RU2639872C2 - Способ очистки пропиленоксида - Google Patents
Способ очистки пропиленоксида Download PDFInfo
- Publication number
- RU2639872C2 RU2639872C2 RU2013148092A RU2013148092A RU2639872C2 RU 2639872 C2 RU2639872 C2 RU 2639872C2 RU 2013148092 A RU2013148092 A RU 2013148092A RU 2013148092 A RU2013148092 A RU 2013148092A RU 2639872 C2 RU2639872 C2 RU 2639872C2
- Authority
- RU
- Russia
- Prior art keywords
- distillation column
- column
- propylene oxide
- organic solvent
- distillation
- Prior art date
Links
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 title claims abstract description 208
- 238000000034 method Methods 0.000 title claims abstract description 75
- 238000004821 distillation Methods 0.000 claims abstract description 463
- 238000000605 extraction Methods 0.000 claims abstract description 245
- 239000003960 organic solvent Substances 0.000 claims abstract description 142
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 141
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 110
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 110
- 238000000926 separation method Methods 0.000 claims abstract description 99
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 63
- 239000000243 solution Substances 0.000 claims abstract description 54
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 44
- 239000007864 aqueous solution Substances 0.000 claims abstract description 43
- 239000001294 propane Substances 0.000 claims abstract description 22
- QMGLMRPHOITLSN-UHFFFAOYSA-N 2,4-dimethyloxolane Chemical compound CC1COC(C)C1 QMGLMRPHOITLSN-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 336
- 238000009835 boiling Methods 0.000 claims description 31
- 230000003647 oxidation Effects 0.000 claims description 20
- 238000007254 oxidation reaction Methods 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 238000000746 purification Methods 0.000 claims description 13
- 238000007906 compression Methods 0.000 claims description 7
- 230000006835 compression Effects 0.000 claims description 7
- 230000001105 regulatory effect Effects 0.000 claims description 4
- 238000005265 energy consumption Methods 0.000 abstract description 10
- 238000000895 extractive distillation Methods 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 3
- -1 optional Chemical compound 0.000 abstract 1
- 239000000047 product Substances 0.000 description 104
- 238000006735 epoxidation reaction Methods 0.000 description 51
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 46
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 38
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 33
- 239000000203 mixture Substances 0.000 description 30
- 239000007789 gas Substances 0.000 description 28
- 239000007795 chemical reaction product Substances 0.000 description 23
- 239000012535 impurity Substances 0.000 description 23
- 239000002904 solvent Substances 0.000 description 20
- 239000007858 starting material Substances 0.000 description 13
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 12
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 239000002808 molecular sieve Substances 0.000 description 11
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 11
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 9
- 229910001882 dioxygen Inorganic materials 0.000 description 9
- 238000010992 reflux Methods 0.000 description 9
- 239000006227 byproduct Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 238000007086 side reaction Methods 0.000 description 6
- 238000004065 wastewater treatment Methods 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000005416 organic matter Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 241000282326 Felis catus Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- 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
- C07D301/00—Preparation of oxiranes
- C07D301/36—Use of additives, e.g. for stabilisation
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210421029.8 | 2012-10-29 | ||
