CN1240696C - 液相连续氧化生产单氯代苯酐的方法 - Google Patents
液相连续氧化生产单氯代苯酐的方法 Download PDFInfo
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- CN1240696C CN1240696C CN 200410039162 CN200410039162A CN1240696C CN 1240696 C CN1240696 C CN 1240696C CN 200410039162 CN200410039162 CN 200410039162 CN 200410039162 A CN200410039162 A CN 200410039162A CN 1240696 C CN1240696 C CN 1240696C
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- Prior art keywords
- anhydride
- monochloro
- liquid phase
- pressure
- acetic acid
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- 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 - Fee Related
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- 238000000034 method Methods 0.000 title claims abstract description 44
- 239000007791 liquid phase Substances 0.000 title claims abstract description 18
- 238000007254 oxidation reaction Methods 0.000 title claims description 29
- -1 benzen anhydride Chemical class 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 72
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 13
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 10
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- RVHSTXJKKZWWDQ-UHFFFAOYSA-N 1,1,1,2-tetrabromoethane Chemical compound BrCC(Br)(Br)Br RVHSTXJKKZWWDQ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229940071125 manganese acetate Drugs 0.000 claims abstract description 8
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims abstract description 7
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims abstract description 6
- 239000002893 slag Substances 0.000 claims abstract description 4
- 230000003647 oxidation Effects 0.000 claims description 26
- 239000000047 product Substances 0.000 claims description 23
- 150000008065 acid anhydrides Chemical class 0.000 claims description 18
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 17
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 17
- NVLHGZIXTRYOKT-UHFFFAOYSA-N 1-chloro-2,3-dimethylbenzene Chemical compound CC1=CC=CC(Cl)=C1C NVLHGZIXTRYOKT-UHFFFAOYSA-N 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 15
- OLENANGIJWDOPG-UHFFFAOYSA-N (2-chlorobenzoyl) 2-chlorobenzoate Chemical compound ClC1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1Cl OLENANGIJWDOPG-UHFFFAOYSA-N 0.000 claims description 10
- 239000007789 gas Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000376 reactant Substances 0.000 claims description 9
- MWUSAETYTBNPDG-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OC(=O)C1=CC=C(Cl)C=C1 MWUSAETYTBNPDG-UHFFFAOYSA-N 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- NIHKFGMYMWGERR-UHFFFAOYSA-N (3-chlorobenzoyl) 3-chlorobenzoate Chemical compound ClC1=CC=CC(C(=O)OC(=O)C=2C=C(Cl)C=CC=2)=C1 NIHKFGMYMWGERR-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 4
- 238000007599 discharging Methods 0.000 claims description 3
- 238000007789 sealing Methods 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 238000007701 flash-distillation Methods 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 239000012071 phase Substances 0.000 abstract description 5
- 230000007797 corrosion Effects 0.000 abstract description 4
- 238000005260 corrosion Methods 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- BKFXSOCDAQACQM-UHFFFAOYSA-N 3-chlorophthalic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1C(O)=O BKFXSOCDAQACQM-UHFFFAOYSA-N 0.000 abstract 2
- 238000006213 oxygenation reaction Methods 0.000 abstract 2
- UERPUZBSSSAZJE-UHFFFAOYSA-N 3-chlorophthalic anhydride Chemical compound ClC1=CC=CC2=C1C(=O)OC2=O UERPUZBSSSAZJE-UHFFFAOYSA-N 0.000 abstract 1
- 229940011182 cobalt acetate Drugs 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 description 17
- 238000010438 heat treatment Methods 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 6
- 230000005587 bubbling Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HNQLMBJUMVLFCF-UHFFFAOYSA-N 4-chloro-1,2-dimethylbenzene Chemical compound CC1=CC=C(Cl)C=C1C HNQLMBJUMVLFCF-UHFFFAOYSA-N 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 239000009719 polyimide resin Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- SVMCDCBHSKARBQ-UHFFFAOYSA-N acetic acid;cobalt Chemical compound [Co].CC(O)=O SVMCDCBHSKARBQ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 235000013495 cobalt Nutrition 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000000126 substance Substances 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
- 239000011800 void material Substances 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
项目 | 方法 | |
连续法氧化工艺 | 间歇法氧化工艺 | |
质量指标 | 稳定 | 不稳定 |
酐含量(wt%) | 99.5 | 98 |
消耗 | 较少 | 较多 |
单氯代邻二甲苯(吨/吨产品) | 0.88 | 0.95 |
醋酸(吨/吨产品) | 0.15 | 0.35 |
醋酸钴kg/吨产品 | 4.5 | 8.5 |
醋酸锰kg/吨产品 | 4.5 | 8.5 |
四溴乙烷kg/吨产品 | 4.5 | 8.5 |
电度/吨产品 | 1200 | 2200 |
煤吨/吨产品 | 2.5 | 4 |
收率% | 115 | 105 |
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410039162 CN1240696C (zh) | 2004-02-18 | 2004-02-18 | 液相连续氧化生产单氯代苯酐的方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410039162 CN1240696C (zh) | 2004-02-18 | 2004-02-18 | 液相连续氧化生产单氯代苯酐的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1560045A CN1560045A (zh) | 2005-01-05 |
CN1240696C true CN1240696C (zh) | 2006-02-08 |
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CN 200410039162 Expired - Fee Related CN1240696C (zh) | 2004-02-18 | 2004-02-18 | 液相连续氧化生产单氯代苯酐的方法 |
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CN (1) | CN1240696C (zh) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108997284B (zh) * | 2018-07-16 | 2022-05-03 | 山东冠森高分子材料科技股份有限公司 | 连续流微通道反应器中合成氯代苯酐的方法 |
CN113735806B (zh) * | 2021-08-03 | 2023-07-28 | 哈尔滨工业大学(威海) | 一种无溶剂液相催化氧化制备氯代苯酐的方法 |
CN116063260A (zh) * | 2021-10-29 | 2023-05-05 | 中化学科学技术研究有限公司 | 一种氯代邻二甲苯连续氧化工艺 |
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2004
- 2004-02-18 CN CN 200410039162 patent/CN1240696C/zh not_active Expired - Fee Related
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Publication number | Publication date |
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CN1560045A (zh) | 2005-01-05 |
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Owner name: CHEN WEIREN Free format text: FORMER OWNER: FANG TONG CHEMICAL CO., LTD., TIANJIN CITY Owner name: LU BAOMING WANG XIAOZENG SUN KEQUAN Effective date: 20041022 |
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Effective date of registration: 20041022 Address after: 1-1-103, Tongan District, Heping District, Tianjin Applicant after: Chen Weiren Co-applicant after: Lu Baoming Co-applicant after: Wang Xiaozeng Co-applicant after: Sun Kequan Address before: The great city of Tianjin Zhuang Industrial Park of Xiqing Development Zone Applicant before: Tianjin Fangda Chemical Co., Ltd. |
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Owner name: TIANJIN CITY LIWEI TECHNOLOGY CO., LTD. Free format text: FORMER OWNER: CHEN WEIREN; LU BAOMING; WANG XIAOZENG; SUN KEQUAN Effective date: 20060616 |
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Effective date of registration: 20060616 Address after: 300400 red Tianjin economic and Technological Development Zone in Beichen Shuangchen Road West double North Hokkaido Patentee after: Tianjin Levi Technology Co., Ltd. Address before: 300070 1-1-103, Tongan District, Heping District, Tianjin Co-patentee before: Lu Baoming Patentee before: Chen Weiren Co-patentee before: Wang Xiaozeng Co-patentee before: Sun Kequan |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20060208 Termination date: 20100218 |