Ex Parte Wong et alDownload PDFPatent Trial and Appeal BoardSep 12, 201612616547 (P.T.A.B. Sep. 12, 2016) Copy Citation UNITED STA TES p A TENT AND TRADEMARK OFFICE APPLICATION NO. FILING DATE 12/616,547 1111112009 32583 7590 09/14/2016 KELLOGG BROWN & ROOT LLC Gary Machetta, Chief IP Counsel 601 Jefferson Street KT 1392 HOUSTON, TX 77002 FIRST NAMED INVENTOR Eric Wong 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. 08-23-107 2759 EXAMINER ROBINSON, RENEE E ART UNIT PAPER NUMBER 1772 NOTIFICATION DATE DELIVERY MODE 09/14/2016 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): IPLegal@kbr.com patsi.davis@kbr.com Vikas.Dixit@kbr.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte ERIC WONG, ANAND SUBRAMANIAN, KIRAN V. SHAH, and FAISAL MOHMAND 1 Appeal2015-002590 Application 12/616,547 Technology Center 1700 Before KAREN M. HASTINGS, JAMES C. HOUSEL, and CHRISTOPHER C. KENNEDY, Administrative Patent Judges. KENNEDY, Administrative Patent Judge. DECISION ON APPEAL This is an appeal under 35 U.S.C. § 134(a) from the Primary Examiner's decision to reject claims 12-14 and 28-31. We have jurisdiction under 35 U.S.C. § 6(b). We AFFIRM. BACKGROUND The subject matter on appeal relates to a method for producing n- paraffins. E.g., Spec. i-f 2; Claim 12. Claim 12 is reproduced below from page 15 (Claims Appendix) of the Appeal Brief: 1 According to the Appellants, the Real Party in Interest is Kellogg Brown & Root LLC. App. Br. 3. Appeal2015-002590 Application 12/616,547 12. A method for producing n-paraffins, comprising: thermally cracking a feed comprising an atmospheric distillation tower bottoms, vacuum distillation tower bottoms, or a combination thereof to produce a thermally cracked hydrocarbon mixture, wherein the feed further comprises sulfur-containing compounds and nitrogen-containing compounds; selectively separating a kerosene fraction comprising about 100 ppmw to about 30,000 ppmw of the sulfur-containing compounds and at least a portion of the nitrogen, containing compounds from the hydrocarbon mixture; hydroprocessing at least a portion of the kerosene fraction to produce a hydroprocessed kerosene comprising n-paraffins, about 50 ppmw to about 500 ppmw of the sulfur-containing compounds, and less than 200 ppmw of the nitrogen-containing compounds; contacting the hydroprocessed kerosene with a first adsorbent material at conditions sufficient to cause the first adsorbent material to adsorb at least a portion of the n-paraffins; contacting the adsorbed n-paraffins with a displacing medium at conditions sufficient to cause at least a portion of the adsorbed n-paraffins to be desorbed; recovering the desorbed n-paraffins as a first n-paraffins product, wherein the first n-paraffins product contains less of the sulfur- containing compounds than the hydroprocessed kerosene; and contacting the first n-paraffins product with a second adsorbent material at conditions sufficient to cause the second adsorbent material to adsorb at least a portion of the sulfur-containing compounds to produce a second n-paraffins product containing less of the sulfur-containing compounds than the first n-paraffins product. ANALYSIS Claims 12-14 and 28-31 stand rejected under 35 U.S.C. § 103(a) as unpatentable over Stokeld (US 3,619,409, issued Nov. 9, 1971) in view of 2 Appeal2015-002590 Application 12/616,547 Miyauchi et al. (US 4,668,378, issued May 26, 1987) and Schreiner et al. (US 5,220,099, issued June 15, 1993). The Appellants present separate arguments for independent claim 12 and claim 28, which depends from claim 12. We limit our discussion to those claims, and the remaining claims on appeal will stand or fall with claim 12, from which they depend. After review of the cited evidence in the appeal record and the opposing positions of the Appellants and the Examiner, we determine that the Appellants have not identified reversible error in the Examiner's rejection. Accordingly, we affirm the rejection for reasons set forth below and in the Examiner's Answer. See generally Ans. 2-15. Claim 12. The Examiner finds that Stokeld teaches a method of producing n- paraffins comprising each step of claim 12 except that ( 1) Stokeld does not explicitly disclose the nitrogen or sulfur content of the hydroprocessed kerosene, (2) Stokeld does not explicitly state that the sulfur content of the desorbed n-paraffins product