Ex Parte Guichard et alDownload PDFPatent Trial and Appeal BoardFeb 26, 201914005936 (P.T.A.B. Feb. 26, 2019) Copy Citation UNITED STA TES p A TENT AND TRADEMARK OFFICE APPLICATION NO. FILING DATE FIRST NAMED INVENTOR 14/005,936 12/03/2013 23599 7590 02/28/2019 MILLEN, WHITE, ZELANO & BRANIGAN, P.C. 2200 CLARENDON BL VD. SUITE 1400 ARLINGTON, VA 22201 Bertrand Guichard 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. PET-2897 3823 EXAMINER QIAN, YUN ART UNIT PAPER NUMBER 1732 NOTIFICATION DATE DELIVERY MODE 02/28/2019 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): docketing@mwzb.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte BERTRAND GUICHARD, LAURENT SIMON, VALENTINA DE GRANDI, DELPHINE MINOUX, and JEAN-PIERRE DATH Appeal2018-004750 Application 14/005,936 Technology Center 1700 Before JEFFREY B. ROBERTSON, GEORGIANNA W. BRADEN, and JANEE. INGLESE, Administrative Patent Judges. ROBERTSON, Administrative Patent Judge. DECISION ON APPEAL 1 STATEMENT OF THE CASE Appellants2 appeal under 35 U.S.C. § 134(a) from the Examiner's Final Rejection of claims 1, 2, 5, 6, 8, and 9. (Appeal Br. 4.) We have jurisdiction pursuant to 35 U.S.C. § 6(b ). We AFFIRM. 1 This Decision includes citations to the following documents: Specification filed September 18, 2013 ("Spec."); Final Office Action dated July 5, 2017 ("Final Act."); Appeal Brief filed December 5, 2017 ("Appeal Br."); Examiner's Answer dated February 1, 2018 ("Ans."); and Reply Brief filed April 2, 2018 ("Reply Br."). 2 Appellants identify Total Raffinage Marketing and IFP Energies nouvelles as the real parties in interest. (Appeal Br. 1.) Appeal2018-004750 Application 14/005,936 THE INVENTION Appellants state that the invention relates to a catalyst for hydrotreatment of hydrocarbon cuts. (Spec. 1, 11. 4--15.) Claim 1, the only independent claim on appeal, is representative and reproduced below from the Claims Appendix to the Appeal Brief: 1. A catalyst comprising an amorphous support based on alumina, at least one Cl---C4 dialkyl succinate, citric acid, phosphorus and a hydrodehydrogenating function comprising at least one element from group VIB and at least one element from group VIII of the Periodic Table, with the Raman spectrum of the catalyst comprising bands at 990 cm-1, at 974 cm-1 or at both 990 cm-1 and 974 cm-1, characteristic of at least one Keggin heteropolyanion,[3J the characteristic bands of said succinate and the principal characteristic bands of citric acid. (Appeal Br. 12, Claims Appendix.) REJECTION The Examiner rejected claims 1, 2, 5, 6, 8, and 9 under 35 U.S.C. § 103 as obvious over Jansen et al. (WO 2005/035691 Al, published on April 21, 2005, "Jansen") and Cholley et al. (US 2008/0194892 Al, published on August 14, 2008, "Cholley"). (Final Act. 3-5.) Appellants do not argue the limitations of any claim in particular. (See Appeal Br. 2-12.) Accordingly, we select claim 1 as representative for disposition of this appeal. 37 C.F.R. § 4I.37(c)(l)(iv). 3 The Specification describes a Keggin heteropolyanion as having the formula PXY1104ox- and/or PY1204ox-, where Y is a metal from group VIB and Xis a metal from group VIII. (Spec 5, 11. 8-10.) 2 Appeal2018-004750 Application 14/005,936 ISSUE The Examiner found that Jansen discloses a hydrotreating catalyst containing cobalt and molybdenum oxides supported on alumina comprising P20 5, citric acid, and an organic compound comprising at least two oxygen- containing moieties. (Final Act. 3.) The Examiner found that Jansen fails to disclose Cl---C4 dialkyl succinate. (Id.) The Examiner found that Cholley discloses a hydroprocessing catalyst comprising C 1---C4 dialkyl succinate, preferably dimethyl succinate. (Id.) The Examiner found that Jansen discloses that the hydrotreating catalyst contains organic compounds containing at least two oxygen-containing moieties, including carboxyl, carbonyl, or hydroxyl moieties. (Ans. 7, citing Jansen, 11.) The Examiner found that Cholley's Cl---C4 dialkyl succinate meets this criteria. (Id.) The Examiner determined that it would have been obvious to have combined the Cl---C4 dialkyl succinate in Cholley with Jansen's catalyst because