- Preparation method of alpha-cyanoacrylate
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The invention relates to a preparation method of alpha-cyanoacrylate. The preparation method mainly includes the following steps that methyl cyanoacetate or ethyl cyanoacetate and formaldehyde are subjected to a condensation reaction to obtain a cyanoacrylate prepolymer; the cyanoacrylate prepolymer is cracked and rectified to obtain a methyl cyanoacrylate monomer or an ethyl cyanoacrylate monomer; and an anionic polymerization inhibitor, a free radical polymerization inhibitor, a catalyst and alcohol are added to the methyl cyanoacrylate monomer or the ethyl cyanoacrylate monomer for an esterexchange reaction, and the alpha-cyanoacrylate is obtained. According to the preparation method of the alpha-cyanoacrylate, the long-chain alpha-cyanoacrylate with the high content can be directly prepared, the depolymerization process under high-temperature and high-vacuum conditions is not required, the cost is lowered, the yield of products is increased, and the purity and stability of the products are improved.
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Paragraph 0054; 0055; 0056; 0057; 0058; 0059
(2019/06/11)
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- PROCESS FOR PREPARING ELECTRON DEFICIENT OLEFINS
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This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, using an acid catalyzed Knoevenagel condensation reaction.
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Paragraph 0049; 0050
(2018/07/29)
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- Method for synthesizing cyanoacrylate
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The invention discloses a method for synthesizing cyanoacrylate. The method comprises steps as follows: cyanoacetic ester and dialkoxymethane are taken as raw materials and have a condensation reaction under the catalytic action of a catalyst, and a reaction mixture of a cyanoacrylate containing oligomer and byproduct alcohol is obtained; the byproduct alcohol and unreacted dialkoxymethane are separated, a stabilizer is added to the remaining reaction mixture, cracking distillation under the reduced pressure is performed, and a cyanoacrylate crude product is obtained; the crude product is purified, and a finished product, namely, cyanoacrylate is obtained. Solid paraformaldehyde is not used any more, the difficulty of solid feeding is reduced, a dehydration step is not required, a dehydrating agent is not required to be used, defects of a condensation polymerization process using solid paraformaldehyde and using a solvent for continuous dehydration in conventional cyanoacrylate synthesis are avoided, the reaction process is easier to control, the process is simple, the operability is high, the method is economical and reasonable, discharge of three wastes and pollution to the environment are greatly reduced, and the method has good social benefits.
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Paragraph 0036; 0037
(2016/10/10)
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- A one-pot two-step microwave-assisted synthesis of N1-substituted 5,6-ring-fused 2-pyridones
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A fast, versatile and practical one-pot, two-step microwave-assisted protocol for the direct synthesis of N1-substituted 5,6-ring-fused 2-pyridones has been developed. The present method proved to be effective on a series of commercially available aldehydes, ketones and amines and could be profitably exploited in drug-discovery settings for the rapid identification of biologically relevant hit compounds.
- Radi, Marco,Vallerini, Gian Paolo,Petrelli, Alessia,Vincetti, Paolo,Costantino, Gabriele
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supporting information
p. 6905 - 6908
(2019/04/10)
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- 1,1-DISUBSTITUTED ETHYLENE PROCESS
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New and improved processes for the production of 1,1-disubstituted ethylenes.
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Paragraph 0114
(2013/08/14)
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- ALTERNATIVE SYNTHESIS OF 1,1-SUBSTITUTED OLEFINS HAVING ELECTRON-WITHDRAWING SUBSTITUENTS
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A three-stage method for synthesizing 1,1-disubstituted olefins is provided.
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Page/Page column 7
(2012/12/13)
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- Imines and methods of preparing electron deficient olefins using such novel imines
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This invention relates to novel imines, some of which are in the form of ionic liquids, and a process for producing electron deficient olefins, such as 2-cyanoacrylates, using an imine, for instance such novel imines, many of which are in the form of an ionic liquid.
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Page/Page column 16-17
(2011/11/13)
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- Method of preparing electron deficient olefins
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This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, using an iminium salt.
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Page/Page column 7
(2010/06/11)
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- Method of preparing electron deficient olefins
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This invention relates to processes for producing electron deficient olefins, such as 2-cyanoacrylates, using an iminium salt, and if desired contacting the reaction byproduct with alkali to generate an amine and separating that amine therefrom.
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Page/Page column 10-11
(2009/08/14)
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- IMINIUM SALTS AND METHODS OF PREPARING ELECTRON DEFICIENT OLEFINS USING SUCH NOVEL IMINIUM SALTS
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This invention relates to novel iminium salts, which may be in the form of ionic liquids, and a process for producing electron deficient olefins, such as 2-cyanoacrylates, using such an iminium salt, for instance in the form of an ionic liquid.
