Polyanhydrides: Synthesis and characterization

Domb, Abraham J.; Amselem, Shimon; Shah, Jaymin; Maniar, Manoj

doi:10.1007/bfb0027552

Cited by 77 publications

(69 citation statements)

References 53 publications

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“…21 The poly(CPP:CPH) was produced by a condensation polymerization of 50:50 acetylated CPP and CPH, in molar equivalents. The molecular weight of the polymer was estimated on a Perkin Elmer GPC system.…”

Section: Methodsmentioning

confidence: 99%

Crosslinked polyanhydrides for use in orthopedic applications: Degradation behavior and mechanics

Muggli

Burkoth²,

Anseth³

1999

J. Biomed. Mater. Res.

157

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High-strength, surface-eroding polymers were synthesized from methacrylated anhydride monomers of sebacic acid (MSA) and 1,6-bis(carboxyphenoxy) hexane (MCPH). These multifunctional monomers were photopolymerized using ultraviolet light to produce highly crosslinked polyanhydride networks. Through this approach, the crosslinking density of the resulting polymer network was used to control the final mechanical properties, while the degradation time scale was controlled by the chemical composition of the network. The combined hydrophobicity of the polymer backbone with the hydrolytically labile anhydride linkages led to surface-eroding networks, as confirmed by linear cumulative mass loss profiles as a function of degradation time for crosslinked polymer disks. By copolymerizing varying amounts of MSA and MCPH, the degradation rate of the final network was controlled from 2 days to 1 year. The tensile modulus of crosslinked poly(MSA) (1.4 GPa) was nearly an order of magnitude larger than that of linear poly(sebacic acid). In general, the mechanical properties of the crosslinked polyanhydrides networks were within ranges of those reported for cortical and trabecular bone. However, unlike bulk degrading polyesters such as poly(lactic acid), these surface eroding networks maintained >70% of their tensile modulus with 50% mass degradation.

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Section: Methodsmentioning

confidence: 99%

Crosslinked polyanhydrides for use in orthopedic applications: Degradation behavior and mechanics

Muggli

Burkoth²,

Anseth³

1999

J. Biomed. Mater. Res.

157

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“…The desired quantity of refined pre-polymer, PEG, and glycerin (tabulated in Table I) was then placed in the reactor in an oil bath at 180°C, in a vacuum for 120 min, to perform melt condensation. 1,3 The final product was first dissolved into dichloromethane, and then purified by precipitation in dry petroleum ether. The precipitate was further extracted using ethyl ether anhydrous to yield a purified polymer product.…”

Section: Synthesis Of Desired Polymersmentioning

confidence: 99%

“…Polymers, such as poly(␣-hydroxy acids), poly-(aliphatic esters), poly(orthoesters), poly(phosphate esters), polypeptides, and polysaccharides, have been developed for all of these applications, and their interactions with host tissues have also been extensively investigated. 1,2 This work is concerned with a particular type of biodegradable polymers, branched polyanhydrides. Several investigations have demonstrated that for drug delivery uses, polyanhydrides exhibit surface erosion behavior, providing sustained and long-term drug release.…”

Section: Introductionmentioning

confidence: 99%

“…Several investigations have demonstrated that for drug delivery uses, polyanhydrides exhibit surface erosion behavior, providing sustained and long-term drug release. [1][2][3][4][5] Polyanhydrides and their degradation products are also highly biocompatible, as established by tissue responses and toxicological studies. 1,6 Other developments in polyanhydride materials include the use of poly(amino acids) [7][8][9] and poly(ethylene glycol) (PEG) 10 to modify the properties of biomaterial systems, where these materials are used in the forms of pre-polymer or copolymers.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of highly branched poly(anhydride‐co‐glycol) with glycerin as branching agent

Chan

Chu

2003

J of Applied Polymer Sci

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A novel branched poly(anhydride-co-glycerol) was synthesized by introducing glycerin into a poly(sebacic anhydride-co-ethylene glycol) system via melt condensation without catalyst. The nuclear magnetic resonance spectroscopy (NMR) analysis showed that the reaction between the hydroxyl group on glycerin and the sebacic anhydride pre-polymer was completed without any hydroxyl group remaining. In addition, with more glycerin introduced, intramolecular chain reaction became more remarkable. This resulted in the production of more cyclic chains and lower molecular weight species that hinder the crystal growth of sebacic anhydride chain segments. This in turn decreases melting temperature of sebacic anhydride chain segments in these synthesized materials.

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“…However, the determination of acid anhydrides, a important class of neutral compounds has not been previously performed by CE, though many studies have been reported on the analysis of acids [4][5][6]. Acid anhydrides are widely used in the chemical and pharmaceutical industries, such as the production of polyimide resins, plasticizers and drugs [7,8]. Some an-…”

Section: Introductionmentioning

confidence: 99%

Analysis of some anhydrides as their corresponding acids by capillary electrophoresis

Lee

1997

Chromatographia

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SummaryThe potential of capillary electrophoresis for the indirect determination of anhydrides was demonstrated by the analysis of five closely-related anhydrides as their corresponding acids. Direct analysis of such substances is generally difficult because of their susceptibility to hydrolysis. In this work anhydrides were first hydrolyzed in water, hydrolysis being monitored using micellar electrokinetic chromatography (MEKC) which separated neutral anhydrides and anions of corresponding acids. After hydrolysis, separation of the acids was quickly achieved within two minutes by reversed electroosmotic-flow, capillary electrophoresis (REF-CE), with UV detection at 210 nm.hydrides are also present as pollutants in the workplace [9]. Direct determination of anhydrides is often difficult owing to their susceptibility to hydrolysis. Most published procedures for direct measurements use spectrophotometric techniques, e.g. IR and NMR spectrometry [10,11] to monitor functional groups. Direct normalphase and reverse-phase HPLC methods for the determination of some anhydrides were also reported recently [12,13]. Indirect techniques such as titration, spectrophotometry, gas chromatography and liquid chromatography involve hydrolysis and derivatization [14, 151 . The main purpose of the present study was to explore the applicability of capillary electrophoresis for fast, indirect determination of anhydrides. Five anhydrides with low molecular masses were chosen as models. Several of these anhydrides (maleic, citraconic and dimethylmaleic anhydrides) have previously been identified as environmental pollutants in water [16]. Though labile neutral anhydrides are not amenable to direct CE determination, most of them can be quantitatively hydrolyzed into stable charged acids which are good candidates for subsequent direct analysis. Therefore, anhydrides may be indirectly determined as their corresponding acids using CE.

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Polyanhydrides: Synthesis and characterization

Cited by 77 publications

References 53 publications

Crosslinked polyanhydrides for use in orthopedic applications: Degradation behavior and mechanics

Crosslinked polyanhydrides for use in orthopedic applications: Degradation behavior and mechanics

Synthesis and characterization of highly branched poly(anhydride‐co‐glycol) with glycerin as branching agent

Analysis of some anhydrides as their corresponding acids by capillary electrophoresis

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