Cholley discloses that the C 1---C4 dialkyl succinate increases the effectiveness of the catalyst and reduces the reaction temperature by 5-20 °C. (Final Act. at 3- 4, citing Cholley ,r 12.) The Examiner determined that because the combination of Jansen and Cholley discloses all of the claimed reagents, composition, and method of making the catalysts, the physical properties of the resulting composition including Raman spectrum bands, and Keggin heteropolyanion, succinate, and citric acid characteristics would necessarily follow, as the particular species giving rise to the Raman spectrum bands would be formed in-situ. (Id. at 4, 9; Ans., 7-8.) Appellants argue that neither Jansen nor Cholley disclose all of the components of the catalyst recited in the claims. (Appeal Br. 3-5.) Appellants argue that the Examiner's position that in combining the 3 Appeal2018-004750 Application 14/005,936 teachings of Jansen and Cholley, one of ordinary skill would have arrived at the Raman spectrum characteristics recited in the claims is in error, because one of ordinary skill in the art would have had to pick and choose specific components from generic disclosures without specific direction, and there is no prior art embodiment that would result in the characteristic Raman spectrum recited in the claims. (Appeal Br. 5-8.) Appellants argue that data in the Specification and in the Declaration of Jean-Pierre Burzynski (Declaration under 37 C.F.R. § 1.132 dated March 10, 2017, "Burzynski Declaration") show the distinct nature and unexpected advantages of the claimed catalyst. (Appeal Br. 8-11, Reply Br. 1-3.) Accordingly, the issue on appeal is: Considering the evidence on the record as a whole, did the Examiner reversibly err in determining that the catalyst recited in claim 1, and in particular a catalyst "with the Raman spectrum of the catalyst comprising bands at 990 cm-1, at 974 cm-1 or at both 990 cm-1 and 974 cm-1, characteristic of at least one Keggin heteropolyanion, the characteristic bands of said succinate and the principal characteristic bands of citric acid" would have been obvious over Jansen and Cholley? DISCUSSION We are not persuaded by Appellants' argument that neither Jansen nor Cholley individually discloses a catalyst having the components recited in claim 1, because the Examiner's rejection is based on the combination of Jansen and Cholley, not each individually. In responding to a prima facie case of obviousness, one cannot show nonobviousness by attacking 4 Appeal2018-004750 Application 14/005,936 references individually where the rejections are based on combinations of references. In re Keller, 642 F.2d 413,426 (CCPA 1981). We also are not persuaded that the Examiner's combination requires a selection among generic disclosures of each reference with many possibilities. Jansen discloses a hydrotreating catalyst including a Group VI metal and a Group VIII, where molybdenum is especially preferred as the Group VI metal and nickel and/or cobalt is preferred as the Group VIII metal. (Jansen, 5, 11. 22-26.) Jansen discloses the presence of phosphorus is preferred to improve hydrodenitrogenation activity of the catalyst. (Jansen, 6, 11. 1-3.) Jansen discloses that special preference is given to alumina as the catalyst carrier. (Jansen 6, 11. 4--12.) Jansen discloses the presence of an acid, and that citric acid is particularly preferred. (Jansen, 10, 1. 6.) Jansen discloses the addition of an organic additive, and in particular, an organic additive with at least two oxygen-containing moieties, such as a carboxyl, carbonyl, or hydroxyl and 2-10 carbon atoms are preferred. (Jansen, 11, 11. 1-7.) In addition, Jansen exemplifies catalysts having molybdenum, cobalt, phosphorus, an alumina carrier, citric acid, and polyethylene glycol. (Jansen, 18, 1. 29-19, 1. 