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Статті в журналах з теми "Acrylates Synthesis"

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Автор: Grafiati

Опубліковано: 10 грудня 2022

Оновлено: 28 січня 2023

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1

Czachor-Jadacka, Dominika, Barbara Pilch-Pitera, Maciej Kisiel, and Justyna Gumieniak. "Hydrophobic UV-Curable Powder Clear Coatings: Study on the Synthesis of New Crosslinking Agents Based on Raw Materials Derived from Renewable Sources." Materials 14, no. 16 (August 20, 2021): 4710. http://dx.doi.org/10.3390/ma14164710.

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Анотація:

Methods for the synthesis of urethane acrylates used as new crosslinking agents for hydrophobic UV-curable powder clear coatings were developed. In the synthesis of urethane acrylates, isophorone diisocyanate, glycerin, xylitol, polyethylene glycol and polysiloxane KF-6000, as well as 2-hydroxyethyl acrylate or 2-hydroxyethyl methacrylate, were used. In order to increase the functionality of urethane acrylates, glycerin and xylitol derived from renewable sources were introduced. The chemical structure of the urethane acrylates was verified by IR spectroscopy. UV-curable powder clear coatings were obtained through a combination of urethane acrylates with unsaturated polyester resins. The thermal behavior and crosslinking density were examined using DMA. The obtained coatings were evaluated by performing the following tests: roughness, gloss, scratch resistance, hardness, adhesion to steel and water contact angle. As part of this research, high hydrophobicity and scratch resistance of UV-curable powder clear coatings were developed, which are a VOC-free and economically attractive alternative method for low thermal resistance surface protection, such as for composites, wood and wood-based materials.

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2

PARK, MI NA, YOUNG SOO KANG, SUN WHA OH, BYUNG HYUN AHN, and MYUNG JUN MOON. "SYNTHESIS AND CHARACTERIZATION OF POLYURETHANE ACRYLATES FOR UV CURABLE COATING AGENTS." Surface Review and Letters 14, no. 04 (August 2007): 713–17. http://dx.doi.org/10.1142/s0218625x07009980.

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Анотація:

The single hydroxyl-terminated urethane acrylate oligomers were synthesized from 2-mercaptoethanol (2-MEOH), alkyl (methyl, butyl, and 2-ethylhexyl) acrylate, and 2,2-azobisisobutyronitrile (AIBN, initiator), with dibutyltin dilaurate (DBTDL) as a catalyst. 2-MEOH was used as a functional chain transfer agent. Poly(alkyl urethane) acrylate oligomers were obtained by the reaction of single hydroxyl-terminated polyalkyl acrylates and 2-isocyanatoethyl acrylate. They were characterized by NMR, FT-IR spectroscopy, rheometer, and DSC. Because poly(alkyl urethane) acrylate oligomers have lower Tg and viscosity than hydroxyl-terminated polyalkyl acrylate oligomers (HTPAO) non-containing urethane groups, they can be used for ultraviolet (UV) curable coatings, inks, and adhesives.

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3

Azad, Leila, Maryam Ghazvini, Haleh Sanaeishoar, and Issa Yavari. "Synthesis of functionalized 1,2-dihydroisoquinolines via one-pot reactions of isoquinoline, alkyl propiolate, and thiazolidin-2,4-dione." Journal of Chemical Research 43, no. 11-12 (August 30, 2019): 457–60. http://dx.doi.org/10.1177/1747519819871028.

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Анотація:

The reactive zwitterionic intermediates, generated from addition of isoquinoline to alkyl propiolates, react with thiazolidin-2,4-dione to afford 3-[1-(2,4-dioxothiazolidin-3-yl)isoquinolin-2(1 H)-yl]acrylates in good yields. Using (Z)-5-arylidenethiazolidine-2,4-diones as the NH-acidic component leads to 3-{1-[( Z)-5-benzylidene-2,4-dioxothiazolidin-3-yl] isoquinolin-2(1 H)-yl}acrylates in moderate to good yields in the absence of any catalysts under mild reaction conditions. The reaction between quinoline, ethyl propiolate, and thiazolidin-2,4-dione leads to ethyl 3-[2-(2,4-dioxothiazolidin-3-yl) quinolin-1(2 H)-yl]acrylate.

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4

Tasic, Srba, Branislav Bozic, and Branko Dunjic. "Hyperbranched urethane-acrylates." Chemical Industry 58, no. 11 (2004): 505–13. http://dx.doi.org/10.2298/hemind0411505t.

