Ex Parte Carr et alDownload PDFPatent Trial and Appeal BoardNov 13, 201712663028 (P.T.A.B. Nov. 13, 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. 12/663,028 03/26/2010 Robert Carr EU-50952 1678 62068 7590 11/15/2017 HUNTSMAN INTERNATIONAL LLC LEGAL DEPARTMENT 10003 WOODLOCH FOREST DRIVE THE WOODLANDS, TX 77380 EXAMINER SAWYER, JENNIFER C ART UNIT PAPER NUMBER 1671 NOTIFICATION DATE DELIVERY MODE 11/15/2017 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): USPatents@Huntsman.com Diana_E_Ortega@ Huntsman.com sophie_bolt@huntsman.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte ROBERT CARR and NICOLAAS VAN WIECHEN1 Appeal 2017-003733 Application 12/663,028 Technology Center 1600 Before JEFFREY N. FREDMAN, RICHARD J. SMITH, and JOHN E. SCHNEIDER, Administrative Patent Judges. SCHNEIDER, Administrative Patent Judge. DECISION ON APPEAL This is an appeal under 35 U.S.C. § 134(a) involving claims to method for preparing mixtures of diphenylmethane diisocyanates (“MDI”) and polyphenyl polymethylene polyisocyanates (“PMDI”) which have been rejected for failing to satisfy the written description requirement and as being obvious. We have jurisdiction under 35 U.S.C. § 6(b). We AFFIRM. 1 Appellants identify the real party in interest as Huntsman International, LLC. Br. 3. Appeal 2017-003733 Application 12/663,028 STATEMENT OF THE CASE “PMDI is an industrially important isocyanate for producing rigid polyurethane foams which are preferably used as insulation material in the building industry, as insulating foam in the refrigeration appliance industry and as sandwich panel construction material.” Spec. 1. “PMDI is manufactured commercially by the sequential conversion of benzene to nitrobenzene to aniline which then, by acid catalysed [sic] reaction with formaldehyde, forms the corresponding mixtures of diphenylmethane diamines and polyphenyl polymethylene polyamines, known as PMDA. Phosgenation of PMDA produces PMDI.” Id. Production of PMDI often involves the use of “nitration grade” benzene which has toluene levels of less than 500 ppm. Id. at 5. Nitration grade benzene is used to minimize the impurities in the final product and reduce production costs. Id. at 6. Nitration grade benzene is itself relatively expensive. Id. The Specification discloses a method for producing PMDI using benzene with between 500 and 5000 ppm toluene. Claims 1, 3, 7, 12, 18, 19, 21, 22, and 24 are on appeal. Claims 1 and 21 are the sole independent claims and read as follows: 1. A process for forming diphenylmethane diisocyanate and polyphenyl polymethylene polyisocyanate consisting of: (A) forming diphenylmethane diamines, polyphenyl polymethylene polyamines with toluidine isomers incorporated into mixed polyamine molecules, or combinations thereof through a process consisting of the following sequential steps: a. forming nitrobenzene that contains less than 5000 ppm of nitrotoluene isomers by the mixed acid nitration of benzene, wherein the benzene comprises 500 to 5000 ppm w/w alkyl-substituted aromatics comprising toluene, and wherein the benzene has not been subjected to any additional processing steps prior to step (a); 2 Appeal 2017-003733 Application 12/663,028 b. converting said nitrobenzene of step (a) to aniline that contains less than 5000 ppm of toluidine isomers wherein the toluidine isomers were converted from said nitrotoluene isomers; and c. converting the aniline of step (b) into the diphenylmethane diamines, polyphenyl polymethylene polyamines with toluidine isomers incorporated into mixed polyamine molecules, or combinations thereof; and (B) converting the diphenylmethane diamines, polyphenyl polymethylene polyamines with toluidine isomers incorporated into mixed polyamine molecules, or combinations thereof into diphenylmethane diisocyanates and polyphenyl polymethylene polyisocyanate. 