Synthesis and modification of new biodegradable copolymers: Serine/glycolic acid based copolymers

John, George; Tsuda, Sakae; Morita, Mikio

doi:10.1002/(sici)1099-0518(19970730)35:10<1901::aid-pola4>3.0.co;2-q

Cited by 45 publications

(45 citation statements)

References 3 publications

(3 reference statements)

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“…Functionalized PEAs can be obtained by ring opening polymerization of morpholine-2,5-diones derived from -amino acids like L-aspartic acid, L-glutamic acid, L-lysine, L-serine (or L-tyrosine) and L-cysteine (Figure 8), which provide pendant carboxylic acid, amine, hydroxyl and thiol groups, respectively [38][39][40][41][42][43]. The synthesis of the six-membered ring required a previous protection of functional groups, which should be stable under the polymerization conditions [8].…”

Section: Functionalized Poly(ester Amide)s From Polymerization Of Mormentioning

confidence: 99%

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Degradable Poly(ester amide)s for Biomedical Applications

2010

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Poly(ester amide)s are an emerging group of biodegradable polymers that may cover both commodity and speciality applications. These polymers have ester and amide groups on their chemical structure which are of a degradable character and provide good thermal and mechanical properties. In this sense, the strong hydrogen-bonding interactions between amide groups may counter some typical weaknesses of aliphatic polyesters like for example poly(-caprolactone). Poly(ester amide)s can be prepared from different monomers and following different synthetic methodologies which lead to polymers with random, blocky and ordered microstructures. Properties like hydrophilic/hydrophobic ratio and biodegradability can easily be tuned. During the last decade a great effort has been made to get functionalized poly(ester amide)s by incorporation of -amino acids with hydroxyl, carboxyl and amine pendant groups and also by incorporation of carbon-carbon double bonds in both the polymer main chain and the side groups. Specific applications of these materials in the biomedical field are just being developed and are reviewed in this work (e.g., controlled drug delivery systems, hydrogels, tissue engineering and other uses like adhesives and smart materials) together with the main families of functionalized poly(ester amide)s that have been developed to date.

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Section: Functionalized Poly(ester Amide)s From Polymerization Of Mormentioning

confidence: 99%

“…Polymers were also functionalized with the acrylate group through the reaction of the serine units with acryloyl chloride. Subsequent UV-photopolymerization of acrylate groups provided glassy and transparent networks with a gel content close to 90% that may be used for the purpose of encapsulating cells/drugs for injectable delivery [41].…”

Section: Hydrogelsmentioning

confidence: 99%

Degradable Poly(ester amide)s for Biomedical Applications

2010

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“…[10] Furthermore, biodegradable/bioresorbable polymers having pendant functional groups are of particular importance because they can facilitate covalent pro-drug attachment as well as other modifications. [11] In our previous paper, we reported the synthesis of a glycerol-based aliphatic polycarbonate by ring-opening polymerization of a novel cyclic carbonate, 5-benzyloxytrimethylene carbonate (BMTC). The protecting benzyl groups were removed subsequently by catalytic hydrogenation to give a polycarbonate containing pendant hydroxyl groups offering a wide range of opportunities for further modification/functionalization.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and In Vitro Cytotoxicity of Poly[(5-benzyloxy-trimethylene carbonate)-co-(trimethylene carbonate)]

Wang

Zhuo²,

Huang

et al. 2002

Macromol. Chem. Phys.

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“…Synthesis of alternating polydepsipeptides consisting of different combinations of α-amino acids (such as glycine, alanine or valine) and α-hydroxy acids (such as glycolic or lactic acid) gives rise to PEAs with varying hydrophilicity, crystallinity and mechanical stability [28,29,31,[85][86][87]. However, in order to obtain semi-crystalline alternating PEAs, an enantiospecific route is required.…”

Section: Monomers/building Blocks From Natural (Origin) Sourcesmentioning

confidence: 99%

Concept and Synthesis of Poly(ester amide)s with One Isolated, Two or Three Consecutive Amide Bonds Randomly Distributed Along the Polyester Backbone

Garg

Keul

Klee

et al. 2009

Designed Monomers and Polymers

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Poly(ester amide)s (PEAs) were prepared from diols, amino alcohols and diamines with an in-built amide group via polycondensation with 1,4-butanediol and dimethyl adipate. The tailor-made monomers were synthesized by ring opening of ε-caprolactone and ε-caprolactam using 1,4-diaminobutane, 4-aminobutanol and 2-aminoethanol. PEAs having an isolated amide bond or two or three consecutive amide bonds in the poly(butylene adipate) (PBA) backbone, respectively, were obtained via melt polycondensation. The concentration of the amide groups in the PEAs was varied by the amount of preformed α,ω-diamines, amino alcohols or diols introduced in the feed. A simple synthetic route to these preformed monomers and the corresponding PEAs is described. The products were obtained in high purity and high yields.

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Synthesis and modification of new biodegradable copolymers: Serine/glycolic acid based copolymers

Cited by 45 publications

References 3 publications

Degradable Poly(ester amide)s for Biomedical Applications

Degradable Poly(ester amide)s for Biomedical Applications

Synthesis, Characterization and In Vitro Cytotoxicity of Poly[(5-benzyloxy-trimethylene carbonate)-co-(trimethylene carbonate)]

Concept and Synthesis of Poly(ester amide)s with One Isolated, Two or Three Consecutive Amide Bonds Randomly Distributed Along the Polyester Backbone

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