Ex Parte SetiabudiDownload PDFPatent Trial and Appeal BoardDec 29, 201613058354 (P.T.A.B. Dec. 29, 2016) 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. 13/058,354 02/10/2011 Frans Setiabudi HAM830061 1670 62068 7590 01/03/2017 HUNTSMAN INTERNATIONAL LLC LEGAL DEPARTMENT 10003 WOODLOCH FOREST DRIVE THE WOODLANDS, TX 77380 EXAMINER NGUYEN, HA S ART UNIT PAPER NUMBER 1766 NOTIFICATION DATE DELIVERY MODE 01/03/2017 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): Martha_Victory @ Huntsman, com USPatents@Huntsman.com Diana_E_Ortega@ Huntsman.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte FRANS SETIABUDI Appeal 2015-007473 Application 13/058,354 Technology Center 1700 Before TERRY J. OWENS, JAMES C. HOUSEL, and MONTE T. SQUIRE, Administrative Patent Judges. SQUIRE, Administrative Patent Judge. DECISION ON APPEAL1 Appellant2 appeals the Examiner’s final rejection of claims 1, 5, 7—11, and 14—18. 35 U.S.C. § 134(a). We have jurisdiction under 35 U.S.C. § 6(b). We AFFIRM. 1 In this decision, we refer to the Final Office Action appealed from, mailed June 27, 2013 (“Final Act.”); the Appeal Brief dated January 9, 2014 (“App. Br.”); and the Examiner’s Answer to the Appeal Brief dated April 18, 2014 (“Ans.”). 2 Appellant identifies Huntsman Advanced Materials Americas LLC as the Real Party in Interest. App. Br. 3. Appeal 2015-007473 Application 13/058,354 The Claimed Invention Appellant’s disclosure relates to a thermosetting composition comprising at least one phosphorous-free dihydrobenzoxazine component and at least one sulfonium salt. Spec. 1,11. 5—6; Abstract. Claim 1 is illustrative of the claims on appeal and is reproduced below from the Claims Appendix to the Appeal Brief (App. Br. 19—21): 1. A thermosetting composition comprising (a) at least one phosphorous-free bis(dihydrobenzoxazine) of formula (I): wherein each R1 is independently Ci-Cig alkyl, C3-C12 cycloalkyl, C3-C12 cycloalkyl which is substituted with a Ci-C4-alkyl; C6-Cig aryl which is unsubstituted or substituted by one or more C1-C6 alkyl groups or C1-C6 alkoxy groups; each R2 is independently hydrogen, dialkylamino; alkylthio; alkylsulfonyl; Ci-Cig alkyl; Ci-Qg alkenyl; Ci-Qg alkoxy; Ci- Cis alkoxy-Ci-Cig-alkylene; C5-C12 cycloalkyl which is unsubstituted or substituted by one or more C1-C6 alkyl groups or C1-C6 alkoxy groups; C6-C12 aryl which is unsubstituted or substituted by one or more C1-C6 alkyl groups or C1-C6 alkoxy groups; or C6-C12 aryl-Ci-Cig-alkylene wherein the aryl moiety is unsubstituted or substituted by one or more C1-C6 alkyl groups or C1-C6 alkoxy groups; 2 Appeal 2015-007473 Application 13/058,354 X1 is a bivalent bridging group selected from -0-, -S-, -S(O)-, - S(0)2-, -C(O)-, -N(R3)-,-0-C(0)-, -0-C(0)-0-, -S(0)2-0-, -O- S(0)2-0-, Ci-Cis alkylene, C2-Cig alkenediyl, C3-Ci2 cycloalkylene, Cs-Ci2 cycloalkenediyl, -Si(OR3)2- and -Si(R3)2-; and R3 is H, Ci-Ci2 alkyl, C5 or Ce cycloalkyl, C5 or Ce cycloalkyl substituted with methyl, ethyl, phenyl; benzyl or phenyleth-2- yl; and (b) at least one sulfonium salt compound of formulae (XIII) - (XVIII) Ar-CH2-S+(A)-CH2-arylene-CH2-S+(A)-CH2-Ar1 2Q" (XVII), Ar-CH2-S+(-CH2-A)-CH2-arylene-CH2-S+(-CH2-A)-CH2-Ar1 2Q- (XVIII) and any mixture thereof, in which A is C1-C12 alkyl, C3-C8 cycloalkyl which is unsubstituted or mono- or polysubstituted by Ci-Cg alkyl, C4-C10 cycloalkyl-alkylene, phenyl which is unsubstituted or mono- or polysubstituted by Ci-Cg alkyl, C1-C4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms; Ar, Ar1 and Ar2, independently of one another, are each phenyl which is unsubstituted or mono- or polysubstituted by Ci-Cg 3 Appeal 2015-007473 Application 13/058,354 