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`________________________
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`BEFORE THE PATENT TRIAL AND APPEAL BOARD
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`________________________
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`DUK SAN NEOLUX CO., LTD.
`
`Petitioner,
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`v.
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`IDEMITSU KOSAN CO., LTD.
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`Patent Owner
`
`______________
`
`Case IPR2016–00148
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`U.S. Patent No. 9,056,870
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`____________
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`PATENT OWNER’S MOTION TO EXCLUDE EVIDENCE
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`Idemitsu Ex. 2004, pg. 1
`IPR2017-00197
`DukSan v Idemitsu
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`Patent Owner’s Motion to Exclude Evidence
`Case IPR2016-00148
`U.S. Patent No. 9,056,870
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`Statement of Precise Relief Requested
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`Pursuant to 37 C.F.R. § 42.64(c), Idemitsu Kosan Co., Ltd. (“Patent
`
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`I.
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`Owner”) requests the Patent and Trial Appeal Board (“the Board”) exclude all of
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`Exhibits 1028, 1029, 1030, 1031, 1032, and portions of Exhibit 1033 submitted by
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`Duk San Neolux Co., Ltd. (“Petitioner”) and all arguments based thereon,
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`including specifically ¶¶ 8–10, 12, 13, 15–20, 22, 24–27, 28, 34, 36–40, 42–60,
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`62–70, 72–74, and 76–81 of Exhibit 1033.
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`Patent Owner timely objected to these exhibits on November 23, 2016. See
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`Paper 19.
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`II.
`
`
`Statement of Material Facts
`Petitioner filed its Petition for inter partes review on November 4, 2015,
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`which included a Declaration by Petitioner’s declarant, Dr. Schwartz (Ex. 1003).
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`See Paper 1. On May 16, 2016, the Board instituted review on three grounds: (i)
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`obviousness over the combination of Heil and Kawaguchi; (ii) obviousness over
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`the combination of Kai and Kawaguchi; and (iii) obviousness over the combination
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`of Kai, Kawaguchi, and Heil (claim 21 only). See Paper 8, at 22.
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`
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`In response to the evidence and arguments raised in the Petition regarding
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`the three instituted grounds, Patent Owner filed its Response on August 16, 2016.
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`The Patent Owner Response demonstrated deficiencies in the Petitioner’s
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`1
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`interpretation and application of the Kawaguchi reference, including factual
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`misrepresentations made by Dr. Schwartz, which the Board relied on in the
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`institution decision. See Paper 8, at 16 and 19.
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`
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`On November 16, 2016, Petitioner filed its Reply to the Patent Owner’s
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`Response and submitted Exhibits 1028, 1029, 1030, 1031, 1032, and 1033 to assert
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`a new ground of obviousness based on Heil, Kawaguchi, Hu (Ex. 1032), Moorthy
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`(Ex. 1030), Anthony (Ex. 1031), and Toray (Exs. 1028–1029) and to present new
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`arguments regarding obviousness. See Paper 19 (Patent Owner’s Objections to
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`Evidence); see also Paper 20 (Patent Owner’s Identification of New Arguments
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`and Evidence in Petitioner’s Reply). Dr. Schwartz’s supplemental declaration
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`devotes nearly 43 of its 47 pages to expound on the Petitioner’s new arguments
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`and the newly cited references. See Ex. 1033, at 4–46. For comparison, Dr.
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`Schwartz’s first declaration only devoted 3 ½ pages to the three instituted grounds.
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`See Ex. 1003, at 33–36.
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`
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`Prior to filing the Reply, Petitioner filed another Petition for inter partes
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`review of the same claims of the present patent on November 2, 2016. Duk San
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`Neolux Co., Ltd. v. Idemitsu Kosan Co., Ltd., Case IPR2017-00197, Paper 1. In its
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`follow-on Petition, Petitioner alleges a ground of obviousness (Ground 5) based on
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`2
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`Idemitsu Ex. 2004, pg. 3
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`a combination of Heil, Kawaguchi, Iwakuma, Moorthy (Ex. 1030), Anthony (Ex.
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`1031), and Toray (Exs. 1028/1029). In relevant part, Petitioner states:
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`In Ground 5, Anthony, Moorthy, and Toray teach the standard
`conversion of OFET compounds to OLED compounds by the
`addition of one or more bulky groups to the OFET compound to
`provide an OLED compound. Thus, Ground 5 presents
`arguments and prior art substantially different from those
`instituted in IPR2016-00148.”
