Jacqueline Reid et al.Download PDFPatent Trials and Appeals BoardMay 10, 20212020003364 (P.T.A.B. May. 10, 2021) 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. 13/583,024 10/01/2012 Jacqueline Reid 27073-55 1030 26486 7590 05/10/2021 BURNS & LEVINSON, LLP 125 HIGH STREET BOSTON, MA 02110 EXAMINER MCAVOY, ELLEN M ART UNIT PAPER NUMBER 1771 NOTIFICATION DATE DELIVERY MODE 05/10/2021 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@burnslev.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte JACQUELINE REID and VINCENT BURGESS Appeal 2020-003364 Application 13/583,024 Technology Center 1700 Before JULIA HEANEY, MONTÉ T. SQUIRE, and JANE E. INGLESE, Administrative Patent Judges. HEANEY, Administrative Patent Judge. DECISION ON APPEAL STATEMENT OF THE CASE Pursuant to 35 U.S.C. § 134(a), Appellant1 appeals from the Examiner’s decision to reject claims 1–3, 5, 13, 17, 20, and 22–25. See Final Act. 2. We have jurisdiction under 35 U.S.C. § 6(b). We AFFIRM. 1 We use the word Appellant to refer to “applicant” as defined in 37 C.F.R. § 1.42. Appellant identifies the real party in interest as Innospec Limited. Appeal Br. 3. Appeal 2020-003364 Application 13/583,024 2 CLAIMED SUBJECT MATTER The claims are directed to a fuel composition comprising detergent and quaternary ammonium salt additive. Claim 1, reproduced below, is illustrative of the claimed subject matter: 1. A method of reducing deposits in a diesel engine, the method comprising combusting in the engine a diesel fuel composition comprising a detergent additive which is not a quaternary ammonium salt or a Mannich reaction product; and a quaternary ammonium salt additive comprising the reaction product of nitrogen containing species having at least one tertiary amine group and a quaternizing agent; wherein the nitrogen containing species is the reaction product of a hydrocarbyl-substituted acylating agent and a compound comprising at least one tertiary amine group and a primary amine, secondary amine or alcohol group; wherein the detergent additive is made by reacting a poly(isobutene)-substituted succinic acid-derived acylating agent with a mixture of ethylene polyamines; wherein the poly(isobutene) substituent has between about 12 to about 200 carbon atoms and the mixture of ethylene polyamines have about 3 to about 9 amino nitrogen atoms per ethylene polyamine and about 1 to about 8 ethylene groups; wherein the diesel fuel composition comprises less than 250 ppm of the detergent additive and less than 250 ppm of the quaternary ammonium salt additive; and wherein the weight ratio of the quaternary ammonium salt additive to the detergent additive is from 1:4 to 4:1; and wherein the quaternizing agent is selected from the group consisting of: (a) hydrocarbyl epoxides, optionally in combination with an acid; and (b) a compound of formula (III) Appeal 2020-003364 Application 13/583,024 3 wherein R is a substituted alkyl, alkenyl, aryl, or alkylaryl group; and R1 is a C1 to C22 alkyl, aryl or alkylaryl group; wherein the compound (III) is an ester of a carboxylic acid selected from group consisting of oxalic acid, phthalic acid, salicylic acid, maleic acid, malonic acid, citric acid, nitrobenzoic acid, aminobenzoic acid and 2, 4, 6-trihydroxybenzoic acid; and wherein the hydrocarbyl epoxide is selected from group consisting of styrene oxide, ethylene oxide, propylene oxide, butylene oxide, stilbene oxide and C2-50 epoxide; and wherein the method provides improved performance when using the diesel fuel composition in a modern diesel engine having a high pressure fuel system and when using the diesel fuel composition in a traditional diesel engine, wherein in a diesel engine having a high pressure fuel system the engine has a fuel pressure of more than 1350 bar. REFERENCES The prior art relied upon by the Examiner is: Name Reference Date Steckel US 6,299,655 B1 Oct. 9, 2001 Grundy US 6,733,550 B1 May 11, 2004 Barton US 7,947,093 B2 May 24, 2011 Barton US 7,951,211 B2 May 31, 2011 Barton US 8,147,569 B2 Apr. 3, 2012 MacMillan WO 2009/040586 A1 Apr. 2, 2009 REJECTIONS Claims Rejected 35 U.S.C. § Reference(s)/Basis 1–3, 5, 13, 17, 20, 22–25 103 Barton,2 Steckel, MacMillan 2 The Examiner rejects the claims based on each Barton reference alternatively as the primary reference, but refers to the Barton references collectively as “Barton” in discussing the rejections. Final Act. 2–3. The Examiner relies upon the disclosure of Barton ’569 for the discussion of the primary reference. Id. at 3. We do likewise. Appeal 2020-003364 Application 13/583,024 4 1–3, 5, 13, 17, 20, 22–25 103 Barton, Grundy, MacMillan OPINION We review the appealed rejections for reversible error based on the arguments and evidence presented by Appellant. 