CN1809522A - 生产烷基芳基醚和碳酸二芳基酯的方法和装置 - Google Patents
生产烷基芳基醚和碳酸二芳基酯的方法和装置 Download PDFInfo
- Publication number
- CN1809522A CN1809522A CNA2004800175693A CN200480017569A CN1809522A CN 1809522 A CN1809522 A CN 1809522A CN A2004800175693 A CNA2004800175693 A CN A2004800175693A CN 200480017569 A CN200480017569 A CN 200480017569A CN 1809522 A CN1809522 A CN 1809522A
- Authority
- CN
- China
- Prior art keywords
- distillation column
- reactive distillation
- tower
- alkyl aryl
- aryl ether
- 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.)
- Granted
Links
- -1 diaryl carbonate Chemical compound 0.000 title claims abstract description 94
- 150000001346 alkyl aryl ethers Chemical class 0.000 title claims abstract description 91
- 238000000034 method Methods 0.000 title claims abstract description 48
- 238000004519 manufacturing process Methods 0.000 title description 10
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 78
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- 239000012530 fluid Substances 0.000 claims description 99
- 238000000066 reactive distillation Methods 0.000 claims description 88
- 238000006243 chemical reaction Methods 0.000 claims description 53
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 33
- 238000010924 continuous production Methods 0.000 claims description 8
- 230000001351 cycling effect Effects 0.000 claims description 8
- 241000282326 Felis catus Species 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000000376 reactant Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 229930185605 Bisphenol Natural products 0.000 claims description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 238000012546 transfer Methods 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims 5
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 238000005809 transesterification reaction Methods 0.000 abstract description 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical group 0.000 description 15
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 14
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- 239000006227 byproduct Substances 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 241000183024 Populus tremula Species 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 238000012856 packing Methods 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- UVCBVNDFDCGFKI-UHFFFAOYSA-N benzene;carbonic acid Chemical compound OC(O)=O.C1=CC=CC=C1 UVCBVNDFDCGFKI-UHFFFAOYSA-N 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 238000007323 disproportionation reaction Methods 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000004088 simulation Methods 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- 125000005023 xylyl group Chemical group 0.000 description 3
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000004087 circulation Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000004134 energy conservation Methods 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 238000007039 two-step reaction Methods 0.000 description 2
