throbber
Trials@uspto.gov
`Tel: 571-272-7822
`
`
`
`
`
`Paper 77
`Entered: May 1, 2014
`
`UNITED STATES PATENT AND TRADEMARK OFFICE
`_______________
`
`BEFORE THE PATENT TRIAL AND APPEAL BOARD
`_______________
`
`CORNING INCORPORATED
`Petitioner
`
`v.
`
`DSM IP ASSETS B.V.
`Patent Owner
`_______________
`
`Case IPR2013-00050
`Patent 6,323,255 B1
`_______________
`
`
`Before FRED E. McKELVEY, GRACE KARAFFA OBERMANN,
`JENNIFER S. BISK, SCOTT E. KAMHOLZ, and ZHENYU YANG,
`Administrative Patent Judges.
`
`
`KAMHOLZ, Administrative Patent Judge.
`
`
`
`
`
`FINAL WRITTEN DECISION
`35 U.S.C. § 318(a); 37 C.F.R. § 42.73
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`
`I.
`
`INTRODUCTION
`
`A. Background
`
`Petitioner Corning Incorporated (“Corning”) filed a petition (Paper 2,
`“Pet.”) to institute an inter partes review of claims 1-19 (“the challenged
`claims”) of U.S. Patent No. 6,323,255 B1 (Ex. 1001) (“the  ’255 patent”).
`The Board instituted trial for the challenged claims on the following grounds
`of unpatentability asserted by Corning:
`References 1
`Basis
`Bishop and Trapasso
`§ 103
`Bishop, Trapasso, and Szum
`§ 103
`Bishop, Trapasso, Jackson,
`§ 103
`and Szum
`§ 103
`Szum and Trapasso
`Szum, Trapasso, and Jackson § 103
`
`Claims challenged
`1-7, 12-17, and 19
`6
`8-11
`
`1-8, 12-14, and 16-19
`9-11
`
`Decision to Institute 2 (Paper 11, “Dec.”).
`After institution of trial, Patent Owner DSM IP Assets B.V. (“DSM”)
`filed a Patent Owner Response (Paper 39, “Resp.”), and Corning filed a
`Reply to the Patent Owner Response (Paper 54, “Reply”). DSM filed a
`Supplemental Response (Paper 60, “Suppl. Resp.”) with leave of the Board,
`and Corning filed a Supplemental Reply (Paper 61, “Suppl. Reply”). DSM
`filed a Motion for Observations on Cross-Examination of Corning Reply
`
`
`1 The references relied upon are: U.S. Patent No. 4,849,462 (Ex. 1002)
`(“Bishop”); U.S. Patent No. 5,664,041 (Ex. 1003) (“Szum”); U.S. Patent No.
`5,554,785 (Ex. 1004) (“Trapasso”); and U.S. Patent No. 4,900,126
`(Ex. 1005) (“Jackson”).
`
` 2
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`Declarants (Paper 63, “Obs.”), and Corning filed a Response to the
`Observations (Paper 68, “Obs. Resp.”).
`DSM also filed a Motion to Amend Claims (Paper 40), which DSM
`later corrected, with leave of the Board, to make clear that the motion is
`contingent on a finding that the claims sought to be replaced are
`unpatentable (Paper 75, “Corr. Mot. to Amend”). In it, DSM proposed
`claims 20, 21, and 22 to substitute for patented claims 1, 15, and 19,
`respectively. Motion to Amend 1. Corning filed an Opposition to the
`Motion to Amend Claims (Paper 53). DSM filed a Reply to the Opposition
`(Paper 62, “Amend Reply”).
`DSM also filed a Motion to Exclude certain of Corning’s Evidence
`(Paper 64, “Mot. to Exclude”). Corning filed an Opposition, (Paper 69,
`“Excl. Opp.”), and DSM filed a Reply (Paper 72, “Excl. Reply”).
`Corning relies upon declarations of Dr. Michael Winningham
`(Ex. 1006) and Ms. Inna Kouzmina (Ex. 1007) in support of its Petition.
`DSM relies upon a declaration of Dr. Christopher Bowman (Ex. 2026) in its
`Response, along with a deposition of Dr. Winningham (Exs. 2021-2025) and
`portions of Ms. Kouzmina’s deposition (Exs. 2018, 2019). Corning relies
`upon a responsive declaration of Dr. Winningham (Ex. 1029), along with a
`deposition of Dr. Bowman (Exs. 1030-1035) and a portion of
`Ms. Kouzmina’s deposition (Ex. 1036) in its Reply. DSM relies upon a
`supplemental declaration of Dr. Bowman in its Supplemental Response (see
`
` 3
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`IPR2013-00052, Ex. 2037).2 Corning relies upon depositions of
`Dr. Winningham (Ex. 1038)3 and Dr. Dotsevi Sogah (Ex. 1037) in its
`Supplemental Reply.
`Oral argument was conducted on February 11, 2014. A transcript is
`entered as Paper 76.
`The Board has jurisdiction under 35 U.S.C. § 6(c). This final written
`decision is issued pursuant to 35 U.S.C. § 318(a) and 37 C.F.R. § 42.73.
`Corning has proved that claims 1-19 of the ’255 patent are
`unpatentable.
`DSM’s Corrected Motion to Amend Claims is denied.
`DSM’s Motion to Exclude Corning Evidence is denied-in-part and
`dismissed-in-part.
`
`B. The Invention
`
`The ’255 patent is titled “Radiation-Curable Composition” and
`generally relates to compositions that may be used as, e.g., optical fiber
