CN1304796A - Process for preparing O(P)-methylbenzonitrile catalyst - Google Patents
Process for preparing O(P)-methylbenzonitrile catalyst Download PDFInfo
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- CN1304796A CN1304796A CN 00136213 CN00136213A CN1304796A CN 1304796 A CN1304796 A CN 1304796A CN 00136213 CN00136213 CN 00136213 CN 00136213 A CN00136213 A CN 00136213A CN 1304796 A CN1304796 A CN 1304796A
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- 239000003054 catalyst Substances 0.000 title claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 title description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 25
- 235000018660 ammonium molybdate Nutrition 0.000 claims abstract description 18
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 claims abstract description 17
- 229940010552 ammonium molybdate Drugs 0.000 claims abstract description 17
- 239000011609 ammonium molybdate Substances 0.000 claims abstract description 17
- 239000000243 solution Substances 0.000 claims abstract description 13
- 238000001354 calcination Methods 0.000 claims abstract description 12
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 12
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910001981 cobalt nitrate Inorganic materials 0.000 claims abstract description 8
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 claims abstract description 8
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 claims abstract description 8
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910017604 nitric acid Inorganic materials 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 239000011259 mixed solution Substances 0.000 claims abstract description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 38
- 238000002360 preparation method Methods 0.000 claims description 28
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 20
- 229910021529 ammonia Inorganic materials 0.000 claims description 19
- ZEDPQIJYJCPIRM-UHFFFAOYSA-N 2,3-dimethylbenzonitrile Chemical compound CC1=CC=CC(C#N)=C1C ZEDPQIJYJCPIRM-UHFFFAOYSA-N 0.000 claims description 17
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 16
- VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(3+);trinitrate Chemical compound [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 claims description 16
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 7
- 238000000465 moulding Methods 0.000 claims description 5
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- 239000013049 sediment Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000012141 concentrate Substances 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 claims description 3
- 238000006297 dehydration reaction Methods 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 229910002804 graphite Inorganic materials 0.000 claims description 2
- 239000010439 graphite Substances 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 1
- 239000000741 silica gel Substances 0.000 claims 1
- 229910002027 silica gel Inorganic materials 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- MVFCKEFYUDZOCX-UHFFFAOYSA-N iron(2+);dinitrate Chemical compound [Fe+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MVFCKEFYUDZOCX-UHFFFAOYSA-N 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 238000007493 shaping process Methods 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 19
- 230000003197 catalytic effect Effects 0.000 description 16
- 230000003647 oxidation Effects 0.000 description 16
- 238000007254 oxidation reaction Methods 0.000 description 16
- 239000002994 raw material Substances 0.000 description 15
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 5
- NWPNXBQSRGKSJB-UHFFFAOYSA-N 2-methylbenzonitrile Chemical compound CC1=CC=CC=C1C#N NWPNXBQSRGKSJB-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000004364 calculation method Methods 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- CDULGHZNHURECF-UHFFFAOYSA-N 2,3-dimethylaniline 2,4-dimethylaniline 2,5-dimethylaniline 2,6-dimethylaniline 3,4-dimethylaniline 3,5-dimethylaniline Chemical group CC1=CC=C(N)C(C)=C1.CC1=CC=C(C)C(N)=C1.CC1=CC(C)=CC(N)=C1.CC1=CC=C(N)C=C1C.CC1=CC=CC(N)=C1C.CC1=CC=CC(C)=C1N CDULGHZNHURECF-UHFFFAOYSA-N 0.000 description 1
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
- 241000219793 Trifolium Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- BHXFKXOIODIUJO-UHFFFAOYSA-N benzene-1,4-dicarbonitrile Chemical compound N#CC1=CC=C(C#N)C=C1 BHXFKXOIODIUJO-UHFFFAOYSA-N 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 238000006253 efflorescence Methods 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A catalyst for preparing O(p)-methyl benzonitrile from O(p)-xylene is prepared through neutralizing the mixed solution of bismuth nitrate, nickel nitrate, iron nitrate, cobalt nitrate and liluted nitric acid with solution of ammonium molybdate to form deposit, adding SiO2 as carrier, heating, dewatering, baking, calcination, shaping, baking and calcination. Its advantages include high strength, selectivity and transform rate, and long service life.
Description
The present invention relates to catalyst manufacturing technology field, exactly for adjacent (to) dimethylbenzene is raw material, that the ammonia catalytic method is produced is adjacent (to) methylbenzene nitrile process units Preparation of catalysts method.
