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Polymer Bulletin

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11-07-2016 | Original Paper

Synthesis, characterization and swelling investigations of novel polyetheramine-based hydrogels

Authors: Ahmet Erdem, Fahanwi Asabuwa Ngwabebhoh, Ufuk Yildiz

Published in: Polymer Bulletin | Issue 3/2017

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Abstract

Novel polyetheramine-based hydrogels have been synthesized by reacting difunctional Jeffamine of varying molecular weights (ED600, ED900 and ED2003) with glutaraldehyde (GA) in the presence of trifunctional Jeffamine (T403) as a crosslinker. The prepared hydrogels were characterized by Fourier Transform Infrared (FTIR) spectroscopy, thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) techniques. Network properties of the hydrogels were evaluated via swelling investigations. Higher molecular weight of Jeffamine generated hydrogel networks with lower crosslink densities, consequently higher swelling abilities. The crosslink density of the hydrogels increased with increasing GA amount. The prepared hydrogels demonstrated to be pH and temperature responsive depicting decrease in swelling ratios with increasing pH and temperature. The obtained swelling results indicated that the swelling behavior of the hydrogels agreed with the Flory–Rehner equation.

Graphical abstract

Novel polyetheramine crosslinked based water-insoluble hydrogels having imine functional groups in their network structures were prepared via polymerization of difunctional Jeffamine monomers. Investigated influence of different Jeffamine molecular weight synthesized hydrogels depicted suitable swelling, pH and temperature responsive properties.

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Krakovský I, Cayuela JC, Serra RS, Salmerón-Sánchez M, Dodda JM (2014) Epoxy networks and thermosensitive hydrogels prepared from α,ω-diamino terminated polyoxypropylene and polyoxyethylene bis (glycidyl ether). Eur Polym J 55:144–152CrossRef

Krakovský I, Martínez-Haya R, Ferrer GG, Serra RS, Dodda JM (2015) Epoxy networks and hydrogels prepared from α,ω-diamino terminated poly (oxypropylene)-b-poly (oxyethylene)-b-poly (oxypropylene) and polyoxypropylene bis (glycidyl ether). Eur Polym J 62:19–30CrossRef

Trey SM, Wicks DA (2005) Synthesis and characterization of poly (ethylene glycol) based discrete hydrogels. Polymer 46:568 (preprints)

Saito H, Hoffman AS, Ogawa HI (2007) Delivery of doxorubicin from biodegradable PEG hydrogels having Schiff base linkages. J Bioact Compat Polym 22:589–601CrossRef

Damink LO, Dijkstra P, Van LM, Van WP, Nieuwenhuis P, Feijen J (1995) Glutaraldehyde as a crosslinking agent for collagen-based biomaterials. J Mater Sci Mater Med 6:460–472CrossRef

Migneault I, Dartiguenave C, Bertrand MJ, Waldron KC (2004) Glutaraldehyde: behavior in aqueous solution, reaction with proteins, and application to enzyme crosslinking. Biotechniques 37:790–806

Hardy P, Nicholls AC, Rydon HN (1969) The nature of glutaraldehyde in aqueous solution. J Chem Soc D 10:565–566CrossRef

Margel S, Rembaum A (1980) Synthesis and characterization of poly (glutaraldehyde). A potential reagent for protein immobilization and cell separation. Macromolecules 13:19–24CrossRef

Kawahara J-I, Ohmori T, Ohkubo T, Hattori S, Kawamura M (1992) The structure of glutaraldehyde in aqueous solution determined by ultraviolet absorption and light scattering. Anal Biochem 201:94–98CrossRef

10.

Liu X, Chen Y, Huang Q, He W, Feng Q, Yu B (2014) A novel thermo-sensitive hydrogel based on thiolated chitosan/hydroxyapatite/beta-glycerophosphate. Carbohydr Polym 110:62–69CrossRef

11.

Zhou L, Chen M, Guan Y, Zhang Y (2014) Multiple responsive hydrogel films based on dynamic Schiff base linkages. Polym Chem 5:7081–7089CrossRef

12.

Yildiz U, Kemik ÖF, Hazer B (2010) The removal of heavy metal ions from aqueous solutions by novel pH-sensitive hydrogels. J Hazard Mater 183:521–532CrossRef

13.

Sun G, Zhang XZ, Chu CC (2007) Formulation and characterization of chitosan-based hydrogel films having both temperature and pH sensitivity. J Mater Sci Mater Med 18:1563–1577CrossRef

14.

Bader RA, Herzog KT, Kao WJ (2009) A study of diffusion in poly(ethyleneglycol)-gelatin based semi-interpenetrating networks for use in wound healing. Polym Bull 62:381–389CrossRef

15.

Li M (2014) Thin films of stimuli-responsive hydrogels. Université Pierre et Marie Curie, Paris

16.

Krakovský I, Pleštil J, Almásy L (2006) Structure and swelling behaviour of hydrophilic epoxy networks investigated by SANS. Polymer 47:218–226CrossRef

17.

Mocanu G, Mihaï D, Dulong V, Picton L, Le Cerf D (2012) New anionic crosslinked multi-responsive pullulan hydrogels. Carbohydr Polym 87:1440–1446CrossRef

18.

Tang S, Huang L, Shi Z, He W (2015) Water-based synthesis of cationic hydrogel particles: effect of the reaction parameters and in vitro cytotoxicity study. J Mater Chem B 3:2842–2852CrossRef

19.

Yoshioka H, Mori Y, Shimizu M (2003) Separation and recovery of DNA fragments by electrophoresis through a thermoreversible hydrogel composed of poly (ethylene oxide) and poly (propylene oxide). Anal Biochem 323:218–223CrossRef

20.

