scholarly journals Functionalization and Chemical Modification of 2-Hydroxyethyl Methacrylate with Carboxylic Acid

2012 ◽  
Vol 9 (3) ◽  
pp. 1135-1144 ◽  
Author(s):  
Mohammad Hossein Nasirtabrizi ◽  
L. Zargin ◽  
S. Khodabandlou ◽  
S. Rostamzadeh Mansour

Free radical polymerization of the resulting monomers methyl methacrylate (MMA), ethyl methacrylate (EMA), methylacrylate (MA) and ethylacrylate (EA) with 2-hydroxyethyl methacrylate (HEMA) (in 1:1 mole ratio) were carried out using azobis(isoboutyronitrile) (AIBN) as initiator at the temperature ranges 60-70°C. The modification of polymers were carried out by 9-anthracenecarboxylic acid (9-ACA) via the esterification reaction between —OH of poly(HEMA) and —COOH of 9-ACA, in presence of N,N′-dicyclohexyl-carbodiimide (DCC), 4-(dimethylamino) pyridine (DMAP) and N,N-dimethyl formamid (DMF). It was found that the molar ratio acid/alcohol/catalysts= 0.02: 0.02: 0.02 and 0.002, optimal for preparation of the ester. As demonstrated by FT-IR,1H-NMR and dynamic mechanical thermal analysis (DMTA). The Tg value of methacrylate and acrylate copolymers containing 9-ACA groups was found to increase with incorporation of 9-ACA groups in polymer structures. The presence of 9-ACA groups in the polymer side chains created new polymers with novel modified properties that find some applications in polymer industry. These anthracenic factors could take part in cyclo addition reaction with other factors such as anhydrides and kinons.

2015 ◽  
Vol 815 ◽  
pp. 594-600 ◽  
Author(s):  
Xiao Liu ◽  
Zi Ming Wang ◽  
Jie Zhu ◽  
Ming Zhao ◽  
Yun Sheng Zheng

A novel superplasticizer with a multi-arm structure, i.e., a “core” connected with multiple copolymer “arms”, was synthesized through two steps including an esterification reaction between polyhydric alcohols and acrylic acid and a copolymerization reaction in an aqueous solution among the esterification product, isobutenyl polyethylene glycol and acrylic acid. The reaction conditions were determined, and the results showed that the esterification rate can reach above 95% with a water-carrying agent of 70g, a catalyst/alcohol molar ratio of 0.07, an inhibitor/monomer molar ratio of 0.03, and a reaction time of 7 hrs. The reaction products were characterized by 1H Nuclear Magnetic Resonance (1H NMR) and Fourier Transform infrared spectroscopy (FTIR). It is confirmed to be the multi-arm structure, and the self-synthesized superplasticizer with a multi-arm structure exhibited higher energy efficiency, which was in accordance with its excellent paste fluidity performances and adsorption behavior in cement paste


2019 ◽  
Vol 75 (7) ◽  
pp. 951-959 ◽  
Author(s):  
Zahra Mardani ◽  
Mohammad Hakimi ◽  
Keyvan Moeini ◽  
Fabian Mohr

The reaction between 2-[2-(aminoethyl)amino]ethanol and pyridine-2-carbaldehyde in a 1:2 molar ratio affords a mixture containing 2-({2-[(pyridin-2-ylmethylidene)amino]ethyl}amino)ethanol (PMAE) and 2-[2-(pyridin-2-yl)oxazolidin-3-yl]-N-(pyridin-2-ylmethylidene)ethanamine (POPME). Treatment of this mixture with copper(II) chloride or cadmium(II) chloride gave trichlorido[(2-hydroxyethyl)({2-[(pyridin-2-ylmethylidene)amino]ethyl})azanium]copper(II) monohydrate, [Cu(C10H16N3O)Cl3]·H2O or [Cu(HPMAE)Cl3]·H2O, 1, and dichlorido{2-[2-(pyridin-2-yl)oxazolidin-3-yl]-N-(pyridin-2-ylmethylidene)ethanamine}cadmium(II), [CdCl2(C16H18N4O)] or [CdCl2(POPME)], 2, which were characterized by elemental analysis, FT–IR, Raman and 1H NMR spectroscopy and single-crystal X-ray diffraction. PMAE is potentially a tetradentate N3O-donor ligand but coordinates to copper here as an N2 donor. In the structure of 1, the geometry around the Cu atom is distorted square pyramidal. In 2, the Cd atom has a distorted octahedral geometry. In addition to the hydrogen bonds, there are π–π stacking interactions between the pyridine rings in the crystal packing of 1 and 2. The ability of PMAE, POPME and 1 to interact with ten selected biomolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II and B-DNA) was investigated by docking studies and compared with doxorubicin.


