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Erschienen in: Polymer Bulletin 12/2013

01.12.2013 | Original Paper

A facile synthesis of polyaniline/polyethylene glycol/polyaniline terpolymers: preparation of electrospun conducting nanofibers by blending of the terpolymers with polycaprolactone

verfasst von: Leyla Shadi, Mohammad Karimi, Ali Akbar Entezami, Kazem Dindar Safa

Erschienen in: Polymer Bulletin | Ausgabe 12/2013

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Abstract

The water-soluble terpolymers were synthesized in two steps, containing esterification of polyethylene glycol (PEG) and 4-amino benzoic acid without protection of its amino group, then copolymerization of aniline from both end of amine-terminated PEG via an interfacial polymerization method. The chemical structure of triblock copolymers was determined by FTIR and 1HNMR. The thermal behavior, morphology and electroactivity of terpolymers were also investigated by thermogravimetric analysis, field emission microscope (FESEM) and cyclic voltammetry (CV), respectively. Uniform nanofibers consisting of blends of (PANI)n-b-PEG-b-(PANI)n terpolymers and polycaprolactone (PCL) were prepared using electrospinning technique. The FESEM was also used to investigate the electrospun nanofibers produced from different molecular weight of PANI/PEG/PANI terpolymers and PCL (30/70). The CV measurements of blends confirmed the preparation of electroactive nanofibers. The presence of terpolymers enhanced the spinnability of solution and significantly reduced the bead formation. This novel system opens up new and interesting opportunities for applications such as electroactive scaffold for tissue engineering.