| CN201210421029.8A CN103788025B (zh) | 2012-10-29 | 2012-10-29 | 一种精制环氧丙烷的方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2013148092A RU2013148092A (ru) | 2015-05-10 |
| RU2639872C2 true RU2639872C2 (ru) | 2017-12-25 |
Family
ID=50664132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013148092A RU2639872C2 (ru) | 2012-10-29 | 2013-10-29 | Способ очистки пропиленоксида |
Country Status (3)
| Country | Link |
|---|---|
| KR (1) | KR102138648B1 (zh) |
| CN (1) | CN103788025B (zh) |
| RU (1) | RU2639872C2 (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2752955C1 (ru) * | 2018-02-05 | 2021-08-11 | Лионделл Кемикал Текнолоджи, Л.П. | Система отделения окиси алкилена |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI660942B (zh) * | 2014-07-24 | 2019-06-01 | 大陸商中國石油化工科技開發有限公司 | Method and device for recovering refined propylene |
| CN105566252B (zh) * | 2014-10-24 | 2018-04-06 | 中国石油化工股份有限公司 | 环氧丙烷的纯化方法 |
| CN106467503A (zh) * | 2015-08-20 | 2017-03-01 | 陕西煤业化工集团(上海)胜帮化工技术有限公司 | 环氧丙烷分离方法 |
| TWI707847B (zh) * | 2015-11-26 | 2020-10-21 | 德商贏創運營有限公司 | 丙烯之環氧化方法 |
| CN109020926B (zh) * | 2017-12-19 | 2021-09-28 | 华东理工大学 | 一种从丙烯气相环氧化产物中分离、提纯环氧丙烷的方法 |
| CN110028376B (zh) * | 2018-01-12 | 2021-08-06 | 中国石油化工股份有限公司 | 萃取精馏分离苯乙烯所用溶剂的净化及苯乙烯分离方法 |
| CN111592506A (zh) * | 2020-06-02 | 2020-08-28 | 中国科学院理化技术研究所 | 环氧氯丙烷分离工艺 |
| CN113968830B (zh) * | 2020-07-24 | 2024-01-09 | 中国石油化工股份有限公司 | 环氧丙烷物流的分离方法和环氧化反应产物分离方法以及丙烯环氧化方法 |
| CN113968831B (zh) * | 2020-07-24 | 2024-02-09 | 中国石油化工股份有限公司 | 环氧丙烷精制方法和环氧丙烷物流的分离方法和环氧化反应产物分离方法及丙烯环氧化方法 |
| CN116003349A (zh) * | 2021-10-22 | 2023-04-25 | 中国石油化工股份有限公司 | 一种利用离子液体溶剂促进环氧丙烷和烷烃分离的方法 |
| CN116023348A (zh) * | 2021-10-26 | 2023-04-28 | 中国石油化工股份有限公司 | 一种粗环氧丙烷的分离方法与分离系统 |
| CN115745915A (zh) * | 2022-11-03 | 2023-03-07 | 中国五环工程有限公司 | Hppo法反应精馏生产环氧丙烷的节能工艺 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2357963C2 (ru) * | 2004-07-07 | 2009-06-10 | Басф Акциенгезельшафт | Выделение пропиленоксида из смеси, содержащей пропиленоксид и метанол |
| EP2168953A1 (en) * | 2003-03-18 | 2010-03-31 | Dow Global Technologies Inc. | Purification of propylene oxide resulting from epoxidation of propylene with hydrogen peroxide |
| US7741498B2 (en) * | 2008-08-29 | 2010-06-22 | Lyondell Chemical Technology, L.P. | Propylene oxide process |
| EP2125764B1 (en) * | 2007-03-23 | 2010-12-29 | Lyondell Chemical Technology, L.P. | Propylene oxide recovery process |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3678871D1 (de) * | 1985-07-03 | 1991-05-29 | Nippon Catalytic Chem Ind | Verfahren zur reinigung von ethylenoxid. |
| IT1318679B1 (it) * | 2000-08-11 | 2003-08-27 | Enichem Spa | Processo per la produzione di acqua ossigenata. |
| CN101693703B (zh) * | 2009-10-14 | 2011-05-11 | 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 |
-
2012
- 2012-10-29 CN CN201210421029.8A patent/CN103788025B/zh active Active
-
2013
- 2013-10-29 KR KR1020130129183A patent/KR102138648B1/ko active IP Right Grant
- 2013-10-29 RU RU2013148092A patent/RU2639872C2/ru active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2168953A1 (en) * | 2003-03-18 | 2010-03-31 | Dow Global Technologies Inc. | Purification of propylene oxide resulting from epoxidation of propylene with hydrogen peroxide |
| RU2357963C2 (ru) * | 2004-07-07 | 2009-06-10 | Басф Акциенгезельшафт | Выделение пропиленоксида из смеси, содержащей пропиленоксид и метанол |
| EP2125764B1 (en) * | 2007-03-23 | 2010-12-29 | Lyondell Chemical Technology, L.P. | Propylene oxide recovery process |
| US7741498B2 (en) * | 2008-08-29 | 2010-06-22 | Lyondell Chemical Technology, L.P. | Propylene oxide process |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2752955C1 (ru) * | 2018-02-05 | 2021-08-11 | Лионделл Кемикал Текнолоджи, Л.П. | Система отделения окиси алкилена |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103788025B (zh) | 2015-10-28 |
| RU2013148092A (ru) | 2015-05-10 |
| KR20140056054A (ko) | 2014-05-09 |
| CN103788025A (zh) | 2014-05-14 |
| KR102138648B1 (ko) | 2020-07-28 |
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