The present invention's technology in the past is as CA80:3281e; Ger2314151 is based on the lab scale test, its defective is the intensity extreme difference, evaluation is i.e. all efflorescence about 10 hours, its accessory substance terephthalonitrile productive rate is more than 11%, therefore, catalyst was difficult to carry out in industrialized application in the past, simultaneously, for adjusting the oxidation characteristic of catalyst, its catalyst component and co-catalyst component remain to be obtained more rational improvement.
The present invention is directed to the defective of catalyst existence in the past, purpose be to provide a kind of produce adjacent (to) preparation method of methylbenzene nitrile catalyst, fabricating technology route uniqueness of the present invention, the product strength of preparation is good, long service life, and the finished catalyst that makes all is being better than existing catalyst aspect selectivity, the conversion ratio.
The present invention realizes in the following manner:
With the ammonium molybdate ammonia solvent, be prepared into solution A.Bismuth nitrate, nickel nitrate, ferric nitrate, cobalt nitrate dilute nitric acid dissolution add phosphoric acid, are prepared into solution B, A is slowly added carry out co-precipitation among the B, add carrier silica simultaneously, get sediment C.With the C thermal dehydration, oven dry, calcining must be lumpd but looser material D, and D is crushed to about 200 orders, promptly gets grained catalyst of the present invention.Add adhesive and mediate, moulding, oven dry, calcine shape catalyst finished product of the present invention.The technical process of preparation is:
(1), obtains the ammonium molybdate solution A of 15%-70% concentration with ammoniacal liquor or water-solublely separate a certain amount of ammonium molybdate.
(2) bismuth nitrate, cobalt nitrate, ferric nitrate and the nickel nitrate of the dilute nitric acid dissolution amount of calculation of usefulness 0.5-10%, the phosphoric acid of adding amount of calculation gets solution B.
(3) in B, add silica, A solution while stirring, get pulpous state sediment C.
(4) with C 100 ℃-180 ℃ down heating concentrate, oven dry, 300-550 ℃ of calcining 1.5-16 hour down, a caking but looser material D.
(5) D is crushed to below 200 orders with pulverizer, promptly gets grained catalyst.
(6) in interior grained catalyst, add adhesive, mediate, can be extruded into the wet stock of different shapes such as strip, clover shape, this material is dried down at 100 ℃-200 ℃ with banded extruder, calcine more than 16 hours down at 350 ℃-600 ℃, promptly get finished form catalyst of the present invention.
Above-mentioned (1) middle ammonium molybdate is the available water heating for dissolving also.
The time that phosphoric acid and carrier silica add in above-mentioned (2), (3) also can add in kneading, and wherein the adding of carrier silica is in order to reduce cost, also can not add.
The concentration of diluted acid is preferably in 2.5-3.5% in above-mentioned (2).
Above-mentioned (4) middle heating concentrates, bake out temperature is preferably in 120-140 ℃, and calcining heat is preferably in 350-600 ℃, and calcination time was preferably in more than 16 hours.
The material of the pulverizer in above-mentioned (5) is unrestricted, and the fineness of pulverizing preferably is controlled at below 200 orders.
In above-mentioned (6) grained catalyst can be on banded extruder extruded moulding, its shape is determined by orifice plate, be can be bar shaped, annular, cloverleaf pattern etc., its appearance and size is diameter phi 2.5-5 * 15mm preferably, perhaps punch forming is made lubricant with graphite, and shape is determined by template.
The catalyst that the present invention is prepared into has following performance:
Side pressure strength: 〉=80N/cm; Specific area: 30m
2/ g;
Bulk specific weight: 0.9-1.2g/ml
To methylbenzene nitrile conversion ratio: 〉=45%; Selection rate: 〉=98%;
O-methyl-benzene nitrile conversion ratio: 〉=40%; Selection rate: 〉=98%.
Characteristic of the present invention is:
1. with certain density ammonia solvent ammonium molybdate, make the ammonium molybdate stabilizing solution of 15-70%.
2. with in the ammonium molybdate solution and the mixed solution of bismuth nitrate, nickel nitrate, ferric nitrate, cobalt nitrate, sediment is pulverized through calcining and is formed grained catalyst, add adhesive again and mediate, extruded moulding, the shape catalyst.
3. the catalyst of the inventive method preparation, be used for the neighbour (to) preparation of xylidine catalytic oxidation adjacent (to) have higher conversion ratio, selection rate and yield during the dimethyl benzene nitrile.