Iannace S, Nicolais L, Huang S (1997) Water sorption of glycol-modified cross-linked gelatin-based hydrogels. J Mater Sci 32:1405–1408CrossRef

21.

Dulong V, Mocanu G, Picton L, Le Cerf D (2012) Amphiphilic and thermosensitive copolymers based on pullulan and Jeffamine^®: synthesis, characterization and physicochemical properties. Carbohydr Polym 87:1522–1531CrossRef

22.

Lee JH, Bucknall DG (2008) Swelling behavior and network structure of hydrogels synthesized using controlled UV-initiated free radical polymerization. J Polym Sci B: Polym Phys 46:1450–1462CrossRef

23.

Ranjha NM, Qureshi UF (2014) Preparation and characterization of crosslinked acrylic acid/hydroxypropyl methyl cellulose hydrogels for drug delivery. Int J Pharm Pharmceu Sci 6:400–410

24.

Yildiz U, Hazer B (1998) Free radical crosslinking copolymerization. Gelation behavior of macromonomeric azoinitiators versus macrocrosslinkers. Macromol Chem Phys 199:163–168CrossRef

25.

Isik B, Kis M (2004) Preparation and determination of swelling behavior of poly(acrylamide-co-acrylic acid) hydrogels in water. J Appl Polym Sci 94:1526–1531CrossRef

26.

Nassajian MM (2012) Measuring the mesh size of hydrogels. http://infoscience.epfl.ch

27.

Yildiz U, Hazer B (2000) Dispersion redox copolymerization of methyl methacrylate with macromonomeric azoinitiator as a macrocrosslinker. Polym 41:539–544CrossRef

28.

Mawad D, Foster JL, Lauto A (2008) Drug-delivery study and estimation of polymer–solvent interaction parameter for bisacrylate ester-modified Pluronic hydrogels. Int J Pharm 360:231–235CrossRef

29.

Eliassi A, Modarress H, Mansoori GA (1999) Measurement of activity of water in aqueous poly (ethylene glycol) solutions (effect of excess volume on the Flory–Huggins ξ-parameter). J Chem Eng Data 44:52–55CrossRef

30.

Caykara T, Inam R (2004) Determination of average molecular weight between crosslinks and polymer-solvent interaction parameters of poly(acrylamide-g-ethylene diamine tetraacetic acid) polyelectrolyte hydrogels. J Appl Polym Sci 91:2168–2175CrossRef

31.

Bajpai S, Saggu SS (2006) Water uptake behavior of poly (methacrylamide-co-N-vinyl-2- pyrrolidone-co-itaconic acid) as pH-sensitive hydrogels: part I. J Macromol Sci A 43:1135–1150CrossRef

32.

Dhar DN, Taploo C (1982) Schiff-bases and their applications. J Sci Ind Res 41:501–506

33.

Adabiardakani A, Hakimi M, Kargar H (2012) Cinnamaldehyde Schiff base derivatives: a short review. World Appl Program 2:472–476

34.

Chaudhary NK (2012) Synthesis and medicinal use of metal complexes of Schiff bases. Bibechana 9:75–80CrossRef

35.

Magid AA, Carson K, Harris B, Maryanoff C, Shah R (1996) Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures. J Org Chem 61:3849–3862CrossRef

36.

Pei LH, Kurumada K, Tanigaki M, Hiro M, Susa K (2005) Effect of drying on the mesoporous structure of sol-gel derived silica with PPO-PEO-PPO template block copolymer. J Colloid Interface Sci 284:222–227CrossRef

37.

Macan J, Brnardić I, Ivanković M, Mencer HJ (2005) DSC study of cure kinetics of DGEBA-based epoxy resin with poly (oxypropylene) diamine. J Therm Anal Calorim 81:369–373CrossRef

38.

Hine J, Craig JC Jr, Underwood JG, Via FA (1970) Kinetics and mechanism of the hydrolysis of N-isobutylidenemethylamine in aqueous solution. J Am Chem Soc 92:5194–5199CrossRef

39.

Piest M, Zhang X, Trinidad J, Engbersen JF (2011) pH-responsive, dynamically restructuring hydrogels formed by reversible crosslinking of PVA with phenylboronic acid functionalised PPO–PEO–PPO spacers (Jeffamines^®). Soft Matter 7:11111–11118CrossRef

40.

Ngwabebhoh FA, Erdem A, Yildiz U (2016) Synergistic removal of Cu (II) and nitrazine yellow dye using an eco-friendly chitosan-montmorillonite hydrogel: optimization by response surface methodology. J Appl Polym Sci 133:1–4CrossRef

41.

Yang M, Liu BT, Gao G, Liu X (2010) Poly (maleic anhydride-co-acrylic acid)/poly (ethylene glycol) hydrogels with pH-and ionic-strength-responses. Chin J Polym Sci 28:951–959CrossRef

42.

Mocanu G, Souguir Z, Picton L, Le Cerf D (2012) Multi-responsive carboxymethyl polysaccharide crosslinked hydrogels containing Jeffamine side-chains. Carbohydr Polym 89:578–585CrossRef

Title: Synthesis, characterization and swelling investigations of novel polyetheramine-based hydrogels
Authors: Ahmet Erdem
Fahanwi Asabuwa Ngwabebhoh
Ufuk Yildiz
Publication date: 11-07-2016
Publisher: Springer Berlin Heidelberg
Published in: Polymer Bulletin / Issue 3/2017
Print ISSN: 0170-0839
Electronic ISSN: 1436-2449
DOI: https://doi.org/10.1007/s00289-016-1751-y

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Abstract

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