2011 ◽  
Vol 228-229 ◽  
pp. 919-924 ◽  
Author(s):  
Feng Yuan Huang

Cellulose Stearate (CS) was synthesized by acylating microcrystalline cellulose (MCC) in homogeneous system with p-toluenesulfonyl chloride (Tos-Cl) and stearic acid (SA). The reactive conditions were discussed. The molar ratio of AGU:SA:Tos-Cl was the key factor which affected the degree of substitution (DS) of CS. In the present paper, CSs with DS ranging from 0.64 to 2.35 were prepared under mild condition. The structure of CS was characterized by FT-IR and 1H-NMR, and DS of CS was determined by traditional saponification method and 1H-NMR, respectively. The solubility of CS was also investigated; the results showed that the higher DS of CS was, the easier CS dissolved in organic solvents. The thermal analysis was measured with DSC, and the results indicated that the glass transition temperature (Tg) and the maximum temperature of thermal decomposition (Tmax) of CS were dependent on DS.


1998 ◽  
Vol 10 (1) ◽  
pp. 155-162 ◽  
Author(s):  
Moriyuki Sato ◽  
Seiji Ujiie ◽  
Yuji Tada ◽  
Takashi Kato

Novel thermotropic liquid crystalline (LC) semirigid homo- and copoly(imidecarbonate)s composed of a 3, 4, 3″, 4″- p-terphenyltetracarboxdiimide ring and aliphatic chains were prepared by melt polycondensation of a dihexanol derivative of 3, 4, 3″, 4″- p-terphenyltetracarboxdiimide and/or a dioxydihexanol of biphenyl taken in a definite molar ratio with hexamethylene diphenyl dicarbonate in the presence of zinc acetate, and their thermal and mesogenic properties were evaluated. The assigned structures of polymers were characterized by FT-IR and 13C NMR spectroscopy, and elemental analyses. DSC and TG-DTA measurements, polarizing microscope observations of textures and temperature-dependent x-ray analyses demonstrated that the polymers have wider LC temperature ranges (nematic phase) than analogous semirigid poly(ester-imide)s and are thermally stable up to 300 °C in air.


2018 ◽  
Vol 2018 ◽  
pp. 1-15 ◽  
Author(s):  
Aslışah Açıkses ◽  
Necmittin Çömez ◽  
Fatih Biryan

The two copolymer systems of styrene bearing diethanol amine side group and styrene were prepared by free radical polymerization method at 60°C in presence of 1,4-dioxane as solvent and AIBN as initiator. Their metal complexes were prepared by reaction of the copolymer used as ligand P(DEAMSt-co-St)L′′ and Ni(II) and Co(II) metal ions, which was carried out in presence of ethanol and NaOH at 65°C for 48 h in pH = 7.5. The structures of the copolymers used as ligand and metal complexes were identified by FT-IR, 1H-NMR spectra, and elemental analysis. The properties of the copolymers used as ligand and metal complexes were characterized by SEM-EDX, AAS, DSC, TGA, and DTA techniques. Then, the electrical properties of the copolymers and metal complexes were examined as a function of the temperature and frequency, and the activation energies (Ea) were estimated with conductivity measurements.


2012 ◽  
Vol 9 (3) ◽  
pp. 1613-1622 ◽  
Author(s):  
Farouq E. Hawaiz ◽  
Mohammad K. Samad

A number of 3-[4-(benzyloxy)-3-(2-Chlorophenylazo)-phenyl]-5-(substituted-phenyl)-1-substituted-2-pyrazolines( 4a-j) and (5a-j) have been synthesized by diazotization of 2-chloroaniline and its coupling reaction with 4-hydroxy acetophenone, followed by benzyloxation of the hydroxyl group to give the substrate [4-benzyloxy-3-(2-chlorophenylazo)-acetophenone (1)].The prepared starting material (1) has been reacted with different substituted benzaldehydes to give a new series of chalcone derivatives 1-[(4-benzyloxy)-3-(2-chloro-phenylazo)-phenyl]-3-(substituted phenyl)-2-propen-1-one (3a-j), in high yields and in a few minutes, and the later compounds were treated with hydrazine hydrate according to Michael addition reaction to afford a new biolological active target compounds (4a-j) and (5a-j). Furthermore, The structures of the newly synthesized compounds were confirmed by FT-IR,13C-NMR,13C-DEPT &1H-NMR spectral data. The chalcone and pyrazoline derivatives were evaluated for their anti bacterial activity againstEscherichia colias gram negative andStaphylococcus aureusas gram positive, the results showed significant activity against both types of bacteria.