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Literatur
2.
Zurück zum Zitat Azioune A, Slimane AB, Hamou LA, Pleuvy A, Chehimi MM, Perruchot C, Armes SP (2004) Synthesis and characterization of active ester-functionalized polypyrrole-silica nanoparticles: application to the covalent attachment of proteins. Langmuir 20:3350–3356. doi:10.1021/la030407s CrossRef Azioune A, Slimane AB, Hamou LA, Pleuvy A, Chehimi MM, Perruchot C, Armes SP (2004) Synthesis and characterization of active ester-functionalized polypyrrole-silica nanoparticles: application to the covalent attachment of proteins. Langmuir 20:3350–3356. doi:10.​1021/​la030407s CrossRef
4.
6.
Zurück zum Zitat Moon DK, Ezuka M, Maruyama T, Osakada K, Yamamoto T (1993) Kinetic study on chemical oxidation of leucoemeraldine base polyaniline to emeraldine base. Macromolecules 26:364–369. doi:10.1021/ma00054a016 CrossRef Moon DK, Ezuka M, Maruyama T, Osakada K, Yamamoto T (1993) Kinetic study on chemical oxidation of leucoemeraldine base polyaniline to emeraldine base. Macromolecules 26:364–369. doi:10.​1021/​ma00054a016 CrossRef
8.
Zurück zum Zitat Mattioli-Belmonte M, Giavaresi G, Biagini G, Virgili L, Giacomini M, Fini M, Giantomassi F, Natali D, Torricelli P, Giardino R (2003) Tailoring biomaterial compatibility: in vivo tissue response versus in vitro cell behavior. Int J Artif Organs 26:1077–1085 Mattioli-Belmonte M, Giavaresi G, Biagini G, Virgili L, Giacomini M, Fini M, Giantomassi F, Natali D, Torricelli P, Giardino R (2003) Tailoring biomaterial compatibility: in vivo tissue response versus in vitro cell behavior. Int J Artif Organs 26:1077–1085
9.
Zurück zum Zitat Bidez PR, Li S, MacDiarmid AG, Venancio EC, Wei Y, Lelkes PI (2006) Polyaniline, an electroactive polymer, supports adhesion and proliferation of cardiac myoblasts. J Biomater Sci Polym 17:199–212. doi:10.1163/156856206774879180 CrossRef Bidez PR, Li S, MacDiarmid AG, Venancio EC, Wei Y, Lelkes PI (2006) Polyaniline, an electroactive polymer, supports adhesion and proliferation of cardiac myoblasts. J Biomater Sci Polym 17:199–212. doi:10.​1163/​1568562067748791​80 CrossRef
12.
Zurück zum Zitat Kim K, Yu M, Zong X, Chiu J, Fang D, Seo YS, Hsiao BS, Chu B, Hadjiargyrou M (2003) Control of degradation rate and hydrophilicity in electrospun non-woven poly (d,l-lactide) nanofiber scaffolds for biomedical applications. Biomaterials 24:4977–4985. doi:10.1016/S0142-9612(03)00407-1 CrossRef Kim K, Yu M, Zong X, Chiu J, Fang D, Seo YS, Hsiao BS, Chu B, Hadjiargyrou M (2003) Control of degradation rate and hydrophilicity in electrospun non-woven poly (d,l-lactide) nanofiber scaffolds for biomedical applications. Biomaterials 24:4977–4985. doi:10.​1016/​S0142-9612(03)00407-1 CrossRef
15.
Zurück zum Zitat Boland ED, Matthews JA, Pawlowski KJ, Simpson DG, Wnek GE, Bowlin GL (2004) Electrospinning collagen and elastin: preliminary vascular tissue engineering. Front Biosci 9:1422–1432. doi:10.2741/1313 CrossRef Boland ED, Matthews JA, Pawlowski KJ, Simpson DG, Wnek GE, Bowlin GL (2004) Electrospinning collagen and elastin: preliminary vascular tissue engineering. Front Biosci 9:1422–1432. doi:10.​2741/​1313 CrossRef
17.
Zurück zum Zitat Rho KS, Jeong L, Lee G, Seo BM, Park YJ, Hong SD, Roha S, Choa JJ, Parkb WH, Min BM (2006) Electrospinning of collagen nanofibers: effects on the behavior of normal human keratinocytes and early-stage wound healing. Biomaterials 27:1452–1461. doi:10.1016/j.biomaterials.2005.08.004 CrossRef Rho KS, Jeong L, Lee G, Seo BM, Park YJ, Hong SD, Roha S, Choa JJ, Parkb WH, Min BM (2006) Electrospinning of collagen nanofibers: effects on the behavior of normal human keratinocytes and early-stage wound healing. Biomaterials 27:1452–1461. doi:10.​1016/​j.​biomaterials.​2005.​08.​004 CrossRef
21.
