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Cellulose acetate phthalate : ウィキペディア英語版
Cellulose acetate phthalate

Cellulose acetate phthalate (CAP), also known as cellacefate and cellulosi acetas phthalas, is a commonly used polymer phthalate in the formulation of pharmaceuticals, such as the enteric coating of tablets or capsules and for controlled release formulations. It is a cellulose polymer where about half of the hydroxyls are esterified with acetyls, a quarter are esterified with one or two carboxyls of a phthalic acid, and the remainder are unchanged. Its CAS number is (). It is a hygroscopic white to off-white free-flowing powder, granules, or flakes. It is tasteless and odorless, though may have a weak odor of acetic acid. Its main use in pharmaceutics is with enteric formulations. It can be used together with other coating agents, e.g. ethyl cellulose. Cellulose acetate phthalate is commonly plasticized with diethyl phthalate, a hydrophobic compound, or triethyl citrate, a hydrophilic compound; other compatible plasticizers are various phthalates, triacetin, dibutyl tartrate, glycerol, propylene glycol, tripropionin, triacetin citrate, acetylated monoglycerides, etc.
According to a 1944 study by Hodge, there was no histological change on rats fed CAP for a year.
== Synthesis ==
The most common way to prepare cellulose acetate phthalate consists of the reaction of a partially substituted cellulose acetate (CA) with phthalic anhydride in the presence of an organic solvent and a basic catalyst. The organic solvents widely used as reaction media for the phthaloylation of cellulose acetate are acetic acid, acetone, or pyridine. The basic catalysts employed are anhydrous sodium acetate when using acetic acid, amines when using acetone, and the organic solvent itself when using pyridine as reaction medium.
Malm et al., records the preparation of phthalic acid derivatives of ethyl-cellulose and cellulose acetate without the use of pyridine by substituting sodium acetate as catalyst and acetic acid as a reaction solvent. Phthalyl content of the derivatives produced by this method is inversely dependent on the reaction temperature, although the rate of phthalyl introduction is faster at high temperatures. Phthalyl content also depends on proportions of acetic acid, as a reaction solvent

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