`coatings and exhibit “reduced discoloration over time and/or high
`
`
`2 The Board denied DSM authorization to file Dr. Bowman’s supplemental
`declaration in this proceeding. Paper 57, 4-5. DSM nevertheless cites to
`this declaration in support of its Supplemental Response argument.
`Suppl. Resp. passim. We exercise our discretion and address Dr. Bowman’s
`supplemental declaration for the limited purpose discussed below. DSM
`also cites to a declaration of Dr. Dotsevi Sogah in its Supplemental
`Response. Supp. Resp. 1 (citing IPR2013-00043, Ex. 1060). We exercise
`our discretion and consider Dr. Sogah’s declaration as well.
`3 Ex. 1038 is a rough transcript. DSM submitted an official transcript as
`Ex. 2035.
`
` 4
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`elongation.” Ex. 1001, 1:4-7. The compositions in particular include “at
`least one transesterified and/or high-purity monomer,” id. at 1:7-9, to which
`is attributed the improved discoloration and elongation properties. Id. at
`3:5-13. It is acknowledged in the ’255 patent that Trapasso discloses
`transesterified monomers having “excellent purity,” but it is asserted that
`Trapasso does not disclose the usefulness of these monomers in making
`optical fiber coatings, nor that they improve the discoloration and elongation
`properties. Id. at 2:20-33. Claims 1 and 17, reproduced below, are the
`independent claims in the ’255 patent and illustrate the claimed subject
`matter:
`
`1. A radiation-curable composition comprising:
`(i) a radiation-curable oligomer; and
`(ii) at least one transesterified monomer, said
`transesterified monomer having a purity level
`of greater than 95% and less than 100 ppm of
`an organotin catalyst;
`(iii) a silane adhesion promoter;
`wherein said composition upon cure has a ΔE
`value of less than 20 when exposed to low
`intensity fluorescent light for a period of ten
`weeks.
`
`
`17. A radiation-curable composition comprising:
`(i) a radiation-curable oligomer; and
`(ii) at least one transesterified monomer having a
`purity level of greater than 95% and less than
`100 ppm of an organotin catalyst, said at least
`one transesterified monomer being selected
`from the group consisting of isodecyl acrylate,
`isobomyl acrylate, and phenoxyethylacrylate;
`wherein said composition upon cure has a ΔE
`value of less than 20 when exposed to low
`
` 5
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`
`intensity fluorescent light for a period of ten
`weeks.4
`
`
`Claims 2-16 depend directly or indirectly from claim 1, and claims
`18-19 depend from claim 17. Claims 2-3 further specify the oligomer.
`Claims 4-11 specify use of the composition in fiber optics. Claims 12 and
`13 further specify the monomer and the silane adhesion promoter,
`respectively. Claim 14 further requires a photoinitiator. Claims 15, 16, 18,
`and 19 specify additional material properties of the composition.
`
`II. DISCUSSION
`
`A. Claim Construction
`
`In an inter partes review, claim terms in an unexpired patent are
`interpreted according to their broadest reasonable construction in light of the
`specification of the patent in which they appear. 37 C.F.R. § 42.100(b);
`Office Patent Trial Practice Guide, 77 Fed. Reg. 48,756, 48,766 (Aug. 14,
`2012). Claim terms also are given their ordinary and customary meaning, as
`would be understood by one of ordinary skill in the art in the context of the
`entire disclosure. In re Translogic Tech., Inc., 504 F.3d 1249, 1257 (Fed.
`Cir. 2007). Any special definition for a claim term must be set forth in the
`specification with reasonable clarity, deliberateness, and precision. In re
`Paulsen, 30 F.3d 1475, 1480 (Fed. Cir. 1994). In the absence of such a
`
`
`4 The term “isobomyl” in limitation (ii) appears to be a typographical error
`that instead should have read --isobornyl. See, e.g., Ex. 2028, 116:22 (p. 2
`of Amendment dated January 30, 2001).
`
` 6
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`definition, limitations are not to be read from the specification into the
`claims. In re Van Geuns, 988 F.2d 1181, 1184 (Fed. Cir. 1993).
`
`1. “A ΔE value of less than 20 when exposed to low intensity
`fluorescent light for a period of ten weeks” (claims 1, 17)
`
`Corning argues that curing, under any conditions, followed by any ΔE
`test protocol satisfying the recited conditions, meets this limitation. Pet. 21.
