pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties

Ahmet Erdem

doi:10.17776/csj.740831

EN

pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties

Abstract

In the present study, the synthesis of thermo- and pH-sensitive comb-type grafted hydrogels based on polyetheramine was performed using polyethylene glycol diglycidyl ether [PEGDGE] as the activator. Monoamino terminated Jeffamine® M2005 was used as the polyether to incorporate the hydrophobic and thermo-sensitive character in the copolymer, while diamino terminated Jeffamine® ED600 was used as the crosslinker to initiate the amine-epoxy ring-opening reaction. These polyethylene glycol [PEG]-polypropylene glycol [PPG] hydrogels present pH responsive properties and thermo-sensitivity due to the presence of cationic functional groups and the Jeffamine moieties, respectively. Fourier-transform infrared [FTIR] spectroscopy and swelling behavior at different pH [2-10] and temperatures [4-50 °C] were applied to examine the physiochemical properties of the hydrogels. The volume-phase transition temperature [VPTT] of the hydrogels was determined based on PPG content and pH of solution. The physicochemical features of the hydrogels depended on the Jeffamine used and the ratio of Jeffamine units introduced. The maximum swelling capacity of the hydrogels as a function of time was determined at 4 °C and pH 5, while the optimum deswelling capacity was obtained at 40 °C and pH 7.4. Results showed that the dual responsive PEG-PPG based hydrogels may be suitable for potential application as drug delivery system sensors.

Keywords

Hydrogels, Thermo-response, pH response, Swelling and deswelling kinetics, Polyethylene glycol, Polypropylene glycol, Volume phase transition temperature

References

Ahmed EM. Hydrogel: Preparation, characterization, and applications: A review. Journal of advanced research. 2015;6(2):105-21.
Peppas NA, Hilt JZ, Khademhosseini A, Langer R. Hydrogels in biology and medicine: from molecular principles to bionanotechnology. Advanced materials. 2006;18(11):1345-60.
Ratner BD, Hoffman AS, Schoen FJ, Lemons JE. Biomaterials science: an introduction to materials in medicine: Elsevier; 2004.
Calik MK, Ozdemir M. Synthesis, characterization and, swelling behavior of semi‐IPN nanocomposite hydrogels of alginate with poly (N‐isopropylacrylamide) crosslinked by nanoclay. Journal of Applied Polymer Science. 2016;133(12).
Kocak G, Tuncer C, Bütün V. pH-Responsive polymers. Polymer Chemistry. 2017;8(1):144-76.
Anghelache A, Teodorescu M, Stǎnescu PO, Drǎghici C, Vuluga DM. Novel crosslinked thermoresponsive hydrogels with controlled poly (ethylene glycol)—poly (propylene glycol) multiblock copolymer structure. Colloid and Polymer Science. 2014;292(4):829-38.
Pahimanolis N, Sorvari A, Luong ND, Seppälä J. Thermoresponsive xylan hydrogels via copper-catalyzed azide-alkyne cycloaddition. Carbohydrate polymers. 2014;102:637-44.
Erdem A, Ngwabebhoh FA, Yildiz U. Synthesis, characterization and swelling investigations of novel polyetheramine-based hydrogels. Polymer Bulletin. 2017;74(3):873-93.
Saito S, Otsuka T. Dissolution of some polymers in aqueous solutions of urea, of its related compounds, and of tetraalkylammonium salts. Journal of Colloid and Interface Science. 1967;25(4):531-6.
Brown C. Water soluble polymers: Edited by NM Bikales Plenum Press, New York, 1973, 424 pp. Elsevier; 1974.

