ES2617050T3 - Proceso para la purificación de (hidro)fluoroalquenos - Google Patents
Proceso para la purificación de (hidro)fluoroalquenos Download PDFInfo
- Publication number
- ES2617050T3 ES2617050T3 ES15173448.0T ES15173448T ES2617050T3 ES 2617050 T3 ES2617050 T3 ES 2617050T3 ES 15173448 T ES15173448 T ES 15173448T ES 2617050 T3 ES2617050 T3 ES 2617050T3
- Authority
- ES
- Spain
- Prior art keywords
- hydro
- r1243zf
- fluoroalkenes
- purification
- activated carbon
- 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
- 238000000034 method Methods 0.000 title abstract description 4
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000746 purification Methods 0.000 title 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 14
- 239000003463 adsorbent Substances 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 abstract 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/389—Separation; Purification; Stabilisation; Use of additives by adsorption on solids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0918069 | 2009-10-15 | ||
| GBGB0918069.6A GB0918069D0 (en) | 2009-10-15 | 2009-10-15 | Process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2617050T3 true ES2617050T3 (es) | 2017-06-15 |
Family
ID=41462387
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES15173448.0T Active ES2617050T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
| ES15173457T Active ES2701258T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
| ES16205166.8T Active ES2675739T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
| ES10774248T Active ES2784741T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES15173457T Active ES2701258T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
| ES16205166.8T Active ES2675739T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
| ES10774248T Active ES2784741T3 (es) | 2009-10-15 | 2010-10-08 | Proceso para la purificación de (hidro)fluoroalquenos |
Country Status (16)
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0611742D0 (en) | 2006-06-14 | 2006-07-26 | Ineos Fluor Holdings Ltd | Desiccants for fluids |
| GB0918069D0 (en) * | 2009-10-15 | 2009-12-02 | Ineos Fluor Holdings Ltd | Process |
| CA3224583A1 (en) | 2009-12-22 | 2011-07-21 | The Chemours Company Fc, Llc | Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetrachloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane |
| GB2492847A (en) * | 2011-07-15 | 2013-01-16 | Mexichem Amanco Holding Sa | A process for reducing TFMA content in R-1234 |
| JP5899974B2 (ja) * | 2012-02-02 | 2016-04-06 | セントラル硝子株式会社 | (e)−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
| JPWO2013151070A1 (ja) * | 2012-04-03 | 2015-12-17 | 旭硝子株式会社 | フルオロオレフィンの精製方法、およびフルオロオレフィンの製造方法 |
| KR20150021551A (ko) * | 2012-06-06 | 2015-03-02 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 플루오로올레핀 중 RfCCX 불순물의 감소 방법 |
| JP6107466B2 (ja) * | 2012-06-28 | 2017-04-05 | セントラル硝子株式会社 | トランス−1,3,3,3−テトラフルオロプロペンの精製方法 |
| PL2970059T3 (pl) | 2013-03-13 | 2023-04-24 | Arkema, Inc. | Sposoby oczyszczania i stabilizowania hydrofluoroolefin i hydrochlorofluoroolefin |
| US9334206B2 (en) | 2013-03-15 | 2016-05-10 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| MX362043B (es) * | 2013-03-15 | 2019-01-07 | Chemours Co Fc Llc | Proceso para la reduccion de impurezas de alquino en fluoroolefinas. |