37 C.F.R. § 41.37(c)(1)(iv); Ex parte Frye, 94 USPQ2d 1072, 1075 (BPAI 2010) (precedential) cited with approval in In re Jung, 637 F.3d 1356, 1365 (Fed. Cir. 2011) (explaining that even if the Examiner had failed to make a prima facie case, “it has long been the Board’s practice to require an applicant to identify the alleged error in the examiner’s rejections”). We address the claims separately to the extent they are so argued by Appellant. 37 C.F.R. § 41.37(c)(1)(iv). The Examiner finds that Barton teaches quaternary ammonium salt detergents and their use in a fuel composition to reduce diesel engine intake valve deposits and to remove or clean-up existing deposits. Final Act. 3. The Examiner finds that Barton teaches a method of fueling an internal combustion engine by supplying a fuel containing quaternary ammonium salt comprising a reaction product of: (a) the reaction of a hydrocarbyl substituted acylating agent and a compound having an oxygen or nitrogen atom capable of condensing with said acylating agent and further having a tertiary amino group, and (b) a quaternizing agent suitable for converting the tertiary amino group to a quaternary nitrogen, wherein the quaternizing agent is selected from the group consisting of dialkyl sulfates, benzyl halides, hydrocarbyl substituted carbonates, hydrocarbyl epoxides in combination with an acid or mixtures thereof. Id. (citing Barton ’569 col. 2, ll. 20–40). Appeal 2020-003364 Application 13/583,024 5 The Examiner finds that Examples 1, 2, and 4 in Barton ’569 add ammonium salt detergents in amounts less than 250 ppm to diesel fuel. Id. The Examiner further finds that Barton satisfies the claimed method of reducing deposits in a diesel fuel engine when the nitrogen containing species is (i) the reaction product of a hydrocarbyl-substituted acylating agent and a compound comprising at least one tertiary group. Id. at 3–4. The Examiner also finds that Barton teaches some of the quaternizing agents of claim 1. Final Act. 4 (citing Barton ’569 col. 7, l. 36 to col. 8, l. 12). The Examiner finds that Barton permits including detergent additives as other conventional fuel composition additives. Final Act. 4 (citing Barton ’569 col. 8, ll. 34–68). The Examiner finds that Barton discloses N-substituted long chain alkenyl succinimides as dispersants. Id. (citing Barton ’569 col. 8, ll. 64–65). The Examiner finds additionally that succinimides are conventional in the diesel fuel additive art as evidenced by Steckel or Grundy. Final Act. 4. Because Barton allows detergents and dispersants as performance additives, the Examiner finds that it would have been obvious to add a nitrogen- containing dispersant of Steckel or Grundy, since hydrocarbyl-substituted succinimides are known in the lubricant art for providing both detergent and dispersant properties. Id. at 5. Appellant argues that the appealed claims recite very specific combinations of diesel fuel composition additives which achieve improved performance in both traditional and modern diesel engines that operate at relatively high fuel pressures. Appeal Br. 5. Appellant argues that the results in Barton relied upon by the Examiner (i.e., Examples 1 and 2 in traditional engines; and Example 4 in modern engines having high pressure fuel greater than 1350 bar) would not have led a person of ordinary skill in Appeal 2020-003364 Application 13/583,024 6 the art to expect that the claimed combination of additives would be effective in reducing deposits in a traditional diesel engine and a modern diesel engine. Id. at 10–11. To the extent Appellant’s argument rests on interpreting “improved performance ... when using the diesel fuel composition in a traditional diesel engine” as a requirement of the claimed method, we do not find it persuasive. Rather, for the reasons discussed below, we determine that the following recitation of claim 1, with respect to use of the claimed fuel composition in a traditional diesel engine, is merely an intended use: wherein the method provides improved performance when using the diesel fuel composition in a modern diesel engine having a high pressure fuel system and when using the diesel fuel composition in a traditional diesel engine, wherein in a diesel engine having a high pressure fuel system the engine has a fuel pressure of more than 1350 bar. Appeal Br. 15–16 (Claims Appendix). Appellant’s Specification explains that measuring an “improvement in performance” depends upon the type of engine and whether the metric is “keep clean” and/or “clean up” performance. Spec. 33, ll. 8–10. For “modern” engines having a high pressure fuel system, improved “keep clean” performance occurs when power loss is less than five percent after 32 hours, as measured by the standard CEC F-98-08 (“DW10 test”). Id. at 34, ll. 16–21, 32–35. Improved “clean up” performance occurs when the power of a fouled engine is “returned to within 1% of the level achieved when using clean injectors within 8 hours in the DW10 test.” Id. at 34, l. 37–35, l. 2. For a “traditional diesel engine,” improved performance is measured by test method CEC F-23-A-01 (“XUD9 test”). Spec. 