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다이에탄올아민

다이에탄올아민
다이에탄올아민 구조식 이미지
카스 번호:
111-42-2
한글명:
다이에탄올아민
동의어(한글):
2,2-이미노디에탄올(2,2-IMINODIETHANOL)디올아민;2,2-이미노비스(에탄올)(2,2-IMINOBIS(ETHANOL))이미노디에탄올;다이에탄올아민;다이에탄올아민(디에탄올아민);디에탄올아민;비스(2-히드록시에틸)아민(BIS(2-HYDROXYETHYL)AMINE)2,2-디히드록시디에틸아민(2,2-DIHYDROXYDIETHYLAMINE)디(2-히드록시에틸)아민(DI(2-HYDROXYETHYL)AMINE)2-((2-히드록시에틸)아미노)에탄올(2-((2-HYDROXYETHYL)AMINO)ETHANOL)비스(히드록시에틸)아민(BIS(HYDROXYETHYL)AMINE)N,N-디에탄올아민(N,N-DIETHANOLAMINE)B,B-디히드록시-디에틸아민(B,B-DIHYDROXY-DIETHYLAMINE)DI(BETA-HYDROXYETHYL)AMINE;2,2'-이미노비스-에탄올
상품명:
diethanolamine
동의어(영문):
DEA;dela;Diolamine;NCI-C55174;Dabco DEOA-LF;Diethanolamin;DETHANOLOMINE;DIETHYLOLAMINE;Iminodiethanol;DIETHANOLAMINE
CBNumber:
CB5852839
분자식:
C4H11NO2
포뮬러 무게:
105.14
MOL 파일:
111-42-2.mol

다이에탄올아민 속성

녹는점
28 °C(lit.)
끓는 점
268 °C
밀도
1.097 g/mL at 25 °C(lit.)
증기 밀도
3.6 (vs air)
증기압
<0.98 atm ( 100 °C)
굴절률
n20/D 1.477(lit.)
인화점
280 °F
저장 조건
Store at RT
용해도
H2O: 1 M at 20 °C, clear, colorless
물리적 상태
Viscous Liquid or Low Melting Solid
색상
APHA: ≤15
Specific Gravity
1.09
냄새
Mild ammoniacal; faint, fishy; characteristic.
수소이온지수(pH)
11.0-12.0 (25℃, 1M in H2O)
산도 계수 (pKa)
8.88(at 25℃)
폭발한계
2.1-10.6%(V)
수용성
MISCIBLE
감도
Hygroscopic
최대 파장(λmax)
λ: 260 nm Amax: 0.04
λ: 280 nm Amax: 0.02
Merck
14,3107
BRN
605315
노출 한도
TLV-TWA 3 ppm (~13 mg/m3) (ACGIH).
안정성
Stable. Incompatible with carbon dioxide, strong acids, strong oxidizing agents. Deliquescent.
CAS 데이터베이스
111-42-2(CAS DataBase Reference)
NIST
Diethanolamine(111-42-2)
EPA
Ethanol, 2,2'-iminobis-(111-42-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 22-38-41-48/22
안전지침서 26-36/37/39-46
유엔번호(UN No.) 3267
WGK 독일 1
RTECS 번호 KL2975000
F 고인화성물질 3
자연 발화 온도 689 °F
TSCA Yes
포장분류 II
HS 번호 29221200
유해 물질 데이터 111-42-2(Hazardous Substances Data)
독성 LD50 orally in rats: 12.76 g/kg (Smyth)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H318 눈에 심한 손상을 일으킴 심한 눈 손상 또는 자극성 물질 구분 1 위험 P280, P305+P351+P338, P310
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H412 장기적 영향에 의해 수생생물에 유해함 수생 환경유해성 물질 - 만성 구분 3 P273, P501
예방조치문구:
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

다이에탄올아민 C화학적 특성, 용도, 생산

화학적 성질

solid or viscous liquid with an amine odour

화학적 성질

Ethanolamines can be detected by odor as low as 23 ppm. Monoethanolamine is a colorless, viscous liquid or solid (below 111C) with an unpleasant, ammonialike odor

화학적 성질

The USP32–NF27 describes diethanolamine as a mixture of ethanolamines consisting largely of diethanolamine. At about room temperature it is a white, deliquescent solid. Above room temperature diethanolamine is a clear, viscous liquid with a mildly ammoniacal odor.

용도

daisy extract (Bellis perennis) is said to be tonic, astringent, and skin conditioning. Daisy was a component in a popular fourteenthcentury wound ointment. This application continued through the centuries, using daisy alone or in combination with oxeye daisy. The flowers and leaves are found to have a certain amount of oil and ammoniacal salts.

용도

Diethanolamine is used in the production ofsurface-active agents and lubricants for thetextile industry; as an intermediate for rubberchemicals; as an emulsifier; as a humectantand softening agent; as a detergent in paints,shampoos, and other cleaners; and as anintermediate in resins and plasticizers.

용도

Diethanolamine similar to triethanolamine (T775580) is used as a surfactant. It also has the potential to be a corrosion inhibitor by means of chemisorption.

