Medical applications of poly(styrene-block-isobutylene-block-styrene) (“SIBS”)

Pinchuk, Leonard; Wilson, Gregory J.; Barry, James J.; Schoephoerster, Richard T.; Parel, Jean Marie; Kennedy, Joseph P.

doi:10.1016/j.biomaterials.2007.09.041

Cited by 261 publications

(227 citation statements)

References 25 publications

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“…properties, it is of special importance that both polymers possess non-immunogeneity and bioand blood compatibility (6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17). For all these reasons, it is expected that the integration of these two types of polymer segments into one macromolecule may lead to a variety of new application possibilities.…”

Section: Refs 1-29 and References Therein) In Addition To Their Intmentioning

confidence: 99%

Synthesis of Poly(methyl methacrylate)-poly(poly(ethylene glycol) methacrylate)-polyisobutylene ABCBA Pentablock Copolymers by Combining Quasiliving Carbocationic and Atom Transfer Radical Polymerizations and Characterization Thereof

Szabó¹,

Wacha²,

Thomann³

et al. 2015

Journal of Macromolecular Science, Part A

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Section: Refs 1-29 and References Therein) In Addition To Their Intmentioning

confidence: 99%

Synthesis of Poly(methyl methacrylate)-poly(poly(ethylene glycol) methacrylate)-polyisobutylene ABCBA Pentablock Copolymers by Combining Quasiliving Carbocationic and Atom Transfer Radical Polymerizations and Characterization Thereof

Szabó¹,

Wacha²,

Thomann³

et al. 2015

Journal of Macromolecular Science, Part A

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“…Poly(Styrene-block-Isobutylene-block-Styrene) (SIBS) copolymer is a thermoplastic elastomer that has been proposed to be used in biomedical applications because it is extremely biocompatible and has a very low foreign body reaction [1][2][3]. Mechanical properties of SIBS are similar to polyurethanes and silicone rubbers, which make it ideal for use in stents, drug carriers, MIDI-tubes, heart valves, etc.…”

Section: Introductionmentioning

confidence: 99%

“…Styrene blocks give the material a glassy region providing its mechanical rigidity, while the isobutylene blocks provide enhanced chain mobility. Compositions with higher content of styrene have behavior closer to that of a toughened plastic, while the higher isobutylene compositions behave as an elastomeric plastic [1,2,[4][5][6].…”

Section: Introductionmentioning

confidence: 99%

“…SIBS has well-known problems that have to be understood and addressed in order to be used for long-term in vivo applications. Unreinforced SIBS has poor creep properties which make it unsuitable for load bearing implants, and it is also susceptible to surface stress cracking when in contact with organic solvents [2]. These deficiencies limit the usefulness of SIBS in some applications, and must be addressed in order to capitalize on the material's potential in biomedical applications.…”

Section: Introductionmentioning

confidence: 99%

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The effect of water absorption on the viscoelastic properties of poly(styrene-block-isobutylene-block-styrene) for use in biomedical applications

Fittipaldi¹,

Rodríguez²,

Grace³

2015

AIP Conference Proceedings

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Abstract. The decrease in glass transition temperature and change in creep compliance due to water diffusion in a biocompatible thermoplastic elastomer was studied and quantified. Knowledge of the mechanical and viscoelastic performance of the styrene-isobutylene-styrene block (SIBS) copolymer is important to determine the feasibility of certain in-vivo applications. Furthermore, the deterioration in these types of properties due to the plasticizing effect of water must be well understood for long term usage. Samples were formed with an injection molding press and fully dried prior to immersion in distilled water at 37 C. Water diffusion kinetics were studied for four different SIBS copolymers of varying molecular weight and styrene content by measuring weight changes as a function of time. These gravimetric diffusion studies showed an inverse relationship between diffusivity and styrene content and molecular weight for the first thousand hours of immersion. Measurements of storage modulus, loss modulus, tangent delta, strain recovery and creep compliance were performed using a dynamic mechanical analyzer for the high molecular weight, high styrene content SIBS version at different absorbed water contents. A measurable and nearly linear decrease of the glass transition temperature and creep recovery with respect to water content was observed for the samples tested even at relatively low water content: an increase in water content of 0.27% correlated to a decrease of 4 C in glass transition temperature while a 0.16% weight increase corresponded to a 12.5% decrease in creep recovery. These quantified material properties restrict the use of SIBS in certain implantable operations that undergo cyclic strains, and in sterilization techniques that require high temperatures. As such, they are important to understand in order to determine the viability of in vivo usage of this biocompatible polymer.

