INNOSPEC LIMITEDDownload PDFPatent Trials and Appeals BoardMay 10, 20212021000780 (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. 14/816,313 08/03/2015 Jacqueline Reid 27073-55CON 4871 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 2021-000780 Application 14/816,313 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 1–6, 8–13, and 16–24. 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 2021-000780 Application 14/816,313 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 modern 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 selected from: (i) 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; (ii) a Mannich reaction product comprising a tertiary amine group; and (iii) a polyalkylene substituted amine having at least one tertiary amine group; wherein the detergent additive is the reaction product of a carboxylic acid derived acylating agent and an amine; and wherein the method provides control of deposits within the injector body of a modern diesel engine having a high pressure fuel system to prevent injector sticking; wherein the engine has a fuel pressure of more than 1350 bar and comprises a fuel injector having a plurality of apertures, each aperture having an inlet and an outlet which are tapered such that the inlet diameter is greater than the outlet diameter, the outlet diameter being less than 200μm, and having an operating tip temperature in excess of 250°C; and wherein the detergent additive is made by reacting a poly(isobutene)-substituted succinic acid derived acylating agent wherein the poly(isobutene) substituent has between about 12 to about 200 carbon atoms with a mixture of ethylene polyamines having about 3 to about 9 amino nitrogen atoms per ethylene polyamine and about 1 to about 8 ethylene groups, wherein Appeal 2021-000780 Application 14/816,313 3 the molar ratio of acylating agent: amino compound is from 2:1 to 1:1. 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 1–6, 8–13, 16–24 103 Barton,2 Steckel, MacMillan 1–6, 8–13, 16–24 103 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 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 2021-000780 Application 14/816,313 4 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. Final Act. 3. (citing Barton ’569 col. 2, ll. 20–40). The Examiner 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. Final Act. 3–4. The Examiner further finds that Barton permits including detergent additives as other conventional fuel composition additives. Id. at 4 (citing Barton ’569 col. 8, ll. 34–68). The Examiner further finds that Barton Appeal 2021-000780 Application 14/816,313 5 discloses N-substituted long chain alkenyl succinimides as dispersants. Id. (citing Barton ’569 col. 8, ll. 64–65). The Examiner also finds 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 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 the art to expect that the claimed combination of additives would be effective in reducing deposits in a modern diesel engine. Id. at 9–10. To the extent that Appellant’s argument rests on interpreting “provides control of deposits within the injector body of a modern diesel engine having a high pressure fuel system to prevent injector sticking” 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 modern diesel engine of a certain structure, is merely an intended use: Appeal 2021-000780 Application 14/816,313 6 wherein the method provides control of deposits within the injector body of a modern diesel engine having a high pressure fuel system to prevent injector sticking; wherein the engine has a fuel pressure of more than 1350 bar and comprises a fuel injector having a plurality of apertures, each aperture having an inlet and an outlet which are tapered such that the inlet diameter is greater than the outlet diameter, the outlet diameter being less than 200µm, and having an operating tip temperature in excess of 250°C. Appeal Br. 14 (Claims Appendix). Appellant’s Specification explains that controlling fuel deposits is important for addressing problematic injector sticking in modern diesel engines. Spec. 31, ll. 21–24. The Specification describes “keep clean” performance and “clean up” performance respectively as metrics for deposit inhibition and removal. Spec. 32, ll. 17–21. 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”). Spec. 34, ll. 1–4. 