Synthesis and Characterization of Photo-Cross-Linked Networks Based on <scp>l</scp>-Lactide/Serine Copolymers

John, George; Morita, Mikio

doi:10.1021/ma981729j

Cited by 47 publications

(25 citation statements)

References 16 publications

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“…Copolymers containing thiol residues suffer from severe degradation. 2,5-Morpholinedione derivatives in which R 2 is a hydrogen atom (7a-10a) [25][26][27][28][29][30][31][32] have also been reported to undergo both homoand copolymerization.…”

Section: Monomermentioning

confidence: 99%

Novel Aliphatic Polyesters Based on Functional Cyclic (Di)Esters

Lou

Detrembleur

Jérôme

2003

Macromol. Rapid Commun.

132

110

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Recent progress in the chemical synthesis of novel aliphatic polyesters via ring‐opening polymerization of functional cyclic (di)esters are reviewed in this article. Syntheses of these functional aliphatic polyesters are being classified into three groups according to the structure of the cyclic monomers: (i) cyclic diesters, (ii) morpholine‐2,5‐dione derivatives, and (iii) cyclic esters. Progress in the synthesis and polymerization of monomers in each category is reported with an emphasis on controlled synthesis. The recent achievements have enabled the synthesis of a variety of novel aliphatic polyesters, including hydrophilic, halogenated, and unsaturated polyesters. Structure of the most common R‐functionalized cyclic precursors of aliphatic polyesters.magnified imageStructure of the most common R‐functionalized cyclic precursors of aliphatic polyesters.

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Section: Monomermentioning

confidence: 99%

Novel Aliphatic Polyesters Based on Functional Cyclic (Di)Esters

Lou

Detrembleur

Jérôme

2003

Macromol. Rapid Commun.

132

110

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“…Specifically, different poly(ester amide)s have been developed for biomedical applications such as drug delivery systems (e.g. in the form of microspheres [1][2][3][4][5][6][7][8] or coatings [9][10][11][12][13]), hydrogels [14,15], smart materials [16], tissue engineering [17][18][19][20] and gene carriers [21].…”

Section: Introductionmentioning

confidence: 99%

Electrospun nanofibers of a degradable poly(ester amide). Scaffolds loaded with antimicrobial agents

et al. 2012

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Electrospinning conditions were evaluated to prepare micro/nanofibers of a biodegradable poly(ester amide) constituted by L-alanine, 1,12-dodecanediol and sebacic acid. 1,1,1,3,3,3-Hexafluroroisopropanol appeared as the most appropriate solvent to obtain fibers in a wide range of electrospinning conditions that allowed tuning the final diameter size. Fiber diameter increased with the flow, distance between the needle tip and the collector and decreasing voltage, which made it possible to obtain homogeneous fibers in the 1700-320 nm range. Fibers were loaded with antimicrobial agents like silver and chlorohexidine, and the influence of agent concentration in the electrospinning solutions on the fiber diameter size was determined. The polymer was able to crystallize during the electrospinning process, giving rise to a structure slightly different from that obtained by solution crystallization and related to that attained after crystallization from the melt state. Addition of antimicrobial agents had little effect on the degree of crystallinity, although it decreased slightly when chlorhexidine was employed. Scaffolds prepared from the silver and chlorhexidine loaded samples supported cell adhesion and proliferation. Furthermore, a clear and well differentiated antimicrobial effect against both Gram-positive (e.g. M. luteus) and Gram-negative (e.g. E. coli) bacteria was demonstrated.

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“…Morpholine-2,5-dione derivatives can open-polymerize or open-copolymerize by initiation or catalysis with other cyclic compounds such as lactide (LA) [1][2][3][4][5][6][7][8][9], e-Caprolactone (CL) [10][11][12][13], and the homopolymers and copolymers have some reaction-active groups such as amido (−NH 2 ), carboxyl (−COOH), hydroxyl (−OH), mercapto (−SH), and so on [14]. These polymers or copolymers have both excellent biocompatibility and biodegradability, so they can be widely used in the field of tissue engineering and controlled-drug-release system.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of inexpensive 3-Nɛ-benzyloxycarbonyl-L-lysyl-morpholine-2,5-dione

et al. 2007

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In this paper, we call 3-N ε -benzyloxycarbonyl-L-lysyl-morpholine-2,5-dione "Compound A". The starting material used abroad is expensive and the yield is low (16%-28%); furthermore, to our best knowledge, no characterization of Compound A is available in the open literature. We now use low-cost L-lysine as starting material, succeed in raising the yield of Compound A to about 66%, and characterize it. In the synthesis of Compound A, the reactive processes used by us included the protection of amino group of lysine, acetylation, and intramolecular cyclizative condensation reaction. Benzoxycarbonyl chloride was selected as amino group protection agent, and the yield was elevated by replacing sodium bicarbonate with triethyl amide as the acid's neutralizer. The resulting material or Compound A was cyclizative; its structure and properties were characterized by infrared (IR), Differential Scanning Calorimetry (DSC), Nuclear Magnetic Resonance (NMR) and elemental analysis. The results of characterization show that: (1) Compound A has a chiral carbon next to the carbonyl group, so the formation of the ring structure is not stereospecific; (2) the melting point is about 254.5°C. The homopolymer and copolymers of Compound A with lactide or caprolactone have reaction-active groups and excellent biocompatibility and biodegradability; so they can be used in tissue engineering and as controlled-drug-release carriers.

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Synthesis and Characterization of Photo-Cross-Linked Networks Based on l-Lactide/Serine Copolymers

Cited by 47 publications

References 16 publications

Novel Aliphatic Polyesters Based on Functional Cyclic (Di)Esters

Novel Aliphatic Polyesters Based on Functional Cyclic (Di)Esters

Electrospun nanofibers of a degradable poly(ester amide). Scaffolds loaded with antimicrobial agents

Synthesis and characterization of inexpensive 3-Nɛ-benzyloxycarbonyl-L-lysyl-morpholine-2,5-dione

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