103-11-7Relevant articles and documents
Covalent Adaptable Networks Using β-Amino Esters as Thermally Reversible Building Blocks
Taplan, Christian,Guerre, Marc,Du Prez, Filip E.
, p. 9140 - 9150 (2021)
In this study, β-amino esters, prepared by the aza-Michael addition of an amine to an acrylate moiety, are investigated as building blocks for the formation of dynamic covalent networks. While such amino esters are usually considered as thermally nondynamic adducts, the kinetic model studies presented here show that dynamic covalent exchange occurs via both dynamic aza-Michael reaction and catalyst-free transesterification. This knowledge is transferred to create β-amino ester-based covalent adaptable networks (CANs) with coexisting dissociative and associative covalent dynamic exchange reactions. The ease, robustness, and versatility of this chemistry are demonstrated by using a variety of readily available multifunctional acrylates and amines. The presented CANs are reprocessed via either a dynamic aza-Michael reaction or a catalyst-free transesterification in the presence of hydroxyl moieties. This results in reprocessable, densely cross-linked materials with a glass transition temperature (Tg) ranging from -60 to 90 °C. Moreover, even for the low Tg materials, a high creep resistance was demonstrated at elevated temperatures up to 80 °C. When additional β-hydroxyl group-containing building blocks are applied during the network design, an enhanced neighboring group participation effect allows reprocessing of materials up to 10 times at 150 °C within 30 min while maintaining their material properties.
Second-Generation meta-Phenolsulfonic Acid-Formaldehyde Resin as a Catalyst for Continuous-Flow Esterification
Hu, Hao,Ota, Hajime,Baek, Heeyoel,Shinohara, Kenta,Mase, Toshiaki,Uozumi, Yasuhiro,Yamada, Yoichi M. A.
, p. 160 - 163 (2020)
A second-generation m-phenolsulfonic acid-formaldehyde resin (PAFR II) catalyst was prepared by condensation polymerization of sodium m-phenolsulfonate and paraformaldehyde in an aqueous H2SO4 solution. This reusable, robust acid resin catalyst was improved in both catalytic activity and stability, maintaining the characteristics of the previous generation catalyst (p-phenolsulfonic acid-formaldehyde resin). PAFR II was applied in the batchwise and continuous-flow direct esterification without water removal and provided higher product yields in continuous-flow esterification than any other commercial ion-exchanged acid catalyst tested.
METHOD FOR PRODUCING UNSATURATED CARBOXYLIC ESTER
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Paragraph 0064-0072, (2021/01/25)
An object of the present invention is to provide a method for producing an unsaturated carboxylic ester, wherein the risk of polymerization blockage is reduced and the required equipment cost and workload involved are kept low while maintaining a high conversion rate in an esterification reaction of unsaturated carboxylic acid. This object can be achieved by a method for producing an unsaturated carboxylic ester, which includes performing an esterification reaction using a reactor packed with a solid catalyst, wherein unsaturated carboxylic acid and alcohol are continuously fed to the reactor from an inlet thereof to form a fluid of the reaction solution in the reactor, and the vaporized organic solvent is continuously fed to the reactor from the inlet or a part near the inlet of the reactor.
Ruthenium(II) oxidase catalysis for C-H alkenylations in biomass-derived γ-valerolactone
Bechtoldt, Alexander,Baumert, Marcel E.,Vaccaro, Luigi,Ackermann, Lutz
supporting information, p. 398 - 402 (2018/02/07)
Ruthenium(ii) biscarboxylate oxidase catalysis is a powerful tool for the assembly of functionalized arenes with oxygen as a green oxidant, but this strategy was thus far limited to its use in traditional organic solvents. Herein, we report on a green procedure for the ruthenium(ii) biscarboxylate-catalysed C-H functionalisation in biomass-derived γ-valerolactone as the reaction medium. The oxidase catalysis was characterized by ample substrate scope and proceeded efficiently with oxygen as the sole oxidant. The overall green nature of this C-H-activation methodology is reflected by H2O being the only by-product.