10, Ex. 1.) Cholley discloses that the addition of an organic compound in hydrotreating catalysts including metals of Groups VIB and VIII on an alumina carrier increases the effectiveness of the catalysts in desulfurization and in denitrogenation, where Cholley specifically prefers dimethyl succinate ( an organic additive with at least two oxygen-containing moieties) as the organic compound. (Cholley ,r,r 10, 12, 17, 18; Ans. 7-8.) Cholley discloses that the organic compound may be introduced in the presence of an 5 Appeal2018-004750 Application 14/005,936 acid, where citric acid is among the particularly preferred acids. (Cholley ,r 29; Ans. 7-8.) Thus, contrary to Appellants' arguments, one of ordinary skill in the art would not have to pick and choose from generic disclosures in each of the references without direction, but rather would have had reason to arrive at the catalysts recited in claim 1 based on preferred and exemplified embodiments of each reference, with a specific reason for utilizing dimethyl succinate in Cholley in the catalyst system of Jansen, namely, improved catalyst activity. Regarding the presence of Raman spectrum of the catalyst including bands at 990 cm-1, at 974 cm-1 or at both 990 cm-1 and 974 cm-1, characteristic of at least one Keggin heteropolyanion, the characteristic bands of said succinate and the principal characteristic bands of citric acid as recited in claim 1, we are not persuaded by the Appellants' argument that the Examiner committed reversible error by determining that the spectrum characteristics would be a natural result of the combination. As discussed above, the Examiner provided sufficient rationale to use the dimethyl succinate disclosed in Cholley in the catalysts of Jansen, finding that the combination of Jansen and Cholley discloses all of the claimed reagents, composition and method of making the catalysts. (Final Act. 4.) Appellants have not presented a persuasive argument that in combining Jansen and Cholley, one of ordinary skill in the art would not have obtained the Raman spectrum characteristics as claimed as a natural result of the combination. Par Pharmaceutical, Inc. v. TWI Pharmaceuticals, Inc., 773 F.3d 1186, 1996 (Fed. Cir. 2014) ("to establish the existence of a claim limitation in the prior art in an obviousness 6 Appeal2018-004750 Application 14/005,936 analysis-the limitation at issue necessarily must be present, or the natural result of the combination of elements explicitly disclosed by the prior art."). Turning to the comparative evidence provided by Appellants, Appellants point both to examples in the Specification, which compare catalysts containing cobalt, molybdenum, and phosphorus without citric acid and dimethyl succinate (Catalysts B 1 and B2) to catalysts containing cobalt molybdenum, and phosphorus with citric acid (and acetic acid) and dimethyl succinate according to the invention (Catalysts Cl, C2, Cl bis, C2bis) and examples in the Buryznski Declaration, which compare a catalyst according to the invention (Catalyst D2) including cobalt, molybdenum, and phosphorus, citric acid, acetic acid, and dimethyl succinate with a catalyst according to Jansen (Catalyst E2) including cobalt, molybdenum, and phosphorus, citric acid, and polyethylene glycol. (Spec. 28-29, Table 1; Buryznski Deel. 2--4.) The Examiner determined that the results were not commensurate in scope with the claims because the results from the examples in the Specification as shown in Table 1 include only one specific phosphorus precursor, one amorphous support, one molybdenum compound as the Group VIB compound and one cobalt compound as the Group VIII compound. (Ans. 4--5.) The Examiner also observed that claim 1 does not recite acetic acid, whereas Table 1 also includes examples with acetic acid, and Example 6 in the Burzynski Declaration contains only citric acid and polyethylene glycol. (Ans. 4; Burzynski Deel. 3--4.) Example 5 in the Burzynski Declaration, which is allegedly representative of the claimed invention, also employs acetic acid. (Burzynski Deel. 2-3.) 