CN1733746A - 焦化苯氧化生产顺酐的方法 - Google Patents
焦化苯氧化生产顺酐的方法 Download PDFInfo
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- CN1733746A CN1733746A CN 200510098657 CN200510098657A CN1733746A CN 1733746 A CN1733746 A CN 1733746A CN 200510098657 CN200510098657 CN 200510098657 CN 200510098657 A CN200510098657 A CN 200510098657A CN 1733746 A CN1733746 A CN 1733746A
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title claims abstract description 1223
- 238000000034 method Methods 0.000 title claims abstract description 172
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title claims abstract description 112
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 67
- 239000000571 coke Substances 0.000 title claims abstract description 6
- 238000000605 extraction Methods 0.000 claims abstract description 154
- 230000008569 process Effects 0.000 claims abstract description 111
- 238000007670 refining Methods 0.000 claims abstract description 89
- 230000003647 oxidation Effects 0.000 claims abstract description 57
- 239000002253 acid Substances 0.000 claims abstract description 52
- 239000006227 byproduct Substances 0.000 claims abstract description 34
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- 238000004821 distillation Methods 0.000 claims abstract description 21
- 238000010438 heat treatment Methods 0.000 claims abstract description 13
- 230000003197 catalytic effect Effects 0.000 claims abstract description 7
- 238000004508 fractional distillation Methods 0.000 claims abstract description 3
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 284
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 255
- 229930192474 thiophene Natural products 0.000 claims description 142
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 135
- 238000004939 coking Methods 0.000 claims description 74
- 239000000047 product Substances 0.000 claims description 62
- 239000003795 chemical substances by application Substances 0.000 claims description 56
- 241000282326 Felis catus Species 0.000 claims description 53
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 47
- 238000005516 engineering process Methods 0.000 claims description 40
- 230000006837 decompression Effects 0.000 claims description 39
- 238000011084 recovery Methods 0.000 claims description 37
- 238000007664 blowing Methods 0.000 claims description 33
- 239000007789 gas Substances 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 30
- 238000007600 charging Methods 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000004140 cleaning Methods 0.000 claims description 26
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 24
- 238000002156 mixing Methods 0.000 claims description 24
- 238000005554 pickling Methods 0.000 claims description 19
- 150000008065 acid anhydrides Chemical class 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 18
- 239000008096 xylene Substances 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 17
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 16
- 238000010521 absorption reaction Methods 0.000 claims description 16
- 238000012545 processing Methods 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 15
- 239000007800 oxidant agent Substances 0.000 claims description 14
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- 238000000926 separation method Methods 0.000 claims description 11
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 10
- 239000012535 impurity Substances 0.000 claims description 10
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 10
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 claims description 10
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 10
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 9
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 238000007599 discharging Methods 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000002918 waste heat Substances 0.000 claims description 9
- HWJPHQNEWARZLH-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5-decafluoro-6,6-bis(trifluoromethyl)cyclohexane Chemical compound FC(F)(F)C1(C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F HWJPHQNEWARZLH-UHFFFAOYSA-N 0.000 claims description 7
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 7
- 238000012856 packing Methods 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 5
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 5
- 235000011089 carbon dioxide Nutrition 0.000 claims description 5
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 claims description 5
- 235000010333 potassium nitrate Nutrition 0.000 claims description 5
- 239000004323 potassium nitrate Substances 0.000 claims description 5
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 5
- 235000010344 sodium nitrate Nutrition 0.000 claims description 5
