Ex Parte Rothaemel et alDownload PDFPatent Trial and Appeal BoardFeb 27, 201712089823 (P.T.A.B. Feb. 27, 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. 12/089,823 09/08/2008 Martin Rothaemel 123.0005USWO 6879 57557 7590 03/01/2017 PAULY, DEVRIES SMITH & DEFFNER, L.L.C. Suite 900 121 South 8th Street MINNEAPOLIS, MN 55402-2841 EXAMINER PREGLER, SHARON ART UNIT PAPER NUMBER 1772 NOTIFICATION DATE DELIVERY MODE 03/01/2017 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@pdsdlaw.com kds@pdsdlaw.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte MARTIN ROTHAEMEL, HENNING BUCHOLD, HARALD KOMPEL, ANDREAS GLASMACHER, and ANDREAS OCHS Appeal 2015-002414 Application 12/089,823 Technology Center 1700 Before ADRIENE LEPIANE HANLON, MICHAEL P. COLAIANNI, and CHRISTOPHER L. OGDEN, Administrative Patent Judges. HANLON, Administrative Patent Judge. DECISION ON APPEAL A. STATEMENT OF THE CASE The Appellants filed an appeal under 35 U.S.C. § 134 from an Examiner’s decision finally rejecting claims 1—15 and 18—21. A hearing was held on February 14, 2017. We have jurisdiction under 35 U.S.C. § 6(b). We AFFIRM. Representative claim 1 is reproduced below from the Claims Appendix of the Appeal Brief dated June 18, 2014 (“Br.”). The limitations at issue are italicized. Appeal 2015-002414 Application 12/089,823 1. A process for producing C2-C4 olefins from an educt mixture containing steam and oxygenates, in which the educt mixture is reacted in at least one reactor on a catalyst to obtain a reaction mixture comprising low-molecular olefins and gasoline hydrocarbons, which in a first separating device is separated into a mixture rich in C5- olefins, a mixture rich in C5+ gasoline hydrocarbons, and an aqueous phase, wherein the mixture rich in C5+ gasoline hydrocarbons is supplied to a second separating device, in which the aromatics contained in the mixture are largely separated and are discharged as aromatics stream, wherein the second separating device is a membrane separating device or includes a distillation column in which an extracting agent is added, and a residual stream largely free from aromatics is at least partly recirculated to the at least one reactor as recycling stream. App. Br. 16. The claims on appeal stand rejected as follows: (1) claims 1—14 and 21 under 35 U.S.C. § 103(a) as unpatentable over Graziani et al.1 in view of Kaeding2 and Hack et al.,3 and further in view of Tian et al.;4 5 6and (2) claims 1, 15, and 18—20 under 35 U.S.C. § 103(a) as unpatentable over Graziani in view of Kaeding and Hack, and further in view of Sweet et al.5,6 1 US 4,542,252, issued September 17, 1985 (“Graziani”). 2 US 4,849,573, issued July 18, 1989 (“Kaeding”). 3 US 2003/0139635 Al, published July 24, 2003 (“Hack”). 4 US 2003/0080028 Al, published May 1, 2003 (“Tian”). 5 US 5,643,442 A, issued July 1, 1997 (“Sweet”). 6 In both the Final Office Action and the Examiner’s Answer, claims 18—20 are omitted from the statement of the rejection but are addressed in the body of the rejection. See Final Office Action dated January 31, 2014, at 7; Examiner’s Answer dated November 7, 2014 (“Ans.”), at 7. The Appellants recognize that 2 Appeal 2015-002414 Application 12/089,823 On appeal, the Appellants focus their arguments on claim 1 and do not present arguments in support of the separate patentability of any of claims 2—15 and 18—21. Thus, for purposes of this appeal, claims 2—14 and 21 stand or fall with the patentability of claim 1 in rejection (1) and claims 15 and 18—20 stand or fall with the patentability of claim 1 in rejection (2). 37 C.F.R. § 41.37(c)(iv) (2014). B. DISCUSSION 1. Rejection (1) The Examiner finds Graziani discloses a process for producing light olefins including C2-C4 olefins comprising the steps of: (1) providing a feedstream comprising a mixture of oxygenates including methanol and/or dimethyl ether in a reactor on a catalyst to obtain a mixture comprising light olefins and gasoline hydrocarbons, (2) cooling the mixture, and (3) separating the mixture into three phases. The Examiner finds the three phases are “a liquid hydrocarbon phase (analogous to C5+ gasoline), an aqueous phase and a gaseous phase containing most of the light olefins (analogous to C5- gasoline[)].” Ans. 2. Graziani Figure 1, reproduced below, illustrates the flow plan of a reactor system for converting methanol to olefmic hydrocarbons. claim 15 and claims 18—20 stand rejected under § 103(a) as unpatentable over Graziani in view of Kaeding and Hack, and further in view of Sweet. Br. 7. Thus, the omission is harmless error, and the statement of the rejection has been corrected to include claims 18—20. 