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Page/Page column 30-31
(2008/12/05)
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- Environmentally friendly one-pot synthesis of α-alkylated nitriles using hydrotalcite-supported metal species as multifunctional solid catalysts
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A ruthenium-grafted hydrotalcite (Ru/HT) and hydrotalcite-supported palladium nanoparticles (Pdnano/ HT) are easily prepared by treating basic layered double hydroxide, hydrotalcite (HT, Mg6Al 2(OH)16CO3) with aqueous RuCl 3·n H2O and K2[PdCl4] solutions, respectively, using surface impregnation methods. Analysis by means of X-ray diffraction, and energydispersive X-ray, electron paramagnetic resonance, and X-ray absorption fine structure spectroscopies proves that a monomeric RuIV species is grafted onto the surface of the HT. Meanwhile, after reduction of a surface-isolated PdII species, highly dispersed Pd nanoclusters with a mean diameter of about 70 A is observed on the Pdnano/HT surface by transmission electron microscopy analysis. These hydrotalcite-supported metal catalysts can effectively promote α-alkylation reactions of various nitriles with primary alcohols or carbonyl compounds through tandem reactions consisting of metal-catalyzed oxidation and reduction, and an aldol reaction promoted by the base sites of the HT. In these catalytic α-alkylations, homogeneous bases are unnecessary and the only by-product is water. Additionally, these catalyst systems are applicable to one-pot syntheses of glutaronitrile derivatives.
- Motokura, Ken,Fujita, Noriaki,Mori, Kohsuke,Mizugaki, Tomoo,Ebitani, Kohki,Jitsukawa, Koichiro,Kaneda, Kiyotomi
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p. 8228 - 8239
(2007/10/03)
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- PROCESS FOR PREPARATION OF ALKYL AND ALCOXYALKYL-α-CYANOACRYLATES BY DEPOLYMERISATION OF POLY(ALKYL-α CYANOACRYLATES) OR POLY(ALCOXYALKYL-α-CYANOACRYLATES) AND ITS USAGE AS TECHNICAL AND/OR MEDICAL ADHESIVE
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This invention is related to the preparation of alkyl or alcoxyalkyl-α-cyanoacrylates in monomeric form by depolymerisation of the corresponding poly(alkyl-α-cyanoacrylates) or poly(alcoxyalkyl-α-cyanoacrylates) (PCA). The PCA's are obtained preferably by base-catalyzed condensation of a cyanoacetate with formaldehyde (or a polymer of the latter). According to the invention, the poly(alkyl-α-cyanoacrylate) or poly(alcoxyalky-α-cyanoacrylate), the condensation product, is mixed with a depolymerisation system comprising phosphorus pentoxide P2O5, hydroquinone, ortho-phosphoric acid and para-toluenesulfonic acid. This process is realized in a batch reactor fitted with a condenser, heated at a temperature in the range of 100-300oC, under a vacuum of 0.5-50 Torr (7.10-5 - 7.10-3 MPa) and gives rise to monomeric alkyl-α-cyanoacrylates or monomeric alcoxyalkyl-α-cyanoacrylates, being stable in both gaseous and liquid phase. After an additional purification by vacuum distillation, these cyanoacrylates can be used as fast setting technical or medical adhesives.
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Page/Page column 5
(2008/06/13)
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- Studies with 2-benzothiazolylacetonitrile: Synthesis of new 2-thienylbenzothiazoles and N-thienyl maleimide derivatives
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The synthesis of new 2-thienylbenzothiazoles and N-thienyl maleimide derivatives utilizing 2-benzothiazolyl acetonitrile 1 as starting component.
- Elkholy, Yehya Mahmmoud
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p. 115 - 122
(2007/10/03)
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- Heterocyclic fused rings with bridgehead nitrogen atoms: Single step synthesis of several polyfunctionally substituted fused pyridines
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The synthesis of several new polyfunctionally substituted fused pyridines via reaction of benze[g] 4-amino, 3-cyano, 2-methyl, 1H quinolino, 4,5-dione [1] and 4-amino, 3-cyano, 2-methyl 1,4-piperidino [2,3-b] benz [g] 1,2,3,4-tetrahydroquinoline 4,5,10 trione [2] with different reagents is described.
- Khalafallah,Abd Elal,El Kanzi
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p. 397 - 406
(2007/10/03)
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- Process for preparing an α-cyanoacrylate
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A process for producing an α-cyanoacrylate which comprises reacting a cyanoacetate with formaldehyde in the presence of a catalyst and a solvent, wherein a compound having phase transfer catalytic activity is used as the catalyst.
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