CN1286787C - 一种低碳烯烃直接水合生产低级醇的方法 - Google Patents
一种低碳烯烃直接水合生产低级醇的方法 Download PDFInfo
- Publication number
- CN1286787C CN1286787C CN 200410028722 CN200410028722A CN1286787C CN 1286787 C CN1286787 C CN 1286787C CN 200410028722 CN200410028722 CN 200410028722 CN 200410028722 A CN200410028722 A CN 200410028722A CN 1286787 C CN1286787 C CN 1286787C
- Authority
- CN
- China
- Prior art keywords
- reaction
- reactor
- low
- alcohol
- carbon
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000006703 hydration reaction Methods 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 31
- 229910052799 carbon Inorganic materials 0.000 title claims abstract description 29
- 230000036571 hydration Effects 0.000 title claims abstract description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 19
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title abstract description 8
- 230000008569 process Effects 0.000 title description 11
- -1 carbon olefin Chemical class 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims abstract description 98
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000003054 catalyst Substances 0.000 claims abstract description 28
- 239000011973 solid acid Substances 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002808 molecular sieve Substances 0.000 claims abstract description 4
- 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 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 239000011347 resin Substances 0.000 claims abstract description 3
- 229920005989 resin Polymers 0.000 claims abstract description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract 2
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 5
- 230000011218 segmentation Effects 0.000 claims description 3
- 150000001768 cations Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 6
- 230000003197 catalytic effect Effects 0.000 abstract description 4
- 239000007795 chemical reaction product Substances 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 125000002091 cationic group Chemical group 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 34
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 34
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 10
- 229910021641 deionized water Inorganic materials 0.000 description 10
- 230000009466 transformation Effects 0.000 description 9
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 239000003729 cation exchange resin Substances 0.000 description 5
- 238000010586 diagram Methods 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000009776 industrial production Methods 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 238000007171 acid catalysis Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- HHBZZTKMMLDNDN-UHFFFAOYSA-N 2-butan-2-yloxybutane Chemical compound CCC(C)OC(C)CC HHBZZTKMMLDNDN-UHFFFAOYSA-N 0.000 description 1
- 101100493820 Caenorhabditis elegans best-1 gene Proteins 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003818 cinder Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 229940074869 marquis Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- VBUNOIXRZNJNAD-UHFFFAOYSA-N ponazuril Chemical compound CC1=CC(N2C(N(C)C(=O)NC2=O)=O)=CC=C1OC1=CC=C(S(=O)(=O)C(F)(F)F)C=C1 VBUNOIXRZNJNAD-UHFFFAOYSA-N 0.000 description 1
- 239000012451 post-reaction mixture Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Images
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 23.75 | 22.63 | 19.55 | 8.55 | 74.48 |
每段温升,℃ | 3.7 | 3.5 | 2.8 | 1.8 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 28.62 | 22.02 | 14.66 | 8.55 | 73.85 |
每段温升℃ | 5.6 | 3.5 | 2.5 | 1.8 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 21.70 | 24.73 | 19.51 | 8.55 | 74.49 |
每段温升℃ | 3.5 | 3.9 | 2.8 | 1.9 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 17.49 | 20.98 | 23.34 | 9.97 | 71.78 |