Ma W-D, Xu H, Wang C, Nie S-F, Pan W-S. Pluronic F127-g-poly (acrylic acid) copolymers as in situ gelling vehicle for ophthalmic drug delivery system. International journal of pharmaceutics. 2008;350(1-2):247-56.
Gioffredi E, Boffito M, Calzone S, Giannitelli SM, Rainer A, Trombetta M, et al. Pluronic F127 hydrogel characterization and biofabrication in cellularized constructs for tissue engineering applications. Procedia Cirp. 2016;49:125-32.
Erdem A, Ngwabebhoh FA, Yildiz U. Fabrication and characterization of soft macroporous Jeffamine cryogels as potential materials for tissue applications. RSC advances. 2016;6(113):111872-81.
Sharma RK, Shah U. Aggregation Behavior of PEO-PPO-PEO Tri-Block Copolymer (Pluronic® L64) in Nonionic Surfactant Additives Environment. Tenside Surfactants Detergents. 2014;51(3):274-81.
Singh V, Khullar P, Dave PN, Kaur N. Micelles, mixed micelles, and applications of polyoxypropylene (PPO)-polyoxyethylene (PEO)-polyoxypropylene (PPO) triblock polymers. International Journal of Industrial Chemistry. 2013;4(1):12.
Sosnik A, Cohn D, Román JS, Abraham GA. Crosslinkable PEO-PPO-PEO-based reverse thermo-responsive gels as potentially injectable materials. Journal of Biomaterials Science, Polymer Edition. 2003;14(3):227-39.
Niu G, Djaoui AB, Cohn D. Crosslinkable PEO-PPO-PEO triblocks as building blocks of thermo-responsive nanoshells. Polymer. 2011;52(12):2524-30.
Lee S-Y, Tae G. Formulation and in vitro characterization of an in situ gelable, photo-polymerizable Pluronic hydrogel suitable for injection. Journal of controlled release. 2007;119(3):313-9.
Kim MR, Park TG. Temperature-responsive and degradable hyaluronic acid/Pluronic composite hydrogels for controlled release of human growth hormone. Journal of Controlled Release. 2002;80(1-3):69-77.
Krakovský I, Cayuela JC, i Serra RS, Salmerón-Sánchez M, Dodda JM. Epoxy networks and thermosensitive hydrogels prepared from α, ω-diamino terminated polyoxypropylene and polyoxyethylene bis (glycidyl ether). European polymer journal. 2014;55:144-52.
www.huntsman.com. Epoxy formulations using Jeffamine® Polyetheramines. [
Krakovský I, Székely NK. SANS and DSC study of water distribution in epoxy-based hydrogels. European polymer journal. 2011;47(12):2177-88.
Ribelles JLG, Sanchez MS, de la Osa LT, Krakovský I. Thermal transitions in α, ω-diamino terminated poly (oxypropylene)-block-poly (oxyethylene)-block-poly (oxypropylene) aqueous solutions and their epoxy networks. Journal of non-crystalline solids. 2005;351(14-15):1254-60.
Mocanu G, Souguir Z, Picton L, Le Cerf D. Multi-responsive carboxymethyl polysaccharide crosslinked hydrogels containing Jeffamine side-chains. Carbohydrate polymers. 2012;89(2):578-85.
Marques NdN, Balaban RdC, Halila S, Borsali R. Synthesis and characterization of carboxymethylcellulose grafted with thermoresponsive side chains of high LCST: The high temperature and high salinity self-assembly dependence. Carbohydrate polymers. 2018;184:108-17.
Erdem A. Preparation and characterization of rapid temperature responsive cationic comb-type grafted POE-POP based hydrogel as prospective excellent actuators/sensors. Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2020:125523.
Esen H, Küsefoğlu S, Wool R. Photolytic and free‐radical polymerization of monomethyl maleate esters of epoxidized plant oil triglycerides. Journal of applied polymer science. 2007;103(1):626-33.
Teodorescu M, Cursaru B, Stanescu P, Draghici C, Stanciu ND, Vuluga DM. Novel hydrogels from diepoxy‐terminated poly (ethylene glycol) s and aliphatic primary diamines: synthesis and equilibrium swelling studies. Polymers for Advanced Technologies. 2009;20(12):907-15.
Wilfert S, Iturmendi A, Henke H, Brüggemann O, Teasdale I, editors. Thermoresponsive Polyphosphazene‐Based Molecular Brushes by Living Cationic Polymerization. Macromolecular symposia; 2014: Wiley Online Library.
Gunasekaran S, Wang T, Chai C. Swelling of pH‐sensitive chitosan–poly (vinyl alcohol) hydrogels. Journal of applied polymer science. 2006;102(5):4665-71.
Deen GR, Mah CH. Influence of external stimuli on the network properties of cationic poly (N-acryloyl-N’-propyl piperazine) hydrogels. Polymer. 2016;89:55-68.
Gehrke SH. Synthesis, equilibrium swelling, kinetics, permeability and applications of environmentally responsive gels. Responsive gels: volume transitions II: Springer; 1993. p. 81-144.
Turan E, Demirci S, Caykara T. Thermo‐and pH‐induced phase transitions and network parameters of poly (N‐isopropylacrylamide‐co‐2‐acrylamido‐2‐methyl‐propanosulfonic acid) hydrogels. Journal of Polymer Science Part B: Polymer Physics. 2008;46(16):1713-24.
Liu Y-Y, Fan X-D. Synthesis and characterization of pH-and temperature-sensitive hydrogel of N-isopropylacrylamide/cyclodextrin based copolymer. Polymer. 2002;43(18):4997-5003.
Van Durme K, Van Mele B, Loos W, Du Prez FE. Introduction of silica into thermo-responsive poly (N-isopropyl acrylamide) hydrogels: A novel approach to improve response rates. Polymer. 2005;46(23):9851-62.
Cates RS. Influence of crosslink density on swelling and conformation of surface-constrained Poly (N-isopropylacrylamide) hydrogels. 2010.