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The synthesis, characterization and UV-curing of hyperbranched urethaneacrylates (HB-UA) were investigated in this study. They were evaluated as oli-gomers in model UV curable coatings. HB-UAs were synthesized by reaction of an aliphatic hyperbranched polyester of the second generation (HBRG2) and an isocyanate adduct, obtained by the reaction of isophoronediisocyana-te and different hydroxy alkyl acrylates. Their thermal properties and viscosities depend on the degree of modification of HBRG2 and the type of hydroxy alkyl acrylate used. The introduction of a flexible alkoxylated spacer between the HBP core and acrylate end groups reduces steric hindrance by moving the cross linkable acrylate groups away from the HBP core and increase its reactivity. Due to the presence of abstractable H-atoms in the ?-position to the ether links, HB-UAs based on poly(ethylene oxide) monoacrylate are very reactive and do not show oxygen inhibition. The obtained coatings combine a high cross linking density with flexible segments between the cross links, which results in a good compromise between hardness and flexibility and have the potential to be used in different UV-curing applications.

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5

Curci, Michele, Jean-Luc Mieloszynski, and Daniel Paquer. "SYNTHESIS OF FUNCTIONALIZED ACRYLATES." Organic Preparations and Procedures International 25, no. 6 (December 1993): 649–57. http://dx.doi.org/10.1080/00304949309356260.

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6

Chen, Hsuan, Shyh-Yuan Lee, and Yuan-Min Lin. "Synthesis and Formulation of PCL-Based Urethane Acrylates for DLP 3D Printers." Polymers 12, no. 7 (July 5, 2020): 1500. http://dx.doi.org/10.3390/polym12071500.

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In this study, three PCL-based polyurethane acrylates were synthesized and further formulated into twelve resins for digital light processing (DLP) 3D printing. Three PCL diols with different molecular weights were synthesized via ring-opening reaction of ε-caprolactone on diethylene glycol, with the catalyst stannous octoate. Isophorone diisocyanate (IPDI) was reacted with 2-hydroxyethyl acrylate (2-HEA) and the PCL diols form PCL-based polyurethane acrylates. Twelve resins composed of different percentages of PCL-based polyurethane acrylates, poly (ethylene glycol) diacrylate (PEGDA), propylene glycol (PPG) and photo-initiator were further printed from a DLP 3D printer. The viscosities of twelve resins decreased by 10 times and became printable after adding 30% of PEGDA. The degree of conversion for the twelve resins can reach more than 80% after the post-curing process. By changing the amount of PEGDA and PPG, the mechanical properties of the twelve resins could be adjusted. PUA530-PEG-PPG (70:30:0), PUA800-PEG-PPG (70:30:0), and PUA1000-PEG-PPG (70:30:0) were successfully printed into customized tissue scaffolds. Twelve PCL-based polyurethane photo-curable resins with tunable mechanical properties, cytotoxicity, and degradability were successfully prepared. With the DLP 3D printing technique, a complex structure could be achieved. These resins have great potential for customized tissue engineering and other biomedical application.

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7

Klee, Joachim E., та Uwe Lehmann. "Novel 2-(ω-phosphonooxy-2-oxaalkyl)acrylate monomers for self-etching self-priming one part adhesive". Beilstein Journal of Organic Chemistry 6 (7 вересня 2010): 766–72. http://dx.doi.org/10.3762/bjoc.6.95.

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Анотація:

Novel hydrolysis stable 2-(ω-phosphonooxy-2-oxaalkyl)acrylate monomers 3 with phosphoric acid moieties were synthesized by a three step synthesis via Baylis–Hillman reaction of ethyl acrylate and formaldehyde, and subsequent etherification of the obtained product with diols and phosphorylation using POCl3. The polymerization enthalpy of 2-(ω-phosphonooxy-2-oxaalkyl)acrylates 3 as measured by DSC ranges from −29 to −53 kJ·mol−1. The shear bond strength of adhesive compositions 4, comprising of polymerizable acids 3, ranges from 5.8 to 19.3 MPa on enamel and from 8.7 to 16.9 MPa on dentin.

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8

Lai, Xiao Juan, Yi Ding Shen, and Lei Wang. "Synthesis and Properties of Waterborne Polyurethane-Acrylate Hybrid Emulsion Modified by Organic Silicane." Advanced Materials Research 287-290 (July 2011): 1532–37. http://dx.doi.org/10.4028/www.scientific.net/amr.287-290.1532.

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Анотація:

Waterborne polyurethane emulsions were synthesized with isophorone diisocyanate(IPDI), dihydromethyl propionic acid(DMPA) and poly-ε-caprolactone glycol(PCL), and then reacted with hydroxy-ethyl acrylate(HEA) and 3-aminopropyltriethoxylsilane(APTES) to cap the terminal -NCO groups. The polyurethane emulsions were used to copolymerize with acrylates to synthesize the modified waterborne polyurethane-acrylate hybrid emulsions. The structure, thermal stability and crystallinity of modified polyurethane were studied by FTIR, TG, XRD and the mechanical properties of modified polyurethane films was also investigated. The results show that crystallization of the modified waterborne polyurethane decreases and thermal stability is improved. When the mass fraction of acrylate is 20% and APTES content is 15%, tensile strength of the modified polyurethane films can reach 23.9MPa and elongation at break is 247%.

