フタル酸 ジエチル 化学特性,用途語,生産方法
外観
無色澄明の液体
定義
本品は、フタル酸とエタノール(*)のジエステルであり、次の化学式で表される。
参照表示名称:エタノール
溶解性
水に不溶。アルコール, エーテルに可溶。ニトロセルロースに対して強い溶解性がある。エタノール及びアセトンに極めて溶けやすく、水にはほとんど溶けない。
用途
有機合成原料。高沸点溶剤。合成樹脂可塑剤。香料保留剤。
用途
プラスチック添加剤(可塑剤)
用途
環境試料中のフタル酸エステルの分析(HPLC)用標準品、GC-MS分析標準品。
用途
可塑剤、香料の保留剤、化粧品の原料
化粧品の成分用途
変性剤、可塑剤、溶剤、香料
効能
可塑剤
説明
Diethyl phthalate (DEP) is a member of the group of esters of phthalic acid known as phthalates, used ubiquitously as solvents and plasticisers worldwide. DEP can increases the flexibility of plastics. It is also contained in deodorant formulations, perfumes, emollients and insect repellents. It can cross react with dimethyl phtalate.
化学的特性
Diethyl phthalate is a clear, colorless, oily liquid. It is practically odorless, or with a very slight aromatic odor and a bitter, disagreeable taste. It is miscible with ethanol and ethyl ether. Diethyl phthalate is soluble in acetone, benzene, carbon tetrachloride, alcohols, ketones, esters, and aromatic hydrocarbons and partly miscible with aliphatic solvents. Diethyl phthalate, when exposed to heat, decomposes and emits acrid smoke and irritating fumes. It is incompatible with strong oxidisers, strong acids, nitric acid, permanganates, and water and attacks some forms of plastics. Diethyl phthalate is produced in the reaction of phthalic anhydride with ethanol in the presence of concentrated sulphuric acid catalyst.
物理的性質
Clear, colorless, oily liquid with a mild, chemical odor. Bitter taste.
使用
Diethyl phthalate is a Plasticizer for cellulose ester plastic films and sheets; in molded plastics; manufacturing varnishes; cosmetics.
定義
ChEBI: The diethyl ester of benzene-1,2-dicarboxylic acid.
調製方法
Diethyl phthalate is produced by the reaction of phthalic anhydride with ethanol in the presence of sulfuric acid.
一般的な説明
A clear, colorless liquid without significant odor. More dense than water and insoluble in water. Hence sinks in water. Primary hazard is to the environment. Spread to the environment should be immediately stopped. Easily penetrates soil, contaminates groundwater and nearby waterways. Flash point 325°F. Severely irritates eyes and mildly irritates skin. Used in the manufacture of perfumes, plastics, mosquito repellents and many other products.
空気と水の反応
Insoluble in water.
反応プロフィール
Diethyl phthalate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250].
健康ハザード
Diethyl phthalate exhibited low to very lowacute toxicity in laboratory animals. Inges tion produced somnolence and hypotension.Inhalation of its vapors may result in lacrima tion, coughing, and irritation of the throatin humans. The oral LD50 value in mice is6170 mg/kg. Diethyl phthalate administeredto pregnant rats at 5% concentration in thefeed showed no adverse effect upon embryoor fetal growth, viability, or the incidence ofmalformations (Price et al. 1988).
火災危険
Special Hazards of Combustion Products: Irritating vapors of unburned chemical may form in fire.
応用例(製薬)
Diethyl phthalate is used as a plasticizer for film coatings on tablets, beads, and granules at concentrations of 10–30% by weight of polymer.
Diethyl phthalate is also used as an alcohol denaturant and as a solvent for cellulose acetate in the manufacture of varnishes and dopes. In perfumery, diethyl phthalate is used as a perfume fixative at a concentration of 0.1–0.5% of the weight of the perfume used.
接触アレルゲン
This plasticizer increases the fexibility of plastics. It is
also contained in deodorant formulations, perfumes,
emollients, and insect repellents. It can cross-react
with dimethyl phthalate.
安全性プロファイル
Poison by intravenous
route. Moderately toxic by ingestion,
subcutaneous, and intraperitoneal routes. Human systemic effects by inhalation:
lachrymation, respiratory obstruction, and
other unspecified respiratory system effects.
An eye irritant and systemic irritant by
inhalation. An experimental teratogen.
Other experimental reproductive effects.
Narcotic in hgh concentrations.
Combustible when exposed to heat or
flame. To fight fire, use water spray, mist,
foam. When heated to decomposition it
emits acrid smoke and irritating fumes.
安全性
Diethyl phthalate is used in oral pharmaceutical formulations and is generally regarded as a nontoxic and nonirritant material at the levels employed as an excipient. However, if consumed in large quantities it can act as a narcotic and cause paralysis of the central nervous system.
Although some animal studies have suggested that high concentrations of diethyl phthalate may be teratogenic, other studies have shown no adverse effects.
LD50 (guinea pig, oral): 8.6g/kg
LD50 (mouse, IP): 2.7g/kg
LD50 (mouse, oral): 6.2g/kg
LD50 (rat, IP): 5.1g/kg
LD50 (rat, oral): 8.6g/kg
環境運命予測
Biological. A proposed microbial degradation mechanism is as follows: 4-hydroxy-3-
methylbenzyl alcohol to 4-hydroxy-3-methylbenzaldehyde to 3-methyl-4-hydroxybenzoic acid to
4-hydroxyisophthalic acid to protocatechuic acid to β-ketoadipic acid (Chapman, 1972). In
anaerobic sludge, diethyl phthalate degraded as follows: monoethyl phthalate to phthalic acid to
protocatechuic acid followed by ring cleavage and mineralization (Shelton et al., 1984).
Photolytic. An aqueous solution containing titanium dioxide and subjected to UV radiation (λ
>290 nm) produced hydroxyphthalates and dihydroxyphthalates as intermediates (Hustert and
Moza, 1988).
Chemical/Physical. Under alkaline conditions, diethyl phthalate will initially hydrolyze to ethyl
hydrogen phthalate and ethanol. The monoester will undergo hydrolysis forming o-phthalic acid
and ethanol (Kollig, 1993). A second-order rate constant of 2.5 x 10
-2/M?sec was reported for the
hydrolysis of diethyl phthalate at 30 °C and pH 8 (Wolfe et al., 1980). At 30 °C, hydrolysis halflives
of 8.8 and 18 yr were reported at pH values 9 and 10
-12, respectively (Callahan et al., 1979).
貯蔵
Diethyl phthalate is stable when stored in a well-closed container in a cool, dry place.
純化方法
Wash the ester with aqueous Na2CO3, then distilled water, dry (CaCl2), and distil it under reduced pressure. Store it in a vacuum desiccator over P2O5. [Beilstein 9 IV 3172.]
不和合性
Incompatible with strong oxidizing materials, acids, and permanganates.
規制状況(Regulatory Status)
Included in the FDA Inactive Ingredients Database (oral capsules, delayed action, enteric coated, and sustained action tablets). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
フタル酸 ジエチル 上流と下流の製品情報
原材料
準備製品