# US 5,344,630 A · Deep oxidation of halogenated organics with porous carbonaceous materials > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,344,630 A - Document ID: US5344630A - Status: Granted - Kind: A - Application number: 07/721,763 - Filed: 1991-06-28 - Granted: 1994-09-06 - Earliest claimed: 1991-06-28 - Assignees: Rohm and Haas Company - Inventors: William H. Brendley, Jr.; Gerald Grunewald; Steven Petrosius; Russell Drago - Web page: https://patentgrep.com/patent/US5344630A ## CPC - A62D 3/38: by oxidation; by combustion - A62D 3/35: by hydrolysis - B01J 21/18: Carbon - A62D 2101/22: containing halogen - A62D: CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS ## Abstract A method for oxidizing halogenated organic compounds comprising passing a mixture of the halogenated organic compound and excess oxygen over a catalyst comprising a carbonaceous material under mild reaction conditions. The temperature of the reaction is below 400.degree. C. and the catalyst may be doped with acidic redox-active metal compounds. ## Claims ### Claim 1 A method of completely oxidizing a halogenated organic compound which comprises: contacting, at a temperature below about 400.degree. C., a carbonaceous catalyst having acidic sites with the halogenated organic compound and an amount of oxygen at least sufficient to achieve complete oxidation of the halogenated hydrocarbon, wherein said temperature is sufficient to achieve complete oxidation of the halogenated hydrocarbon and wherein said catalyst comprises a partially pyrolyzed resin containing macropores, mesopores and micropores. ### Claim 2 (depends on 1) The method of claim 1, wherein the halogenated organic compound is selected from the group consisting of aliphatic halides and aromatic halides. ### Claim 3 (depends on 2) The method of claim 2 wherein said aliphatic halide has the structural formula (I): C.sub.n H.sub.m X.sub.ps (I) wherein n is a whole number ranging from 1 to 10 inclusive, p is a whole number ranging from 1 to (2n+2) inclusive, m is represented by 2n-p+2, and is a whole number ranging from 0 to (2n-p+2) inclusive, and X represents any halide. ### Claim 4 (depends on 2) The method of claim 2 wherein said aliphatic halide is selected from the group consisting of CH.sub.2 Cl.sub.2, C.sub.2 H.sub.2 Cl.sub.4, C.sub.2 H.sub.4 Cl.sub.2, CH.sub.2 BR.sub.2, and trichlorobenzene. ### Claim 5 (depends on 3) The method of claim 3 wherein X is Cl, Br or I. ### Claim 6 (depends on 5) The method of claim 5 wherein X is Cl. ### Claim 7 (depends on 1) The method of claim 1 wherein said catalyst has a macropore size of at least 500 Angstroms in average diameter, a mesopore size in the range from about 20 Angstroms to about 500 Angstroms in average diameter, and a micropore size of less than 20 Angstroms in average diameter, and wherein the macropores have a volume of at least about 0.10 ml/g, the mesopores have a volume in the range from about 0.05 ml/g to about 0.30 ml/g, and the micropores have a volume in the range from about 0.10 ml/g to about 0.40 ml/g. ### Claim 8 (depends on 7) The method of claim 7 wherein the catalyst has a specific area in the range from about 100 m.sup.2 /g to above 2000 m.sup.2 /g. ### Claim 9 (depends on 7) The method of claim 7 wherein the catalyst has a specific area in the range from about 600 m.sup.2 /g to about 900 m.sup.2 /g. ### Claim 10 (depends on 1) The method of claim 1 wherein the reaction temperature is below about 300.degree. C. ### Claim 11 (depends on 1) The method of claim 1 wherein the reaction temperature is below about 275.degree. C. ### Claim 12 (depends on 1) The method of claim 1 wherein said temperature is from about 250.degree. C. to about 400.degree. C. ### Claim 13 A method of regenerating a carbonaceous catalyst saturated with halogenated organic compounds, said catalyst having acidic sites and comprising a partially pyrolyzed resin containing macropores, mesopores and micropores, which method comprises: heating the carbonaceous catalyst saturated with halogenated organic compounds, at a temperature of below about 400.degree. C., in the presence of an amount of oxygen, air, or mixture of steam with oxygen or air, at least sufficient to achieve complete oxidation of the halogenated organic compound. ### Claim 14 The method of 13 wherein the halogenated organic compound is selected from the group consisting of aliphatic halides and aromatic halides. ### Claim 15 (depends on 14) The method of claim 14 wherein said aliphatic halide has the structural formula (I): C.sub.n H.sub.m X.sub.p (I) wherein