Synthesis and characterization of crosslinked polyacrylates containing cubane and silyl groups

Mahkam, Mehrdad; Assadi, M. G.; Mohammadzadeh, Rana

doi:10.1007/bf03219065

Cited by 12 publications

(9 citation statements)

References 19 publications

(19 reference statements)

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“…The copolymer compositions were calculated from the 1 H-NMR spectra data. In the past few decades 1 H-NMR spectroscopic analysis has been established as a powerful tool for the determination of copolymer compositions because of its simplicity, rapidity and sensitivity [22]. Spectrum of copolymer PCSS1 in CDCl3 is shown in Figure 2.…”

Section: Resultsmentioning

confidence: 99%

Modification of styrene polymer by attaching suitable groups as side chain

2009

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Chemical modification of inexpensive commercial polymers, such as styrene, is a safe methodology to obtain new copolymers. The 4-chloromethyl styrene (CMS) was copolymerized with styrene (in various mole ratios) by free radical polymerization method at 70 ºC using α,α-azobis(isobutyronitrile) (AIBN) as an initiator. The azide ion was covalently attached to the obtained copolymers with replacement of all the chlorine atoms in CMS units. The 1,3-dipolar click cycloaddition reaction between azido polymers and dimethyl acetylene dicarboxylate (DMAD) yielded polymers with 1,2,3-triazoles in side chain. The polymers, obtained in quantitative yields, were characterized by FT-IR and 1 H NMR spectroscopy; thermogravimetric analysis (TGA) and GPC studies. The thermogravimetric analysis (TGA) indicated that the thermal stability of copolymers increases with incorporation of 1,2,3-triazole groups in side chains of copolymers.

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Section: Resultsmentioning

confidence: 99%

Modification of styrene polymer by attaching suitable groups as side chain

2009

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“…Azaheterocycles are obviously suitable scaffolds for achieving nitrogen-rich polymers. There is a considerable interest in polyvinyltetrazoles (PVT) containing a large amount of nitrogen because of their powerful energetics, [1][2][3] interpolymer complexity, [4,5] biological activity, high thermostability, [6][7][8] and good solubility in various solvents, [9] exhibiting wide applications including dynamite, polyelectrolytes, [10,11] distinctive complex, [12] biocompatible material of different natures, and oxygen enriching membrane. [13][14][15] The investigation on the radical (co)polymerization, [16] radiation-induced bulk polymerization, [17] solution interdiffusion, [18,19] solution properties and kinetics of solution formation in various media, [20] rheological properties, [21] swelling thermodynamics, [22] and thermal degradation and its kinetics and mechanism of the PVT has been reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of new nitrogen-rich polymers as candidates for energetic applications

Mahkam

Nabati

Latifpour

et al. 2013

Designed Monomers and Polymers

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The novel functionality of aromatic tetrazole derivatives with high nitrogen content predetermines a great interest to tetrazole-containing polymers. Poly(5-vinyltetrazole) is one of the most attractive polymers containing tetrazoles. The 4-chloromethyl styrene (CMS) was copolymerized with acrylonitrile (in various mole ratios) by free radical polymerization method at 70°C using α,α-azobis(isobutyronitrile) as an initiator. The reaction azide ion with copolymers, simultaneously with replacement of all the chlorine atoms in CMS units, causes the nitrile groups are entirely converted to tetrazole in dimethylformamide at elevated temperatures. The polymers, obtained in quantitative yields, were characterized by FT-IR and 1 H NMR spectroscopy, differential scanning calorimetry, and gel permeation chromatograph studies. Thermal properties nitrogen-rich polymers show that explosive thermal degradation takes place at around 260°C.

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“…But, the use of NSAIDs is also limited by their irritant side effects on the gastro-enteric mucous and by their frequent poor water solubility. 22 These problems can be solved by the preparation of polymeric prodrug backbones via hydrolyzable bonds. Polymer-drug conjugates of NSAIDs have been developed in order to minimize delivery problems and reduce gastrointestinal side effects by controlling the rate, duration, and site of release.…”

Section: Introductionmentioning

confidence: 99%

“…These polymeric prodrugs have been designed for localized and prolonged duration of drug action by parental administration, or as dermal prodrugs. 22,23 Because hydrophilic polymers and hydrogels have displayed bioadhesive properties, design and synthesis of new biodegradable and biocompatible polymeric hydrogel systems based on suger-containing monomers was the primary objective in our study. This *Corresponding Author.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of novel ph-sensitive hydrogels containing ibuprofen pendents for colon-specific drug delivery

2009

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The aim of this study was to develop novel intestinal specific drug delivery systems with pH sensitive swelling and drug release properties. The carboxyl group of ibuprofen was converted to a vinyl ester group by reacting ibuprofen and vinyl acetate as an acylating agent in the presence of catalyst. The glucose-6-acrylate-1, 2, 3, 4-tetraacetate (GATA) monomer was prepared under mild conditions. Cubane-1, 4-dicarboxylic acid (CDA) linked to two 2-hydroxyethyl methacrylate (HEMA) group was used as the crosslinking agent (CA). Methacrylic-type polymeric prodrugs were synthesized by the free radical copolymerization of methacrylic acid, vinyl ester derivative of ibuprofen (VIP) and GATA in the presence of cubane crosslinking agent. The structure of VIP was characterized and confirmed by FTIR, 1 H NMR and 1 3 C NMR spectroscopy. The composition of the cross-linked three-dimensional polymers was determined by FTIR spectroscopy. The hydrolysis of drug polymer conjugates was carried out in cellophane membrane dialysis bags, and the in vitro release profiles were established separately in enzyme-free simulated gastric and intestinal fluids (SGF, pH 1 and SIF, pH 7.4). The detection of a hydrolysis solution by UV spectroscopy at selected intervals showed that the drug can be released by hydrolysis of the ester bond between the drug and polymer backbone at a low rate. Drug release studies showed that increasing the MAA content in the copolymer enhances the rate of hydrolysis in SIF. These results suggest that these polymeric prodrugs can be useful for the release of ibuprofen in controlled release systems.

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Synthesis and characterization of crosslinked polyacrylates containing cubane and silyl groups

Cited by 12 publications

References 19 publications

Modification of styrene polymer by attaching suitable groups as side chain

Modification of styrene polymer by attaching suitable groups as side chain

Synthesis and characterization of new nitrogen-rich polymers as candidates for energetic applications

Synthesis and characterization of novel ph-sensitive hydrogels containing ibuprofen pendents for colon-specific drug delivery

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