JP2015504069A - エタノールへの直接発酵に好適な未反応の糖類の回収とともに、糖類からhmfおよびhmf誘導体を製造する方法 - Google Patents
エタノールへの直接発酵に好適な未反応の糖類の回収とともに、糖類からhmfおよびhmf誘導体を製造する方法 Download PDFInfo
- Publication number
- JP2015504069A JP2015504069A JP2014551244A JP2014551244A JP2015504069A JP 2015504069 A JP2015504069 A JP 2015504069A JP 2014551244 A JP2014551244 A JP 2014551244A JP 2014551244 A JP2014551244 A JP 2014551244A JP 2015504069 A JP2015504069 A JP 2015504069A
- Authority
- JP
- Japan
- Prior art keywords
- product
- hmf
- residual
- hydroxymethylfurfural
- sugar
- 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.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D307/48—Furfural
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D307/48—Furfural
- C07D307/50—Preparation from natural products
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/08—Lysine; Diaminopimelic acid; Threonine; Valine
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/06—Ethanol, i.e. non-beverage
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/18—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic polyhydric
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/56—Lactic acid
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261584900P | 2012-01-10 | 2012-01-10 | |
| US61/584,900 | 2012-01-10 | ||
| PCT/US2012/066708 WO2013106136A1 (en) | 2012-01-10 | 2012-11-28 | Process for making hmf and hmf derivatives from sugars, with recovery of unreacted sugars suitable for direct fermentation to ethanol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2015504069A true JP2015504069A (ja) | 2015-02-05 |
Family
ID=48781802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014551244A Pending JP2015504069A (ja) | 2012-01-10 | 2012-11-28 | エタノールへの直接発酵に好適な未反応の糖類の回収とともに、糖類からhmfおよびhmf誘導体を製造する方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20140315262A1 (enExample) |
| EP (1) | EP2802570A4 (enExample) |
| JP (1) | JP2015504069A (enExample) |
| KR (1) | KR20140117522A (enExample) |
| CN (1) | CN104053649A (enExample) |
| AU (1) | AU2012364787A1 (enExample) |
| BR (1) | BR112014016687A8 (enExample) |
| CA (1) | CA2860834A1 (enExample) |
| EA (1) | EA201491190A1 (enExample) |
| IN (1) | IN2014DN06491A (enExample) |
| MX (1) | MX2014008376A (enExample) |
| SG (1) | SG11201403204TA (enExample) |
| WO (1) | WO2013106136A1 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110035999A (zh) * | 2016-12-02 | 2019-07-19 | 甜糖股份公司 | 羟甲基糠醛制备方法 |
| JP2021525732A (ja) * | 2018-05-29 | 2021-09-27 | ズートツッカー アーゲー | 塩と酸との混合物により触媒されるhmfの製造 |
| JP2021525753A (ja) * | 2018-05-29 | 2021-09-27 | ズートツッカー アーゲー | 陽極液画分により触媒されるhmfの製造 |
| JP2023544969A (ja) * | 2020-09-01 | 2023-10-26 | ブラスケム エス.エー. | フランジメタノールの嫌気的発酵産生とフランジカルボン酸の酵素的産生 |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105026542A (zh) | 2013-03-05 | 2015-11-04 | 阿彻丹尼尔斯米德兰德公司 | 用于糖醇的酸脱水的方法 |
| JP6394221B2 (ja) * | 2013-09-20 | 2018-09-26 | 三菱ケミカル株式会社 | 精製糖液の製造方法、有機化合物の製造方法および微生物の培養方法 |
| CN106029642B (zh) | 2014-01-27 | 2019-11-29 | 阿彻丹尼尔斯米德兰公司 | 含果糖的原料向含hmf的产物的转化 |
| MX386276B (es) * | 2014-04-10 | 2025-03-04 | Archer Daniels Midland Co | Deshidratacion de un alcohol de azucar con combinacion mixta de catalizadores de acido. |
| AU2015303871B2 (en) * | 2014-08-19 | 2018-11-29 | Archer Daniels Midland Company | Catalyst and process for producing 2,5-furandicarboxylic acid from hydromethylfurfural in water |
| KR101626808B1 (ko) | 2014-10-29 | 2016-06-02 | 군산대학교산학협력단 | 목질계 바이오매스 가수분해액으로부터 당을 정제하는 방법 |
| WO2016126671A1 (en) * | 2015-02-03 | 2016-08-11 | Archer Daniels Midland Company | One vessel process for making 1,2-propanediol from a high fructose feedstock |
| ES2900753T3 (es) | 2015-02-10 | 2022-03-18 | Furanix Technologies Bv | Composición de combustible que comprende huminas |
