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United States Patent (19) 11 Patent Number: 5,951,941 Wang Et Al

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United States Patent (19) 11 Patent Number: 5,951,941 Wang Et Al USOO5951941A United States Patent (19) 11 Patent Number: 5,951,941 Wang et al. (45) Date of Patent: Sep. 14, 1999 54) BLOCK COPOLYMER ELASTOMER FOREIGN PATENT DOCUMENTS CATHETER BALLOONS 0 485 903 5/1982 European Pat. Off.. 75 Inventors: Lixiao Wang, Maple Grove; Jianhua O 5. 3. 3.1988/1989 European Pat. Off.. Chen, Brooklyn Park, both of Minn. 420 488 3/1991 European Pat. Off.. O 436 501 7/1991 European Pat. Off.. (73) Assignee: Scimed Life Systems, Inc., Maple O 513 459 A1 11/1992 European Pat. Off.. Grove, Minn. 540858 5/1993 European Pat. Off.. 420 488 7/1993 European Pat. Off.. O 566 755 A1 10/1993 European Pat. Off.. 21 Appl. No.: 09/137,658 531 117 B1 10/1993 European Pat. Off.. 22 Filed: Aug. 21, 1998 566 755 10/1993 European Pat. Off.. 540858 12/1993 European Pat. Off.. Related U.S. Application Data (List continued on next page.) 62 Division of application No. 08/805,899, Feb. 25, 1997, Pat. OTHER PUBLICATIONS No. 5,830,182, which is a continuation of application No. ation08/671,861, of application Jun. 28, No. 1996, 08/397,837, abandoned, Mar. which 2, 1995, is a continu-Pat. No. R 66 Elyst block amide. highinth- prismance TPE, ss 5,556,383, which is a continuation-in-part of application No. Modern Plastics, Sep. 1987, pp. 100,105,110. 08/204,554, Mar. 2, 1994, abandoned. (List continued on next page.) 51) Int. Cl. ........................... B29C 39/02; A61M 29/00 52 U.S. Cl. .............................. 264/523; 604/96; 604/97; Primary Examiner Samuel A. Acquah 604/98; 604/99; 604/100; 604/101; 604/102; Attorney, Agent, or Firm Vidas, Arrett & Steinkraus 604/103; 604/264;606/191,60619,606/194; 604/280; 604/281; 604/282;264,500 7 ABSTRACT 58 Field of Search .............................. 604/96-103, 264, Balloons for medical devices, particularly balloon angio 604/280, 281, 282; 606/191, 192, 194; plasty catheters, are made from particular block copolymer 264/500, 523 thermoplastic elastomers in which the block copolymer is made up of hard Segments of a polyester or polyamide and 56) References Cited Soft Segments of polyether; the polyester hard Segments are polyesters of an aromatic dicarboxylic acid and a C-C, U.S. PATENT DOCUMENTS diol; the polyamide hard segments are polyamides of C or higher carboxylic acids and C or higher organic diamines or 4,154,244 5/1979 Becker et al. ............................ 604/96 of C or higher aliphatic (D-amino-O-acids, and the polyether 4,254,774 3/1981 Boretos ................................... 604/271 Soft segments are polyethers of C-Clo, diols; the block 4.331,786 5/1982 Foy et al. ................................ 525/408 copolymer has a low flexural modulus, namely less than 4,332,920 6/1982 Foy et al... ... 525/408 150,000 psi; the block copolymer has a hardness, Shore D 4.385,635 5/1983 Ruiz .................. ... 600/435 Scale, of greater than 60; and the percentage by weight of the : : E. al - - - - - g block polymer attributable to the hard segments is between 2 - - -2 Chjeldahl et al. ....................... 