CN104130216A - 双氧水直接氧化丙烯丙烷混合气连续生产环氧丙烷的工艺 - Google Patents
双氧水直接氧化丙烯丙烷混合气连续生产环氧丙烷的工艺 Download PDFInfo
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- CN104130216A CN104130216A CN201410392068.9A CN201410392068A CN104130216A CN 104130216 A CN104130216 A CN 104130216A CN 201410392068 A CN201410392068 A CN 201410392068A CN 104130216 A CN104130216 A CN 104130216A
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- propylene
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- propane
- gas mixture
- hydrogen peroxide
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- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title claims abstract description 189
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 title claims abstract description 185
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 176
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims abstract description 109
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 title claims abstract description 109
- 239000001294 propane Substances 0.000 title claims abstract description 88
- 239000007789 gas Substances 0.000 title claims abstract description 69
- 238000000034 method Methods 0.000 title claims abstract description 68
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 161
- 238000006243 chemical reaction Methods 0.000 claims abstract description 45
- 239000003054 catalyst Substances 0.000 claims abstract description 28
- 238000010521 absorption reaction Methods 0.000 claims abstract description 24
- 238000000926 separation method Methods 0.000 claims abstract description 19
- 239000002002 slurry Substances 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 16
- 239000012528 membrane Substances 0.000 claims abstract description 14
- 239000002808 molecular sieve Substances 0.000 claims abstract description 8
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 60
- 238000004821 distillation Methods 0.000 claims description 25
- 230000008929 regeneration Effects 0.000 claims description 24
- 238000011069 regeneration method Methods 0.000 claims description 24
- 238000000605 extraction Methods 0.000 claims description 20
- 230000000222 hyperoxic effect Effects 0.000 claims description 17
- 239000002994 raw material Substances 0.000 claims description 16
- 206010058490 Hyperoxia Diseases 0.000 claims description 14
- 239000012141 concentrate Substances 0.000 claims description 12
- 239000006096 absorbing agent Substances 0.000 claims description 9
- 230000003647 oxidation Effects 0.000 claims description 9
- 238000007254 oxidation reaction Methods 0.000 claims description 9
- 239000007921 spray Substances 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- UGACIEPFGXRWCH-UHFFFAOYSA-N [Si].[Ti] Chemical compound [Si].[Ti] UGACIEPFGXRWCH-UHFFFAOYSA-N 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 4
- 238000006735 epoxidation reaction Methods 0.000 claims description 3
- 239000012452 mother liquor Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 238000007670 refining Methods 0.000 claims 1
- 238000011084 recovery Methods 0.000 abstract description 9
- 239000001301 oxygen Substances 0.000 abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 abstract description 4
- 239000010413 mother solution Substances 0.000 abstract 3
- 238000004064 recycling Methods 0.000 abstract 2
- 238000007599 discharging Methods 0.000 abstract 1
- 239000010419 fine particle Substances 0.000 abstract 1
- 230000001172 regenerating effect Effects 0.000 abstract 1
- 230000009466 transformation Effects 0.000 description 33
- 230000000052 comparative effect Effects 0.000 description 26
- 239000000047 product Substances 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000005516 engineering process Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 6
- 238000005265 energy consumption Methods 0.000 description 5
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000012453 solvate Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229960004217 benzyl alcohol Drugs 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- -1 oxypropylene propane Chemical class 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- QCWMRAKRSCVYNJ-UHFFFAOYSA-N methanol;prop-1-ene Chemical compound OC.CC=C QCWMRAKRSCVYNJ-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- JTXAHXNXKFGXIT-UHFFFAOYSA-N propane;prop-1-ene Chemical compound CCC.CC=C JTXAHXNXKFGXIT-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Inorganic Chemistry (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410392068.9A CN104130216B (zh) | 2014-08-11 | 2014-08-11 | 双氧水直接氧化丙烯丙烷混合气连续生产环氧丙烷的工艺 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410392068.9A CN104130216B (zh) | 2014-08-11 | 2014-08-11 | 双氧水直接氧化丙烯丙烷混合气连续生产环氧丙烷的工艺 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104130216A true CN104130216A (zh) | 2014-11-05 |
