Synthesis, characterization, and hydrolytic degradation of graft copolymers of polystyrene and aliphatic polyesters

References

• Edlund , U and Albertsson , AC . 2002 . Degradable polymer microspheres for controlled drug delivery . Advances in Polymer Science , 157 : 67 – 112 .
   Web of Science ®Google Scholar
• Moravek , SJ and Storey , RF . 2009 . Copolymers of rac-lactide and ϵ-caprolactone: conventional copolymerization vs. macroinitiator copolymerization . Journal of Macromolecular Science, Pure Applied Chemistry , 46 : 339 – 345 .
   Web of Science ®Google Scholar
• Lue , J-M , Wang , X , Marin-Muller , C , Wang , H , Lin , PH , Yao , Q and Chen , C . 2009 . Current advances in research and clinical applications of PLGA-based nanotechnology . Expert Review of Molecular Diagnostics , 9 : 325 – 341 .
   PubMed Web of Science ®Google Scholar
• Gupta , AP and Kumar , V . 2010 . Synthesis and characterization of novel chain-linked biodegradable polymers . Designed Monomers and Polymers , 13 : 65 – 72 .
   Web of Science ®Google Scholar
• Zhou , ZH , Liu , XP and Lin , LH . 2008 . Preparation and biocompatibility of poly(L-lactide-co-glycolide) scaffold materials for nerve conduits . Designed Monomers and Polymers , 11 : 447 – 456 .
   Web of Science ®Google Scholar
• Carrot , G , Hilborn , JG , Trollsas , M and Hedrick , JL . 1999 . Two general methods for the synthesis of thiol-functional polycaprolactones . Macromolecules , 32 : 5264 – 5269 .
   Web of Science ®Google Scholar
• Ouchi , T , Seike , H , Miyazaki , H , Tasaka , F and Ohya , Y . 2000 . Synthesis of a block copolymer of L-lactide and depsipeptide with pendant thiol groups . Designed Monomers and Polymers , 3 : 279 – 287 .
   Web of Science ®Google Scholar
• Lu , FZ , Xiong , XY , Li , ZC , Du , FS , Zhang , BY and Li , FM . 2002 . A convenient method for the synthesis of amine-terminated poly(ethylene oxide) and poly(epsilon-caprolactone) . Bioconjugate Chemistry , 13 : 1159 – 1162 .
   PubMed Web of Science ®Google Scholar
• Cometa , S , Bartolozzi , I , Corti , A , Chiellini , F , De Giglio , E and Chiellini , E . 2010 . Hydrolytic and microbial degradation of multi-block polyurethanes based on poly(ϵ-caprolactone)/poly(ethylene glycol) segments . Polymer Degradation and Stability , 95 : 2013 – 2021 .
   Web of Science ®Google Scholar
• Corti , A , Muniyasamy , S , Vitali , M , Imam , SH and Chiellini , E . 2010 . Oxidation and biodegradation of polyethylene films containing pro-oxidant additives: synergistic effects of sunlight exposure, thermal aging and fungal biodegradation . Polymer Degradation and Stability , 95 : 1106 – 1114 .
   Web of Science ®Google Scholar
• Cordova , A , Iversen , T and Hult , K . 1999 . Lipase-catalyzed formation of end-functionalized poly(ϵ-caprolactone) by initiation and termination reactions . Polymer , 40 : 6709 – 6721 .
   Web of Science ®Google Scholar
• Kayaman-Apohan , N , Karal-Yilmaz , O , Baysal , K and Baysal , BM . 2001 . Polymer , 42 : 4109
   Web of Science ®Google Scholar
• Porjazoska , A , Kayaman-Apohan , N , Karal-Yilmaz , O , Cvetkovska , M , Baysal , K and Baysal , BM . 2002 . Synthesis and characterization of glycolide, L-lactide and PDMS based terpolymers as a support for cell cultures . Journal of Biomaterials Science Polymer Edition , 13 : 1119 – 1134 .
