Nylon 12is anylon polymerwith the formula [(CH2)11C(O)NH]n.It is made from ω-aminolauric acid orlaurolactammonomers that each have 12 carbons, hence the name ‘Nylon 12’. It is one of severalnylonpolymers.[1]
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| Names | |
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| IUPAC name
Poly(dodecano-12-lactam)
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| Other names
Polyamide 12, PA 12, polylaurolactam, Polylaurinlactam, poly(12-aminododecanoic acid lactam); Daiamid (Daicel Chemical Industries), Grilamid (EMS Chemie); Rilsan A (Elf Atochem); UBE Nylon 12 (UBE Industries); Vestamid (Creanova)
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| Identifiers | |
| ChemSpider |
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| ECHA InfoCard | 100.126.906 |
| UNII | |
CompTox Dashboard(EPA)
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| Properties | |
| (C12H23NO)n | |
| Density | 1.01 g/mL |
| Melting point | 178 to 180 °C (352 to 356 °F; 451 to 453 K) |
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).
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Synthesis
editNylon 12 can be produced through two routes. The first beingpolycondensationof ω-aminolauric acid, abifunctionalmonomerwith oneamineand onecarboxylic acidgroup.
n H2N(CH2)11CO2H → [(CH2)11CONH]n+ n H2O
The second route isring-opening polymerizationoflaurolactamat 260-300˚C. Ring opening can be carried out by cationic or anionic initiators, although cationic initiators have not been used commercially due to the product being less stable andoxidizedrelatively quickly in comparison to those produced by activated anionic polymerization (monomer casting).[2]Ring-opening polymerization is the preferred route for commercial production.
- n [(CH2)11CONH] → [(CH2)11CONH]n
Properties
editNylon 12 exhibits properties between short chain aliphatic nylons (e.g.,nylon 6andnylon 66) andpolyolefins.[3] At 178-180 °C, the melting point of nylon 12 is the lowest among the importantpolyamides.Its mechanical properties, such as hardness, tensile strength, and resistance to abrasion, are similar to those of nylon 6 and nylon 66. Low water absorption and density, 1.01 g/mL, result from its relatively long hydrocarbon chain length, which also confers it dimensional stability and an almostparaffin-like structure. Nylon 12 is also chemical resistant and insensitive to stress cracking.
Applications
editNylon 12 has a broad range of applications as polyamide additives. Nylon 12 is mainly used for films for packing material in the food industry and sterilized films and bags for use in the pharmaceutical and medical fields. When added topolyethylenefilms, it improves water vapor permeability and aroma impermeability.
It is also prepared as sheets and sintered powder for coating metals. In the electronics field, it is used for covering cables and insulating material, while in the automobile industry it is used to prepare oil and gasoline resistant tubes. In the cosmetic and personal care industries, it is used as bulking and opacifying agents in the face and body powders, and skin creams.[4]Nylon 12 has also found uses in the textile industry and for producing sporting and leisure goods among other applications.
Manufacturers
editSignificant suppliers of nylon 12 includeEMS-Chemie,theMarl Chemical Parkoperated byEvonik,Arkemaand South Korea'sSH Energy & Chemical Co.
References
edit- ^Wolfgang. Griehl, Djavid. Ruestem "Nylon 12-Preparation, Properties, and Applications" Ind. Eng. Chem., 1970, vol. 62, pp 16–22.doi:10.1021/ie50723a005
- ^ Kubisa, P.; Matyjaszewski, K.; Penczek, S. (1985).Cationic Ring-Opening Polymerization.Advances in Polymer Science. Vol. 68/69. Springer Berlin Heidelberg. pp. 201–208.doi:10.1007/3-540-13781-5_11.ISBN978-3-540-13781-8.S2CID242332714.
- ^ Mark, James E. (1999).Polymer Data Handbook.Oxford University Press, Inc.ISBN978-0195181012.
- ^"Regenerist Micro-Sculpting Cream Moisturizer".Olay.Procter & Gamble.Retrieved10 December2015.