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Arseneault, M., Granskog, V., Khosravi, S., Heckler, I., Antunez, P. M., Hult, D., . . . Malkoch, M. (2018). The Dawn of Thiol-Yne Triazine Triones Thermosets as a New Material Platform Suited for Hard Tissue Repair. Advanced Materials, 30(52), Article ID 1804966.
Open this publication in new window or tab >>The Dawn of Thiol-Yne Triazine Triones Thermosets as a New Material Platform Suited for Hard Tissue Repair
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2018 (English)In: Advanced Materials, ISSN 0935-9648, E-ISSN 1521-4095, Vol. 30, no 52, article id 1804966Article in journal (Refereed) Published
Abstract [en]

The identification of a unique set of advanced materials that can bear extraordinary loads for use in bone and tooth repair will inevitably unlock unlimited opportunities for clinical use. Herein, the design of high-performance thermosets is reported based on triazine-trione (TATO) monomers using light-initiated thiol-yne coupling (TYC) chemistry as a polymerization strategy. In comparison to traditional thiol-ene coupling (TEC) systems, TYC chemistry has yielded highly dense networks with unprecedented mechanical properties. The most promising system notes 4.6 GPa in flexural modulus and 160 MPa in flexural strength, an increase of 84% in modulus and 191% in strength when compared to the corresponding TATO system based on TEC chemistry. Remarkably, the mechanical properties exceed those of polylactide (PLA) and challenge poly(ether ether ketone) PEEK and today's methacrylate-based dental resin composites. All the materials display excellent biocompatibility, in vitro, and are successfully: i) molded into medical devices for fracture repair, and ii) used as bone adhesive for fracture fixation and as tooth fillers with the outstanding bond strength that outperform methacrylate systems used today in dental restoration application. Collectively, a new era of advanced TYC materials is unfolded that can fulfill the preconditions as bone fixating implants and for tooth restorations.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2018
Keywords
biomedical applications, dental fillers, implants, polymeric materials, thiol-yne photochemistry
National Category
Other Engineering and Technologies
Identifiers
urn:nbn:se:kth:diva-240993 (URN)10.1002/adma.201804966 (DOI)000454124800004 ()30387212 (PubMedID)2-s2.0-85055928738 (Scopus ID)
Note

QC 20190110

Available from: 2019-01-10 Created: 2019-01-10 Last updated: 2019-04-09Bibliographically approved
Granskog, V., Garcia-Gallego, S., Zhang, Y. & Malkoch, M. (2017). Adhesion-enhancing primer for high-performance bone adhesive. Paper presented at 253rd National Meeting of the American-Chemical-Society (ACS) on Advanced Materials, Technologies, Systems, and Processes, APR 02-06, 2017, San Francisco, CA. Abstracts of Papers of the American Chemical Society, 253
Open this publication in new window or tab >>Adhesion-enhancing primer for high-performance bone adhesive
2017 (English)In: Abstracts of Papers of the American Chemical Society, ISSN 0065-7727, Vol. 253Article in journal, Meeting abstract (Other academic) Published
Place, publisher, year, edition, pages
AMER CHEMICAL SOC, 2017
National Category
Organic Chemistry
Identifiers
urn:nbn:se:kth:diva-242590 (URN)000430569108178 ()
Conference
253rd National Meeting of the American-Chemical-Society (ACS) on Advanced Materials, Technologies, Systems, and Processes, APR 02-06, 2017, San Francisco, CA
Note

QC 20190226

Available from: 2019-02-26 Created: 2019-02-26 Last updated: 2019-08-20Bibliographically approved
Granskog, V., Andren, O. C. J., Cai, Y., Gonzalez-Granillo, M., Fellander-Tsai, L., von Holst, H., . . . Malkoch, M. (2015). Linear Dendritic Block Copolymers as Promising Biomaterials for the Manufacturing of Soft Tissue Adhesive Patches Using Visible Light Initiated Thiol-Ene Coupling Chemistry. Advanced Functional Materials, 25(42), 6596-6605
Open this publication in new window or tab >>Linear Dendritic Block Copolymers as Promising Biomaterials for the Manufacturing of Soft Tissue Adhesive Patches Using Visible Light Initiated Thiol-Ene Coupling Chemistry
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2015 (English)In: Advanced Functional Materials, ISSN 1616-301X, E-ISSN 1616-3028, Vol. 25, no 42, p. 6596-6605Article in journal (Refereed) Published
Abstract [en]

A library of dendritic-linear-dendritic (DLD) materials comprising linear poly(ethylene glycol) and hyperbranched dendritic blocks based on 2,2-bis(hydroxymethyl) propionic acid is successfully synthesized and post-functionalized with peripheral allyl groups. Reactive DLDs with pseudo-generations of 3 to 6 (G3-G6) are isolated in large scale allowing their thorough evaluation as important components for the development of biomedical adhesives. Due to their branched nature and inherent degradable ester-bonds, promising biomaterial resins are accomplished with suitable viscosity, eliminating the excessive use of co-solvents. By utilizing benign high-energy visible light initiated thiol-ene coupling chemistry, DLDs together with tris[2-(3-mercaptopropionyloxy) ethyl] isocyanurate and surgical mesh enable the fabrication of soft tissue adhesive patches (STAPs) within a total irradiation time of 30 s. The STAPs display the ability to create good adhesion to wet soft tissue and encouraging results in cytotoxicity tests. All crosslinked materials are also found to degrade after being stored in human blood plasma and phosphate buffered saline. The proposed benign methodology coupled with the promising features of the crosslinked materials is herein envisioned as a soft tissue adhesive with properties that do not exist in currently available tissue adhesives.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2015
National Category
Condensed Matter Physics Chemical Sciences Materials Engineering
Identifiers
urn:nbn:se:kth:diva-180135 (URN)10.1002/adfm.201503235 (DOI)000365532100004 ()2-s2.0-84948422356 (Scopus ID)
Note

QC 20160114

Available from: 2016-01-14 Created: 2016-01-07 Last updated: 2018-05-17Bibliographically approved
Organisations
Identifiers
ORCID iD: ORCID iD iconorcid.org/0000-0001-8595-0037

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