Ex Parte Olivier-Bourbigou et alDownload PDFPatent Trial and Appeal BoardOct 30, 201713716590 (P.T.A.B. Oct. 30, 2017) Copy Citation United States Patent and Trademark Office 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 APPLICATION NO. FILING DATE FIRST NAMED INVENTOR ATTORNEY DOCKET NO. CONFIRMATION NO. 13/716,590 12/17/2012 Helene OLIVIER-BOURBIGOU PET-2816 8398 23599 7590 11/01/2017 MILLEN, WHITE, ZELANO & BRANIGAN, P.C. 2200 CLARENDON BLVD. SUITE 1400 ARLINGTON, VA 22201 EXAMINER PEREZ, JELITZA M ART UNIT PAPER NUMBER 1774 NOTIFICATION DATE DELIVERY MODE 11/01/2017 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 HELENE OLIVIER-BOURBIGOU, FRANCOIS HUGUES, LIONEL MAGNA, and PIERRE-ALAIN BREUIL (Applicant: IFP ENERGIES NOUVELLES) Appeal 2017-004185 Application 13/716,59c1 Technology Center 1700 Before ROMULO H. DELMENDO, KAREN M. HASTINGS, and JAMES C. HOUSEL, Administrative Patent Judges. PER CURIAM. DECISION ON APPEAL The Appellant appeals under 35 U.S.C. § 134(a) from the Primary Examiner’s final decision to reject claims 1 and 4—19.2 We have jurisdiction under 35 U.S.C. § 6(b). We affirm. 1 The Applicant (hereinafter “Appellant”) states that the real party in interest is “IFP Energies nouvelles.” Appeal Brief filed on August 9, 2016, hereinafter “Appeal Br.,” 1. 2 Appeal Br. 2—14; Reply Brief filed on January 11, 2017, hereinafter “Reply Br.,” 1—3; Final Office Action (notice e-mailed on February 23, 2016), hereinafter “Final Act.,” 2—17; Examiner’s Answer (notice e-mailed on November 18, 2016), hereinafter “Ans.,” 2—32. Appeal 2017-004185 Application 13/716,590 BACKGROUND The subject matter on appeal relates to “a process for the production of octenes from ethylene by dimerizing ethylene to butenes and by dimerizing butenes to octenes.” Specification, hereinafter “Spec.,” 1:4—5. The inventors state their process advantageously avoids purification, such as to remove isobutene between ethylene dimerization and butene dimerization, in contrast to processes that use fluid catalytic cracking C4 cuts or steam naptha cracking cuts. Id. 4:1—6. Representative claim 1 is reproduced from page 15 of the Appeal Brief (Claims Appendix), as follows: 1. A process for the production of octenes starting from ethylene, comprising: a) dimerizing ethylene to butenes in the presence of a catalyst; a’) separating a butenes-containing effluent from unreacted ethylene after the dimerization (a) and recycling unreacted ethylene to (a), b) dimerizing the butenes in the butenes-containing effluent to octenes in the presence of a catalyst. REJECTIONS ON APPEAL On appeal, the Examiner maintains several rejections under 35 U.S.C. § 103(a), which are as follows (Ans. 3—18; Final Act. 2—17): I. claims 1, 4, 8, and 18 as being unpatentable over Buchanan et al. (hereafter “Buchanan”)3 in view of Sato et al. (hereafter “Sato”);4 II. claim 5 as being unpatentable over Buchanan in view of Sato and further in view of Le Quan et al. (hereafter “Le 3 US 2007/0185358 Al, published Aug. 9, 2007. 4 US 5,633,418, issued May 27, 1997. 2 Appeal 2017-004185 Application 13/716,590 Quan”);5 III. claims 6, 7, and 19 as being unpatentable over Buchanan in view of Sato and further in view of Zuech;6 IV. claim 9 and 17 as being unpatentable over Buchanan in view of Sato and further in view of Commereuc et al. (hereafter “Commereuc ’703”);7 V. claims 10 and 11 as being unpatentable over Buchanan in view of Sato and further in view of Commereuc et al. (hereafter “Commereuc ’173”);8 VI. claim 12 as being unpatentable over Buchanan in view of Sato and further in view of Schultz et al. (hereafter “Schultz”);9 VII. claim 13 as being unpatentable over Buchanan in view of Sato and further in view of Chauvin et al. (hereafter “Chauvin”);10 VIII. claim 14 as being unpatentable over Buchanan in view of Sato and further in view of Sundaram et al. (hereafter “Sundaram”);* 11 and IX. claims 15 and 16 as being unpatentable over Buchanan in 5 US 4,532,370, issued on July 30, 1985. 