용도

To scrub gases as indicated under ethanolamine. Diethanolamine can be used with cracking gases and coal or oil gases which contain carbonyl sulfide that would react with monoethanolamine. As rubber chemicals intermediate. In the manufacture of surface active agents used in textile specialties, herbicides, petroleum demulsifiers. As emulsifier and dispersing agent in various agricultural chemicals, cosmetics, and pharmaceuticals. In the production of lubricants for the textile industry. As humectant and softening agent. In organic syntheses.

정의

ChEBI: A member of the class of ethanolamines that is ethanolamine having a N-hydroxyethyl substituent.

생산 방법

Diethanolamine is produced with monoethanolamine and triethanolamine by ammonolysis of ethylene oxide; diethanolamine is then separated by distillation (Mullins 1978). In 1984, 166.2 million pounds of diethanolamine were produced in the United States (USTIC 1985).

생산 방법

Diethanolamine is prepared commercially by the ammonolysis of ethylene oxide. The reaction yields a mixture of monoethanolamine, diethanolamine, and triethanolamine which is separated to obtain the pure products.

일반 설명

Oily colorless liquid or solid white crystals. Slight rotten fish or ammonia odor. Denser than water.

공기와 물의 반응

Water soluble.

반응 프로필

2,2'-Iminodiethanol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 2,2'-Iminodiethanol is hygroscopic. 2,2'-Iminodiethanol may be sensitive to exposure to air and light. 2,2'-Iminodiethanol can react with oxidizing materials, acids, CO2, copper alloys, aluminum, zinc, galvanized iron and copper.

건강위험

Irritation of eyes and skin. Breathing vapors may cause coughing, a smothering sensation, nausea, headache.

건강위험

The estimated fatal dose of diethanolamine in humans is 20 g (Dreisbach 1980). Human exposure to ethanolamines include oral exposure to non-standard foods and ethical drugs, dermal exposure to cosmetics, proprietary drugs, and adhesives and sealants, and inhalation exposure to adhesives, sealants, and cutting fluids. In a safety assessment report on ethanolamine, diethanolamine, and triethanolamine, it was concluded that these chemicals are safe in cosmetic formulations designed for discontinuous, brief use followed by thorough rinsing from the surface of the skin (Beyer et al 1983). The concentration of the three ethanolamines in cosmetic formulations should not exceed 5% in products intended for prolonged contact with the skin. In addition, diethanolamine should not be used in products containing N-nitrosating agents, since it may be nitrosated to form Af-nitrosodiethanolamine, a liver and nasal cavity carcinogen (Lijinsky et al 1980; Preussmann et al 1982).

건강위험

The irritant action of diethanolamine on theeyes can be severe. Direct contact of thepure liquid can impair vision. Irritation onthe skin may be mild to moderate. Theacute oral toxicity of this compound waslow in test animals. The toxic symptomsinclude somnolence, excitement, and musclecontraction.
LD50 value, oral (mice): 3300 mg/kg
The vapor pressure of diethanolamine isnegligibly low (<0.01 torr at 20°C (68°F)).At ordinary temperature, this compoundshould not cause any inhalation hazard. Themists, fumes, or vapors at high temperatures,however, can produce eye, skin, and respiratory tract irritation.
In contrast to monoethanolamine, dieth anolamine administered to mice at 1125 mg/kg/day caused no change in maternal mortality, litter size, or percentage survival of thepups (Environmental Health Research andTesting 1987).

화재위험

Special Hazards of Combustion Products: Irritating vapors are generated when heated.

화학 반응

Reactivity with Water : No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Pharmaceutical Applications

Diethanol amine is primarily used in pharmaceutical formulations as a buffering agent, such as in the preparation of emulsions with fatty acids. In cosmetics and pharmaceuticals it is used as a pH adjuster and dispersant.
Diethanolamine has also been used to form the soluble salts of active compounds, such as iodinated organic acids that are used as contrast media. As a stabilizing agent, diethanolamine prevents the discoloration of aqueous formulations containing hexamethylenetetramine-1,3-dichloropropene salts.
Diethanolamine is also used in cosmetics.

공업 용도

Diethanolamine undergoes reactions characteristic of secondary amines and of alcohols. Two industrially important reactions of the ethanolamines involve reaction with carbon dioxide or hydrogen sulfide to yield water soluble salts, and reaction with long chain fatty acids to form neutral ethanolamine soaps (Mullins 1978). Substituted ethanolamine compounds, such as soaps, are used extensively as emulsifiers, thickeners, wetting agents, and detergents in cosmetic formulations (including skin cleaners, creams, and lotions) (Beyer et al 1983).
Diethanolamine is used as a dispersing agent in various agricultural chemicals, as an absorbent for acidic gases (hydrogen sulfide and carbon dioxide), as a humectant, as an intermediate in the synthesis of morpholine, as a surface-active agent in cutting fluids, as a corrosion inhibitor, as a component in textile specialty agents, and as a secondary vulcanization accelerator in the rubber industry. Diethanolamine is also used in cleaners and pharmaceutical ointments, in polyurethane formulations, in herbicides, and in a variety of organic syntheses (Beyer et al 1983; Mullins 1978; Windholz 1983). Diethanolamine is permitted in articles intended for use in the production, processing, or packaging of food (CFR 1981), and is permitted as a secondary direct food additive from use in delinting cottonseed in the production of cottonseed oil or meal cake (Fed. Reg. 1982). Because of the wide industrial and consumer uses, large amounts of this chemical are discharged into water and sewage in an unaltered form (Yordy and Alexander 1981).