Details

Primary Language

English

Subjects

-

Journal Section

Research Article

Authors

Ahmet Erdem ^*
0000-0003-3911-4753
Türkiye

Publication Date

September 30, 2020

Submission Date

May 21, 2020

Acceptance Date

September 15, 2020

Published in Issue

Year 2020 Volume: 41 Number: 3

DOI

https://doi.org/10.17776/csj.740831

IZ

https://izlik.org/JA23KN65GG

APA

Erdem, A. (2020). pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties. Cumhuriyet Science Journal, 41(3), 690-698. https://doi.org/10.17776/csj.740831

AMA

1.Erdem A. pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties. CSJ. 2020;41(3):690-698. doi:10.17776/csj.740831

Chicago

Erdem, Ahmet. 2020. “PH and Thermoresponsive Comb-Type Grafted Hydrogels Based on Polyethylene Glycol Diglycidyl Ether and Monoamino Diamino Terminated Jeffamines: Synthesis, Characterization and Physicochemical Properties”. Cumhuriyet Science Journal 41 (3): 690-98. https://doi.org/10.17776/csj.740831.

EndNote

Erdem A (September 1, 2020) pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties. Cumhuriyet Science Journal 41 3 690–698.

IEEE

[1]A. Erdem, “pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties”, CSJ, vol. 41, no. 3, pp. 690–698, Sept. 2020, doi: 10.17776/csj.740831.

ISNAD

Erdem, Ahmet. “PH and Thermoresponsive Comb-Type Grafted Hydrogels Based on Polyethylene Glycol Diglycidyl Ether and Monoamino Diamino Terminated Jeffamines: Synthesis, Characterization and Physicochemical Properties”. Cumhuriyet Science Journal 41/3 (September 1, 2020): 690-698. https://doi.org/10.17776/csj.740831.

JAMA

1.Erdem A. pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties. CSJ. 2020;41:690–698.

MLA

Erdem, Ahmet. “PH and Thermoresponsive Comb-Type Grafted Hydrogels Based on Polyethylene Glycol Diglycidyl Ether and Monoamino Diamino Terminated Jeffamines: Synthesis, Characterization and Physicochemical Properties”. Cumhuriyet Science Journal, vol. 41, no. 3, Sept. 2020, pp. 690-8, doi:10.17776/csj.740831.

Vancouver

1.Ahmet Erdem. pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties. CSJ. 2020 Sep. 1;41(3):690-8. doi:10.17776/csj.740831

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Abstract

pH and thermoresponsive comb-type grafted hydrogels based on polyethylene glycol diglycidyl ether and monoamino/diamino terminated jeffamines: synthesis, characterization and physicochemical properties

Abstract

Keywords

References

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