34, ll. 29–30; 37, Appeal 2020-003364 Application 13/583,024 7 l. 10–38, l. 6. The Specification explains that the XUD9 test measures injector nozzle coking, e.g., carbon deposit formation, by comparing the injector air flow before and after the test to calculate a percentage of airflow reduction for all nozzles. Id. Because the Specification’s description of “improved performance” does not quantify how much airflow reduction would be an improvement under the XUD9 test, we interpret “improved performance ... when using the diesel fuel composition in a traditional diesel engine” as merely an intended use. Unexpected Results Appellant argues that Declarations I and II3 demonstrate the method of claim 1 achieves unexpected results in reducing deposits in traditional and modern diesel engines by using a detergent additive and a quaternary ammonium salt in combination, as compared to a quaternary ammonium salt or a succinimide alone. Appeal Br. 8. Concerning Declaration I, Appellant argues that quaternary ammonium salt Q5 is the reaction product of PIBSA (product of polyisobutylene with maleic anhydride) and dimethylaminopropyl amine (DMAPA); and succinimide detergent A2 is a detergent additive prepared according to Example 4 of the Specification. Decl. I ¶¶ 4, 5; Spec. 38, ll. 20–26. Appellant argues that paragraphs 8 and 10 of Declaration I respectively demonstrate that a combination of Q5 and A2 did not result in 3 Declarations of Vincent Burgess under 37 C.F.R. § 1.132 dated February 3, 2014 (“Declaration I”) and December 23, 2014 (“Declaration II”). Appeal 2020-003364 Application 13/583,024 8 any flow loss and is more effective for cleaning fouled injectors over time as compared to A2 alone. Appeal Br. 6–7. Appellant argues that paragraphs 11 and 12 of Declaration I show no fuel injector sticking for a combination of Q5 and A2, each at 120 ppm, while the fuel injector stuck after 32 hours using Q5 alone (240 ppm). Appeal Br. 7. The Examiner finds that the results of paragraphs 8 and 10 of Declaration I are not unexpected because Barton teaches use of quaternary ammonium salt additives for reducing deposits in fuel intake valves or removing existing deposits. Answer 7–8. The Examiner further finds that the results of paragraphs 11 and 12 of Declaration I are not commensurate in scope with the claimed composition because they test a single quaternary ammonium salt, Q5. Id. at 8–9. Concerning Declaration II, Appellant argues that Q6 is the quaternary ammonium salt of Example 1 in Barton ’569 (styrene oxide quaternary ammonium salt) and satisfies claim 1. Appeal Br. 7; Barton ’569 col. 11, ll. 8–15. Appellant argues that Declaration II paragraph 10 shows that no fuel injectors stuck with a combination of A2 and Q6 (200 ppm each), but all four fuel injectors did after eight hours with Q6 alone (400 ppm). Appeal Br. 7–8. Appellant argues that the data of Declarations I and II is commensurate in scope with the method of claim 1, even though it is based upon a single embodiment of a hydrocarbyl epoxide or of a compound of formula (III) as quaternizing agent, because those skilled in the art would reasonably expect similar results when practicing the method of claim 1 with other hydrocarbyl epoxides or compounds of formula (III) as quaternizing agents based upon their common structure. Id. Appeal 2020-003364 Application 13/583,024 9 The Examiner finds that Barton ’569 already teaches that Q6 effectively reduces intake valve deposits and removing or cleaning existing deposits on diesel engine intake valves. Answer 9. Having considered the evidence and arguments presented, we are not persuaded that Appellant has met its burden of showing unexpected results of the method of claim 1 over Barton. An affidavit or declaration under 35 C.F.R. § 1.132 must compare the claimed subject matter with the closest prior art to be effective to rebut a prima facie case of obviousness. In re Burckel, 592 F.2d 1175, 1179 (CCPA 1979); MPEP § 716.02(e) (9th ed. Rev. 10.2019, rev. June 2020). Further, “objective evidence of nonobviousness must be commensurate in scope with the claims which the evidence is offered to support.” In re Clemens, 622 F.2d 1029, 1035 (CCPA 1980). In other words, the showing of unexpected results must be demonstrate that the results occur over the entire claimed range. Id. at 1036; see also In re Peterson, 315 F.3d 1325, 1329–31 (Fed. Cir. 2003) (data showing improved alloy strength with the addition of 2% rhenium did not evidence unexpected results for the entire claimed range of about 1–3% rhenium); In re Grasselli, 713 F.2d 731, 741 (Fed. Cir. 1983) (Claims were directed to certain catalysts containing an alkali metal. Evidence presented to rebut an obviousness rejection compared catalysts containing sodium with the prior art. The court held this evidence insufficient to rebut the prima facie case because experiments limited to sodium were not commensurate in scope with