In re Hughes

550 F.2d 1273
CourtCourt of Customs and Patent Appeals
DecidedMarch 10, 1977
DocketPatent Appeal No. 76-656
StatusPublished
Cited by4 cases

This text of 550 F.2d 1273 (In re Hughes) 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 Hughes, 550 F.2d 1273 (ccpa 1977).

Opinion

RICH, Judge.

This appeal is from the February 23, 1976, decision of the Patent and Trademark Office (PTO) Board of Appeals (board) affirming the rejection of claims 6 and 7 in application serial No. 350,557, filed April 12, 1973, for “Ethylene Polymer Acidification Process,” as obvious under 35 USC 103 in view of Clampitt et al.1 We reverse.

The application on appeal is a continuation of serial No. 48,436, filed June 22,1970. In the parent application, a similar rejection of broader claims was affirmed by the board November 30, 1972. Reconsideration was denied March 21, 1973.

The Invention

The invention is a method of forming films of ethylene copolymers with pendant acid groups, the films having moisture-resistant properties desired in packaging applications.

In discussing the prior art, appellants note in their specification that ethylene polymers with pendant carboxylic acid groups2 have been found difficult to prepare directly. They have normally been made by (1) forming an ethylene polymer with pendant ester groups,3 (2) hydrolyzing the ester groups by heating the polymer in the presence of aqueous metallic base to form pendant metallic carboxylate salt groups,4 and (3) converting the salt groups [1274]*1274to pendant carboxylic acid groups by adding an acid. The hydrolysis step is said to result in a basic, polymer-in-water emulsion, the polymer having become self-emul-sifiable due to the presence of the carboxy-late salt groups. When an acid is added, the emulsion is neutralized, and the carbox-ylate salt groups are converted to carboxylic acid groups. The polymer with pendant acid groups, no longer being self-emulsifia-ble, coagulates and is recovered in solid form. Anspon et al., U.S. Patent No. 3,485,785,® is referred to in the instant specification as exemplary of such hydrolysis techniques.

Appellants say they have discovered a much simpler process for effecting similar conversions of carboxylate salt groups to carboxylic acid groups without the change in polymer form attendant upon the acidification of prior-art emulsions. In the claimed process, a preformed film of an ethylene polymer with pendant carboxylate salt groups5 6 is contacted with aqueous ammonia solution at ambient temperature for a relatively short time and then dried. The dried film is found to contain a substantial number of carboxylic acid groups, although the mechanism by which they are formed is unclear.

Claim 6, the only independent claim, reads:

6. A method for chemically modifying at least the surface of a film of an ethylene copolymer containing pendant metallic carboxylate salt groups without changing the physical form of said film which consists essentially of, in combination,
1. immersing a film of an ethylene copolymer containing pendant metallic carboxylate salt groups into an aqueous ammonium hydroxide solution containing 0.5 to 28 weight % ammonia,
2. maintaining said film in said aqueous ammonium hydroxide solution at ambient temperature for a period of one to 30 minutes,
3. removing said film from said aqueous ammonium hydroxide solution,
4. drying the film from (3), and
5. recovering a film in which a substantial proportion of the pendant metallic carboxylate salt groups of the ethylene copolymer has been converted to the corresponding carboxylic acid groups;

said ethylene copolymer consisting of at least 67 mol % of polymerized ethylene and containing from 0.01 to 0.5 mol of pendant metallic carboxylate salt groups, per mol of ethylene, the metallic cation of the carboxylate salt groups being selected from the group consisting of metallic cations which are soluble in water or which form a water-soluble complex with ammonia.

The Reference

Clampitt describes a process for coagulating aqueous emulsions similar to those resulting from the prior-art hydrolysis step acknowledged by appellants. In the reference process, carbon dioxide gas is bubbled through the emulsion to convert part or all of the carboxylate salt groups to the acid form, thereby effecting coagulation of the polymer. More important here than the claimed invention of Clampitt is the patent’s disclosure of methods of preparing the emulsified raw material on which the claimed process acts. A one-step hydrolysis of an ethylene-alkyl acrylate copolymer in the presence of alkali metal hydroxide (alkali) and, optionally, ammonia is suggested wherein the product is said to “optionally” contain “acid and/or amide” groups. The significant descriptions of this process in Clampitt read as follows (emphasis ours):

Copending application Ser. No. 131,108, filed Aug. 14, 1961 by Jack Hurst and [1275]*1275Harry D. Anspon describes the preparation of aqueous dispersions of water-insoluble, self-emulsifiable ethylene polymers containing pendent carboxylate salt groups which can be suitably employed in the process of this invention. As described therein, water-insoluble, but self-emul-sifiable ethylene polymers containing pendent carboxylate salt groups are prepared by the hydrolysis in an aqueous medium of the acrylate groups of a thermoplastic ethylene-alkyl acrylate inter-polymer employing elevated temperatures, a metallic base, and, optionally, a nitrogenous base to produce a stable aqueous dispersion of the ethylene polymer. Reference is made to application Ser. No. 181,108 for complete descriptions of methods of preparing aqueous polymeric dispersions applicable in the hereinafter described invention.
$ * * * 3}! *
As heretofore noted aqueous dispersions of such ethylene polymers can be prepared by the hydrolysis of a thermoplastic ethylene-alkyl acrylate polymer in an aqueous medium utilizing an alkali metal Hydroxide and, optionally, a nitrogenous base such as ammonia to hydrolyze a portion of all of the acrylate groups to the carboxylate salt and, optionally, acid and/or amide form.

The Rejection

The examiner asserted that appellants’ claimed process would have been obvious, within the meaning of 35 USC 103, from the description of the one-step hydrolysis in Clampitt. The examiner reasoned that (1) the claimed process is merely a two-step version of the reference process, (2) it is well known that the alkali reacts first to form the carboxylate salt group, and (3) after completion of the alkali reaction, the reference system is identical to that claimed, that is, a polymer with pendant carboxylate salt groups dispersed in aqueous ammonia. This analysis led the examiner to conclude that the fundamental chemical reaction involved in the claimed process was disclosed by Clampitt.

The board viewed the appeal below as, essentially, a request for reconsideration of its holding in the appeal taken in the parent application.. Referring to both its original opinion and its opinion on reconsideration, the board stated that it was not persuaded of error in its earlier holding.

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550 F.2d 1273, Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-hughes-ccpa-1977.