21. A process for forming diphenylmethane diisocyanate and polyphenyl polymethylene polyisocyanate consisting of: (A) forming diphenylmethane diamines, polyphenyl polymethylene polyamines with toluidine isomers incorporated into mixed polyamine molecules, or combinations thereof through a process consisting of the following sequential steps: a. forming nitrobenzene that contains less than 5000 ppm of nitrotoluene isomers by the mixed acid nitration of benzene, wherein the benzene comprises 500 to 5000 ppm w/w alkyl-substituted aromatics comprising toluene, and wherein the benzene has not been subjected to any additional processing steps prior to step (a); b. converting said nitrobenzene of step (a) to aniline that contains less than 5000 ppm of toluidine isomers wherein the toluidine isomers were converted from said nitrotoluene isomers; and c. converting the aniline of step (b) into the diphenylmethane diamines, polyphenyl polymethylene polyamines, with toluidine isomers incorporated into mixed polyamine molecules or combinations thereof via the condensation reaction of the aniline and formaldehyde in the presence of an acid catalyst, wherein the molar ratio of aniline to acid ranges from 1:0.8-0.1; and (B) converting the diphenylmethane diamines, polyphenyl polymethylene polyamines with toluidine isomers 3 Appeal 2017-003733 Application 12/663,028 incorporated into mixed polyamine molecules or combinations thereof into diphenylmethane diisocyanates and polyphenyl polymethylene polyisocyanate. The claims stand rejected as follows: Claims 1 and 21 have been rejected under 35 U.S.C. § 112, first paragraph, for failing to comply with the written description requirement in that the amended claims contain new matter not disclosed in the Specification. Claims 1, 3, 7, 12, 18, 19, 21, 22, and 24 have been rejected under 35 U.S.C. § 103(a) as unpatentable over Strofer2 in view of Cooke3 and/or Castner4, in further view of Alexanderson5, Ash6, Welch7, and Soleta.8 NEW MATTER REJECTION Issue The issue with respect to this rejection is whether the evidence of record supports the Examiner’s conclusion that claims 1 and 21 contain new matter that is not reflected in the Specification. Appellants’ amended claims 1 and 21 to recite the steps of “forming nitrobenzene that contains less than 5000 ppm of nitrotoluene isomers” and “converting said nitrobenzene of step (a) to aniline that contains less than 2 Strofer et al., US 2002/0132953 Al, published Sept. 19, 2002 (“Strofer”). 3 Cooke et al., US 3,270,057, issued Aug. 30, 1966 (“Cooke”). 4 Castner et al., US 2,377,071, issued May 29, 1945 (“Castner”). 5 Alexanderson et al., US 4,021,498, issued May 3, 1977 (“Alexanderson”). 6 Ash et al., US 6,004,452, issued Dec. 21, 1999 (“Ash”). 7 Welch et al., US 5,712,481, issued Jan. 27, 1988 (“Welch”). 8 Soleta et al. WO 2006/107824 A2, published Oct. 12, 2006 (“Soleta”). Citations are to Soleta et al., US 2009/0011515 Al, published Jan. 8, 2009, which is the English language equivalent of Soleta. 4 Appeal 2017-003733 Application 12/663,028 5000 ppm of toluidine isomers wherein the toluidine isomers were converted from said nitrotoluene isomers”. Amendment filed Aug. 22, 2014. The Examiner finds that the amendments introduce new matter in that there is no support for either of the limitations. Non-Final Act. 3. Appellants contend that one skilled in the art would, upon reading the Specification, understand that the nitrobenzene formed by the claimed process would contain less than 5000 ppm of nitrotoluene isomers. Br. 11— 12. Appellants point to the Specification where it states that the process of the invention uses benzene with less than 5000 ppm toluene which would be the only logical source of nitrotoluene isomers. Id. Appellants argue that, based on the teachings in the Specification, one skilled in the art would understand that the intermediate product would have less than 5000 ppm of nitrotoluene isomers. Id. at 12. Principles of Law “In order to satisfy the written description requirement, the disclosure as originally filed does not have to provide in haec verba support for the claimed subject matter at issue.” Purdue Pharma L.P. v. Faulding, Inc., 230 F.3d 1320, 1323 (Fed. Cir. 2000). Nonetheless, the disclosure must convey with reasonable clarity to those skilled in the art that the inventor was in possession of the invention. See id. “Put another way, one skilled in the art, reading the original disclosure, must