# US 6,294,685 B1 · Method for gas phase catalytic oxidation of hydrocarbon

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- Number: US 6,294,685 B1
- Document ID: US6294685B1
- Status: Granted
- Kind: B1
- Application number: 09/462,644
- Filed: 2000-02-03
- Granted: 2001-09-25
- Earliest claimed: 1997-07-14
- Assignees: Mitsubishi Chemical Corporation
- Inventors: Takashi Ushikubo; Kazunori Oshima; Itaru Sawaki; Ken Shiraga; Satoshi Kobayakawa; Hideaki Takumi
- Web page: https://patentgrep.com/patent/US6294685B1

## CPC

- C07C 253/24: by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C 253/26: containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
- B01J 2523/00: Constitutive chemical elements of heterogeneous catalysts
- Y02P 20/52: using catalysts, e.g. selective catalysts
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

A method for a gas phase catalytic oxidation reaction of a hydrocarbon, which comprises: subjecting an alkane having a carbon number ranging from 3 to 8 and/or an alkene having a carbon number ranging from 2 to 8 to a gas phase catalytic oxidation reaction to produce a vapor phase oxidation product in the presence of a mixed metal oxide catalyst, wherein the reacion is conducted in the presence of particles substantially inert to the reaction in an amount within a range of the same amount as the amount of catalyst to 99 wt. % in all particles.

## Claims

### Claim 1

A method for a gas phase catalytic oxidation reaction of a hydrocarbon, which comprises:
subjecting an alkane having a carbon number ranging from 3 to 8 and/or an alkene having a carbon number ranging from 2 to 8 to a gas phase catalytic oxidation reaction to produce a vapor phase oxidation product in the presence of a mixed metal oxide catalyst, wherein the reaction is conducted in the presence of particles substantially inert to the reaction in an amount within a range of the same amount as the amount of catalyst to 99 wt. % in all particles.

### Claim 2 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, which is a method wherein an alkane having a carbon number of from 3 to 8 is subjected to the gas phase catalytic oxidation reaction.

### Claim 3 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the gas phase catalytic oxidation reaction is carried out in the presence of ammonia to produce an α, β-unsaturated nitrile.

### Claim 4 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the mixed metal oxide catalyst contains a mixed metal oxide which comprises molybdenum, vanadium, X, Y and oxygen wherein X is at least one member selected from the group consisting of tellurium and antimony, and wherein Y is at least one element selected from the group consisting of niobium, tantalum, tungsten, titanium, aluminum, zirconium, chromium, manganese, iron, ruthenium, cobalt, rhodium, nickel, palladium, platinum, bismuth, boron, iridium, phosphorus, a rare earth element, an alkali metal and an alkaline earth metal as essential components, and wherein the proportions of the above essential components except for oxygen satisfy the following conditions:
0.25<rMo<0.98
0.003<rV<0.5
0.003<rX<0.5
0.003<rY<0.5
wherein rMo, rV, rX and rY are molar fractions of Mo, V, X and Y, based on the total amount of the above essential components except for oxygen.

### Claim 5 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the reaction is conducted in the presence of particles substantially inert to the reaction in an amount within a range from 60 wt. % to 95 wt. % in all particles.

### Claim 6 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein a gas supplied to the reactor has the following composition:
Alkane and/or alkene:oxygen:diluting gas (molar fractions)=1:0.1-5:0.5-40.

### Claim 7 (depends on 3)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 3, wherein a gas supplied to the reactor has the following composition, the alkane and/or alkene content in said gas is from 10 to 90 vol %, and the reaction is carried out while adjusting the conversion of the supplied alkane to a level of at most 70%:
Alkane and/or alkene:ammonia:oxygen:diluting gas (molar fractions)=1:0.01-0.9:0.1-1.8:0-9.

### Claim 8 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the reactor is a fluidized bed reactor.

### Claim 9 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the particles substantially inert to the reaction are of at least one oxide of an element selected from the group consisting of Si, Al, Ge, Ga, Zr, Ti, Mo. W, Cr, Nb, Ta, Fe, Co, Ni, an alkaline earth metal and a rare earth element.

### Claim 10 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the particles substantially inert to the reaction are at least one oxide of an element selected from the group consisting of Si, Al, Ge, Ga, Zr, Ti, Mo. W, Cr, Nb, Ta, Fe, Co, Ni, an alkaline earth metal and a rare earth element, subjected to heat treatment at a temperature of at least 300° C.

### Claim 11 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the alkane is propane and/or isobutane.

### Claim 12 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the alkene is ethylene, propylene or isobutylene.

### Claim 13 (depends on 1)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 1, wherein the particles substantially inert to the reaction are withdrawn in the form of a mixture with the mixed metal oxide catalyst, and the inert particles are separated and recovered from said mixture.

### Claim 14 (depends on 13)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 13, wherein the reactor is a fluidized bed reactor, each of the weight average particle sizes of the particles substantially inert to the reaction and particles of the mixed metal oxide catalyst, is at least 10 μm and at most 200 μm, the weight ratio of the other particles having sizes of at least the weight average particle size of the larger ones among the weight average particle sizes of these particles, is adjusted to be at most 40%, and the weight ratio of the other particles having sizes of at most the weight average particle size of the smaller ones, is adjusted to be at most 40%, and both particles are separated by the difference in their particle sizes.

### Claim 15 (depends on 13)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 13, wherein the bulk density of particles of either one of the particles of the mixed metal oxide catalyst and the inert particles, is adjusted to be at least 1.5 times and at most 4.0 times of the bulk density of the other particles, and both particles are separated by the difference in their specific gravities.

### Claim 16 (depends on 13)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 13, wherein the particles of the mixed metal oxide catalyst and the inert particles have a difference in the crushing strength of at least about 10 MPa, and a mixture of the particles of the mixed metal oxide catalyst and the inert particles withdrawn from the reactor, is subjected to pulverization treatment, so that either one of the particles having a small crushing strength is pulverized, and the pulverized product is removed, whereby the particles of the mixed metal oxide catalyst and the inert particles are separated.

### Claim 17 (depends on 13)

The method for a gas phase catalytic oxidation reaction of a hydrocarbon according to claim 13, wherein after the particles of the mixed metal oxide catalyst and the inert particles are separated, said inert particles are used again as being present in the reactor.

### Claim 18

A method for a gas phase catalytic oxidation reaction of a hydrocarbon, which comprises:
subjecting an alkane having a carbon number ranging from 3 to 8 and/or an alkene having a carbon number ranging from 2 to 8 to a gas phase catalytic oxidation reaction to produce a vapor phase oxidation product in the presence of a mixed metal oxide catalyst, wherein the reaction is conducted in the presence of particles substantially inert to the reaction in an amount within a range of the same amount as the amount of the catalyst to 99 wt. % in all particles while the temperature of the reaction is controlled.