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- PXSSNPBEHHJLDH-UHFFFAOYSA-N 2,3,4,5-tetramethylphenol Chemical compound CC1=CC(O)=C(C)C(C)=C1C PXSSNPBEHHJLDH-UHFFFAOYSA-N 0.000 description 1
- RLEWTHFVGOXXTN-UHFFFAOYSA-N 2,3-diethylphenol Chemical compound CCC1=CC=CC(O)=C1CC RLEWTHFVGOXXTN-UHFFFAOYSA-N 0.000 description 1
- HRQPPTDGMMGDKC-UHFFFAOYSA-N 2,3-dipropylphenol Chemical compound CCCC1=CC=CC(O)=C1CCC HRQPPTDGMMGDKC-UHFFFAOYSA-N 0.000 description 1
- ASLNDVUAZOHADR-UHFFFAOYSA-N 2-butyl-3-methylphenol Chemical compound CCCCC1=C(C)C=CC=C1O ASLNDVUAZOHADR-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- OCKYMBMCPOAFLL-UHFFFAOYSA-N 2-ethyl-3-methylphenol Chemical compound CCC1=C(C)C=CC=C1O OCKYMBMCPOAFLL-UHFFFAOYSA-N 0.000 description 1
- ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical compound CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
- MEEKGULDSDXFCN-UHFFFAOYSA-N 2-pentylphenol Chemical compound CCCCCC1=CC=CC=C1O MEEKGULDSDXFCN-UHFFFAOYSA-N 0.000 description 1
- LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical compound CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 description 1
- FCUBUGPGVCEURB-UHFFFAOYSA-N 3-methyl-2-propylphenol Chemical compound CCCC1=C(C)C=CC=C1O FCUBUGPGVCEURB-UHFFFAOYSA-N 0.000 description 1
- SJZMLQZXDBKLIU-UHFFFAOYSA-N C(O)(O)=O.C(CCCCC)C1=CC=CC=C1 Chemical compound C(O)(O)=O.C(CCCCC)C1=CC=CC=C1 SJZMLQZXDBKLIU-UHFFFAOYSA-N 0.000 description 1
- WNPZNVYDKKFMNT-UHFFFAOYSA-N C(O)(O)=O.C(CCCCCC)C1=CC=CC=C1 Chemical compound C(O)(O)=O.C(CCCCCC)C1=CC=CC=C1 WNPZNVYDKKFMNT-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- PWATWSYOIIXYMA-UHFFFAOYSA-N Pentylbenzene Chemical compound CCCCCC1=CC=CC=C1 PWATWSYOIIXYMA-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000005910 alkyl carbonate group Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- FLIHROUXKOLBTC-UHFFFAOYSA-N butyl pentyl carbonate Chemical compound CCCCCOC(=O)OCCCC FLIHROUXKOLBTC-UHFFFAOYSA-N 0.000 description 1
- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- NHZZUJIRMHDTKR-UHFFFAOYSA-N carbonic acid;toluene Chemical compound OC(O)=O.CC1=CC=CC=C1 NHZZUJIRMHDTKR-UHFFFAOYSA-N 0.000 description 1
- 238000006757 chemical reactions by type Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- ZEBJPYUECLCDRQ-UHFFFAOYSA-N didecyl carbonate Chemical compound CCCCCCCCCCOC(=O)OCCCCCCCCCC ZEBJPYUECLCDRQ-UHFFFAOYSA-N 0.000 description 1
- PKPOVTYZGGYDIJ-UHFFFAOYSA-N dioctyl carbonate Chemical compound CCCCCCCCOC(=O)OCCCCCCCC PKPOVTYZGGYDIJ-UHFFFAOYSA-N 0.000 description 1
- HSNQKJVQUFYBBY-UHFFFAOYSA-N dipentyl carbonate Chemical compound CCCCCOC(=O)OCCCCC HSNQKJVQUFYBBY-UHFFFAOYSA-N 0.000 description 1
- VUPKGFBOKBGHFZ-UHFFFAOYSA-N dipropyl carbonate Chemical compound CCCOC(=O)OCCC VUPKGFBOKBGHFZ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- GECNIOWBEXHZNM-UHFFFAOYSA-N hexyl hydrogen carbonate Chemical compound CCCCCCOC(O)=O GECNIOWBEXHZNM-UHFFFAOYSA-N 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- JHZWMBRFGLKQSH-UHFFFAOYSA-N methyl $l^{1}-oxidanylformate Chemical compound COC([O])=O JHZWMBRFGLKQSH-UHFFFAOYSA-N 0.000 description 1
