Ex Parte Kikuchi et alDownload PDFPatent Trial and Appeal BoardApr 12, 201812473546 (P.T.A.B. Apr. 12, 2018) Copy Citation UNITED STA TES p A TENT AND TRADEMARK OFFICE APPLICATION NO. FILING DATE FIRST NAMED INVENTOR 12/473,546 05/28/2009 Minoru KIKUCHI 22850 7590 04/16/2018 OBLON, MCCLELLAND, MAIER & NEUSTADT, L.L.P. 1940 DUKE STREET ALEXANDRIA, VA 22314 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. 342459USO 9811 EXAMINER KAHN, RACHEL ART UNIT PAPER NUMBER 1766 NOTIFICATION DATE DELIVERY MODE 04/16/2018 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): patentdocket@oblon.com oblonpat@oblon.com tfarrell@oblon.com PTOL-90A (Rev. 04/07) UNITED STATES PATENT AND TRADEMARK OFFICE BEFORE THE PATENT TRIAL AND APPEAL BOARD Ex parte MINORU KIKUCHI, KATSUMI SHINOHARA, HIDEYUKI KUROSE, and TOMOMICHI KANDA Appeal2017-006681 Application 12/473,546 Technology Center 1700 Before TERRY J. OWENS, JENNIFERR. GUPTA, and SHELDON M. McGEE, Administrative Patent Judges. OWENS, Administrative Patent Judge. DECISION ON APPEAL STATEMENT OF THE CASE The Appellants appeal under 35 U.S.C. § 134(a) from the Examiner's rejection of claims 1, 5, 6, 8-17, and 19. We have jurisdiction under 35 U.S.C. § 6(b). The Invention The Appellants claim a polyamide production process. Claim 1 is illustrative: 1. A process for producing a polyamide, comprising: direct polycondensation of a diamine and a dicarboxylic acid, substantially in the absence of a solvent in a batch reactor equipped with a partial condenser; wherein Appeal2017-006681 Application 12/473,546 the diamine comprises at least 70 mol% of a xylylenediamine having at least 20 mol% of paraxylylenediamine, and the polycondensation comprises: (1) feeding the dicarboxylic acid into the reactor; (2) pressurizing the reactor to increase the inner pressure to a pressure of from 0.1 to 0.4 MPaG; (3) maintaining the pressure in the reactor substantially constant in the range from 0 .1 to 0 .4 MPaG until a start of pressure reduction in ( 6); ( 4) adding the diamine to the dicarboxylic acid over a time of from 30 minutes to 150 minutes while the pressure inside the reactor is maintained at the substantially constant pressure of operation (2) while keeping the obtained reaction mixture uniform and in a state of flow; ( 5) separating water vapor from vapors of the diamine and the dicarboxylic acid evaporated from the reactor in the partial condenser at the substantially constant pressure of operation (2) and removing a part of the water vapor from the reactor while a reflux liquid comprising condensed water, condensed diamine, condensed dicarboxylic acid and nylon salt or oligomer washed from the partial condenser are returned to the reaction mixture; and ( 6) after the addition of the diamine to the diacid, lowering the pressure inside the reactor to atmospheric pressure or less at a pressure-lowering speed of from 0.3 to 1.0 MPa/hr; (7) removing the polyamide product from the reactor; and subsequently, (8) conducting another polycondensation according to operations (1) through (7) in the reactor in a continuous batch production process; wherein a temperature of the vapor outlet port side of the partial condenser in (4) to (6) is controlled to be from a dew- point temperature of water to a dew point temperature+ 5°C with the proviso that the vapor outlet side port temperature is 155°C or less, and wherein an overall batch process time from the start of the addition of the diamine to the start of taking out the 2 Appeal2017-006681 Application 12/473,546 polyamide is from one hour and 32 minutes to 3 hours 39 minutes. The References References relied upon by the Examiner Miyamoto Vandevijver Shida 1 (machine translation) Kurose (machine translation) us 4,433,136 us 5,416,189 JP 2002060486 A JP 2005139219 A Feb.21, 1984 May 16, 1995 Feb.26,2002 June 2, 2005 References relied upon by the Appellants Kikuchi US 2009/0299028 Al Dec. 3, 2009 Polyamide Resin Handbook (translation from Japanese) 142--43 (Jan. 30, 1988). The Rejections Claims 1, 5, 6, 8-17, and 19 stand rejected under 35 U.S.C. § 103 over Shida in view of Kurose, Miyamoto and Vandevijver. OPINION We affirm the rejection. The Appellants argue the claims as a group (App. Br. 4--12). Although the Appellants address claim 1 7 under a separate heading, the Appellants do not provide a substantive argument for the separate patentability of that claim (App. Br. 12). We therefore limit our discussion to one claim, i.e., claim 1. Claims 5, 6, 8-17, and 19 stand or fall with that claim. See 37 C.F.R. § 41.37(c)(l)(iv) (2012). 