immediately discern the limitation at issue in the claims.” Id. Claim 1 recites a solids content range of “at least 35%,” which reads literally on embodiments employing solids contents outside the 25-60% range described in the Swiss application ... we are of the opinion that the PTO has the initial burden of 5 Appeal 2017-003733 Application 12/663,028 presenting evidence or reasons why persons skilled in the art would not recognize in the disclosure a description of the invention defined by the claims. By pointing to the fact that claim 1 reads on embodiments outside the scope of the description, the PTO has satisfied its burden. Appellants thus have the burden of showing that the upper limit of solids content described, i. e., 60%, is inherent in “at least 35%,” as that limitation appears in claim 1. Appellants have adduced no evidence to carry this burden. In re Wertheim, 541 F.2d257, 263-264 (CCPA 1976). Analysis The Examiner has the better position. As in Wertheim, the Examiner points out there is nothing in the present disclosure to show that the presence of 500 to 5000 ppm of “alkyl-substituted aromatics, e.g. toluene and xylenes” will necessarily define the amount of nitrotoluene or toluidine impurities. Ans. 3. Moreover, the term less than 5000 ppm reaches down to 0 ppm. Since the lower limit of toluene present in the starting benzene is 500 ppm, following Appellants’ logic, one skilled in the art would expect at least some of the toluene to be converted into nitrobenzene and to toluidine. Thus, Appellants’ Specification does not support a lower limit of 0 ppm nitrotoluene or toluidine products. Wertheim places the burden on Appellant to show that the lower limit including 0 ppm is inherent in the “500 to 5000 ppm” limitation. Wertheim, 541 F.2d at 264. Just as in Wertheim, Appellants have provided no evidence that rebutted the Examiner’s position. 6 Appeal 2017-003733 Application 12/663,028 Conclusion of Law We conclude that the evidence of record supports the Examiner’s conclusion that claims 1 and 21 do not satisfy the written description requirement. OBVIOUSNESS Issue The issue with respect to this rejection is whether a preponderance of the evidence supports the Examiner’s conclusion that claims 1, 3, 7, 12, 18, 19, 21, 22, and 24 would have been obvious over Strofer combined with either Cooke or Castner, further combined with Alexanderson, Ash, Welch, and Soleta. The Examiner finds that Strofer teaches a process for reacting aniline with formaldehyde to produce methylene dianiline. Non-Final Act. 5. The Examiner finds that Strofer does not teach conversion of nitrobenzene to aniline containing less than 5000 ppm of toluidine isomers, however, the Examiner finds that Cooke and Castner teach this limitation. Id. at 6. The Examiner finds that Alexanderson teaches that nitration of benzene to produce nitrobenzene where the unaccounted impurities, which the Examiner concludes would include nitrotoluene, are 0.06% which falls within the 5000 ppm limitation of the claims. Id. at 7. The Examiner finds that Ash discloses the available “standard, commercial-quality benzene” having 500 ppm toluene. Id. at 8. The Examiner concludes that [t]he only difference between the claimed invention and the prior art is the lack of actual combination of the elements in a single prior art reference. One of ordinary skill in the art could have combined the elements as claimed by these known methods, and that in combination, each element merely 7 Appeal 2017-003733 Application 12/663,028 performs the same function as it does separately. This combination would have been predictable to one of ordinary skill in the art. Absent any showing of unusual and/or unexpected results over Applicant’s particular process to convert benzene to nitrobenzene, then to aniline, then to polyamines, then finally to polyisocyanates and to monitor the quality of benzene, the art obtains the same effect on the method's efficacy and utility. The expected result would be the conversion of benzene to nitrobenzene then into polyisocyanates for the polyurethane industry. Id. at 9. Appellants contend that the rejection is based on improper use