- XELDFVZUWBZRDS-UHFFFAOYSA-N methyl (2-phenylphenyl) carbonate Chemical group COC(=O)OC1=CC=CC=C1C1=CC=CC=C1 XELDFVZUWBZRDS-UHFFFAOYSA-N 0.000 description 1
- 125000005911 methyl carbonate group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000011064 split stream procedure Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
- B01D3/146—Multiple effect distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/06—Preparation of esters of carbonic or haloformic acids from organic carbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/08—Purification; Separation; Stabilisation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Abstract
Description
比较例,从第二反应蒸馏塔的侧面引出 | 塔110的馏出物分支,图1描述的方法的模拟分析 | 塔110的侧引出,图2描述的方法的模拟分析 | ||||||||||
实施例18 | 实施例1 | 实施例2 | ||||||||||
流体号 | 114 | 112 | 112b | 142 | 114 | 112 | 112c | 142 | ||||
6 | 5 | 12 | 13 | |||||||||
温度摄氏度 | 214.00 | 136.20 | 129.20 | 185.90 | 214.00 | 136.20 | 136.20 | 183.60 | 214.00 | 136.20 | 153.20 | 183.60 |
压力帕斯卡 | 593000 | 539100 | 251300 | 214000 | 593000 | 539100 | 251300 | 214000 | 593000 | 539100 | 251300 | 214000 |
组成(重量%) | ||||||||||||
二氧化碳 | 0.00 | 0.02 | 0.00 | 0.00 | 0.00 | 0.02 | 0.02 | 0.00 | 0.00 | 0.02 | 0.00 | 0.00 |
甲醇 | 0.10 | 5.17 | 0.05 | 0.00 | 0.10 | 5.38 | 5.38 | 0.00 | 0.10 | 5.42 | 0.96 | 0.00 |
苯酚 | 36.80 | 0.44 | 1.18 | 10.16 | 38.10 | 0.00 | 0.00 | 0.02 | 39.45 | 0.00 | 0.01 | 0.05 |
碳酸二甲酯 | 28.14 | 88.50 | 52.99 | 0.00 | 28.57 | 91.38 | 91.38 | 0.10 | 29.05 | 92.74 | 85.16 | 0.10 |
苯基甲基碳酸酯 | 21.19 | 0.00 | 0.01 | 0.05 | 21.69 | 0.00 | 0.00 | 0.00 | 22.53 | 0.00 | 0.00 | 0.00 |
碳酸二苯酯 | 2.03 | 0.00 | 0.00 | 0.00 | 2.10 | 0.00 | 0.00 | 0.00 | 2.23 | 0.00 | 0.00 | 0.00 |
苯甲醚 | 9.78 | 5.87 | 45.77 | 89.79 | 7.42 | 3.22 | 3.22 | 99.88 | 4.45 | 1.82 | 13.88 | 99.85 |
包括催化剂的其它物质 | 1.95 | 0.00 | 0.00 | 0.00 | 2.02 | 0.00 | 0.00 | 0.00 | 2.18 | 0.00 | 0.00 | 0.00 |
总量 | 100.00 | 100.00 | 100.00 | 100.00 | 99.99 | 100.00 | 100.00 | 100.00 | 99.99 | 100.00 | 100.00 | 100.00 |
产生每吨DPC消耗的流体吨数 | 5.4024 | 5.1981 | 5.0969 |
实施例号 | 110中的回流比 | 在流体142中的苯甲醚的纯度(重量%) |
3 | 0.8300 | 33.56 |
4 | 0.8421 | 36.06 |
5 | 0.8543 | 39.11 |
6 | 0.8664 | 42.99 |
7 | 0.8786 | 48.14 |
8 | 0.8907 | 55.46 |
9 | 0.9029 | 67.09 |
10 | 0.9150 | 89.47 |
11 | 0.9271 | 100.00 |
12 | 0.9393 | 100.00 |
13 | 0.9514 | 100.00 |
14 | 0.9636 | 100.00 |
15 | 0.9757 | 100.00 |
16 | 0.9879 | 100.00 |
17 | 1.0000 | 100.00 |
Claims (13)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/604,099 | 2003-06-26 | ||
US10/604,099 US7141641B2 (en) | 2003-06-26 | 2003-06-26 | Method and apparatus for production of alkyl aryl ether and diaryl carbonate |
PCT/US2004/018957 WO2005000776A2 (en) | 2003-06-26 | 2004-06-15 | Method and apparatus for production of alkyl aryl ether and diaryl carbonate |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2007101262590A Division CN101081814B (zh) | 2003-06-26 | 2004-06-15 | 生产烷基芳基醚和碳酸二芳基酯的方法和装置 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1809522A true CN1809522A (zh) | 2006-07-26 |
CN1809522B CN1809522B (zh) | 2010-05-05 |
Family
ID=33539888
