2-Ethylhexyl acrylate(2-EHA)is one of the most widely used acrylates in the polymer industry,which is synthesized via Fisher esterification that is limited by chemical equilibrium.To intensify the esterification proce...2-Ethylhexyl acrylate(2-EHA)is one of the most widely used acrylates in the polymer industry,which is synthesized via Fisher esterification that is limited by chemical equilibrium.To intensify the esterification process,in this work,reactive extraction concept is proposed,with halogen-free deep eutectic solvent(DES[Im:2PTSA])as dual solvent-catalyst that consists of imidazole(Im)and p-toluenesulfonamide(PTSA).The bifunctional effects of the DES[Im:2PTSA]are evaluated by thermodynamic analysis and experimental study.Favorable phase splitting is verified byσ-potential analysis predicted by COSMO-RS theory,combined with experiments,and the optimal acid-to-alcohol molar ratio is set to 1.2.The esterification kinetics is then experimentally determined and fitted using the molar-based and activity-based pseudo-homogeneous(PH)models,respectively.The activity-based PH model,that considers the bifunctional roles of the DES,proves to be more accurate with small RMSD of 0.0344.The stability of DES after recycling is validated to further confirm the industrial prospects of DES[Im:2PTSA]in 2-EHA production.展开更多
The title compound,（Z）-methyl-3-methoxy-2-{2-[（4-（E-3-p-tolylacryloyl）phenoxy）-methyl]phenyl}acrylate,was synthesized and determined by X-ray single-crystal diffraction. The crystal belongs to the triclinic syst...The title compound,（Z）-methyl-3-methoxy-2-{2-[（4-（E-3-p-tolylacryloyl）phenoxy）-methyl]phenyl}acrylate,was synthesized and determined by X-ray single-crystal diffraction. The crystal belongs to the triclinic system,space group P1 with a = 8.0157（8）,b = 12.5748（13）,c = 13.3768（14） ,α = 64.770（2）,β = 75.720 （2）,γ = 89.784（2）°,μ = 0.085 mm-1,Mr = 442.49,V = 1174.1（2） 3,Z = 2,Dc = 1.252 g/cm3,F（000） = 468,T = 294（2） K,R = 0.0603 and wR = 0.1498 for 2644 observed reflections with I 〉 2σ（I）. X-ray diffraction analysis reveals that the single crystal contains strong non-classical hydrogen bonds. The preliminary bioassay showed that the title compound exhibits inhibitory activity against the Pseudoperoniospora cubensis and Rhizoctonia solani at the test concentration of 200 mg/L.展开更多
A series of poly(2-ethylhexyl acrylate-co-acrylic acid)s(P(2-EHA-co-AA))s with different mole contents of 2-ethylhexyl acrylate(2-EHA) were synthesized through free radical copolymerization in ethanol for investigatin...A series of poly(2-ethylhexyl acrylate-co-acrylic acid)s(P(2-EHA-co-AA))s with different mole contents of 2-ethylhexyl acrylate(2-EHA) were synthesized through free radical copolymerization in ethanol for investigating the influences of copolymer composition upon the performance such as apparent viscosity,film behaviors,and adhesion to fibers for warp sizing.The content of 2-EHA was varied from 80% to 40%.The adhesion was estimated by measuring tensile strength and work-to-break of impregnated roving.The film behaviors were evaluated in terms of breaking strength,breaking elongation,work-to-break,and flex-fatigue resistance.It was observed that the viscosity,adhesion,and film behaviors of the copolymers strongly depended on the content of 2-EHA.Excessively increasing or decreasing the content of 2-EHA units incorporated into the copolymeric chains reduces the serviceability of P(2-EHA-co-AA) in warp sizing.The adhesion and film behaviors of the copolymer reach their maximal values at mole content of 50% simultaneously.Therefore,the copolymer used as sizing agent should be synthesized under equal mole of 2-EHA and AA in monomer formulation.展开更多
When ethyl 3-fluoroalkyl-3-haloacrylate was treated with excess CH2N2,1-methyl-3-ethoxycarbonyl-4-fluoroalkylpyr azoles(3)and 1-methyl-5-ethoxycarbonyl-4-fluoroalkylpyrazoles(4)were obtained with a ratio of 90-95:10-5...When ethyl 3-fluoroalkyl-3-haloacrylate was treated with excess CH2N2,1-methyl-3-ethoxycarbonyl-4-fluoroalkylpyr azoles(3)and 1-methyl-5-ethoxycarbonyl-4-fluoroalkylpyrazoles(4)were obtained with a ratio of 90-95:10-5 in good yield.展开更多
