CN101085763A - 一种合成1,2-环氧丁烷的方法 - Google Patents
一种合成1,2-环氧丁烷的方法 Download PDFInfo
- Publication number
- CN101085763A CN101085763A CN 200710034925 CN200710034925A CN101085763A CN 101085763 A CN101085763 A CN 101085763A CN 200710034925 CN200710034925 CN 200710034925 CN 200710034925 A CN200710034925 A CN 200710034925A CN 101085763 A CN101085763 A CN 101085763A
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- reaction
- butylene
- hydrogen peroxide
- oxide ring
- butylene oxide
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- 238000000034 method Methods 0.000 title claims abstract description 27
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 230000002194 synthesizing effect Effects 0.000 title abstract description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 66
- 238000006243 chemical reaction Methods 0.000 claims abstract description 49
- 239000007788 liquid Substances 0.000 claims abstract description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 18
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 15
- -1 sodium alkoxide Chemical class 0.000 claims description 7
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 5
- 239000002808 molecular sieve Substances 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- UGACIEPFGXRWCH-UHFFFAOYSA-N [Si].[Ti] Chemical compound [Si].[Ti] UGACIEPFGXRWCH-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract description 6
- 238000006735 epoxidation reaction Methods 0.000 abstract description 5
- 239000003054 catalyst Substances 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 3
- 238000010924 continuous production Methods 0.000 abstract 1
- 238000004458 analytical method Methods 0.000 description 9
- 230000009466 transformation Effects 0.000 description 9
- 239000006004 Quartz sand Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 239000012895 dilution Substances 0.000 description 7
- 238000010790 dilution Methods 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229940079938 nitrocellulose Drugs 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Abstract
Description
Claims (3)
Priority Applications (1)
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CN2007100349258A CN101085763B (zh) | 2007-05-11 | 2007-05-11 | 一种合成1,2-环氧丁烷的方法 |
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CN2007100349258A CN101085763B (zh) | 2007-05-11 | 2007-05-11 | 一种合成1,2-环氧丁烷的方法 |
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CN101085763A true CN101085763A (zh) | 2007-12-12 |
CN101085763B CN101085763B (zh) | 2010-10-13 |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103772325A (zh) * | 2013-12-20 | 2014-05-07 | 安徽国星生物化学有限公司 | 一种1,2-环氧丁烷分离提纯的新方法 |
CN104003960A (zh) * | 2014-04-28 | 2014-08-27 | 安徽红太阳新材料有限公司 | 一种合成1,2-环氧丁烷的新方法 |
CN104098531A (zh) * | 2014-07-25 | 2014-10-15 | 南京红太阳新材料有限公司 | 一种1,2-环氧丁烷的合成方法 |
CN104177314A (zh) * | 2014-07-18 | 2014-12-03 | 中国石油化工股份有限公司 | 一种制备环氧丁烷的方法 |
CN104230856A (zh) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | 环氧丁烷的生产方法 |
CN104311512A (zh) * | 2014-10-13 | 2015-01-28 | 东南大学 | 一种1,2-环氧丁烷的清洁制备方法 |
CN111978274A (zh) * | 2019-05-22 | 2020-11-24 | 广州大有精细化工厂 | 制备环氧丁烷的方法 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE1011852A3 (fr) * | 1998-03-24 | 2000-02-01 | Solvay | Procede de fabrication d'un oxiranne. |
-
2007
- 2007-05-11 CN CN2007100349258A patent/CN101085763B/zh active Active
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104230856A (zh) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | 环氧丁烷的生产方法 |
CN104230856B (zh) * | 2013-06-17 | 2016-06-08 | 中国石油化工股份有限公司 | 环氧丁烷的生产方法 |
CN103772325A (zh) * | 2013-12-20 | 2014-05-07 | 安徽国星生物化学有限公司 | 一种1,2-环氧丁烷分离提纯的新方法 |
CN103772325B (zh) * | 2013-12-20 | 2016-03-23 | 安徽国星生物化学有限公司 | 一种1,2-环氧丁烷分离提纯的方法 |
CN104003960A (zh) * | 2014-04-28 | 2014-08-27 | 安徽红太阳新材料有限公司 | 一种合成1,2-环氧丁烷的新方法 |
CN104177314A (zh) * | 2014-07-18 | 2014-12-03 | 中国石油化工股份有限公司 | 一种制备环氧丁烷的方法 |
CN104177314B (zh) * | 2014-07-18 | 2016-09-14 | 中国石油化工股份有限公司 | 一种制备环氧丁烷的方法 |
CN104098531A (zh) * | 2014-07-25 | 2014-10-15 | 南京红太阳新材料有限公司 | 一种1,2-环氧丁烷的合成方法 |
CN104311512A (zh) * | 2014-10-13 | 2015-01-28 | 东南大学 | 一种1,2-环氧丁烷的清洁制备方法 |
CN104311512B (zh) * | 2014-10-13 | 2016-06-29 | 东南大学 | 一种1,2-环氧丁烷的清洁制备方法 |
CN111978274A (zh) * | 2019-05-22 | 2020-11-24 | 广州大有精细化工厂 | 制备环氧丁烷的方法 |
CN111978274B (zh) * | 2019-05-22 | 2022-09-30 | 广州大有精细化工厂 | 制备环氧丁烷的方法 |
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Publication number | Publication date |
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CN101085763B (zh) | 2010-10-13 |
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Address after: 414012 Lu Kou Zhen Chang Lian Long Kou, Yunxi District, Yueyang City, Hunan Province (opposite to Chang Lian hospital) Patentee after: Hunan Changlian New Materials Technology Co.,Ltd. Country or region after: China Patentee after: Lin Rongwei Address before: 414012 Yunxi District, Hunan City, Yueyang Province, Changling Patentee before: HUNAN CHANGLING PETROCHEMICAL TECHNOLOGY DEVELOPMENT Co.,Ltd. Country or region before: China Patentee before: Lin Rongwei |
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