Search results

Filters

  • Journals
  • Authors
  • Keywords
  • Date
  • Type

Search results

Number of results: 2
items per page: 25 50 75
Sort by:
Download PDF Download RIS Download Bibtex

Abstract

Poly(glycerol sebacate) (PGS) is a polyester that is particularly useful for tissue engineering appli- cations. Many researchers have focused on the application and characterization of materials made from PGS. Synthesis is often superficially described, and the prepolymer is not characterized before crosslinking. Considering the different functionality of each monomer (glycerine – 3, sebacic acid – 2), materials with a branched structure can be obtained before the crosslinking process. Branched struc- tures are not desirable for elastomers. In this work, method to obtain linear PGS resins is presented. Moreover, synthesis was optimized with the use of the Design of Experiments method for minimizing the degree of branching and maximizing the molecular weight. The process was described via mathe- matical models, which allows to the association of process parameters with product properties. In this work ca. 1kDa and less than 10% branched PGS resin was produced. This resin could be used to make very flexible elastomers because branching is minimized.
Go to article

Bibliography

Denis P., Wrzecionek M., Gadomska-Gajadhur A., Sajkiewicz P., 2019. Poly(glycerol sebacate)–poly(l-lactide) nonwovens towards attractive electrospun material for tissue engineering. Polymers, 11, 2113. DOI: 10.3390/polym 11122113.
Fernandes B.S., Carlos Pinto J., Cabral-Albuquerque E.C.M., Fialho R.L., 2015. Free-radical polymerization of urea, acrylic acid, and glycerol in aqueous solutions. Polym. Eng. Sci., 55, 1219–1229. DOI: 10.1002/pen.24081.
Gadomska-Gajadhur A., Wrzecionek M., Matyszczak G., Pie˛towski P., Wie˛cław M., Ruśkowski P., 2018. Optimiza- tion of poly(glycerol sebacate) synthesis for biomedical purposes with the design of experiments. Org. Process Res. Dev., 22, 1793–1800. DOI: 10.1021/acs.oprd.8b00306.
Gao J., Crapo P.M., Wang Y., 2006. Macroporous elastomeric scaffolds with extensive micropores for soft tissue engineering. Tissue Eng., 12, 917–925. DOI: 10.1089/ten.2006.12.917.
Godinho B., Gama N., Barros-Timmons A., Ferreira A., 2018. Enzymatic synthesis of poly(glycerol sebacate) pre- polymer with crude glycerol, by-product from biodiesel prodution. AIP Conference Proceedings, 1981, 020031. DOI: 10.1063/1.5045893.
Harris J.J., Lu S., Gabriele P., 2018. Commercial challenges in developing biomaterials for medical device devel- opment. Polym. Int., 67, 969–974. DOI: 10.1002/pi.5590.
Higuchi T., Kinoshita A., Takahashi K., Oda S., Ishikawa I., 1999. Bone regeneration by recombinant human bone morphogenetic protein-2 in rat mandibular defects. An experimental model of defect filling. J. Periodontology, 70, 1026–1031. DOI: 10.1902/jop.1999.70.9.1026.
Kafouris D., Kossivas F., Constantinides C., Nguyen N.Q., Wesdemiotis C., Patrickios C.S., 2013. Biosourced am- phiphilic degradable elastomers of poly(glycerol sebacate): synthesis and network and oligomer characterization. Macromolecules, 46, 622–630. DOI: 10.1021/ma3016882.
Kemppainen J.M., Hollister S.J., 2010. Tailoring the mechanical properties of 3D-designed poly(glycerol sebacate) scaffolds for cartilage applications. J. Biomed. Mater. Res. Part A, 94A, 9–18. DOI: 10.1002/jbm.a.32653.
Kharaziha M., Nikkhah M., Shin S.-R., Annabi N., Masoumi N., Gaharwar A.K., Camci-Unal G., Khademhosseini A., 2013. PGS:Gelatin nanofibrous scaffolds with tunable mechanical and structural properties for engineering cardiac tissues. Biomaterials, 34, 6355–6366. DOI: 10.1016/J.BIOMATERIALS.2013.04.045.
Kokubo S., Fujimoto R., Yokota S., Fukushima S., Nozaki K., Takahashi K., Miyata K., 2003. Bone regeneration by recombinant human bone morphogenetic protein-2 and a novel biodegradable carrier in a rabbit ulnar defect model. Biomaterials, 24, 1643–1651. DOI: 10.1016/S0142-9612(02)00551-3.