每段温升℃ | 2.7 | 3.4 | 3.7 | 2.2 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 23.80 | 23.62 | 20.17 | 16.52 | 84.11 |
每段温升,℃ | 4.7 | 4.4 | 3.7 | 3.2 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 19.86 | 18.39 | 14.73 | 7.21 | 60.19 |
每段温升,℃ | 2.2 | 2.1 | 1.5 | 1.2 |
床层 | 1 | 2 | 3 | 4 | 总转化率 |
转化率,mol% | 22.01 | 18.63 | 12.11 | 5.92 | 58.67 |
每段温升,℃ | 2.8 | 2.2 | 1.4 | 1.0 |
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410028722 CN1286787C (zh) | 2004-03-15 | 2004-03-15 | 一种低碳烯烃直接水合生产低级醇的方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410028722 CN1286787C (zh) | 2004-03-15 | 2004-03-15 | 一种低碳烯烃直接水合生产低级醇的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1670006A CN1670006A (zh) | 2005-09-21 |
CN1286787C true CN1286787C (zh) | 2006-11-29 |
Family
ID=35041473
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200410028722 Expired - Lifetime CN1286787C (zh) | 2004-03-15 | 2004-03-15 | 一种低碳烯烃直接水合生产低级醇的方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1286787C (zh) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102206135A (zh) * | 2011-03-23 | 2011-10-05 | 中国科学院山西煤炭化学研究所 | 一种3-甲基-1,3-丁二醇的制备方法 |
CN102757309B (zh) * | 2011-04-26 | 2014-09-17 | 中国石油化工股份有限公司 | 一种烯烃水合的方法 |
CN102746141A (zh) * | 2012-08-08 | 2012-10-24 | 广东石油化工学院 | 一种合成β-羟基丙酸的方法 |
CN103804139B (zh) * | 2012-11-14 | 2016-05-11 | 上海华谊丙烯酸有限公司 | 叔丁醇的制备方法 |
CN103896733B (zh) * | 2012-12-25 | 2016-04-20 | 中国科学院大连化学物理研究所 | 一种低碳酯加氢制备乙醇的方法 |
CN104591961B (zh) * | 2013-11-01 | 2016-08-17 | 中国石油化工股份有限公司 | 一种低碳烯烃水合工艺 |
CN103910601B (zh) * | 2014-04-22 | 2015-07-22 | 凯瑞环保科技股份有限公司 | 一种水与烯烃生产单元醇的方法 |
CN105523888A (zh) * | 2015-12-31 | 2016-04-27 | 天津天中福大科技发展有限公司 | 一种用阳离子交换树脂催化合成异丙醇的方法 |
CN111909718B (zh) * | 2019-05-07 | 2021-12-17 | 中国石油化工股份有限公司 | 烯烃叠合的方法和装置 |
CN114507116B (zh) * | 2020-10-28 | 2024-03-08 | 中国石油化工股份有限公司 | 一种烯烃水合反应方法 |
-
2004
- 2004-03-15 CN CN 200410028722 patent/CN1286787C/zh not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CN1670006A (zh) | 2005-09-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
RU2660132C2 (ru) | Способ получения олефина посредством каталитической конверсии по меньшей мере одного спирта | |
CN1603290A (zh) | 制备叔丁醇的方法 | |
CN1286787C (zh) | 一种低碳烯烃直接水合生产低级醇的方法 | |
CN1480437A (zh) | 在含有正丁烯的烃物流中低聚异丁烯的方法 | |
CN1907932A (zh) | 一种由甲醇生产二甲醚的方法 | |
CN1575266A (zh) | 烯烃低聚的方法 | |
US9272965B2 (en) | Process for the conversion of alcohols to olefins | |
CN101417914A (zh) | 一种以烃类为部分原料的甲醇制备丙烯方法 | |
CN1410403A (zh) | 利用混合c4生产二异丁烯的方法 | |
CN1101265C (zh) | 一种含有杂多酸的固体酸催化剂及其制备方法 | |
CN103619785A (zh) | 以混合c4馏分为原料的二异丁烯的制造方法 | |
CN1827564A (zh) | 一种由含丁烯的c4组分叠合生产柴油的方法 | |
CN1261535C (zh) | 直馏汽油改质制备低烯烃含量汽油的方法 | |
CN1235951A (zh) | 烯烃水合方法 | |
CN101033166A (zh) | 一种碳四及碳四以上烯烃催化裂解制丙烯的方法 | |
CN109956845A (zh) | 一种丙烯聚合制备壬烯的工艺方法 | |
CN104250204A (zh) | 一种混合醚化工艺 | |
CN1247503C (zh) | 一种连续生产低级醇的方法 | |
CN1202060C (zh) | 一种醚类产品的生产方法 | |
CN1085644C (zh) | 生产烷基苯的催化蒸馏方法 | |
CN1247502C (zh) | 一种低碳烯烃连续生产低级醇的方法 | |
CN110016362B (zh) | 一种以金属化合物为助剂制备烷基化油的方法 | |
CN1272295C (zh) | C4~c7烯烃催化转化生产丙烯的方法 | |
CN87105641A (zh) | 生产异丙醇和具有4至5个碳原子的叔醇类的方法 | |
CN210736610U (zh) | 碳四异丁烯组份水合制备叔丁醇制备系统 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
EE01 | Entry into force of recordation of patent licensing contract |
Assignee: ZHEJIANG XINHUA CHEMICAL Co.,Ltd. Assignor: Dalian Institute of Chemical Physics, Chinese Academy of Sciences Contract record no.: 2011330001362 Denomination of invention: Process for producing lower alcohol by direct hydration of low carbon olefin Granted publication date: 20061129 License type: Common License Open date: 20050921 Record date: 20111111 |
|
CX01 | Expiry of patent term |
Granted publication date: 20061129 |
|
CX01 | Expiry of patent term |