Ex Parte Kang et alDownload PDFPatent Trial and Appeal BoardFeb 27, 201913521832 (P.T.A.B. Feb. 27, 2019) Copy Citation UNITED STA TES p A TENT AND TRADEMARK OFFICE APPLICATION NO. FILING DATE FIRST NAMED INVENTOR 13/521,832 07/12/2012 Gyung Don Kang 23413 7590 03/01/2019 CANTOR COLBURN LLP 20 Church Street 22nd Floor Hartford, CT 06103 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 ATTORNEY DOCKET NO. CONFIRMATION NO. YPL1155US 3094 EXAMINER HENRY, MICHAEL C ART UNIT PAPER NUMBER 1623 NOTIFICATION DATE DELIVERY MODE 03/01/2019 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): usptopatentmail@cantorcolbum.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte GYUNG DON KANG, HYUN YOUNG PARK, and JINKYUKANG Appeal2018-004400 Application 13/521,832 Technology Center 1600 Before ULRIKE W. JENKS, TIMOTHY G. MAJORS, and MICHAEL A. VALEK, Administrative Patent Judges. VALEK, Administrative Patent Judge. DECISION ON APPEAL Appellants 1 submit this appeal under 35 U.S.C. § 134(a) involving claims to an acetylated hydroxyalkylalkylcellulose. The Examiner rejected the claims as obvious. We have jurisdiction under 35 U.S.C. § 6(b ). We AFFIRM. STATEMENT OF THE CASE Claims 1-3, 5, 11, and 12 are on appeal, and can be found in the 1 Appellants identify the real party in interest as Samsung Fine Chemicals Co., Ltd. App. Br. 2. Herein we refer to the Amendment filed January 3, 2017 ("Amendment"), Final Office Action mailed May 11, 2017 ("Final Act."), Appeal Brief filed October 4, 2017 ("App. Br."), Examiner's Answer, mailed January 31, 2018 ("Ans."), and Reply Brief filed March 22, 2018 ("Reply"). Appeal2018-004400 Application 13/521,832 Claims Appendix of the Appeal Brief. Claim 1 is the only independent claim and is representative of the claims on appeal. Claim 1 reads as follows: 1. An acetylated hydroxyalkylalkylcellulose having a degree of substitution (DS) of alkyl group of 1.21 to 2, a molar substitution (MS) of hydroxyalkyl group of greater than O to 1, and a degree of substitution (DS) of acetyl group of 1 to 2 wherein the acetylated hydroxyalkylalkylcellulose is not soluble in water, but is soluble in an organic solvent. App. Br. 13. Appellants do not argue claims 2, 3, 5, 11, and 12 separately so those claims stand or fall with claim 1. 37 C.F.R. § 41.37 (c)(l)(iv). Appellants seek review of the following grounds of rejection made by Examiner: I. Claims 1-3, 5, 11, and 12 under 35 U.S.C. § I03(a) as obvious over Panzer2 and Babcock. 3 II. Claims 1-3, 5, 11, and 12 under 35 U.S.C. § I03(a) as obvious over Babcock. App. Br. 3.4 The issue is: Does the preponderance of evidence of record support Examiner's conclusion that the cited prior art renders obvious the claimed acetylated hydroxyalkylalkylcellulose polymer? 2 Hans W. P. Panzer et al., US 3,322,130, issued May 30, 1967 ("Panzer"). 3 Walter C. Babcock et al., US 2008/0262107 Al, published Oct. 23, 2008 ("Babcock"). 4 Appellants identify claim 13 as being at issue on appeal (see App Br. 4), but that claim was withdrawn and is not before us now. Amendment at 2; see App. Br. 2. 2 Appeal2018-004400 Application 13/521,832 Findings of Fact FF 1. Panzer teaches a modified methyl cellulose adhesive for binding together tobacco sheet compositions. Panzer col. 1, 11. 37--48. The methyl cellulose is modified so that "at least some of the hydroxy groups of the constituent glucose units are altered by the introduction of relatively hydrophobic groups, [and] is employed to decrease the water sensitivity or hydrophilicity of the methylcellulose gum." Id. at col. 1, 11. 26-31. FF2. Panzer teaches that these hydrophobic groups are introduced by substituting them for the unreacted hydroxyl radicals in the methylcellulose. Id. at col. 2, 11. 16-33. There are three available hydroxyl groups in the anhydroglucose monomeric unit of a cellulose molecule so the "practical maximum degree of substitution is 3.0." Id. at col. 2, 11. 34--38. Panzer teaches that the degree of substitution ("DS") of its methyl groups generally ranges from "about 1.0 to about 2.6" and that the remaining hydroxyl groups are substituted for "ester and/ or ether substituents so that the modified methylcellulose ... attains a degree of substitution more nearly approaching 3.0." Id. at col. 2, 11. 28-38. FF3. In Example 6, Panzer teaches that methylhydroxypropylcellulose (DS methoxyl 1.4; DS hydroxypropyloxyl 0.2) is acetylated according to the procedure in Example 5 to result in an acetylated methylhydroxypropyl- cellulose that is "practically fully acetylated." Id. at col. 5, 1. 19. The introduction of the relatively hydrophobic ester ( acetyl) and ether (hydroxypropyl) substituents in Example 6 results in an "improvement in hydrophobic property." Id. at col. 6, 1. 