is less than the sulfur content of the hydroprocessed kerosene fraction, (3) Stokeld does not explicitly disclose thermally cracking a hydrocarbon feed to produce a hydrocarbon mixture and selectively separate the kerosene fraction, and ( 4) Stokeld does not disclose a second adsorption step in which a portion of the sulfur-containing compounds are adsorbed. Ans. 2--4. Concerning the nitrogen and sulfur content of the hydroprocessed kerosene, the Examiner finds that "a person of ordinary skill in the art would optimize the operating conditions in order to produce a hydroprocessed kerosene with a reduced sulfur and nitrogen content within levels desired for 3 Appeal2015-002590 Application 12/616,547 the upgraded product according to product specification requirements." Id. at 3. The Examiner determines that, "absent a showing of criticality or unexpected results, the claimed nitrogen and sulfur contents are not considered to be patentably distinguishing." Id. Concerning the requirement of claim 12 that the sulfur content of the desorbed n-paraffins product must be less than the sulfur content of the hydroprocessed kerosene fraction, the Examiner finds that Stokeld's n- paraffins product necessarily would have lower sulfur content than its kerosene fraction "given that the adsorption step in Stokeld functions to selectively adsorb then-paraffins and not sulfur compounds." Id. Concerning the use of a thermally cracked feedstock and the selective separation of a kerosene fraction, the Examiner finds that Miyauchi discloses "thermal cracking of a heavy oil such as an atmospheric residue or vacuum residue comprising sulfur compounds to produce fractions including ... kerosene." Id. at 4. The Examiner determines that it would have been obvious "to use a kerosene feedstock recovered from a thermal cracking product in the process of Stokeld." Id. Concerning the second adsorption step, the Examiner finds that Schreiner discloses a process for "purifying kerosene range linear paraffins by removing contaminants, including sulfur-containing compounds, therefrom," the process involving "contacting the linear paraffin feedstock ... with an adsorbent under conditions suitable for adsorbing at least one contaminant, including sulfur compounds." Id. at 4--5. The Examiner concludes that "[i]t would have been obvious ... to ... modify the process of Stokeld by subjecting the partially purified paraffins product ... to an adsorption step to remove residual contaminants ... including sulfur- 4 Appeal2015-002590 Application 12/616,547 containing compounds ... in order to provide an n-paraffins product of extremely high purity .... " Id. at 5. The Appellants first argue that "the combination of Stokeld, Miyauchi, and Schreiner does not teach, show, or suggest recovering a desorbed n-paraffins as a first n-paraffins product containing less sulfur- containing compounds than the hydroprocessed kerosene." App. Br. 7. They argue that Stokeld's hydroprocessing step removes all sulfur and nitrogen impurities and that "Stokeld [is] completely silent as to selectively adsorbing hydrocarbons versus sulfur." Id. at 8. They further argue that, even if Stokeld' s hydroprocessed effluent contained sulfur impurities, those impurities would be H2S, which would be adsorbed, along with the n- paraffins, by Stokeld's disclosed adsorbent in the first adsorption step. Id. at 9. We are not persuaded by those arguments essentially for reasons stated by the Examiner. See Ans. 10-11. Contrary to the Appellants' assertion that "Stokeld makes no mention of thermally cracked kerosene fractions," Reply Br. 3, Stokeld discloses that "kerosene fraction[s]" are "suitably treated for the separation of straight chain hydrocarbons." Stokeld at 2:28-32. A person of ordinary skill would have known that kerosene fractions could be obtained by thermal cracking. E.g., id. at 2:60 (referencing thermal cracking of other fractions); Miyauchi at 9: 1-5 ("The product oils obtained from the thermal cracking step consist[] of ... [a] kerosene fraction .... "). Contrary to the Appellants' assertion that "Stokeld also makes no mention of any sulfur-containing compounds," Reply Br. 3, Stokeld teaches that "[t]he particular operating conditions selected are dependent on the nature of the feed stream to the adsorption zone ... the 5 Appeal2015-002590 Application 12/616,547 