In re MacLean

454 F.2d 756, 59 C.C.P.A. 799, 172 U.S.P.Q. (BNA) 494, 1972 CCPA LEXIS 390
CourtCourt of Customs and Patent Appeals
DecidedFebruary 10, 1972
DocketNo. 8580
StatusPublished
Cited by4 cases

This text of 454 F.2d 756 (In re MacLean) is published on Counsel Stack Legal Research, covering Court of Customs and Patent Appeals primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
In re MacLean, 454 F.2d 756, 59 C.C.P.A. 799, 172 U.S.P.Q. (BNA) 494, 1972 CCPA LEXIS 390 (ccpa 1972).

Opinion

Worlex, Chief Judge.

The issues here are whether the Board of Appeals erred in affirming the examiner’s various rejections of claims 1-6 1 under 85 USC 102, 103 and 112.

The invention relates to a method of separating acetonitrile impurity from acrylonitrile by a process of extractive distillation employing water as the extractant. Appellants’ brief contains the following discussion of the problem extant in the prior art and their solution thereto:

[800]*800In the manufacture of acrylonitrile, a crude mixture is generally obtained containing an appreciable amount of a chemical somewhat similar in, chemical structure to acrylonitrile, viz., acetonitrile, as well as other impurities. While these other impurities may he conveniently removed from the crude mixture by such means as ordinary fractional distillation, the acetonitrile is more difficult to remove because its boiling point, 82° C. at atmospheric pressure, is fairly close to that of acrylonitrile, 78°C. Thus, to separate these compounds by ordinary fractional distillation, an extremely large fractionating column would be required, which would be very expensive to build if not economically and/or technically infeasible. * * *
The necessity to use a particularly large and expensive fractionating column is avoided by means of the process of applicants’ invention wherein extractive distillation is employed using water as an extractant. (“Extractive distillation” is fractional distillation carried out in conjunction with the injection into the fractionating column of a liquid extractant which has a greater affinity for one component than the other and which forms a solution with such component having a boiling point farther away from that of the other component than the original component itself. Extractive distillation thus improves separation by increasing the difference between the boiling points of the components to be separated and also by taldng advantage of a so-called “solvent extraction” effect, i.e., the greater affinity of an extractant (or solvent) for one component of a mixture than for the other resulting in a so-called “leaching out” of the component having greater affinity for the extractant.)

Claims 1 and 3 are representative:

1. A process for the purification of acrylonitrile containing acetonitrile as an impurity which comprises subjecting said impure acrylonitrile to a continuous extractive distillation employing water as extractant by continuously introducing said impure acrylonitrile into a fractionating column, continuously introducing water into the upper portion of said column at a point on said column above the point of introduction of said mixture to establish an extractive distillation zone in said column between saidi points, the temperature in said column being sufficient to avoid the formation of a separate acrylonitrile liquid phase in said zone, and continuously taldng off as a distillate aqueous acrylo-nitrile, the ratio of acrylonitrile to acetonitrile in said distillate being greater than that in the original mixture.
3. P-rocess as set forth in claim 1, in which the amount of water introduced into said upper portion is such that the liquid in said zone is preponderantly water.

With that 'background concerning appellants’ invention in mind, we turn to the issues presented ’by the decision of the board and appellant’s reasons of appeal. As those issues are quite diverse in nature, we will discuss them separately.

The 35 USC103 Rejection

The examiner rejected the subject matter of claims 1 and 2 under § 103 in view of the Teter2 and Benedict3 references. At the time ap[801]*801pellants’ invention was made, Teter liad described separating substantially pure acrylonitrile from mixtures comprising acrylonitrile and “substantial” amounts, e.g. 50% by volume, of acetonitrile by a process of azeotropic distillation employing water as the azeotrope-forming substance.4

Recognizing that Teter apparently uses a smaller quantity of water to effect separation in his azeotropic distillation process than appellants use in their extractive distillation process, the examiner turned to Benedict, who discusses and compares the advantages of extractive distillation and azeotropic distillation processes for separation of mixtures whose components boil too close together for economical use of ordinary fractional distillation. Benedict points out that, while both processes maintain an appreciable concentration of solvent on most or all of the plates of the distillation column and both exaggerate the difference in volatility between mixture components, the processes differ

* * * in the means used- to maintain the desired solvent concentration on the plates of the columns. In extractive distillation the higher concentration of solvent is maintained by virtue of its non-volatility and the fact that it is chai’geá at a point high up in the column. Azeotropic distillation may be conceived of as related to extractive distillation if the solvent volatility is sufficiently increased so that an azeotrope is formed with one or both of its components. In extractive distillation the solvent is necessarily taken from the bottom of the principal column. In azeotropic distillation most of the solvent is taken oil as overhead, and relatively small amounts are drawn ofiE with the bottoms.

Benedict goes on to discuss the relative advantages of extractive distillation vis-a-vis azeotropic distillation — more solvents are available to effect a given separation, more flexibility is available in design and operation of the distillation process and less heat input is required for a given separation. “To take advantage of the selective action of the solvent in extractive distillation,” Benedict states, “it is merely necessary to run at fairly high solvent concentrations.”

In light of Benedict, the examiner considered it would have been obvious to one of ordinary skill in the art at the time appellants’ inven[802]*802tion. was made to adjust or increase the quantity of water used in the Teter process in order to carry out an extractive distillation process. The board agreed, adding:

* * * The Benedict et al. publication teaches that extractive distillation and azeotropic distillation are two well known alternative techniques for separating materials of close boiling points, and we can perceive nothing unobvious, within the meaning of 35 U.S.C. 103, in adopting the former technique in lieu of the latter technique of the Teter et al. patent.

We find no error in that determination. From a consideration of the references, it seems to us, as it did to the board, that one of ordinary skill in the art in 1951 would have been aware that an extractive distillation process was a viable alternative to the azeotropic distillation technique of Teter for separating liquids of close boiling points, and that water, being less volatile than the acetonitrile or acrylonitrile components of the mixture while also possessing the capability of forming azeotropes with either component, would be a suitable third component in that process if used in sufficient concentration.

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Bluebook (online)
454 F.2d 756, 59 C.C.P.A. 799, 172 U.S.P.Q. (BNA) 494, 1972 CCPA LEXIS 390, Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-maclean-ccpa-1972.