PIB for Fun and Profit

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1 Polymers for Biology and Medicine Session: Biomaterials Entrepreneurship Santa Rosa CA, Oct. 9-12, 2013 PIB for Fun and Profit Entrepreneurship with Polyisobutylene Joseph P. Kennedy with many coworkers The University of Akron 1

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3 How to Invent Innovate INNOVATION (New Business) Anything that generates cash flow Idea (Conception) Technical knowledge Entrepreneurship Risk taking in the pursuit of an opportunity without regard to resources at one s disposal IP Patent law 3

4 From Conception to Innovation Five step strategy for polymer scientists: 1. Conceive useful-novel-unobvious polymer(s) 2. Complete invention by reduction to practice 3. Protect invention by patent 4. Assure Freedom to Operate 5.Innovate: become or partner with an entrepreneur

5 Robert M. Thomas 1976 J P Kennedy 5

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7 The Bayh-Dole Act of 1980 (a) To foster greater collaboration between universities and industry (b) To promote the commercial development of inventions arising from government sponsored research at universities THE ECONOMIST (2002): possibly the most inspired piece of legislation enacted in America over the past half century this single policy measure helped to reverse America's precipitous slide into industrial irrelevance. 7

8 WHY POLYISOBUTYLENE? CH 2 =C(CH 3 ) CH 2 -C(CH 3 ) 2 An all-purpose rubber with excellent mechanicals (high strength, modulus, elongation) outstanding chemical/oxidative/heat aging resistance excellent hot water and weathering stability outstanding barrier properties very soft optically clear films low compression set high damping excellent processibility sterilizable biocompatible; biostable, implantable for years and all this for low cost! 8

9 Entrepreneurship for Medicine with Polyisobutylene Bone cement Glaucoma shunt InnFocus Polyurethanes Drugeluting stent Boston Scientific PIB-PMMA conetworks S-IB-S Kaneka Tubing, Pacemaker lead coatings, etc., etc. A seminal invention: Living isobutylene polymerization CH 2 =C(CH 3 ) 2 Conception: novel PIBbased products kg production Silicone copolymers PIB-(cyano acrylates) Amphiphilic conetworks Contact lenses Tissue sealant Wound cover PolyMedTech Membrane for Bioartificial pancreas Diacure Vascular grafts Patents Applications 9

10 SIBS Poly(styrene-b-isobutylene-b-styrene) Translute, Boston Scientific Co. drug-eluting stent coating Implanted in >6M patients MicroShunt, InnFocus Glaucoma shunt SIBSTAR, Kaneka Co. tubes, hot melts, adhesives, sealants, barriers, additives, etc. 10

11 PIB-Based Polyurethanes. I. Early Developments PIB-diols (HO-PIB-OH ) and PUs synthesized, patented Joint research with academic researchers companies, worldwide HO-PIB-OH patents (issued to UA) licensed, financing secured Akron Cationic Polymer Development Co., Status as of ~1986 PIB-based PUs exhibit: outstanding oxidative-hydrolytic resistance poor mechanicals (T.S. <10MPa) too expensive for industrial (non-medical) uses 11

12 PIB-Based Polyurethanes II. Recent Developments Costs reduced by Low cost PIB-diol synthesis New initiators PU mechanical properties improved by H-bond accepting chain extenders (HACEs) PIB-diol currently in kg scale production 12

13 Product PIB PIB-based PUs Properties % Tensile / Elongation / Hardness Ox/Hy Stability Retention(%) H 2 O 2 /CoCl 2 vs. HNO 3 SEM (14wks) Processibility T flow ( o C) by DMTA + PTMO MPa / 810% / 72A degraded ~ MPa / 740% / 68A 70 ~180 + HACE MPa / 620% / 80A 100 ~ MPa / 570% / 64A 100 ~160 Commercial Controls Bionate MPa / % /80A- 75D Carbothane MPa/ %/75A- 72D ElastEon MPa / % /77A- 65D degraded degraded degraded

14 A SURPRISING DISCOVERY: Minute Amounts (0.5%) of Organically-Modified Montmorillonite (OmMMT) Improve the Properties of PIB-Based PUs Mechanical Properties of Nanocomposites PU Sample HO-PIB-OH(Mn=4000, 52%) + HO-PTMO-OH(Mn=1000, 12%) +HMDI + HDO = 36% Tensile Strength MPa Elongation at Break % Elastic Modulus MPa Toughness, + 0 % OmMMT % % % % J

15 Summary Outlined: five step strategy toward biomaterials innovation PIB offers a unique combination of properties for biomaterials use Highlighted entrepreneurial activities with designed PIB-based polymers Research on new PIB-based biomaterials is pursued worldwide 15

16 A New Nanocomposite PU with Organo-Modified Clay (OmMMT) 16