alkyl, C1-C4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1 -4 C atoms in the alkoxy radical or acyl having 1-12 C atoms or is naphthyl which is unsubstituted or mono-or polysubstituted by Ci-Cg alkyl, C1-C4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms; arylene is phenylene which is unsubstituted or mono- or polysubstituted by Ci-Cg alkyl, C1-C4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms or naphthylene which is unsubstituted or mono-or polysubstituted by Ci-Cg alkyl, C1-C4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms; Q is BF4, PF6, SbF6, AsF6, SbF5OH or CF3S03; A1 has independently the meaning of Ar; A2 is C1-C12 alkyl, C3-Cg cycloalkyl which is unsubstituted or mono- or polysubstituted by Ci-Cg alkyl, or C4-C10 cycloalkyl- alkylene; and Z is a single bond, -0-, -S-, -S+(A Q')- wherein A and Q have the same meaning as mentioned above, -C(O)- or -CH2-. The Examiner relies on the following references as evidence in rejecting the claims on appeal: The References Roth et al., (hereinafter “Roth”) US 5,013,814 May 7, 1991 Bums et al., (hereinafter “Bums”) US 2008/0076886 Al Mar. 27, 2008 Tsuei WO 2006/103185 Al Oct. 5, 2006 4 Appeal 2015-007473 Application 13/058,354 The Rejections On appeal, the Examiner maintains the following rejections: 1. Claims 1,5, 7—11, 14, 17, and 18 are rejected under 35 U.S.C. § 103(a) as being unpatentable over Bums in view of Roth. Ans. 3; Final Act. 2. 2. Claims 15 and 16 are rejected under 35 U.S.C. § 103(a) as being unpatentable over Tsuei in view of Bums, and in further view of Roth. Ans. 9; Final Act. 8. OPINION Having considered the respective positions advanced by the Examiner and Appellant in light of this appeal record, we affirm the Examiner’s rejections for the reasons set forth in the Answer to the Appeal Brief and Final Office Action appealed from, which we adopt as our own. We highlight and address specific findings and arguments for emphasis. Rejection 1 Appellant argues claims 1, 5, 7—11, 14, 17, and 18 as a group. We select claim 1 as representative of this group and the remaining claims stand or fall with claim 1. 37 C.F.R. § 41.37(c)(l)(iv). The Examiner finds that the prior art combination of Bums and Roth suggests a thermoset composition satisfying all of the limitations of claim 1 and concludes that the combination would have rendered claim 1 obvious. Ans. 3—7 (citing Bums, Tflf 66, 72, 73, 75, 78, 87; Roth, col. 1,11. 5—8, col. 1, 11. 24—28, col. 1,11. 30-55, col. 1,1. 55-col. 2,1. 10, col. 6,11. 21-22, col. 7, 11. 59-62). The Examiner finds that Bums teaches the majority of claim 1 ’s limitations, but that it does not explicitly teach “wherein the sulfonium salt 5 Appeal 2015-007473 Application 13/058,354 (b), is selected from the group consisting of compounds of formulae (XIII) to (XVIII),” as recited in the claim. Id. at 4. The Examiner, however, relies on Roth for suggesting this missing limitation. Id. at 6. In particular, the Examiner finds that Roth teaches sulfonium salts used in curing mixtures for polymerizable compounds such as epoxy resins and that read on claim 1. Ans. 6, 7 (citing Roth, col. 1,11. 5—8, col. 1,11. 30- 55, col. 1,1. 55—col. 2,1. 10, col. 6,11. 21—22). The Examiner finds further that Roth teaches that when mixed with polymerizable compounds, the sulfonium salts have certain properties, including a “distinct latency” and “an unusually long pot life at room temperature,” which provide processing advantages. Id. at 7 (citing Roth, col. 1,11. 24—28, col. 7,11. 