JP2022111456A - トリプタンの製造装置および製造方法 - Google Patents
トリプタンの製造装置および製造方法 Download PDFInfo
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- JP2022111456A JP2022111456A JP2021006889A JP2021006889A JP2022111456A JP 2022111456 A JP2022111456 A JP 2022111456A JP 2021006889 A JP2021006889 A JP 2021006889A JP 2021006889 A JP2021006889 A JP 2021006889A JP 2022111456 A JP2022111456 A JP 2022111456A
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- carbon dioxide
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- ZISSAWUMDACLOM-UHFFFAOYSA-N triptane Chemical compound CC(C)C(C)(C)C ZISSAWUMDACLOM-UHFFFAOYSA-N 0.000 title claims abstract description 64
- 238000004519 manufacturing process Methods 0.000 title claims description 43
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 182
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 175
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 124
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 91
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 89
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 76
- 239000001257 hydrogen Substances 0.000 claims abstract description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 44
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 42
- 150000004795 grignard reagents Chemical class 0.000 claims abstract description 25
- 239000007818 Grignard reagent Substances 0.000 claims abstract description 24
- PJGSXYOJTGTZAV-UHFFFAOYSA-N pinacolone Chemical compound CC(=O)C(C)(C)C PJGSXYOJTGTZAV-UHFFFAOYSA-N 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- OKXVARYIKDXAEO-UHFFFAOYSA-N 2,3,3-trimethylbutan-2-ol Chemical compound CC(C)(C)C(C)(C)O OKXVARYIKDXAEO-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 37
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 33
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
- 238000011084 recovery Methods 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- OWCNPTHAWPMOJU-UHFFFAOYSA-N 4,4-dimethylpentan-1-ol Chemical compound CC(C)(C)CCCO OWCNPTHAWPMOJU-UHFFFAOYSA-N 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims 4
- 238000010792 warming Methods 0.000 abstract description 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract description 6
- 239000007789 gas Substances 0.000 description 20
- IVDFJHOHABJVEH-UHFFFAOYSA-N pinacol Chemical compound CC(C)(O)C(C)(C)O IVDFJHOHABJVEH-UHFFFAOYSA-N 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 14
- 238000005868 electrolysis reaction Methods 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 238000006467 substitution reaction Methods 0.000 description 7
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000010248 power generation Methods 0.000 description 6
- 238000006471 dimerization reaction Methods 0.000 description 5
- 150000002431 hydrogen Chemical class 0.000 description 5
- 239000013067 intermediate product Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000002250 absorbent Substances 0.000 description 4