`Corning argues, nevertheless, that it followed the curing and ΔE testing
`procedure as specified at column 16, lines 18-37 in the ’255 patent when
`testing the prior art compounds. Pet. 28 (citing Ex. 1007 ¶¶ 18-19). DSM
`argues that the limitation should be construed as encompassing this same
`procedure. Resp. 14-15. The parties agree, therefore, that the scope of this
`limitation at least includes ΔE measurements made by the procedure
`specified in the ’255 patent. Whatever other measurement protocols this
`limitation encompasses, it certainly encompasses at least the one
`measurement protocol that the ’255 patent spells out for curing and
`measuring ΔE. See Oatey Co. v. IPS Corp., 514 F.3d 1271, 1276 (Fed. Cir.
`2008) (“We normally do not interpret claim terms in a way that excludes
`embodiments disclosed in the specification.”). The limitation requires no
`further construction.
`
`2. “Transesterified monomer” (claims 1, 17)
`
`Corning argues that the term “transesterified monomer” should be
`construed as “esterified monomer,” because the term “transesterified” refers
`to the process used to make a monomer that contains an ester group, rather
`than to the chemical composition of the monomer. Pet. 23-24. Corning
`argues that either a transesterification or a direct esterification reaction
`
` 7
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`scheme may be employed to make a particular esterified monomer, and that
`the particular reaction scheme selected does not affect the resulting chemical
`composition. Id. at 24 (citing Ex. 1006 ¶ 93). Corning also argues that
`“transesterified monomer” should be construed as encompassing “molecules
`that contain an ester group and an unsaturated group that is capable of
`polymerization.” Id. at 26-27 (citing Ex. 1006 ¶¶ 99, 100).
`DSM argues that the term should be construed to mean “a monomer
`diluent prepared by transesterification.” Resp. 17. DSM does not challenge
`Corning’s position that an esterified monomer made by transesterification is
`indistinguishable from the same esterified monomer made by direct
`esterification. Rather, DSM argues that the two reaction schemes may leave
`behind different impurities in the monomer, such as leftover reactants or
`undesired products, which may affect the monomer’s performance or the
`properties of coating compositions made with it. Resp. 17-18 (citing
`Ex. 2026 ¶¶ 52-58 (citing Ex. 2022, 359:8-360:15; 371:14-372:20)).
`Corning asserts (e.g., Pet. 6), and DSM does not deny, that the ’255
`patent cites Trapasso for its disclosure of transesterified monomers, and
`incorporates Trapasso by reference. We agree with Corning that the ’255
`patent cites Trapasso with favor for its teachings of transesterified
`monomers. See Ex. 1001, 2:20-33; 7:33-35. Trapasso’s transesterified
`monomers are, consequently, certainly within the scope of the claim term
`“transesterified monomers” as that term is used in the ’255 patent. See
`Oatey, 514 F.3d at 1276. No further construction of the term is necessary.
`
` 8
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`
`3. “(Meth)acrylate” (claims 2, 3)
`
`We construed this term as meaning “methacrylate or acrylate” in the
`Decision to Institute. Dec. 5. We based this construction on testimony by
`Dr. Winningham that “the parenthetical ‘meth’ means that the acrylate
`functionality can be present either as a methacrylate or as an acrylate.”
`Ex. 1006 ¶ 23. Neither party has commented on this interpretation. We
`maintain it.
`
`4. “Radiation-curable oligomer” (claims 1, 17)
`
`Corning argues that “radiation-curable oligomer” should be construed
`to encompass “molecules that contain a chain with an unsaturated group
`capable of polymerization.” Pet. 25-26 (citing Ex. 1001, 3:30-42; Ex. 1006
`¶ 98). DSM argues that the term should be given its plain meaning.
`Resp. 20-21 (citing Ex. 2026 ¶ 62). We agree with DSM. All of the
`references underlying the instituted challenges concern oligomers that are
`curable by radiation. No further construction is necessary.
`
`5. “Fiber optic coating composition” (claim 4)
`
`Corning argues that this term should be given no patentable weight
`because it refers solely to an intended use of the claimed compositions.
`Pet. 24-25 (citing Ex. 1006 ¶¶ 94, 95). DSM does not address construction
`of this term in its Response.
