CN103301799B - 一种制备异佛尔酮腈的反应器及采用该反应器连续制备异佛尔酮腈的方法 - Google Patents
一种制备异佛尔酮腈的反应器及采用该反应器连续制备异佛尔酮腈的方法 Download PDFInfo
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- CN103301799B CN103301799B CN201310145143.7A CN201310145143A CN103301799B CN 103301799 B CN103301799 B CN 103301799B CN 201310145143 A CN201310145143 A CN 201310145143A CN 103301799 B CN103301799 B CN 103301799B
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- 238000000034 method Methods 0.000 title claims abstract description 50
- JJDFVIDVSCYKDS-UHFFFAOYSA-N 1,3,3-trimethyl-5-oxocyclohexane-1-carbonitrile Chemical compound CC1(C)CC(=O)CC(C)(C#N)C1 JJDFVIDVSCYKDS-UHFFFAOYSA-N 0.000 title abstract 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 222
- 238000012546 transfer Methods 0.000 claims abstract description 28
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims description 94
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 54
- 239000003054 catalyst Substances 0.000 claims description 32
- 239000000463 material Substances 0.000 claims description 32
- 238000002156 mixing Methods 0.000 claims description 32
- 239000000376 reactant Substances 0.000 claims description 20
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 16
- 239000012530 fluid Substances 0.000 claims description 8
- 239000011148 porous material Substances 0.000 claims description 8
- 238000009826 distribution Methods 0.000 claims description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000010924 continuous production Methods 0.000 claims description 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 4
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- 238000010396 two-hybrid screening Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 18
- 238000004519 manufacturing process Methods 0.000 abstract description 9
- 238000002360 preparation method Methods 0.000 abstract description 6
- 230000008901 benefit Effects 0.000 abstract description 2
- 230000009467 reduction Effects 0.000 abstract description 2
- 208000012839 conversion disease Diseases 0.000 abstract 1
- 238000004134 energy conservation Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 description 27
- 239000000047 product Substances 0.000 description 23
- 238000003860 storage Methods 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 238000004587 chromatography analysis Methods 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 238000005070 sampling Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 4
- XLJMAIOERFSOGZ-UHFFFAOYSA-N cyanic acid Chemical compound OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 238000009834 vaporization Methods 0.000 description 3
- 230000008016 vaporization Effects 0.000 description 3
- 238000013019 agitation Methods 0.000 description 2
- 230000003321 amplification Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- IJDSUFQMYUARCQ-UHFFFAOYSA-N diisophorone Chemical compound C1C(C2)(C)CC(C)(C)CC2(O)C2=C1CC(C)(C)CC2=O IJDSUFQMYUARCQ-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 238000003199 nucleic acid amplification method Methods 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- -1 wherein Substances 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 238000004176 ammonification Methods 0.000 description 1
- 230000003190 augmentative effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000013462 industrial intermediate Substances 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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CN107224940B (zh) * | 2016-03-23 | 2019-10-15 | 中国石化工程建设有限公司 | 一种甲烷化反应器及甲烷化工艺 |
CN107224947A (zh) * | 2016-03-23 | 2017-10-03 | 中国石化工程建设有限公司 | 一种微通道反应器 |
CN105732423B (zh) * | 2016-03-28 | 2018-03-09 | 浙江大学 | 一种连续制备异佛尔酮腈的方法 |
CN107398238A (zh) * | 2016-05-20 | 2017-11-28 | 中国石化工程建设有限公司 | 一种等温反应器 |
CN107398241A (zh) * | 2016-05-20 | 2017-11-28 | 中国石化工程建设有限公司 | 一种催化反应器 |
CN107617392B (zh) * | 2016-07-13 | 2020-04-03 | 中国石化工程建设有限公司 | 一种催化反应器 |
CN107824133A (zh) * | 2017-12-08 | 2018-03-23 | 中国科学院大连化学物理研究所 | 一种全自动多通道沉淀法连续生产纳米粉体的生产方法 |
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CN109761855B (zh) | 2018-12-20 | 2020-07-28 | 万华化学集团股份有限公司 | 一种制备异佛尔酮二异氰酸酯的方法 |
CN110433682B (zh) * | 2019-08-30 | 2024-04-12 | 欧志安 | 一种承压流体混合装置 |
CN112898127B (zh) * | 2021-01-25 | 2023-01-13 | 浙江爱科新材料有限公司 | 一种高纯异丙醇铝的连续化制备方法 |
CN112939045B (zh) * | 2021-02-03 | 2022-12-20 | 浙江爱科新材料有限公司 | 一种超细高纯γ-氧化铝的制备方法 |
CN113126582B (zh) * | 2021-04-20 | 2022-07-12 | 万华化学集团股份有限公司 | 一种间歇过程生产时间控制方法、存储介质及系统 |
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DE4203456A1 (de) * | 1992-02-07 | 1993-08-12 | Basf Ag | Verfahren zur kontinuierlichen herstellung von 3-cyano-3,5,5-trimethylcyclohexanon |
US7294734B2 (en) * | 2003-05-02 | 2007-11-13 | Velocys, Inc. | Process for converting a hydrocarbon to an oxygenate or a nitrile |
CN103630470B (zh) * | 2007-04-16 | 2016-03-16 | 通用医疗公司以马萨诸塞州通用医疗公司名义经营 | 使粒子在微通道中聚集的系统和方法 |
EP2017000B1 (en) * | 2007-07-11 | 2012-09-05 | Corning Incorporated | Process intensified microfluidic devices |
CN201171988Y (zh) * | 2008-04-15 | 2008-12-31 | 天津诚捷英才科技发展有限公司 | 球形网孔填料 |
CN102020586B (zh) * | 2010-11-25 | 2013-08-28 | 重庆紫光化工股份有限公司 | 异氟尔酮腈的制备方法 |
JP2012149871A (ja) * | 2010-12-28 | 2012-08-09 | Sumitomo Chemical Co Ltd | 多管式熱交換構造 |
CN102199109B (zh) * | 2011-03-30 | 2014-04-16 | 万华化学集团股份有限公司 | 一种制备异佛尔酮腈的方法 |
CN202199279U (zh) * | 2011-07-14 | 2012-04-25 | 北京工业大学 | 一种基于成涡结构强化混合的平面被动式微混合器 |
CN202315858U (zh) * | 2011-09-22 | 2012-07-11 | 中美华世通生物医药科技(武汉)有限公司 | 一种微反应体系装置 |
CN102974255B (zh) * | 2012-10-31 | 2015-07-01 | 中国科学院过程工程研究所 | 一种被动式螺旋微结构混合装置及应用 |
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Denomination of invention: The invention relates to a reactor for preparing isophorone nitrile and a method for continuously preparing isophorone nitrile by using the reactor Effective date of registration: 20211123 Granted publication date: 20141231 Pledgee: Bank of China Limited by Share Ltd. Yantai branch Pledgor: Wanhua Chemical Group Co.,Ltd. Registration number: Y2021980013026 |
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