In re Hampel

164 F.2d 359, 35 C.C.P.A. 744
Court of Customs and Patent Appeals·Decided November 17, 1947·No. No. 5320·Published·Cited by 1 cases

Opinion

Jackson, Judge,

delivered the opinion of the court:

This is an appeal from a decision of the Board of Appeals of the United States Patent Office affirming that of the Primary Examiner rejecting all of the claims 1 to 9, inclusive, of an application for a patent for new and useful improvements in Chemical Manufacture. The claims were held to be unpatentable over the pafent to Basel et al., 2,178,622, November 7,1939.

[745] Claims 4, 6 and 9 are illustrative of the subject-matter and read as follows:

4. In the pyrolysis of hexachloroethane for the production of tetrachloroethy-lene, the improvement which comprises effecting the pyrolysis in the presence of a paraffin hydrocarbon containing not more than four carbon atoms per molecule.
6. A process of producing olefinie carbon chloride and alkyl chlorides which comprises subjecting a carbon chloride to pyrolysis and admixing a paraffin hydrocarbon with admixed products of the decomposition prior to the cooling of said products to a temperature at which chlorine resulting from the decomposition recombines with other decomposition products.
9. A process of chlorinating paraffin hydrocarbons containing not more than four carbon atoms per molecule which comprises heating an admixture of hexachloroethane and the paraffin hydrocarbon to be chlorinated in a reaction zone to a temperature within the range of about 300° C. to about 500° C., separating tetrachloroethylene which is formed by the reaction from the reaction products including the alkyl chlorides formed, rechlorinating the tetrachloroethylene thus separated to hexachloroethane and returning the reformed hexachloroethane to the reaction zone.

The application relates to an improved process in the manufacture of the chlorinated compounds tetrachloroethylene and alkyl chlorides. The materials used in the process are hexachloroethane and a paraf-finic hydrocarbon which preferably contains not more than four carbon atoms per molecule. Hexachloroethane is a paraffinic carbon chloride bearing the chemical formula C2C1G. Tetrachloroethylene is an olefinie carbon chloride with the chemical formula C2C14. The paraffin hydrocarbons containing not more than four carbon atoms per molecule are methane, the formula for which is CH4, ethane, the formula for which is C2H0, propane, which has the formula C3HS, and butane, the formula for which is C4Hi0.

In his process appellant heats hexachloroethane to a temperature in the range of about 300° C. to 500° C., decomposing it into a mixture of tetrachloroethylene and chlorine. In order to prevent recombining of the chlorine and tetrachloroethylene into the starting substance there is added before heating or after decomposition of the hexachloroethane and before cooling a paraffinic hydrocarbon containing not more than four carbon atoms. The chlorine produced from the decomposition of the hexachloroethane reacts with the paraffinic hydrocarbon forming an alkyl chloride and hydrochloric acid. The, process may be further described by the following equation with the use of ethane as the paraffinic hydrocarbon r

C2C16+C2I-I6->C2C]4+C2H5C1+HC1

The reference patent relates to what is said to be a simple and efficient process for the production of tetrachloroethylene. It discloses the use of hexachloroethane, acetylene, ethylene, dichloroethylene, tri[746] chloroethylene and tetrachloroethane. In the process hexachloroe-thane is heated to a temperature of from 200° C. to 400° C. in the presence of acetylene, ethylene, dichloroethylene, trichloroethylene, or tetrachloroethane in a catalyst chamber filled with glass shards, activated carbon, or activated carbon impregnated with copper chloride. The result .of the process is the production of tetrachloroethylene and hydrochloric acid “at an almost theoretical transformation.” The process may also be illustrated, using ethylene as the reactant with hexachloroethane, as follows?

Cl8 ~ CC13+EH^C12C=CC12 - RC1+HC1

Claims 8 and 9 differ from the other claims by the process of re-chlorinating the tetrachloroethylene to form hexachloroethane and recirculating the latter to the pyrolysis zone where it serves as one of the raw materials in the process so that eventually the final products of the process defined in those claims are alkyl chloride and hydrochloric acid.

The Primary Examiner in rejecting all of the claims as lacking invention over the prior art pointed out that the process of appellant differs from that of the reference only in the use of paraffin hydrocarbons instead of the ethylene, acetylene, chlorinated paraffin, or chlorinated olefin of the patent. He termed each of the second reactants disclosed in the prior art and in the claims to be a “chlorine acceptor” and in this connection states as follows:

In the case of all the chlorine acceptors of the reference, except acetylene, as well as in the claimed process, the chlorine reacts substitutively with the chlorine acceptor, the corresponding quantity of hydrogen chloride being formed. The overall general equation for the reaction in each case may be written as follows:
Cl&wkey; CC13+RH-^C12C=CC12+RC1+Hcl
Hexachloroethane Tetrachloroethylene Hydrogen chloride
“R” in the claimed process is an alkyl radical whereas in the process of the reference it may be chloralkyl or alkenyl. It is apparent that the function of EH is the same in each case and no invention is accordingly considered to be involved in substituting one compound known to react with chlorine by another such compound.
It is, moreover, apparent that the nature of the product designated as “KCI” in the above equation depends on the particular chlorine ■ acceptor, “EH” which ia used. If any particular “KCI” is desired as a' product, the corresponding “EH” can be used as the chlorine acceptor.

The claims were also rejected as being based on an inadequate disclosure.

With respect to claims 8 and 9 the examiner further stated that the process merely emphasizes the production of alkyl chlorides and if such products were- desired to the exclusion of tetrachloroethylene no invention would be involved in rechlorinating the tetrachloroethylene [747] to hexachloroethane and recycling it to the pyrolysis zone. The examiner observed that it did not appear what purpose would be served by the processes defined in claims 8 and 9 for the reason that a mixture of chlorine and tetrachloroethylene to chlorinate with paraffin hydrocarbon could be made in the first place.

The Board of Appeals in its decision rejected the over-all equation as applying to the process of the patent for the reason that counsel for appellant in his brief had set out two equations showing the reaction occurring with acetylene and trichloroethylene' which indicated that no alkyl chloride corresponding to the “RCl” of the examiner’s equation is formed. The board agreed with counsel for appellant, stating that it is nowhere suggested in the reference patent that any chloride is produced, but only tetrachloroethylene with a corresponding quantity of hydrochloric acid.

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In re Hampel, 164 F.2d 359, 35 C.C.P.A. 744 (ccpa 1947).

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