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9

Tzeng, Jy-Jiunn, Yi-Ting Hsiao, Yun-Ching Wu, Hsuan Chen, Shyh-Yuan Lee, and Yuan-Min Lin. "Synthesis, Characterization, and Visible Light Curing Capacity of Polycaprolactone Acrylate." BioMed Research International 2018 (2018): 1–8. http://dx.doi.org/10.1155/2018/8719624.

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Polycaprolactone (PCL) is drawing increasing attention in the field of medical 3D printing and tissue engineering because of its biodegradability. This study developed polycaprolactone prepolymers that can be cured using visible light. Three PCL acrylates were synthesized: polycaprolactone-530 diacrylate (PCL530DA), glycerol-3 caprolactone triacrylate (Glycerol-3CL-TA), and glycerol-6 caprolactone triacrylate (Glycerol-6CL-TA). PCL530DA has two acrylates, whereas Glycerol-3CL-TA and Glycerol-6CL-TA have three acrylates. The Fourier transform infrared and nuclear magnetic resonance spectra suggested successful synthesis of all PCL acrylates. All are liquid at room temperature and can be photopolymerized into a transparent solid after exposure to 470 nm blue LED light using 1% camphorquinone as photoinitiator and 2% dimethylaminoethyl methacrylate as coinitiator. The degree of conversion for all PCL acrylates can reach more than 80% after 1 min of curing. The compressive modulus of PCL530DA, Glycerol-3CL-TA, and Glycerol-6CL-TA is 65.7±12.7, 80.9±6.1, and 32.1±4.1 MPa, respectively, and their compressive strength is 5.3±0.29, 8.3±0.18, and 3.0±0.53 MPa, respectively. Thus, all PCL acrylates synthesized in this study can be photopolymerized and because of their solid structure and low viscosity, they are applicable to soft tissue engineering and medical 3D printing.

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10

Liu, Hong Bo, Wu Ying Zhang, and Feng Lin. "Synthesis and Property of Polyurethane Acrylates Modified Graphene Oxide." Key Engineering Materials 703 (August 2016): 273–77. http://dx.doi.org/10.4028/www.scientific.net/kem.703.273.

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The graphene oxides were synthesized form graphite by ultrasonic dispersion in water, N-methylpyrrolidone (NMP), N,N-dimethyl-formamide (DMF), acetone and dimethylbenzene, and the polyurethane acrylates containing the reactive NCO (PACN) were prepared. Then the polyurethane acrylates modified graphene oxide synthesized by ultrasonic dispersion in N-methylpyrrolidone (NMP), N,N-dimethyl-formamide (DMF), acetone were prepared by NCO of PACN reacting with the hydroxyl groups of the graphene oxides. The polyurethane acrylates modified graphene oxide was characterized by Fourier transform infrared spectrometer (FTIR), scanning electron microscope (SEM) and Raman spectra. The FTIR spectra showed that the NCO of PACN reacted with the hydroxyl groups of graphene oxide synthesized by ultrasonic dispersion. The measurement of SEM and Raman spectra showed that the polyurethane acrylates modification didn't change the structure and surface morphology of graphene oxide.

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11

Noh, Geon-Ho, Youngup Jin, Seongkuk Bae, Jae Hwan Chun, Boo Young Jeong, Kwon Taek Lim, and Won-Ki Lee. "Synthesis and photo-curing properties of polyurethane acrylates with difunctional acrylate." Molecular Crystals and Liquid Crystals 706, no. 1 (July 23, 2020): 94–100. http://dx.doi.org/10.1080/15421406.2020.1743443.

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12

Iannelli, Mauro, Fabio Bergamelli, and Giancarlo Galli. "Microwave-Assisted Synthesis of a New Hydantoin Monomer for Antibacterial Polymeric Materials." Australian Journal of Chemistry 62, no. 3 (2009): 232. http://dx.doi.org/10.1071/ch08479.

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11-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)undecyl acrylate was synthesized in a two-step procedure using microwave irradiation. Poly(acrylates) containing fluorinated and hydantoin (5,5-dimethylimidazolidine-2,4-dione) moieties were prepared by free radical polymerization of 2-(perfluorooctyl)ethyl acrylate and the synthesized monomer with the aim of obtaining low surface energy polymeric materials with properties of contact-active biocides. Polymeric films were treated with a bleaching solution in order to convert the hydantoin units to N-halamines, well-known contact-active biocides. The reversibility of the chlorination reaction, necessary to impart a renewable biocide effect, was investigated by Fourier Transform-Attenuated Total Reflection. Preliminary biological tests conducted against Bacillus megaterium demonstrated the effective biocide properties of the prepared materials.