1 The Examiner (Ans. 2) and the Appellants (App. Br. 4) refer to JP 2002/060486 A by the second-named inventor (Shida). For consistency, we likewise do so. 3 Appeal2017-006681 Application 12/473,546 The Shida machine translation appears to disclose a method for making polyamide by the direct reaction of a diamine ("Gia Min") with a dicarboxylic acid in a molten state in the absence of solvent in a batch reactor ("time part type manufacturing method") having a partial condenser ("steamy riser tube") (i-fi-f l, 4). The diamine apparently can be 70 mol% metaxylylenediamine ("meta-KISHIRI") and 30 mol% paraxylylenediamine ("PARAKISHIRI") (i1i19, 34). A sufficient reactor pressure is 0.5 MPa absolute (0.4 MPaG) or less (i-f 14). A suitable partial condenser internal temperature range appears to be 50-150 QC (i-fi-f 16, 20). If the partial condenser's internal temperature is too high, the amount of condensed water is insufficient to remove from partial condenser surfaces sublimed dicarboxylic acid deposits which build up during a number of continuous batches and can cause appearance defects such as fish eye and gel in polyamide products such as films, bottles and monofilaments, whereas if the partial condenser's internal temperature is too low, excessive condensation makes efficient advancing of the reaction difficult (i1i14, 5, 15, 16, 20, 21, 24 ). Sublimed dicarboxylic acid deposits also can be removed from partial condenser surfaces by use of steam or warm water after the end of a batch (i-f 22). Preventing accumulation of sublimed dicarboxylic acid on partial condenser surfaces enables use of diamine/dicarboxylic acid preparation ratios such as 0.987, 0.997, 0.998 and 1.000 (i1i124, 27-29, 34). The Kurose machine translation appears to indicate that when polyamide is made by reacting a diamine with a dicarboxylic acid in a molten state in the absence of a solvent in a batch reactor, lowering the reactor pressure shortens polymerization time, but if the pressure is lower 4 Appeal2017-006681 Application 12/473,546 than needed, sublimation deposits adhere to and block gas phase portions such as exhaust lines (i-fi-f l, 5, 6, 11 ). Miyamoto discloses a process for making polyamide by reacting a diamine with a dicarboxylic acid in a molten state in the absence of a solvent in a batch reactor wherein "[ t ]he time required to add the diamine to the reaction mixture varies depending upon the size of the reaction vessel, but it is generally in the range of 0.5 to 10 hours" (col. 3, 11. 40-46, 61---64). Vandevijver discloses a process for making polyamide by reacting a diamine with a dicarboxylic acid in a molten state in the absence of a solvent in a batch reactor wherein "the pressure is only allowed to rise to a value no greater than 10 bar and sufficient to prevent the solidification of the reaction mixture and a substantial loss of diamine compounds" (col. 3, 11. 12-15), and "[ o ]nee the polycondensation phase under pressure has finished, it is possible to leave the pressure to fall to atmospheric pressure" (col. 5, 11. 39- 41 ). "The rate of pressure reduction must be restricted in order to avoid any foaming problems; however, it was observed that rates of pressure reduction on the order of 30 to 40 bar to the hour did not lead to any particular problem" (col. 5, 11. 54--58). The Appellants state that "Shida, teaches the temperature range of the condenser to be from 50 to 140QC, preferably 95-120QC ([0020]). Due to the allowance of such a wide temperature range, Appellants submit that Shida does not disclose or suggest the element of the present invention where the diamine addition time is very short and a good molar balance of reactants is retained" (App. Br. 5). The Appellants' Specification states that "[p ]referably, the time to be taken for addition of the diamine component is from 30 minutes to 4 hours, 5 Appeal2017-006681 Application 12/473,546 more preferably from 60 minutes to 2 hours" (Spec. 12). Shida's exemplified diamine addition time range is 3--4 hours (i1i127, 31, 34 ). Shida, however, is not limited to its examples. See In re Fracalossi, 681 F.2d 792, 794 n.1(CCPA1982); In re Mills, 470 F.2d 649, 651(CCPA1972). Instead, all disclosures therein must be evaluated for what they would have fairly suggested to one of ordinary skill in the art. See In re Boe, 355 F.2d 961, 965 (CCPA 1966). Shida discloses that the diamine "addition speed is adjusted timely" (i-f 14), and Miyamoto indicates, for the type of method carried out by Shida, i.e., making polyamide by reacting a diamine with a dicarboxylic acid in a molten state in the absence of a solvent in a batch reactor, the diamine addition time "is generally in the range of 0.5 to 10 hours" (col. 3, 11. 