CN106008208A - 一种降低醋酸混丁酯生产过程中轻组分的方法 - Google Patents
一种降低醋酸混丁酯生产过程中轻组分的方法 Download PDFInfo
- Publication number
- CN106008208A CN106008208A CN201610459422.4A CN201610459422A CN106008208A CN 106008208 A CN106008208 A CN 106008208A CN 201610459422 A CN201610459422 A CN 201610459422A CN 106008208 A CN106008208 A CN 106008208A
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- Prior art keywords
- acetic acid
- reactor
- butyl ester
- concentrated sulphuric
- tower
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims abstract description 248
- 238000000034 method Methods 0.000 title claims abstract description 60
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 29
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 60
- 239000000463 material Substances 0.000 claims abstract description 51
- 230000032050 esterification Effects 0.000 claims abstract description 38
- 238000005886 esterification reaction Methods 0.000 claims abstract description 38
- 239000012071 phase Substances 0.000 claims abstract description 37
- 238000006243 chemical reaction Methods 0.000 claims abstract description 32
- 230000008569 process Effects 0.000 claims abstract description 17
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 100
- 239000001117 sulphuric acid Substances 0.000 claims description 53
- 235000011149 sulphuric acid Nutrition 0.000 claims description 53
- 239000008346 aqueous phase Substances 0.000 claims description 30
- 238000005201 scrubbing Methods 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 24
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 15
- 239000002994 raw material Substances 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 208000035126 Facies Diseases 0.000 claims description 9
- 238000010533 azeotropic distillation Methods 0.000 claims description 7
- 239000012043 crude product Substances 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- 125000003944 tolyl group Chemical group 0.000 claims description 3
- 230000006837 decompression Effects 0.000 claims description 2
- 238000004508 fractional distillation Methods 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 230000035515 penetration Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 33
- 239000007788 liquid Substances 0.000 abstract description 11
- 150000001298 alcohols Chemical class 0.000 abstract description 8
- 239000012074 organic phase Substances 0.000 abstract description 6
- 238000006297 dehydration reaction Methods 0.000 abstract description 5
- -1 butyl alcohols Chemical class 0.000 abstract 1
- 238000011437 continuous method Methods 0.000 abstract 1
- 238000005191 phase separation Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 description 17
- 239000000047 product Substances 0.000 description 15
- 238000005516 engineering process Methods 0.000 description 14
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 14
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 12
- 239000000470 constituent Substances 0.000 description 11
- 238000011084 recovery Methods 0.000 description 11
- 238000007599 discharging Methods 0.000 description 10
- 238000002407 reforming Methods 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 7
- 150000003333 secondary alcohols Chemical class 0.000 description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 6
- 238000013329 compounding Methods 0.000 description 6
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical group CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 6
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical group CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000007701 flash-distillation Methods 0.000 description 5
- 238000005070 sampling Methods 0.000 description 5
- 230000018044 dehydration Effects 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229920002160 Celluloid Polymers 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 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