straight chain hydrocarbon content of the feed stream of the olefinic, sulfur, nitrogen, and aromatic compounds content thereof." Stokeld at 3:71--4:3 (emphasis added). Thus, Stokeld teaches or suggests that sulfur and nitrogen compounds are present in the hydroprocessed portion of a kerosene fraction that is subject to adsorption. A preponderance of the evidence supports the Examiner's finding that the sulfur-containing compounds contemplated by Stokeld would not be limited to H2S. As an initial matter, the Appellants cite nothing in Stokeld suggesting that the sulfur-containing compounds are so limited. Additionally, as the Examiner explains, gaseous effluent and light ends, including H2S, would be expected to be removed by Stokeld's process prior to the adsorption step. See Ans. 10; Stokeld at 3:25-30, 4:30-32. As noted above, Stokeld contemplates that the "feed stream to the adsorption zone" continues to contain sulfur compounds, notwithstanding the fact that substantially all H2S would have been expected to be removed prior to the adsorption step. See Stokeld at 3:71--4:3. The fact that Miyauchi' s working examples list H2S, and no other sulfur compounds, does not persuade us that the kerosene fraction of Miyauchi' s composition does not contain sulfur impurities, much less does it persuade us that all kerosene fractions obtained by any thermal cracking lack sulfur impurities other than H2S. See App. Br. 9; Miyauchi cols. 15, 16. Although the working examples do not list impurities in the various oil fractions, see Miyauchi at 15: 11-18, the Appellants identify nothing in Miyauchi suggesting that those fractions are 100% free of impurities. A person of ordinary skill would not have understood that to be the case. The Appellants provide no persuasive basis to conclude that a kerosene fraction 6 Appeal2015-002590 Application 12/616,547 obtained from thermal cracking of a feed stock that falls within the scope of claim 12, as taught by Miyauchi, would not include sulfur impurities other than H2S. Stokeld teaches that its adsorption process selectively adsorbs "straight chain hydrocarbon components of the mixture." Stokeld at 1:53- 55; see also Stokeld at 3:32-35 ("The practice of the separation operation of the present invention is applicable to any solid selective adsorbent which selectively adsorbs straight chain hydrocarbons to the substantial exclusion of nonstraight chain hydrocarbons."). As the Examiner explains, Stokeld teaches the use of an adsorption material that "is a specific type of zeolite A" that "falls within the scope of what is encompassed by Appellant's dependent claim 29 as being suitable for carrying out the claimed adsorption step." Ans. 10-11 (citing Stokeld at 3:51-55). The Appellants do not challenge that finding in the Reply Brief. On this record, a preponderance of the evidence supports the Examiner's finding that the hydroprocessed kerosene of Stokeld and Miyauchi would include sulfur impurities, and that Stokeld's adsorption process would result in an n-paraffins product that contains fewer sulfur-containing compounds than the hydroprocessed kerosene. The Appellants next argue that "the combination of Stokeld, Miyauchi, and Schreiner does not teach, show, or suggest thermally cracking a feed ... to produce a thermally cracked hydrocarbon mixture and selectively separating [sic] a kerosene fraction comprising about 100 ppmw to about 30,000 ppmw of the sulfur containing compounds ... from the hydrocarbon mixture." App. Br. 8. In particular, they argue that Miyauchi's process removes all sulfur from the oil fractions. See id. at 10. 7 Appeal2015-002590 Application 12/616,547 We are not persuaded by that argument. As described above, the Appellants provide no persuasive explanation as to why a person of ordinary skill would consider Miyauchi's failure to list impurities in its working examples as an indication that the oil fractions are 100% pure. Nor do any of the Appellants' citations to Miyauchi appear to support their contention that Miyauchi is concerned with producing fractions "with as little sulfur as possible." See App. Br. 10; see also Ans. 11. Moreover, the Examiner's rationale does not specifically require the use of Miyauchi' s kerosene fraction in combination with Stokeld. The Examiner cites Miyauchi for the broader proposition that it is known that a kerosene