59—62). Based on the above findings regarding the teachings of the prior art, the Examiner concludes that it would have been obvious to one of ordinary skill in the art at the time of invention to have selected Roth’s sulfonium salts as the curing agent for Bums’ thermosetting resin because Roth teaches that the sulfonium salts, when mixed with polymerizable compounds, have a distinct latency and an unusually long pot life at room temperature, which allows a wide processing margin and is of particular advantage when processing in complicated applications. Ans. 7 (citing Roth, col. 1,11. 24— 28, col. 7,11. 59-62). Appellant argues that the Examiner’s rejection should be reversed because: (1) “Bums et al. does not teach or suggest curing its benzoxazine- based thermosetting resin with tri-aryl sulfonium salts”; (2) “Roth et al. also does not teach or suggest that its tri-aryl sulfonium salts could be used in curing benzoxazines”; and (3) “[t]he combination of Bums et al. and Roth et al. does teach or suggest a thermosetting composition that includes a 6 Appeal 2015-007473 Application 13/058,354 phosphorus-free bis(dihydrobenzoxazine) of formula (I) and a sulfonium salt compound of formulae (XIII) - (XVIII) as presently claimed.” App. Br. 14. Appellant further argues that the Examiner’s rejection is based on impermissible hindsight because “one skilled in the art is well aware that the properties of cured thermosetting compositions will be very different depending on the type of curable resin and curing agent used.” App. Br. 14— 15. Appellant also argues that one of ordinary skill would not have had any “expectation of successfully producing a benzoxazine-base[d] thermosetting composition having high latency and storage stability, a high reactivity upon temperature increase, and a high glass transition temperature.” Id. at 15. We are not persuaded by Appellant’s arguments. Based on the record before us and the combined teachings of the prior art as a whole, the Examiner’s obviousness conclusion and finding that the combination of Bums and Roth suggests a thermoset composition satisfying all of claim 1 ’s limitations are well-supported by a preponderance of the evidence and based on sound technical reasoning. Bums, Abstract, H 11, 24, 66, 72, 73, 75, 78, 87; Roth, Abstract, col. 1,11. 5—8, col. 1,11. 24—29, col. 1,11. 30-55, col. 1,1. 55-col. 2,1. 10, col. 6,11. 21-22, col. 7,11. 59-62. Appellant fails to direct us to sufficient evidence or provide an adequate technical explanation explaining why the Examiner’s findings and articulated reasoning lacks a rational underpinning or is otherwise based on some other reversible error. As the Examiner finds (Ans. 14) and contrary to Appellant’s argument, Bums does teach a thermosetting composition that may comprise a benzoxazine resin used in combination with an epoxy resin wherein the curing agent includes tri-aryl sulfonium salts. Bums, Ull, 66, 87. Moreover, as the Examiner correctly points out (Ans. 14), the claims’ 7 Appeal 2015-007473 Application 13/058,354 “comprising” language does not exclude epoxy resins or epoxy resin curing agents such as tri-aryl sulfonium salts. Appellant’s argument is also unpersuasive because the fact that Bums and Roth do not expressly teach that tri-aryl sulfonium salts are “used in curing benzoxazines” (App. Br. 14), without more, is insufficient to weigh in favor of non-obviousness. Unigene Labs., Inc. v. Apotex, Inc., 655 F.3d 1352, 1361 (Fed. Cir. 2011) (explaining that the references collectively, but not necessarily expressly, must guide a skilled artisan to the claimed invention); see also In re BurckeX, 592 F.2d 1175, 1179 (CCPA 1979) (“[A] reference must be considered not only for what it expressly teaches, but also for what it fairly suggests.”). Rather, as the Examiner finds (Ans. 14, 15), it is Bums’ and Roth’s combined teachings which would have suggested to one of