Hydrogels of dimethylaminoethyl acrylate methyl chloride quaternary salt (Q9) have been synthesized with different monomer ratio by copolymerization of this poorly studied monomer either with acrylic acid or with 2-me...Hydrogels of dimethylaminoethyl acrylate methyl chloride quaternary salt (Q9) have been synthesized with different monomer ratio by copolymerization of this poorly studied monomer either with acrylic acid or with 2-methylene bu-tane-1,4-dioic acid. Hydrogel swelling was measured as a function of the composition of the hydrogel and of the crosslinking agent ratio. High values of swelling have been obtained at very high crosslinking values (【14 wt %) and the equilibrium swelling was reached at very low time (less than 15 minutes). The swelling isotherms consisted of a steep initial portion and then levelled off as asymptotically to the equilibrium swelling limit. The experimental data suggest clearly that the swelling process obeys second-order kinetics. According to this, the kinetics rate constant and the equilibrium water content were determined at different comonomer composition and crosslinker concentration. The calculated kinetic constants ranged from 0.48 to 3.76 ×10-2 min-1 for poly (acrylic acid-co-Q9) hydrogels and from 0.68 to 4.0 ×10-2 min-1 for poly (2-methylene butane-1,4-dioic acid-co-Q9) hydrogels depending on the hydrogels composition. The diffusion process was evaluated for each hydrogel showing a non-Fickian type diffusion. In all cases was observed a considerable increase in diffusion coefficient as Q9 content increases.展开更多
In this paper, the structure of 1-bromomethyl-7,7-dimethyl btcyclo[2.2.1]hept-2-yl acrylate has been studied by X-ray diffraction, and the relation between the molecular structure and the properties of polymerization ...In this paper, the structure of 1-bromomethyl-7,7-dimethyl btcyclo[2.2.1]hept-2-yl acrylate has been studied by X-ray diffraction, and the relation between the molecular structure and the properties of polymerization and its polymer have been discussed.展开更多
The bare amorphous Al_(2)O_(3)-AlPO_(4)and Cs/Al_(2)O_(3)-AlPO_(4)catalysts were developed for the aldol condensation of methyl acetate with formaldehyde to methyl acrylate.The structure and property of catalyst were ...The bare amorphous Al_(2)O_(3)-AlPO_(4)and Cs/Al_(2)O_(3)-AlPO_(4)catalysts were developed for the aldol condensation of methyl acetate with formaldehyde to methyl acrylate.The structure and property of catalyst were characterized by XRD,XPS,BET,Pyridine-IR,FT-IR,^(27)Al-MASNMR,NH_(3)-/CO_(2)-TPD and SEM.The correlation between structural features and acid-base properties was established,and the loading effect of the cesium species was investigated.Due to cooperative catalytic effects between the penta-coordinated Al and Al_(2)O_(3),the weak-Ⅱacid and medium acid site densities and the product selectivity were improved.While the basic site densities of these catalysts were almost in proportion to the conversion of methyl acetate.The loaded Cs could form new basic sites and change the distribution of acid sites which further enhance the catalytic performance.As a result,the 10Cs/8AlP was proved to be an optimal catalyst with the yield and selectivity of 21.2%and 85%for methyl acrylate respectively.During the reaction,a deactivation behavior was observed on 10Cs/8AlP catalyst due to the carbon deposition,however,it could be regenerated by thermal treatment in the air atmosphere at 400℃.展开更多
Polyfluoroalkyl substituted 2-hydroxyethyl acrylate 6 was synthesized in six steps usingglycerol as a starting material. A preliminary investigation has been taken on the synthesisand characterization of copolymers of...Polyfluoroalkyl substituted 2-hydroxyethyl acrylate 6 was synthesized in six steps usingglycerol as a starting material. A preliminary investigation has been taken on the synthesisand characterization of copolymers of 6 and 2-hydroxyethyl methacrylate.展开更多
In order to prepare hydrophobic waterborne polyurethane coatings with better performances, the silicon-containing waterborne polyurethane（SiWPU） with functional chain extender hydroxyethyl acrylate（HEA） was prepar...In order to prepare hydrophobic waterborne polyurethane coatings with better performances, the silicon-containing waterborne polyurethane（SiWPU） with functional chain extender hydroxyethyl acrylate（HEA） was prepared first, and then a series of silicon＆fluorine-containing polyurethane/acrylate（FSiPUA） emulsions were obtained with flourine containing acrylic monomer by seed emulsion polymerization, introducing micro-nano SiO2 into FSiPUA emulsion to make the final hybrid emulsion. The properties of Si WPU, FSiPUA and SiO2/FSiPUA were investigated by fourier transform infrared spectra（FTIR）, transmission electron microscope（TEM）, Scanning Electron Microscope（SEM） and some other analytical methods. The results revealed that FSiPUA emulsion particles possessed composite core-shell structure and FSiPUA films with suitable ratio performed better than Si WPU films in hardness, water resistance and solvent resistance. The SiO2/FSiPUA films with micro-nano dual roughness structure showed a water contact angle of 136° with good resistance to acid and alkali.展开更多
The polytetrafluoroethylene fiber grafted acrylic acid was used as a cation exchanger. The exchange capacity of the cation fiber is 3.06 mmol/g. The maximum Cu2+ adsorption capacity is 107.48 mg/g. It could be deso...The polytetrafluoroethylene fiber grafted acrylic acid was used as a cation exchanger. The exchange capacity of the cation fiber is 3.06 mmol/g. The maximum Cu2+ adsorption capacity is 107.48 mg/g. It could be desorbed completely by 1mol/L HCl.展开更多
The copolymerization of 2-hydroxyethyl acrylate (HEA, M//1) and methyl methacrylate (MMA, M//2) in cyclohexanone was studied. The multiple experiments of solution copolymerization with low conversion were carried out...The copolymerization of 2-hydroxyethyl acrylate (HEA, M//1) and methyl methacrylate (MMA, M//2) in cyclohexanone was studied. The multiple experiments of solution copolymerization with low conversion were carried out at two sensitive composition feed points at 60, 80, 100, 120 and 140 degree C, respectively. The composition of the copolymers was analyzed by **1H-NMR. The reactivity ratios which were estimated by the Error-in-Variable Method (EVM) of Mayo-Lewis equation were found to be r//1 equals 0.328, r//2 equals 1.781 for 60 degree C; 0.375, 1.709 for 80 degree C; 0.406, 1.654 for 100 degree C; 0.439, 1.540 for 120 degree C and 0.455, 1.400 for 140 degree C, and the 95% joint confidence intervals of the reactivity ratios were also determined. According to r//1 and r//2, Arrhenius relations and the activity energy difference between the homo- and cross-propagation were calculated. (Author abstract) 12 Refs.展开更多
基金The financial support from National Natural Science Foundation of China(21776074,21861132019 and 21978096)is greatly acknowledged
文摘2-Ethylhexyl acrylate(2-EHA)is one of the most widely used acrylates in the polymer industry,which is synthesized via Fisher esterification that is limited by chemical equilibrium.To intensify the esterification process,in this work,reactive extraction concept is proposed,with halogen-free deep eutectic solvent(DES[Im:2PTSA])as dual solvent-catalyst that consists of imidazole(Im)and p-toluenesulfonamide(PTSA).The bifunctional effects of the DES[Im:2PTSA]are evaluated by thermodynamic analysis and experimental study.Favorable phase splitting is verified byσ-potential analysis predicted by COSMO-RS theory,combined with experiments,and the optimal acid-to-alcohol molar ratio is set to 1.2.The esterification kinetics is then experimentally determined and fitted using the molar-based and activity-based pseudo-homogeneous(PH)models,respectively.The activity-based PH model,that considers the bifunctional roles of the DES,proves to be more accurate with small RMSD of 0.0344.The stability of DES after recycling is validated to further confirm the industrial prospects of DES[Im:2PTSA]in 2-EHA production.
基金supported by the Science Foundation of the Southern Medical University for New Excellent Talents (No. B1000374)
文摘The title compound,（Z）-methyl-3-methoxy-2-{2-[（4-（E-3-p-tolylacryloyl）phenoxy）-methyl]phenyl}acrylate,was synthesized and determined by X-ray single-crystal diffraction. The crystal belongs to the triclinic system,space group P1 with a = 8.0157（8）,b = 12.5748（13）,c = 13.3768（14） ,α = 64.770（2）,β = 75.720 （2）,γ = 89.784（2）°,μ = 0.085 mm-1,Mr = 442.49,V = 1174.1（2） 3,Z = 2,Dc = 1.252 g/cm3,F（000） = 468,T = 294（2） K,R = 0.0603 and wR = 0.1498 for 2644 observed reflections with I 〉 2σ（I）. X-ray diffraction analysis reveals that the single crystal contains strong non-classical hydrogen bonds. The preliminary bioassay showed that the title compound exhibits inhibitory activity against the Pseudoperoniospora cubensis and Rhizoctonia solani at the test concentration of 200 mg/L.
基金Open Project Program of Key Laboratory of Eco-Textiles,Ministry of Education,China(No.KLET0617)
文摘A series of poly(2-ethylhexyl acrylate-co-acrylic acid)s(P(2-EHA-co-AA))s with different mole contents of 2-ethylhexyl acrylate(2-EHA) were synthesized through free radical copolymerization in ethanol for investigating the influences of copolymer composition upon the performance such as apparent viscosity,film behaviors,and adhesion to fibers for warp sizing.The content of 2-EHA was varied from 80% to 40%.The adhesion was estimated by measuring tensile strength and work-to-break of impregnated roving.The film behaviors were evaluated in terms of breaking strength,breaking elongation,work-to-break,and flex-fatigue resistance.It was observed that the viscosity,adhesion,and film behaviors of the copolymers strongly depended on the content of 2-EHA.Excessively increasing or decreasing the content of 2-EHA units incorporated into the copolymeric chains reduces the serviceability of P(2-EHA-co-AA) in warp sizing.The adhesion and film behaviors of the copolymer reach their maximal values at mole content of 50% simultaneously.Therefore,the copolymer used as sizing agent should be synthesized under equal mole of 2-EHA and AA in monomer formulation.
文摘When ethyl 3-fluoroalkyl-3-haloacrylate was treated with excess CH2N2,1-methyl-3-ethoxycarbonyl-4-fluoroalkylpyr azoles(3)and 1-methyl-5-ethoxycarbonyl-4-fluoroalkylpyrazoles(4)were obtained with a ratio of 90-95:10-5 in good yield.
文摘Hydrogels of dimethylaminoethyl acrylate methyl chloride quaternary salt (Q9) have been synthesized with different monomer ratio by copolymerization of this poorly studied monomer either with acrylic acid or with 2-methylene bu-tane-1,4-dioic acid. Hydrogel swelling was measured as a function of the composition of the hydrogel and of the crosslinking agent ratio. High values of swelling have been obtained at very high crosslinking values (【14 wt %) and the equilibrium swelling was reached at very low time (less than 15 minutes). The swelling isotherms consisted of a steep initial portion and then levelled off as asymptotically to the equilibrium swelling limit. The experimental data suggest clearly that the swelling process obeys second-order kinetics. According to this, the kinetics rate constant and the equilibrium water content were determined at different comonomer composition and crosslinker concentration. The calculated kinetic constants ranged from 0.48 to 3.76 ×10-2 min-1 for poly (acrylic acid-co-Q9) hydrogels and from 0.68 to 4.0 ×10-2 min-1 for poly (2-methylene butane-1,4-dioic acid-co-Q9) hydrogels depending on the hydrogels composition. The diffusion process was evaluated for each hydrogel showing a non-Fickian type diffusion. In all cases was observed a considerable increase in diffusion coefficient as Q9 content increases.
文摘In this paper, the structure of 1-bromomethyl-7,7-dimethyl btcyclo[2.2.1]hept-2-yl acrylate has been studied by X-ray diffraction, and the relation between the molecular structure and the properties of polymerization and its polymer have been discussed.
