Synthesis and polymerizations of novel bisphosphonate-containing methacrylates derived from alkyl<i>α</i>-hydroxymethacrylates

Bilgici, Zeynep Sarayli; Buyukgumus, Ozlem; Altin, Ayse; Avcı, Duygu

doi:10.1002/pi.4517

Cited by 4 publications

(1 citation statement)

References 31 publications

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“…The value and location of the donor's HOMO energy is important because V oc in the photovoltaic devices is related to the difference between the HOMO of the donor (polymer) and the LUMO of the acceptor (typically PCBM). 34 …”

Section: Electrochemical Propertiesmentioning

confidence: 97%

Synthesis of Polyacrylate‐Based Chalcone Containing Different Donor Moieties and Studies on their Optical, Electrochemical, and Thermal Properties

Selvam

Subramanian

2016

Adv Polym Technol

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Four novel metal-free acrylate polymers were synthesized via free radical polymerization using AIBN, in which a phenyl-chalcone-phenyl unit was connected with donor moieties such as fluorene, indole, anthracene, and benzophenone along with an acrylic acid group. The molecular weights of the polymers (P1-P4) were determined by gel permeation chromatography and their molecular structures were confirmed by FT-IR, 1 H-NMR and 13 C-NMR spectroscopy. The polymers were studied for their thermal properties by using DSC and thermo gravimetric analysis, which showed glass transition temperature (T g ,°C) in the range of 140-165°C. The relationship between molecular structure and optoelectronic properties of the synthesized polymers were investigated by UV-Visible, cyclic voltammetry, and electrochemical impedance spectroscopy.

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Section: Electrochemical Propertiesmentioning

confidence: 97%

Synthesis of Polyacrylate‐Based Chalcone Containing Different Donor Moieties and Studies on their Optical, Electrochemical, and Thermal Properties

Selvam

Subramanian

2016

Adv Polym Technol

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Synthesis, photopolymerization, and adhesive properties of hydrolytically stable phosphonic acid-containing (meth)acrylamides

Altin

Akgun

Bilgici

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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Three novel dental monomers containing phosphonic acid groups (1a and 2a, based on diethyl amino(phenyl)methylphosphonate and 3a based on diethyl 1-aminoheptylphosphonate) were synthesized in two steps: the reaction of a-aminophosphonates with acryloyl chloride (for monomers 1a and 3a) or methacryloyl chloride (for 2a) to give monomers with phosphonate groups, and the hydrolysis of phosphonate groups by using trimethyl silylbromide. Their (and the intermediates') structures were confirmed by FTIR, 1 H, 13 C, and 31 P NMR spectroscopy. All the monomers dissolve well in water (1

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Urea dimethacrylates functionalized with bisphosphonate/bisphosphonic acid for improved dental materials

Guven

Akyol

Duman

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Incorporation of bisphosphonate/bisphosphonic acid groups in dental monomer structures should increase interaction of these monomers with dental tissue as these groups have strong affinity for hydroxyapatite. Therefore, new urea dimethacrylates functionalized with bisphosphonate (1a, 1b) and bisphosphonic acid (2a, 2b) groups are synthesized and evaluated for dental applications. Monomers 1a and 1b are synthesized from 2isocyanatoethyl methacrylate (IEM) and two bisphosphonated amines (BPA1 and BPA2), prepared as reported elsewhere. Selective dealkylation of the bisphosphonate ester groups of 1a and 1b using trimethylsilyl bromide (TMSBr) gives monomers (2a and 2b) with bisphosphonic acid functionality. X-ray diffractometer (XRD), Raman spectroscopy, and X-ray photoelectron spectroscopy (XPS) analyses of monomer-treated HAP particles show that 2a induces formation of stable monomer-calcium salts, similar to 10methacryloyloxydecyl dihydrogen phosphate (MDP), with higher chemical interaction than 2b. The photopolymerization studies indicate good copolymerizability with commercial dental monomers. In vitro studies on NIH 3T3 mouse embryonic fibroblast cells have clearly shown that the tested monomers (1b and 2b) are not toxic according to the MTT standards. All these properties make these monomers suitable as biocompatible cross-linkers/adhesives for dental applications.

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Synthesis and polymerizations of novel bisphosphonate-containing methacrylates derived from alkylα-hydroxymethacrylates

Cited by 4 publications

References 31 publications

Synthesis of Polyacrylate‐Based Chalcone Containing Different Donor Moieties and Studies on their Optical, Electrochemical, and Thermal Properties

Synthesis of Polyacrylate‐Based Chalcone Containing Different Donor Moieties and Studies on their Optical, Electrochemical, and Thermal Properties

Synthesis, photopolymerization, and adhesive properties of hydrolytically stable phosphonic acid-containing (meth)acrylamides

Urea dimethacrylates functionalized with bisphosphonate/bisphosphonic acid for improved dental materials

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