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Published in: Journal of Polymer Research 3/2020

01-03-2020 | ORIGINAL PAPER

Synthesis and characterization of novel polyurethane elastomers that include curcumin with various cross-linked structures

Authors: Stefan Oprea, Violeta Otilia Potolinca, Veronica Oprea

Published in: Journal of Polymer Research | Issue 3/2020

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Abstract

In this work, new polyurethane elastomers were prepared by chain-extension with varying molar ratios of curcumin or blends of the curcumin and different cross-linkers (glycerol 1,3-diglycerolate diacrylate, glycerin, castor oil, acrylate epoxidized soybean oil). All of the used cross-linkers derive from renewable resources. Structural studies performed by means of infrared spectroscopy confirmed that curcumin has been successfully included into the backbone of the polyurethane chains. Thermogravimetric analysis showed better thermal stability for samples with a low content of curcumin. The mechanical properties (such as tensile strength and elongation at break) of the polyurethanes with low curcumin content have proven to be very good and are similar to the values of the compared cross-linked polyurethanes.

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Literature
1.
go back to reference Poussard L, Mariage J, Grignard B, Detrembleur C, Jérôme C, Calberg C, Heinrichs B, De Winter J, Gerbaux P, Raquez J-M, Bonnaud L, Dubois P (2016) Non-isocyanate polyurethanes from carbonated soybean oil using monomeric or oligomeric diamines to achieve thermosets or thermoplastics. Macromolecules 49(6):2162–2171CrossRef Poussard L, Mariage J, Grignard B, Detrembleur C, Jérôme C, Calberg C, Heinrichs B, De Winter J, Gerbaux P, Raquez J-M, Bonnaud L, Dubois P (2016) Non-isocyanate polyurethanes from carbonated soybean oil using monomeric or oligomeric diamines to achieve thermosets or thermoplastics. Macromolecules 49(6):2162–2171CrossRef
2.
go back to reference Mahmood K, Noreen I, Riaz M, Zuber M, Salman M, Rehman S, Zia KM (2016) Synthesis and characterization of novel curcumin based polyurethanes varying diisocyanates structure. J Polym Res 23:233CrossRef Mahmood K, Noreen I, Riaz M, Zuber M, Salman M, Rehman S, Zia KM (2016) Synthesis and characterization of novel curcumin based polyurethanes varying diisocyanates structure. J Polym Res 23:233CrossRef
3.
go back to reference Javni I, Bilic O, Bilic N, Petrovic ZS, Eastwood EA, Zhang F, Ilavsky J (2015) Thermoplastic polyurethanes with controlled morphology based on methylenediphenyldiisocyanate/isosorbide/butanediol hard segments. Polym Int 64(1):1607–1616CrossRef Javni I, Bilic O, Bilic N, Petrovic ZS, Eastwood EA, Zhang F, Ilavsky J (2015) Thermoplastic polyurethanes with controlled morphology based on methylenediphenyldiisocyanate/isosorbide/butanediol hard segments. Polym Int 64(1):1607–1616CrossRef
4.
go back to reference Chen J-H, Hu D-D, Li Y-D, Meng F, Zhu J, Zeng J-B (2014) Castor oil derived poly(urethane urea) networks with reprocessibility and enhanced mechanical properties. Polymer 143:79–86CrossRef Chen J-H, Hu D-D, Li Y-D, Meng F, Zhu J, Zeng J-B (2014) Castor oil derived poly(urethane urea) networks with reprocessibility and enhanced mechanical properties. Polymer 143:79–86CrossRef
5.
go back to reference Garrison TF, Kessler MR, Larock RC (2014) Effects of unsaturation and different ring- opening methods on the properties of vegetable oil-based polyurethane coatings. Polymer 55:1004–1011CrossRef Garrison TF, Kessler MR, Larock RC (2014) Effects of unsaturation and different ring- opening methods on the properties of vegetable oil-based polyurethane coatings. Polymer 55:1004–1011CrossRef