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13

Ibach, Rebecca E., and Roger M. Rowell. "Wood Preservation Based on In situ Polymerization of Bioactive Monomers. Part 1. Synthesis of Bioactive Monomers, Wood Treatments and Microscopic Analysis." Holzforschung 55, no. 4 (June 21, 2001): 358–64. http://dx.doi.org/10.1515/hf.2001.060.

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Анотація:

Summary In situ polymerization of bioactive monomers was investigated as an alternative to conventional preservative treatments. The results are presented in a series of two papers. In Part 1 of the study, six acrylate monomers with covalently bonded, potentially bioactive moieties were synthesized: (1) pentachlorophenolyl acrylate (PCPA), (2) tributyltin acrylate (TBTA), (3) 8-hydroxyquinolyl acrylate (HQA), (4) 5,7-dibromo-8-hydroxyquinolyl acrylate (DBHQA), (5) diethyl-N1N-bis(acryloxyethyl) aminomethyl phosphonate (Fyrol 6 acrylate, F6A), and (6) tetrabromobisphenol A acrylate (TBBPAA). All of these acrylates, except F6A, were purified. Southern pine sapwood samples were treated with acrylate solutions (except TBBPAA) at different retention levels and various amounts of crosslinker (trimethylolpropane trimethacrylate, TMPTM), polymerized in situ, and then acetone leached. The relative amount and location of the polymer in earlywood and latewood of selected samples were determined by scanning electron microscopy and x-ray analysis. Distribution of the compounds varied with treatment. Biological and thermal properties of the treated wood are discussed in Part 2 of this series.

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14

Fan, Xuesen, Nana Shen, Bin Li, Shenghai Guo, and Xinying Zhang. "Synthesis of 3-(4-oxo-4H-chromen-3-yl)acrylates through the tandem reaction of 3-(2-buta-2,3-dienoylphenoxy)acrylates." RSC Adv. 4, no. 29 (2014): 15081–86. http://dx.doi.org/10.1039/c4ra00277f.

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Анотація:

A straightforward and efficient synthesis of 2-substituted 3-(4-oxo-4H-chromen-3-yl)acrylates through base-catalyzed tandem reaction of the readily available 3-(2-buta-2,3-dienoylphenoxy)acrylates under extremely mild conditions has been developed.

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15

Ritter, Helmut, Monir Tabatabai, and Markus Herrmann. "Amino-functionalized (meth)acryl polymers by use of a solvent-polarity sensitive protecting group (Br-t-BOC)." Beilstein Journal of Organic Chemistry 12 (February 10, 2016): 245–52. http://dx.doi.org/10.3762/bjoc.12.26.

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Анотація:

We describe the synthesis of bromo-tert-butyloxycarbonyl (Br-t-BOC)-amino-protected monomers 2-((1-bromo-2-methylpropan-2-yl)oxycarbonylamino)ethyl (meth)acrylate 3a,b. For this purpose, 2-isocyanatoethyl (meth)acrylate 1a,b was reacted with 1-bromo-2-methylpropan-2-ol (2a). The free radical polymerization of (Br-t-BOC)-aminoethyl (meth)acrylates 3a,b yielded poly((Br-t-BOC)-aminoethyl (meth)acrylate) 6a,b bearing protected amino side groups. The subsequent solvolysis of the Br-t-BOC function led to the new polymers poly(2-aminoethyl (meth)acrylate) 8a,b with protonated free amino groups. The monomers and the resulting polymers were thoroughly characterized by 1H NMR, IR, GPC and DSC methods. The kinetics of the deprotection step was followed by 1H NMR spectroscopy. The solvent polarity and neighboring group effects on the kinetics of deprotection are discussed.

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16

Leblanc, Alexandra, Jean-Pierre Broyer, Christophe Boisson, Roger Spitz, and Vincent Monteil. "Synthesis of copolymers of ethylene and (meth)acrylates or styrene by an original dual radical/catalytic mechanism." Pure and Applied Chemistry 84, no. 10 (April 30, 2012): 2113–20. http://dx.doi.org/10.1351/pac-con-11-10-05.

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Neutral NiII complexes, classically used for catalytic ethylene polymerization, can play an additional role as radical initiators of the homo- and copolymerizations of (meth)acrylates and styrene. Benefiting from this duality, the copolymerization of ethylene and various (meth)acrylates or styrene was successfully performed. Multiblock copolymers containing sequences of both ethylene and (meth)acrylates were prepared for the first time from an original dual radical/catalytic mechanism.

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17

Wang, Na, Xinhui Wang, Jinyan Lang, Zhenhua Hu, and Heng Zhang. "Synthesis and Characterization of Hyperbranched and Organosilicone Modified Waterborne Polyurethane Acrylates Photosensitive Resin." Polymers 13, no. 13 (June 22, 2021): 2039. http://dx.doi.org/10.3390/polym13132039.

