JPH01254633A - ジクロルトルエンの異性化方法 - Google Patents
ジクロルトルエンの異性化方法Info
- Publication number
- JPH01254633A JPH01254633A JP8364688A JP8364688A JPH01254633A JP H01254633 A JPH01254633 A JP H01254633A JP 8364688 A JP8364688 A JP 8364688A JP 8364688 A JP8364688 A JP 8364688A JP H01254633 A JPH01254633 A JP H01254633A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- silver
- zeolite
- type zeolite
- dct
- 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
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical compound ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 238000006317 isomerization reaction Methods 0.000 title description 23
- 239000010457 zeolite Substances 0.000 claims abstract description 41
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 40
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 32
- 239000003054 catalyst Substances 0.000 claims abstract description 31
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052709 silver Inorganic materials 0.000 claims abstract description 13
- 239000004332 silver Substances 0.000 claims abstract description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 229910052680 mordenite Inorganic materials 0.000 claims abstract description 6
- 238000005342 ion exchange Methods 0.000 abstract description 14
- 238000005470 impregnation Methods 0.000 abstract description 4
- 239000000543 intermediate Substances 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000003905 agrochemical Substances 0.000 abstract description 2
- 230000003197 catalytic effect Effects 0.000 abstract description 2
- 230000006866 deterioration Effects 0.000 abstract description 2
- 229940079593 drug Drugs 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 229910000765 intermetallic Inorganic materials 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 18
- 238000002441 X-ray diffraction Methods 0.000 description 8
- 150000001768 cations Chemical class 0.000 description 7
- -1 hydrogen ions Chemical class 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229940100890 silver compound Drugs 0.000 description 3
- 150000003379 silver compounds Chemical class 0.000 description 3
- 229910001961 silver nitrate Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical group [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 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 2
- 125000001477 organic nitrogen group Chemical group 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- ZXSQEZNORDWBGZ-UHFFFAOYSA-N 1,3-dihydropyrrolo[2,3-b]pyridin-2-one Chemical compound C1=CN=C2NC(=O)CC2=C1 ZXSQEZNORDWBGZ-UHFFFAOYSA-N 0.000 description 1
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 1
- 206010013496 Disturbance in attention Diseases 0.000 description 1
- 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 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001958 silver carbonate Inorganic materials 0.000 description 1
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
- C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- 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 |
|---|---|---|---|
| JP8364688A JPH01254633A (ja) | 1988-04-04 | 1988-04-04 | ジクロルトルエンの異性化方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8364688A JPH01254633A (ja) | 1988-04-04 | 1988-04-04 | ジクロルトルエンの異性化方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01254633A true JPH01254633A (ja) | 1989-10-11 |
| JPH0437054B2 JPH0437054B2 (enrdf_load_stackoverflow) | 1992-06-18 |
Family
ID=13808216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8364688A Granted JPH01254633A (ja) | 1988-04-04 | 1988-04-04 | ジクロルトルエンの異性化方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01254633A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04112843A (ja) * | 1990-09-03 | 1992-04-14 | Toray Ind Inc | トリクロルベンゼンの異性化方法 |
| WO2007128955A1 (en) * | 2006-04-12 | 2007-11-15 | Bp Chemicals Limited | Process for the preparation of carbonylation products |
| CN105198696A (zh) * | 2015-09-30 | 2015-12-30 | 江苏大学 | 一种h型分子筛催化2,5-二氯甲苯制备2,6-二氯甲苯的方法 |
| CN106540738A (zh) * | 2016-09-27 | 2017-03-29 | 江苏大学 | 金属Ag改性分子筛催化2,5‑二氯甲苯异构化的方法 |
| CN106831318A (zh) * | 2017-02-09 | 2017-06-13 | 江苏大学 | 一种改性h型分子筛催化2,5‑二氯甲苯反应的方法 |
-
1988
- 1988-04-04 JP JP8364688A patent/JPH01254633A/ja active Granted
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04112843A (ja) * | 1990-09-03 | 1992-04-14 | Toray Ind Inc | トリクロルベンゼンの異性化方法 |
| WO2007128955A1 (en) * | 2006-04-12 | 2007-11-15 | Bp Chemicals Limited | Process for the preparation of carbonylation products |
| US7741512B2 (en) | 2006-04-12 | 2010-06-22 | Bp Chemicals Limited | Process for the preparation of carbonylation products |
| CN105198696A (zh) * | 2015-09-30 | 2015-12-30 | 江苏大学 | 一种h型分子筛催化2,5-二氯甲苯制备2,6-二氯甲苯的方法 |
| CN106540738A (zh) * | 2016-09-27 | 2017-03-29 | 江苏大学 | 金属Ag改性分子筛催化2,5‑二氯甲苯异构化的方法 |
| CN106831318A (zh) * | 2017-02-09 | 2017-06-13 | 江苏大学 | 一种改性h型分子筛催化2,5‑二氯甲苯反应的方法 |
| CN106831318B (zh) * | 2017-02-09 | 2020-03-31 | 江苏大学 | 一种改性h型分子筛催化2,5-二氯甲苯反应的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0437054B2 (enrdf_load_stackoverflow) | 1992-06-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH01254633A (ja) | ジクロルトルエンの異性化方法 | |
| EP0646559B1 (en) | Process for preparation of tertiary olefins | |
| JPH04228418A (ja) | 金属含有ゼオライトおよびその製造方法、ならびに接触反応工程における該ゼオライトの使用 | |
| US4604470A (en) | Process for the isomerization of halogenated thiophenes | |
| JPS6215051B2 (enrdf_load_stackoverflow) | ||
| JPH0278640A (ja) | チモールの製造方法 | |
| JPS58159427A (ja) | ジアルキルベンゼン異性体混合物の製法 | |
| JP3849169B2 (ja) | キシレンの製造方法 | |
| JPH01502825A (ja) | 沃素化芳香族化合物の液相異性化 | |
| US3819736A (en) | Process for conversion of alkyl aromatic hydrocarbons | |
| KR950006794B1 (ko) | 디클로로톨루엔의 이성화방법 | |
| JPH0437053B2 (enrdf_load_stackoverflow) | ||
| JPH01258633A (ja) | ジクロルトルエンの異性化法 | |
| JP3336767B2 (ja) | ポリハロゲン化アルキルベンゼンの異性化方法 | |
| JPS6221337B2 (enrdf_load_stackoverflow) | ||
| JP3760530B2 (ja) | 芳香族ハロゲン化物異性化用触媒および芳香族ハロゲン化物の異性化方法 | |
| JPH0346452B2 (enrdf_load_stackoverflow) | ||
| JPS6215533B2 (enrdf_load_stackoverflow) | ||
| JPH08309199A (ja) | 酸型ゼオライト触媒、酸型ゼオライト触媒の製造方法および芳香族ハロゲン化物の異性化方法 | |
| JPH0791204B2 (ja) | ジクロルトルエンの異性化法 | |
| JP2943266B2 (ja) | 第三級オレフィンの製造方法 | |
| JPH0610149B2 (ja) | シクロヘキセンの水和によるシクロヘキサノールの製造法 | |
| JP3799740B2 (ja) | クロロエチルベンゼンの異性化方法 | |
| JPH08309197A (ja) | 酸型ゼオライト触媒の製造方法および芳香族ハロゲン化物の異性化方法 | |
| JPH04103545A (ja) | １，３，５―トリクロルベンゼンの製造法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |