Dow Chemical Co. v. Coe

132 F.2d 577, 76 U.S. App. D.C. 317, 55 U.S.P.Q. (BNA) 166, 1942 U.S. App. LEXIS 2643
CourtCourt of Appeals for the D.C. Circuit
DecidedOctober 19, 1942
DocketNo. 7791
StatusPublished
Cited by3 cases

This text of 132 F.2d 577 (Dow Chemical Co. v. Coe) is published on Counsel Stack Legal Research, covering Court of Appeals for the D.C. Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Dow Chemical Co. v. Coe, 132 F.2d 577, 76 U.S. App. D.C. 317, 55 U.S.P.Q. (BNA) 166, 1942 U.S. App. LEXIS 2643 (D.C. Cir. 1942).

Opinion

STEPHENS, Associate Justice:

This is an appeal from a judgment of the District Court of the United States for the District of Columbia dismissing the appellant’s action brought under Rev.Stat. § 4915 (1875), 35 U.S.C.A. § 63. The action sought to authorize the Commissioner of Patents to issue to the appellant a patent containing claims Nos. 22 to 34, inclusive, of application for patent Serial No. 44,252, filed October 9, 1935, by Edgar C. Britton and others, and thereafter assigned to the appellant.

The application relates to the preparation of alkyl halides by the direct addition of hydrogen halides to olefines, particularly to methods for the preparation of alkyl chlorides from olefines and hydrogen chloride, and, more particularly, to methods for the preparation of ethyl chloride by combining ethylene and hydrogen chloride. The term “alkyl halides” as used in the application means alkyl halides which have at least two carbon atoms in the molecule. Claim 22, which reads as follows, is representative.

“22. In a process for the production of ethyl chloride, the step which consists in passing ethylene and hydrogen chloride, under substantially anhydrous conditions, into a liquid reaction bath consisting sub[578]*578stantially of aluminum chloride and a chlorinated lower aliphatic hydrocarbon having a boiling point above that of ethyl chloride, while the bath is maintained at a temperature above 12° C. and below the boiling temperature thereof and under approximately atmospheric pressure.”

It is to be noted that this claim does not explicitly describe the process as a continuous, as distinguished from a batch, process, but other claims, to-wit, Nos. 30, 32, 33, and 34, do in terms describe the process as continuous; and it was testified by an expert witness, Dr. Henry B. Hass, called in behalf of the appellant, that if the teaching of claim 22 is followed the process described must be operated as a continuous one in the sense that the reactants are being supplied and the product being removed from the bath at the same time; and it is not in dispute that the process described in claim 22 is continuous within the definition of continuous stated by this witness.

The trial court held the process unpatentable over the patent to Curme of December 9, 1924, No. 1,518,182, and the patent to Nutting and others of July 2, 1935, No. 2,007,144. The court made findings of fact describing the process of the appellant and of Curme and Nutting, and concluded :

“1. It was not invention to use a chlorinated lower aliphatic hydrocarbon as the reaction solvent, or to carry out the process of the patent to Curme 1,518,182, continuously, in view of the patent to Nutting 2,007,144.
“2. It was not invention to use the process disclosed by the patent to Nutting, et al. to produce ethyl chloride in view of the patent to Curme 1,518,182.”

The -court held that claims 22 to 34, inclusive, of the Britton application were, therefore, not patentable over the prior art, and that the appellant in consequence is not entitled to a patent on the Britton application.

The Britton process, as described in the application and explained by the evidence, is carried out thus: Ethylene and hydrogen chloride are passed into a reaction vessel which contains a liquid bath consisting of a chlorinated lower aliphatic hydrocarbon such as tetrachloroethane or tetrachloroethylene (non-aqueous liquid solvents which are non-reactive under the conditions of the process), in which is suspended a catalyst, aluminum chloride. The reactants and the vessel are maintained under approximately atmospheric conditions as respects pressure, and at a temperature ranging from about 12° C. to about 40° C. The lower figure is the boiling point of ethyl chloride and is below the boiling point of the liquid medium chosen for the reaction bath.1 Since the temperature is kept at a point at or above the boiling point of ethyl chloride and below that of the solvent, the ethyl chloride, as it is formed by the reaction between ethylene and hydrogen chloride in the presence of the catalyst, vaporizes -and rises above the reaction bath and is drawn from the reaction vessel in vaporous state and captured through condensation. The solvent does not enter into the reaction. Polymerization products of the reaction have the fluidity of lubricating oil, and they may, therefore, be and are withdrawn as the reaction proceeds, and consequently do not clog the reaction vessel. The process may be continued indefinitely if new reactants and catalyst are added to the bath as the old are being expended. Uncontradicted evidence for the appellant shows that the process has been continuously operated on a semi-plant scale for months, and that it produced yields of the end product of from 90 to 95 per cent of the possible maximum to be derived from the raw materials passed into the reaction vessel. The trial court found the process to be continuous, simple, inexpensive, and efficient. The chemical reaction involved in the Britton process is explained as follows: An ethylene radical contains an unsaturated bond between its two carbon atoms. This bond may be made the basis of an additive reaction resulting in a saturated compound by severance into two component bonds which are then free to attach themselves to two additional atoms. In the Britton process such an additive reaction takes place thus: Aided by the catalytic action of the aluminum chloride, the hydrogen and chlorine atoms of a molecule of hydrogen chloride separate from each other and adhere to the two free bonds formed by the severance of the unsaturated bond between the two carbon

[579]*579atoms of the ethylene radical. The equation for the reaction is as follows:

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Cite This Page — Counsel Stack

Bluebook (online)
132 F.2d 577, 76 U.S. App. D.C. 317, 55 U.S.P.Q. (BNA) 166, 1942 U.S. App. LEXIS 2643, Counsel Stack Legal Research, https://law.counselstack.com/opinion/dow-chemical-co-v-coe-cadc-1942.