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Анотація:

A new type of waterborne polyurethane acrylate was synthesized for use as a UV curing coating. The N,N-dihydroxy methyl ethyl-3-Methyl aminopropanoate monomer was first prepared via adding reactions of methyl acrylate and diethanol amine with methyl alcohol as the solvent. Then, the hyperbranched prepolymer was obtained by addition of trimethylolpropane with toluenesulfonic acid as catalyst and N,N-dimethyl formamide as solvent. The resulting hyperbranched and organosilicone modified waterborne polyurethane acrylates was synthesized through the mixed reaction of prepolymer and Hydroxy silicone oil, polyethylene glycol-1000, toluene diisocynate, dimethylolpropionic acid, 1,2-propylene glycol, hydroxyethyl acrylate, and triethylamine with dibutyltin dilaurate as the catalyst. The molecular structures were characterized by FT-IR and 1H NMR spectroscopy and GPC analysis and the thermal stability was studied by using TGA. Moreover, the influence of contemodnt of hydroxyl silicone oil, dimethylolpropionic acid, polyethylene glycol-1000, and prepolymer to various of properties such as glossiness, hardness, adhesive force, abrasion resistance, water absorption, elongation at break and tensile strength of films were analyzed. The temperature and catalyst dosage impact on percent conversion of isocyanate group (–NCO) were also studied. It was proven that the best dosage of hydroxyl silicone oil and dimethylolpropionic acid were 4.6%, the dosage of polyethylene glycol-1000 was 50%, and the amount of hyperbranched prepolymer was 0.5%, which could make the film achieve the optimum properties. The percent conversion of isocyanate group (–NCO) was maximum when reacting two hours at 80 °C with 0.2% catalyst.

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18

Lipilin, D. L., and A. B. Sheremetev. "3-(Nitramino)acrylates: synthesis and reactivity." Russian Chemical Bulletin 71, no. 9 (September 2022): 2006–11. http://dx.doi.org/10.1007/s11172-022-3621-0.

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19

Kulieva, I. M., M. K. Mamedov, A. G. Azizov, and R. V. Alieva. "Synthesis of new monomers, cyanomethylnorbornyl acrylates." Russian Journal of Applied Chemistry 83, no. 7 (July 2010): 1336–38. http://dx.doi.org/10.1134/s1070427210070323.

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20

CURCI, M., J. L. MIELOSZYNSKI, and D. PAQUER. "ChemInform Abstract: Synthesis of Functionalized Acrylates." ChemInform 25, no. 14 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199414123.

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21

Bao, Longzhu, Shuangshuang Wang, Di Song, Jingjing Wang, Xiufang Cao, and Shaoyong Ke. "Synthesis and Bio-Evaluation of Natural Butenolides-Acrylate Conjugates." Molecules 24, no. 7 (April 3, 2019): 1304. http://dx.doi.org/10.3390/molecules24071304.

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Анотація:

A series of novel 3-aryl-4-hydroxy-2(5H) furanone-acrylate hybrids were designed and synthesized based on the natural butenolides and acrylates scaffolds. The structures of the prepared compounds were characterized by 1H-NMR, 13C-NMR and electrospray ionization mass spectrometry (ESI-MS), and the bioactivity of the target compounds against twelve phytopathogenic fungi was investigated. The preliminary in vitro antifungal activity screening showed that most of the target compounds had moderate inhibition on various pathogenic fungi at the concentration of 100 mg·L−1, and presented broad-spectrum antifungal activities. Further studies also indicated that compounds 7e and 7k still showed some inhibitory activity against Pestallozzia theae, Sclerotinia sclerotiorum and Gibberella zeae on rape plants at lower concentrations, which could be optimized as a secondary lead for further research.

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22

Li, Ji Lei, Wei Min Zhang, Yu Lei Zhao, and Jia Ling Pu. "Synthesis and Property of Liquid Crystal Polymers Containing Photosensitive Groups." Solid State Phenomena 181-182 (November 2011): 131–34. http://dx.doi.org/10.4028/www.scientific.net/ssp.181-182.131.

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Анотація:

The synthesis and free-radical polymerization of the acrylates monomer containing photosensitive chalcone group and the acrylates monomer containing mesogenic group are described in this paper. The monomers and polymers were characterized by FT-IR and 1 H NMR spectra. The thermal properties of polymers were measured by DSC and the liquid crystalline texture was measured by POM. And the results indicated that the polymers showed typical nematic phase and liquid crystal temperature range was 74 °C-103 °C.

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23

Edinson, Yara-Varón, Eras Joli Jordi, Torres Mercè, Balcells Mercè, Villorbina Gemma, and Canela-Garayoa Ramon. "Biocatalytic preparation of dichloropropyl acrylates. Application to the synthesis of poly(dichloropropyl acrylates)." Journal of Molecular Catalysis B: Enzymatic 92 (August 2013): 7–13. http://dx.doi.org/10.1016/j.molcatb.2013.03.005.

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24

Veith, Clémence, Florian Diot-Néant, Stephen A. Miller, and Florent Allais. "Synthesis and polymerization of bio-based acrylates: a review." Polymer Chemistry 11, no. 47 (2020): 7452–70. http://dx.doi.org/10.1039/d0py01222j.

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25

Escalante, Carlos H., Eder I. Martínez-Mora, Carlos Espinoza-Hicks, Alejandro A. Camacho-Dávila, Fernando R. Ramos-Morales, Francisco Delgado, and Joaquín Tamariz. "Highly selective Diels–Alder and Heck arylation reactions in a divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles from 2-formylpyrrole." Beilstein Journal of Organic Chemistry 16 (June 17, 2020): 1320–34. http://dx.doi.org/10.3762/bjoc.16.113.

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Анотація:

A highly regio-, chemo- and stereoselective divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles is herein described, starting from 2-formylpyrrole and employing Diels–Alder and Heck arylation reactions. 3-(N-Benzyl-2-pyrrolyl)acrylates and 4-(pyrrol-2-yl)butenones underwent a highly endo-Diels–Alder cycloaddition with maleimides to furnish octahydropyrrolo[3,4-e]indoles, which served as precursors in the regioselective synthesis of aza-polycyclic skeletons via an intramolecular Heck arylation reaction. Through the latter reaction, the 3-(N-benzyl-2-pyrrolyl)acrylates give rise to 3-(pyrrolo[2,1-a]isoindol-3-yl)acrylates. A further oxidative aromatization of the polycyclic intermediates provides the corresponding polycyclic pyrrolo-isoindoles and isoindolo-pyrrolo-indoles. A theoretical study on the stereoselective Diels–Alder reactions, carried out by calculating the endo/exo transition states, revealed the assistance of non-covalent interactions in governing the endo stereocontrol.

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26

Rao, Maddali L. N., Boddu S. Ramakrishna, and Sachchida Nand. "Rh-Catalyzed domino synthesis of 4-hydroxy-3-methylcoumarins via branch-selective hydroacylation." Organic & Biomolecular Chemistry 17, no. 42 (2019): 9275–79. http://dx.doi.org/10.1039/c9ob01972c.

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27

Howell, Bob A., and Yoseph G. Daniel. "Synthesis and characterization of isomeric diphenylphosphatoisosorbide acrylates." Phosphorus, Sulfur, and Silicon and the Related Elements 195, no. 8 (January 3, 2020): 638–43. http://dx.doi.org/10.1080/10426507.2019.1708361.

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28

Matziari, Magdalini, та Yixin Xie. "One-Pot Synthesis of α-Substituted Acrylates". SynOpen 02, № 02 (квітень 2018): 0161–67. http://dx.doi.org/10.1055/s-0037-1610357.

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Анотація:

A simple and efficient synthetic method towards α-substituted acrylic esters has been developed using the Horner–Wadsworth–Emmons (HWE) reaction with HCHO after alkylation of phosphonoacetates in a one-pot reaction. This method allows the smooth introduction of various side-chains, such as natural amino acids and other biologically relevant substituents. The use of mild conditions, inexpensive reagents, short reaction times and simple work-up and purification steps provides an effective and general alternative to cumbersome multistep and low-yielding procedures described to date.

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29

Manfredini, S., D. Simoni, V. Zanirato та A. Casolari. "A convenient synthesis of λ-oxo-acrylates". Tetrahedron Letters 29, № 32 (січень 1988): 3997–4000. http://dx.doi.org/10.1016/s0040-4039(00)80403-7.

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30

Kamat, S., J. Jacob, E. J. Beckman, and A. J. Russell. "Biocatalytic synthesis of acrylates in supercritical fluids." Enzyme and Microbial Technology 13, no. 6 (June 1991): 519. http://dx.doi.org/10.1016/0141-0229(91)90016-4.

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31

Avci, Duygu, and Lon J. Mathias. "Synthesis and polymerization of phosphorus-containing acrylates." Journal of Polymer Science Part A: Polymer Chemistry 40, no. 19 (August 21, 2002): 3221–31. http://dx.doi.org/10.1002/pola.10413.

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32

Delgado-Hernández, Samuel, Fernando García-Tellado, and David Tejedor. "Cyanovinylation of Aldehydes: Organocatalytic Multicomponent Synthesis of Conjugated Cyanomethyl Vinyl Ethers." Molecules 26, no. 14 (July 6, 2021): 4120. http://dx.doi.org/10.3390/molecules26144120.

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Анотація:

A novel organocatalytic multicomponent cyanovinylation of aldehydes was designed for the synthesis of conjugated cyanomethyl vinyl ethers. The reaction was implemented for the synthesis of a 3-substituted 3-(cyanomethoxy)acrylates, using aldehydes as substrates, acetone cyanohydrin as the cyanide anion source, and methyl propiolate as the source of the vinyl component. The multicomponent reaction is catalyzed by N-methyl morpholine (2.5 mol%) to deliver the 3-(cyanomethoxy)acrylates in excellent yields and with preponderance of the E-isomer. The multicomponent reaction manifold is highly tolerant to the structure and composition of the aldehyde (aliphatic, aromatic, heteroaromatics), and it is instrumentally simple (one batch, open atmospheres), economic (2.5 mol% catalyst, stoichiometric reagents), environmentally friendly (no toxic waste), and sustainable (easy scalability).

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33

Mohtat, Bita, Sepideh Jabbar, Abdollah Ghasemi, and Issa Yavari. "Synthesis of Alkyl 2-[2-oxopyridin-1(2H)-yl]acrylates by Nucleophilic Addition of Alkyl Propiolates Catalysed by Ph3P." Journal of Chemical Research 2008, no. 10 (October 2008): 601–3. http://dx.doi.org/10.3184/030823408x377771.

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Анотація:

2-Hydroxypyridine undergoes a smooth reaction with alkyl propiolates in the presence of triphenylphosphine (15 mol%) to produce the corresponding alkyl 2-[2-oxopyridin-1(2H)-yl]acrylates in good yields. When the reaction was performed by 2-hydroxyquinoline and 2-hydroxyisoquinoline similar α-substituted alkyl acrylates were obtained.

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34

Zhang, Yi, Yunyun Liu та Jie-Ping Wan. "Copper-catalyzed three-component reactions of phenols, acyl chlorides and Wittig reagents for the synthesis of β-aryloxyl acrylates". New Journal of Chemistry 39, № 3 (2015): 1567–69. http://dx.doi.org/10.1039/c4nj02010c.

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35

Liao, Feng, Xing-rong Zeng, Hong-qiang Li, Xue-jun Lai, and Fu-chun Zhao. "Synthesis and properties of UV curable polyurethane acrylates based on two different hydroxyethyl acrylates." Journal of Central South University 19, no. 4 (March 29, 2012): 911–17. http://dx.doi.org/10.1007/s11771-012-1092-4.

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36

Safi, Syed Ragib, Taku Nakata, Shyotaro Hara, Takehiko Gotoh, Takashi Iizawa, and Satoshi Nakai. "Synthesis, Phase-Transition Behaviour, and Oil Adsorption Performance of Porous Poly(oligo(ethylene glycol) Alkyl Ether Acrylate) Gels." Polymers 12, no. 6 (June 23, 2020): 1405. http://dx.doi.org/10.3390/polym12061405.

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Анотація:

To probe the effects of pendant side-chain structures on the properties of porous thermoresponsive polymer gels, oligo(ethylene glycol) alkyl ether acrylates were polymerised in an aqueous medium under radical-mediated phase-separation conditions. The monomer structures varied according to the lengths and termini of their ethylene glycol side chains. The porous poly(oligo(ethylene glycol) alkyl ether acrylate) (POEGA) gels exhibited variable lower critical solution temperatures (LCSTs) but similar and rapid swelling–deswelling behaviours. Although the LCST of the poly(tri(ethylene glycol) monomethyl ether acrylate) (PTEGA) gel decreased with increasing aqueous NaCl or CaCl2 concentration, PTEGA showed excellent thermosensitivity in highly concentrated salt solutions, recommending its application in saline environments. Examination of PTEGA adsorption performance in an oil–water emulsion showed that n-tridecane adsorption increased with temperature. Although n-tridecane was effectively adsorbed at 70 °C, its release from the fully adsorbed PTEGA gel was difficult despite a temperature reduction from 70 to 20 °C.

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37

Vlcek, Petr, Jaroslava Otoupalova, Antonin Sikora, and Jaroslav Kriz. "Anionic Polymerization of Acrylates. 10. Synthesis and Characterization of Block Copolymers with Acrylate Blocks." Macromolecules 28, no. 21 (October 1995): 7262–65. http://dx.doi.org/10.1021/ma00125a032.

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38

Reddy, Swetha, Srinivas Thadkapally, Mounika Mamidyala, Jagadeesh Babu Nanubolu, and Rajeev S. Menon. "A convenient synthesis of 2-substituted benzofurans from salicylaldehydes." RSC Advances 5, no. 11 (2015): 8199–204. http://dx.doi.org/10.1039/c4ra14948c.

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Анотація:

Base-mediated cyclocondensation of 2-hydroxybenzaldehydes with 3-bromo-1-(arylsulfonyl)propenes and 4-bromocrotonates afforded (E)-2-(2-sulfonylvinyl)benzofurans and (E)-2-benzofuranyl-3-acrylates, respectively.