ordinary skill in the art that tri-aryl sulfonium salts can be used as curing agents in thermosetting compositions comprising benzoxazine, as claimed. Appellant’s argument exposes no reversible error in the Examiner’s analysis and findings in this regard. Appellant’s arguments regarding impermissible hindsight and one of ordinary skill having no reasonable expectation of success (App. Br. 14, 15) are unpersuasive for the well-stated reasons provided by the Examiner at pages 15 and 16 of the Answer. In particular, as the Examiner finds (Ans. 16), in light of Bums’ teachings regarding tri-aryl sulfonium salts being used as curing agents for a thermosetting composition that includes benzoxazine and epoxy resins (Bums, Ull, 66, 87) and Roth’s teachings regarding sulfonium salts, when mixed with polymerizable compounds such as epoxy resins, having a distinct latency and an unusually long pot life at room temperature (Roth, col. 1,11. 24—29, col. 7,11. 59-62), we are persuaded that 8 Appeal 2015-007473 Application 13/058,354 one of ordinary skill in the art would have had a reasonable expectation of success in combining these teachings to arrive at the claimed invention. Appellant’s assertion that “one skilled in the art is well aware that the properties of cured thermosetting compositions will be very different depending on the type of curable resin and curing agent used” (App. Br. 14— 15) is conclusory and, without more, insufficient to adequately rebut or otherwise establish reversible error in the Examiner’s factual findings in this regard. In re De Blauwe, 736 F.2d 699, 705 (Fed. Cir. 1984). Appellant next argues that the thermosetting composition of claim 1 is non-obvious because it yields unexpected results. App. Br. 15. In particular, Appellant argues that the: [Applicant] has surprisingly found a thermosetting composition having the above desired properties can be produced by combining a phosphorus-free bis(dihydrobenzoxazine) of formula (I) and a sulfonium salt compound of formulae (XIII) - (XVIII). Id. Appellant contends that the claimed thermosetting compositions exhibit “short gel times upon heating” and “unusually high glass transition temperatures” as compared to phosphorous-containing benzoxazine resins. Id. at 16. Appellant also contends that the claimed thermosetting composition demonstrates “unexpected advantages . . . over a thermosetting composition cured by an imidazole,” including “significantly higher glass transition temperature after cure.” Id. We do not find these arguments persuasive. In attempting to overcome a prima facie case of obviousness by showing unexpected results, the burden rests with Appellant to establish: (1) that there actually is a difference between the results obtained through the claimed invention and those of the prior art and (2) that the difference actually obtained would not 9 Appeal 2015-007473 Application 13/058,354 have been expected by one skilled in the art at the time of the invention. See In re Freeman, 474 F.2d 1318, 1324 (CCPA 1973) (citations omitted); In re Klosak, 455 F.2d 1077, 1080 (CCPA 1972) (“the burden of showing unexpected results rests on he who asserts them”). Appellant has failed to satisfy the requisite burden. Appellant does not identify sufficient evidence to show that there actually is a difference between the results obtained through the claimed invention and those of the closest prior art, i.e., Bums’ thermosetting composition. In particular, Appellant does not provide a comparison between the claimed thermosetting compositions and Bums’ phosphorous-free, benzoxazine-based thermosetting composition. Rather, Appellant compares the claimed composition to “phosphorous-containing