Thermally Curable Polystyrene via Click Chemistry

Ergin, Mihrace; Kışkan, Barış; Gacal, Burçin; Yaǧcı, Yusuf

doi:10.1021/ma070549j

Cited by 156 publications

(111 citation statements)

References 40 publications

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“…The appearance of signals at 2.3-2.5 ppm and 3.38 ppm was attributed to -CH 2 and CH 3 O-protons arising from PEGMA units [39][40][41]. The methyl protons for -OCH 3 in MMA units were at 3.55 ppm, while -CH 2 O protons in PEGMA units appeared at 3.65 ppm [24,32,34]. Methylene protons of -CH 2 OH in HEMA and -CH 2 in PEGMA gave a sharp signal around 4.2 ppm [38][39][40][41].…”

Section: Resultsmentioning

confidence: 99%

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Synthesis of Fluorinated Amphiphilic Block Copolymers Based on PEGMA, HEMA, and MMA via ATRP and CuAAC Click Chemistry

Erol

Sinirlioglu

Cosgun

et al. 2014

International Journal of Polymer Science

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Synthesis of fluorinated amphiphilic block copolymers via atom transfer radical polymerization (ATRP) and Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition (CuAAC) was demonstrated. First, a PEGMA and MMA based block copolymer carrying multiple side-chain acetylene moieties on the hydrophobic segment for postfunctionalization was carried out. This involves the synthesis of a series of P(HEMA-co-MMA) random copolymers to be employed as macroinitiators in the controlled synthesis of P(HEMA-co-MMA)-block-PPEGMA block copolymers by using ATRP, followed by a modification step on the hydroxyl side groups of HEMA via Steglich esterification to afford propargyl side-functional polymer, alkyne-P(HEMA-co-MMA)-block-PPEGMA. Finally, click coupling between side-chain acetylene functionalities and 2,3,4,5,6-pentafluorobenzyl azide yielded fluorinated amphiphilic block copolymers. The obtained polymers were structurally characterized by 1 H-NMR, 19 F-NMR, FT-IR, and GPC. Their thermal characterizations were performed using DSC and TGA.

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Section: Resultsmentioning

confidence: 99%

“…Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition (CuAAC), which occurs between an azide and an alkyne to give 1,2,3-triazole ring [30,31], has emerged as a powerful tool in the preparation of versatile macromolecular structures when used in conjunction with controlled/living radical polymerization techniques [9,32].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Fluorinated Amphiphilic Block Copolymers Based on PEGMA, HEMA, and MMA via ATRP and CuAAC Click Chemistry

Erol

Sinirlioglu

Cosgun

et al. 2014

International Journal of Polymer Science

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“…Their excellent performances provide wide applications as packing materials for liquid chromatography [2][3][4][5] , as ion-exchange resins [6,7] and as imprinted adsorbents for the selective separation of hazardous organic compounds [8,9] . Cross-linking of PS is readily achieved by the incorporation of a multifunctional monomer during the polymerization process [10][11][12][13][14][15] . High-energy radiation or photochemical irradiation has been used, but in addition to the cross-linking both methods may also involve chain scission that can result in polymer degradation or the introduction of unwanted impurities.…”

Section: Introductionmentioning

confidence: 99%

“…Alternative thermal methods for the formulation of thermosetting materials usually involve Diels-Alder and click chemistry reactions which may suffer from the reversibility [16][17] . Yagci et al [15] synthesized polystyrene using click chemistry method. Other methods involves classical cross linker agent as DVB in literature.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and thermal degradation of cross-linked polystyrene using the alkyne-functionalized esters as a cross-linker agent by click chemistry method

Akat

Saltan

2015

Polímeros

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SbstractIn this study, it has been demonstrated that cross-linked polystyrene (CPS) was successfully prepared by using click chemistry. For this purpose, firstly, poly (styrene-co-4 chloromethylstyrene) with 4-chloromethylstyrene was synthesized. Secondly, alkyne-functionalized esters (dipropargyl adipate, dipropargyl succinate) were obtained using propargyl alcohol, adipoyl chloride and succinyl chloride. Azide-functionalized polystrene (PS-N 3 ) and dipropargyl adipate (or dipropargyl succinate) were reacted in N,N-dimethylformamide for 24 h at room temperature to give CPS. The synthesized polymer and compounds were characterized by nuclear magnetic resonance ( 1 H-NMR), gel permeation chromatography (GPC), fourier transform infrared spectroscopy (FT-IR) and thermogravimetric (TG/DTG) analysis. The surface properties were investigated by Scanning Electron Micrography (SEM).

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“…[22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38] The copper-catalyzed click reactions, Diels-Alder reactions, and thiol-ene reactions are such click reactions with very high yields and nearly no by-product formation. Recently, the ketene chemistry is also announced as a promising route for the modification of macromolecular structures with significant yields.…”

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confidence: 99%