CN113651695B - 一种工业尾气制醋酸甲酯的分离精制方法 - Google Patents
一种工业尾气制醋酸甲酯的分离精制方法 Download PDFInfo
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- CN113651695B CN113651695B CN202110940667.XA CN202110940667A CN113651695B CN 113651695 B CN113651695 B CN 113651695B CN 202110940667 A CN202110940667 A CN 202110940667A CN 113651695 B CN113651695 B CN 113651695B
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- tower
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- methyl acetate
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- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 title claims abstract description 86
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 title claims abstract description 86
- 238000000926 separation method Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 24
- 238000007670 refining Methods 0.000 title claims abstract description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 105
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims abstract description 100
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 67
- 239000012535 impurity Substances 0.000 claims abstract description 66
- 239000007788 liquid Substances 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 150000001336 alkenes Chemical class 0.000 claims abstract description 23
- 238000005810 carbonylation reaction Methods 0.000 claims abstract description 21
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 21
- 230000006315 carbonylation Effects 0.000 claims abstract description 18
- 238000010992 reflux Methods 0.000 claims description 57
- 239000007789 gas Substances 0.000 claims description 34
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 12
- 238000000605 extraction Methods 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims description 8
- 238000012856 packing Methods 0.000 claims description 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 229940017219 methyl propionate Drugs 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 6
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 4
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- -1 ethylene, propylene, butene Chemical class 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 15
- 238000011084 recovery Methods 0.000 abstract description 10
- 239000003054 catalyst Substances 0.000 abstract description 8
- 238000009825 accumulation Methods 0.000 abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052799 carbon Inorganic materials 0.000 abstract description 4
- 230000008021 deposition Effects 0.000 abstract description 4
- 230000035484 reaction time Effects 0.000 abstract description 3
- 239000004229 Alkannin Substances 0.000 description 13
- 239000002994 raw material Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000004149 tartrazine Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002151 riboflavin Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 239000004283 Sodium sorbate Substances 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000013064 chemical raw material Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000002440 industrial waste Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000005882 aldol condensation reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000012824 chemical production Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- QZJVWTNHFOMVHX-UHFFFAOYSA-N methanol;methyl acetate Chemical compound OC.COC(C)=O QZJVWTNHFOMVHX-UHFFFAOYSA-N 0.000 description 1
- ANLISICGYWBHKU-UHFFFAOYSA-N methyl acetate;hydrate Chemical compound O.COC(C)=O ANLISICGYWBHKU-UHFFFAOYSA-N 0.000 description 1
- ZMQHTNSMOHHSCU-UHFFFAOYSA-N methyl acetate;propan-2-one Chemical compound CC(C)=O.COC(C)=O ZMQHTNSMOHHSCU-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/40—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
- C07C41/42—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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CN114011107B (zh) * | 2021-11-18 | 2022-06-24 | 中建安装集团有限公司 | 一种新型连续化生产高纯碳酸亚乙烯酯的装置及方法 |
CN114014755B (zh) * | 2021-12-07 | 2024-06-25 | 江苏省瑞丰高分子材料有限公司 | 一种有机化工醋酸甲酯的生产工艺 |
CN114291795B (zh) * | 2022-01-18 | 2023-04-18 | 中船(邯郸)派瑞特种气体股份有限公司 | 一种制备高纯二氧化硫的方法 |
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WO2001046109A1 (en) * | 1999-12-22 | 2001-06-28 | Eastman Chemical Company | Process for enhanced acetone removal from carbonylation processes |
CN103102265A (zh) * | 2013-03-06 | 2013-05-15 | 福州大学 | 一种变压精馏提纯醋酸甲酯的方法及其生产设备 |
CN205035300U (zh) * | 2015-06-10 | 2016-02-17 | 中国石油化工集团公司 | 一种高纯度精醋酸甲酯的生产系统 |
CN111574375A (zh) * | 2020-06-22 | 2020-08-25 | 北京旭阳科技有限公司 | 丙烯酸甲酯粗产品气的分离方法及分离设备 |
CN111574371A (zh) * | 2020-06-22 | 2020-08-25 | 北京旭阳科技有限公司 | 无水气相甲醛与甲基丙烯酸甲酯联合生产的方法和装置 |
CN112250573A (zh) * | 2020-10-20 | 2021-01-22 | 西南化工研究设计院有限公司 | 一种二甲醚羰基化制醋酸甲酯方法 |
CN113233982A (zh) * | 2021-04-30 | 2021-08-10 | 上海化工研究院有限公司 | 一种连续精馏提纯获得高纯度水杨酸甲酯的装置及方法 |
CN216129524U (zh) * | 2021-08-17 | 2022-03-25 | 天津天南同创科技发展有限公司 | 一种工业尾气制醋酸甲酯的分离精制装置 |
-
2021
- 2021-08-17 CN CN202110940667.XA patent/CN113651695B/zh active Active
Patent Citations (8)
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WO2001046109A1 (en) * | 1999-12-22 | 2001-06-28 | Eastman Chemical Company | Process for enhanced acetone removal from carbonylation processes |
CN103102265A (zh) * | 2013-03-06 | 2013-05-15 | 福州大学 | 一种变压精馏提纯醋酸甲酯的方法及其生产设备 |
CN205035300U (zh) * | 2015-06-10 | 2016-02-17 | 中国石油化工集团公司 | 一种高纯度精醋酸甲酯的生产系统 |
CN111574375A (zh) * | 2020-06-22 | 2020-08-25 | 北京旭阳科技有限公司 | 丙烯酸甲酯粗产品气的分离方法及分离设备 |
CN111574371A (zh) * | 2020-06-22 | 2020-08-25 | 北京旭阳科技有限公司 | 无水气相甲醛与甲基丙烯酸甲酯联合生产的方法和装置 |
CN112250573A (zh) * | 2020-10-20 | 2021-01-22 | 西南化工研究设计院有限公司 | 一种二甲醚羰基化制醋酸甲酯方法 |
CN113233982A (zh) * | 2021-04-30 | 2021-08-10 | 上海化工研究院有限公司 | 一种连续精馏提纯获得高纯度水杨酸甲酯的装置及方法 |
CN216129524U (zh) * | 2021-08-17 | 2022-03-25 | 天津天南同创科技发展有限公司 | 一种工业尾气制醋酸甲酯的分离精制装置 |
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Comparative control study of ideal and methyl acetate reactive distillation;Muhammad A Al-Arfaj,等;Chemical Engineering Science;第57卷(第24期);第5039-5050页 * |
工业尾气制醋酸甲酯的分离精制工艺;黄辉;现代化工;第42卷(第7期);第228-231页 * |
醋酸甲酯提纯新探;任小荣;白建红;张洪波;;山西化工(02);第101-102页 * |
高纯度醋酸甲酯精馏工艺研究与探讨;陈国强;维纶通讯(第1期);第16-18页 * |
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