6606-65-1Relevant academic research and scientific papers
N-butyl cyanoacrylate synthesis. A new quality step using microwaves
Carriles, Yaquelin Ramos,Brito, Ruben Alvarez,Sanchez, Ricardo Martinez,Acevedo, Elayma Sanchez,Dominguez, Paola Rodriguez,Mueller, Wolf-Dieter
, p. 6220 - 6227 (2014)
Alkyl cyanoacrylates are interesting products for use in industry because of their properties enabling them to stick together a wide range of substrates. n-Butyl cyanoacrylate is one of the most successfully used tissue adhesives in the field of medicine because it exhibits bacteriostatic and haemostatic characteristics, in addition to its adhesive properties. At present, its synthesis is performed with good yields via Knoevenagel condensation using conventional sources of heating, but this requires a long processing time. The aim of this work was to look for a new way of synthesising n-butyl cyanoacrylate using microwave irradiation as the source of heating. This non-conventional source of heating most likely reduces the process time of the synthesis. In comparison with a conventional heating source, such as an oil bath, the results showed the advantages of this method whereby the n-butyl cyanoacrylate gave the same yield and quality with a reduction in the reaction time by a factor of 3-5-fold.
A novel cyanoacrylate-based matrix excipient in HPMCP capsules forms a sustained intestinal delivery system for orally administered drugs with enhanced absorption efficiency
Song, Liya,Chen, Pengfei,Yu, Jin,Han, Xiaolu,Hua, Yabing,Liu, Shan,Pang, Bo,Gao, Jing,Ma, Jiahua,Xu, Liang
, p. 1288 - 1296 (2021/02/21)
Patients prefer oral drug delivery due to its convenience and noninvasiveness. Nevertheless, a multitude of potentially clinically important drugs will not reach the market or achieve their full potential, due to their low bioavailability and instability in gastric acid. In this study, a novel oral drug delivery system based on poly-cyanoacrylate [a polymer of 2-(2-methoxyethoxy)ethyl-2-cyanoacrylate (MECA)] and hydroxypropyl methylcellulose phthalate (HPMCP) was developed and shown to permit intestinal targeting and sustained drug release. Aspirin [acetylsalicylic acid (ASA)] was selected as a model drug for atherosclerosis treatment. It was physically dissolved in liquid MECA, and the ASA-MECA matrix was then polymerized into a solid drug-loading depot in an HPMCP shell. The delivery of the drug depot in the intestine was achieved with the HPMCP shell; then the polymerized MECA (polyMECA) provided sustained drug release. The polyMECA excipient was not absorbed by the intestine due to its high molecular weight; a fluorescein-labeled assay indicated that it was excreted completely in feces after drug release. The formulation, ASA-polyMECA-HPMCP, showed good intestinal targeting and sustained drug releasein vitroandin vivo. Pharmacokinetic studies indicated that this formulation improved the bioavailability of ASA relative to commercially available controls. ASA-polyMECA-HPMCP showed desirable anti-atherosclerosis efficacy in a rabbit model, with significant enhancement of atheromatous lesion stability. Biosafety tests proved the low toxicity of ASA-polyMECA-HPMCP and the polyMECA matrix. We believe that this work has provided a practical and biocompatible system for sustained intestinal drug delivery that can be applied broadly with various drugs for specific therapeutic aims.
Synthesis process of alpha-n-butyl cyanoacrylate
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Paragraph 0028-0032, (2020/06/09)
The invention provides a synthesis process of alpha-n-butyl cyanoacrylate. The synthesis process comprises the following steps: reacting formaldehyde and n-butyl cyanoacetate under the action of a catalyst and a catalyst assistant to obtain a wet prepolymer; and sequentially carrying out cracking and refining on the wet prepolymer to obtain the alpha-n-butyl cyanoacrylate. By adopting the synergistic effect of a composite additive and a dispersing agent, reaction time is greatly shortened, yield is obviously increased, an oil phase and a water phase are fully mixed under the condition of no solvent reaction, interface contact is expanded, product quality is improved, product purity is greater than or equal to 99.5%, and product yield is greater than or equal to 75%.
Preparation method of alpha-cyanoacrylate
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Paragraph 0061; 0062; 0063; 0064; 0065; 0066; 0067-0085, (2019/06/11)
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.
Method for preparing glue and medical glue
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Paragraph 0082-0085; 0097; 0098, (2018/06/26)
The present invention provides a method for preparing an acrylate based adhesive in high purity, which performs a process of producing an alkyl cyanoacrylate polymer from alkyl cyanoacetate and a process of depolymerizing the alkyl cyanoacrylate polymer into monomers together to reduce the production costs.(AA) Mix alkyl alcohol with an organic solvent(BB) Add cyanoacetic acid and strong acid to the mixed solution and heating the same for esterification(CC) Remove water produced during the esterification reaction by azeotropic distillation and purify/dry the mixture(DD) Stir alkyl cyanoacetate, a crosslinking agent, and a catalyst to prepare a polymer(EE) Prepare a crude polymer from the polymer(FF) Perform catalytic depolymerization of the crude polymer to obtain a monomer-type high purity polymerCOPYRIGHT KIPO 2018
Synthesis method of alpha-cyanoacrylate
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Paragraph 0038-0043; 0046-0051, (2018/05/16)
The invention provides a preparation method of alpha-cyanoacrylate. The method comprises steps as follows: alpha-cyanoacetate and paraformaldehyde or a formaldehyde water solution are subjected to a condensation reaction through programmed temperature and sufficient stirring under the condition of reduced pressure in the presence of a catalyst; water is removed after the condensation reaction ends, a polymerization inhibitor is added for distillation cracking after sufficient dewatering, sufficient stirring, vacuum pumping and temperature increasing are performed, and a cracking reaction is performed. A crude monomer obtained through the steps is rectified, and a refined alpha-cyanoacrylate monomer with higher yield and purity can be obtained. The polycondensation catalyst is a compound catalyst of triphenylphosphine and a guanidine catalyst. The method is high in efficiency and safety, has low side reactions and is environmentally friendly, and the product yield and the product purityare high.
PROCESS FOR PREPARING ELECTRON DEFICIENT OLEFINS
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Paragraph 0065, (2018/07/29)
This invention relates to a process for preparing electron deficient olefins, such as 2-cyanoacrylates, using an acid catalyzed two-step process including a transesterification reaction followed by a Knoevenagel condensation reaction.
Method for synthesizing cyanoacrylate
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Paragraph 0040; 0041, (2016/10/10)
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.
Process for preparing 1,1-disubstituted ethylenic monomers
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Paragraph 0092, (2015/11/16)
The present invention relates to a process for preparing 1,1-disubstituted ethylene monomers having general formula (I) from a compound of general formula (II) and an active methylene compound of general formula (III) using a catalytic amount of an ammonium or iminium salt in homogeneous phase or supported on a solid substrate. Said process allows the direct synthesis of the monomers and finds application in the preparation of a wide variety of monomers. The products obtained are reactive monomers of high purity which find application in the field of fast curing adhesives.
IMINIUM SALTS AND METHODS OF PREPARING ELECTRON DEFICIENT OLEFINS USING SUCH NOVEL IMINIUM SALTS
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Page/Page column 35, (2008/12/05)
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.