`We disagree with Corning that the term is to be accorded no
`patentable weight. It limits the scope of the claim to compositions that are
`capable of being used to form fiber optic coatings. See In re Schreiber, 128
`F.3d 1473, 1477 (Fed. Cir. 1997). Accordingly, we construe “a fiber optic
`
` 9
`
`
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`coating composition,” as that term appears in claim 4, to mean “capable of
`being used to form a fiber optic coating.”
`
`6. “inner primary optical fiber coating composition” (claim 5)
`
`Corning argues that this term should be given no patentable weight
`because it refers solely to an intended use of the claimed compositions.
`Pet. 24-25 (citing Ex. 1006 ¶¶ 94, 95).
`DSM argues, citing testimony from Corning’s expert,
`Dr. Winningham, that one of ordinary skill would understand that a
`composition intended for making an inner primary coating would have a
`“relatively low” modulus and glass transition temperature (Tg), because
`inner primary coatings are designed to be soft and compliant, to protect the
`fiber from damage during handling. Resp. 18-20 (citing Ex. 1006 ¶ 15;
`Ex. 2024, 768:15-25). DSM points out that the ’255 patent specifies
`particular ranges for modulus and Tg for compositions that are formulated
`for use as an inner or outer primary coating. Id. at 19-20 (citing Ex. 1001,
`10:58-61; see id. at 11:6-10).
`The limitation imposes at least the requirement that the claimed
`composition be capable of the intended use. See In re Schreiber, 128 F.3d at
`1477. DSM’s arguments, however, do not persuade us that the broadest
`reasonable interpretation in light of the specification should be narrower
`than this. The words “relatively low” introduce imprecision into the
`meaning of the claim, rather than eliminate it, because it is not clear to what
`the properties are compared or how low is low enough.
`
`
`10
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`The specification passages DSM cites for numerical ranges of
`modulus and Tg do not cure this problem, because they are too imprecise to
`amount to special definitions. The passages are reproduced below:
`[Compositions after cure] having a modulus in the
`lower range, for instance, from 0.1 to 10 MPa,
`preferably 0.1 to 5 MPa, and more preferably 0.5
`to less than 3 MPa are typically suitable for inner
`primary coatings for fiber optics. In contrast,
`suitable compositions for outer primary coatings,
`inks and matrix materials generally have a
`modulus of above 50 MPa, with outer primary
`coatings
`tending
`to have a modulus more
`particularly above 100 up to 1,000 MPa and matrix
`materials tending to be more particularly between
`about 50 MPa to about 200 MPa.
`
`Ex. 1001, 10:58-67.
`Thermal mechanical measurements can be used to
`optimize the glass transition temperature (Tg)
`which may be from 10° C. down to -70° C. or
`lower for compositions formulated for use as inner
`primary coatings and 30° C. to 120° C. or higher,
`more preferably above 40° C., for compositions
`designed for use as outer primary coatings, inks
`and matrix materials.
`
`Id. at 11:6-12.
`First, DSM does not explain which of the several exemplary ranges
`disclosed for modulus of inner primary coatings is applicable to the claim
`construction. Moreover, the specification describes those exemplary ranges
`merely as being “typically suitable.” While this passage can be taken as an
`indication that compositions after cure having moduli in the disclosed ranges
`are within the claim scope, it does not indicate whether moduli outside the
`
`11
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`range are beyond the claim scope. The passage does not amount to a special
`definition because it lacks reasonable precision. See In re Paulsen, 30 F.3d
`at 1480.
`With regard to Tg, the specification again is imprecise, because it
`states that Tg “may” be in some range. The term “may” indicates that the
`value can, but need not, be in the disclosed range. Moreover, the range is
`not specified unambiguously, because the lower bound is given as “-70° C.
`or lower.” This could mean that there is no lower bound at all. DSM has
`not explained how this ambiguous disclosure amounts to a reasonably
`precise definition. Id.
`For these reasons, we construe “an inner primary optical fiber coating
`composition,” as that term appears in claim 5, to mean “capable of being