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“…Controlled ring-opening polymerization (ROP) of cyclic esters, such as lactide, glycolide, cyclic carbonate, and/or ε-caprolactone (ε-CL), have received significant attention due to the good mechanical properties, degradation behavior and biocompatibility of the resulting polymers [1][2][3]. Polyisobutylene (PIB) has been combined with materials widely used for biomedical applications (polyacrylates and -methacrylates, polysiloxanes, polylactones, polyurethanes, poly(ethylene oxide), and poly (vinyl alcohol)), and some devices that use PIB-based materials are approved by the Food and Drug Administration (FDA) [4][5][6]. One of the most relevant combinations is poly(styrene-b-isobutylene-b-styrene) (SIBS).…”

mentioning

confidence: 99%

Synthesis of polyisobutylene-polycaprolactone block copolymers using enzyme catalysis

Castano¹,

Álvarez²,

Becker³

et al. 2016

Express Polym. Lett.

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The design of novel macromolecular architectures is a continuous focus in polymer science. Many of these architectures, such as block copolymers, possess unique properties, which make them interesting candidates for special applications in nanotechnology and biomedical materials. Controlled ring-opening polymerization (ROP) of cyclic esters, such as lactide, glycolide, cyclic carbonate, and/or ε-caprolactone (ε-CL), have received significant attention due to the good mechanical properties, degradation behavior and biocompatibility of the resulting polymers [1][2][3]. Polyisobutylene (PIB) has been combined with materials widely used for biomedical applications (polyacrylates and -methacrylates, polysiloxanes, polylactones, polyurethanes, poly(ethylene oxide), and poly (vinyl alcohol)), and some devices that use PIB-based materials are approved by the Food and Drug Administration (FDA) [4][5][6]. One of the most relevant combinations is poly(styrene-b-isobutylene-b-styrene) (SIBS). SIBS is a very soft, transparent material resembling silicone rubber, with superior mechanical properties. It is used as a drug-eluting coating of coronary stents [6][7][8]. PIB is not degradable under biological conditions, however, its copolymers can be. Block copolymers of PIB with L-lactide [9] and pivalolactone [10] have been synthesized from primary hydroxyl functionalized PIBs and metal-containing activators. It was found that the blocks had phase-separated morphologies, and the crystallization behavior of the polylactide and polypivalolactone was influenced by the presence of the PIB blocks. However, Abstract. The synthesis of poly(isobutylene-b-ε-caprolactone) diblock and poly(ε-caprolactone-b-isobutylene-b-ε-caprolactone) triblock copolymers was accomplished using a combination of living carbocationic polymerization of isobutylene (IB) with the ring-opening polymerization (ROP) of ε-caprolactone (ε-CL). OH-PIB-allyl was prepared by living carbocationic polymerization of IB initiated with 1,2-propylene oxide/TiCl 4 followed by termination with allyltrimethylsilane. Hydroxyl telechelic HO-PIB-OH was obtained by living IB polymerization initiated by 2,4,4,6-tetramethyl-heptane-2,6-diol/TiCl 4 , termination with allyltrimethylsilane and subsequent thiol-ene click reaction with mercaptoethanol. The structure of the hydroxyl PIBs was confirmed by 1 H NMR (proton Nuclear Magnetic Resonance spectroscopy). OH-PIB-allyl and HO-PIB-OH were then successfully used as macroinitiators for the polymerization of ε-CL catalyzed by Candida antarctica Lipase B (CALB), yielding poly(ε-caprolactone-b-isobutylene) diblock and poly(ε-caprolactone-b-isobutylene-b-ε-caprolactone) triblock copolymers, respectively. Differential Scanning Calorimetry (DSC), Transition Electron Microscopy (TEM) and Atomic Force Microscopy (AFM) demonstrated that the amorphous PIB and the semicrystalline PCL block segments phase separated, creating nanostructured phase morphology.

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Medical applications of poly(styrene-block-isobutylene-block-styrene) (“SIBS”)

Cited by 261 publications

References 25 publications

Synthesis of Poly(methyl methacrylate)-poly(poly(ethylene glycol) methacrylate)-polyisobutylene ABCBA Pentablock Copolymers by Combining Quasiliving Carbocationic and Atom Transfer Radical Polymerizations and Characterization Thereof

Synthesis of Poly(methyl methacrylate)-poly(poly(ethylene glycol) methacrylate)-polyisobutylene ABCBA Pentablock Copolymers by Combining Quasiliving Carbocationic and Atom Transfer Radical Polymerizations and Characterization Thereof

The effect of water absorption on the viscoelastic properties of poly(styrene-block-isobutylene-block-styrene) for use in biomedical applications

Synthesis of polyisobutylene-polycaprolactone block copolymers using enzyme catalysis

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