15. FF4. Babcock teaches acetylated methyl hydroxypropyl cellulose polymers, specifically hydroxypropyl methyl cellulose acetate (HPMCA). Babcock, 3 Appeal2018-004400 Application 13/521,832 Abstract. Babcock teaches these polymers for use in pharmaceutical compositions as a controlled-release matrix or coating material. Id. ,r,r 52-53. Babcock teaches that for such uses the DS of acetyl group "should range from about 0.2 to about 1.0" Id. ,r 53; see also ,r 52 (teaching that the DS of acetyl group can be "about 1.0 and still be effective as a controlled-release matrix"). Babcock explains that if the DS of acetyl group "is too high, the HPMCA becomes so hydrophobic it is no longer water soluble or dispersible." Id. ,r 48. FF5. Babcock teaches that its acetylated methyl hydroxypropyl cellulose polymers can be used in "melt processes" to prepare pharmaceutical compositions. Id. ,r 123. The processing temperature in such processes varies "depending on the melting point of the drug and polymer." Id. ,r 124. Analysis Because both of Examiner's rejections rely on the teachings in Babcock and present related issues, we discuss them together. Appellants contend that the cited prior art does not teach an acetylated hydroxyalkylalkylcellulose with a DS of acetyl group of 1 to 2, as claimed. Appellants point to Panzer Example 4, which they calculate has a DS of acetyl group of less than 1. App. Br. 7. While acknowledging that Babcock discloses a DS of "about 1.0" for its acetyl group, Appellants argue that Babcock does not also disclose that its polymer is water insoluble, but soluble in an organic solvent. Id. at 8. Appellants also assert that there is no rationale to modify Panzer and Babcock to provide an acetylated hydroxyalkylalkylcellulose with that combination of elements. Id. According to Appellants, "an increase in hydrophobicity and insolubility in water, as taught by Babcock, does not necessarily equate to solubility in an 4 Appeal2018-004400 Application 13/521,832 organic solvent." Id. at 9. Appellants argue that the claimed DS range results in polymers with the "unexpected benefit of being insoluble in water and soluble in an organic solvent" and of being amenable to melt processing because they melt upon heating rather than decomposing. Id. at 10. We are not persuaded by Appellants' arguments and agree with Examiner's statement of the rejection and thoughtful responses to Appellants' arguments in both the Answer and Final Action, which we adopt and incorporate by reference. We conclude that Examiner has provided sufficient evidence and articulated rationale to demonstrate a prima facie case of obviousness. We provide the following additional comments to Appellants' arguments. We agree with Examiner that Panzer teaches a DS of acetyl group within the claimed range of 1 to 2. As explained above, Panzer teaches the substitution of ether and ester groups onto methylcellulose such that the total DS of the three substituent groups approaches 3.0. FF2. In Example 6 a methylhydroxypropylcellulose having a total DS of 1.6 for its alkyl and hydroxyalkyl substituents is esterified "until it is practically fully acetylated." Ans. 11 (quoting Panzer col. 5, 1. 19); FF3. The DS of acetyl group in the fully acetylated monomer is 1.4 (i.e., the maximum possible DS of 3 minus the starting DS of 1.6). Id. Thus, a skilled artisan would understand Panzer to teach that the DS of acetyl group in Example 6 is about 1.4, which is well-within the claimed range. Ans. 11. We are not persuaded by Appellants' argument that the DS of acetyl group in Panzer Example 4 is outside the claimed range because the rejection was premised on both examples. Final Act. 3. And, Appellants do not dispute that Examiner's 5 Appeal2018-004400 Application 13/521,832 calculation of the DS of acetyl group in Example 6 is correct. See generally Reply 1-3. Like Panzer, Babcock teaches an acetylated hydroxyalkylalkyl- cellulose with DS for its substituents that are within the claimed ranges. See FF3, FF4. For this reason, we determine that Examiner has established a prima facie case of obvious over Panzer and Babcock, and over Babcock alone. See In re Peterson, 315 F.3d 1325, 1329 (Fed. Cir. 2003) ("[W]e and our predecessor court have consistently held that even a slight overlap in range establishes a prima facie case of obviousness."). We also agree that Examiner has articulated a sufficient rationale to combine Panzer and Babcock. Both references teach acetylated methyl hydroxypropylcellulose or HPMCA. See FF3; FF4. Babcock teaches that increasing the DS of acetyl group in HPMCA increases hydrophobicity. Id. Panzer teaches that when such polymers