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Nylon 66 (loosely written nylon 6-6, nylon 6/6, nylon 6,6, or nylon 6:6) is a type of polyamide or nylon. It, and nylon 6 , are the two most common for textile and plastic industries. Nylon 66 is made of two monomers each containing 6 carbon atoms, hexamethylenediamine and adipic acid , which give nylon 66 its name. [ 1 ]
Because of the industrial value of adiponitrile, many methods have been developed for its synthesis. Early industrial methods started from furfural and later by the chlorination of butadiene to give 1,4-dichloro-2-butene, which with sodium cyanide, converts to 3-hexenedinitrile, which in turn can be hydrogenated to adiponitrile: [4]
Acid Chloride Preparative Route for Nylon-6,10, which is often used in the nylon rope trick. The nylon rope trick is a scientific demonstration that illustrates some of the fundamental chemical principles of step-growth polymerization and provides students and other observers with a hands-on demonstration of the preparation of a synthetic polymer.
The simplest case refers to the formation of a strictly linear polymer by the reaction (usually by condensation) of two monomers in equimolar quantities. An example is the synthesis of nylon-6,6 whose formula is [−NH−(CH 2) 6 −NH−CO−(CH 2) 4 −CO−] n from one mole of hexamethylenediamine, H 2 N(CH 2) 6 NH 2, and one mole of adipic acid, HOOC−(CH 2) 4 −COOH.
A commercial application of this technology includes the production of hexamethylenediamine from adiponitrile, a precursor to Nylon 66. [7] Depending on reaction conditions, reactive intermediate imines can also undergo attack by amine products to afford secondary and tertiary amines: 2 R-C≡N + 4 H 2 → (R-CH 2) 2 NH + NH 3
Caprolactam molecule used to synthesize Nylon 6 by ring opening polymerization. Nylon 6 or polycaprolactam is a polymer, in particular semicrystalline polyamide.Unlike most other nylons, nylon 6 is not a condensation polymer, but instead is formed by ring-opening polymerization; this makes it a special case in the comparison between condensation and addition polymers.
The reaction of 1,4-phenyl-diamine (para-phenylenediamine) and terephthaloyl chloride to produce an aramid. Polyamides can also be synthesized from dinitriles using acid catalysis via an application of the Ritter reaction. This method is applicable for preparation of nylon 1,6 from adiponitrile, formaldehyde and water. [4]
About 60% of the 2.5 billion kg of adipic acid produced annually is used as monomer for the production of nylon [13] by a polycondensation reaction with hexamethylene diamine forming nylon 66. Other major applications also involve polymers; it is a monomer for production of polyurethane and its esters are plasticizers, especially in PVC. [14]