of hindsight. Br. 13—14. Appellants argue that the art did not recognize that there was a problem with using nitration grade benzene and that absent recognition of the problem, there would be no reason to use less pure benzene. Id. at 15. Appellants point to the age of the Strofer reference to support their contention that the use of less pure benzene would not have been obvious. Id. at 15—16. Appellants contend that the combined references do not teach or suggest all the limitations of the claims. Id. at lb- 17. Finally, Appellants argue that the claimed process produces unexpected results in that one skilled in the art would not expect that less pure benzene could be used to produce PMDI. Id. at 18. Principles of Law “The combination of familiar elements according to known methods is likely to be obvious when it does no more than yield predictable results.” KSR Inti Co. v. Teleflex Inc., 550 U.S. 398, 416 (2007). “[W]hen the question is whether a patent claiming the combination of elements of prior art is obvious,” the answer depends on “whether the improvement is more 8 Appeal 2017-003733 Application 12/663,028 than the predictable use of prior art elements according to their established functions.” Id. at 417. It can be obvious to adapt a known product “using modem electronic components in order to gain the commonly understood benefits of such adaptation, such as decreased size, increased reliability, simplified operation, and reduced cost.” Leapfrog Enterprises, Inc. v. Fisher-Price, Inc., 485 F.3d 1157, 1162 (Fed. Cir. 2007). Any judgment on obviousness is in a sense necessarily a reconstmction based upon hindsight reasoning, but so long as it takes into account only knowledge which was within the level of ordinary skill at the time the claimed invention was made and does not include knowledge gleaned only from applicant’s disclosure, such a reconstmction is proper. In re McLaughlin, 443 F.2d 1392, 1395 (CCPA 1971). “The mere age of the references is not persuasive of the unobviousness of the combination of their teachings, absent evidence that, notwithstanding knowledge of the references, the art tried and failed to solve the problem.” In re Wright, 569 F.2d 1124, 1127 (CCPA 1977). Analysis We adopt the Examiner’s findings of fact, reasoning on scope and content of the prior art, and conclusions set out in the Final Action and Answer regarding this rejection. We find the Examiner has established that the claims would have been obvious over Strofer combined with either Cooke or Castner, further combined with Alexanderson, Ash, Welch, and Soleta. Appellants have not produced evidence showing, or persuasively argued, that the Examiner’s determinations on obviousness are incorrect. Only those arguments made by Appellants in the Briefs have been 9 Appeal 2017-003733 Application 12/663,028 considered in this Decision. Arguments not presented in the Briefs are waived. See 37 C.F.R. § 41.37(c)(l)(iv) (2015). We have identified claim 1 as representative; therefore, all claims fall with claim 1. We address Appellants’ arguments below. Appellants contend that the Examiner engaged in the improper use of hindsight in making the objection. Br. 15. We are unpersuaded. The Examiner’s analysis in founded in the teachings of the prior art and does not resort to the teachings of the present disclosure. All of the elements of the claims are found in the art. See Non- Final Act. 4—8. The motivation of substituting less pure benzene for nitration grade benzene stems from the commonly understood benefits of a simpler process and lower costs. See Leapfrog, 485 F.3d at 1162. As Dystar noted an implicit motivation to combine exists not only when a suggestion may be gleaned from the prior art as a whole, but when the “improvement” is technology-independent and the combination of references results in a product or process that is more desirable, for example because it is . . . cheaper. DyStar Textilfarben GmbH & Co. Deutschland KG v. C.H. Patrick Co., 464 F.3d 1356, 1368 (Fed. Cir. 2006). Thus, the substitution of one known element for another would have been obvious. KSR, 550 U.S. 398 at 416. Appellants next point