`used to form an inner primary optical fiber coating.”
`
`7. “Outer primary optical fiber coating composition” (claim 6)
`
`For reasons analogous to those given above, we construe “an outer
`primary optical fiber coating composition,” as that term appears in claim 6,
`to mean “capable of being used to form an outer primary optical fiber
`coating.”
`
`8. “An elongation at break” (claim 15)
`
`Corning argues that curing under any conditions, followed by an
`elongation at break test protocol satisfying the recited conditions, meets this
`limitation. Pet. 21-22. Corning argues, nevertheless, that it followed the
`curing and elongation-at-break testing procedure as specified at column 15,
`line 5 to column 16, line 15 in the ’255 patent when testing the prior art
`compounds for elongation at break. Pet. 34 (citing Ex. 1007 ¶¶ 21-26).
`
`12
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`DSM argues that the limitation should be construed as requiring that the
`samples be fully cured by ultraviolet radiation, not simply under any
`conditions. Resp. 15-16 (citing Ex. 2026 ¶ 50). DSM argues further that the
`’255 patent describes how to determine cure speed, at column 14, line 50 to
`column 15, line 3. Id. at 16 (citing Ex. 2026 ¶ 50).
`Whatever other measurement protocols this limitation encompasses, it
`certainly encompasses at least the one measurement protocol that the ’255
`patent provides for curing and measuring elongation at break. See Oatey,
`514 F.3d at 1276. DSM has not explained the relevance of the “cure speed”
`disclosure to the construction of the “elongation at break” limitation. The
`limitation requires no further construction.
`
`9. “A modulus of above 50 MPa”; “a modulus in the range of
`0.1 to 10 MPa” (claims 18 and 19, respectively)
`
`The parties agree that these limitations encompass measurements at
`least of tensile modulus, also known as Young’s modulus, as described in
`the ’255 patent. Pet. 23; Resp. 16 (both citing Ex. 1001, 15:5-16:4).
`Whatever other measurement protocols this limitation encompasses, it
`certainly encompasses at least the one measurement protocol that the ’255
`patent provides for curing and measuring tensile modulus. See Oatey, 514
`F.3d at 1276. The limitation requires no further construction.
`
`B. Reliability of Dr. Winningham’s testimony
`
`DSM argues that Dr. Winningham’s opinions are unreliable because
`he “fails to understand” the legal standards for obviousness. Resp. 48-50.
`In particular, DSM argues that Dr. Winningham gave no consideration to the
`relevant time period when making obviousness determinations. Id. DSM
`
`13
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`quotes the following portion of Dr. Winningham’s deposition in support of
`this argument:
`Q. Does the time, does the year make any
`difference
`in
`terms of who
`that skilled
`scientist would be in that relevant art?
`I’m not making that distinction.
`A.
`Q. So at any time?
`A. Yes.
`
`Id. (quoting Ex. 2023, 424:18-23).
`Corning dismisses this argument as “hypertechnical” and argues that
`Dr. Winningham made a thorough analysis of the evidence. Reply 11-12.
`We address the admissibility of Dr. Winningham’s testimony below in
`our decision on DSM’s motion to exclude evidence. To the extent that
`DSM’s argument goes to the weight to be accorded Dr. Winningham’s
`testimony, it is not persuasive. DSM identifies no particular instances in
`which Dr. Winningham’s silence as to the relevant time period weakens his
`testimony. We agree with Corning that the thoroughness of
`Dr. Winningham’s testimony outweighs the relatively minor concern DSM
`expresses. We also are not persuaded that Dr. Winningham made the
`admission in deposition that DSM argues. DSM’s question appears to
`address whether Dr. Winningham made any distinctions about the
`qualifications and experience of a skilled scientist over time, not whether
`Dr. Winningham based his obviousness opinions on the knowledge of that
`skilled scientist at the time the invention was made. We do not find
`Dr. Winningham’s supposed admission relevant to the issue of whether he
`failed to consider the relevant time period in his obviousness opinions.
`
`
`14
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`C. Obviousness Based on Bishop
`
`1. Obviousness of claims 1-7, 12-17, and 19 over Bishop and
`Trapasso