| US10538499B2 (en) | 2015-04-14 | 2020-01-21 | Dupont Industrial Biosciences Usa, Llc | Processes for producing 2,5-furandicarboxylic acid and derivatives thereof and polymers made therefrom |
| EP3337790A4 (en) | 2015-08-21 | 2019-01-23 | GFBiochemicals Limited | PROCESS FOR THE PREPARATION OF HYDROXYMETHYL FURFURAL DERIVATIVES |
| US10208006B2 (en) | 2016-01-13 | 2019-02-19 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| EP3424914A1 (de) * | 2017-07-05 | 2019-01-09 | AVALON Industries AG | Verfahren zur extraktion von 5-hydroxymethylfurfural (5-hmf) |
| WO2019014382A1 (en) | 2017-07-12 | 2019-01-17 | Stora Enso Oyj | PURIFIED PRODUCTS OF THE 2.5-FURANDICARBOXYLIC ACID PATHWAY |
| CN116615479A (zh) | 2020-12-18 | 2023-08-18 | 巴斯夫欧洲公司 | 包含2,5-双(羟甲基)四氢呋喃的聚酯多元醇 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2929823A (en) * | 1956-11-26 | 1960-03-22 | Merck & Co Inc | Production of 5-hydroxymethylfurfural |
| US4740605A (en) * | 1986-01-17 | 1988-04-26 | Suddeutsche Zucker-Aktiengesellschaft | Process for preparing pure 5-hydroxymethylfurfuraldehyde |
| JP2009529551A (ja) * | 2006-03-10 | 2009-08-20 | フラニックス テクノロジーズ ベスローテン フェンノートシャップ | 5−ヒドロキシメチルフルフラルの有機酸エステルの合成方法及びそれらの使用 |
| JP2011506478A (ja) * | 2007-12-12 | 2011-03-03 | アーチャー ダニエルズ ミッドランド カンパニー | 炭水化物からヒドロキシメチルフルフラール(hmf)への変換及び誘導体 |
| JP2011078327A (ja) * | 2009-10-05 | 2011-04-21 | Gunma Univ | 糖溶液からの発酵阻害物質の分離方法 |
| WO2011133536A1 (en) * | 2010-04-19 | 2011-10-27 | The University Of Toledo | Aldose-ketose transformation for separation and/or chemical conversion of c6 and c5 sugars from biomass materials |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB600871A (en) * | 1945-10-17 | 1948-04-21 | Walter Norman Haworth | Improvements relating to the manufacture of 5-hydroxymethyl 2-furfural |
| CA1174191A (en) * | 1980-03-05 | 1984-09-11 | Peter L. Rogers | Ethanol production |
| FR2664273B1 (fr) * | 1990-06-27 | 1994-04-29 | Beghin Say Sa | Nouveau procede de preparation du 5-hydroxymethylfurfural a partir de saccharides. |
| WO1999067409A1 (en) * | 1998-06-23 | 1999-12-29 | The Regents Of The University Of California | Method of treating biomass material |
| EP1834950A1 (en) * | 2006-03-10 | 2007-09-19 | Avantium International B.V. | Method for the synthesis of 5-alkoxymethylfurfural ethers and their use |
| ATE498616T1 (de) * | 2007-09-07 | 2011-03-15 | Furanix Technologies Bv | In ionischen flüssigkeiten erzeugte hydroxymethylfurfuralether und -ester |
| ES2564184T3 (es) * | 2008-11-17 | 2016-03-18 | Ingelia, S.L. | Sistema de control de presión y temperatura de al menos un reactor químico para tratar biomasa |
| CN101475543A (zh) * | 2009-02-11 | 2009-07-08 | 中国科学院山西煤炭化学研究所 | 一种由糖类低温常压制取羟甲基糠醛的方法 |
| FR2945543B1 (fr) * | 2009-05-15 | 2011-05-06 | Inst Francais Du Petrole | Procede de production d'alcools et/ou de solvants a partir de biomasse lignocellulosique avec recyclage acide des residus solides |
| US20100311137A1 (en) * | 2009-06-08 | 2010-12-09 | Ut-Battelle, Llc | Microorganisms Having Enhanced Tolerance To Inhibitors and Stress |
| CN102260229A (zh) * | 2010-05-28 | 2011-11-30 | 中国科学院大连化学物理研究所 | 一种制备5-羟甲基糠醛及5-烷氧基甲基糠醛的方法 |
| WO2013138153A1 (en) * | 2012-03-12 | 2013-09-19 | Archer Daniels Midland Company | Process for making sugar and/or sugar alcohol dehydration products |
-
2012
- 2012-11-28 AU AU2012364787A patent/AU2012364787A1/en not_active Abandoned
- 2012-11-28 JP JP2014551244A patent/JP2015504069A/ja active Pending
- 2012-11-28 SG SG11201403204TA patent/SG11201403204TA/en unknown
- 2012-11-28 CA CA2860834A patent/CA2860834A1/en not_active Abandoned
- 2012-11-28 BR BR112014016687A patent/BR112014016687A8/pt not_active Application Discontinuation
- 2012-11-28 WO PCT/US2012/066708 patent/WO2013106136A1/en not_active Ceased
- 2012-11-28 US US14/358,363 patent/US20140315262A1/en not_active Abandoned