Zurück zum Zitat Khil MS, Bhattarai SR, Kim HY, Kim SZ, Lee KH (2005) Novel fabricated matrix via electrospinning for tissue engineering. J Biomed Mater Res B Appl Biomater 72B:17–124. doi:10.1002/jbm.b.30122 CrossRef Khil MS, Bhattarai SR, Kim HY, Kim SZ, Lee KH (2005) Novel fabricated matrix via electrospinning for tissue engineering. J Biomed Mater Res B Appl Biomater 72B:17–124. doi:10.​1002/​jbm.​b.​30122 CrossRef
22.
Zurück zum Zitat Khil MS, Cha DI, Kim HY, Kim IS, Bhattarai N (2003) Electrospun nanofibrous polyurethane membrane as wound dressing. J Biomed Mater Res B Appl Biomater 67:75–679. doi:10.1002/jbm.b.10058 Khil MS, Cha DI, Kim HY, Kim IS, Bhattarai N (2003) Electrospun nanofibrous polyurethane membrane as wound dressing. J Biomed Mater Res B Appl Biomater 67:75–679. doi:10.​1002/​jbm.​b.​10058
23.
Zurück zum Zitat Zeng J, Yang L, Liang Q, Zhang X, Guan H, Xu X, Chena X, Jing X (2005) Influence of the drug compatibility with polymer solution on the release kinetics of electrospun fiber formulation. J Controll Release 105:43–51. doi:10.1016/j.jconrel.2005.02.024 CrossRef Zeng J, Yang L, Liang Q, Zhang X, Guan H, Xu X, Chena X, Jing X (2005) Influence of the drug compatibility with polymer solution on the release kinetics of electrospun fiber formulation. J Controll Release 105:43–51. doi:10.​1016/​j.​jconrel.​2005.​02.​024 CrossRef
24.
Zurück zum Zitat Buttafoco L, Kolkman NG, Poot AA, Dijkstra PJ, Vermes I, Feijen J (2005) Electrospinning collagen and elastin for tissue engineering small diameter blood vessels. J Control Release 101:322–324 Buttafoco L, Kolkman NG, Poot AA, Dijkstra PJ, Vermes I, Feijen J (2005) Electrospinning collagen and elastin for tissue engineering small diameter blood vessels. J Control Release 101:322–324
27.
Zurück zum Zitat Tiitu M, Hiekkataipale P, Hartikainen J, Makela T, Ikkala O (2002) Viscoelastic and electrical transitions in gelation of electrically conducting polyaniline. Macromolecules 35:5212–5217. doi:10.1021/ma011943z CrossRef Tiitu M, Hiekkataipale P, Hartikainen J, Makela T, Ikkala O (2002) Viscoelastic and electrical transitions in gelation of electrically conducting polyaniline. Macromolecules 35:5212–5217. doi:10.​1021/​ma011943z CrossRef
28.
Zurück zum Zitat Picciani PHS, Medeiros ES, Pan Z, Orts WJ, Mattoso LHC, Soares BG (2009) Development of conducting polyaniline/poly(lactic acid) nanofibers by electrospinning. J Appl Polym Sci 112:744–753. doi:10.1002/app.29447 CrossRef Picciani PHS, Medeiros ES, Pan Z, Orts WJ, Mattoso LHC, Soares BG (2009) Development of conducting polyaniline/poly(lactic acid) nanofibers by electrospinning. J Appl Polym Sci 112:744–753. doi:10.​1002/​app.​29447 CrossRef
29.
Zurück zum Zitat Jeong SI, Jun ID, Choi MJ, Nho YC, Lee YM, Shin H (2008) Development of electroactive and elastic nanofibers that contain polyaniline and poly(l-lactide-co-ε-caprolactone) for the control of cell adhesion. Macromol Biosci 8:627–637. doi:10.1002/mabi.200800005 CrossRef Jeong SI, Jun ID, Choi MJ, Nho YC, Lee YM, Shin H (2008) Development of electroactive and elastic nanofibers that contain polyaniline and poly(l-lactide-co-ε-caprolactone) for the control of cell adhesion. Macromol Biosci 8:627–637. doi:10.​1002/​mabi.​200800005 CrossRef
31.
Zurück zum Zitat Huang L, Zhuang X, Hu J, Lang L, Zhang P, Wang Y, Chen X, Wei Y, Jing X (2008) Synthesis of biodegradable and electroactive multiblock polylactide and aniline pentamer copolymer for tissue engineering applications. Biomacromolecules 9:850–858. doi:10.1021/bm7011828 CrossRef Huang L, Zhuang X, Hu J, Lang L, Zhang P, Wang Y, Chen X, Wei Y, Jing X (2008) Synthesis of biodegradable and electroactive multiblock polylactide and aniline pentamer copolymer for tissue engineering applications. Biomacromolecules 9:850–858. doi:10.​1021/​bm7011828 CrossRef