63---63). Miyamoto, therefore, would have provided one of ordinary skill in the art with a reasonable expectation of success in using a diamine addition time as low as 0.5 hours in Shida's method. See In re O'Farrell, 853 F.2d 894, 903---04 (Fed. Cir. 1988) ("Obviousness does not require absolute predictability of success .... For obviousness under§ 103, all that is required is a reasonable expectation of success"). As for the molar balance, the Appellants point out that their exemplified molar balances are 0.993---0.995 (App. Br. 10-11). Shida's exemplified molar balances are 0.987, 0.997, 0.998 and 1.000 due to prevention of sublimed dicarboxylic acid deposit accumulation on partial condenser tubes (i1i124, 27-29, 34). That deposit accumulation prevention is dependent upon proper partial condenser temperature control (i-fi-f 16, 20). Because the Appellants and Shida have similar molar balances which dependent upon proper partial condenser temperature control, it appears that the partial condenser temperatures in Shida' s method using Miyamoto' s diamine addition time 6 Appeal2017-006681 Application 12/473,546 would include values in Shida's 50-150 QC range (i-f 16) that are within the Appellants' partial condenser temperature range (water dew point to water dew point+ 5 QC) (Spec. 14). The Appellants assert, in reliance upon the Declaration under 37 C.F.R. § 1.132 ofKatsumi Shinohara, that Shida's method cannot make good quality polyamide without additional treatment to remove adhered solids from the partial condenser (App. Br. 5---6). Shida discloses that deposits can be removed from the partial condenser between batches by use of steam or warm water (i-f 22; Example 3), but Shida indicates that deposit removal also can be achieved by proper condenser temperature control (i-fi-f 16, 20, 21, 24; Examples 1, 2). The Appellants assert, in reliance upon the Polyamide Resin Handbook, that using a relatively low pressure reduction rate of 0.3- 1.0 MPa/hr is contrary to conventional practice (App. Br. 7-8). The Appellants do not establish that the aqueous solution process in the Polyamide Resin Handbook indicates the conventional practice in the applied references' solventless methods. The Appellants assert that Vandevijver's 30-40 bar/hr (3--4 MPa/hr) pressure reduction rate (col. 5, 1. 57) and exemplified 2.25 MPa/hr pressure reduction rate (col. 6, 11. 26, 31-33) are significantly higher than the Appellants' 0.3-1.0 MPa/hr pressure reduction rate (App. Br. 9). That assertion is not supported by the Shinohara Declaration which states that "the pressure-lowering speed can be controlled to be very fast, and it is usually controlled to be fast such as Vandevijver (3 to 4 MPa/hr (30-40 bar/hr) in col. 5, lines 54-58; and 2.25MPa/hr in Example 1 )" (Deel. 4). Moreover, Vandevijver states that the 30-40 bar/hr pressure 7 Appeal2017-006681 Application 12/473,546 reduction rate did not cause a foaming problem, not that it is a minimum rate (col. 5, 11. 54--58). Vandevijver, therefore, would have led one of ordinary skill in the art, through no more than ordinary creativity, to use other pressure reduction rates which do not cause a foaming problem, such as rates within the Appellants' 0.3-1.0 MPa/hr range. See KSR Int 'l Co. v. Teleflex Inc., 550 U.S. 398, 418 (2007) (in making an obviousness determination one "can take account of the inferences and creative steps that a person of ordinary skill in the art would employ"). The Appellants assert that "Shida describes a preferable temperature of an inner wall of vapor riser under atmospheric pressure ([0016] U.S. 2009/0299028) [Kikuchi], and a preferable temperature of an inner temperature of the partial condenser under the atmospheric pressure ([0020]). These are different from the temperature of the vapor outlet port" (Reply Br. 3). Kikuchi does not include Shida as a named inventor and does not indicate any relation to Shida, and the portions of Kikuchi referred to by the Appellants are not relevant to the Appellants' points. Thus, the Appellants' reliance upon Kikuchi is not well taken. Also, there does not appear to be a significant difference between partial condenser tube temperature and vapor outlet temperature, and the Appellants do not provide evidence to the contrary. The Appellants assert that "Shida does not teach nor suggest to apply pressure in order to suppress foaming of the reaction mixture and shorten a drop time" (Reply Br. 4). Establishing a prima facie case of obviousness does not require that references solve the same problem solved by Appellants. See In re Kemps, 8 Appeal2017-006681 Application 12/473,546 97 F.3d 1427, 1430 (Fed. Cir. 1996); In re Beattie, 974 F.2d 1309, 1312 (Fed. Cir. 1992); In re Dillon, 919 F.2d 688, 693 (Fed. Cir. 1990) (en bane); In re Lintner, 458 F.2d 1013, 1016 (CCPA 1972). Shida uses pressures (0.4 MPaG or less (i-f 14)) within the Appellants' range (0.1---0.4 MPaG), and as pointed out above, Miyamoto would have suggested, to one of ordinary skill in the art, diamine addition times within the Appellants' range (30- 150 minutes). Thus, we are not persuaded of reversible error in the rejection. DECISION/ORDER The rejection of claims 1, 5, 6, 8-17, and 19 under 35 U.S.C. § 103 over Shida in view of Kurose, Miyamoto and Vandevijver is 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 9 Copy with citationCopy as parenthetical citation