Octyl cyanoacrylate
Encyclopedia
Octyl cyanoacrylate a cyanoacrylate
Cyanoacrylate
Cyanoacrylate is the generic name for cyanoacrylate based fast-acting adhesives such as methyl 2-cyanoacrylate, ethyl-2-cyanoacrylate , and n-butyl cyanoacrylate...

 ester, is an octyl ester
Ester
Esters are chemical compounds derived by reacting an oxoacid with a hydroxyl compound such as an alcohol or phenol. Esters are usually derived from an inorganic acid or organic acid in which at least one -OH group is replaced by an -O-alkyl group, and most commonly from carboxylic acids and...

 of 2-cyano-2-propenoic acid. It is a clear colorless liquid with a sharp, irritating odor. Its chief use is as the main component of medical cyanoacrylate glues. It can be encountered under various trade name
Trade name
A trade name, also known as a trading name or a business name, is the name which a business trades under for commercial purposes, although its registered, legal name, used for contracts and other formal situations, may be another....

s including GluStitch, derma+flex® QS™, SurgiSeal, FloraSeal, Octylseal, Dermabond, Nexaband, and others.

In medical and veterinary applications, the related compounds n-butyl cyanoacrylate
Butyl cyanoacrylate
n-Butyl cyanoacrylate , a cyanoacrylate ester, is a butyl ester of 2-cyano-2-propenoic acid. It is a clear colorless liquid with a sharp, irritating odor. It is insoluble in water. Its chief use is as the main component of medical cyanoacrylate glues. It can be encountered under various trade...

 and isobutyl cyanoacrylate
Isobutyl cyanoacrylate
Isobutyl cyanoacrylate is an isomer of butyl cyanoacrylate. It is used in medical procedures either to close incisions and lacerations without the use of sutures, or as an adjunct to strengthen the suturing. This use is possible because it is a bactericidal liquid monomer which, in thepresence of...

 are commonly used. They are bacteriostatic and their use is usually painless. Butyl esters provide a stronger bond, but the glue is rigid. The octyl ester, while providing weaker bond, is more flexible.

It polymerizes rapidly in presence of moisture.

Heating to higher temperatures causes pyrolysis
Pyrolysis
Pyrolysis is a thermochemical decomposition of organic material at elevated temperatures without the participation of oxygen. It involves the simultaneous change of chemical composition and physical phase, and is irreversible...

 and depolymerization
Depolymerization
Depolymerization is the process of converting a polymer into a monomer or a mixture of monomers.Thioglycolysis, thiolysis and phloroglucinolysis are reactions used to study condensed tannins by means of their depolymerisation. Thioglycolysis is also used to study lignin....

 of the cured glue, producing gaseous products strongly irritating to lungs and eyes.

See also

  • Methyl cyanoacrylate
    Methyl cyanoacrylate
    Methyl cyanoacrylate is an organic compound that contains several functional groups, a methyl ester, a nitrile, and an alkene. It is a colorless liquid with low viscosity. Its chief use is as the main component of cyanoacrylate glues. It can be encountered under many trade names...

  • Ethyl cyanoacrylate
    Ethyl cyanoacrylate
    Ethyl cyanoacrylate , a cyanoacrylate ester, is an ethyl ester of 2-cyano-2-propenoic acid. It is a colorless liquid with low viscosity. It is the main component of cyanoacrylate glues and can be encountered under many trade names. Super glue and Krazy glue are believed to be virtually 100% ECA...

  • Butyl cyanoacrylate
    Butyl cyanoacrylate
    n-Butyl cyanoacrylate , a cyanoacrylate ester, is a butyl ester of 2-cyano-2-propenoic acid. It is a clear colorless liquid with a sharp, irritating odor. It is insoluble in water. Its chief use is as the main component of medical cyanoacrylate glues. It can be encountered under various trade...

  • 2-Octyl cyanoacrylate
    2-Octyl cyanoacrylate
    2-Octyl cyanoacrylate is an cyanoacrylate ester used in medical adhesives. It is closely related to octyl cyanoacrylate.-See also:* Methyl cyanoacrylate* Ethyl cyanoacrylate* Butyl cyanoacrylate* Octyl cyanoacrylate...

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