Names | |
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IUPAC name
poly(hexano-6-lactam)
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Other names
polycaprolactam, polyamide 6, PA6, poly-ε-caproamide, Perlon, Dederon, Capron, Ultramid, Akulon, Nylatron, Kapron, Alphalon, Tarnamid, Akromid, Frianyl, Schulamid, Durethan, Technyl, Nyorbits
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Identifiers | |
25038-54-4 | |
ECHA InfoCard | 100.124.824 |
PubChem | 24850915 |
Properties | |
(C6H11NO)n | |
Density | 1.084 g/mL |
Melting point | 493 K |
Hazards | |
434 °C; 813 °F; 707 K | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Nylon 6 or polycaprolactam is a polymer developed by Paul Schlack at IG Farben to reproduce the properties of nylon 6,6 without violating the patent on its production. It is a 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. Its competition with nylon 6,6 and the example it set have also shaped the economics of the synthetic fiber industry. It is sold under numerous trade names including Perlon (Germany), Dederon (former East Germany), Nylatron, Capron, Ultramid, Akulon, Kapron (former Soviet Union and satellite states), and Durethan.
Nylon 6 can be modified using comonomers or stabilizers during polymerization to introduce new chain end or functional groups, which changes the reactivity and chemical properties. It’s often done to change its dyeability or flame retardance. Nylon 6 is synthesized by ring-opening polymerization of caprolactam. Caprolactam has 6 carbons, hence 'Nylon 6'. When caprolactam is heated at about 533 K in an inert atmosphere of nitrogen for about 4-5 hours, the ring breaks and undergoes polymerization. Then the molten mass is passed through spinnerets to form fibres of Nylon 6.
During polymerization, the amide bond within each caprolactam molecule is broken, with the active groups on each side re-forming two new bonds as the monomer becomes part of the polymer backbone. Unlike nylon 6,6, in which the direction of the amide bond reverses at each bond, all nylon 6 amide bonds lie in the same direction (see figure: note the N to C orientation of each amide bond).