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2004800175693A Expired - Fee Related CN1809522B (zh) | 2003-06-26 | 2004-06-15 | 生产烷基芳基醚和碳酸二芳基酯的方法和装置 |
CN2007101262590A Expired - Fee Related CN101081814B (zh) | 2003-06-26 | 2004-06-15 | 生产烷基芳基醚和碳酸二芳基酯的方法和装置 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2007101262590A Expired - Fee Related CN101081814B (zh) | 2003-06-26 | 2004-06-15 | 生产烷基芳基醚和碳酸二芳基酯的方法和装置 |
Country Status (7)
Country | Link |
---|---|
US (1) | US7141641B2 (zh) |
EP (1) | EP1641733A2 (zh) |
JP (1) | JP2007523855A (zh) |
KR (1) | KR101143244B1 (zh) |
CN (2) | CN1809522B (zh) |
TW (1) | TW200517369A (zh) |
WO (1) | WO2005000776A2 (zh) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103588625A (zh) * | 2013-11-21 | 2014-02-19 | 浙江大洋生物科技集团股份有限公司 | 利用甲基硫酸钠废渣合成苯甲醚的方法 |
CN104395279A (zh) * | 2012-06-29 | 2015-03-04 | 沙特基础创新塑料Ip私人有限责任公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN104395278A (zh) * | 2012-06-29 | 2015-03-04 | 沙特基础创新塑料Ip私人有限责任公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN107080966A (zh) * | 2017-05-04 | 2017-08-22 | 华东理工大学 | 一种分壁精馏塔及分壁精馏方法 |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100594208C (zh) * | 2004-06-25 | 2010-03-17 | 旭化成化学株式会社 | 芳香族碳酸酯的工业制备方法 |
BRPI0513320B1 (pt) * | 2004-07-13 | 2015-11-24 | Asahi Kasei Chemicals Corp | processo para a produção de um carbonato aromático, e, coluna de destilação contínua de estágios múltiplos para realizar a reação e a destilação |
JP4292210B2 (ja) | 2004-08-25 | 2009-07-08 | 旭化成ケミカルズ株式会社 | 高純度ジフェニルカーボネートの工業的製造方法 |
JP4292214B2 (ja) * | 2004-10-14 | 2009-07-08 | 旭化成ケミカルズ株式会社 | 高純度ジアリールカーボネートの製造方法 |
US7288668B2 (en) * | 2005-11-17 | 2007-10-30 | Catalytic Distillation Technologies | Process for making diaryl carbonate |
CN101341114B (zh) * | 2005-12-19 | 2012-07-25 | 旭化成化学株式会社 | 工业规模制备高纯度碳酸二苯酯的方法 |
KR101119777B1 (ko) * | 2006-09-11 | 2012-03-23 | 주식회사 엘지화학 | 디아릴카보네이트의 제조방법 및 그 제조장치 |
US8110698B2 (en) * | 2008-02-11 | 2012-02-07 | Shell Oil Company | Process for producing diphenyl carbonate |
DE102008029514A1 (de) | 2008-06-21 | 2009-12-24 | Bayer Materialscience Ag | Verfahren zur Herstellung von Diarylcarbonaten aus Dialkylcarbonaten |
US20110220920A1 (en) * | 2010-03-09 | 2011-09-15 | Brian Thomas Collins | Methods of forming warm white light emitting devices having high color rendering index values and related light emitting devices |
DE102010042937A1 (de) | 2010-10-08 | 2012-04-12 | Bayer Materialscience Aktiengesellschaft | Verfahren zur Herstellung von Diarylcarbonaten aus Dialkylcarbonaten |
EP2650278A1 (de) | 2012-04-11 | 2013-10-16 | Bayer MaterialScience AG | Verfahren zur Herstellung von Diarylcarbonaten aus Dialkylcarbonaten |
RU2487861C1 (ru) * | 2012-05-23 | 2013-07-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Казанский национальный исследовательский технологический университет" | Способ получения бис-2-гидроксиэтилового эфира 4,4'-диоксидифенил-2,2-пропана |
US8961744B2 (en) * | 2013-02-25 | 2015-02-24 | Korex Corporation | System and method for recycling high-boiling-point waste photoresist stripper |