2018 ◽  
Vol 2018 ◽  
pp. 1-18 ◽  
Author(s):  
N. Zulfareen ◽  
T. Venugopal ◽  
K. Kannan

The corrosion inhibition effect of N-(4-((4-Benzhydryl piperazin-1-yl) methyl Carbamoyl) Phenyl) Furan-2-Carboxamide (BFC) on brass in 1M HCl has been investigated using weight loss method, potentiodynamic polarization, electrochemical impedance spectroscopy (EIS), and cyclic voltammetry (CV). The result reveals that BFC acts as a mixed type corrosion inhibitor with more pronounced effect on anodic domain and the inhibition efficiency of BFC increases with increase in temperature ranges from 30°C to 60°C. AC impedance implies thatRctvalue of BFC increases with increase in concentration. CV indicates that the addition of inhibitor controls the oxidation of the copper on the brass metal. The structural confirmation of BFC was carried out by the spectral studies like FT-IR,1H NMR,13C NMR, and the molecular weight was confirmed by LC-MS. Surface characterization of brass with BFC was analysed using scanning electron microscope (SEM). Quantum chemical parameter was used to calculate the electronic properties of BFC in order to confirm the correlation between the inhibitor effect and molecular structure of BFC. BFC has more negative charge on nitrogen and oxygen atom, which facilitates the adsorption of BFC on the surface of brass.


2021 ◽  
Vol 17 (1) ◽  
pp. 16-19
Author(s):  
Yan Irawan ◽  
Ika Juliana ◽  
Emil Budianto

In this study, the synthesis of palm oil-based polymeric ester for application as a polymeric surfactant was carried out by a cationic addition polymerisation method through two steps. The initial step is a synthesis of fatty acid methyl esters oleate (FAMEO) through esterification reaction between oleic acid and methanol. The optimum conditions of the esterification reaction were carried out at a temperature of 70–80oC for 4 hours with the addition of 1wt% sulfuric acid as a catalyst. The molar ratio between oleic acid and methanol was 1:3. FAMEO was analysed using GCMS to determine the methyl ester content. The second step is the polymerisation of FAMEO. The polymerisation reaction of FAMEO was carried out at 120, 140, and 160oC with 1wt%, 3wt% and 5wt% of boron trifluoride dihydrate as a catalyst and an initiator of polymerisation reaction for 4 to 24 hours of reaction. The reaction conversion of the product was 66%. The polymeric ester was analysed H-NMR. Meanwhile, the molecular weight of that product was 1714 g/mol which analysed using GPC and the PDI was 1.12346 or equal to 1.12. It means that the polymerisation technique was controlled or living polymerisation, which indicates that the distribution type of this product was narrow monodisperse.


2011 ◽  
Vol 8 (s1) ◽  
pp. S13-S18
Author(s):  
Hajar Sahebalzamani ◽  
Shahriare Ghammamy ◽  
Shaghayegh Dexhkam ◽  
Alireza Hemati Moghadam ◽  
Farhod Siavoshifar

The new complexes have been synthesized by the reaction of Hg(II) and Pd(II) with acetic acid(2-hydroxy-benzylidene)- hydrazide (L). These new complexes were characterized by elemental analysis, IR, H NMR spectroscopy and UV spectral techniques. The changes observed between the FT-IR, H NMR and UV-Vis spectra of the ligands and of the complexes allowed us to establish the coordination mode of the metal in complexes. Thermal properties, TG-DTA of these complexes were studied. TG- DTA and other analytical methods have been applied to the investigation of the thermal behavior and structure of the compounds [M(L)2]Cl2M= Hg, Pd. Thermal decomposition of these compounds is multi-stage processes.


2015 ◽  
Vol 731 ◽  
pp. 553-557
Author(s):  
Xiao Yuan Guan ◽  
Guang Xue Chen ◽  
Ming Hui He

In this paper, we report a synthetic method to prepare vegetable oil-based polyurethane acrylate (PUA) resin, which can be used in photo polymerization coating, ink and other fields. First, the mercaptoethanol was introduced into castor oil via thiol-ene photo-click reaction with UV irradiation, forming polyhydroxy compounds, then we added the isocyanate acrylate, which was obtained by the reaction between hydroxypropyl acrylate (HPA) and isophorone diisocyanate (IPDI), into polyhydroxy compounds, the molar ratio of HPA and IPDI is 1:1. Finally, we get the castor oil-based polyurethane acrylate. Different functional acrylate can be obtained by adjusting the hydroxyl content. Furthermore, the structure and performance of Polyurethane acrylate was confirmed by FT-IR and TG. The water absorption and adhesion of synthetic polyurethane acrylate were tested. Meanwhile, the thermal stability was studied. The results indicated that the thiol-ene addition reaction was proceeded and compared to our previous studies, the properties of cured film are greatly improved, especially the hardness and thermal stability.


Sign in / Sign up

Export Citation Format

Share Document