CN1325459C - 羰基化生产乙酸/醋酐中尾气轻组分的回收方法 - Google Patents
羰基化生产乙酸/醋酐中尾气轻组分的回收方法 Download PDFInfo
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- CN1325459C CN1325459C CNB2004100161207A CN200410016120A CN1325459C CN 1325459 C CN1325459 C CN 1325459C CN B2004100161207 A CNB2004100161207 A CN B2004100161207A CN 200410016120 A CN200410016120 A CN 200410016120A CN 1325459 C CN1325459 C CN 1325459C
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- acetate
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- tail gas
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- aceticanhydride
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- 238000000034 method Methods 0.000 title claims abstract description 43
- 238000005810 carbonylation reaction Methods 0.000 title claims abstract description 31
- 230000006315 carbonylation Effects 0.000 title claims abstract description 30
- 238000011084 recovery Methods 0.000 title claims abstract description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title abstract description 30
- 238000004519 manufacturing process Methods 0.000 title abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 133
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 105
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims abstract description 48
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims abstract description 46
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims abstract description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 16
- 230000008569 process Effects 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 10
- 238000005516 engineering process Methods 0.000 claims abstract description 7
- 229910052751 metal Inorganic materials 0.000 claims abstract description 7
- 239000002184 metal Substances 0.000 claims abstract description 6
- 229910001505 inorganic iodide Inorganic materials 0.000 claims abstract description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 82
- 238000010521 absorption reaction Methods 0.000 claims description 69
- 239000000470 constituent Substances 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 239000002250 absorbent Substances 0.000 claims description 12
- 230000002745 absorbent Effects 0.000 claims description 12
- 239000006096 absorbing agent Substances 0.000 claims description 7
- 238000007701 flash-distillation Methods 0.000 claims description 5
- 238000004140 cleaning Methods 0.000 claims description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 239000000126 substance Substances 0.000 abstract description 2
- 239000012295 chemical reaction liquid Substances 0.000 abstract 2
- 238000001704 evaporation Methods 0.000 abstract 2
- 230000008020 evaporation Effects 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 230000007547 defect Effects 0.000 abstract 1
- 238000005265 energy consumption Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 54
- 239000000463 material Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- 229910052703 rhodium Inorganic materials 0.000 description 9
- 239000010948 rhodium Substances 0.000 description 9
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 229910052741 iridium Inorganic materials 0.000 description 7
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 7
- 235000011089 carbon dioxide Nutrition 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 4
- 238000003889 chemical engineering Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 4
- 229910052707 ruthenium Inorganic materials 0.000 description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 229920013683 Celanese Polymers 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 2
- 229940006461 iodide ion Drugs 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 238000013022 venting Methods 0.000 description 2
- XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ZMZINYUKVRMNTG-UHFFFAOYSA-N acetic acid;formic acid Chemical compound OC=O.CC(O)=O ZMZINYUKVRMNTG-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229940107816 ammonium iodide Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 230000010429 evolutionary process Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- WUHYYTYYHCHUID-UHFFFAOYSA-K iridium(3+);triiodide Chemical compound [I-].[I-].[I-].[Ir+3] WUHYYTYYHCHUID-UHFFFAOYSA-K 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
- 229910001641 magnesium iodide Inorganic materials 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 235000007715 potassium iodide Nutrition 0.000 description 1
- 229960004839 potassium iodide Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Images
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
实施例 | F1g/h | P5kPa | P6kPa | T1℃ | T2℃ | T3℃ | 分析物料成分%wt* | F2g/h | F3g/h | ||||||||
A1 | A2 | A3 | |||||||||||||||
CH3I | MEAC | CH3I | MEAC | MEOH | CH3I | MEAC | HAC | MEOH | |||||||||
10 | 28 | 30 | 27 | 45 | 45 | 20 | 15.41 | 1.31 | 0.421 | 54ppm | 33.34 | 0.34 | 32ppm | 31.10 | 11.78 | 256 | 30 |
11 | 28 | 30 | 27 | 45 | 45 | 30 | 26.39 | 2.25 | 0.94 | 0.013 | 33.58 | 0.77 | 79ppm | 30.96 | 12.04 | 256 | 30 |
12 | 28 | 30 | 27 | 45 | 45 | 40 | 34.61 | 2.96 | 1.59 | 0.024 | 33.85 | 1.28 | 0.014 | 32.06 | 11.45 | 256 | 32.9 |
13 | 28 | 30 | 27 | 25 | 45 | 20 | 15.41 | 1.31 | 0.088 | 4ppm | 15.32 | 0.071 | 2ppm | 22.78 | 1.74 | 256 | 30 |
14 | 28 | 30 | 27 | 25 | 45 | 30 | 26.39 | 2.25 | 0.21 | 11ppm | 15.45 | 0.17 | 4ppm | 22.83 | 1.79 | 256 | 30 |
15 | 28 | 30 | 27 | 25 | 45 | 40 | 34.61 | 2.96 | 0.37 | 21ppm | 15.61 | 0.30 | 7ppm | 23.37 | 1.32 | 256 | 35.9 |
16 | 28 | 30 | 27 | 15 | 45 | 20 | 15.41 | 1.31 | 0.018 | <1ppm | 8.91 | 0.018 | <1ppm | 16.27 | 0.24 | 256 | 30 |
17 | 28 | 30 | 27 | 15 | 45 | 30 | 26.39 | 2.25 | 0.041 | 1.5ppm | 8.94 | 0.033 | <1ppm | 15.95 | 0.25 | 256 | 30 |
18 | 28 | 30 | 27 | 15 | 45 | 40 | 34.61 | 2.96 | 0.072 | 2.4ppm | 8.98 | 0.056 | <1ppm | 16.12 | 0.06 | 265 | 44.9 |
19 | 28 | 30 | 27 | 25 | 20 | 20 | 15.41 | 1.31 | 0.088 | 4ppm | 15.32 | 0.077 | 2ppm | 16.51 | 1.33 | 256 | 30 |
20 | 28 | 30 | 27 | 25 | 20 | 30 | 26.39 | 2.25 | 0.21 | 11ppm | 15.44 | 0.18 | 4ppm | 16.56 | 1.38 | 256 | 30 |
21 | 28 | 30 | 27 | 25 | 20 | 40 | 34.61 | 2.96 | 0.37 | 21ppm | 15.61 | 0.33 | 6ppm | 15.48 | 0.89 | 586 | 35.9 |
22 | 28 | 30 | 27 | 15 | 20 | 20 | 15.41 | 1.31 | 0.018 | <1ppm | 8.91 | 0.016 | <1ppm | 8.47 | 0.33 | 256 | 30 |
23 | 28 | 30 | 27 | 15 | 20 | 30 | 26.39 | 2.25 | 0.041 | 1.3ppm | 8.94 | 0.036 | <1ppm | 8.53 | 0.17 | 256 | 30 |
24 | 28 | 30 | 27 | 15 | 20 | 40 | 34.61 | 2.96 | 0.072 | 2.4ppm | 8.98 | 0.062 | <1ppm | 6.41 | 0.015 | 256 | 38.9 |
实施例 | F1g/h | P5kPa | P6kPa | T1℃ | T2℃ | T3℃ | 分析物料成分%wt* | F2g/h | F3g/h | ||||||||
A1 | A2 | A3 | |||||||||||||||
CH3I | MEAC | CH3I | MEAC | CH3I | MEAC | HAC | |||||||||||
25 | 28 | 30 | 27 | 25 | 20 | 30 | 26.39 | 2.25 | 0.22 | 43.29 | 0.22 | 31.90 | 7.54 | 368 | 59.8 | ||
26 | 28 | 30 | 27 | 15 | 20 | 30 | 26.39 | 2.25 | 0.048 | 30.59 | 0.046 | 18.79 | 7.21 | 368 | 59.8 | ||
27 | 28 | 30 | 27 | 15 | 20 | 20 | 15.4 | 1.31 | 0.021 | 30.54 | 0.021 | 18.74 | 7.21 | 368 | 59.8 | ||
28 | 28 | 30 | 27 | 0 | 20 | 20 | 15.4 | 1.31 | 10ppm | 15.56 | 5.4ppm | 0.19 | 4.33 | 368 | 67.9 |
实施例 | F1g/h | P5kPa | P6kPa | T1℃ | T2℃ | T3℃ | 分析物料成分%wt* | F2g/h | F3g/h | ||||||||
A1 | A2 | A3 | |||||||||||||||
CH3I | MEAC | CH3I | MEAC | MEOH | CH3I | MEAC | MEOH | ||||||||||
29 | 28 | 30 | 27 | 25 | 20 | 20 | 15.4 | 1.31 | 0.088 | 4.4ppm | 15.32 | 0.077 | 4.4ppm | 0.028 | 256 | 54 | |
30 | 28 | 30 | 27 | 25 | 20 | 30 | 26.39 | 2.25 | 0.21 | 11ppm | 15.44 | 0.18 | 11ppm | 0.029 | 256 | 54 | |
31 | 28 | 30 | 27 | 15 | 20 | 20 | 15.4 | 1.31 | 0.018 | <1ppm | 8.91 | 0.016 | <1ppm | 0.069 | 256 | 36 | |
32 | 28 | 30 | 27 | 15 | 20 | 30 | 26.39 | 2.25 | 0.041 | 1.3ppm | 8.94 | 0.036 | 1.2ppm | 0.071 | 256 | 36 |
实施例 | F1g/h | P5kPa | P6kPa | T1℃ | T2℃ | T3℃ | 分析物料成分%wt* | F2g/hM+M | F3g/hH+H | ||||||||
A1 | A2 | A3 | |||||||||||||||
CH3I | MEAC | CH3I | MEAC | MEOH | CH3I | MEAC | HAC | MEOH | |||||||||