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`Id., at 64 (emphasis added). Thus, by the Petitioner’s own admission, the belatedly
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`presented arguments are “substantially different” from those instituted in the
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`present inter partes review.
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`III. Relevant Law
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`The admissibility of exhibits submitted in a PTAB proceeding is governed
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`by the Federal Rules of Evidence. 37 C.F.R. § 42.62; Office Patent Trial Practice
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`Guide, 77 Fed. Reg. 48756, 48758 (Aug. 14, 2012).
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`
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`
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`“A reply may only respond to arguments raised in the . . . patent owner
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`response.” 37 C.F.R. § 42.23(b). The fact that an argument may be responsive to
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`Patent Owner’s arguments set forth in its Response does not relieve the Petitioner
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`of its initial burden to “identify ‘with particularity’ the ‘evidence that supports the
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`grounds for the challenge to each claim.’” Maxlinear, Inc. v. Cresta Tech. Corp.,
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`3
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`Idemitsu Ex. 2004, pg. 4
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`Case IPR2015-00594, Paper 90, at 29 (P.T.A.B. Aug. 15, 2016) (quoting
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`Intelligent Bio-Systems, Inc. v. Illumina Cambridge LTD., 821 F.3d 1359, 1367–68
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`(Fed. Cir. 2016)); see also 37 C.F.R. § 42.104 (describing required content of the
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`Petition).
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`
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`“[A] reply that raises a new issue or belatedly presents evidence will not be
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`considered and may be returned.” Office Patent Trial Practice Guide, 77 Fed. Reg.
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`at 48,767. One indication that a new issue has been raised in a reply is where a
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`petitioner submits “new evidence necessary to make out a prima facie case” of
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`unpatentability of an original claim. Id. Considering evidence that a party belatedly
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`presents in a proceeding prejudices the other party. See, e.g., Intri-Plex Techs., Inc.
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`v. Saint-Gobain Performance Plastics Rencol Ltd., IPR2014-00309, Paper 83, at
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`13 (P.T.A.B. Mar. 23, 2015) (“[I]t is established beyond peradventure that it is
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`improper to sandbag one’s opponent by raising new matter in reply.”) (citation and
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`internal quotation marks omitted).
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`IV. The Board Should Exclude Exhibits 1028–1033 As Untimely, Irrelevant,
`and Prejudicial
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`Exhibits 1028–1033 are submitted to support arguments beyond the proper
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`scope of a Reply (37 C.F.R. § 42.23(b)) and therefore lack relevance (Fed. R. Evid.
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`402).
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`4
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`Idemitsu Ex. 2004, pg. 5
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`Exhibits 1028–1033 are untimely because they present new opinions and
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`
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`evidence that could have been raised in the petition. By the Petitioner’s own
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`admission, its new theory based on the standard conversion of OFET to OLED
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`allegedly illustrated by Moorthy (Ex. 1030), Anthony (Ex. 1031), and Toray (Ex.
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`1028/1029) is “substantially different from [the grounds] instituted in IPR2016-
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`00148.” Duk San Neolux Co., Ltd. v. Idemitsu Kosan Co., Ltd., Case IPR2017-
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`00197, Paper 1, at 64. In its Reply, Petitioner belatedly presents this substantially
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`different theory using its declarant, Dr. Schwartz, as a conduit to introduce these
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`new arguments and evidence under the guise of providing rebuttal evidence.
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`Because of the Patent Owner’s inability to respond to the untimely evidence and
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`arguments, Exhibits 1028–1033 are unfairly prejudicial (Fed. R. Evid. 403).
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`
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`Paragraphs 8–10, 12, 13, 15–20, 22, 24–28, 34, 36–40, 42–60, 62–70, 72–
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`74, and 76–81 of Dr. Schwartz’s supplemental declaration (Ex. 1033) should be
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`excluded as irrelevant as exceeding the scope of a proper reply. To the extent that
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`this evidence may be considered relevant, it should be excluded because its
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`probative value is substantially outweighed by its risk of unfair prejudice and
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`confusing the issues as Dr. Schwartz’s statements contradict his original
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`declaration (Ex. 1003) and the Petition (Paper 1).