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39

Bertrand, Olivier, Paul Wilson, James A. Burns, Gordon A. Bell, and David M. Haddleton. "Cu(0)-mediated living radical polymerisation in dimethyl lactamide (DML); an unusual green solvent with limited environmental impact." Polymer Chemistry 6, no. 48 (2015): 8319–24. http://dx.doi.org/10.1039/c5py01420d.

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40

Baruah, Swagata, Sabera Sultana, Pratiksha Bhorali, Pallabi Saikia, and Sanjib Gogoi. "Ru(ii)-Catalyzed cascade decarbonylative annulation and dehydrogenative alkenylation reactions: synthesis of phthalides." Organic & Biomolecular Chemistry 19, no. 13 (2021): 2997–3003. http://dx.doi.org/10.1039/d1ob00019e.

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41

Wan, Jie-Ping, Yanfeng Jing, Yunyun Liu, and Shouri Sheng. "Metal-free synthesis of cyano acrylates via cyanuric chloride-mediated three-component reactions involving a cascade consists of Knoevenagel condensation/cyano hydration/esterification." RSC Adv. 4, no. 109 (2014): 63997–4000. http://dx.doi.org/10.1039/c4ra13826k.

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42

Zhang, Sicheng, Zhuqi Chen, Shuhao Qin, Chenlin Lou, Ahmed M. Senan, Rong-Zhen Liao, and Guochuan Yin. "Non-redox metal ion promoted oxidative coupling of indoles with olefins by the palladium(ii) acetate catalyst through dioxygen activation: experimental results with DFT calculations." Organic & Biomolecular Chemistry 14, no. 17 (2016): 4146–57. http://dx.doi.org/10.1039/c6ob00401f.

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43

Matta, Akanksha, Ajendra K. Sharma, Shilpi Tomar, Pei Cao, Sandeep Kumar, Sakshi Balwani, Balaram Ghosh, et al. "Synthesis and anti-inflammatory activity evaluation of novel chroman derivatives." New Journal of Chemistry 44, no. 32 (2020): 13716–27. http://dx.doi.org/10.1039/d0nj02125c.

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Анотація:

In an effort to develop potent anti-inflammatory agents, a series of novel chroman derivatives including acyclic amidochromans, chromanyl esters and chromanyl acrylates have been designed, synthesized and fully characterized.

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44

Atkinson, Rachel L., Olivia R. Monaghan, Matthew T. Elsmore, Paul D. Topham, Daniel T. W. Toolan, Matthew J. Derry, Vincenzo Taresco, et al. "RAFT polymerisation of renewable terpene (meth)acrylates and the convergent synthesis of methacrylate–acrylate–methacrylate triblock copolymers." Polymer Chemistry 12, no. 21 (2021): 3177–89. http://dx.doi.org/10.1039/d1py00326g.

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Анотація:

We now report the synthesis of well-defined terpene-based polymers and precise di- and multiblock copolymer architectures by use of RAFT, wide range of T_g and promising adhesive properties are observed.

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45

Nájera, Carmen, та Miguel Yus. "Stereoselective synthesis of ()-β-alkyl acrylates and acrylamides". Tetrahedron Letters 30, № 2 (січень 1989): 173–76. http://dx.doi.org/10.1016/s0040-4039(00)95150-5.

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46

Oprea, Stefan, and Veronica Oprea. "Synthesis and Properties of Polyetherurethane Urea Amide Acrylates." Designed Monomers and Polymers 12, no. 5 (January 2009): 433–44. http://dx.doi.org/10.1163/138577209x12486896623535.

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47

Kurmaz, S. V., I. S. Kochneva, V. V. Ozhiganov, A. A. Baturina, and G. A. Estrina. "Synthesis and properties of branched poly(ethyl acrylates)." Russian Journal of Applied Chemistry 81, no. 10 (October 2008): 1831–36. http://dx.doi.org/10.1134/s1070427208100236.

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48

Mamedov, M. K., E. K. Nabieva, and E. N. Dzhafarova. "ChemInform Abstract: Synthesis and Transformations of Norbornyl Acrylates." ChemInform 33, no. 29 (May 20, 2010): no. http://dx.doi.org/10.1002/chin.200229107.

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49

Salman, Seyhan, Aylin Ziylan Albayrak, Duygu Avci, and Viktorya Aviyente. "Synthesis and modeling of new phosphorus-containing acrylates." Journal of Polymer Science Part A: Polymer Chemistry 43, no. 12 (May 10, 2005): 2574–83. http://dx.doi.org/10.1002/pola.20733.

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50

Avci, Duygu, and Aylin Ziylan Albayrak. "Synthesis and copolymerization of new phosphorus-containing acrylates." Journal of Polymer Science Part A: Polymer Chemistry 41, no. 14 (June 6, 2003): 2207–17. http://dx.doi.org/10.1002/pola.10768.

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