are used as a binder or adhesive substance, hydrophobicity is a desirable property because it reduces sensitivity to water. FFl; In re Boesch, 617 F.2d 272,276 (CCPA 1980) ("[D]iscovery of an optimum value of a result effective variable in a known process is ordinarily within the skill of the art."). Accordingly, a skilled artisan would have found it obvious to follow Babcock's teaching to further increase the desirable hydrophobicity in Panzer's polymers by increasing the DS of acetyl group. We are not persuaded by Appellants' argument that Panzer and Babcock fail to teach the claimed solubility properties (i.e., that the polymer be insoluble in water, but soluble in an organic solvent). App. Br. 8-9. Examiner has shown that a "sufficiently close relationship" exists between the structure of the claimed compounds and those taught in Panzer and 6 Appeal2018-004400 Application 13/521,832 Babcock to "'create an expectation' ... that the new compound will have 'similar properties' to the old." Aventis Pharma Deutsch/and GmbH v. Lupin, Ltd., 499 F.3d 1293, 1301 (Fed. Cir. 2007) (quoting In re Dillon, 919 F.2d 688, 692 (Fed. Cir. 1990) (en bane)). In other words, a skilled artisan would expect Panzer and Babcock's cellulose compounds, which have the same type and DS of substituents as the compounds in Appellants' claims, to exhibit the same claimed solubility properties. Indeed, Babcock teaches that if the DS of acetyl group is high enough the polymer "is no longer water soluble or dispersible." Babcock ,r 48. Moreover, we agree with Examiner that "it is well known and accepted in the art that 'like dissolves like."' Ans. 18. A skilled artisan would therefore understand that substituting relatively hydrophobic groups, like acetyl, for the more polar hydroxyl groups on cellulose would tend to make the resulting polymer more soluble in organic solvents, which are generally less polar than water. We are not persuaded by Appellants' argument that the data in Table 2 of the Specification shows that increasing the DS of acetyl group "does not necessarily equate to solubility in an organic solvent." App. Br. 9. Appellants rely on Comparative Example 1, which they say has a DS of acetyl group of 2.43 and was found to be insoluble in some organic solvents. Id. But the same data shows that Comparative Example 1 was soluble in several other organic solvents. Specification, Table 2. Claim 1 requires only that the polymer be "soluble in an organic solvent." Comparative Example 1 meets that requirement even though its DS of acetyl group exceeds the upper limit in Appellants' claims. Accordingly, Appellants have not shown that the claimed range is somehow critical or yields unexpected 7 Appeal2018-004400 Application 13/521,832 results sufficient to outweigh the evidence of obviousness on this record. See Peterson, 315 F.3d at 1330-31. Appellants' argument that polymers within the claimed DS range exhibit the unexpected benefit of being amenable to melt processing fails for the same reason. A skilled artisan would reasonably expect the polymers taught in Panzer and Babcock to exhibit the same properties because they have the same structural features, especially in light of Babcock, which specifically teaches that such polymers are amenable to melt processing. FF5; see Aventis, 499 F.3d at 1301. We are also unpersuaded by Appellants' argument that the cited prior art discloses only the lower limit of the claimed DS of acetyl group range. App. Br. 10. Panzer teaches that the maximum total DS is 3.0 and that the DS of methyl on its starting material is "about 1.0." FF2. Given those teachings, a skilled artisan would expect the upper limit of the DS that could be achieved by fully acetylating Panzer' s methyl cellulose compounds to be 2-the same upper limit in Appellants' claims. But even if we agreed with the premise of Appellants' argument, which we do not, both Panzer and Babcock still disclose polymers that overlap with the claimed DS ranges. FF3; FF4. That structural overlap between the prior art and the claimed polymers supports a conclusion of obviousness. And, as explained above, Appellants have not provided persuasive evidence to the contrary. See Peterson, 315 F.3d at 1329. For all these reasons, Appellants' arguments fail to persuade us that Examiner erred in rejecting the claims. Accordingly, we affirm. 8 Appeal2018-004400 Application 13/521,832 SUMMARY We affirm the rejection of claims 1-3, 5, 11, and 12 under 35 U.S.C. § 103 over Panzer and Babcock. We affirm the rejection of claims 1-3, 5, 11, and 12 under 35 U.S.C. § 103 over Babcock. 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). AFFIRMED 9 Copy with citationCopy as parenthetical citation