Kumar A., Khan A., Malhotra S., Mosurkal R., Dhawan A., Pandey M.K., Singh B.K., Kumar R., Prasad A.K., Sharma S.K., Samuelson L.A., Cholli A.L., Len C., Richards N.G.J., Kumar J., Haag R., Watterson A.C., Parmar V.S., 2016. Synthesis of macromolecular systems via lipase catalyzed biocatalytic reactions: applications and future perspectives. Chem. Soc. Rev., 45, 6855–6887. DOI: 10.1039/C6CS00147E.
Landim L.B., Pinto J.C., Cabral-Albuquerque E.C.M., Cunha S., Fialho R.L., 2018. Synthesis and characterization of copolymers of urea-succinic acid-ethylene glycol and copolymers of urea-succinic acid-glycerol. Polym. Eng. Sci. 58, 1575–1582. DOI: 10.1002/pen.24746.
Larsson A., Israelsson M., Lind F., Seemann M., Thunman H., 2014. Using ilmenite to reduce the tar yield in a dual fluidized bed gasification system. Energy Fuels, 28, 2632–2644. DOI: 10.1021/ef500132p.
Li C.J., Trost B.M., 2008. Green chemistry for chemical synthesis. PNAS, 105, 13197–13202. DOI: 10.1073/pnas.0804348105.
Li Y., Cook W.D., Moorhoff C., Huang W.-C., Chen Q.-Z., 2013. Synthesis, characterization and properties of biocompatible poly(glycerol sebacate) pre-polymer and gel. Polym. Int., 62, 534–47. DOI: 10.1002/pi.4419.
Liu G., Hinch B., Beavis A.D., 1996. Mechanisms for the transport of alpha,omega-dicarboxylates through the mitochondrial inner membrane. J. Biol. Chem., 271, 25338–25344. DOI: 10.1074/jbc.271.41.25338.
Liu L.L., Yi F.C., Cai W., 2012. Synthesis and shape memory effect of poly(glycerol-sebacate) elastomer. Adv. Mater. Res., 476–478, 2141–2144. DOI: 10.4028/www.scientific.net/AMR.476-478.2141.
Liu Q., Tian M., Ding T., Shi R., Feng Y., Zhang L., Chen D., Tian W., 2007. Preparation and characterization of a thermoplastic poly(glycerol sebacate) elastomer by two-step method. J. Appl. Polym. Sci., 103, 1412–19. DOI: 10.1002/app.24394.
Loh X.J., Abdul Karim A., Owh C., 2015, Poly(glycerol sebacate) biomaterial: synthesis and biomedical applica- tions. J. Mater. Chem. B, 3, 7641–7652. DOI: 10.1039/c5tb01048a.
Martina M., Hutmacher D.W., 2007. Biodegradable polymers applied in tissue engineering research: a review. Polym. Int., 56, 145–157. DOI: 10.1002/pi.2108.
Otera J., 1993. Transesterification. Chem. Rev., 93, 1449–1470. DOI: 10.1021/cr00020a004.
Rai R., Tallawi M., Grigore A., Boccaccini A.R., 2012. Synthesis, properties and biomedical applications of poly(glycerol sebacate) (PGS): A review. Prog. Polym. Sci., 37, 1051–1078. DOI: 10.1016/j.progpolymsci. 2012.02.001.
Ravichandran R., Venugopal J.R., Sundarrajan S., Mukherjee S., Ramakrishna S., 2011. Poly(glycerol seba- cate)/gelatin core/shell fibrous structure for regeneration of myocardial infarction. Tissue Eng. Part A, 17, 1363– 1373. DOI: 10.1089/ten.tea.2010.0441.
Ravichandran R., Venugopal J.R., Sundarrajan S., Mukherjee S., Sridhar R., Ramakrishna S., 2012. Minimally invasive injectable short nanofibers of poly(glycerol sebacate) for cardiac tissue engineering. Nanotechnology, 23, 385102. DOI: 10.1088/0957-4484/23/38/385102.
Sant S., Hwang C.M., Lee S.-H., Khademhosseini A., 2011. Hybrid PGS-PCL microfibrous scaffolds with improved mechanical and biological properties. J. Tissue Eng. Regener. Med., 5, 283–291. DOI: 10.1002/term.313.
Saudi A., Rafienia M., Zargar Kharazi A., Salehi H., Zarrabi A., Karevan M., 2019. Design and fabrication of poly (glycerol sebacate)-based fibers for neural tissue engineering: synthesis, electrospinning, and characterization. Polym. Adv. Technol., 30, 1427–1440. DOI: 10.1002/pat.4575.
Slavko E., Taylor M.S., 2017. Catalyst-controlled polycondensation of glycerol with diacyl chlorides: linear polyesters from a trifunctional monomer. Chem. Sci., 8, 7106–7111. DOI: 10.1039/C7SC01886J.
Wang Y., Ameer G.A., Sheppard B.J., Langer R., 2002. A tough biodegradable elastomer. Nat. Biotechnol., 20, 602–606. DOI: 10.1038/nbt0602-602.
Wrzecionek M., Ruśkowski P., Gadomska-Gajadhur A., Gadomska-Gajadhur A., 2021. Mathematically described preparation process of poly(glycerol succinate) resins and elastomers—meeting science with industry. Polym. Adv. Technol., 32, 2042–2051. DOI: 10.1002/pat.5233.
Xu B., Cook W.D., Zhu C., Chen Q., 2016. Aligned core/shell electrospinning of poly(glycerol sebacate)/poly(l- lactic acid) with tuneable structural and mechanical properties. Polym. Int., 65, 423–429. DOI: 10.1002/pi.5071.
Go to article