4. the catalyst of the present invention preparation, be specially adapted to by adjacent (to) the dimethylbenzene preparation adjacent (to) the dimethyl benzene nitrile.
Through experimental evaluation, its intensity of catalyst of the present invention is greater than 80N/cm, apparently higher than the commercial Application requirement.Selectivity and conversion ratio increase (seeing the embodiment evaluation result), have reached the necessary condition of industrializing implementation.
Embodiment 1
The first step: take by weighing 40 kilograms of ammonium molybdates,, get ammonium molybdate solution with the ammonia solvent of 120 kg 18%.
Second step: 175 liters of dissolvings of the rare nitric acid with 3% bismuth nitrate (Bi (NO
3)
35H
2O) 9.1 kilograms, add nickel nitrate (Ni (NO
3)
26H
2O) 13.7 kilograms, ferric nitrate (Fe (NO
3) 9H
2O) 22.7 kilograms, cobalt nitrate (Co (NO
3)
26H
2O) 24.6 kilograms, stirring and dissolving adds phosphatase 11 .1 kilogram, slowly adds the ammonium molybdate solution of first step dissolving, stirs, and forms precipitation gradually, adds SiO while stirring
29.3 kilogram, being pulpous state, thermal dehydration 120-150 ℃ of oven dry down, was calcined 4 hours down at 420 ℃, got grained catalyst.
The 3rd step: grained catalyst is crushed to 200 orders, mediates, extrusion becomes φ 3mm cylindrical, 120 ℃ of oven dry 4 hours, gets finished catalyst in 12 hours 550 ℃ of calcinings.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 67%, yield 99%, selection rate 98%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 66%, yield 99%, selection rate 97%.
Embodiment 2
The first step is used 200 premium on currency instead, is heated to 80-90 ℃ of dissolving ammonium molybdate, and other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 68%, yield 99%, selection rate 97%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 69%, yield 99%, selection rate 97%.
Embodiment 3
Remove phosphoric acid and change into adding when mediating in the 3rd step, other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 72%, yield 99%, selection rate 98%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 73%, yield 99%, selection rate 97%.
Embodiment 4
Adding when changing into kneading except that carrier silica, other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 70%, yield 99%, selection rate 97%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 73%, yield 99%, selection rate 98%.
Embodiment 5
Except that no carrier added silica, other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 75%, yield 99%, selection rate 98.7%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 76%, yield 98.5%, selection rate 98.5%.
Embodiment 6
The amount of ferric nitrate changes 30 kilograms into, and other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 74%, yield 99%, selection rate 98.8%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 76%, yield 99%, selection rate 98.1%.
Embodiment 7
The amount of phosphoric acid changes 1.4 kilograms into, and other is with embodiment 1.
This catalyst is when making the raw material ammonia catalytic oxidation and prepare adjacent dimethyl benzene nitrile of ortho-xylene, conversion ratio can reach 52%, yield 99%, selection rate 99%.
This catalyst is when making the preparation of raw material ammonia catalytic oxidation to the dimethyl benzene nitrile of paraxylene, conversion ratio can reach 53%, yield 99%, selection rate 98.9%.
Claims (11)
- A neighbour (to) the dimethylbenzene preparation adjacent (to) preparation method of dimethyl benzene nitrile catalyst, with in the ammonium molybdate solution and the mixed solution of the bismuth nitrate of nitric acid dissolve, nickel nitrate, ferric nitrate, cobalt nitrate, sediment makes grained catalyst through calcining, adding adhesive again mediates, extruded moulding, calcining make the shape finished catalyst, shape is determined by template, it is characterized in that:(1) with ammoniacal liquor or the water-soluble ammonium molybdate of separating, the weight concentration of ammonium molybdate solution is controlled to be 15%-70%;(2) with the dilute nitric acid dissolution bismuth nitrate of weight concentration 0.5-10%, add nickel nitrate, ferric nitrate, cobalt nitrate afterwards, stirring and dissolving adds phosphoric acid, continues to stir;(3) add the ammonium molybdate solution that dissolves, stir, form precipitation gradually, be pulpous state;(4) thermal dehydration, oven dry was calcined 12 hours, got grained catalyst;(5) grained catalyst is crushed to 200 orders, mediates, extrusion is cylindrical, and oven dry is calcined and got finished catalyst in 12 hours.
- 2. according to the preparation method of claim 1, it is further characterized in that: ammonium molybdate can water or ammonia solvent, and the both can heat, but temperature is difficult for above 100 ℃.