4,456,000 6/1984 Schjeldahl et al. ......................... 128/1 RiiWisha A.E.R.E. 4,563,1814,490,421 12/19841/1986 WiiLevy ................. ... 428/36.9 which leadss to as low profile catheter. The low profiles 2- Y-a-2 ijaymathna ... 604/523 theters h d initial d trackabilit 4.675,361 6/1987 Ward, Jr. ................................... soso calnelers nave very good Inual crossing, good tracKability, 4,786,556 11/1988 Hu et al. ................................. 428,412 good recrossing after first inflation. (List continued on next page.) 13 Claims, 2 Drawing Sheets 80 Q HOOP RAtio = 6.7 HOOP RATIO = 5.1 | HOOP RATIO - 46 60 40 2 O 0 2 4 6 8 10 2 14 8 18 20 PRESSURE (ATM) 5,951,941 Page 2 U.S. PATENT DOCUMENTS Atochem, undated and untitled brochure for Pebax(E) resins, 4,886,506 12/1989 Lovgren et al.. pp. 2-5. 4,898,591 2/1990 Jang et al.. Bhowmick, et al eds., Handbook of Elastomers, Chapters 10 4,906,244 3/1990 Pinchuck et al.. and 12, Marcel Dekker Inc., pp. 341-373 and 411-442. 4,917,667 4/1990 Jackson. Walker, et al, eds. Handbook of Thermoplastic Elastomers, 4,938,676 7/1990 Jackoski et al. ........................ 425/140 Chapter 8, Van Nostrand Reinhold Col, NY pp. 258–281. 4,950,239 8/1990 Gahara et al. ............................ 604/96 4,950,257 8/1990 Hibbs et al.. DuPont, “Hytrel(R)' 11 pg undated product brochure 4,952,357 8/1990 Enteneuer ............................... 264/129 (received Sep. 1990). 4,963,313 10/1990 Noddin et al. ... 264/563 Flesher, Jr., “Polyether Block Amide: High-Performance 5,087,394 2/1992 Keith ......................................... 204/22 TPE,” Modern Plastics, pp. 100, 105, 110, (Sep. 1987). 5,108,415 4/1992 Pinchuk et al.. 5,156,612 10/1992 Pinchuk et al.. M. Xie, et al., “Etude Morphologique de Bloc-copoly 5,195,969 3/1993 Wang et al. .............................. 604/96 (Ether-Amide)S.” Makromol. Chem. 187, 383-400 (1986). 5,236,659 8/1993 Pinchuck et al.. H. Boubil, et al., “Morphology of Polyamide and Polyether 5,250,069 10/1993 Nobuyoshi et al.. Block Amide Blends.” Polymer Engineering and Science, 5,254,091 10/1993 Aliahmad et al. ........................ 604/96 29, 679–684 (1989). 5,270,086 12/1993 Hamlin .......... ... 428/35.2 5,281,677 1/1994 Onwunaka et al. 525/458 N. Alberola, et al., “Mechanical Relaxation Processes in 5,290,306 3/1994 Trotta et al.. Polyether Block Amide Copolymers (PEBA).” Makromol. 5,295,978 3/1994 Fan et al. ................................ 604/265 Chem., Makromol. Symp. 23, 219–224 (1989). 5,300,048 4/1994 Drewes, Jr. et al. ... 604/28O H. Faruque, et al., “Study of Multiple Relaxations in Pebax, 5,304,134 4/1994 Kraus et al. .............................. 604/96 Polyether Block Amide (PA 12 2135 Block PTMG 2032), 5,316,016 5/1994 Adams et al. .... ... 128/774 Copolymer Using the Thermally Stimulated Current 5,328,468 7/1994 Kaneko et al. ........................... 604/96 5,334,146 8/1994 OZasa ........................................ 604/96 Method.” Polymer, 27, 527–531 (1986).CD G. Gordon, 5,335,675 8/1994 Wheeler et al. .. ... 128/842 “Glass Transition in Nylons,” J. Polymer Sci. Part A-2, 9, 5,344,400 9/1994 Kaneko et al. ........................... 604/96 1693–1702 (1971). 