6.
go back to reference Oprea S, Potolinca VO, Oprea V (2016) Synthesis and properties of new crosslinked polyurethane elastomers based on isosorbide. Eur Polym J 83:161–172CrossRef Oprea S, Potolinca VO, Oprea V (2016) Synthesis and properties of new crosslinked polyurethane elastomers based on isosorbide. Eur Polym J 83:161–172CrossRef
7.
go back to reference Zia F, Zia KM, Zuber M, Rehman S, Tabasum S, Sultan S (2016) Synthesis and characterization of chitosan/curcumin blends based polyurethanes. Int J Biol Macromol 92:1074–1081CrossRef Zia F, Zia KM, Zuber M, Rehman S, Tabasum S, Sultan S (2016) Synthesis and characterization of chitosan/curcumin blends based polyurethanes. Int J Biol Macromol 92:1074–1081CrossRef
8.
go back to reference Abdollahi MF, Zandi M, Shokrollahi P, Ehsani M (2015) Synthesis and characterization of curcumin segmented polyurethane with induced antiplatelet activity. J Polym Res 22:179CrossRef Abdollahi MF, Zandi M, Shokrollahi P, Ehsani M (2015) Synthesis and characterization of curcumin segmented polyurethane with induced antiplatelet activity. J Polym Res 22:179CrossRef
9.
go back to reference Shababdoust A, Ehsani M, Shokrollahi P, Zandi M (2018) Fabrication of curcumin-loaded electrospun nanofiberous polyurethanes with anti-bacterial activity. Prog Biomater 7:23–33CrossRef Shababdoust A, Ehsani M, Shokrollahi P, Zandi M (2018) Fabrication of curcumin-loaded electrospun nanofiberous polyurethanes with anti-bacterial activity. Prog Biomater 7:23–33CrossRef
10.
go back to reference Mahmood K, Zia KM, Zuber M, Salman M, Anjum MN (2015) Recent developments in curcumin and curcumin based polymeric materials for biomedical applications: a review. Int J Biol Macromol 81:877–890CrossRef Mahmood K, Zia KM, Zuber M, Salman M, Anjum MN (2015) Recent developments in curcumin and curcumin based polymeric materials for biomedical applications: a review. Int J Biol Macromol 81:877–890CrossRef
11.
go back to reference Mahmood K, Zia KM, Zuber M, Tabasum S, Rehman S, Zia F, Noreen A (2017) Morphological and thermal studies of chitin-curcumin blends derived polyurethanes. Int J Biol Macromol 105:1180–1191CrossRef Mahmood K, Zia KM, Zuber M, Tabasum S, Rehman S, Zia F, Noreen A (2017) Morphological and thermal studies of chitin-curcumin blends derived polyurethanes. Int J Biol Macromol 105:1180–1191CrossRef
12.
go back to reference Tang H, Murphy CJ, Zhang B, Shen Y, Van Kirk EA, Murdoch WJ, Radosz M (2010) Curcumin polymers as anticancer conjugates. Biomaterials 31:7139–7149CrossRef Tang H, Murphy CJ, Zhang B, Shen Y, Van Kirk EA, Murdoch WJ, Radosz M (2010) Curcumin polymers as anticancer conjugates. Biomaterials 31:7139–7149CrossRef
13.
go back to reference Mahmood K, Zia KM, Aftab W, Zuber M, Tabasum S, Noreen A, Zia F (2018) Synthesis and characterization of chitin/curcumin blended polyurethane elastomers. Int J Biol Macromol 113:150–158CrossRef Mahmood K, Zia KM, Aftab W, Zuber M, Tabasum S, Noreen A, Zia F (2018) Synthesis and characterization of chitin/curcumin blended polyurethane elastomers. Int J Biol Macromol 113:150–158CrossRef
14.
go back to reference Hu Y, Li Q, Hong W, Xing G, Jiang Q, Lv W (2014) Use of novel polyurethane microspheres in a curcumin delivery system. J Spectrosc. Article ID 926268 Hu Y, Li Q, Hong W, Xing G, Jiang Q, Lv W (2014) Use of novel polyurethane microspheres in a curcumin delivery system. J Spectrosc. Article ID 926268