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, ll. 6–9. Because the Specification’s description does not quantify the degree of sticking to be prevented for modern engines with a particular structure, we interpret “provides control of deposits within the injector body of a modern diesel engine having a high pressure fuel system to prevent injector sticking” and the accompanying engine structure merely as an intended use. Appeal 2021-000780 Application 14/816,313 7 Unexpected Results Appellant argues that Declarations I and II3 demonstrate that using combinations of succinimide detergent and quaternary ammonium salt of claim 1 achieves unexpected results in reducing injector deposits in modern diesel fuel engines as compared to a quaternary ammonium salt alone. Appeal Br. 5. Appellant argues that Declaration I shows 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. Id. at 6; Decl. I ¶¶ 4, 5; Spec. 37, ll. 20–26. Appellant argues that the first experiment compared deposit formation for a fuel containing Q5 alone to one containing Q5 and A2. Appeal Br. 6. Appellant argues that Q6 is the quaternary ammonium salt of Example 1 in Barton ‘569 (styrene oxide quaternary ammonium salt) and satisfies claim 1. Id.; Barton ’569 col. 11, ll. 8–15. Appellant argues that a second experiment compared deposit formation for a fuel containing Q6 alone to one containing Q6 and A2. Appeal Br. 6. Appellant argues that detergent agent A2 was prepared by reacting acylating agent (PIBSA) to amine (polyethylene polyamine) at a molar ratio of 2:1 to 1:1. Decl. II ¶ 10. Declaration II otherwise addresses rejections and prior art references that are not at issue. Id. at ¶ 3. Appellant argues Q5 and Q6 are encompassed by claim 1, and that the experiments in Declaration I show that Q5 or Q6 alone ineffectively 3 Declarations of Vincent Burgess under 37 C.F.R. § 1.132 dated August 17, 2016 (“Declaration I”) and January 12, 2018 (“Declaration II”). Appeal 2021-000780 Application 14/816,313 8 prevented sticking in any of the tested injectors after eight hours. Appeal Br. 6. Appellant further argues that the results of Declaration I are commensurate in scope with the claims. Id. The Examiner finds that the results in Declaration I are not unexpected because the data is not commensurate in scope with the claims. Answer 8. The Examiner further finds that Barton ’569 already teaches that Q6 effectively reduces intake valve deposits and removing or cleaning existing deposits on diesel engine intake valves. Id. at 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, 1178, MPEP § 716.02(e). Moreover, “objective evidence of non-obviousness must be commensurate in scope with the claims which the evidence is offered to support.” In other words, the showing of unexpected results must be reviewed to see if the results occur over the entire claimed range. In re Clemens, 622 F.2d 1029, 1035 (CCPA 1980). 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.). Appeal 2021-000780 Application 14/816,313 9 Barton is the closest prior art of record. Example 1 tests a styrene oxide quaternary ammonium salt (reaction product of dimethylaminopropylamine succinamide and styrene oxide), which is a quaternary ammonium salt based upon nitrogen containing species (i) and a quaternizing agent of claim 1. Barton ’569 at col. 11, ll. 5–15. Appellant acknowledges that Barton applies its quaternary ammonium salt in high pressure modern engines (e.g., above 1350 bar) in a high speed injector test. Appeal Br. 10. 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). Id. at 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. Id. at col. 8, l. 64 to col. 9, l. 2. We are not persuaded that Appellant has met its burden of showing unexpected results of the method of claim 1 over Barton. Even if Declaration I shows injector sticking with Q5 or Q6 alone, the data is not reasonably commensurate in scope with claim 1. As a single experiment, the data does not reasonably account for other quaternizing ammonium salts comprising the reaction product of a quaternizing agent with other nitrogen containing species of (i), (ii), or (iii) of 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 Appeal 2021-000780 Application 14/816,313 10 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). The data also only reflect one detergent additive A2 prepared from non-specific ratio of acylating agent to amino compound, generally falling within a range of 2:1 to 1:1. One of ordinary skill of art would not find that each experiment taken alone or together establishes a trend of probative value of using combinations of a detergent additive and a quaternary ammonium salt of claim 1. We, consequently, find that the evidence of record does not establish an unexpected difference between Barton and the claimed invention, and so fails to rebut the Examiner’s finding of obviousness. Because Appellant has not demonstrated unexpected results based upon Declarations I and II, we do not reach the merits of the Appellant’s arguments concerning Steckel, Grundy, and MacMillan. We thus affirm the rejections of Claims 1–6, 8–13, 16–24 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 In summary: Claims Rejected 35 U.S.C. § Reference(s)/Basis Affirmed Reversed 1–6, 8–13, 16–24 103 Barton, Steckel, MacMillan 1–6, 8–13, 16–24 Appeal 2021-000780 Application 14/816,313 11 1–6, 8–13, 16–24 103 Barton, Grundy, MacMillan 1–6, 8–13, 16–24 Overall Outcome 1–6, 8–13, 16–24 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