| US20150259267A1 (en) | 2014-03-14 | 2015-09-17 | E.I. Du Pont De Nemours And Company | PROCESS FOR THE REDUCTION OF RfC=CX IMPURITIES IN FLUOROOLEFINS |
| US10995047B2 (en) | 2013-03-15 | 2021-05-04 | The Chemours Company Fc, Llc | Process for the reduction of RƒC≡CX impurities in fluoroolefins |
| JP2016511285A (ja) * | 2013-03-15 | 2016-04-14 | ハネウェル・インターナショナル・インコーポレーテッド | 2,3,3,3−テトラフルオロプロペン生成物中のハロゲン化エチレン不純物を除去する方法 |
| GB201410174D0 (en) * | 2014-06-09 | 2014-07-23 | Mexichem Amanco Holding Sa | Process |
| FR3023286B1 (fr) * | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| CN106660908B (zh) * | 2014-08-25 | 2020-04-28 | Agc株式会社 | 氢氟烯烃的制造方法 |
| HUE052274T2 (hu) * | 2014-09-25 | 2021-04-28 | Daikin Ind Ltd | HFC-t és HFO-t tartalmazó kompozíciók |
| JP6028825B2 (ja) * | 2015-03-31 | 2016-11-24 | ダイキン工業株式会社 | ハイドロフルオロオレフィン化合物を含有する組成物 |
| US10654775B2 (en) | 2015-08-17 | 2020-05-19 | Daikin Industries, Ltd. | Separation method for halogenated unsaturated carbon compound |
| US9938213B2 (en) * | 2015-08-19 | 2018-04-10 | Honeywell International Inc. | Methods for removing acidic impurities from halogenated propenes |
| US10005705B2 (en) | 2015-11-12 | 2018-06-26 | Honeywell International Inc. | Process for the production of fluorinated cyclobutane |
| EP4253355A3 (en) * | 2016-11-02 | 2023-12-06 | Honeywell International Inc. | Process for reducing 3,3,3-trifluoropropyne in 2,3,3,3-tetrafluoropropene |
| CN109937196B (zh) * | 2016-11-15 | 2022-08-16 | Agc株式会社 | 1-氯-2,3,3-三氟丙烯的制造方法 |
| JP6323540B1 (ja) * | 2016-11-28 | 2018-05-16 | セントラル硝子株式会社 | ドライエッチング剤組成物及びドライエッチング方法 |
| GB201701099D0 (en) | 2017-01-23 | 2017-03-08 | Mexichem Fluor Sa De Cv | Process |
| US11555001B2 (en) | 2018-06-06 | 2023-01-17 | Honeywell International Inc. | Method for dehydrochlorination of HCFC-244bb to manufacture HFO-1234yf |
| CA3110479A1 (en) | 2018-08-24 | 2020-02-27 | Honeywell International Inc. | Processes for producing trifluoroiodomethane and trifluoroacetyl iodide |
| CN113272402B (zh) | 2018-12-21 | 2024-06-04 | 霍尼韦尔国际公司 | 1,2,2-三氟-1-三氟甲基环丁烷(tfmcb)的共沸物或类共沸物组合物及其应用 |
| US11554956B2 (en) | 2019-04-16 | 2023-01-17 | Honeywell International Inc. | Integrated process and catalysts for manufacturing hydrogen iodide from hydrogen and iodine |
| WO2020225911A1 (ja) * | 2019-05-09 | 2020-11-12 | 日新電機株式会社 | 絶縁ガス用吸着剤及びガス絶縁電力機器 |
| AU2020334452A1 (en) | 2019-08-20 | 2022-03-03 | Futamura Kagaku Kabushiki Kaisha | Per- and polyfluoroalkyl compound-adsorbing activated carbon |
| JP7282719B2 (ja) * | 2019-08-20 | 2023-05-29 | 国立研究開発法人産業技術総合研究所 | ペル及びポリフルオロアルキル化合物吸着活性炭 |
| KR20220028073A (ko) * | 2019-08-30 | 2022-03-08 | 쇼와 덴코 가부시키가이샤 | 불소 가스의 제조 방법 |
| JP7603591B2 (ja) * | 2019-09-12 | 2024-12-20 | 関東電化工業株式会社 | =cf2もしくは=chfの構造を持つフルオロオレフィンの精製方法、並びに高純度フルオロオレフィン及びその製造方法 |
| JP7576789B2 (ja) * | 2020-09-30 | 2024-11-01 | 国立研究開発法人産業技術総合研究所 | 中性ペル及びポリフルオロアルキル化合物吸着活性炭及び水試料中の中性ペル及びポリフルオロアルキル化合物の分析方法 |
| CN116323525A (zh) * | 2020-10-02 | 2023-06-23 | 索尔维公司 | 用于纯化呈气相的氟化烯烃的方法 |
| WO2025174928A1 (en) * | 2024-02-16 | 2025-08-21 | The Chemours Company Fc, Llc | Purification of 2,3,3,3-tetrafluoropropene |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1540446A (en) | 1920-01-28 | 1925-06-02 | Baltimore Gas Engineering Corp | Aluminum gellike absorbent and process for making same |
