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Concept
Nitrocellulose
Summary
Nitrocellulose (also known as cellulose nitrate, flash paper, flash cotton, guncotton, pyroxylin and flash string, depending on form) is a highly flammable compound formed by nitrating cellulose through exposure to a mixture of nitric acid and sulfuric acid. One of its first major uses was as guncotton, a replacement for gunpowder as propellant in firearms. It was also used to replace gunpowder as a low-order explosive in mining and other applications. In the form of collodion it was also a critical component in an early photographic emulsion, the use of which revolutionized photography in the 1860s.
The process uses a mixture of nitric acid and sulfuric acid to convert cellulose into nitrocellulose. The quality of the cellulose is important. Hemicellulose, lignin, pentosans, and mineral salts give inferior nitrocelluloses. In precise chemical terms, nitrocellulose is not a nitro compound, but a nitrate ester. The glucose repeat unit (anhydroglucose) within the cellulose chain has three OH groups, each of which can form a nitrate ester. Thus, nitrocellulose can denote mononitrocellulose, dinitrocellulose, and trinitrocellulose, or a mixture thereof. With fewer OH groups than the parent cellulose, nitrocelluloses do not aggregate by hydrogen bonding. The overarching consequence is that the nitrocellulose is soluble in organic solvents such as acetone and esters; e.g., ethyl acetate, methyl acetate, ethyl carbonate. Most lacquers are prepared from the dinitrate, whereas explosives are mainly the trinitrate.
The chemical equation for the formation of the trinitrate is
3 HNO3 + C6H7(OH)3O2 C6H7(ONO2)3O2 + 3 H2O
The yields are about 85%, with losses attributed to complete oxidation of the cellulose to oxalic acid.
The principal uses of cellulose nitrate is for the production of lacquers and coatings, explosives, and celluloid.
In terms of lacquers and coatings, nitrocellulose dissolves readily in organic solvents, which upon evaporation leave a colorless, transparent, flexible film.
Official source
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