21982-43-4

Usage

Uses

Used in Engineering Applications:
2-ethoxyethyl 2-cyanoacrylate is used as an industrial-strength adhesive for its powerful bonding capabilities, making it suitable for various engineering applications.
Used in Construction Applications:
2-ethoxyethyl 2-cyanoacrylate is used as a super adhesive for its rapid polymerization and strong bonding, which is beneficial in construction projects.
Used in Medical Applications:
2-ethoxyethyl 2-cyanoacrylate is used as a medical-grade adhesive for its ability to create a robust and durable bond, which is essential in certain medical procedures.
It is important to handle 2-ethoxyethyl 2-cyanoacrylate properly, as it can cause skin and eye irritation.

InChI:InChI=1/C8H11NO3/c1-4-11-7(3)12-8(10)6(2)5-9/h7H,2,4H2,1,3H3

Synthetic route

formaldehyd (50-00-0) + 2-ethoxyethyl-cyanoacetate (32804-77-6) → 2-ethoxyethyl 2-cyanoacrylate (21982-43-4)

Conditions	Yield
With piperidine; water Erhitzen des Reaktionsprodukts mit Phosphor(V)-oxid, Schwefeldioxid und Hydrochinon unter vermindertem Druck;
(i) piperidine, aq. NaOH, (ii) SO2, P2O5, benzene-1,4-diol, (heating); Multistep reaction;

Upstream product

• 50-00-0 formaldehyd 
• 32804-77-6 2-ethoxyethyl-cyanoacetate 

Relevant academic research and scientific papers

Process for preparing 1,1-disubstituted ethylenic monomers

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.

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

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.