   PubMed Web of Science ®Google Scholar
• Porjazoska , A , Karal-Yilmaz , O , Kayaman-Apohan , N , Cvetkovska , M and Baysal , BM . 2004 . Biocompatible polymer blends of poly(D, L-lactic acid-co-glycolic acid) and triblock PCL-PDMS-PCL copolymers: their characterizations and degradations , Zagreb : Croatian Chemical Society . p. 545–551
   Google Scholar
• Nampoothiri , KM , Nair , NR and John , RP . 2010 . An overview of the recent developments in polylactide (PLA) research . Bioresource Technology , 101 : 8493 – 8501 .
   PubMed Web of Science ®Google Scholar
• Wiggins , JS , Hassan , MK , Mauritz , KA and Storey , RF . 2006 . Hydrolytic degradation of poly(D,L-Lactide) as a function of end group: carboxylic acid vs. hydroxyl . Polymer , 47 : 1960 – 1969 .
   Web of Science ®Google Scholar
• Moravek , SJ , Messman , JM and Storey , RF . 2009 . Copolymers of rac-lactide and ϵ-caprolactone: conventional copolymerization vs. macroinitiator copolymerization . Journal of Polymer Science Part A: Polymer Chemistry , 47 : 797 – 803 .
   Google Scholar
• Detta , N , El-Fattah , AA , Chiellini , E , Walkenstrom , P and Gatenholm , P . 2008 . Biodegradable polymeric micro-nanofibres by electrospinning of polyester/polyether block copolymers . Journal of Applied Polymer Science , 110 : 253 – 261 .
   Web of Science ®Google Scholar
• Cometa , S , Chiellini , F , Bartolozzi , I , Chiellini , E , De Giglio , E and Sabbatini , L . 2010 . Surface segregation assessment in poly(3-caprolactone)-poly(ethylene glycol) multi-block copolymer films . Macromolecular Bioscience , 10 : 317 – 327 .
   PubMed Web of Science ®Google Scholar
• Tasdelen , MA . 2011 . Poly(epsilon-caprolactone)/clay nanocomposites via ‘click’ chemistry . European Polymer Journal , 47 : 937 – 941 .
   Web of Science ®Google Scholar
• Colak , DG , Cianga , I , Yagci , Y , Cirpan , A and Karasz , FE . 2007 . Novel poly(phenylene vinylenes) with well-defined poly(epsilon-caprolactone) or polystyrene as lateral substituents: synthesis and characterization . Macromolecules , 40 : 5301 – 5310 .
   Web of Science ®Google Scholar
• Kiskan , B and Yagci , Y . 2005 . Synthesis and characterization of naphthoxazine functional poly(ϵ-caprolactone) . Polymer , 46 : 11690 – 11697 .
   Web of Science ®Google Scholar
• Yurteri , S , Cianga , I , Demirel , AL and Yagci , Y . 2005 . New polyphenylene-g-polystyrene and polyphenylene-g-polystyrene/poly(ϵ-caprolactone) copolymers by combined controlled polymerization and cross-coupling processes . Journal of Polymer Science Part A: Polymer Chemistry , 43 : 879 – 896 .
   Web of Science ®Google Scholar
• Yurteri , S , Cianga , I , Degirmenci , M and Yagci , Y . 2004 . Synthesis and characterization of poly(p-phenylene)-graft-poly(ϵ-caprolactone) copolymers by combined ring-opening polymerization and cross-coupling processes . Polymer International , 53 : 1219 – 1225 .
   Web of Science ®Google Scholar
• Nur , Y , Yurteri , S , Cianga , I , Yagci , Y and Hacaloglu , J . 2007 . Thermal degradation of poly(p-phenylene-graft-ϵ-caprolactone) copolymer . Polymer Degradation Stability , 92 : 838 – 848 .
   Web of Science ®Google Scholar
• Muftuoglu , AE , Cianga , M , Colak , D and Yagci , Y . 2004 . Synthesis, characterization and electrochromic properties of a conducting copolymer of pyrrole functionalized polystyrene with pyrrole . Designed Monomers Polymers , 7 : 563 – 582 .