32.
Zurück zum Zitat Huang L, Hu J, Lang L, Wang X, Zhang P, Jing, Wang X, Chen X, Lelkes PI, MacDiarmid AG, Wei Y (2007) Synthesis and characterization of electroactive and biodegradable ABA block copolymer of polylactide and aniline pentamer. Biomaterials 28:1741–1751. doi:10.1016/j.biomaterials.2006.12.007 CrossRef Huang L, Hu J, Lang L, Wang X, Zhang P, Jing, Wang X, Chen X, Lelkes PI, MacDiarmid AG, Wei Y (2007) Synthesis and characterization of electroactive and biodegradable ABA block copolymer of polylactide and aniline pentamer. Biomaterials 28:1741–1751. doi:10.​1016/​j.​biomaterials.​2006.​12.​007 CrossRef
33.
Zurück zum Zitat Guo B, Finne-Wistard A, Albertsson AC (2010) Molecular architecture of electroactive and biodegradable copolymers composed of polylactide and carboxyl-capped aniline trimer. Biomacromolecules 11:855–863. doi:10.1021/bm9011248 CrossRef Guo B, Finne-Wistard A, Albertsson AC (2010) Molecular architecture of electroactive and biodegradable copolymers composed of polylactide and carboxyl-capped aniline trimer. Biomacromolecules 11:855–863. doi:10.​1021/​bm9011248 CrossRef
34.
Zurück zum Zitat Guo B, Finne-Wistard A, Albertsson AC (2012) Electroactive hydrophilic polylactide surface by covalent modification with tetraaniline. Macromolecules 45:652–659. doi:10.1021/ma202508h CrossRef Guo B, Finne-Wistard A, Albertsson AC (2012) Electroactive hydrophilic polylactide surface by covalent modification with tetraaniline. Macromolecules 45:652–659. doi:10.​1021/​ma202508h CrossRef
35.
Zurück zum Zitat Samanta BC, Maity T, Dalai S, Banthia AK (2008) Toughening of epoxy resin with solid amine terminated poly (ethyleneglycol) benzoate and effect of red mud waste particles. J Mater Sci Technol 24:272–278 Samanta BC, Maity T, Dalai S, Banthia AK (2008) Toughening of epoxy resin with solid amine terminated poly (ethyleneglycol) benzoate and effect of red mud waste particles. J Mater Sci Technol 24:272–278
37.
Zurück zum Zitat Yan L, Tao W (2008) Synthesis of achiral PEG-PANI rod-coil block copolymers and their helical superstructure. J Polym Sci, Part A: Polym Chem 46:12–20. doi:10.1002/pola.22342 CrossRef Yan L, Tao W (2008) Synthesis of achiral PEG-PANI rod-coil block copolymers and their helical superstructure. J Polym Sci, Part A: Polym Chem 46:12–20. doi:10.​1002/​pola.​22342 CrossRef
38.
Zurück zum Zitat Yang Z, Wang X, Yang Y, Liao Y, Wei Y, Xie X (2010) Synthesis of electroactive tetraaniline—PEO—tetraaniline triblock copolymer and its self-assembled vesicle with acidity response. Langmuir 26:9386–9392. doi:10.1021/la100382s CrossRef Yang Z, Wang X, Yang Y, Liao Y, Wei Y, Xie X (2010) Synthesis of electroactive tetraaniline—PEO—tetraaniline triblock copolymer and its self-assembled vesicle with acidity response. Langmuir 26:9386–9392. doi:10.​1021/​la100382s CrossRef
39.
Zurück zum Zitat Shin YJ, Kim SH, Yang DH, Kwon H, Shin JS (2010) Amperometric glucose biosensor by means of electrostatic layer-by-layer adsorption onto polyaniline-coated polyester films. J Ind Eng Chem 16:38–384. doi:10.1016/j.jiec.2009.09.066 Shin YJ, Kim SH, Yang DH, Kwon H, Shin JS (2010) Amperometric glucose biosensor by means of electrostatic layer-by-layer adsorption onto polyaniline-coated polyester films. J Ind Eng Chem 16:38–384. doi:10.​1016/​j.​jiec.​2009.​09.​066
Metadaten
Titel
A facile synthesis of polyaniline/polyethylene glycol/polyaniline terpolymers: preparation of electrospun conducting nanofibers by blending of the terpolymers with polycaprolactone
verfasst von
Leyla Shadi
Mohammad Karimi
Ali Akbar Entezami
Kazem Dindar Safa
Publikationsdatum
01.12.2013
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 12/2013
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-013-1038-5

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