fraction can be obtained by thermal cracking. See Ans. 4 ("[I]t would have been obvious ... to use a kerosene feedstock recovered from a thermal cracking product in the process of Stokeld. "). The Appellants do not persuasively dispute that finding. The Appellants do not argue that use of known thermal cracking techniques to obtain a kerosene fraction would have been beyond the level of ordinary skill in the art. Nor do they argue that oil fractions obtained from known thermal cracking techniques generally do not possess sulfur impurities. Cf Ans. 12 ("[T]he exact concentration of sulfur in the obtained product fractions largely depends on the source of the heavy hydrocarbon feedstock."). We are not persuaded that claim 12 's recitation of a specific concentration range of sulfur impurities in the kerosene fraction patentably distinguishes claim 12 over the prior art, particularly in view of the Appellants' failure to suggest that the range is critical or results in unexpected properties. Cf In re Woodruff, 919 F.2d 1575, 1578 (Fed. Cir. 1990) ("The law is replete with cases in which the difference between the claimed invention and the prior art is some range 8 Appeal2015-002590 Application 12/616,547 or other variable within the claims .... [and] in such a situation, the applicant must show that the particular range is critical, generally by showing that the claimed range achieves unexpected results relative to the prior art range." (citations omitted)). The Appellants also argue that "[ m ]odifying Stokeld to produce a hydroprocessed kerosene product comprising n-paraffins and about 50 ppmw to about 500 ppmw of sulfur containing compounds ... would render Stokeld unsatisfactory for its intended purpose." App. Br. 10. In particular, they argue that "Stokeld' s process must produce a hydroprocessed kerosene product that contains less than 15 ppm of sulfur-containing compounds." Id. at 11. That argument does not establish reversible error in the Examiner's rejection. As the Examiner explains, see Ans. 12-13, the mere fact that Stokeld references another patent that discloses a sulfur content of 0.001- 0.0015 percent says nothing about the sulfur content of Stokeld's hydroprocessed effluent. Stokeld's discussion of an "improved method" appears to encompass both Stokeld's hydrogenation steps and Stokeld's adsorption step. Stokeld provides no indication of the hydroprocessed effluent's sulfur content. As explained above, Stokeld plainly contemplates that, even post-hydroprocessing, its feed stream possesses sulfur impurities. See Stokeld at 3:71--4:3. Therefore, a person of ordinary skill in the art desiring fewer sulfur impurities would have been motivated to subject Stokeld to the adsorption steps taught by the prior art. Even if Stokeld's hydroprocessed effluent did possess a sulfur content of 15 ppm, as asserted by the Appellants, the issue before us is whether claim 12 would have been obvious in view of the combined teachings of the 9 Appeal2015-002590 Application 12/616,547 prior art. The Appellants provide no evidence that the use of a hydroprocessed kerosene fraction having, e.g., 50 ppmw sulfur-containing compounds, rather than 15 ppmw, would prevent Stokeld from functioning for its intended purpose. On the contrary, it appears that the two adsorption steps of Stokeld as modified by Schreiner would continue to function regardless of whether the hydroprocessed effluent possessed 15 ppm sulfur- containing contaminants or 50 ppm sulfur-containing contaminants. A person of ordinary skill in the art would have understood that, if the process of Stokeld as modified by Schreiner is desirable on a hydroprocessed kerosene fraction possessing 15 ppmw of sulfur-containing compounds, it would also be desirable in connection with a kerosene fraction possessing 50 ppmw of sulfur-containing compounds. In the absence of a showing of criticality or unexpected results, we are not persuaded of reversible error in the Examiner's rejection. Cf Woodruff, 919 F.2d at 1578. * * * In summary, the combined prior art teaches or suggests the desirability of subjecting a kerosene fraction to hydroprocessing followed by both of the adsorption steps recited by claim 12 in order to obtain highly purified n-paraffins for use in applications such as detergents. E.g., Schreiner at 1 :28-31. Absent a showing that the specific sulfur concentration ranges of claim 12 are critical or produce unexpected results, we are not persuaded that potential non-critical differences in the sulfur concentrations of the prior art as compared to claim 12 result in a patentable distinction. Cf Woodruff, 919 F.2d at 1578. We affirm the Examiner's rejection of claim 12. 