EP3120924A1 (en) * | 2015-07-24 | 2017-01-25 | Shell Internationale Research Maatschappij B.V. | Apparatus and process for relieving pressure in a chemical plant |
CN105198746B (zh) * | 2015-10-14 | 2017-08-04 | 中建安装工程有限公司 | 一种苯酚和碳酸二甲酯一步法制备碳酸二苯酯的方法及装置 |
CN110382455A (zh) | 2017-03-09 | 2019-10-25 | 沙特基础工业全球技术有限公司 | 生产碳酸二芳基酯的方法 |
US20220017450A1 (en) * | 2018-12-18 | 2022-01-20 | Shell Oil Company | Process for preparing dialkyl carbonate and alkanediol |
CN113577814B (zh) * | 2021-08-16 | 2022-10-18 | 四川中蓝国塑新材料科技有限公司 | 一种用于聚碳酸酯工业化生产的碳酸二苯酯回收装置及方法 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4182726A (en) | 1974-06-25 | 1980-01-08 | Snamprogetti, S.P.A. | Process for the preparation of aromatic carbonates |
US4410464A (en) | 1982-03-15 | 1983-10-18 | General Electric Company | Diaryl carbonate process |
US5166393A (en) | 1987-10-05 | 1992-11-24 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for producing diaryl carbonate |
KR940005956B1 (ko) | 1989-12-28 | 1994-06-25 | 아사히가세이고오교 가부시끼가이샤 | 방향족 카르보네이트의 연속 제조방법 |
GB2255972A (en) | 1991-04-12 | 1992-11-25 | Davy Res & Dev Ltd | Production of diaryl carbonates. |
JP3546098B2 (ja) * | 1995-08-23 | 2004-07-21 | 三菱化学株式会社 | ジアリールカーボネートの連続的製造方法 |
KR100256839B1 (ko) | 1995-09-22 | 2000-05-15 | 야마모토 카즈모토 | 방향족 카르보네이트의 제조 방법 |
DE19545444A1 (de) | 1995-12-06 | 1997-06-12 | Du Pont | Alkoxide mit Erdalkalien und Titan, Zirkon und/oder Hafnium, deren Herstellung und Verwendung |
JP3528997B2 (ja) | 1995-12-15 | 2004-05-24 | 日本ジーイープラスチックス株式会社 | ポリカーボネートの製造方法 |
JP3846926B2 (ja) | 1995-12-27 | 2006-11-15 | 日本ジーイープラスチックス株式会社 | 芳香族カーボネートの連続的製造方法 |
IT1282363B1 (it) | 1996-01-16 | 1998-03-20 | Enichem Spa | Procedimento continuo per la preparazione di fenil metil carbonato |
CA2296675A1 (en) | 1997-07-14 | 1999-01-28 | Itaru Sawaki | Method for gas phase catalytic oxidation reaction of a hydrocarbon |
US6168382B1 (en) | 1998-10-20 | 2001-01-02 | General Electric Co. | Turbine rotor wheel with forged replacement dovetail and method of repair |
EP1174406B1 (en) * | 1999-03-03 | 2007-10-31 | Asahi Kasei Chemicals Corporation | Method for continously producing a dialkyl carbonate and a diol |
US6315868B1 (en) * | 1999-04-26 | 2001-11-13 | General Electric Company | Method of separating dimethyl carbonate and methanol |
US6294684B1 (en) | 1999-12-08 | 2001-09-25 | General Electric Company | Method and apparatus for the continuous production of diaryl carbonates |
-
2003
- 2003-06-26 US US10/604,099 patent/US7141641B2/en not_active Expired - Fee Related
-
2004
- 2004-06-15 KR KR1020057024713A patent/KR101143244B1/ko active IP Right Grant
- 2004-06-15 JP JP2006517271A patent/JP2007523855A/ja not_active Withdrawn
- 2004-06-15 EP EP04776573A patent/EP1641733A2/en not_active Withdrawn
- 2004-06-15 WO PCT/US2004/018957 patent/WO2005000776A2/en active Application Filing
- 2004-06-15 CN CN2004800175693A patent/CN1809522B/zh not_active Expired - Fee Related
- 2004-06-15 CN CN2007101262590A patent/CN101081814B/zh not_active Expired - Fee Related
- 2004-06-25 TW TW093118656A patent/TW200517369A/zh unknown