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`5
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`Idemitsu Ex. 2004, pg. 6
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`Dr. Schwartz’s original position, in full, for the combination of Heil and
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`
`
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`Kawaguchi reads, as follows:
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`One of the key requirements for any organic molecule that is
`designed to serve as the host material in an organic EL
`device is that it is highly electrically conductive.
`
`Kawaguchi demonstrated that taking the compounds whose
`aromatic backbone was originally specified in Heil … and
`asymmetrically modifying
`them
`to
`include dissimilar
`heteroatoms (such as N and O) produced new compounds
`that strongly π-stacked in the solid-state. This molecular
`interaction
`improves
`the oxidative stability of
`these
`compounds, and also improves the π-electron overlap,
`greatly
`increasing
`the carrier mobility. This
`is why
`Kawaguchi proposed using compounds having two different
`heteroatoms (NR1 and O) such as these for use in organic
`field-effect transistors. As presented above, compounds with
`a backbone that is known to work in organic EL devices and
`whose substituents given them a high carrier mobility in
`organic FETs are highly likely to be excellent candidates for
`organic EL devices themselves. A person knowledgeable in
`the OLED field would be motivated to use such compounds
`to improve or modify known organic EL materials. Thus, it
`would be obvious to a person skilled in the art to combine
`Heil and Kawaguchi to arrive at the same conclusions
`
`6
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`reached in the ’870 patent concerning this class of molecules
`for organic EL applications, rendering claims 1, 3, 4, and
`14-26 obvious.
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`Ex. 1003, ¶ 53 (emphasis added). That is, Dr. Schwartz directly attributed the
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`increase in both the oxidative stability and the carrier mobility to the “strongly π-
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`stacked” interaction in the solid state.
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`
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`In complete contradiction, Dr. Schwartz’s supplemental declaration states:
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`It was known in the field that compounds with aromatic or
`heteraromatic skeletons that might be used as the emissive
`layer in OLEDs could have strong π-stacking interactions in
`the solid-state. These interactions can promote charge
`transport between adjacent molecules but they also can lead
`to excimer or aggregate formation and thus potentially a loss
`of luminescence efficiency. It was also known, however, that
`adding a bulky substituent to a compound having an
`aromatic or heteroaromatic skeleton that is prone to
`excessive π-stacking can provide steric hindrance that would
`be expected to break up aggregation in the solid state
`between adjacent molecules and thus mitigate strong π-
`stacking interactions as far as luminescence is concerned.
`Thus, a POSITA would have been well aware of the need to
`create molecules with substituents of appropriate bulk for
`controlling the amount of π-stacking and thus tuning the
`tradeoff between carrier mobility and
`luminescence
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`7
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`efficiency as a means to optimize OLED materials; this
`concept has been discussed and illustrated in the prior art,
`including, e.g., Moorthy (DSN-1030), Anthony (DSN-
`1031), and Toray (DSN-1028).
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`Ex. 1033, ¶ 8 (emphasis added); see also id. at ¶ 60 (stating “[s]ince the
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`introduction of N/O bridging atoms provides improved oxidative stability and
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`possibly increased pi-stacking, a POSITA knows that when such compounds are
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`also modified with bulky side groups … it is possible to convert a potential OFET
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`compound into an OLED compound.).
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`
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`In total, Dr. Schwartz opines on the need to reduce, mitigate, fine tune, and
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`control strong-π stacking interactions – the same exact strong π-stacking
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`interactions that he stressed in his first declaration were necessary and responsible
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`for the improved oxidative stability and π-electron overlap. Ex. 1003, ¶ 53.
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`Critically, it was the strong π-stacking that the Petitioner and Dr. Schwartz set forth
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`as the motive for the asymmetric modification. Now, thru Dr. Schwartz’s
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`supplemental declaration and Exhibits 1028–1032, the Petitioner belatedly presents
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`a completely different theory that relies on the conversion of OFET materials to
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`OLED materials to “mitigate strong π-stacking interactions” – prior art and
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`arguments that the Petitioner admits are “substantially different from those
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`instituted in IPR2016-00148.” Duk San Neolux, Case IPR2017-00197, Paper 1, at
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`8
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`Idemitsu Ex. 2004, pg. 9
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`64. Accordingly, ¶¶ 8–10, 13, 15, 16, 36–39, 42–45, 47, 48, 58–60, 62, 64–66, and
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`81 of Dr. Schwartz’s supplemental declaration (Ex. 1033) and Exhibits 1028–1032
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`should be excluded as any relevance is outweighed by the risk of unfair prejudice.
