CN101279897A - 一种合成丁二醇醚的方法 - Google Patents
一种合成丁二醇醚的方法 Download PDFInfo
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- CN101279897A CN101279897A CNA2008100313941A CN200810031394A CN101279897A CN 101279897 A CN101279897 A CN 101279897A CN A2008100313941 A CNA2008100313941 A CN A2008100313941A CN 200810031394 A CN200810031394 A CN 200810031394A CN 101279897 A CN101279897 A CN 101279897A
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- reaction
- hydrocarbon
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- reactor
- hydrogen peroxide
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 22
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 64
- 238000006243 chemical reaction Methods 0.000 claims abstract description 62
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 34
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 150000001336 alkenes Chemical class 0.000 claims abstract description 6
- 238000006266 etherification reaction Methods 0.000 claims abstract description 5
- -1 C 4 hydrocarbon Chemical class 0.000 claims description 37
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 16
- 239000002808 molecular sieve Substances 0.000 claims description 15
- 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 15
- UGACIEPFGXRWCH-UHFFFAOYSA-N [Si].[Ti] Chemical compound [Si].[Ti] UGACIEPFGXRWCH-UHFFFAOYSA-N 0.000 claims description 14
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 3
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 2
- 229920002367 Polyisobutene Polymers 0.000 claims description 2
- 229920001083 polybutene Polymers 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 10
- 238000006735 epoxidation reaction Methods 0.000 abstract description 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 10
- 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
- 238000004458 analytical method Methods 0.000 description 8
- 238000010790 dilution Methods 0.000 description 8
- 239000012895 dilution Substances 0.000 description 8
- 230000009466 transformation Effects 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 7
- KOVAQMSVARJMPH-UHFFFAOYSA-N 4-methoxybutan-1-ol Chemical compound COCCCCO KOVAQMSVARJMPH-UHFFFAOYSA-N 0.000 description 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 239000002002 slurry Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000011973 solid acid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- OBXQRJAQMQQZMY-UHFFFAOYSA-N 4-butoxybutan-1-ol Chemical compound CCCCOCCCCO OBXQRJAQMQQZMY-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004434 industrial solvent Substances 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
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CN2008100313941A CN101279897B (zh) | 2008-05-21 | 2008-05-21 | 一种合成丁二醇醚的方法 |
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CN2008100313941A CN101279897B (zh) | 2008-05-21 | 2008-05-21 | 一种合成丁二醇醚的方法 |
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CN101279897A true CN101279897A (zh) | 2008-10-08 |
CN101279897B CN101279897B (zh) | 2011-06-15 |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102452899A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由丙烯制取丙二醇的方法 |
CN102452900A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇的方法 |
CN102452908A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇单醚的方法 |
CN102952003A (zh) * | 2011-08-24 | 2013-03-06 | 岳阳蓬诚科技发展有限公司 | 一种乙烯一步法制备乙二醇单甲醚的方法 |
CN102964222A (zh) * | 2012-11-13 | 2013-03-13 | 宁波杭州湾新区珠峰企业管理服务有限公司 | 合成丙二醇醚的方法 |
CN103012077A (zh) * | 2011-09-28 | 2013-04-03 | 中国石油化工股份有限公司 | 一种催化环氧丙烷醇解制备丙二醇单甲醚的方法 |
CN103193596A (zh) * | 2013-04-15 | 2013-07-10 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇的方法 |
CN103193636A (zh) * | 2013-04-15 | 2013-07-10 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇酯的方法 |
-
2008
- 2008-05-21 CN CN2008100313941A patent/CN101279897B/zh active Active
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102452900B (zh) * | 2010-10-15 | 2014-01-01 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇的方法 |
CN102452900A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇的方法 |
CN102452908A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇单醚的方法 |
CN102452899A (zh) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | 一种由丙烯制取丙二醇的方法 |
CN102452908B (zh) * | 2010-10-15 | 2014-04-02 | 中国石油化工股份有限公司 | 一种由乙烯制取乙二醇单醚的方法 |
CN102452899B (zh) * | 2010-10-15 | 2014-03-05 | 中国石油化工股份有限公司 | 一种由丙烯制取丙二醇的方法 |
CN102952003A (zh) * | 2011-08-24 | 2013-03-06 | 岳阳蓬诚科技发展有限公司 | 一种乙烯一步法制备乙二醇单甲醚的方法 |
CN103012077A (zh) * | 2011-09-28 | 2013-04-03 | 中国石油化工股份有限公司 | 一种催化环氧丙烷醇解制备丙二醇单甲醚的方法 |
CN103012077B (zh) * | 2011-09-28 | 2015-02-25 | 中国石油化工股份有限公司 | 一种催化环氧丙烷醇解制备丙二醇单甲醚的方法 |
CN102964222A (zh) * | 2012-11-13 | 2013-03-13 | 宁波杭州湾新区珠峰企业管理服务有限公司 | 合成丙二醇醚的方法 |
CN103193636A (zh) * | 2013-04-15 | 2013-07-10 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇酯的方法 |
CN103193596A (zh) * | 2013-04-15 | 2013-07-10 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇的方法 |
CN103193596B (zh) * | 2013-04-15 | 2015-02-25 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇的方法 |
CN103193636B (zh) * | 2013-04-15 | 2016-01-13 | 湖南长岭石化科技开发有限公司 | 一种合成2,3-丁二醇酯的方法 |
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Publication number | Publication date |
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CN101279897B (zh) | 2011-06-15 |
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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 Material 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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