- 230000002745 absorbent Effects 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000005431 greenhouse gas Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 238000004064 recycling Methods 0.000 description 4
- 239000002803 fossil fuel Substances 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-butanol Substances CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000003747 Grignard reaction Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000006276 transfer reaction Methods 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BIYFMJDVRNWISC-UHFFFAOYSA-N [Cr].[Zn].[Mn] Chemical compound [Cr].[Zn].[Mn] BIYFMJDVRNWISC-UHFFFAOYSA-N 0.000 description 1
- YPPQDPIIWDQYRY-UHFFFAOYSA-N [Ru].[Rh] Chemical compound [Ru].[Rh] YPPQDPIIWDQYRY-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 238000006046 pinacol coupling reaction Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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Abstract
Description
CO2+H2→CO+H2O ・・・(i)
CO+2H2→CH3OH ・・・(ii)
CH3OH+H2+CO2→CH3COOH+H2O ・・・(iii)
2CH3COOH→CH3COCH3+CO2+H2O ・・・(iv)
CH3OH+HCl→CH3Cl+H2O ・・・(vii)
CH3Cl+Mg→CH3MgCl ・・・(viii)
CH3OH+CO→CH3COOH ・・・(xi)
(1)装置1A,1Bは、空気中の二酸化炭素を回収するDAC装置4と、再生可能電力により水を電気分解して水素を生成する水電解装置3と、回収された二酸化炭素と、生成された水素とから一酸化炭素を生成する逆シフト反応器5と、生成された一酸化炭素と、生成された水素とからメタノールを生成するメタノール製造器6と、生成されたメタノールと、回収された二酸化炭素または生成された一酸化炭素とを反応させて酢酸を生成する酢酸製造器7A,7Bと、生成された酢酸からアセトンと二酸化炭素とを生成するアセトン製造器8と、生成されたアセトンからピナコロンを生成する二量化反応器9およびピナコール転移反応器10と、生成されたメタノールからグリニャール試薬を生成する塩素置換反応器11およびグリニャール試薬製造器12と、生成されたピナコロンとグリニャール試薬とを反応させて2,3,3-トリメチル-2-ブタノールを生成するグリニャール反応器13と、生成された2,3,3-トリメチル-2-ブタノールから2,2,3-トリメチルブタンを生成する水素置換反応器14とを備える(図1A、図1B)。
Claims (4)
- 空気中の二酸化炭素を回収する二酸化炭素回収部と、
再生可能電力により水を電気分解して水素を生成する水素生成部と、
前記二酸化炭素回収部により回収された二酸化炭素と、前記水素生成部により生成された水素とから一酸化炭素を生成する一酸化炭素生成部と、
前記一酸化炭素生成部により生成された一酸化炭素と、前記水素生成部により生成された水素とからメタノールを生成するメタノール生成部と、
前記メタノール生成部により生成されたメタノールと、前記二酸化炭素回収部により回収された二酸化炭素または前記一酸化炭素生成部により生成された一酸化炭素とを反応させて酢酸を生成する酢酸生成部と、
前記酢酸生成部により生成された酢酸からアセトンと二酸化炭素とを生成するアセトン生成部と、
前記アセトン生成部により生成されたアセトンからピナコロンを生成するピナコロン生成部と、
前記メタノール生成部により生成されたメタノールからグリニャール試薬を生成するグリニャール試薬生成部と、
前記ピナコロン生成部により生成されたピナコロンと、前記グリニャール試薬生成部により生成されたグリニャール試薬とを反応させて2,3,3-トリメチル-2-ブタノールを生成するトリメチルブタノール生成部と、
前記トリメチルブタノール生成部により生成された2,3,3-トリメチル-2-ブタノールから2,2,3-トリメチルブタンを生成するトリプタン生成部と、を備えることを特徴とするトリプタンの製造装置。 - 請求項1に記載のトリプタンの製造装置であって、
前記アセトン生成部により生成された二酸化炭素を精製する二酸化炭素精製部をさらに備え、
前記酢酸生成部は、前記メタノール生成部により生成されたメタノールと、前記二酸化炭素回収部により回収された二酸化炭素および前記二酸化炭素精製部により精製された二酸化炭素とを反応させて酢酸を生成することを特徴とするトリプタンの製造装置。 - 請求項1に記載のトリプタンの製造装置であって、
前記アセトン生成部により生成された二酸化炭素を精製する二酸化炭素精製部をさらに備え、
前記一酸化炭素生成部は、前記二酸化炭素回収部により回収された二酸化炭素および前記二酸化炭素精製部により精製された二酸化炭素と、前記水素生成部により生成された水素と、を反応させて一酸化炭素を生成し、
前記酢酸生成部は、前記メタノール生成部により生成されたメタノールと、前記一酸化炭素生成部により生成された一酸化炭素とを反応させて酢酸を生成することを特徴とするトリプタンの製造装置。 - 空気中の二酸化炭素を回収する二酸化炭素回収工程と、
再生可能電力により水を電気分解して水素を生成する水素生成工程と、
前記二酸化炭素回収工程で回収された二酸化炭素と、前記水素生成工程で生成された水素とから一酸化炭素を生成する一酸化炭素生成工程と、
前記一酸化炭素生成工程で生成された一酸化炭素と、前記水素生成工程で生成された水素とからメタノールを生成するメタノール生成工程と、
前記メタノール生成工程で生成されたメタノールと、前記二酸化炭素回収工程で回収された二酸化炭素または前記一酸化炭素生成工程で生成された一酸化炭素とを反応させて酢酸を生成する酢酸生成工程と、
前記酢酸生成工程で生成された酢酸からアセトンと二酸化炭素とを生成するアセトン生成工程と、
前記アセトン生成工程で生成されたアセトンからピナコロンを生成するピナコロン生成工程と、
前記メタノール生成工程で生成されたメタノールからグリニャール試薬を生成するグリニャール試薬生成工程と、