3 Appeal 2015-002414 Application 12/089,823 Fig. I Graziani Fig. 1 is a schematic flow plan of an adiabatic multi-stage fixed bed reactor system for converting methanol to olefmic hydrocarbons. According to the process disclosed in Graziani, methanol feed is mixed with an aqueous recycle stream which is rich in unreacted methanol from line 4 and a dimethyl ether rich recycle stream containing unreacted dimethyl ether from line 6. Graziani, col. 8,11. 34-40. Graziani discloses that a dimethyl ether-lean stream is sent “to an olefins recovery system similar to that employed in conventional olefin plants to recover ethylene, propylene, butenes, and a gasoline fraction through line 4 Appeal 2015-002414 Application 12/089,823 38.”7 Graziani, col. 9,11. 37-40. Based on the teachings in Graziani, the Examiner finds “one having ordinary skill in the art would assume that aromatics are not preferred for recycling to the oxygenate reactor.” Ans. 13. The Examiner finds Graziani does not “specifically disclose aromatics separation from the gasoline stock.” Ans. 3. Thus, the Examiner turns to Hack. Ans. 3^4. Hack Figure 1, reproduced below, illustrates a flow diagram of a reactor system for producing propylene from methanol. Fig.1 Hack Fig. 1 is a flow diagram of the disclosed process. Hack discloses: 7 The Examiner relies on Kaeding “for evidencary [sic, evidentiary] support that aromatics are common by products in an oxygenate to olefin reaction.” Ans. 11. 5 Appeal 2015-002414 Application 12/089,823 The bottom product (mostly C4+ hydrocarbons) leaving column (24) via line (26) is recirculated via line (5). . . . Excesses are removed through lines (4a) and (5a). The liquid mixture of line (21) flows into the third column (28), from which a light C5+ fraction is separated and is recirculated via line (29) and through line (5). The heavy constituents, usually petroleum hydrocarbons, are withdrawn through line (30) and are removed from the process. Hack 1116-17. In Example 1, Hack discloses that “[tjhrough line (29), 80% of the convertible C5 to C8 olefins are withdrawn, and naphtha is obtained in line (30).” Hack 124. Based on the disclosure in paragraph 24 of Hack, the Examiner finds the stream through line (29) comprises mostly olefins and has generally low aromatic content whereas the stream through line (30) contains the bulk of the aromatics (i.e., naphtha). Ans. 12. The Appellants do not direct us to any error in the Examiner’s findings.8 The Examiner concludes: In view of [the] Hack disclosure, it would have been obvious to one with ordinary skill in the art at the time of invention to modify the integrated process of Graziani and Kaeding by recycling the light C5+ fraction to the reactor for an enhanced production of light olefins. Ans. 4. The Examiner also finds Hack does not disclose that distillation column (28), which corresponds to the claimed second separating device, is either a 8 At the hearing, the Appellants disputed the Examiner’s finding that recycle stream through line (29) comprises 80% Cs-Cg olefins, and thus comprises no more than 20% aromatic compounds. See Ans. 9 (citing Hack 124). However, the Examiner’s finding that the stream through line (30) contains the bulk of the aromatics remains undisputed on this record. 6 Appeal 2015-002414 Application 12/089,823 distillation column in which an extracting agent is added or a membrane separating device as recited in claim 1. Ans. 4, 6. The Examiner finds Tian discloses an extractive distillation column for separating aromatics from hydrocarbon mixtures. Ans. 4, 6. The Examiner also finds Sweet removes aromatics by a membrane separation device. Ans. 6, 12. The Examiner concludes that it would have been obvious to one of ordinary skill in the art to replace distillation column (28) of Hack with Tian’s distillation column or Sweet’s membrane separator. Ans. 4, 6. The Appellants argue: Graziani discharges the complete C5+ stream from the process, whereas