7 Appeal2018-004750 Application 14/005,936 Appellants argue that the data is representative of the claim scope and compared to the closest prior art because: ( 1) it shows that the advantage of the invention is a result of the point of novelty of the claims over the prior art; and (2) the claims are very narrow at this point of novelty, e.g., the specific combination of the specific Cl---C4 dialkyl succinate, citric acid and phosphorus components and the very specific result of the Raman spectrum of the catalyst comprising bands at 990 cm-1, at 974 cm-1 or at both 990 cm-1 and 974 cm-1. (Appeal Br. 11.) Appellants further argue "[t]he comparison is made of embodiments with the only distinction being at the point of novelty, i.e., the specific use of a dialkyl succinate or not. All other aspects are the same. Thus, the showing is commensurate with the full scope of the claims because the different result is clearly a result of the point of novelty over the closest prior art." (Reply Br. 3; see Appeal Br. 11.) In other words, Appellants contend that the presence of C 1---C4 dialkyl succinate is the reason for the difference in activity and the point of novelty leading to the unexpected results, such that by showing results of catalysts according to the invention including dimethyl succinate, compared to catalysts of Jansen, which do not include dimethyl succinate, Appellants have both fulfilled a showing that the results are reasonably commensurate in scope with the claims and have compared to the closest prior art. We agree with Appellants that the appropriate comparison to be made is not with the combined teachings of the prior art (Reply Br. 2, 3), but we are not persuaded that the results presented by Appellants are sufficient to overcome the evidence in favor of obviousness. 8 Appeal2018-004750 Application 14/005,936 The problem with Appellants' argument is that, as discussed above, Cholley expressly discloses, in a similar catalyst system, the presence of dimethyl succinate as a preferred compound to increase catalyst activity. (See Cholley ,r,r 12, 17.) Although Appellants argue that because Cholley does not disclose the presence of phosphorus, it cannot form a Keggin heteropolyanion (Appeal Br. 4), given Appellants' statements regarding the point of novelty in the present claims relating to the presence of C 1---C4 dialkyl succinate, we are not persuaded that the increased activity shown in the data presented by Appellants would have been unexpected, and is necessarily related to the presence of the Keggin heteropolyanion. The mere lack of formation of a Keggin heteropolyanion structure in Cholley is not indicative of any unexpected results, because as Appellants' acknowledge, one of ordinary skill in the art would not have expected such a structure to form in the absence of phosphorus. (Appeal Br. 4.) Indeed, in view of Cholley's disclosure of increased catalytic activity in the presence of dimethyl succinate, it appears that Cholley, not Jansen, is the closest prior art, such that Appellants should have provided comparative evidence with respect to Cholley in order to show unexpected results. Even if Jansen (which does not contain the dialkyl succinate) and Cholley (which does not contain phosphorus) are considered to be equally close to the catalysts recited in the claims because each omit one of components recited in claim 1, this does not excuse Appellants from presenting comparative evidence with respect to both references, because each reference differs from the claims in different ways. In re Johnson, 7 4 7 F.2d 1456, 1461 (Fed. Cir. 1984) (explaining that the "closest prior art" may include more than one prior art reference, and to establish unexpected 9 Appeal2018-004750 Application 14/005,936 results, an applicant is required to compare the claimed subject matter with the relevant subject matter of each of the closest prior art references, unless "the teachings of the closest prior art references are sufficiently similar so that the testing of one compound showing unexpected results would provide the same information as to the relevant teachings of the other equally close references."). Thus, we are of the view that the evidence in favor of obviousness is strong and outweighs the evidence against obviousness presented by Appellants. DECISION We affirm the Examiner's decision rejecting claims 1, 2, 5, 6, 8, and 9. TIME PERIOD No time period for taking any subsequent action in connection with this appeal may be extended under 37 C.F.R. § 1.136(a)(l ). AFFIRMED 10 Copy with citationCopy as parenthetical citation