6 US 3,485,881, issued on Dec. 23, 1969. 7 US 7,235,703 B2, issued on June 26, 2007. 8 US 6,646,173 B2, issued on Nov. 11, 2003. 9 US 6,846,965 Bl, issued on Jan. 25, 2005. 10 FR 2 608 594 Al, published on June 24, 1988. 11 10 Kirk-Othmer Encyclopedia of Chemical Technology 593—632 (2001). 3 Appeal 2017-004185 Application 13/716,590 view of Sato and further in view of Vermeiren.12 DISCUSSION Rejection I Claims 1, 4, 8, and 18 are rejected as being unpatentable over Buchanan in view of Sato. Because the Appellant argues these claims together, Appeal Br. 3—10, we select claim 1 as representative of the issues on appeal for this rejection. 37 C.F.R. § 41.37(c)(l)(iv). The Examiner finds Buchanan discloses a process that includes feeding ethylene and a catalyst to a dimerization reactor to produce an effluent stream including unreacted ethylene, the catalyst, and a comonomer (i.e., butene), separating the unreacted ethylene from the butene, and storing the comonomer for subsequent processing. Ans. 3^4. The Examiner finds Buchanan does not disclose dimerizing butene to produce octene, as recited in claim 1. Id. at 4. The Examiner finds Sato discloses a method in which an olefin, such as butene, is dimerized in the presence of a catalyst. Id. The Examiner concludes it would have been obvious to further dimerize the butene of Buchanan to produce octene in view of Sato’s disclosure that octenes “are very valuable intermediate products for the production of plasticizers.” Id. at 5. The Appellant contends Buchanan and Sato do not disclose or suggest consecutive dimerizations in which ethylene is dimerized to yield butene and the butene is dimerized to yield octene. Appeal Br. 4, 6. Specifically, the Appellant argues Buchanan discloses its comonomer (i.e., butene) is stored for use in a subsequent process, such as polyethylene polymerization, but 12 US 2011/0288256 Al, published on Nov. 24, 2011. 4 Appeal 2017-004185 Application 13/716,590 does not disclose or suggest further dimerizing the butene. Appeal Br. 4—5, 8. The Appellant asserts Buchanan’s disclosure that the stored comonomer can be used for “a variety of applications” (Buchanan 145) does not specify what the applications could be and thus does not suggest further dimerization. Appeal Br. 5. The Appellant further argues the Examiner’s rationale of modifying Buchanan in view of Sato to produce octene so plasticizers may be produced is insufficient because the goal of producing octenes does not direct one to select a particular process to produce the octene, such as by starting with the butene from Buchanan’s process. Appeal Br. 6. Moreover, the Appellant contends Sato does not disclose or suggest using butene dimerized from ethylene. Id. The Appellant also asserts that Sato teaches using butene from thermal or catalytic cracking of hydrocarbon oils and thus directs one of ordinary skill in the art away from using the butene from Buchanan’s process. Appeal Br. 6; Reply Br. 1—2. In view of the above, the Appellant contends the Examiner has engaged in impermissible hindsight in the rejection of claim 1. Appeal Br. 5, 7. The Appellant’s arguments are not persuasive. The disclosures of Buchanan and Sato support the Examiner’s findings in the rejection of claim 1. In particular, Buchanan discloses preparing olefin comonomers from ethylene by feeding ethylene monomer and a catalyst to a reactor; producing an effluent stream including unreacted ethylene monomer, the catalyst, and the comonomer; and separating the unreacted ethylene from the comonomer. Buchanan 112. Buchanan discloses the comonomer can be butene and the comonomer “may be used as the comonomer input of a polyolefin polymerization process, and a variety of other applications.” Id. H 12, 45. 