15.
go back to reference Matsumi N, Nakamura N, Aoi K (2008) Novel bio-based polyesters derived from curcumin as an inherent natural diol monomer. Polym J 40:400–401CrossRef Matsumi N, Nakamura N, Aoi K (2008) Novel bio-based polyesters derived from curcumin as an inherent natural diol monomer. Polym J 40:400–401CrossRef
16.
go back to reference Oprea S, Potolinca VO, Varganici C-D (2016) Synthesis and properties of polyurethane urea with pyridine-2,6-dicarboxamide moieties in their structure. RSC Adv 6:106904–106913CrossRef Oprea S, Potolinca VO, Varganici C-D (2016) Synthesis and properties of polyurethane urea with pyridine-2,6-dicarboxamide moieties in their structure. RSC Adv 6:106904–106913CrossRef
17.
go back to reference Nguyen MH, Yu H, Kiew TY, Hadinoto K (2015) Cost-effective alternative to nano- encapsulation: amorphous curcumin–chitosan nanoparticle complex exhibiting high payload and supersaturation generation. Eur J Pharm Biopharm 96:1–10CrossRef Nguyen MH, Yu H, Kiew TY, Hadinoto K (2015) Cost-effective alternative to nano- encapsulation: amorphous curcumin–chitosan nanoparticle complex exhibiting high payload and supersaturation generation. Eur J Pharm Biopharm 96:1–10CrossRef
18.
go back to reference Souguir H, Salaun F, Douillet P, Vroman I, Chatterjee S (2013) Nanoencapsulation of curcumin in polyurethane and polyurea shells by an emulsion diffusion method. Chem Eng J 221:133–145CrossRef Souguir H, Salaun F, Douillet P, Vroman I, Chatterjee S (2013) Nanoencapsulation of curcumin in polyurethane and polyurea shells by an emulsion diffusion method. Chem Eng J 221:133–145CrossRef
19.
go back to reference Oprea S, Potolinca VO, Oprea V (2018) Influence of the hydroquinone ether moieties and Bisphenol a glycerolate diacrylate on the UV stability behavior of new polyurethane materials. J Polym Res 25:79CrossRef Oprea S, Potolinca VO, Oprea V (2018) Influence of the hydroquinone ether moieties and Bisphenol a glycerolate diacrylate on the UV stability behavior of new polyurethane materials. J Polym Res 25:79CrossRef
20.
go back to reference Divakaran AV, Azad LB, Surwase SS, Arun Torris AT, Badiger MV (2016) Mechanically tunable curcumin incorporated polyurethane hydrogels as potential biomaterials. Chem Mater 28:2120–2130CrossRef Divakaran AV, Azad LB, Surwase SS, Arun Torris AT, Badiger MV (2016) Mechanically tunable curcumin incorporated polyurethane hydrogels as potential biomaterials. Chem Mater 28:2120–2130CrossRef
21.
go back to reference Patra D, Khoury EE, Ahmadieh D, Darwish S, Tafech RM (2012) Effect of curcumin on liposome: curcumin as a molecular probe for monitoring interaction of ionic liquids with 1,2- dipalmitoyl-sn-glycero-3-phosphocholine liposome. Photochem Photobiol 88:317–327CrossRef Patra D, Khoury EE, Ahmadieh D, Darwish S, Tafech RM (2012) Effect of curcumin on liposome: curcumin as a molecular probe for monitoring interaction of ionic liquids with 1,2- dipalmitoyl-sn-glycero-3-phosphocholine liposome. Photochem Photobiol 88:317–327CrossRef
Metadata
Title
Synthesis and characterization of novel polyurethane elastomers that include curcumin with various cross-linked structures
Authors
Stefan Oprea
Violeta Otilia Potolinca
Veronica Oprea
Publication date
01-03-2020
Publisher
Springer Netherlands
Published in
Journal of Polymer Research / Issue 3/2020
Print ISSN: 1022-9760
Electronic ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-020-2036-6

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