| CN104130216B CN104130216B (zh) | 2016-02-03 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410392068.9A Active CN104130216B (zh) | 2014-08-11 | 2014-08-11 | 双氧水直接氧化丙烯丙烷混合气连续生产环氧丙烷的工艺 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104130216B (zh) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104826558A (zh) * | 2015-05-15 | 2015-08-12 | 北京神雾环境能源科技集团股份有限公司 | 用于乙炔选择性加氢制乙烯的浆态床反应器及反应系统 |
| CN108640889A (zh) * | 2018-06-25 | 2018-10-12 | 洛阳市科创石化科技开发有限公司 | 一种低碳烯烃氧化制备低碳环氧烃类化合物的装置及方法 |
| CN110204514A (zh) * | 2019-07-25 | 2019-09-06 | 石河子大学 | 一种环氧植物油的生产工艺 |
| CN113461474A (zh) * | 2021-06-30 | 2021-10-01 | 中国石油化工股份有限公司 | 一种丙烷工业化连续制备环氧丙烷的系统及方法 |
| CN113912571A (zh) * | 2020-07-10 | 2022-01-11 | 中国石油化工股份有限公司 | 丙烯直接环氧化以制备环氧丙烷的方法 |
| CN115745918A (zh) * | 2022-09-19 | 2023-03-07 | 中国科学院大连化学物理研究所 | 一种利用液固循环流化床反应-再生系统的hppo法生产环氧丙烷工艺 |
| CN115970596A (zh) * | 2022-12-02 | 2023-04-18 | 中国科学院大连化学物理研究所 | 一种应用液固下行床反应器的双氧水直接氧化丙烯生产环氧丙烷的工艺 |
| CN117466839A (zh) * | 2023-10-07 | 2024-01-30 | 中建安装集团有限公司 | 一种使用平板膜式反应器的过氧化氢直接氧化丙烯制备环氧丙烷的工艺 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030158431A1 (en) * | 2000-06-28 | 2003-08-21 | Dominique Balthasart | Oxirane production method |
| CN101693703A (zh) * | 2009-10-14 | 2010-04-14 | 大连理工大学 | 双氧水环氧化丙烯生产环氧丙烷的节能减排工艺 |
| CN103121980A (zh) * | 2011-11-18 | 2013-05-29 | 中国石油化工股份有限公司 | 丙烯环氧化的方法 |
-
2014
- 2014-08-11 CN CN201410392068.9A patent/CN104130216B/zh active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030158431A1 (en) * | 2000-06-28 | 2003-08-21 | Dominique Balthasart | Oxirane production method |
| CN101693703A (zh) * | 2009-10-14 | 2010-04-14 | 大连理工大学 | 双氧水环氧化丙烯生产环氧丙烷的节能减排工艺 |
| CN103121980A (zh) * | 2011-11-18 | 2013-05-29 | 中国石油化工股份有限公司 | 丙烯环氧化的方法 |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104826558A (zh) * | 2015-05-15 | 2015-08-12 | 北京神雾环境能源科技集团股份有限公司 | 用于乙炔选择性加氢制乙烯的浆态床反应器及反应系统 |
| CN108640889A (zh) * | 2018-06-25 | 2018-10-12 | 洛阳市科创石化科技开发有限公司 | 一种低碳烯烃氧化制备低碳环氧烃类化合物的装置及方法 |
| CN108640889B (zh) * | 2018-06-25 | 2022-07-05 | 洛阳市科创石化科技开发有限公司 | 一种低碳烯烃氧化制备低碳环氧烃类化合物的装置及方法 |
| CN110204514A (zh) * | 2019-07-25 | 2019-09-06 | 石河子大学 | 一种环氧植物油的生产工艺 |
| CN113912571B (zh) * | 2020-07-10 | 2023-12-05 | 中国石油化工股份有限公司 | 丙烯直接环氧化以制备环氧丙烷的方法 |
| CN113912571A (zh) * | 2020-07-10 | 2022-01-11 | 中国石油化工股份有限公司 | 丙烯直接环氧化以制备环氧丙烷的方法 |
| CN113461474A (zh) * | 2021-06-30 | 2021-10-01 | 中国石油化工股份有限公司 | 一种丙烷工业化连续制备环氧丙烷的系统及方法 |
| CN115745918A (zh) * | 2022-09-19 | 2023-03-07 | 中国科学院大连化学物理研究所 | 一种利用液固循环流化床反应-再生系统的hppo法生产环氧丙烷工艺 |
| CN115745918B (zh) * | 2022-09-19 | 2023-12-22 | 中国科学院大连化学物理研究所 | 一种利用液固循环流化床反应-再生系统的hppo法生产环氧丙烷工艺 |
| WO2024060581A1 (zh) * | 2022-09-19 | 2024-03-28 | 中国科学院大连化学物理研究所 | 一种利用液固循环流化床反应-再生系统的hppo法生产环氧丙烷工艺 |
| CN115970596A (zh) * | 2022-12-02 | 2023-04-18 | 中国科学院大连化学物理研究所 | 一种应用液固下行床反应器的双氧水直接氧化丙烯生产环氧丙烷的工艺 |
| CN117466839A (zh) * | 2023-10-07 | 2024-01-30 | 中建安装集团有限公司 | 一种使用平板膜式反应器的过氧化氢直接氧化丙烯制备环氧丙烷的工艺 |
| CN117466839B (zh) * | 2023-10-07 | 2024-07-26 | 中建安装集团有限公司 | 一种使用平板膜式反应器的过氧化氢直接氧化丙烯制备环氧丙烷的工艺 |
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| Publication number | Publication date |
|---|---|
| CN104130216B (zh) | 2016-02-03 |
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Inventor after: Tang Guangbin Inventor after: Shang Jian Inventor after: Yang Hong Inventor after: Zhao Ming Inventor after: Liu Hao Inventor after: Zheng Qiang Inventor after: Xu Xiangqian Inventor after: Li Xinli Inventor after: Wen Yiqiang Inventor after: Wu Chunyang Inventor after: Wang Dongji Inventor after: Wei Gangsuo Inventor before: Tang Guangbin Inventor before: Liu Hao Inventor before: Zheng Qiang Inventor before: Xu Xiangqian Inventor before: Li Xinli Inventor before: Wen Yiqiang Inventor before: Wu Chunyang |
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Effective date of registration: 20160315 Address after: 463000 No. 439 Zhonghua Road, Yicheng District, Henan, Zhumadian Patentee after: HENAN JUNHUA DEVELOPMENT Co.,Ltd. Patentee after: HUALU ENGINEERING & TECHNOLOGY Co.,Ltd. Address before: 463000 No. 439 Zhonghua Road, Yicheng District, Henan, Zhumadian Patentee before: HENAN JUNHUA DEVELOPMENT Co.,Ltd. |
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