- 3. according to the preparation method of claim 1, it is further characterized in that: can add carrier silica when dissolving nitrate, also can add carrier silica when mediating.
- 4. according to the preparation method of claim 3, it is further characterized in that: the carrier silica of adding preferably uses macro porous silica gel, or other low sodium silica.
- 5. according to the preparation method of claim 1, it is further characterized in that: the adding of phosphoric acid can add when dissolving nitrate, also can add when mediating.
- 6. according to the preparation method of claim 1, it is further characterized in that: the temperature that heating concentrates is at 90 ℃-200 ℃, and the temperature of oven dry is at 100 ℃-200 ℃, and the temperature of calcining is at 340 ℃-600 ℃.
- 7. according to the preparation method of claim 1, it is further characterized in that: the time of oven dry is 2-10 hour, and the time of calcining is 2-16 hour.
- 8. according to the preparation method of claim 1, it is further characterized in that: ammonium molybdate is (NH 4) 6Mo 7O 244H 2O form, its addition are 5-15%: ferric nitrate is Fe (NO 3) 39H 2O form, its addition are 15-50%: cobalt nitrate is Co (NO 3) 26H 2O form, its addition are 20-40%: nickel nitrate is Ni (NO 3) 26H 2O form, its addition are 8-30%: the addition of phosphoric acid is 0.5-3%: the addition of nitric acid is 1.5-10%: bismuth nitrate is Bi (NO 3) 35H 2O form, its addition are 5-25%:
- 9. according to claim 3,4 preparation method, it is further characterized in that: the addition of silica is 0-25%.
- 10. according to the preparation method of claim 1, it is further characterized in that: extruded moulding on banded extruder, its shape are determined by orifice plate, can be bar shaped, annular or cloverleaf pattern.
- 11. according to the preparation method of claim 1, it is further characterized in that: grained catalyst can adopt punch forming, can adopt graphite to do lubricant, and the shape of catalyst is determined by template.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00136213A CN1097482C (en) | 2000-12-25 | 2000-12-25 | Process for preparing O(P)-methylbenzonitrile catalyst |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00136213A CN1097482C (en) | 2000-12-25 | 2000-12-25 | Process for preparing O(P)-methylbenzonitrile catalyst |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1304796A true CN1304796A (en) | 2001-07-25 |
| CN1097482C CN1097482C (en) | 2003-01-01 |
Family
ID=4597140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN00136213A Expired - Fee Related CN1097482C (en) | 2000-12-25 | 2000-12-25 | Process for preparing O(P)-methylbenzonitrile catalyst |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1097482C (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100335174C (en) * | 2004-12-17 | 2007-09-05 | 武汉大学 | Method of preparing catalyst camied by composite oxides and application |
| CN102340265A (en) * | 2010-07-27 | 2012-02-01 | 宇威光电股份有限公司 | solar battery system |
| CN112439442A (en) * | 2019-09-05 | 2021-03-05 | 中石油吉林化工工程有限公司 | Preparation method of catalyst for preparing acrolein by propylene oxidation |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5390238A (en) * | 1977-01-14 | 1978-08-08 | Nippon Kayaku Co Ltd | Preparation of arom. cyano cpds. |
| DE2902877C2 (en) * | 1978-01-28 | 1983-05-05 | I.S.C. Chemicals Ltd., London | Process for the preparation of a fluorobenzomononitrile |
| CN1123385C (en) * | 1999-03-30 | 2003-10-08 | 中国石油化工集团公司 | Fluidized-bed catalyst for preparing isophthalonitrile |
-
2000
- 2000-12-25 CN CN00136213A patent/CN1097482C/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100335174C (en) * | 2004-12-17 | 2007-09-05 | 武汉大学 | Method of preparing catalyst camied by composite oxides and application |
| CN102340265A (en) * | 2010-07-27 | 2012-02-01 | 宇威光电股份有限公司 | solar battery system |
| CN112439442A (en) * | 2019-09-05 | 2021-03-05 | 中石油吉林化工工程有限公司 | Preparation method of catalyst for preparing acrolein by propylene oxidation |
| CN112439442B (en) * | 2019-09-05 | 2023-08-11 | 中石油吉林化工工程有限公司 | Preparation method of catalyst for preparing acrolein by propylene oxidation |
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| Publication number | Publication date |
|---|---|
| CN1097482C (en) | 2003-01-01 |
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