Rapid photo-crosslinking of fumaric acid monoethyl ester-functionalized poly(trimethylene carbonate) oligomers for drug delivery applications

Jansen, Janine; Boerakker, Mark J.; Heuts, Jean; Feijén, Jan; Grijpma, Dirk W.

doi:10.1016/j.jconrel.2010.06.031

Cited by 38 publications

(24 citation statements)

References 30 publications

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“…The drug release profiles of such systems are influenced by the crosslink density and hydrophilicity of the polymer networks [52]. More hydrophobic networks results in slower drug release [53].…”

Section: Porosity (%) Bmentioning

confidence: 99%

Drug-releasing biopolymeric structures manufactured via stereolithography

Asikainen¹,

Bochove²,

Seppälä³

2019

Biomed. Phys. Eng. Express

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Additive manufacturing (AM) techniques, such as stereolithography (SLA), enable the preparation of designed complex structures. AM has gained interest especially in the tissue engineering field due to the possibility to manufacture patient specific implants. However, AM could be useful also in controlled drug release applications, since the size and shape of the device, pore architecture and surface to volume ratio can be accurately designed. In this study, SLA was used to prepare polycaprolactone scaffold structures containing the model drug lidocaine. The release of lidocaine was studied and the influence of porosity and surface to volume ratio of structures to the drug release was analyzed. Porous samples released lidocaine faster compared to solid ones, whereas the degree of porosity and surface to volume ratio did not have a clear effect on the drug release profile.

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Section: Porosity (%) Bmentioning

confidence: 99%

Drug-releasing biopolymeric structures manufactured via stereolithography

Asikainen¹,

Bochove²,

Seppälä³

2019

Biomed. Phys. Eng. Express

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“…For branched polycarbonates much less CROP examples can be found, mostly due to the increasing difficulty in inserting the monomer over the multiple hydroxyl branch points of the initiator. For the synthesis of these multi‐arm‐based polymers, metal‐based catalysis has been mostly explored and only a few examples of cationic‐catalyzed ROP can be found in literature …”

Section: Introductionmentioning

confidence: 99%

Effect of a Set of Acids and Polymerization Conditions on the Architecture of Polycarbonates Obtained via Ring Opening Polymerization

Jiménez-Pardo

Ven

Benthem

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Polycarbonate‐based polymers with a well‐defined architecture have become interesting materials due to their large range of applications. Ring opening polymerization (ROP) has been largely applied to make branched polycarbonates. The polymer architectures obtained via this method are strictly related with the polymerization mechanisms involved which depend on the polymerization conditions chosen. Hereby, we evaluate the catalytic activity of three acids, fumaric, trifluoroacetic, and methanesulfonic on the Cationic ROP of trimethylene carbonate (TMC) over a trifunctional initiator, trimethylol propane (TMP), under different reaction conditions. In‐detail characterization of the polymers showed the co‐existence of two polymerization mechanisms: the activated monomer (AM), which produces a tri‐armed branched polycarbonate with inclusion of the TMP initiator (TMP‐PTMC), and a combined AM/Activated Chain End (ACE) mechanism, which produces a linear polycarbonate (L‐PTMC). Such mixtures were identified for nearly all the reaction variables investigated, together with other side reactions. Upon optimization of the synthesis, the polymerizations in toluene with TFA at 35 °C and equimolar acid/initiator ratio were optimal, avoiding side reactions, but still resulting in a polymer mixture composed of ∼69% TMP‐PTMC and 31% of a polycarbonate linear polymer. The occurrence of such mixed polymer architectures is commonly overlooked in literature regarding CROP of branched polycarbonates. We demonstrate the importance of performing a full characterization for a successful detection of polymer mixtures having different (number of) end‐functionalities, which are critical for further use in advanced applications, such as in the biomedical or pharmaceutical filed. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 1502–1511

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“…Furthermore, photocrosslinking can be accomplished very rapidly and with minimal heat generation. Seppälä et al . demonstrated that photocrosslinked poly(ester‐anhydride)s may have high degree of drug loading and undergo surface erosion type degradation, thus being very suitable materials for controlled release application.…”

Section: Introductionmentioning

confidence: 99%

Photocrosslinked poly(ester‐anhydride) microspheres with macroporous structure

Jaszcz

2013

Polymers for Advanced Techs

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In this work, the new method of preparation biodegradable microspheres with macroporous structure is presented. Typical methods used for generation of porous structures in microspheres obtained from preformed polymers require the use of additional substances acting as porogens. In this study, the porosity was achieved as the effect of photocrosslinking, without porogens. Microspheres were prepared using emulsion solvent evaporation technique from functional poly(ester-anhydride)s with different amount of allyl groups in the side chains. The crosslinking was carried out by UV irradiation during the solvent evaporation (photoinitiator was introduced to polymer solution). The size of microspheres obtained was in the range of 1.7 -4 mm (small microspheres) or 31 -50 mm (large ones) and depended on the conditions used in emulsion formulation process. Effectiveness of the crosslinking was characterized by the content of insoluble part of samples, and it was in the range of 42-89%. The content of insoluble part of sample of microspheres and their porosity were dependent on functionality of poly(ester-anhydride)s, the amount of photoinitiator used, and also on size of microparticles. The small particles were always more crosslinked than the large ones, but the latter were more porous than the small ones. Crosslinked microparticles indicated higher loading efficiency of model compound and appeared to degrade faster than uncrosslinked ones, probably due to their high porosity. The high porosity of microspheres obtained would enable their eventual use in pulmonary drug delivery systems or in construction of porous scaffolds for tissue engineering.The porosity and pore size distribution were also determined with use of mercury intrusion porosimetry (Poremaster 60, Quantachrome), with pressure in the range of 15-60 MPa.

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Rapid photo-crosslinking of fumaric acid monoethyl ester-functionalized poly(trimethylene carbonate) oligomers for drug delivery applications

Cited by 38 publications

References 30 publications

Drug-releasing biopolymeric structures manufactured via stereolithography

Drug-releasing biopolymeric structures manufactured via stereolithography

Effect of a Set of Acids and Polymerization Conditions on the Architecture of Polycarbonates Obtained via Ring Opening Polymerization

Photocrosslinked poly(ester‐anhydride) microspheres with macroporous structure

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