Novel copolymers of N-(4-bromophenyl)-2-methacrylamide with glycidyl methacrylate: Synthesis, characterization, monomer reactivity ratios and thermal properties

Soykan, Cengiz; Delibaş, Ali; Coşkun, Ramazan

doi:10.1016/j.reactfunctpolym.2007.10.004

Cited by 19 publications

(6 citation statements)

References 25 publications

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“…2 times lower than the concentration of this monomer in the feed (i.e., 1.8, 3.8, and 9.4 versus 5, 10, and 20 mol %). The lower content of the UPy-containing monomer residue in the comonomers is consistent with the reactivity ratios of other methacrylate/methacrylamide pairs. − In addition to the generally lower reactivity of the methacrylamide function, , the pendant chain length and functionality of UPy-OPG-MAA may further affect the reactivity ratio. , Size exclusion chromatography (SEC) reveals that the number-average molecular weight ( M n ) increases from ca. 12 300 to 158 500 g/mol with increasing UPy-OPG-MAA concentration, while the dispersity ( Đ ) fluctuates between ca.…”

Section: Resultssupporting

confidence: 56%

“…The lower content of the UPycontaining monomer residue in the comonomers is consistent with the reactivity ratios of other methacrylate/methacrylamide pairs. 36−39 In addition to the generally lower reactivity of the methacrylamide function, 40,41 the pendant chain length and functionality of UPy-OPG-MAA may further affect the reactivity ratio. 42,43 Size exclusion chromatography (SEC) reveals that the number-average molecular weight (M n ) increases from ca.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Supramolecular Polymer Networks Made by Solvent-Free Copolymerization of a Liquid 2-Ureido-4[1H]-pyrimidinone Methacrylamide

et al. 2015

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Supramolecular polymer networks based on polyacrylates with hydrogen bonding 2-ureido-4[1H]-pyrimidinone (UPy) side chains are of considerable interest due to the stimuli-responsive nature imparted by the reversible cross-links formed by dimerized UPy groups. Previously reported UPy-containing acrylic monomers are solid and show limited miscibility with comonomers, and this has stifled their (co)polymerization in bulk. We here report the synthesis of a liquid 2-ureido-4[1H]-pyrimidinone methacrylamide (UPy-OPG-MAA), which was made by connecting the UPy motif and methacrylamide (MAA) via an amine-terminated oligo(propylene glycol) (OPG) linker. The new monomer was miscible with conventional methacrylates. This permitted the photoinitiated free-radical bulk copolymerization with hexyl methacrylate (HMA) to afford a series of copolymers (poly(UPy-OPG-MAA-co-HMA)) in which the UPy-OPG-MAA content was varied between 0 and 20 mol %. The investigation of the mechanical properties of these copolymers by dynamic mechanical analysis and adhesion tests revealed that the introduction of the UPy groups leads to an increase of the stiffness in the glassy state, the formation of a rubbery plateau above the glass transition temperature, and a significant increase of the adhesive strength. Joints bonded with poly(UPy-OPG-MAA-co-HMA) could be debonded on demand using light or heat.

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Section: Resultssupporting

confidence: 56%

Section: ■ Results and Discussionmentioning

confidence: 99%

Supramolecular Polymer Networks Made by Solvent-Free Copolymerization of a Liquid 2-Ureido-4[1H]-pyrimidinone Methacrylamide

et al. 2015

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“…Another interesting aspect is that NMS and PEGMA both tend to react faster than the MAMboc, and this observation correlates well with other studies in the literature, where NMS and methacrylate based polymers tend to have higher reactivity ratios than the corresponding methacrylamides. [28][29][30] The relationship between NMS and methacrylates has not been extensively reported in the literature, but work on their dual copolymerization revealed a higher reactivity ratio for NMS compared to PEGMA. 31 Thus, the reactivity trends seen in Fig.…”

Section: Raft Polymerization Of Poly(nms-pegma-mamboc)mentioning

confidence: 99%

Synthesis of random terpolymers bearing multidentate imidazole units and their use in functionalization of cadmium sulfide nanowires

et al. 2015

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“…This is due to the lone pair of electron on heteroatom of its structure [10,11]. Copolymerization is a very useful way to develop new compounds which are important class in polymer science since they enable a wide range of features and functions that different from those of the homopolymers [11][12][13][14][15][16][17]. Recently, the copolymers involving N-vinylimidazole (VIM) and its derivatives showed unparalleled features such as ion exchange and complexing formation, catalytic, biological, physiological activities, and heat resistance.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and evaluation of new cationic polymeric surfactant based on N-phthalimidomethyl methacrylate

et al. 2021

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In our previous work N-phthalimidomethyl methacrylate (NPMMA) monomer was prepared through the reaction of Nhydroxymethyl phthalimide with methacrylic acid in the presence of N, N-dicyclohexylcarbodiimide (DCCI) as a condensing agent. Then a new series of copolymers containing imidazole have been synthesized through the reaction of NPMMA monomer with 1-vinylimidazole (VIM) in the presence of benzoyl peroxide as initiator. The copolymer composition was determined by 1 H NMR spectroscopy and the values of monomer reactivity ratio (r1= 0.756, r2= 1.033, and r1r2= 0.781) were calculated through Fineman Ross and Kelen-Tüdös methods. Conversion of copolymers to surfactants was achieved through quaternization of the imidazole nitrogen with dimethyl sulphate. The chemical structure of the produced monomer, copolymers, co-polymeric surfactants was confirmed by spectroscopic tools. The surface properties included surface tension, foaming power, emulsion stability, critical micelle concentration (CMC) have been measured in aqueous medium by traditional procedures. Also the different air/ water interface parameters including effectiveness (πcmc), efficiency (Pc20), maximum surface excess (Γmax) and minimum surface area (Amin) were also recorded. Moreover, the biodegradability for these cationic surfactants has been investigated and their D % was ranged from 67 to 100 %.

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Novel copolymers of N-(4-bromophenyl)-2-methacrylamide with glycidyl methacrylate: Synthesis, characterization, monomer reactivity ratios and thermal properties

Cited by 19 publications

References 25 publications

Supramolecular Polymer Networks Made by Solvent-Free Copolymerization of a Liquid 2-Ureido-4[1H]-pyrimidinone Methacrylamide

Supramolecular Polymer Networks Made by Solvent-Free Copolymerization of a Liquid 2-Ureido-4[1H]-pyrimidinone Methacrylamide

Synthesis of random terpolymers bearing multidentate imidazole units and their use in functionalization of cadmium sulfide nanowires

Synthesis and evaluation of new cationic polymeric surfactant based on N-phthalimidomethyl methacrylate

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