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`
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`Moreover, Dr. Schwartz’s assertions with respect to oxidative stability are
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`an attempt to confuse the issues. As noted above, Dr. Schwartz expressly states in
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`his first declaration that “this molecular interaction [i.e., strong π-stacking in the
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`solid-state] improves the oxidative stability of these compounds, and also improves
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`the π-electron overlap, greatly increasing the carrier mobility.” Ex. 1003, ¶ 53.
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`That is, according to Dr. Schwartz’s first declaration, the strong π-stacking
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`interaction is responsible for the improved oxidative stability over similar
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`symmetrical compounds.
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`
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`The Petitioner reiterated Dr. Schwartz’s original theory in the Petition,
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`stating that “Kawaguchi’s compounds possess enhanced stability regarding air
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`degradation and/or photoxidation, as compared with similar symmetrical
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`compounds in which the acene structure contains two O atoms or two N-phenyl
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`groups…. Thus, Kawaguchi teaches the POSITA to utilize an asymmetrical
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`arrangement … for improving oxidative stability and improved orbital interaction
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`of stacked molecules.” Pet., at 48, last ¶–49, first ¶ (emphasis added). Accordingly,
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`both the Petition and Dr. Schwartz’s first declaration set forth a theory in which the
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`9
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`asymmetric modification provides strong π-stacking, which in turn provides
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`increased oxidative stability and carrier mobility such that both O/O and N/N
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`heteroatom systems are less environmentally stable than the N/O.
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`
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`In Exhibit 1033, however, Dr. Schwartz now states that the oxidative
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`stability is based on Kawaguchi’s photophysical and electrochemical studies
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`showing symmetrically bridged O/O heteroatoms are more stable towards
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`oxidation than symmetrically N/N bridged heteroatoms, where the environmental
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`stability of the symmetrically N/N bridged heteroatoms can be improved by
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`modifying the backbone to have asymmetrical N/O combination. Ex. 1033, at ¶ 12;
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`Compare Pet., at 48, last ¶. In total, Dr. Schwartz injects this new standalone
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`oxidative stability theory and the new theory of controllably tunable HOMO,
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`LUMO, or bandgap values at ¶¶ 12, 16–20, 45, 46, 51–53, 57, 58, 60, 62, 63, and
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`66 of Exhibit 1033.
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`
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`In ¶¶ 20, 46, 52, 62, and 72–72 of Exhibit 1033, for the first time, Dr.
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`Schwartz sets forth a new theory of obviousness based on the “close chemical and
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`electrochemical relationships between O and S atoms.” Ex. 1033, at ¶ 73. Dr.
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`Schwartz included no such statements with respect to the instituted grounds in his
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`first declaration. See Ex. 1003, at 33–36. And no such statements were presented in
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`the Petition. See Paper 1, at 47–59.
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`10
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`In ¶¶ 22, 28, 34, 40, 49, 50, 54–56, 63, and 67–70 of Exhibit 1033, for the
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`
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`first time, Dr. Schwartz sets forth a lead compound analysis and obviousness
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`theory based on the selection of N/N heteroatoms or compound 4 of Heil as a
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`starting point for modification of Heil. Dr. Schwartz included no such statements
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`with respect to the instituted grounds in his first declaration. See Ex. 1003, at 33–
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`36. And no such statements were presented in the Petition. See Paper 1, at 47–59.
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`
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`In ¶¶ 24–27 and 76–80 of Exhibit 1033, for the first time, Dr. Schwartz sets
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`forth a lead compound analysis based on Kai and a new theory for the replacing the
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`indole N rather than the carbazole N with an O atom. Dr. Schwartz included no
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`such statements with respect to the instituted grounds in his first declaration. See
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`Ex. 1003, at 33–36. And no such statements were presented in the Petition. See
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`Paper 1, at 47–59.