   Web of Science ®Google Scholar
• Tasdelen , MA , Beyazit , S , Gunes , D , Bicak , N , Tatar , P , Demirel , AL and Yagci , Y . 2011 . Poly(p-phenylene methylene)-based block copolymers by mechanistic transformation . Journal of Polymer Science Part B: Polymer Chemistry , 49 : 4021 – 4026 .
   Web of Science ®Google Scholar
• Degirmenci , M , Hizal , G and Yagci , Y . 2002 . Synthesis and characterization of macrophotoinitiators of poly(ϵ-caprolactone) and their use in block copolymerization . Macromolecules , 35 : 8265 – 8270 .
   Web of Science ®Google Scholar
• Degirmenci , M , Izgin , O and Yagci , Y . 2004 . Synthesis and characterization of cyclohexene oxide functional poly (epsilon-caprolactone) macromonomers and their use in photoinitiated cationic homo- and copolymerization . Journal of Polymer Science Part A: Polymer Chemistry , 42 : 3365 – 3372 .
   Web of Science ®Google Scholar
• Kerman , I , Toppare , L , Yilmaz , F and Yagci , Y . 2005 . Thiophene ended epsilon-caprolactone conducting copolymers and their electrochromic properties . Journal of Macromolecular Science, Pure and Applied Chemistry , A42 : 509 – 520 .
   Web of Science ®Google Scholar
• Tasdelen , MA , Kahveci , MU and Yagci , Y . 2011 . Telechelic polymers by living and controlled/living polymerization methods . Progress in Polymer Science , 36 : 455 – 567 .
   Web of Science ®Google Scholar
• Kolb , HC , Finn , MG and Sharpless , KB . 2001 . Click chemistry: diverse chemical function from a few good reactions . Angewandte Chemie International Edition , 40 : 2004 – 2021 .
   PubMed Web of Science ®Google Scholar
• Rostovtsev , VV , Green , LG , Fokin , VV and Sharpless , KB . 2002 . A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective ‘ligation’ of azides and terminal alkynes . Angewandte Chemie International Edition , 41 : 2596 – 2599 .
   PubMed Web of Science ®Google Scholar
• Tornoe , CW , Christensen , C and Meldal , M . 2002 . Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides . Journal of Organic Chemistry , 67 : 3057 – 3064 .
   PubMed Web of Science ®Google Scholar
• Iskin , B , Yilmaz , G and Yagci , Y . 2011 . ABC type miktoarm star copolymers through combination of controlled polymerization techniques with thiol-ene and azide-alkyne click reactions . Journal of Polymer Science Part A: Polymer Chemistry , 49 : 2417 – 2422 .
   Web of Science ®Google Scholar
• Iskin , B , Yilmaz , G and Yagci , Y . 2011 . Synthesis of ABC type miktoarm star copolymers by triple click chemistry . Polymer Chemistry , 2 : 2865 – 2871 .
   Web of Science ®Google Scholar
• Tasdelen , MA , Yilmaz , G , Iskin , B and Yagci , Y . 2012 . Photoinduced free radical promoted copper(I)-catalyzed click chemistry for macromolecular syntheses . Macromolecules , 45 : 56 – 61 .
   Web of Science ®Google Scholar
• Cengiz , H , Aydogan , B , Ates , S , Acikalin , E and Yagci , Y . 2011 . Intramolecular cross-linking of polymers by using difunctional acetylenes via click chemistry . Designed Monomers and Polymer , 14 : 69 – 78 .
   Web of Science ®Google Scholar
• Yilmaz , G , Toiserkani , H , Demirkol , DO , Sakarya , S , Timur , S , Orun , L and Orun , L . 2011 . Polysulfone based amphiphilic graft copolymers by click chemistry as bioinert membranes . Materials Science and Engineering: C , 31 : 1091 – 1097 .
   Web of Science ®Google Scholar
• Gacal , BN , Koz , B , Gacal , B , Kiskan , B , Erdogan , M and Yagci , Y . 2009 . Pyrene functional poly(vinyl alcohol) by ‘click’ chemistry . Journal of Polymer Science Part A: Polymer Chemistry , 47 : 1317 – 1326 .