10 Appeal2015-002590 Application 12/616,547 Claim 28. Claim 28 depends from claim 12 and recites: 28. The method of claim 12, wherein the hydroprocessed kerosene is produced by hydroprocessing the kerosene fraction in the presence of hydrogen and one or more catalysts at a temperature of about 200°C to about 250°C and a pressure of about 1,350 kPa to about 5,550 kPa. The Examiner finds that Stokeld teaches hydroprocessing at 500-850°F (which is equivalent to 260-450°C) and 300-900 psig (which is equivalent to 2070-6210 kPa). Ans. 6. The Examiner acknowledges that the lower temperature limit of Stokeld is slightly higher than the upper limit of the claimed temperature range (250°C vs. 260°C), but the Examiner finds that the claimed range is nevertheless prima facie obvious because, absent evidence to the contrary, they "are close enough that one skilled in the art would have expected them to have the same properties." Id. The Appellants argue that the combined prior art does not teach the recited temperature range of 200-250°C. See App. Br. 12-13; Reply Br. 4. That argument does not establish reversible error because it does not address or rebut the Examiner's finding that the temperature ranges are sufficiently close that a person of ordinary skill would have expected them to have the same properties, resulting in a prima facie case of obviousness. See Titanium Metals Corp. of Am. v. Banner, 778 F.2d 775, 783 (Fed. Cir. 1985). The Appellants also argue that "Stokeld requires hydroprocessing ... at a pressure far greater than required in claim 28." See App. Br. 12 (quoting Stokeld at 1 :34--48). That argument is not persuasive because, as the Examiner accurately explains, see Ans. 14--15, it ignores the fact that Stokeld teaches two 11 Appeal2015-002590 Application 12/616,547 hydroprocessing steps. The first hydroprocessing step occurs at a pressure of 2070-6210 kPa, see Stokeld at 1 :43 (300-900 psig), which substantially overlaps the pressure range of claim 12. The second hydroprocessing step occurs at a pressure of 8270-13800 kPa. Id. at 1 :48 (1200-2000 psig). The Examiner finds, and the Appellants do not dispute, that Stokeld' s first hydroprocessing step is equivalent to the hydroprocessing of claim 28. See Ans. 14. Because claim 12, from which claim 28 depends, is a "comprising" claim, it does not preclude the use of additional hydroprocessing steps beyond those that are specifically recited. Accordingly, a preponderance of the evidence supports the Examiner's finding that Stokeld teaches a hydroprocessing step equivalent to that of claim 28 that occurs at a pressure range that overlaps the recited range. The Examiner has established a prima facie case of obviousness, and the Appellants fail to rebut it persuasively. See In re Wertheim, 541F.2d257, 267 (CCPA 1976). The Appellants argue that the Examiner's rejection is impermissibly based on hindsight because, according to the Appellants, "the only disclosure that a hydroprocessed kerosene product can be produced by hydroprocessing a kerosene fraction ... at a temperature of about 200°C to about 250°C and a pressure of about 1,350 kPa to about 5,550 kPa ... is Appellant's own disclosure." See App. Br. 13. As set forth above, however, Stokeld's hydroprocessing step that is equivalent to that of claim 28 utilizes a pressure range that literally overlaps that recited by claim 28. The Appellants do not dispute the Examiner's finding that the temperature ranges are sufficiently close that a person of ordinary skill would have expected them to have the same properties. The Examiner's rationale is based not on hindsight, but on the plain teachings of the references in combination with 12 Appeal2015-002590 Application 12/616,547 the understanding of a person of ordinary skill in the art. We are not persuaded of reversible error in the Examiner's rejection of claim 28. CONCLUSION We AFFIRM the Examiner's rejection of claims 12-14 and 28-31. 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 13 Copy with citationCopy as parenthetical citation