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104395279A (zh) * | 2012-06-29 | 2015-03-04 | 沙特基础创新塑料Ip私人有限责任公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN104395278A (zh) * | 2012-06-29 | 2015-03-04 | 沙特基础创新塑料Ip私人有限责任公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN104395278B (zh) * | 2012-06-29 | 2016-06-15 | 沙特基础全球技术有限公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN104395279B (zh) * | 2012-06-29 | 2017-04-26 | 沙特基础全球技术有限公司 | 用于生产碳酸二芳基酯的方法和装置 |
CN103588625A (zh) * | 2013-11-21 | 2014-02-19 | 浙江大洋生物科技集团股份有限公司 | 利用甲基硫酸钠废渣合成苯甲醚的方法 |
CN103588625B (zh) * | 2013-11-21 | 2015-04-15 | 浙江大洋生物科技集团股份有限公司 | 利用甲基硫酸钠废渣合成苯甲醚的方法 |
CN107080966A (zh) * | 2017-05-04 | 2017-08-22 | 华东理工大学 | 一种分壁精馏塔及分壁精馏方法 |
Also Published As
Publication number | Publication date |
---|---|
US20040266974A1 (en) | 2004-12-30 |
US7141641B2 (en) | 2006-11-28 |
TW200517369A (en) | 2005-06-01 |
EP1641733A2 (en) | 2006-04-05 |
CN101081814A (zh) | 2007-12-05 |
KR20060026441A (ko) | 2006-03-23 |
CN1809522B (zh) | 2010-05-05 |
KR101143244B1 (ko) | 2012-05-18 |
WO2005000776A3 (en) | 2005-03-24 |
WO2005000776A2 (en) | 2005-01-06 |
JP2007523855A (ja) | 2007-08-23 |
CN101081814B (zh) | 2011-06-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1809522A (zh) | 生产烷基芳基醚和碳酸二芳基酯的方法和装置 | |
JP4292214B2 (ja) | 高純度ジアリールカーボネートの製造方法 | |
CN100554241C (zh) | 醇类副产物的工业分离方法 | |
EP1237842B1 (en) | Method and apparatus for the continuous production of diaryl carbonates | |
CN100554242C (zh) | 醇类副产物的工业分离方法 | |
CN101006045B (zh) | 高纯度碳酸二苯酯的工业制备方法 | |
JP4224514B2 (ja) | 高純度ジアリールカーボネートの工業的製造方法 | |
CN104395279B (zh) | 用于生产碳酸二芳基酯的方法和装置 | |
KR101651673B1 (ko) | 디알킬 카르보네이트로부터의 디아릴 카르보네이트의 제조 방법 | |
CN101341114B (zh) | 工业规模制备高纯度碳酸二苯酯的方法 | |
JP2010241811A (ja) | ジアルキルカーボネートからジアリールカーボネートまたはアルキルアリールカーボネートを調製するための方法 | |
CN101010284B (zh) | 高纯度碳酸二苯酯的工业制备方法 | |
KR20090028482A (ko) | 디알킬 카르보네이트로부터의 디아릴 및/또는 알킬아릴 카르보네이트의 제조 방법 | |
CN101331107B (zh) | 高纯度碳酸二芳基酯的工业制备方法 | |
CN1117062C (zh) | 制备羧酸乙烯酯的方法 | |
CN101331108B (zh) | 芳香族碳酸酯的工业制备方法 | |
CN101331101B (zh) | 工业上高收率制备碳酸二烷基酯和二醇类的方法 | |
CN1993310A (zh) | 生产双酚-a的方法 | |
WO2006033291A1 (ja) | 副生アルコール類の工業的分離装置 | |
CN1675164A (zh) | 生产芳族碳酸酯的方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
ASS | Succession or assignment of patent right |
Owner name: SHABO BASE CREATION PLASTICS INTELLECTUAL PROPERT Free format text: FORMER OWNER: GENERAL ELECTRIC CO. Effective date: 20081031 |
|
C41 | Transfer of patent application or patent right or utility model | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20081031 Address after: Bergen Op Zoom Holland Applicant after: Sabic Innovative Plastics Ip Address before: American New York Applicant before: General Electric Company |
|
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C56 | Change in the name or address of the patentee | ||
CP01 | Change in the name or title of a patent holder |
Address after: Bergen Op Zoom Holland Patentee after: Sabic Innovative Plastics IP Address before: Bergen Op Zoom Holland Patentee before: Sabic Innovative Plastics Ip |
|
CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20100505 Termination date: 20200615 |