- 239000004317 sodium nitrate Substances 0.000 claims description 5
- 229940001516 sodium nitrate Drugs 0.000 claims description 5
- 235000010288 sodium nitrite Nutrition 0.000 claims description 5
- 239000006200 vaporizer Substances 0.000 claims description 5
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 4
- 239000012530 fluid Substances 0.000 claims description 4
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052750 molybdenum Inorganic materials 0.000 claims description 4
- 239000011733 molybdenum Substances 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 4
- 238000004904 shortening Methods 0.000 claims description 4
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical group O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 4
- 229910052720 vanadium Inorganic materials 0.000 claims description 4
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 150000002334 glycols Chemical class 0.000 claims description 3
- 238000000746 purification Methods 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 239000002699 waste material Substances 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 239000011280 coal tar Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 239000012847 fine chemical Substances 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- VEFXTGTZJOWDOF-UHFFFAOYSA-N benzene;hydrate Chemical compound O.C1=CC=CC=C1 VEFXTGTZJOWDOF-UHFFFAOYSA-N 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
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- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- -1 benzene hydrocarbon Chemical class 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- LCEDQNDDFOCWGG-UHFFFAOYSA-N morpholine-4-carbaldehyde Chemical compound O=CN1CCOCC1 LCEDQNDDFOCWGG-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 230000000391 smoking effect Effects 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910052925 anhydrite Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
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- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
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- BSXLLFUSNQCWJP-UHFFFAOYSA-N thiophene-2-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CS1 BSXLLFUSNQCWJP-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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CNB2005100986577A CN100400527C (zh) | 2005-09-09 | 2005-09-09 | 焦化苯氧化生产顺酐的方法 |
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CNB2005100986577A CN100400527C (zh) | 2005-09-09 | 2005-09-09 | 焦化苯氧化生产顺酐的方法 |
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101219918B (zh) * | 2007-01-08 | 2011-03-09 | 太原市侨友化工有限公司 | 焦化粗苯精制方法 |
CN101440083B (zh) * | 2007-11-20 | 2012-04-25 | 河南大学 | 一种从焦化粗苯中提取噻吩的方法 |
CN102432589A (zh) * | 2011-11-07 | 2012-05-02 | 潍坊市元利化工有限公司 | 一种共沸蒸馏提纯噻吩的方法 |
CN101270027B (zh) * | 2008-05-06 | 2013-01-23 | 天津凯赛特科技有限公司 | 一种焦化粗苯的精制系统及其精制方法 |
CN104096376A (zh) * | 2014-06-27 | 2014-10-15 | 常州瑞华化工工程技术有限公司 | 一种防止顺酐装置氧化产物冷凝器堵塞的方法和装置 |
CN105536625A (zh) * | 2015-12-14 | 2016-05-04 | 天津市天环精细化工研究所 | 一种中试苯汽化混合器 |
CN112759568A (zh) * | 2019-11-01 | 2021-05-07 | 中国石油化工股份有限公司 | 处理含苯干气并制取顺酐的方法和装置 |
CN112778245A (zh) * | 2019-11-01 | 2021-05-11 | 中国石油化工股份有限公司 | 制备顺酐的方法和装置 |
CN116182133A (zh) * | 2023-01-12 | 2023-05-30 | 常州瑞华化工工程技术股份有限公司 | 一种顺酐装置副产高压或超高压蒸汽的装置及其生产方法 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100450982C (zh) * | 2003-05-28 | 2009-01-14 | 北京石油化工学院 | 一种由粗苯制备纯苯和浓缩噻吩的方法 |
-
2005
- 2005-09-09 CN CNB2005100986577A patent/CN100400527C/zh active Active
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101219918B (zh) * | 2007-01-08 | 2011-03-09 | 太原市侨友化工有限公司 | 焦化粗苯精制方法 |
CN101440083B (zh) * | 2007-11-20 | 2012-04-25 | 河南大学 | 一种从焦化粗苯中提取噻吩的方法 |
CN101270027B (zh) * | 2008-05-06 | 2013-01-23 | 天津凯赛特科技有限公司 | 一种焦化粗苯的精制系统及其精制方法 |
CN102432589A (zh) * | 2011-11-07 | 2012-05-02 | 潍坊市元利化工有限公司 | 一种共沸蒸馏提纯噻吩的方法 |
CN104096376A (zh) * | 2014-06-27 | 2014-10-15 | 常州瑞华化工工程技术有限公司 | 一种防止顺酐装置氧化产物冷凝器堵塞的方法和装置 |
CN104096376B (zh) * | 2014-06-27 | 2016-03-09 | 常州瑞华化工工程技术有限公司 | 一种防止顺酐装置氧化产物冷凝器堵塞的方法和装置 |
CN105536625A (zh) * | 2015-12-14 | 2016-05-04 | 天津市天环精细化工研究所 | 一种中试苯汽化混合器 |
CN112759568A (zh) * | 2019-11-01 | 2021-05-07 | 中国石油化工股份有限公司 | 处理含苯干气并制取顺酐的方法和装置 |
CN112778245A (zh) * | 2019-11-01 | 2021-05-11 | 中国石油化工股份有限公司 | 制备顺酐的方法和装置 |
CN112759568B (zh) * | 2019-11-01 | 2022-08-19 | 中国石油化工股份有限公司 | 处理含苯干气并制取顺酐的方法和装置 |
CN112778245B (zh) * | 2019-11-01 | 2022-09-20 | 中国石油化工股份有限公司 | 制备顺酐的方法和装置 |
CN116182133A (zh) * | 2023-01-12 | 2023-05-30 | 常州瑞华化工工程技术股份有限公司 | 一种顺酐装置副产高压或超高压蒸汽的装置及其生产方法 |
CN116182133B (zh) * | 2023-01-12 | 2023-10-13 | 常州瑞华化工工程技术股份有限公司 | 一种顺酐装置副产高压或超高压蒸汽的装置及其生产方法 |
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