Ex Parte Maas et alDownload PDFPatent Trial and Appeal BoardSep 7, 201612279792 (P.T.A.B. Sep. 7, 2016) Copy Citation UNITED STA TES p A TENT AND TRADEMARK OFFICE APPLICATION NO. FILING DATE 12/279,792 08/18/2008 123223 7590 09/09/2016 Drinker Biddle & Reath LLP (WM) 222 Delaware A venue, Ste. 1410 Wilmington, DE 19801-1621 FIRST NAMED INVENTOR Steffen Maas UNITED STATES DEPARTMENT OF COMMERCE United States Patent and Trademark Office Address: COMMISSIONER FOR PATENTS P.O. Box 1450 Alexandria, Virginia 22313-1450 www .uspto.gov ATTORNEY DOCKET NO. CONFIRMATION NO. 074008-0743-US 4675 EXAMINER WITHERSPOON, SIKARL A ART UNIT PAPER NUMBER 1671 NOTIFICATION DATE DELIVERY MODE 09/09/2016 ELECTRONIC Please find below and/or attached an Office communication concerning this application or proceeding. The time period for reply, if any, is set in the attached communication. Notice of the Office communication was sent electronically on above-indicated "Notification Date" to the following e-mail address( es): IPDocketWM@dbr.com penelope.mongelluzzo@dbr.com DBRIPDocket@dbr.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte STEFFEN MAAS, THORSTEN JOHANN, MICHAEL KOCH, TILMAN SIRCH, STEPHAN SCHLITTER, STEP AN RITTINGER, and MICHAEL STEINIGER 1 Appeal2014-002986 Application 12/279,792 Technology Center 1600 Before ERIC B. GRIMES, LORA M. GREEN, and JEFFREY N. FREDMAN, Administrative Patent Judges. GRIMES, Administrative Patent Judge. DECISION ON APPEAL This is an appeal under 35 U.S.C. § 134 involving claims to a process for hydrogenating a methylolalkanal, which have been rejected for obviousness and obviousness-type double patenting. We have jurisdiction under 35 U.S.C. § 6(b). We reverse the obviousness rejection but affirm the double patenting rejection. 1 Appellants identify the Real Party in Interest as BASF SE. (Br. 1.) Appeal2014-002986 Application 12/279,792 STATEMENT OF THE CASE "The catalytic hydrogenation of carbonyl compounds, for example aldehydes, to prepare simple and functionalized alcohols is assuming an important position in the production streams of the commodity chemicals industry." (Spec. 1:9-11.) "[T]o prepare polyhydric alcohols such as pentaerythritol, neopentyl glycol or trimethylolpropane from aqueous methylolalkanal solutions, these solutions have to be hydrogenated." (Id. at 1:24--26.) Claims 11-20 are on appeal. Claim 11 is the only independent claim and reads as follows (emphasis added): 11. A process for catalytically hydrogenating a methylolalkanal of general formula (I) wherein R1 and R2 are each independently a methylol group, an alkyl group having up to 22 carbon atoms, an aryl group having from 6 to 33 carbon atoms, or an aralkyl group having from 6 to 33 carbon atoms, and said process comprises a hydrogenation feed and a hydrogenation effluent, comprising hydrogenating said methylolalkanal of general formula (I) in the liquid phase over a hydrogenation catalyst, measuring the pH of said hydrogenation effluent, and subsequently adding an amount of at least one tertiary amine, inorganic base, inorganic acid, or organic acid to said hydrogenation feed so as to maintain a pH in the range of from 7. 0 to 9. 0 in said hydrogenation effluent. 2 Appeal2014-002986 Application 12/279,792 I The Examiner has rejected all of the claims on appeal under 35 U.S.C. § 103(a) as obvious based on Wartini. 2 (Nonfinal Action3 2.) The Examiner finds that Wartini teaches a process of hydrogenating a methylolalkanal comprising measuring pH by known methods and setting the pH of the hydrogenation feed to 6.3 to 7.8 by adding a tertiary amine. (Id.) The Examiner acknowledges that Wartini does not teach measuring the pH of the hydrogenation effluent, but concludes that this is not a patentable distinction: Wartini et al clearly teaches a pH of the hydrogenation feed that overlaps the pH range of the instant claims. In the present invention, the pH is maintained by adding an acid or base to the hydrogenation feed. This is exactly where the pH in Wartini et al is maintained. (Id. at 3.) Appellants argue that Wartini does not suggest all the steps of claim 11 because "[t]he pH of the hydrogenation effluent of Wartini is not measured, nor is any amount of at least one tertiary amine, [etc.] ... added to the hydrogenation feed as a response to this measurement in order to maintain the pH of the hydrogenation effluent in the range of from 7.0 to 9.0." (Br. 8.) Appellants argue that Wartini's "teaching to measure the pH of the hydrogenation feed cannot be said to reasonably suggest to one of ordinary skill in the art to measure the pH at the hydrogenation effluent, as presently claimed." (Id. at 9.) 2 Wartini et al., US 2006/0205985 Al, Sept. 14, 2006. 3 Office Action mailed March 11, 2013. 3 Appeal2014-002986 Application 12/279,792 We agree with Appellants that the Examiner has not shown that the steps of measuring the pH of the hydrogenation effluent and subsequently adjusting the pH of the hydrogenation feed to between 7.0 and 9.0 would have been obvious based on Wartini. The present application states that "the pH in the hydrogenation reactor has a crucial influence on the hydrogenation result and the catalyst activity." (Spec. 2:22-23.) The Specification also states that [t]he pH in the reactor therefore corresponds to the pH of the hydrogenation effluent, but is significantly higher than the pH of the hydrogenation feed. The difference in the pH between feed and effluent is determined by the activity of the catalyst with regard to the decomposition of formic acid, and also by temperature, amount of off gas and loading. (Id. at 2:38 to 3:2.) Thus, the Specification that "[ t ]he process according to the invention enables effective pH control in the reactor by setting the inventive pH range in the hydrogenation effluent." (Id. at 4:1-2.) Wartini teaches the same reaction as recited in claim 11, and teaches maintaining the pH of the hydrogenation feed between 6.3 and 7.8. (Wartini i-f 8.) However, Wartini does not suggest that the pH within the reaction chamber, and therefore the pH of the hydrogenation effluent, will differ from the pH of the hydrogenation feed. Thus, Wartini does not provide a reason to measure the pH of the hydrogenation effluent and subsequently adjust the pH of the hydrogenation feed. We therefore reverse the rejection under 35 U.S.C. § 103(a). 4 Appeal2014-002986 Application 12/279,792 II The Examiner has rejected claims 11-14 and 16-20 for obviousness- type double patenting based on claims 1-9 of U.S. Patent 7,439,406. (Non- final Action 4.) Appellants present no arguments directed to the double patenting rejection in this appeal. Therefore, we affirm the rejection. See Hyatt v. Dudas, 551F.3d1307, 1314 (Fed. Cir. 2008) ("When the appellant fails to contest a ground of rejection to the Board, ... the Board may treat any argument with respect to that ground of rejection as waived. In the event of such a waiver, the PTO may affirm the rejection of the group of claims that the examiner rejected on that ground without considering the merits of those rejections."). SUMMARY We reverse the rejection of claims 11-20 under 35 U.S.C. § 103(a). We affirm the rejection of claims 11-14 and 16-20 for obviousness- type double patenting. TIME PERIOD FOR RESPONSE No time period for taking any subsequent action in connection with this appeal may be extended under 37 C.F.R. § 1.136(a). AFFIRMED-IN-PART 5 Copy with citationCopy as parenthetical citation