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- JYVHOGDBFNJNMR-UHFFFAOYSA-N hexane;hydrate Chemical compound O.CCCCCC JYVHOGDBFNJNMR-UHFFFAOYSA-N 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
粗酯中轻组分含量 | 7天后 | 15天后 | 30天后 | 45天后 |
实施例1工艺 | 0.31% | 0.58% | 0.99% | 1.54% |
未改造工艺 | 0.32% | 1.02% | 2.34% | 3.61% |
粗酯中轻组分含量 | 7天后 | 15天后 | 30天后 | 45天后 |
实施例2工艺 | 0.42% | 0.92% | 1.33% | 2.02% |
未改造工艺 | 0.72% | 1.58% | 2.87% | 4.32% |
粗酯中轻组分含量 | 7天后 | 15天后 | 30天后 | 45天后 |
实施例:3工艺 | 0.35% | 0.72% | 1.13% | 1.87% |
未改造工艺 | 0.40% | 1.05% | 2.27% | 4.02% |
粗酯中轻组分含量 | 7天后 | 15天后 | 30天后 | 45天后 |
实施例:4工艺 | 0.35% | 0.70% | 1.11% | 1.87% |
未改造工艺 | 0.41% | 1.08% | 2.37% | 4.32% |
粗酯中轻组分含量 | 7天后 | 15天后 | 30天后 | 45天后 |
实施例:5工艺 | 0.32% | 0.57% | 1.21% | 1.92% |
未改造工艺 | 0.43% | 1.25% | 2.36% | 4.21% |
Claims (5)
Priority Applications (1)
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CN201610459422.4A CN106008208B (zh) | 2016-07-21 | 2016-07-21 | 一种降低醋酸混丁酯生产过程中轻组分的方法 |
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CN201610459422.4A CN106008208B (zh) | 2016-07-21 | 2016-07-21 | 一种降低醋酸混丁酯生产过程中轻组分的方法 |
Publications (2)
Publication Number | Publication Date |
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CN106008208A true CN106008208A (zh) | 2016-10-12 |
CN106008208B CN106008208B (zh) | 2019-02-19 |
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CN201610459422.4A Active CN106008208B (zh) | 2016-07-21 | 2016-07-21 | 一种降低醋酸混丁酯生产过程中轻组分的方法 |
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CN (1) | CN106008208B (zh) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU1143740A1 (ru) * | 1983-06-17 | 1985-03-07 | Центральный научно-исследовательский и проектный институт лесохимической промышленности | Способ получени бутилацетата |
CN102675094A (zh) * | 2012-05-29 | 2012-09-19 | 江门天诚溶剂制品有限公司 | 一种醋酸乙酯节能提产的生产方法 |
CN102690197A (zh) * | 2012-05-29 | 2012-09-26 | 江门谦信化工发展有限公司 | 一种连续反应精馏制备醋酸混丁酯的生产方法 |
CN103254068A (zh) * | 2013-05-22 | 2013-08-21 | 江门天诚溶剂制品有限公司 | 一种醋酸丁酯生产的多效精馏节能工艺 |
CN104513157A (zh) * | 2014-11-28 | 2015-04-15 | 江门谦信化工发展有限公司 | 一种醋酸丙酯高效环保的生产方法 |
-
2016
- 2016-07-21 CN CN201610459422.4A patent/CN106008208B/zh active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU1143740A1 (ru) * | 1983-06-17 | 1985-03-07 | Центральный научно-исследовательский и проектный институт лесохимической промышленности | Способ получени бутилацетата |
CN102675094A (zh) * | 2012-05-29 | 2012-09-19 | 江门天诚溶剂制品有限公司 | 一种醋酸乙酯节能提产的生产方法 |
CN102690197A (zh) * | 2012-05-29 | 2012-09-26 | 江门谦信化工发展有限公司 | 一种连续反应精馏制备醋酸混丁酯的生产方法 |
CN103254068A (zh) * | 2013-05-22 | 2013-08-21 | 江门天诚溶剂制品有限公司 | 一种醋酸丁酯生产的多效精馏节能工艺 |
CN104513157A (zh) * | 2014-11-28 | 2015-04-15 | 江门谦信化工发展有限公司 | 一种醋酸丙酯高效环保的生产方法 |
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Address after: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee after: Qianxin Chemical Group Co.,Ltd. Address before: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee before: JIANGMEN HANDSOME CHEMICAL DEVELOPMENT Ltd. |
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Effective date of registration: 20220218 Address after: 519000 southwest of pingwan 1st Road, petrochemical zone, Gaolan Port Economic Zone, Zhuhai City, Guangdong Province Patentee after: Zhuhai Qianxin New Material Co.,Ltd. Address before: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee before: Qianxin Chemical Group Co.,Ltd. |
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Effective date of registration: 20220422 Address after: 529000 shiheli (solvent factory), Jianghai Road, Waihai, Jiangmen City, Guangdong Province Patentee after: Qianxin Chemical Group Co.,Ltd. Patentee after: Zhuhai Xinqian Material Co., Ltd Address before: 519000 southwest of pingwan 1st Road, petrochemical zone, Gaolan Port Economic Zone, Zhuhai City, Guangdong Province Patentee before: Zhuhai Qianxin New Material Co.,Ltd. |