benzoxazine resins” (App. Br. 16) and “a thermosetting composition cured by an imidazole” (id.). Moreover, Appellant does not adequately explain or provide data sufficient to show how Bums’ prior art thermosetting composition would have performed or been expected to perform by one skilled in the art if subject to the same testing used for the thermosetting compositions listed in Tables 1 and 4 of the Specification and referenced in the Appeal Brief. Appellant’s blanket assertions that the claimed composition “demonstrates the unexpected advantages” and “exhibits a significantly higher glass transition temperature after cure” (App. Br. 16) are conclusory and, without more, insufficient to establish unexpected results. De Blauwe, 736 F.2d at 705 (“It is well settled that unexpected results must be established by factual evidence. Mere argument or conclusory statements in the specification does not suffice.”). 10 Appeal 2015-007473 Application 13/058,354 Accordingly, we affirm the Examiner’s rejection of claims 1, 5, 7—11, 14, 17, and 18 under 35 U.S.C. § 103(a) as unpatentable over the combination of Bums and Roth. Rejection 2 Appellant argues claims 15 and 16 as a group. We select claim 15 as representative and claim 16 stands or fall with claim 15. 37 C.F.R. § 41.37(c)(l)(iv). Claim 15 depends from claim 1 and recites a: Process for the manufacturing of articles comprising the steps: a) providing a fabric; b) impregnating the fabric with a thermosetting composition according to claim 1; and c) curing the impregnated fabric. App. Br. 26 (Claims App’x). The Examiner finds that the combination of Tsuei, Bums, and Roth suggests all of claim 15’s limitations and concludes that the combination would have rendered claim 15 obvious. Ans. 9—13 (citing Tsuei, p. 6,11. 5— 30; Bums, H 11, 24, 66, 87; Roth, col. 1,11. 5-8, col. 1,11. 2A-28, col. 1,11. 30-55, col. 1,1. 55—col. 2,1. 10, col. 6,11. 21-22, col. 7,11. 59-62). Appellant argues that this rejection should be reversed because “Tsuei et al. does not cure the deficiencies of Bums et al. and Roth et al. since it neither teaches nor suggests Appellant’s presently claimed thermosetting composition of claim 1.” App. Br. 17. We do not find this argument persuasive for the same reasons previously discussed above in affirming the Examiner’s rejection of claim 1 and because a naked assertion that the prior art fails to teach or suggest a claim’s limitation is not an argument in support of separate patentability 11 Appeal 2015-007473 Application 13/058,354 sufficient to weigh in favor of non-obviousness. Cf. In re Lovin, 652 F.3d 1349, 1356-57 (Fed. Cir. 2011); see also 37 C.F.R. § 41.37(c)(l)(iv). Moreover, based on the record before us, we find that the Examiner’s findings that the combined teachings of Tsuei, Bums, and Roth suggest all of claim 15’s limitations and stated reasoning for why one of ordinary skill in the art would have combined these teachings to arrive at the claimed invention are supported by a preponderance of the evidence and based on sound technical reasoning. Tsuei, p. 6,11. 5—30; Bums, Ull, 24, 66, 87; Roth, col. 1,11. 5-8, col. 1,11. 24—28, col. 1,11. 30-55, col. 1,1. 55-col. 2,1. 10, col. 6,11. 21—22, col. 7,11. 59-62. Appellant’s argument reveals no reversible error in the Examiner’s findings and analysis in this regard. Accordingly, we affirm the Examiner’s rejection of claims 15 and 16 under 35 U.S.C. § 103(a) as unpatentable over the combination of Tsuei, Bums, and Roth. DECISION/ORDER The Examiner’s rejections of claims 1, 5, 7—11, and 14—18 are affirmed. It is ordered that 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). AFFIRMED 12 Copy with citationCopy as parenthetical citation