Hybrids of Silica/Poly(caprolactone coglycidoxypropyl trimethoxysilane) as Biomaterials

Bioactive glasses stimulate bone regeneration but are brittle. Biomaterials are needed that share load with bone, promote bone regeneration, and biodegrade at controlled rates. Sol–gel hybrids can achieve this through their intimate inorganic and organic conetworks, depending on the organic polymer used. Polycaprolactone degrades slowly but lacks functional groups for the critical step of covalent coupling to the silica conetwork. Here, we synthesized a novel copolymer of caprolactone and glycidoxypropyl trimethoxysilane through one-pot ring opening polymerization (ROP). Hybrids with different organic content were fabricated using such a copolymer for the first time. The copolymer can directly bond to a silica network due its trimethoxysilane groups, which can hydrolyze, leaving silanol groups that undergo polycondensation with silanol groups of the silica network. The number of repeating units of caprolactone and glycidoxypropyl trimethoxysilane functional groups were controlled via ROP. The mechanical p...

[1]  E. Menaszek,et al.  A new insight into in vitro behaviour of poly(ε-caprolactone)/bioactive glass composites in biologically related fluids , 2018, Journal of Materials Science.

[2]  Julian R. Jones,et al.  Bioglass and Bioactive Glasses and Their Impact on Healthcare , 2016 .

[3]  P. Zysset,et al.  Mechanical properties of cortical bone and their relationships with age, gender, composition and microindentation properties in the elderly. , 2016, Bone.

[4]  Stuart R. Stock,et al.  Hyperelastic “bone”: A highly versatile, growth factor–free, osteoregenerative, scalable, and surgically friendly biomaterial , 2016, Science Translational Medicine.

[5]  D. Mondal,et al.  Bioactive borophosphosilicate-polycaprolactone hybrid biomaterials via a non-aqueous sol gel process , 2016 .

[6]  Julian R. Jones,et al.  Ductile silica/methacrylate hybrids for bone regeneration. , 2016, Journal of materials chemistry. B.

[7]  Julian R. Jones,et al.  Tailoring Mechanical Properties of Sol–Gel Hybrids for Bone Regeneration through Polymer Structure , 2016 .

[8]  Assaf Shapira,et al.  Engineered hybrid cardiac patches with multifunctional electronics for online monitoring and regulation of tissue function , 2016, Nature materials.

[9]  H. Schmal,et al.  Clinical trial and in-vitro study comparing the efficacy of treating bony lesions with allografts versus synthetic or highly-processed xenogeneic bone grafts , 2016, BMC Musculoskeletal Disorders.

[10]  Wei Zhang,et al.  Mechanical properties study of micro‐ and nano‐hydroxyapatite reinforced ultrahigh molecular weight polyethylene composites , 2016 .

[11]  Patrina S P Poh,et al.  In vitro and in vivo bone formation potential of surface calcium phosphate-coated polycaprolactone and polycaprolactone/bioactive glass composite scaffolds. , 2016, Acta biomaterialia.

[12]  J. Ferreira,et al.  On the mechanical properties of PLC-bioactive glass scaffolds fabricated via BioExtrusion. , 2015, Materials science & engineering. C, Materials for biological applications.

[13]  J. Planell,et al.  Towards 4th generation biomaterials: a covalent hybrid polymer-ormoglass architecture. , 2015, Nanoscale.

[14]  J. Chen,et al.  Molecular level-based bioactive glass-poly (caprolactone) hybrids monoliths with porous structure for bone tissue repair , 2015 .

[15]  Julian R. Jones,et al.  Poly(γ-glutamic acid)/Silica Hybrids with Calcium Incorporated in the Silica Network by Use of a Calcium Alkoxide Precursor , 2014, Chemistry.

[16]  Bedilu Allo,et al.  Hydroxyapatite formation on sol-gel derived poly(ε-caprolactone)/bioactive glass hybrid biomaterials. , 2012, ACS applied materials & interfaces.

[17]  Rozalia Dimitriou,et al.  Bone regeneration: current concepts and future directions , 2011, BMC medicine.

[18]  Julian R. Jones,et al.  Softening bioactive glass for bone regeneration: sol–gel hybrid materials , 2011 .

[19]  Chang-Mou Wu,et al.  Melting and crystallization behavior of copolymer from cyclic butylene terephthalate and polycaprolactone , 2011 .

[20]  Eduardo Saiz,et al.  Bioinspired Strong and Highly Porous Glass Scaffolds , 2011, Advanced functional materials.

[21]  Bedilu Allo,et al.  Synthesis and electrospinning of ε-polycaprolactone-bioactive glass hybrid biomaterials via a sol-gel process. , 2010, Langmuir : the ACS journal of surfaces and colloids.

[22]  W. Thielemans,et al.  Synthesis of polycaprolactone: a review. , 2009, Chemical Society reviews.

[23]  D. Hutmacher,et al.  The return of a forgotten polymer : Polycaprolactone in the 21st century , 2009 .

[24]  Patrick T. Mather,et al.  Polycaprolactone−POSS Chemical/Physical Double Networks , 2008 .

[25]  Robert J. Kane,et al.  Hydroxyapatite-reinforced polymer biocomposites for synthetic bone substitutes , 2008 .

[26]  Shelly R. Peyton,et al.  The regulation of osteogenesis by ECM rigidity in MC3T3‐E1 cells requires MAPK activation , 2007, Journal of cellular physiology.

[27]  María Vallet-Regí,et al.  From the bioactive glasses to the star gels , 2006, Journal of materials science. Materials in medicine.