前記ピナコロン生成工程で生成されたピナコロンと、前記グリニャール試薬生成工程で生成されたグリニャール試薬とを反応させて2,3,3-トリメチル-2-ブタノールを生成するトリメチルブタノール生成工程と、
前記トリメチルブタノール生成工程で生成された2,3,3-トリメチル-2-ブタノールから2,2,3-トリメチルブタンを生成するトリプタン生成工程と、を含むことを特徴とするトリプタンの製造方法。
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Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4224252A (en) * | 1978-05-15 | 1980-09-23 | Kuraray Co., Ltd. | Production of pinacolone |
JPH04244035A (ja) * | 1991-01-29 | 1992-09-01 | Mitsubishi Heavy Ind Ltd | 核熱利用のメタノール製造方法 |
JP2011056399A (ja) * | 2009-09-10 | 2011-03-24 | Toshiba Corp | 二酸化炭素回収装置 |
JP2011529497A (ja) * | 2008-07-31 | 2011-12-08 | セラニーズ・インターナショナル・コーポレーション | 単一の反応区域において酢酸から直接にエチレンを触媒的に製造する方法 |
US20120201717A1 (en) * | 2006-03-20 | 2012-08-09 | Cri, Ehf. | Process and System For Producing Liquid Fuel From Carbon Dioxide And Water |
WO2014136599A1 (ja) * | 2013-03-04 | 2014-09-12 | 三菱重工業株式会社 | Co2回収システム及びco2回収方法 |
US20160229777A1 (en) * | 2015-02-10 | 2016-08-11 | Eastman Chemical Company | Purification of an acetyl stream |
CN107008502A (zh) * | 2016-01-27 | 2017-08-04 | 中国科学院化学研究所 | 一种由甲醇、二氧化碳和氢气合成乙酸的方法 |
CN110590489A (zh) * | 2019-10-08 | 2019-12-20 | 大连凯飞化学股份有限公司 | 一种支链烷烃的制备方法 |
WO2020008505A1 (ja) * | 2018-07-02 | 2020-01-09 | 株式会社ダイセル | 酢酸の製造方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4059647A (en) * | 1975-10-02 | 1977-11-22 | Shell Oil Company | Process for producing triptane by contacting methanol or dimethyl ether with zinc chloride |
GB0121105D0 (en) | 2001-08-31 | 2001-10-24 | Bp Oil Int | An improved process for the production of triptane |
US8729311B2 (en) * | 2012-02-10 | 2014-05-20 | Celanese International Corporaton | Catalysts for converting acetic acid to acetone |
EP3990419A1 (en) * | 2019-06-28 | 2022-05-04 | Shell Internationale Research Maatschappij B.V. | Process for producing triptane and/or triptene |
-
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2022
- 2022-01-17 US US17/577,173 patent/US11565984B2/en active Active
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Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4224252A (en) * | 1978-05-15 | 1980-09-23 | Kuraray Co., Ltd. | Production of pinacolone |
JPH04244035A (ja) * | 1991-01-29 | 1992-09-01 | Mitsubishi Heavy Ind Ltd | 核熱利用のメタノール製造方法 |
US20120201717A1 (en) * | 2006-03-20 | 2012-08-09 | Cri, Ehf. | Process and System For Producing Liquid Fuel From Carbon Dioxide And Water |
JP2011529497A (ja) * | 2008-07-31 | 2011-12-08 | セラニーズ・インターナショナル・コーポレーション | 単一の反応区域において酢酸から直接にエチレンを触媒的に製造する方法 |
JP2011056399A (ja) * | 2009-09-10 | 2011-03-24 | Toshiba Corp | 二酸化炭素回収装置 |
WO2014136599A1 (ja) * | 2013-03-04 | 2014-09-12 | 三菱重工業株式会社 | Co2回収システム及びco2回収方法 |
US20160229777A1 (en) * | 2015-02-10 | 2016-08-11 | Eastman Chemical Company | Purification of an acetyl stream |
CN107008502A (zh) * | 2016-01-27 | 2017-08-04 | 中国科学院化学研究所 | 一种由甲醇、二氧化碳和氢气合成乙酸的方法 |
WO2020008505A1 (ja) * | 2018-07-02 | 2020-01-09 | 株式会社ダイセル | 酢酸の製造方法 |
CN110590489A (zh) * | 2019-10-08 | 2019-12-20 | 大连凯飞化学股份有限公司 | 一种支链烷烃的制备方法 |
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