PROCESS FOR PREPARING CARBOXYLIC ACID ESTERS IN THE PRESENCE OF A TITANIUM-CONTAINING CATALYST
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Page/Page column 16; 17; 18, (2016/04/09)
?The present invention relates to a process for preparing carboxylic acid esters, comprising esterification of a carboxylic acid with an alcohol in the presence of a titanium-containing catalyst selected from compounds of a general formula, Tin(OR)x(OR')xOy, wherein n is an integer from 1 to 4; у is an integer from 0 to 6; x can be the same or different and is an integer from 2 to 8; R is a linear or branched C1-C18alkyl, C3-C18cycloalkyl, R' is aryl optionally comprising an electron-donor substituent; or a mixture thereof, with the proviso that if n is 1, then x is 2 and у is 0; and if n>1, then the compounds comprise at least two alkoxy groups and two aryloxy groups. The present invention also relates to a process for preparing carboxylic acid esters, wherein a compound of general formula (I) or (II), wherein q represents an integer of 1 to 4; Y is independently R or R'; or a mixture thereof, with the proviso that the compounds comprise at least two alkoxy groups and two aryloxy groups, is used as a catalyst. The claimed process allows to reduce the amount of a used catalyst and the time of the process duration, while increasing the conversion rate of initial reagents and the yield of a target product.
PROCESS FOR PREPARING 4-HYDROXYBUTYL ACRYLATE
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Paragraph 0620; 0621; 0622; 0623; 0624, (2015/04/22)
A process for preparing 4-hydroxybutyl acrylate by transesterifying an alkyl acrylate with 1,4-butanediol in the presence of a dialkyltin oxide such that each of the alkyl groups has 4 to 8 carbon atoms, characterized in that the amount of the dialkyltin oxide is adjusted to 0.00001 to 0.01 moles per one mole of the alkyl acrylate.
CURABLE COMPOSITION FOR IMPRINT, PATTERNING METHOD AND PATTERN
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, (2011/04/18)
A curable composition for imprints, which is excellent in patternability and in line edge roughness, is provided. The curable composition for imprints comprises at least one kind of polymerizable monomer (A) and at least one kind of photopolymerization initiator (B). The polymerizable monomer (A) comprises at least two fluorine-containing groups selected from a fluoroalkyl group and a fluoroalkylether group and each of two of the fluorine-containing groups is connected with each other through a linking group having at least two carbon atoms.
Process for producing acrylic ester
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Page/Page column 5-7, (2008/06/13)
A process for producing an acrylic ester with excellent economic efficiency, which can eliminate the conventional problems to maintain the stable quality and the low unit consumption of raw materials, in the process for producing an acrylic ester using acrylic acid containing high-boiling acid components influencing the loss in quality and the unit consumption of raw materials, and an aliphatic or alicyclic alcohol having from 5 to 8 carbon atoms, as raw materials, and using a strongly acidic cation exchange resin as a catalyst. In such a process for producing an acrylic ester, a crude acrylic ester withdrawn from the bottom of a low-boiling separation column is supplied to a rectifying column, a rectified acrylic ester is taken out from the top of the rectifying column, while a high-boiling substance containing an acrylic ester, which is withdrawn from the bottom of the rectifying column, is supplied to a high-boiling separation column and/or a thin-film evaporator to separate it into an acrylic ester component and a high-boiling substance, and the separated acrylic ester component is taken out as a distillate and supplied to the low-boiling separation column for its recovery.
Method For Making Alkyl (Meth) Acrylates by Direct Esterification
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Page/Page column 4-5, (2008/12/07)
The invention concerns a improved method for making linear, branched or cyclic C1-C15 alkyl(meth)acrylates, by direct esterification of (meth)acrylic acid with a corresponding alcohol, said reaction being catalyzed by sulfuric acid. The method includes a step of hydrolyzing the neutralizing aqueous flow followed by extraction of the residual (meth)acrylic acid with solvent consisting entirely or partly of the alcohol used in the reaction. The invention enables organic pollution (COD) released in the final aqueous effluents of the process to be reduced, as well as productivity to be increased.
Method for refining easily polymerizable matter-containing substance and apparatus therefor
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Page/Page column 12-13, (2008/06/13)
A method for refining an easily polymerizable matter while preventing an easily polymerizable matter-containing substance from being polymerized and an apparatus for use in the method are disclosed. The method and apparatus for refining and separating the easily polymerizable matter-containing substance by the use of a distillation column provided with a heat exchanger set the linear velocity of a vapor in a connecting line intervening between the distillation column and the heat exchanger at a level of not less than 5 m per second and the retention time of the vapor at a level of not more than 3 seconds.