n is a whole number ranging from 1 to 10 inclusive, p is a whole number ranging from 1 to (2n+2) inclusive, m is represented by 2n-p+2, and is a whole number ranging from 0 to (2n-p+2) inclusive, and X represents any halide. ### Claim 16 (depends on 15) The method of claim 15 wherein said aliphatic halide is selected from the group consisting of CH.sub.2 Cl.sub.2, C.sub.2 H.sub.2 Cl.sub.4, C.sub.2 H.sub.4 Cl.sub.2, CH.sub.2 Br.sub.2, and trichlorobenzene. ### Claim 17 (depends on 15) The method of claim 15 wherein X is Cl, Br or I. ### Claim 18 (depends on 17) The method of claim 17 wherein X is Cl. ### Claim 19 (depends on 13) The method of claim 13 wherein said catalyst has a macropore size of at least 500 Angstroms in average diameter, a mesopore size in the range from about 20 Angstroms to about 500 Angstroms in average diameter, and a micropore size of less than 20 Angstroms in average diameter, and wherein the macropores have a volume of at least about 0.10 ml/g, the mesopores have a volume in the range from about 0.05 ml/g to about 0.30 ml/g, and the micropores have a volume in the range from about 0.10 ml/g to about 0.40 ml/g. ### Claim 20 (depends on 19) The method of claim 19 wherein the catalyst has a specific area in the range from about 100 m.sup.2 /g to above 2000 m.sup.2 /g. ### Claim 21 (depends on 20) The method of claim 20 wherein the catalyst has a specific area in the range from about 600 m.sup.2 /g to about 900 m.sup.2 /g. ### Claim 22 (depends on 13) The method of claim 13 wherein the reaction temperature is below about 300.degree. C. ### Claim 23 (depends on 13) The method of claim 13 wherein the reaction temperature is below about 275.degree. C. ### Claim 24 A method of removing halogenated organic compounds from soil, water and other solutions or air which comprises: contacting the soil, water or air containing the halogenated organic compound with a carbonaceous catalyst at room temperature, said catalyst having acidic sites and comprising a partially pyrolyzed resin containing macropores, mesopores and micropores, and heating the carbonaceous catalyst, at a temperature of below about 400.degree. C., in the presence of an amount of oxygen, air, or mixture of steam with oxygen or air, at least sufficient to achieve complete oxidation of the halogenated organic compound, wherein said temperature is sufficient to achieve complete oxidation of the halogenated hydrocarbon. ### Claim 25 (depends on 24) The method of claim 24 wherein the halogenated organic compound is selected from the group consisting of aliphatic halides and aromatic halides. ### Claim 26 (depends on 25) The method of claim 25 wherein said aliphatic halide has the structural formula (I): C.sub.n H.sub.m X.sub.p (I) wherein n is a whole number ranging from 1 to 10 inclusive, p is a whole number ranging from 1 to (2n+2) inclusive, m is represented by 2n-p+2, and is a whole number ranging from 0 to (2n-p+2) inclusive, and X represents any halide. ### Claim 27 (depends on 25) The method of claim 25 wherein said aliphatic halide is selected from the group consisting of CH.sub.2 Cl.sub.2, C.sub.2 H.sub.2 Cl.sub.4, C.sub.2 H.sub.4 Cl.sub.2, CH.sub.2 Br.sub.2, and trichlorobenzene. ### Claim 28 (depends on 26) The method of claim 26 wherein X is Cl, Br or I. ### Claim 29 (depends on 28) The method of claim 28 wherein X is Cl. ### Claim 30 (depends on 24) The method of claim 24 wherein said catalyst has a macropore size of at least 500 Angstroms in average diameter, a mesopore size in the range from about 20 Angstroms to about 500 Angstroms in average diameter, and a micropore size of less than 20 Angstroms in average diameter, and wherein the macropores have a volume of at least about 0.10 ml/g, the mesopores have a volume in the range from about 0.05 ml/g to about 0.30 ml/g, and the micropores have a volume in the range from about 0.10 ml/g to about 0.40 ml/g. ### Claim 31 (depends on 30) The method of claim 30 wherein the catalyst has a specific area in the range from about 100 m.sup.2 /g to above 2000 m.sup.2 /g. ### Claim 32 (depends on 30) The method of claim 30 wherein the catalyst has a specific area in the range from about 600 m.sup.2 /g to about 900 m.sup.2 /g. ### Claim 33 (depends on 24) The method of claim 24 wherein the reaction temperature is below about 300.degree. C. ### Claim 34 (depends on 24) The method of claim 24 wherein the reaction temperature is below about 275.degree. C. ### Claim 35 (depends on 24) The method of claim 24 wherein said temperature is from about 250.degree. C. to about 400.degree. C.