JPS64933B2 - - Google Patents
Info
- Publication number
- JPS64933B2 JPS64933B2 JP56089664A JP8966481A JPS64933B2 JP S64933 B2 JPS64933 B2 JP S64933B2 JP 56089664 A JP56089664 A JP 56089664A JP 8966481 A JP8966481 A JP 8966481A JP S64933 B2 JPS64933 B2 JP S64933B2
- Authority
- JP
- Japan
- Prior art keywords
- isomerization
- chlorotoluene
- isomers
- isomer
- diluent
- 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.)
- Expired
Links
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 54
- 238000006317 isomerization reaction Methods 0.000 claims description 41
- 238000000926 separation method Methods 0.000 claims description 41
- 238000001179 sorption measurement Methods 0.000 claims description 38
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical class ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 23
- 239000003085 diluting agent Substances 0.000 claims description 22
- 239000003463 adsorbent Substances 0.000 claims description 21
- 238000004821 distillation Methods 0.000 claims description 18
- 239000010457 zeolite Substances 0.000 claims description 17
- 229910021536 Zeolite Inorganic materials 0.000 claims description 16
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 230000000274 adsorptive effect Effects 0.000 claims 2
- NPDACUSDTOMAMK-UHFFFAOYSA-N 4-Chlorotoluene Chemical compound CC1=CC=C(Cl)C=C1 NPDACUSDTOMAMK-UHFFFAOYSA-N 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 14
- IBSQPLPBRSHTTG-UHFFFAOYSA-N 1-chloro-2-methylbenzene Chemical compound CC1=CC=CC=C1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 description 10
- 150000001768 cations Chemical class 0.000 description 7
- 239000002994 raw material Substances 0.000 description 6
- 238000003795 desorption Methods 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000001354 calcination Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- -1 rare earth ions Chemical class 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- OSOUNOBYRMOXQQ-UHFFFAOYSA-N 1-chloro-3-methylbenzene Chemical compound CC1=CC=CC(Cl)=C1 OSOUNOBYRMOXQQ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229940018489 pronto Drugs 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- 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
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56089664A JPS57206626A (en) | 1981-06-12 | 1981-06-12 | Separating method of isomer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56089664A JPS57206626A (en) | 1981-06-12 | 1981-06-12 | Separating method of isomer |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61104779A Division JPS6289636A (ja) | 1986-05-09 | 1986-05-09 | パラキシレンとエチルベンゼンの分離回収方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57206626A JPS57206626A (en) | 1982-12-18 |
JPS64933B2 true JPS64933B2 (enrdf_load_stackoverflow) | 1989-01-10 |
Family
ID=13977010
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56089664A Granted JPS57206626A (en) | 1981-06-12 | 1981-06-12 | Separating method of isomer |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57206626A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01181867A (ja) * | 1988-01-14 | 1989-07-19 | Hisao Kimura | 血行促進健康器 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5170703A (en) * | 1974-12-14 | 1976-06-18 | Asahi Chemical Ind | Tankasuisoiseitaino kaishuhoho |
JPS5229730A (en) * | 1975-09-02 | 1977-03-05 | Photo Composing Mach Mfg Co Ltd | Photocomposing machine |
JPS53141221A (en) * | 1977-05-16 | 1978-12-08 | Toray Ind Inc | Preparation of p-diethylbenzene |
-
1981
- 1981-06-12 JP JP56089664A patent/JPS57206626A/ja active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01181867A (ja) * | 1988-01-14 | 1989-07-19 | Hisao Kimura | 血行促進健康器 |
Also Published As
Publication number | Publication date |
---|---|
JPS57206626A (en) | 1982-12-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4159284A (en) | Process for separation of hydrocarbon mixture | |
EP0125077B1 (en) | Adsorptive separation process | |
US4950824A (en) | Process for the production of 2,6-diisopropylnaphthalene | |
US4605799A (en) | Process for separating a halogenated toluene isomer | |
US4265788A (en) | Adsorbent for separating para-xylene, and process for the preparation thereof | |
KR920003117B1 (ko) | 디클로로큐멘 이성질체의 분리방법 | |
JPS6323976B2 (enrdf_load_stackoverflow) | ||
JPS64933B2 (enrdf_load_stackoverflow) | ||
US4313014A (en) | Process for the separation of cyclohexene | |
US4992622A (en) | Method of separating 2,6-diisopropylnaphthalene from a mixture containing diisopropylnaphthalene isomers | |
JP2576725B2 (ja) | 2,4−ジクロロトルエンの分離方法 | |
JPS6324495B2 (enrdf_load_stackoverflow) | ||
JPS6324981B2 (enrdf_load_stackoverflow) | ||
JPH01199921A (ja) | 2,6−ジイソプロピルナフタレンの吸着分離方法 | |
JPS6289636A (ja) | パラキシレンとエチルベンゼンの分離回収方法 | |
JPH0112733B2 (enrdf_load_stackoverflow) | ||
EP0182673A2 (en) | A process for enhancing the separation of paraxylene from a feedstream containing other xylenes and ethylbenzene using a zeolite adsorbent | |
JPS6364412B2 (enrdf_load_stackoverflow) | ||
JPH0112734B2 (enrdf_load_stackoverflow) | ||
JPH0466460B2 (enrdf_load_stackoverflow) | ||
JPS6212207B2 (enrdf_load_stackoverflow) | ||
JPH09188638A (ja) | ジハロゲン化ベンゼン異性体の分離方法 | |
JPH08291096A (ja) | エチルフェノール異性体の分離方法 | |
JPS6323977B2 (enrdf_load_stackoverflow) | ||
JPH01250330A (ja) | 3,5―ジクロルクメンの分離方法 |