the present invention teaches to remove the aromatics from said stream and to recycle the remaining aliphatic compounds to the reactor, in which they at least partly decompose and react to additional educts. Br. 10 (emphasis omitted); see also Br. 9 (arguing that “[a] residual stream from [the] second separation step, which is largely free from aromatics, is at least partly recirculated to the reactor as a recycling stream” in the present invention (emphasis added)). The Appellants recognize that Hack teaches recycling C5+ hydrocarbons via line (29). However, the Appellants argue that “[t]he stream containing C5+ hydrocarbons will contain both aromatic and aliphatic compounds, without removing of aromatic compounds and is thus different from the recycling stream described by the present invention.” Br. 12. The Appellants’ argument is not persuasive of reversible error. Claim 1 recites “a residual stream largely free from aromatics is at least partly recirculated to the at least one reactor as recycling stream.” Br. 16 (emphasis added). The Appellants do not define the phrase “largely free from aromatics” in the 7 Appeal 2015-002414 Application 12/089,823 Specification.9 We note that claim 2, which depends from claim 1, recites that “the amount of aromatics in the recycling stream recirculated to the first reactor is less than 10 wt-%.” Br. 16. Based on the doctrine of claim differentiation, we interpret “a residual stream largely free from aromatics” to include an amount of aromatics equal to or greater than 10 weight percent. Hack expressly discloses that aromatics (i.e., naphtha) are obtained in line (30). Hack 124. Therefore, it is reasonable to find that the olefin stream in line (29) of Hack is largely free from aromatics as recited in claim 1. Moreover, claim 1 does not recite that the residual stream is discharged from the second separating device. Thus, the aqueous recycle stream rich in unreacted methanol and the dimethyl ether rich recycle stream in lines 4 and 34/6, respectively, in Graziani are both residual streams within the scope of claim 1. See Ans. 9 (“Graziani discloses that recycling of reactants are practiced (See lines 4 and 34 of Figure 1).”). As for second separating device recited in claim 1, the Appellants recognize that Tian discloses a process for separating aromatics by extractive distillation. However, the Appellants argue that “the invention of Tian is suitable for the extractive distillation of hydrocarbons, ‘in which the aromatic content [is] 15 to 99 wt%.’” Br. 13. Similarly, the Appellants argue that “the separation methods disclosed by Sweet require an aromatic content of at least 15 wt %.” Br. 14. Referring to Table III of Kaeding, the Appellants argue that the aromatic content is too low to apply any of the separation methods disclosed by Tian or Sweet. Br. 13, 14. 9 The Appellants also do not define the phrase “substantially free from aromatics” recited in claims 15 and 21. 8 Appeal 2015-002414 Application 12/089,823 Significantly, the Appellants’ arguments do not address the rejection on appeal. In the § 103(a) rejection of claim 1, the Examiner replaces distillation column (28) of Hack with either the distillation column of Tian or the membrane separating device of Sweet. The Appellants have failed to show that the aromatic content in the liquid mixture through line (21) of Hack, which flows into column (28), would have been expected to be lower than 15 weight percent. Thus, the Appellants’ arguments are not persuasive of reversible error. Finally, the Appellants argue that the present invention produces unexpected results (i.e., an increase of product yield of light olefins is obtained if aromatics are separated before remaining hydrocarbons are recycled to reactor). Br. 9. The Appellants, however, do not direct us to any evidence demonstrating that the results obtained by the claimed process would have been unexpected. See In re De Blauwe, 736 F.2d 699, 705 (Fed. Cir. 1984) (unexpected results must be established by factual evidence; mere argument does not suffice). For the reasons set forth above, the § 103(a) rejections on appeal are sustained. C. DECISION The Examiner’s decision 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)(1). AFFIRMED 9 Copy with citationCopy as parenthetical citation