`
`Overview of Bishop
`Bishop relates to optical glass fiber coatings curable by ultraviolet
`light. Ex. 1002, 1:11-15. Bishop describes the incorporation of various
`organofunctional silanes to improve adhesion of the coating to glass fiber in
`humid environments, including gamma-mercaptopropyl trimethoxy silane.
`Id. at 1:45-46.5 Bishop describes several coating compositions based on
`“Desolite 950-030,” which is described as containing urethane acrylate
`oligomer, N-vinyl pyrrolidone, phenoxyethyl acrylate, diethoxyaceto-
`phenone, and phenothiazine. Id. at 3:9-12. The urethane acrylate oligomer
`is described as being constituted by polypropylene glycol, among other
`things. Id. at 3:12-20.6 The urethane acrylate oligomer is radiation-curable,
`as may be inferred from Bishop’s disclosure of subjecting the Desolite 950-
`030 coatings to ultraviolet radiation. Id. at 5:40-47. Among the coatings
`based on Desolite 950-030 is one, identified as “Example 4.4” by Corning
`(Pet. 28), which further contains mercaptopropyl trimethoxy silane.
`Ex. 1002, 6:13-18. The diethoxyacetophenone in Desolite 950-030 is
`
`
`5 Bishop’s disclosure of mercaptopropyl trimethoxy silane as a mercapto
`functional silane adhesion promoter in optical fiber coatings is
`acknowledged in the ’255 patent at col. 10, ll. 34-36.
`6 The ’255 patent indicates that oligomers made from polypropylene glycol
`contain polyether groups. Ex. 1001, 3:58-4:11.
`
`
`15
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`identified as a photoinitiator, id. at 4:38-39, and Bishop discloses that
`photoinitiators may be used in mixtures, id. at 4:43-44.
`Overview of Trapasso
`Trapasso discloses the use of organotin-catalyzed transesterification
`reactions for producing acrylate ester monomers, including phenoxyethyl
`acrylate. Ex. 1004, 1:11-21; 16:15-34. Trapasso explains that the esters
`have many commercial applications, including as UV coatings and as
`reactive diluents for radiation curable oligomers. Id. at 1:22-35. Trapasso
`discloses that the acrylate ester monomers, thus prepared, have purity levels
`greater than about 95% (id. at 5:20-30) and contain less than 100 ppm of
`organotin catalyst (id. at 11:24-27). Trapasso also discloses that the high-
`purity transesterified esters have lower color and enhanced cure rates
`compared to esters made by direct esterification. Id. at 3:18-21; 5:33-35.
`Analysis
`Corning contends that claims 1-7, 12-17, and 19 would have been
`obvious over Bishop’s Example 4.4 modified by Trapasso’s disclosure of
`high-purity transesterified phenoxyethyl acrylate. Pet. 32. We address the
`challenged claims in turn.
`a. Claim 1
`Corning argues that Bishop’s Example 4.4 inherently possesses all the
`material property limitations required by claim 1, as demonstrated by testing
`recounted in Ms. Kouzmina’s declaration. Pet. 28-29. According to
`Corning, Trapasso suggests the desirability of using high-purity
`transesterified phenoxyethyl acrylate esters, which have known commercial
`uses as, e.g., reactive diluents for radiation curable oligomers, due to their
`lower color and improved cure rate. Pet. 30-31 (citing, inter alia, Ex. 1004,
`
`16
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`3:18-30). Corning concludes that one of ordinary skill in the art would have
`found it obvious to use Trapasso’s high-purity esters in Bishop’s optical
`coating compositions to obtain these benefits. Pet. 31.
`With regard to the requirement in claim 1 that the composition when
`cured have “a ΔE value of less than 20 when exposed to low intensity
`fluorescent light for a period of ten weeks,” Corning acknowledges that the
`references do not disclose this property, and instead, argues that the evidence
`in Ms. Kouzmina’s declaration demonstrates it to be inherent in Bishop’s
`Example 4.4. Pet. 28-29. Ms. Kouzmina states that Example 4.4 was
`prepared “pursuant to the instructions contained in Bishop.” Ex. 1007 ¶ 5.
`The phenoxyethyl acrylate used was prepared by direct esterification without
`organotin catalyst, not by transesterification, and the resulting monomer had
`a purity of about 90.4%. Ex. 1007 ¶ 7 n.3. Ms. Kouzmina states that color
`change tests were conducted on the Example 4.4 composition “in accordance
`with the procedures set forth in the ’255 patent at 16:16–38.” Ex. 1007 ¶ 18.