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`
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`In ¶¶ 8, 11–13, 22, 28, 34, 37–40, 45–47, 49, 55, 58–60, 63–67, 69, 73, 76,
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`78, and 80 of Exhibit 1033, Dr. Schwartz mischaracterizes the teachings of the
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`cited references. For instance, Dr. Schwartz mischaracterizes the disclosure of
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`Heil, stating that “Heil’s broadest statement could be B, C, Si, O, S, N and P (6:18-
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`21).” Ex. 1033, ¶ 28; see also id. at ¶ 34, 49, 55. Heil, however, sets for 14
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`different X groups, stating that “X is on each occurrence, identically or differently,
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`a divalent bridge selected from B(R1), C(R1)2, Si(R1)2, C=O, C=NR1, C=C(R1)2, O,
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`11
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`S, S=O, SO2, N(R1), P(R1), P(=O)R1, P(=S)R1 or a combination of 2, 3 or 4 of
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`these systems.” Ex. 1015, at 6:18–21.
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`
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`Similarly, at ¶ 60 of Exhibit 1033, Dr. Schwartz states that “the introduction
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`of N/O bridging atoms provides improved oxidative stability and possibly
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`increased π-stacking.” This is a mischaracterization of Kawaguchi, which states
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`that “Ar–BFCs [N/O] … exhibit antiparallel cofacial π-stacking in the solid state,
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`which would cause strong electronic coupling,” while “DBBDF [O/O] showed a
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`molecular ordering dominated by edge-to-face interactions” and “DPh-IC [N/N]
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`also formed dominate edge-to-face interactions …. However, the two pendant
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`phenyl groups on the nitrogen atoms of DPh-IC caused weaker interaction between
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`the cores….” Ex. 1016, at p. 3 (bottom of left col.) and p. 4 (right col., second ¶).
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`Dr. Schwartz’s statement in ¶ 60 also directly contradicts his first declaration,
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`which states that “dissimilar heteroatoms (such as N and O) produced new
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`compounds that strongly π-stacked in the solid-state.” Ex. 1003, at ¶ 53.
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`
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`Overall, Petitioner relies on Exhibit 1033 as a conduit to introduce irrelevant
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`and prejudicial evidence that only serves to confuse the issues and to support an
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`entirely new and, by the Petitioner’s own admission, a substantially different
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`theory of obviousness. Thus, to the extent that Exhibit 1033 includes untimely,
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`irrelevant, and prejudicial evidence and attempts to confuse the issues, it should be
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`12
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`excluded. This includes Exhibits 1028–1032, which are relied on by the Petitioner
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`and Dr. Schwartz to introduce their new and substantially different theories of
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`obviousness, to confuse the issues, and to unfairly prejudice the Patent Owner.
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`V. Conclusion
`For at least the reasons stated above, Patent Owner requests that the Board
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`Respectfully submitted,
`
`OBLON, McCLELLAND, MAIER &
`NEUSTADT, L.L.P.
`
`
`
` /s/ Jacob A. Doughty
`Jacob A. Doughty (Reg. No. 46,671)
`Attorney for Patent Owner
`IDEMITSU KOSAN CO., LTD.
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`grant this Motion to Exclude.
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`Dated: January 6, 2017
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`Customer Number
` 22850
`Tel. (703) 413–3000
`Fax. (703) 413–2220
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`13
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`Idemitsu Ex. 2004, pg. 14
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`Patent Owner’s Motion to Exclude Evidence
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`CERTIFICATE OF SERVICE
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`Pursuant to 37 C.F.R. § 42.6(e), the undersigned certifies service of
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`PATENT OWNER’S MOTION TO EXCLUDE EVIDENCE on the counsel of
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`record for the Petitioner by filing this document through the Patent Trial and
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`Appeal Board’s E2E system as well as sending a copy via electronic mail to
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`counsel for Petitioner at the following email addresses:
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`wholdach@vorys.com
`agzytcer@vorys.com
`mskoh@vorys.com
`lgubinsky@vorys.com
`lmelliottt@vorys.com
`patlaw@vorys.com
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`Dated: January 6, 2017
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` /s/ Jacob A. Doughty
`Jacob A. Doughty (Reg. No. 46,671)
`Attorney for Patent Owner
`IDEMITSU KOSAN CO., LTD.
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`14
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`Idemitsu Ex. 2004, pg. 15
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