the claims.). Barton is the closest prior art of record. Example 1 is a styrene oxide quaternary ammonium salt (reaction product of dimethylaminopropylamine succinamide and styrene oxide), which is a quaternary ammonium salt based upon a nitrogen containing species and a quaternizing agent of claim 1. Appeal 2020-003364 Application 13/583,024 10 Barton ’569 col. 11, ll. 5–15. Example 1 is subjected to testing XUD9 test or in a High Speed Injector Test in amounts of 17.5 or 35 ppm according to. Id. at Tables 1, 2, and 5. Appellant acknowledges that Barton applies its quaternary ammonium salt in both traditional and modern engines. Appeal Br. 10–11. Barton ’569 compares its quaternary ammonium salt to two commercial detergents—polyisobutylene succinimide of DMAPA (Comparative Example 1) and polyisobutylene succinimide of tetraethylenepentamine (Comparative Example 2), which are tested in amounts of 38.25 or 51 ppm. Barton ’569 col. 12, ll. 61–67, Table 2, 5. We find that Barton ’569 teaches that its inventive quaternary ammonium salts have equivalent or superior flow performance and lower average injector blockage as compared to commercial detergents or fuel without additives. Id. at col. 12, ll. 32–38. We also find that Barton’s broader disclosure supports combining its quaternary ammonium salt with N-substituted long chain alkenyl succinimide treated with carboxylic acids or epoxides as dispersants in amounts of 0 to 25 weight percent relative to the fuel composition. Barton ’569 col. 8, ll. 43–45, 64 to col. 9, l. 2. We find that the tests of Declaration I paragraphs 8 and 10 are not comparable to Barton, because the data compares a detergent additive alone (A2) as compared with a combination of detergent additive A2 with a quaternary ammonium salt (Q5). Barton already teaches a quaternary ammonium salt and its advantages over fuels with a detergent additive or nonadditive fuels. While Declaration I paragraphs 11 and 12 compare Q5 alone to its 1:1 combination with A2, we find that this data is not reasonably commensurate in scope with claim 1. As a single experiment, the data does not reasonably Appeal 2020-003364 Application 13/583,024 11 account for other relative amounts, or other species of quaternary ammonium salt and detergent additive encompassed by claim 1. See In re Kollman, 595 F.2d 48, 56 (CCPA 1979) (nonobviousness of a broader genus or claimed range can be supported by evidence based on unexpected results from testing a narrower range if one of ordinary skill in the art would be able to determine a trend in the exemplified data which would allow the artisan to reasonably extend the probative value thereof); MPEP § 716.02(d). Further, the data only observes injector sticking rather than measuring power loss according to the DW10 test, and, so, fails to show improved “keep clean” or “clean up” performance in modern engines. Moreover, a single data point is inadequate to establish any trend of probative value such that a person of ordinary skill in the art would reasonably find it demonstrates the nonobviousness of the broader amounts or species of claim 1. We likewise find the comparative data of Declaration II paragraph 10 insufficient to demonstrate unexpected results over Barton because it only compares quaternary ammonium salt Q6 to its 1:1 combination with A2. As above, this is not reasonably commensurate in scope with claim 1 because it is a single comparative experiment. Declaration II further does not show improved “keep clean” or “clean up” performance in modern engines since it does not measure power loss under the DW10 test. Taken alone or with Declaration I, a person of ordinary skill in the art would also not find that Declaration II reflects a trend of probative value with respect to other relative amounts, or other species of the quaternary ammonium salt and detergent additive of claim 1. Declarations I and II fail to rebut the Examiner’s finding of obviousness because the data does not establish an unexpected difference between Barton and the claimed invention. Appeal 2020-003364 Application 13/583,024 12 Because Appellant has not demonstrated unexpected results based upon Declarations I and II, we do not reach the merits of Appellant’s arguments concerning Steckel, Grundy, and MacMillan. We accordingly affirm the rejections of Claims 1–3, 5, 13, 17, 20, and 22–25 over Barton in view of Steckel and MacMillan; and over Barton in view of Grundy and MacMillan. CONCLUSION The Examiner’s rejections are affirmed. DECISION SUMMARY Claim(s) Rejected 35 U.S.C. § Reference(s)/Basis Affirmed Reversed 1–3, 5, 13, 17, 20, 22– 25 103 Barton, Steckel, MacMillan 1–3, 5, 13, 17, 20, 22–25 1–3, 5, 13, 17, 20, 22– 25 103 Barton, Grundy, MacMillan 1–3, 5, 13, 17, 20, 22–25 Overall Outcome 1–3, 5, 13, 17, 20, 22–25 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). See 37 C.F.R. § 1.136(a)(1)(iv). AFFIRMED Copy with citationCopy as parenthetical citation