   Web of Science ®Google Scholar
• Kukut , M , Kiskan , B and Yagci , Y . 2009 . Self-curable benzoxazine functional polybutadienes synthesized by click chemistry . Designed Monomers and Polymers , 12 : 167 – 176 .
   Web of Science ®Google Scholar
• Toiserkani , H , Yilmaz , G , Yagci , Y and Torun , L . 2010 . Functionalization of polysulfones by click chemistry . Macromolecular Chemistry and Physics , 211 : 2389 – 2395 .
   Web of Science ®Google Scholar
• Durmaz , YY , Sangermano , M and Yagci , Y . 2010 . Surface modification of UV-cured epoxy resins by click chemistry . Journal of Polymer Science Part A: Polymer Chemistry , 48 : 2862 – 2868 .
   Web of Science ®Google Scholar
• Okcu , SS , Durmaz , YY and Yagci , Y . 2010 . Synthesis and characterization of telechelic block co-polymers by combination of atom transfer radical polymerization and click chemistry processes . Designed Monomers and Polymers , 13 : 459 – 472 .
   Web of Science ®Google Scholar
• Yilmaz , G , Toiserkani , H , Demirkol , DO , Sakarya , S , Timur , S , Yagci , Y and Torun , L . 2011 . Modification of polysulfones by click chemistry: amphiphilic graft copolymers and their protein adsorption and cell adhesion properties . Journal of Polymer Science Part A: Polymer Chemistry , 49 : 110 – 117 .
   Web of Science ®Google Scholar
• Ates , S , Durmaz , YY , Torun , L and Yagci , Y . 2010 . Synthesis and characterization of polystyrene possessing triptycene units in the main chain by combination of ATRP and click chemistry processes . Journal of Macromolecular Science: Pure and Applied Chemistry , 47 : 809 – 815 .
   Web of Science ®Google Scholar
• Tasdelen , MA and Yagci , Y . 2010 . Light-induced copper(I)-catalyzed click chemistry . Tetrahedron Letters , 51 : 6945 – 6947 .
   Web of Science ®Google Scholar
• Karagoz , B , Durmaz , YY , Gacal , BN , Bicak , N and Yagci , Y . 2009 . Functionalization of poly(divinylbenzene) microspheres by combination of hydrobromination and click chemistry processes: a model study . Designed Monomers and Polymers , 12 : 511 – 522 .
   Web of Science ®Google Scholar
• Tasdelen , MA , Van Camp , W , Goethals , E , Dubois , P , Du Prez , F and Yagci , Y . 2008 . Polytetrahydrofuran/clay nanocomposites by in situ polymerization and ‘click’ chemistry processes . Macromolecules , 41 : 6035 – 6040 .
   Web of Science ®Google Scholar
• Oral , A , Tasdelen , MA , Demirel , AL and Yagci , Y . 2009 . Poly(methyl methacrylate)/clay nanocomposites by photoinitiated free radical polymerization using intercalated monomer . Polymer , 50 : 3905 – 3910 .
   Web of Science ®Google Scholar
• Ak , M , Gacal , B , Kiskan , B , Yagci , Y and Toppare , L . 2008 . Enhancing electrochromic properties of polypyrrole by silsesquioxane nanocages . Polymer , 49 : 2202 – 2210 .
   Web of Science ®Google Scholar
• Gacal , B , Durmaz , H , Tasdelen , MA , Hizal , G , Tunca , U , Yagci , Y and Demirel , AL . 2006 . Anthracene-maleimide-based Diels-Alder ‘click chemistry’ as a novel route to graft copolymers . Macromolecules , 39 : 5330 – 5336 .
   Web of Science ®Google Scholar
• Li , J , Li , H , Wu , C , Ke , Y , Wang , D , Li , Q , Zhang , L and Hu , Y . 2009 . Morphologies, crystallinity and dynamic mechanical characterizations of polypropylene/polystyrene blends compatibilized with PP-g-PS copolymer: effect of the side chain length . European Polymer Journal , 45 : 2619 – 2628 .
   Web of Science ®Google Scholar