4,4'-ジイソシアン酸メチレンジフェニル 化学特性,用途語,生産方法
外観
白色~ほとんど白色粉末~塊
溶解性
水に不溶。ベンゼン, トルエンに可溶。
用途
有機合成原料。
用途
スパンデックス繊維?合成皮革,ウレタンエラストマー?接着剤?塗料の原料、SRI:CHEMICAL ECONOMICS HANDBOOK;接着剤,塗料,スパンデックス繊維,合成皮革,ウレタンエラストマーなどの原料、化学工業日報社
主な用途/役割
ポリウレタン樹脂、ポリウレタンプレポリマー等の原料、水性高分子イソシアネート系接着剤の架橋剤として使用される。
説明
4,4'-Diphenylmethane-diisocyanate (MDI) is used in the
manufacture of various polyurethane products - elastic
and rigid foams, paints, lacquers, adhesives, binding
agents, synthetics rubbers, and elastomeric fibers.
化学的特性
white to light yellow flakes or crystals
使用
Diphenyl methane diisocyanate (MDI) is widely used in polyurethane coatings, this product is made of polyurethane foam used as a warm (cold), building materials, vehicle, ship parts; masterwork can made car Block, buffer, synthetic leather, non plastic polyurethane, polyurethane elastic fiber, no plastic elastic fibers, films, adhesives.
定義
ChEBI: A diisocyanate consisting of diphenylmethane with two isocyanate groups at the 4- and 4'-positions.
製造方法
Phosgene (800 g, 8 mol) (for a safe source) was dissolved in o-dichlorobenzene (2000 mL), and the resulting solution was cooled in an ice-salt bath. To the stirred solution, a hot solution of 4,4'-diaminodiphenylmethane (200 g, 1.01 mol) in o-dichlorobenzene (1000 mL) was slowly added through a heated dropping funnel. The rate of addition was regulated so that the temperature of the phosgene solution did not rise substantially above 0°C. The fine suspension that resulted was slowly heated and additional phosgene (700 g, 7.1 mol) was added at 130 °C until a clear solution appeared. After purging with carbon dioxide, the solvent was removed in vacuo and the product was purified by vacuum distillation. At 156–158 °C (0.1 mmHg), 215 g (0.85 mol, 84%) of 4,4’-diphenylmethane diisocyanate was obtained. Several procedures for the preparation of isocyanates with phosgene have been described. Nevertheless, many of them require the delivery of gaseous phosgene from an external source, such as a pressurized cylinder.
一般的な説明
Diphenylmethane-4,4-diisocyanate is a light yellow colored solid. 4,4'-Diphenylmethane diisocyanate is not soluble in water. 4,4'-Diphenylmethane diisocyanate may be toxic by ingestion, inhalation, or skin absorption. If in a solution 4,4'-Diphenylmethane diisocyanate may or may not burn depending on the nature of the material and/or the solvent. It's used to make plastics.
空気と水の反応
4,4'-Diphenylmethane diisocyanate is not soluble in water.
反応プロフィール
Isocyanates and thioisocyanates, such as 4,4'-Diphenylmethane diisocyanate, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].
健康ハザード
Breathlessness, chest discomfort, and reduced pulmonary function.
火災危険
Noncombustible; flash point (open cup)
202°C (395°F). MDI reactions with strong
oxidizers, acids, and bases can be vigorous.
化学性质
白色から微黄色の固体,ベンゼン,トルエン,アセトンなどに可溶
接触アレルゲン
MDI is used in the manufacture of various polyurethane products: elastic and rigid foams, paints, lacquers, adhesives, binding agents, synthetic rubbers, and elastomeric fibers.
安全性プロファイル
Poison by inhalation.
Mildly toxic by ingestion. Human systemic
effects by inhalation: increased immune
response and body temperature. A skin and
eye irritant. An allergic sensitizer.
Questionable carcinogen. Mutation data
reported. A flammable liquid. When heated
to decomposition it emits toxic fumes of
NOx and SOx.
職業ばく露
MDI is used in the production of polyurethane foams and plastics; polyurethane coatings; elastomers, and thermoplastic resins.
環境運命予測
Due to its low vapor pressure (0.000 62 Pa at 20 ℃), MDI
partitioning to the atmosphere is limited; and vapors are
rapidly eliminated by reaction with hydroxyl radicals (22 h
half-life). Degradation by either direct photolysis or hydrolysis
by water vapor to methylenedianiline (MDA) does not play
a significant role in the atmospheric fate of MDI. In water, the
isocyanate group of MDI can be rapidly hydrolyzed to an
amine (<1 min half-life) that in turn reacts at a much faster rate
with another isocyanate group to yield urea. Because MDI has
two isocyanate groups, these reactions lead to cross-linked
polyureas, which are inert, insoluble solids. Unless MDI is
well dispersed in water, these processes result in the formation
of a solid polyurea crust that encases the unreacted material,
restricts both water ingress and amine egress, and leads to
higher yields of polyurea. Under stirred aqueous conditions,
the fraction of 4,4'-MDI converted to 4,4'-MDA is less than 1%;
unstirred, the fraction is 0.005%. MDI released to soil will not
exhibit significant transport to other environmental media due
to the favored reaction with water to form inert polyureas and
binding to the soil biomass. As expected, pMDI and the waterinsoluble
oligo- and polyureas that form when pMDI enters an aqueous environment showed no biodegradation over 28 days
in a guideline study.
輸送方法
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required
合成方法
アニリン塩酸塩にホルムアルデヒドを反応させて酸性縮合を行い,アルカリ中和後蒸留でメチレンジアニリン(MDA)を得る.このMDAを適当な溶媒に溶解し,ホスゲンを反応させて粗MDIを得る.副生物として重合体が生成するため,薄膜蒸留などにより精製する
不和合性
May form explosive mixture with air.
Isocyanates are highly flammable and reactive with many
compounds, even with themselves. Incompatible with
oxidizers (chlorates, nitrates, peroxides, permanganates,
perchlorates, chlorine, bromine, fluorine, etc.); contact
may cause fires or explosions. Reaction with moist air,
water or alcohols may form amines and insoluble polyureas and react exothermically, releasing toxic, corrosive or
flammable gases, including carbon dioxide; and, at the
same time, may generate a violent release of heat increasing the concentration of fumes in the air. Incompatible
with amines, aldehydes, alkali metals, ammonia, carboxylic acids, caprolactum, alkaline materials, glycols,
ketones, mercaptans, hydrides, organotin catalysts, phenols, strong acids, strong bases, strong reducing agents
such as hydrides, urethanes, ureas. Elevated temperatures
or contact with acids, bases, tertiary amines, and acylchlorides may cause explosive polymerization. Attacks
some plastics, rubber and coatings. May accumulate static
electrical charges, and may cause ignition of its vapors.
Unstable above 100F/38C. Polymerizes at temperatures
above 204C. Contact with metals may evolve flammable
hydrogen gas.
廃棄物の処理
Controlled incineration
(oxides of nitrogen are removed from the effluent gas by
scrubbers and/or thermal devices).
4,4'-ジイソシアン酸メチレンジフェニル 上流と下流の製品情報
原材料
準備製品