10710004B2 (enExample) |
| EP (1) | EP3577097B1 (enExample) |
| JP (1) | JP6896085B2 (enExample) |
| KR (1) | KR102234883B1 (enExample) |
| CN (1) | CN110291061B (enExample) |
| BR (1) | BR112019015922B1 (enExample) |
| ES (1) | ES2897519T3 (enExample) |
| MX (1) | MX378115B (enExample) |
| RU (1) | RU2756585C2 (enExample) |
| SG (1) | SG11201906611UA (enExample) |
| WO (1) | WO2018144740A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG11202111726QA (en) * | 2019-05-07 | 2021-11-29 | Lyondell Chemical Technology L P | Methods of chemical recovery for propylene oxide-styrene monomer processes |
| CN112322319B (zh) * | 2019-08-05 | 2022-08-09 | 中国石油化工股份有限公司 | 环氧丙烷的共氧化法联产甲基叔丁基醚的工艺废液的处理方法 |
| CN112342054B (zh) * | 2019-08-06 | 2022-05-17 | 中国石油化工股份有限公司 | 环氧丙烷的共氧化法联产工艺废液和重质原料油的加工方法 |
| CN112342053B (zh) * | 2019-08-06 | 2022-05-17 | 中国石油化工股份有限公司 | 环氧丙烷的共氧化法联产工艺废液的处理方法 |
| WO2023205307A1 (en) * | 2022-04-21 | 2023-10-26 | Lyondell Chemical Technology, L.P. | Use of carbon dioxide to improve caustic washing of alkylene oxide / alkenyl benzene monomer streams |
| CN115637171B (zh) * | 2022-10-20 | 2025-01-28 | 重庆懿德环境艺术工程有限公司 | 一种posm装置及其产生废油的再利用方法 |
| US20250243142A1 (en) | 2024-01-30 | 2025-07-31 | Lyondell Chemical Technology, L.P. | Process for production of propylene oxide and styrene monomer |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB647487A (en) * | 1947-07-24 | 1950-12-13 | Low Temp Carbonisation Ltd | Improvements relating to the recovery of tar acids from coal oils or tars |
| US3439001A (en) | 1965-10-01 | 1969-04-15 | Halcon International Inc | Epoxidation using ethylbenzene hydroperoxide with alkali or adsorbent treatment of recycle ethylbenzene |
| US3351635A (en) | 1966-03-14 | 1967-11-07 | Halcon International Inc | Epoxidation process |
| US4066706A (en) | 1975-04-21 | 1978-01-03 | Halcon International, Inc. | Preparation of ethylbenzene hydroperoxide |
| US4262143A (en) | 1979-02-16 | 1981-04-14 | Halcon International, Inc. | Preparation of hydroperoxides |
| US5210354A (en) * | 1992-05-08 | 1993-05-11 | Arco Chemical Technology, L.P. | Propylene oxide-styrene monomer process |
| US5276235A (en) * | 1993-02-19 | 1994-01-04 | Arco Chemical Technology, L.P. | Residual stream upgrading in a propylene oxide-styrene monomer process |
| KR100213544B1 (ko) * | 1995-07-31 | 1999-08-02 | 정몽규 | 인테이크 매니폴드의 와류 발생 장치 |
| US5675055A (en) * | 1995-10-04 | 1997-10-07 | Arco Chemical Technology, L.P. | Acidification/extraction treatment of waste caustic stream |
| US6844454B2 (en) * | 2002-04-12 | 2005-01-18 | Shell Oil Company | Process |
| JP2004284993A (ja) * | 2003-03-24 | 2004-10-14 | Nippon Oxirane Kk | プロピレンオキサイド／スチレンモノマーを併産する方法 |
| US20050148787A1 (en) * | 2003-11-26 | 2005-07-07 | Beckers Johannes Gerhardus J. | Process for the preparation of propylene carbonate |
| EP1586568B1 (en) * | 2004-04-14 | 2009-07-01 | Repsol Quimica S.A. | Process for the treatment of sodium-containing heavy residues and fuel so obtained |
| CN101323490A (zh) * | 2008-07-13 | 2008-12-17 | 赵志军 | 零排放处理环己烷氧化工艺生产环己酮皂化废碱液的方法 |
| US8142661B2 (en) * | 2008-09-29 | 2012-03-27 | Lyondell Chemical Technology, L.P. | Residual stream upgrading in a propylene oxide-styrene monomer process |
| US9926498B2 (en) * | 2016-05-25 | 2018-03-27 | Fluor Technologies Corporation | Process for removing oxygenates from hydrocarbon streams |
-
2018
- 2018-02-01 RU RU2019125892A patent/RU2756585C2/ru active
- 2018-02-01 US US15/886,446 patent/US10710004B2/en active Active
- 2018-02-01 WO PCT/US2018/016465 patent/WO2018144740A1/en not_active Ceased
- 2018-02-01 EP EP18708779.6A patent/EP3577097B1/en active Active
- 2018-02-01 MX MX2019009164A patent/MX378115B/es unknown
- 2018-02-01 CN CN201880009653.2A patent/CN110291061B/zh active Active
- 2018-02-01 BR BR112019015922-3A patent/BR112019015922B1/pt active IP Right Grant
- 2018-02-01 JP JP2019541763A patent/JP6896085B2/ja active Active
- 2018-02-01 KR KR1020197024572A patent/KR102234883B1/ko active Active
- 2018-02-01 SG SG11201906611UA patent/SG11201906611UA/en unknown
- 2018-02-01 ES ES18708779T patent/ES2897519T3/es active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2020507454A (ja) | 2020-03-12 |
| BR112019015922B1 (pt) | 2021-03-09 |
| CN110291061B (zh) | 2022-08-09 |
| EP3577097B1 (en) | 2021-09-01 |
| BR112019015922A2 (pt) | 2020-03-24 |
| JP6896085B2 (ja) | 2021-06-30 |
| MX2019009164A (es) | 2019-09-10 |
| WO2018144740A1 (en) | 2018-08-09 |
| US20180221787A1 (en) | 2018-08-09 |
| RU2019125892A3 (enExample) | 2021-04-02 |
| KR102234883B1 (ko) | 2021-04-01 |
| RU2019125892A (ru) | 2021-03-03 |
| SG11201906611UA (en) | 2019-08-27 |
| US10710004B2 (en) | 2020-07-14 |
| RU2756585C2 (ru) | 2021-10-01 |
| EP3577097A1 (en) | 2019-12-11 |
| WO2018144740A8 (en) | 2019-03-07 |
| CN110291061A (zh) | 2019-09-27 |
| KR20190115008A (ko) | 2019-10-10 |
| MX378115B (es) | 2025-03-10 |
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