[28]  Julian R Jones,et al.  Optimising bioactive glass scaffolds for bone tissue engineering. , 2006, Biomaterials.

[29]  Eleftherios Tsiridis,et al.  Current concepts of molecular aspects of bone healing. , 2005, Injury.

[30]  Colleen L Flanagan,et al.  Bone tissue engineering using polycaprolactone scaffolds fabricated via selective laser sintering. , 2005, Biomaterials.

[31]  S. Hollister Porous scaffold design for tissue engineering , 2005, Nature materials.

[32]  L. Ambrosio,et al.  Sol–gel synthesis, structure and bioactivity of Polycaprolactone/CaO • SiO2 hybrid material , 2004, Journal of materials science. Materials in medicine.

[33]  B. Lim,et al.  Evaluation of a novel poly(epsilon-caprolactone)-organosiloxane hybrid material for the potential application as a bioactive and degradable bone substitute. , 2004, Biomacromolecules.

[34]  S. Rhee Bone-like apatite-forming ability and mechanical properties of poly(ε-caprolactone)/silica hybrid as a function of poly(ε-caprolactone) content , 2004 .

[35]  S. Rhee Effect of molecular weight of poly(ε-caprolactone) on interpenetrating network structure, apatite-forming ability, and degradability of poly(ε-caprolactone)/silica nano-hybrid materials , 2003 .

[36]  Je-Yong Choi,et al.  Preparation of a bioactive and degradable poly(ε-caprolactone)/silica hybrid through a sol–gel method , 2002 .

[37]  Larry L Hench,et al.  Third-Generation Biomedical Materials , 2002, Science.

[38]  W. Bonfield,et al.  Chemically coupled hydroxyapatite-polyethylene composites: structure and properties. , 2001, Biomaterials.

[39]  C. Sanchez,et al.  Design of Hybrid Organic-Inorganic Nanocomposites Synthesized Via Sol-Gel Chemistry , 2000 .

[40]  Larry L. Hench,et al.  Bioglass ®45S5 Stimulates Osteoblast Turnover and Enhances Bone Formation In Vitro: Implications and Applications for Bone Tissue Engineering , 2000, Calcified Tissue International.

[41]  J. Polak,et al.  Bioactive materials to control cell cycle , 2000 .

[42]  J. Polak,et al.  Ionic products of bioactive glass dissolution increase proliferation of human osteoblasts and induce insulin-like growth factor II mRNA expression and protein synthesis. , 2000, Biochemical and biophysical research communications.

[43]  K. Geckeler,et al.  Biocompatibility correlation of polymeric materials using human osteosarcoma cells , 2000, Naturwissenschaften.

[44]  H. Oonishi,et al.  Quantitative comparison of bone growth behavior in granules of Bioglass, A-W glass-ceramic, and hydroxyapatite. , 2000, Journal of biomedical materials research.

[45]  I. Ward,et al.  Hydrostatically extruded HAPEX™ , 2000 .

[46]  J Aronson,et al.  Limb-lengthening, skeletal reconstruction, and bone transport with the Ilizarov method. , 1997, The Journal of bone and joint surgery. American volume.

[47]  H. Oonishi,et al.  Particulate Bioglass Compared With Hydroxyapatite as a Bone Graft Substitute , 1997, Clinical orthopaedics and related research.

[48]  P. Dubois,et al.  A new poly (ε-caprolactone) containing hybrid ceramer prepared by the sol-gel process , 1996 .

[49]  Bruce M. Novak,et al.  Hybrid nanocomposite materials―between inorganic glasses and organic polymers , 1993 .

[50]  W. Bonfield,et al.  Hydroxyapatite‐Reinforced Polyethylene as an Analogous Material for Bone Replacement a , 1988, Annals of the New York Academy of Sciences.

[51]  F. Linde,et al.  Material properties of cancellous bone in repetitive axial loading. , 1985, Engineering in medicine.

[52]  W. Hayes,et al.  Bone compressive strength: the influence of density and strain rate. , 1976, Science.

[53]  Larry L. Hench,et al.  Bonding mechanisms at the interface of ceramic prosthetic materials , 1971 .

[54]  Lijun Ji,et al.  In vitro bioactivity and mechanical properties of bioactive glass nanoparticles/polycaprolactone composites. , 2015, Materials science & engineering. C, Materials for biological applications.

[55]  Julian R. Jones,et al.  Exploring GPTMS reactivity against simple nucleophiles: chemistry beyond hybrid materials fabrication , 2014 .

[56]  Julian R Jones,et al.  Review of bioactive glass: from Hench to hybrids. , 2013, Acta biomaterialia.

[57]  S. Phattanarudee,et al.  Poly(Lactic Acid)/Polycaprolactone Blends Compatibilized with Block Copolymer , 2013 .

[58]  R. Zhuo,et al.  Syntheses and properties of novel copolymers of polycaprolactone and aliphatic polycarbonate based on ketal-protected dihydroxyacetone , 2013, Polymer Bulletin.

[59]  Adam J. Engler,et al.  Matrix elasticity directs stem cell differentiation , 2006 .

[60]  Larry L. Hench,et al.  Gene-expression profiling of human osteoblasts following treatment with the ionic products of Bioglass t 45 S 5 dissolution , 2000 .

[61]  H. Oonishi,et al.  Comparative bone growth behavior in granules of bioceramic materials of various sizes. , 1999, Journal of biomedical materials research.

[62]  W. Bonfield,et al.  Composites for bone replacement. , 1988, Biomedizinische Technik. Biomedical engineering.

[63]  F. Linde,et al.  Stiffness behaviour of trabecular bone specimens. , 1987, Journal of biomechanics.