Polysulfone based amphiphilic graft copolymers by click chemistry as bioinert membranes

Yılmaz, Görkem; Toiserkani, Hojjat; Demirkol, Dilek Odaci; Sakarya, Serhan; Timur, Suna; Torun, Lokman; Yaǧcı, Yusuf

doi:10.1016/j.msec.2011.03.010

Cited by 35 publications

(26 citation statements)

References 70 publications

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“…The similar behaviors were also reported by previously published studies [60][61][62]. For example, the molecular weight was decreased to 21 520 g·mol -1 in the synthesis of well-defined amphiphilic polysulfones-gpoly(ethylene glycol) starting from PSU-N 3 (25 600 g·mol -1 ) and PEG (550 g·mol -1 ) precursors [63]. It was also noted that polydispersities of the obtained PP-g-PCL (Ð = 1.98) and PP-g-PEG (Ð = 2.29) were narrower than the PP-Cl sample (Ð = 3.21) and these data were acceptable for graft copolymers.…”

Section: Resultssupporting

confidence: 88%

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Polypropylene-based graft copolymers via CuAAC click chemistry

Açık¹,

Sey²,

Taşdelen³

2018

Express Polym. Lett.

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Abstract. Graft copolymers from commercial chlorinated polypropylene (PP-Cl) possessing either poly(ethylene glycol) (PEG) or poly(ɛ-caprolactone) (PCL) grafts are synthesized by copper (I)-catalyzed azide-alkyne cycloaddition 'click' reaction (CuAAC). For this purpose, azido-functional polypropylene is prepared by nucleophilic substitution of chlorine groups of PP-Cl with azidotrimethylsilane-tetrabutylammonium fluoride. Whereas, the clickable alkyne end-functional PEG and PCL are independently synthesized by esterification reaction of poly(ethylene glycol) methyl ether with 4-pentyonic acid at room temperature and ring-opening polymerization of ε-caprolactone using stannous octoate as catalyst and propargyl alcohol as initiator. Finally, the corresponding graft copolymers, PP-g-PEG and PP-g-PCL, with different surface properties were successfully synthesized by CuAAC 'click' reaction under mild condition. Spectral, chromatographic and thermal analyses at various stages prove the formation of desired polypropylene-based graft copolymers with well-defined properties. Furthermore, the water contact angle values of PP-Cl, PP-g-PEG and PP-g-PCL are found as 90±1°, 78±1.8° and 83±2.1°, respectively.

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Section: Resultssupporting

confidence: 88%

“…(Table 1). Notably, the combination of well-defined side chains with commercial PP-Cl could decrease the polydispersities of obtained graft copolymers [63]. These results together with 1 H-NMR spectroscopy confirmed the successful synthesis of graft copolymers from commercially available precursors.…”

Section: Resultssupporting

confidence: 60%

Polypropylene-based graft copolymers via CuAAC click chemistry

Açık¹,

Sey²,

Taşdelen³

2018

Express Polym. Lett.

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“…[41,42] In related studies from the authors' laboratory, CuAAC reactions were widely employed for the synthesis of various macromolecular structures. [43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59][60] Recently, photoinduced approaches were developed for spatial and temporal control over chemical and biological processes and resulted to be potentially useful for biomolecular systems. [61][62][63][64][65] Herein, a simple route for the synthesis of a PEG-based hydrogel as a polymeric support for protein immobilization with alkyne groups by free radical photopolymerization is reported.…”

Section: Introductionmentioning

confidence: 99%

Photoinducedin situformation of clickable PEG hydrogels and their antibody conjugation

Kahveci

Çiftçi

Evran

et al. 2014

Designed Monomers and Polymers

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A simple approach for the preparation of a clickable poly(ethylene glycol)-based hydrogel as a polymeric support for protein immobilization via photoinitiated free radical polymerization of poly(ethylene glycol) diacrylate and propargyl acrylate is established. Bioconjugation to the obtained gels was achieved by azide-alkyne click reaction with azidofunctionalized anti-immunoglobulin G (anti-IgG) and anti-His tag antibodies. Evaluation of the affinities of the PEG hydrogels to the corresponding substrates (IgG and His-tagged YFP, respectively) indicates their specific binding capability.

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“…[33,34] Many examples of click reactions involving macromolecules were reported. In this laboratory, we have focused on the use of such click reactions for the synthesis of various macromolecular architectures [34][35][36][37][38][39][40][41] and functionalization of polymers [42][43][44][45][46][47], microspheres [48], clays [49,50], and silsesquioxanes [51] with thermal-, photo-, and electro-active groups.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and hydrolytic degradation of graft copolymers of polystyrene and aliphatic polyesters

Küküt

Karal-Yılmaz

Yaǧcı

2012

Designed Monomers and Polymers

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In the present study, a new class of biodegradable graft copolymers of polystyrene (PS) with aliphatic polyester (APE) side chains were synthesized through combination of nitroxide-mediated free radical polymerization (NMRP) and ringopening polymerization (ROP) with copper (I)-catalyzed 'click' chemistry. First, the click component, azido-functional PS (PS-N 3 ) was prepared by copolymerization of styrene and chloromethyl styrene by NMRP followed by the conversion of chlorine groups of the resulting copolymer to azido groups by using NaN 3 in N,N-dimethylformamide. Propargyl functional APEs were prepared independently by ROP of lactic acid and glycolic acid using tin octoate in the presence of propargyl alcohol at 130°C. Finally, PS-N 3 was coupled with the resulting polymers by click chemistry to yield graft copolymers (PS-g-poly (L-lactic-co-glycolic acid) [PLLA] and PS-g-PLLGA, respectively). The intermediates and final graft copolymers were characterized by proton nuclear magnetic resonance ( 1 H NMR) and Fourier transform infrared spectral and gel permeation chromatography analyses. The hydrolytic degradation behavior of the obtained graft copolymers in phosphate buffer saline solution were investigated by the weight loss and molecular weight measurements. It is shown that both copolymers undergo slow hydrolytic degradation, PS-g-PGLLA being relatively faster due to the presence of hydrophilic glycolic acid groups in the structure.

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Polysulfone based amphiphilic graft copolymers by click chemistry as bioinert membranes

Cited by 35 publications

References 70 publications

Polypropylene-based graft copolymers via CuAAC click chemistry

Polypropylene-based graft copolymers via CuAAC click chemistry

Photoinducedin situformation of clickable PEG hydrogels and their antibody conjugation

Synthesis, characterization, and hydrolytic degradation of graft copolymers of polystyrene and aliphatic polyesters

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