33 | 28 | 30 | 27 | 15 | 20 | 20 | 15.4 | 1.31 | 0.37 | 11.59 | 7.32 | 0.31 | 0.67 | 0.67 | 0.016 | 309 | 50 |
34 | 28 | 30 | 27 | 15 | 20 | 30 | 26.39 | 2.25 | 0.85 | 11.62 | 7.34 | 0.71 | 0.68 | 0.67 | 0.016 | 309 | 50 |
35 | 28 | 30 | 27 | 10 | 20 | 20 | 15.4 | 1.31 | 0.15 | 9.22 | 5.55 | 0.11 | 0.23 | 0.62 | 37ppm | 309 | 50 |
36 | 28 | 30 | 27 | 10 | 20 | 30 | 26.39 | 2.25 | 0.32 | 9.23 | 5.56 | 0.23 | 0.24 | 0.62 | 37ppm | 309 | 50 |
Claims (8)
Priority Applications (1)
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CNB2004100161207A CN1325459C (zh) | 2004-02-04 | 2004-02-04 | 羰基化生产乙酸/醋酐中尾气轻组分的回收方法 |
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CNB2004100161207A CN1325459C (zh) | 2004-02-04 | 2004-02-04 | 羰基化生产乙酸/醋酐中尾气轻组分的回收方法 |
Publications (2)
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CN1651388A CN1651388A (zh) | 2005-08-10 |
CN1325459C true CN1325459C (zh) | 2007-07-11 |
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Cited By (2)
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US10537847B2 (en) | 2014-06-17 | 2020-01-21 | Bp Chemicals Limited | Method and apparatus for treating offgases in a acetic acid production unit |
US20210122694A1 (en) * | 2018-07-02 | 2021-04-29 | Daicel Corporation | Method for producing acetic acid |
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CN100358610C (zh) * | 2005-12-02 | 2008-01-02 | 西南化工研究设计院 | 从含碘甲烷尾气中回收有用组分的方法 |
CN101012164B (zh) * | 2006-12-28 | 2010-08-11 | 天津美科泰化工科技有限公司 | 液相羰基生成醋酐反应体系醋酐的精制分离装置及方法 |
RU2469783C2 (ru) * | 2008-04-29 | 2012-12-20 | Селаниз Интернэшнл Корпорейшн | Устройство для карбонилирования метанола, имеющее абсорбер с возможностью выбора из нескольких растворителей |
CN101439256B (zh) * | 2008-11-14 | 2011-01-12 | 江苏索普(集团)有限公司 | 膜法回收羰基化生产乙酸高压尾气中co的方法及其装置 |
US8455685B2 (en) | 2009-07-07 | 2013-06-04 | Celanese International Corporation | Acetic anhydride production by way of carbonylation with enhanced reaction and flashing |
US8168822B2 (en) | 2009-07-07 | 2012-05-01 | Celanese International Corporation | Acetic acid production by way of carbonylation with enhanced reaction and flashing |
BR112013011566A2 (pt) * | 2010-11-12 | 2016-08-09 | Eastman Chem Co | método para recuperar compostos contendo iodo |
CN103170154B (zh) * | 2011-12-26 | 2015-09-09 | 湖南中创化工股份有限公司 | 一种尾气的处理方法 |
US9233907B1 (en) * | 2014-11-14 | 2016-01-12 | Celanese International Corporation | Reducing hydrogen iodide content in carbonylation processes |
US10807935B2 (en) * | 2018-11-02 | 2020-10-20 | Celanese International Corporation | Process for continuous acetic acid production |
BR102019012797A2 (pt) * | 2019-06-19 | 2020-12-29 | Formitex Da Bahia Indústria E Comércio S.A. | processo e sistema de recuperação de vents da produção de hidroxipropil metilcelulose (hpmc) |
CN116082120B (zh) * | 2022-11-25 | 2024-10-01 | 中国科学院大连化学物理研究所 | 一种甲醇连续反应制备乙醇的工艺方法及装置 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN85101460A (zh) * | 1985-02-08 | 1986-08-27 | 赛拉尼斯公司 | 改进的甲醇羰基化过程 |
JPH09235250A (ja) * | 1996-02-29 | 1997-09-09 | Chiyoda Corp | 酢酸の製造方法 |
CN1520920A (zh) * | 2003-01-30 | 2004-08-18 | 西南化工研究设计院 | 一种从羰基合成醋酸尾气中回收有用组份的工艺方法 |
-
2004
- 2004-02-04 CN CNB2004100161207A patent/CN1325459C/zh not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN85101460A (zh) * | 1985-02-08 | 1986-08-27 | 赛拉尼斯公司 | 改进的甲醇羰基化过程 |
JPH09235250A (ja) * | 1996-02-29 | 1997-09-09 | Chiyoda Corp | 酢酸の製造方法 |
CN1520920A (zh) * | 2003-01-30 | 2004-08-18 | 西南化工研究设计院 | 一种从羰基合成醋酸尾气中回收有用组份的工艺方法 |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10537847B2 (en) | 2014-06-17 | 2020-01-21 | Bp Chemicals Limited | Method and apparatus for treating offgases in a acetic acid production unit |
US20210122694A1 (en) * | 2018-07-02 | 2021-04-29 | Daicel Corporation | Method for producing acetic acid |
US12060322B2 (en) * | 2018-07-02 | 2024-08-13 | Daicel Corporation | Method for producing acetic acid |
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