`The procedure is summarized in paragraph 19 of the Kouzmina Declaration.
`Results are presented in Table A and show that Example 4.4 had a ΔE value
`of 8.3 (average of three samples). Ex. 1007 ¶ 20.
`Corning acknowledges that the Example 4.4 composition as made and
`tested does not satisfy the claim limitation that the monomer have a purity
`level of greater than 95%. Pet. 29. Corning contends, however, that because
`the resulting composition already satisfies the ΔE limitation, and because
`Trapasso’s high-purity monomer has a lower color than that used in
`Example 4.4, the composition that would result from modifying Example 4.4
`to include Trapasso’s high-purity monomer would be expected to continue
`to satisfy the ΔE limitation. Pet. 31. Corning further supports the argument
`
`17
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`that there would have been a reasonable expectation of success with
`evidence from Dr. Winningham that “[s]killed scientists would have
`recognized that the beneficial properties Trapasso sets forth with regard to
`its esterified products have a clear benefit in coatings for optical fibers.”
`Ex. 1006 ¶ 107.7
`DSM makes several arguments in response: (1) the different
`impurities that result from transesterification compared to direct
`esterification may have affected Corning’s measured ΔE values, such that
`Corning’s test results indicate nothing about whether the asserted
`combination of Bishop and Trapasso would have possessed the claimed ΔE
`value (Resp. 24-30); (2) one of ordinary skill would not have had reason to
`combine Bishop and Trapasso (Resp. 30-32); and (3) one of ordinary skill
`would not have had a reasonable expectation of success to achieve the
`claimed compound from combining Bishop and Trapasso (Resp. 32-35).
`We address these arguments in turn.
`
`
`7 Dr. Winningham states that a “skilled scientist in the art of fiber optic
`coatings is a person with at least a masters degree in chemistry or material
`science and engineering, and 5 years of experience in the research,
`development, or manufacture of optical fiber coatings.” Ex. 1006 ¶ 8.
`Dr. Bowman states that a person of ordinary skill would have a B.S. degree
`in chemistry, chemical engineering, materials science, or a related field, and
`3-5 years’ post-graduate experience, including experience in
`photopolymerization, molecular synthesis, polymer characterization,
`polymer chemistry, and optical fibers. Ex. 2026 ¶ 42. We adopt
`Dr. Bowman’s description of the level of one of ordinary skill, because it is
`reasonable and is not challenged by Corning.
`
`
`18
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`
`(1) Impurities
`DSM argues that Bishop’s Example 4.4 does not disclose expressly
`the “transesterified monomer” and “monomer has a purity level of greater
`than 95%” limitations of claim 1. Resp. 24-25. DSM argues further that
`Corning’s experts did not know what impurities contaminated their
`reproduction of Bishop’s Example 4.4. Id. at 25 (citing Ex. 2026 ¶ 77;
`Ex. 2022, 370:13-24; Ex. 2017, 266:6-17). According to DSM,
`Dr. Winningham acknowledged that there may have been color bodies and
`unreactive diluents present, as a result of using a monomer prepared by
`direct esterification, and that those impurities may have been different from
`the impurities that would have been introduced by using a monomer
`prepared by transesterification. Id. (citing Ex. 2022, 369:11–372:20;
`Ex. 2026 ¶ 77 (quoting Ex. 2022, 364:3–365:7)). DSM argues that
`Corning’s test data does not show that Bishop, or Bishop modified to
`include Trapasso’s transesterified monomer, meets the claimed ΔE value,
`because Corning did not show that its reproduction necessarily contained the
`same contaminants that the claimed composition would have. Id. at 25-26
`(citing Ex. 2026 ¶ 78).
`DSM also argues that Corning has not established that the monomer it
`used in preparing samples for testing accurately reflects the purity and
`composition of the monomer as it existed at the time of invention in 1998.
`Resp. 26 (citing Ex. 2026 ¶ 79).
`Corning argues, in reply, that creating and testing the composition
`resulting from the combination of Bishop and Trapasso would not have been
`appropriate, because such a composition did not actually exist in the prior
`art. Reply 2-3. Corning argues that it demonstrated that Bishop’s Example
`
`19
`
`
`
`