Authors and Affiliations

Michał Wrzecionek
1
Joanna Howis
1
Paulina H. Marek
1 2
Paweł Ruśkowski
1
ORCID: ORCID
Agnieszka Gadomska-Gajadhur
1
ORCID: ORCID

  1. Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warsaw, Poland
  2. University of Warsaw, Faculty of Chemistry, Pasteura 1, 02-093 Warsaw, Poland
Download PDF Download RIS Download Bibtex

Abstract

Poly(glycerol succinate) – PGSu – is one of glycerol polyesters which has focused nowadays the interest of scientists developing new biomaterials. Probably the polyester could be used as a drug carrier or as a cell scaffold in tissue engineering. Due to its potential use in medicine, it is extremely important to develop a synthesis and then optimize it to obtain a material with desired properties. In this work one flask two-step polycondensation of glycerol and succinic anhydride to PGSu is presented. Synthesis was optimized with the simplex method and also described using a second-degree equation with two variables (temperature and time) to better find the optimum conditions. PGSu was characterized by FTIR spectroscopy, NMR spectroscopy, degree of esterification was determined, and also molecular weight was calculated for each experiment using Carothers equation. A new synthesis route was developed and optimized. Temperature and time influence on molecular weight and esterification degree of obtained polyester are presented. Based on experiments conducted in this work, it was possible to obtain poly(glycerol succinate) with molecular weight of 6.7 kDa.

Go to article

Authors and Affiliations

Michał Wrzecionek
Joanna Howis
Paweł Ruśkowski
ORCID: ORCID
Agnieszka Gadomska-Gajadhur
ORCID: ORCID

This page uses 'cookies'. Learn more