to the age of the Strofer reference to suggest that the substitution of elements would not have been obvious. Br. 15—16. Again, we are unpersuaded. Mere age of a reference without evidence that others had tried and failed to solve a problem is not sufficient to defeat a finding of obviousness. In re Wright, 569 F.2d at 1127. Here Appellants have offered no evidence, other than attorney argument, that others tried and failed to produce MDPI using benzene less pure than nitration grade 10 Appeal 2017-003733 Application 12/663,028 benzene. See Br. 15—16. Attorney argument is no substitute for evidence. Johnston v. IVAC Corp., 885 F.2d 1574, 1581 (Fed. Cir. 1989). Appellants argue that Ash is directed to a process for producing benzene with only 40 ppm toluene and that one skilled in the art would have used the high purity benzene taught by Ash instead of benzene 545. Br. 16— 17. We remain unpersuaded. Ash teaches that a benzene with between 500 and 5000 ppm toluene was known in the art. Ash, col. 14,11. 43^49. We agree with the Examiner that one skilled in the art would have been motivated to use commercially available benzene to lower costs and simplify the process. Ans. 7. Appellants next contend that Alexanderson does not teach mixed acid nitration of benzene to nitrobenzene which contains less than 5000 ppm nitrotoluene isomers because the 0.06% of components unaccounted for may results from other chemicals present other than toluene. Br. 17. We remain unpersuaded. As the Examiner points out, any nitrotoluene isomers present in the nitrobenzene described in Alexanderson would be included in the 0.06% impurities and would necessarily be less than 5000 ppm. Ans. 9. Appellants argue that Cooke and Castner do not teach conversion of nitrobenzene to aniline with less than 5000 ppm toluidine isomers as Cooke and Castner only teach cyclohexylamine, cyclohexanone, cyclohexylidene, and a benzene by-product as the impurities present. Br. 17. Appellants contend that it is improper for the Examiner to assume that other impurities are present. Id. We are unpersauded. As discussed above, the limitation of less than 5000 ppm of toluidine isomers includes 0 ppm toluidine isomers. Thus, if the only impurities contained in the products of Cooke and Castner 11 Appeal 2017-003733 Application 12/663,028 are those recited in the references, they would still teach products have less than 5000 ppm of toluidine isomers. See Ans. 10—11. Turning to Welch and Soleta, Appellants contend that these references do not address the deficiencies of the other references. Br. 17—18. This argument is unpersuasive. As the Examiner has found, Strofer, Cooke, Castner, Alexanderson, and Ash teach or suggest all of the steps of the method recited in claim 1. Non-Final Act. 5—8. Thus there is no need to rely on Welch or Soleta to remedy the alleged deficiencies of the other references. Finally Appellants contend that it is unexpected that benzene with a purity below that of nitration grade benzene could be used to produce PMDI without the need for additional processing. Br. 18. Once again, we are unpersauded. As the Examiner points out, Appellants have not presented any evidence to support this contention. Ans. 7—8. “[I]t is well settled that unexpected results must be established by factual evidence. ‘Mere argument or conclusory statements in the specification does not suffice.’” In re Geisler, 116 F.3d 1465, 1470 (Fed. Cir. 1997) (quoting In re De Blauwe, 736 F.2d 699, 705 (Fed. Cir. 1984)). Conclusion of Law We conclude that a preponderance of the evidence supports the Examiner’s conclusion that claim 1 would have been obvious over Strofer combined with either Cooke or Castner, further combined with Alexanderson, Ash, Welch, and Soleta. Claims 3,7, 12, 18, 19, 21, 22, and 24 have not been argued separately and, therefore, fall with claim 1. 37 C.F.R. § 41.37(c)(l)(iv). 12 Appeal 2017-003733 Application 12/663,028 DECISION We affirm the rejection under 35 U.S.C. § 112, first paragraph. We affirm the rejection under 35 U.S.C. § 103(a). 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 13 Copy with citationCopy as parenthetical citation