5,348,538 9/1994 Wang et al. .............................. 604/96 D. Prevorsek, et al., “Mechanical Relaxations in Polya 5,397.306 3/1995 Nobuyoshi et al. ...................... 604/96 mides,” J. Polymer Sci. Part A-2, 9, 867–886 (1971). 5,403,340 4/1995 Wang et al. ...... ... 606/194 5,411,477 5/1995 Saab .......................................... 604/96 H. Faruque, et al., “A Thermally Stimulated Current Tech 5,478,320 12/1995 Trotta ........................................ 604/96 nique for Measuring the Molecular Parameters of Pebax, A 5,500,180 3/1996 Anderson et al. ... 264/532 Polyether-Block Amide Copolymer,” J. Mater. Sci., 22, 5,500,181 3/1996 Wang et al. ...... ... 264/532 675-678 (1987). 5,512,051 4/1996 Wang et al. .............................. 604/96 R. Koch, “Pebax.” Advances in Polymer Technology, 2, 5,554,120 9/1996 Chen et al. ............................... 604/96 160–162 (1982). 5,556,383 9/1996 Wang ........................................ 604/96 5,565,523 10/1996 Chen et al. ... 525/176 N. Alberola, “Micromechanical Properties of Polyether 5,807,520 9/1998 Wang ...................................... 264/520 Block Amide Copolymers,” J. Applied Sci., 36, 787-804 592 885 4/1994 European Pat. Off.. (1988). 2 651 681 3/1991 France. J. Brandrup, et al, eds., Polymer Handbook, John Wiley & FOREIGN PATENT DOCUMENTS Sons (1989), PPVI/243–VI/244. Form 892, US serial number 08/671,861. 84/O1513 4/1984 WIPO. WO 89/08473 9/1989 WIPO. Form 892, U.S. Ser. No. 08/397,837. WO 92/08512 5/1992 WIPO. Form 892, U.S. Ser. No. 08/204,554. 92/19316 11/1992 WIPO. TecoflexOR Medical Grade Aliphatic Thermoplastic Polyure WO 92/19440 11/1992 WIPO. thanes, date unknown. 95/09667 4/1995 WIPO. WO95/22367 8/1995 WIPO. Scimed Leap Trio PTCA Catheters, May 16, 1995. 95/23619 9/1995 WIPO. Dow Processing Guide, Pellethane, date unknown. WO 96/04951 2/1996 WIPO. Dupont product literature on Hytrel, date unknown. WO 96/12516 5/1996 WIPO. 96/37240 11/1996 WIPO. Dow Chemical product literature on Isoplast, Dec. 17, 1991 and other dates unknown. OTHER PUBLICATIONS Tecothane(R) Medical Grade Aliphatic Thermoplastic Poly Koch, “PEBAX (Polyether Block Amide)", Advances in urethanes, date unknown. Polymer Technology, vol. 2, No. 3 1982 pp. 160-162. Thermoplastic Elastomer data sheet, D.A.T.A. Business De, et al, eds. Thermoplastic Elastomer from Rubber-Plas Publishing, p. 2–1709 1994. tic Blends, Chapter 1, Ellis Horwoal, New York pp. 13-27. Polyamide-Nylon data sheet, D.A.T.A. Business Publish Gorski, “The Nomenclature of Thermoplastic Elastomers,” ing, p. 2–595 1994. Kunstoffe German Plastics, 83 (1993) No. 3, pp. 29–30. Hofmann, “Thermoplastic Elastomers,” Kunstoffe German International Serach Report, International Application PCT/ Plastics, 80 (1990) No. 10, pp. 88–90. US 95/02717. Atochem, “Pebax(R) Resins 33 Series Property Comparison” Polyether Block Amide data sheet, D.A.T.A. Business Pub undated, (1 pg manufacturers technical information sheet lishing, p. 2–837 1994. received Sep. 29, 1994). TecoplastTM Engineering Polyurethane Resins May 1996. U.S. Patent Sep. 14, 1999 Sheet 1 of 2 5,951,941 Fig. I O HOOP RATO = 6.7 O HOOP RATIO = 5.1 HOOP RATIO = 4.6 O 2 4.
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