5 Appeal 2017-004185 Application 13/716,590 Therefore, the disclosure of Buchanan supports the Examiner’s findings regarding Buchanan. Sato discloses the catalytic dimerization of olefins, such as ethylene, propylene, butene, pentene, decene, or tetradecene. Sato 1:5—7. Sato discloses that butene is a preferred olefin as a starting material. Id. 2:63—67. Sato further discloses that the olefin produced by dimerization can be converted to an alcohol by hydroformylation and hydrogenation, which can be further esterified for use as a plasticizer. Id. 2:58—62. Thus, the disclosure of Sato supports the Examiner’s findings as well. Collectively, the disclosures of Buchanan and Sato support the Examiner’s conclusion that a person having ordinary skill in the art would have found it obvious to modify Buchanan in view of Sato. Although Buchanan does not disclose dimerization of its butene, Buchanan discloses the butene may be used for “a variety of other applications.” Buchanan 145. This suggests that the butene of Buchanan can be processed further, as in, e.g., Sato. Sato discloses dimerizing olefins with a catalyst and states that butene is a preferred starting material. Sato 1:5—7, 2:63—67. Thus, Sato directs one of ordinary skill in the art to use butene as a starting material, such as butene produced by other processes. Indeed, Sato discloses that butene is the preferred starting material when the olefin is converted to an alcohol and esterified for use as a plasticizer. Id. 2:58—67. Therefore, Sato would have suggested modifying the process of Buchanan so the butene of Buchanan is further dimerized. As a result, the combined teachings of Buchanan and Sato would have suggested the process of claim 1. That is, the disclosure of Sato provides a reason to dimerize the butene of Buchanan, such that the 6 Appeal 2017-004185 Application 13/716,590 dimerized butene may be converted to an alcohol and esterified for use as a plasticizer, as stated by the Examiner in the rejection of claim 1. Ans. 5. KSR Inti Co. v. Teleflex Inc., 550 U.S. 398, 420 (2007) (“[I]n many cases a person of ordinary skill will be able to fit the teachings of multiple patents together like pieces of a puzzle”). In this regard, “the test for combining references is not what the individual references themselves suggest but rather what the combination of disclosures taken as a whole would suggest to one of ordinary skill in the art.” In re McLaughlin, 443 F.2d 1392, 1395 (CCPA 1971). In view of the above, we conclude the Examiner has articulated a rationale with rational underpinnings to explain why it would have been obvious to modify the process of Buchanan in view of Sato. KSR, 550 U.S. at 418 (quoting In re Kahn, 441 F.3d 977, 988 (Fed. Cir. 2006)). As noted above, the Appellant does not argue claims 4, 8, and 18 separately from claim 1. Appeal Br. 3—10. For the reasons stated above and those discussed in the Examiner’s Answer, we uphold the Examiner’s § 103(a) rejection of claims 1, 4, 8, and 18. Rejections II—IX For the rejections of claims 5—7, 9—17, and 19, the Appellant relies on the arguments submitted for claim 1 and essentially argues the additionally applied references do not remedy the deficiencies of Buchanan and Sato in the rejection of claim 1. Appeal Br. 10—14. For the reasons set forth above, there are no deficiencies in the rejection of claim 1 that require curing by Fe Quan, Zuech, Commereuc ’703, Commereuc ’173, Schulz, Chauvin, Sundaram, or Vermeiren. Thus, for the reasons set forth above and those 7 Appeal 2017-004185 Application 13/716,590 discussed in the Examiner’s Answer, we uphold the Examiner’s § 103(a) rejections of claims 5—7, 9—17, and 19. SUMMARY Rejections I—IX are affirmed. Therefore, the Examiner’s final decision to reject claims 1 and 4—19 is affirmed. 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)(iv). AFFIRMED 8 Copy with citationCopy as parenthetical citation