| US2917556A (en) * | 1958-06-09 | 1959-12-15 | Du Pont | Process for separating vinylidene fluoride from vinyl fluoride |
| GB1052555A (cg-RX-API-DMAC7.html) * | 1963-05-31 | |||
| JP2542394B2 (ja) | 1987-08-06 | 1996-10-09 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | ヘキサフロロプロピレンの精製方法 |
| JPS6440507A (en) | 1987-08-06 | 1989-02-10 | Asahi Chemical Ind | Production of fluorine-containing polymer |
| JPH07508215A (ja) * | 1992-06-19 | 1995-09-14 | カルゴン カーボン コーポレーション | 水酸化カリウムおよび/または水酸化ナトリウムまたはその塩で亜炭を処理することによる活性炭およびそれによる吸着 |
| US5462908A (en) | 1993-06-16 | 1995-10-31 | Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of National Defence | Organic amine impregnated activated carbon |
| EP0907402B1 (de) * | 1996-06-26 | 2001-05-23 | Cs Clean Systems Ag | Verfahren zur entfernung ozonabbauender und/oder klimawirksamer fluorierter verbindungen aus einem gasstrom sowie anwendung des verfahrens |
| US5705719A (en) | 1996-08-01 | 1998-01-06 | E. I. Du Pont De Nemours And Company | Selective removal of perfluoroisobutylene from streams of halogenated hydrocarbons |
| US6274782B1 (en) | 1997-04-16 | 2001-08-14 | Showa Denko K.K. | Method for purifying hexafluoroethane |
| US7084315B2 (en) * | 2000-05-04 | 2006-08-01 | Ineos Fluor Holdings Limited | Removal of (hydro)haloalkene impurities from product streams |
| GB0010614D0 (en) | 2000-05-04 | 2000-06-21 | Ici Plc | Removal of (hydro)haloalkene impurities from product streams |
| JP2002154996A (ja) * | 2000-11-17 | 2002-05-28 | Asahi Glass Co Ltd | 含フッ素不飽和化合物、その製法およびその使用 |
| US6544319B1 (en) * | 2002-01-16 | 2003-04-08 | Air Products And Chemicals, Inc. | Purification of hexafluoro-1,3-butadiene |
| JP2003335712A (ja) | 2002-05-21 | 2003-11-28 | Tosoh F-Tech Inc | 含フッ素有機基を有するオレフィン化合物の精製方法 |
| KR100839063B1 (ko) * | 2003-11-10 | 2008-06-19 | 쇼와 덴코 가부시키가이샤 | 1,1-디플루오로에탄의 정제방법 |
| US7897823B2 (en) * | 2004-10-29 | 2011-03-01 | E. I. Du Pont De Nemours And Company | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| JP2006156539A (ja) | 2004-11-26 | 2006-06-15 | National Institute Of Advanced Industrial & Technology | プラズマ反応用ガス |
| RU2399607C2 (ru) | 2006-04-03 | 2010-09-20 | Е.И.Дюпон Де Немур Энд Компани | Селективно взаимодействующие олефины, содержащие концевую группу cf2, в смеси |
| JP4693811B2 (ja) * | 2006-06-13 | 2011-06-01 | セントラル硝子株式会社 | 1,3,3,3−テトラフルオロプロペンの製造方法 |
| GB0611742D0 (en) | 2006-06-14 | 2006-07-26 | Ineos Fluor Holdings Ltd | Desiccants for fluids |
| CN101479220A (zh) * | 2006-06-30 | 2009-07-08 | 昭和电工株式会社 | 高纯度六氟丙烯的制造方法及清洗气 |
| US7597744B2 (en) | 2006-07-12 | 2009-10-06 | Honeywell International Inc. | Use of molecular sieves for the removal of HFC-23 from fluorocarbon products |
| US20080110883A1 (en) | 2006-11-13 | 2008-05-15 | Vetter Douglas J | Trash can cleaning lid |
| US20080110833A1 (en) * | 2006-11-14 | 2008-05-15 | Samuels George J | Iodine removal with activated carbon |
| CN101687732A (zh) * | 2007-06-27 | 2010-03-31 | 阿科玛股份有限公司 | 用于制造氢氟烯烃的两步法 |
| KR20100017987A (ko) * | 2007-09-13 | 2010-02-16 | 알케마 인코포레이티드 | 하이드로플루오로올레핀의 z 및 e 입체이성체의 조합물을 함유하는 조성물 |