基金supported by Key Research Program of Frontier Sciences(No.QYZDB-SSW-SLH022)National Natural Science Foundation of China(No.21676270,No.21878293,No.22178338)+1 种基金the Joint Fund of the Yulin University and the Dalian National-Laboratory for Clean Energy(Grant YLU-DNL Fund2021018)Foundation of State Key Laboratory of Highefficiency Utilization of Coal and Green Chemical Engineering(Grant No.2017-K08)。
文摘The bare amorphous Al_(2)O_(3)-AlPO_(4)and Cs/Al_(2)O_(3)-AlPO_(4)catalysts were developed for the aldol condensation of methyl acetate with formaldehyde to methyl acrylate.The structure and property of catalyst were characterized by XRD,XPS,BET,Pyridine-IR,FT-IR,^(27)Al-MASNMR,NH_(3)-/CO_(2)-TPD and SEM.The correlation between structural features and acid-base properties was established,and the loading effect of the cesium species was investigated.Due to cooperative catalytic effects between the penta-coordinated Al and Al_(2)O_(3),the weak-Ⅱacid and medium acid site densities and the product selectivity were improved.While the basic site densities of these catalysts were almost in proportion to the conversion of methyl acetate.The loaded Cs could form new basic sites and change the distribution of acid sites which further enhance the catalytic performance.As a result,the 10Cs/8AlP was proved to be an optimal catalyst with the yield and selectivity of 21.2%and 85%for methyl acrylate respectively.During the reaction,a deactivation behavior was observed on 10Cs/8AlP catalyst due to the carbon deposition,however,it could be regenerated by thermal treatment in the air atmosphere at 400℃.
基金The project was supported by the National Natural Science Foundation,Grant approval numbers 29472074 and 29632003
文摘Polyfluoroalkyl substituted 2-hydroxyethyl acrylate 6 was synthesized in six steps usingglycerol as a starting material. A preliminary investigation has been taken on the synthesisand characterization of copolymers of 6 and 2-hydroxyethyl methacrylate.
基金Funded by the National High Technology Research and Development Program("863"Program)(No.2003AA305071)
文摘In order to prepare hydrophobic waterborne polyurethane coatings with better performances, the silicon-containing waterborne polyurethane（SiWPU） with functional chain extender hydroxyethyl acrylate（HEA） was prepared first, and then a series of silicon＆fluorine-containing polyurethane/acrylate（FSiPUA） emulsions were obtained with flourine containing acrylic monomer by seed emulsion polymerization, introducing micro-nano SiO2 into FSiPUA emulsion to make the final hybrid emulsion. The properties of Si WPU, FSiPUA and SiO2/FSiPUA were investigated by fourier transform infrared spectra（FTIR）, transmission electron microscope（TEM）, Scanning Electron Microscope（SEM） and some other analytical methods. The results revealed that FSiPUA emulsion particles possessed composite core-shell structure and FSiPUA films with suitable ratio performed better than Si WPU films in hardness, water resistance and solvent resistance. The SiO2/FSiPUA films with micro-nano dual roughness structure showed a water contact angle of 136° with good resistance to acid and alkali.
文摘The polytetrafluoroethylene fiber grafted acrylic acid was used as a cation exchanger. The exchange capacity of the cation fiber is 3.06 mmol/g. The maximum Cu2+ adsorption capacity is 107.48 mg/g. It could be desorbed completely by 1mol/L HCl.
文摘The copolymerization of 2-hydroxyethyl acrylate (HEA, M//1) and methyl methacrylate (MMA, M//2) in cyclohexanone was studied. The multiple experiments of solution copolymerization with low conversion were carried out at two sensitive composition feed points at 60, 80, 100, 120 and 140 degree C, respectively. The composition of the copolymers was analyzed by **1H-NMR. The reactivity ratios which were estimated by the Error-in-Variable Method (EVM) of Mayo-Lewis equation were found to be r//1 equals 0.328, r//2 equals 1.781 for 60 degree C; 0.375, 1.709 for 80 degree C; 0.406, 1.654 for 100 degree C; 0.439, 1.540 for 120 degree C and 0.455, 1.400 for 140 degree C, and the 95% joint confidence intervals of the reactivity ratios were also determined. According to r//1 and r//2, Arrhenius relations and the activity energy difference between the homo- and cross-propagation were calculated. (Author abstract) 12 Refs.