`

`Case IPR2013-00050
`Patent 6,323,255 B1
`
`4.4 satisfied the ΔE value claimed and that, pursuant to Dr. Winningham’s
`testimony, one of ordinary skill would reasonably expect it to continue to
`satisfy the ΔE value once modified to include a monomer prepared by
`transesterification. Reply 3-4. Regarding DSM’s argument that the
`monomers Corning used might not have resembled those available in 1998,
`Corning cites Dr. Winningham’s responsive declaration as evidence that
`(a) Corning used phenoxyethyl acrylate and isobornyl acrylate monomers
`supplied by Sartomer in preparing its samples, and (b) Dr. Winningham
`contacted a representative of Sartomer, who confirmed that these monomers
`are made the same way now (November 2013) as they were then. Reply 4-5
`(citing Ex. 1029 ¶¶ 30-32). DSM dismisses this evidence as based on
`inadmissible hearsay (Paper 63 ¶ 3).
`DSM’s argument that impurities make Corning’s ΔE measurements
`unreliable is not persuasive, because it fails to address Corning’s basic
`proposition of unpatentability. Corning’s principal evidence of the
`obviousness of combining Bishop and Trapasso comes from Trapasso itself:
`that Trapasso recognized the use of monomers as diluents in radiation-
`curable coating compositions, identified various benefits of the substitution
`of transesterified monomers for direct-esterified monomers, and addressed
`the same particular monomers as Bishop, including phenoxyethyl acrylate.
`See Pet. 30-31 (citing, inter alia, Ex. 1004, 3:18-30). Corning uses the ΔE
`testing data not for showing a rationale to combine, but rather in partial
`support of its argument that one of ordinary skill would have had a
`reasonable expectation of success. See Pet. 30-31. Corning also relies on
`the fact that Trapasso describes

This document is available on Docket Alarm but you must sign up to view it.


Or .

Accessing this document will incur an additional charge of $.

After purchase, you can access this document again without charge.

Accept $ Charge
throbber

Still Working On It

This document is taking longer than usual to download. This can happen if we need to contact the court directly to obtain the document and their servers are running slowly.

Give it another minute or two to complete, and then try the refresh button.

throbber

A few More Minutes ... Still Working

It can take up to 5 minutes for us to download a document if the court servers are running slowly.

Thank you for your continued patience.

This document could not be displayed.

We could not find this document within its docket. Please go back to the docket page and check the link. If that does not work, go back to the docket and refresh it to pull the newest information.

Your account does not support viewing this document.

You need a Paid Account to view this document. Click here to change your account type.

Your account does not support viewing this document.

Set your membership status to view this document.

With a Docket Alarm membership, you'll get a whole lot more, including:

  • Up-to-date information for this case.
  • Email alerts whenever there is an update.
  • Full text search for other cases.
  • Get email alerts whenever a new case matches your search.

Become a Member

One Moment Please

The filing “” is large (MB) and is being downloaded.

Please refresh this page in a few minutes to see if the filing has been downloaded. The filing will also be emailed to you when the download completes.

Your document is on its way!

If you do not receive the document in five minutes, contact support at support@docketalarm.com.

Sealed Document

We are unable to display this document, it may be under a court ordered seal.

If you have proper credentials to access the file, you may proceed directly to the court's system using your government issued username and password.


Access Government Site

We are redirecting you
to a mobile optimized page.





Document Unreadable or Corrupt

Refresh this Document
Go to the Docket

We are unable to display this document.

Refresh this Document
Go to the Docket