- 2012-11-28 KR KR1020147022308A patent/KR20140117522A/ko not_active Withdrawn
- 2012-11-28 MX MX2014008376A patent/MX2014008376A/es unknown
- 2012-11-28 EP EP12864693.2A patent/EP2802570A4/en not_active Withdrawn
- 2012-11-28 CN CN201280066380.8A patent/CN104053649A/zh active Pending
- 2012-11-28 EA EA201491190A patent/EA201491190A1/ru unknown
- 2012-11-28 IN IN6491DEN2014 patent/IN2014DN06491A/en unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2929823A (en) * | 1956-11-26 | 1960-03-22 | Merck & Co Inc | Production of 5-hydroxymethylfurfural |
| US4740605A (en) * | 1986-01-17 | 1988-04-26 | Suddeutsche Zucker-Aktiengesellschaft | Process for preparing pure 5-hydroxymethylfurfuraldehyde |
| JP2009529551A (ja) * | 2006-03-10 | 2009-08-20 | フラニックス テクノロジーズ ベスローテン フェンノートシャップ | 5−ヒドロキシメチルフルフラルの有機酸エステルの合成方法及びそれらの使用 |
| JP2011506478A (ja) * | 2007-12-12 | 2011-03-03 | アーチャー ダニエルズ ミッドランド カンパニー | 炭水化物からヒドロキシメチルフルフラール(hmf)への変換及び誘導体 |
| JP2011078327A (ja) * | 2009-10-05 | 2011-04-21 | Gunma Univ | 糖溶液からの発酵阻害物質の分離方法 |
| WO2011133536A1 (en) * | 2010-04-19 | 2011-10-27 | The University Of Toledo | Aldose-ketose transformation for separation and/or chemical conversion of c6 and c5 sugars from biomass materials |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110035999A (zh) * | 2016-12-02 | 2019-07-19 | 甜糖股份公司 | 羟甲基糠醛制备方法 |
| JP2020511405A (ja) * | 2016-12-02 | 2020-04-16 | ズートツッカー アーゲー | Hmf製造方法 |
| JP7042272B2 (ja) | 2016-12-02 | 2022-03-25 | ズートツッカー アーゲー | Hmf製造方法 |
| JP2021525732A (ja) * | 2018-05-29 | 2021-09-27 | ズートツッカー アーゲー | 塩と酸との混合物により触媒されるhmfの製造 |
| JP2021525753A (ja) * | 2018-05-29 | 2021-09-27 | ズートツッカー アーゲー | 陽極液画分により触媒されるhmfの製造 |
| JP7339284B2 (ja) | 2018-05-29 | 2023-09-05 | ズートツッカー アーゲー | 陽極液画分により触媒されるhmfの製造 |
| JP7410058B2 (ja) | 2018-05-29 | 2024-01-09 | ズートツッカー アーゲー | 塩と酸との混合物により触媒されるhmfの製造 |
| JP2023544969A (ja) * | 2020-09-01 | 2023-10-26 | ブラスケム エス.エー. | フランジメタノールの嫌気的発酵産生とフランジカルボン酸の酵素的産生 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013106136A1 (en) | 2013-07-18 |
| BR112014016687A8 (pt) | 2017-07-04 |
| US20140315262A1 (en) | 2014-10-23 |
| IN2014DN06491A (enExample) | 2015-06-12 |
| CA2860834A1 (en) | 2013-07-18 |
| KR20140117522A (ko) | 2014-10-07 |
| BR112014016687A2 (pt) | 2017-06-13 |
| EP2802570A1 (en) | 2014-11-19 |
| AU2012364787A1 (en) | 2014-07-03 |
| CN104053649A (zh) | 2014-09-17 |
| MX2014008376A (es) | 2015-04-09 |
| SG11201403204TA (en) | 2014-09-26 |
| EA201491190A1 (ru) | 2014-12-30 |
| EP2802570A4 (en) | 2016-01-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US20140315262A1 (en) | Process for making hmf and hmf derivatives from sugars, with recovery of unreacted sugars suitable for direct fermentation to ethanol | |
| US12371753B2 (en) | Co-solvent to produce reactive intermediates from biomass | |
| Roque et al. | Liquid-liquid extraction: A promising alternative for inhibitors removing of pentoses fermentation | |
| Azadi et al. | Catalytic conversion of biomass using solvents derived from lignin | |
| US10138218B2 (en) | Process for preparing furfural from biomass | |
| US9090579B2 (en) | Processes for making sugar and/or sugar alcohol dehydration products | |
| US9957244B2 (en) | Catalyst and process for producing 2,5-furandicarboxylic acid from hydroxymethylfurfural in water | |
| US9776980B1 (en) | Process for making HMF from sugars with reduced byproduct formation, and improved stability HMF compositions | |
| CN102089292A (zh) | 糠基衍生物的氢解方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20151106 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20160812 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20161110 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20161110 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170425 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20180122 |