| FR2933402B1 (fr) * | 2008-07-03 | 2010-07-30 | Arkema France | Procede de purification de 2,3,3,3-tetrafluoro-1-propene (hfo1234yf) |
| JP5187212B2 (ja) | 2009-02-03 | 2013-04-24 | セントラル硝子株式会社 | 1,3,3,3−テトラフルオロプロペンの製造方法 |
| GB0918069D0 (en) * | 2009-10-15 | 2009-12-02 | Ineos Fluor Holdings Ltd | Process |
-
2009
- 2009-10-15 GB GBGB0918069.6A patent/GB0918069D0/en not_active Ceased
-
2010
- 2010-10-08 RU RU2015101087/04A patent/RU2015101087A/ru not_active Application Discontinuation
- 2010-10-08 MX MX2012004110A patent/MX2012004110A/es unknown
- 2010-10-08 KR KR1020157036886A patent/KR101721598B1/ko active Active
- 2010-10-08 ES ES15173448.0T patent/ES2617050T3/es active Active
- 2010-10-08 CN CN201510018678.7A patent/CN104591953B/zh active Active
- 2010-10-08 ES ES15173457T patent/ES2701258T3/es active Active
- 2010-10-08 CA CA2776356A patent/CA2776356A1/en not_active Abandoned
- 2010-10-08 EP EP16205166.8A patent/EP3159328B1/en not_active Revoked
- 2010-10-08 US US13/502,278 patent/US9012703B2/en active Active
- 2010-10-08 KR KR1020157036894A patent/KR101773859B1/ko active Active
- 2010-10-08 CN CN201080046052.2A patent/CN102695692B/zh active Active
- 2010-10-08 RU RU2012119735/04A patent/RU2012119735A/ru not_active Application Discontinuation
- 2010-10-08 EP EP20154929.2A patent/EP3693354A1/en active Pending
- 2010-10-08 AU AU2010308156A patent/AU2010308156C1/en not_active Ceased
- 2010-10-08 ES ES16205166.8T patent/ES2675739T3/es active Active
- 2010-10-08 TR TR2018/09693T patent/TR201809693T4/tr unknown
- 2010-10-08 MX MX2015014965A patent/MX390193B/es unknown
- 2010-10-08 BR BR112012008855-6A patent/BR112012008855B1/pt active IP Right Grant
- 2010-10-08 KR KR1020127012162A patent/KR101698073B1/ko active Active
- 2010-10-08 EP EP15173448.0A patent/EP2952499B1/en active Active
- 2010-10-08 EP EP15173457.1A patent/EP2952500B1/en not_active Revoked
- 2010-10-08 EP EP10774248.8A patent/EP2488475B1/en active Active
- 2010-10-08 CN CN201410490002.3A patent/CN104370688B/zh active Active
- 2010-10-08 JP JP2012533686A patent/JP6067375B2/ja active Active
- 2010-10-08 MX MX2015014964A patent/MX375689B/es unknown
- 2010-10-08 WO PCT/GB2010/001879 patent/WO2011045559A1/en not_active Ceased
- 2010-10-08 TR TR2018/18613T patent/TR201818613T4/tr unknown
- 2010-10-08 KR KR1020177000996A patent/KR101827917B1/ko active Active
- 2010-10-08 ES ES10774248T patent/ES2784741T3/es active Active
- 2010-10-08 IN IN3033DEN2012 patent/IN2012DN03033A/en unknown
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2012
- 2012-04-04 ZA ZA2012/02453A patent/ZA201202453B/en unknown
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2015
- 2015-01-15 RU RU2015101083A patent/RU2015101083A/ru not_active Application Discontinuation
- 2015-03-19 US US14/662,465 patent/US9309176B2/en active Active
- 2015-05-13 JP JP2015098466A patent/JP6100828B2/ja active Active
- 2015-05-13 JP JP2015098467A patent/JP6074454B2/ja active Active
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2016
- 2016-01-04 US US14/986,802 patent/US9624148B2/en active Active
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2017
- 2017-01-05 JP JP2017000722A patent/JP2017095488A/ja active Pending
- 2017-01-17 US US15/407,871 patent/US9790152B2/en active Active
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