색상 색인 번호

Diethanolamine is contained in many products, as a metalworking fuid. Traces may exist in other etha- nolamine-containing fuids.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. Mildly toxic by skin contact. A severe eye and mild skin irritant. Experimental reproductive effects. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, water, Co2, dry chemical. When heated to decomposition it emits toxic fumes such as NOx. See also AMINES.

Safety

Diethanolamine is used in topical and parenteral pharmaceutical formulations, with up to 1.5% w/v being used in intravenous infusions. Experimental studies in dogs have shown that intravenous administration of larger doses of diethanolamine results in sedation, coma, and death.
Animal toxicity studies suggest that diethanolamine is less toxic than monoethanolamine, although in rats the oral acute and subacute toxicity is greater. Diethanolamine is said to be heptacarcinogenic in mice and has also been reported to induce hepatic choline deficiency in mice.
Diethanolamine is an irritant to the skin, eyes, and mucous membranes when used undiluted or in high concentration. However, in rabbits, aqueous solutions containing 10% w/v diethanolamine produce minor irritation. The lethal human oral dose of diethanolamine is estimated to be 5–15g/kg body-weight.
The US Cosmetic Ingredient Review Expert Panel evaluated diethanolamine and concluded that it is safe for use in cosmetic formulations designed for discontinuous, brief use followed by thorough rinsing from the surface of the skin. In products intended for prolonged contact with the skin, the concentration of ethanolamines should not exceed 5%. Diethanolamine should not be used in products containing N-nitrosating agents.
LD50 (guinea pig, oral): 2.0g/kg
LD50 (mouse, IP): 2.3g/kg
LD50 (mouse, oral): 3.3g/kg
LD50 (rabbit, skin): 12.2g/kg
LD50 (rat, IM): 1.5g/kg
LD50 (rat, IP): 0.12g/kg
LD50 (rat, IV): 0.78g/kg
LD50 (rat, oral): 0.71g/kg
LD50 (rat, SC): 2.2g/kg

잠재적 노출

Monoethanolamine is widely used in industry for scrubbing acid gases and in production of detergents and alkanolamide surfactants; to remove carbon dioxide and hydrogen from natural gas, to remove hydrogen sulfide and carbonyl sulfide; as an alkaline conditioning agent; as an intermediate for soaps, detergents, dyes, and textile agents. Diethanolamine is an absorbent for gases; a solubilizer for 2,4- dichlorophenoxyacetic acid (2,4-D); and a softener and emulsifier intermediate for detergents. It also finds use in the dye and textile industry. Triethanolamine is used as plasticizers, neutralizer for alkaline dispersions; lubricant additive; corrosion inhibitor; and in the manufacture of soaps, detergents, shampoos, shaving preparations; face and hand creams; cements, cutting oils, insecticides, surface active agents; waxes, polishes, and herbicides.

신진 대사

Treatment of Wistar or Sherman rats with diethanolamine caused increases in the formation of hepatic phospholipids (Artom et al 1949). In addition, dietary administration led to incorporation of ethanolamine into hepatic phospholipids (Artom et al 1949), and repeated oral administration of diethanolamine in drinking water (one to three wk) at a dose of 320 mg/kg/d was found to reduce the level of incorporation of ethanolamine and choline into hepatic and renal phospholipids in Sprague-Dawley rats (Barbee and H?rtung 1979b).
Dermal absorption of diethanolamine is suggested to occur in rats since Nnitrosodiethanolamine was excreted in the urine of male Sprague-Dawley rats which had been administered diethanolamine by dermal application and given nitrite in their drinking water (Preussman et al 1981).

저장

Diethanolamine is hygroscopic and light- and oxygen-sensitive; it should be stored in an airtight container, protected from light, in a cool, dry place.

운송 방법

UN2491 Ethanol amine or Ethanolamine solutions, Hazard class: 8; Labels: 8-Corrosive material.

Purification Methods

Fractionally distil the amine twice, then fractionally crystallise it from its melt. Its solubility in H2O is 10% at 20o. [Perrin & Dempsey Buffers for pH and Metal Ion Control Chapman & Hall, London 1974, Beilstein 4 H 283, 4 II 729, 4 III 689, 4 IV 1514.]

비 호환성

Monoethanolamine: This chemical is a medium-strong base. Reacts violently with strong oxidizers, acetic acid; acetic anhydride; acrolein, acrylic acid; acrylonitrile, cellulose nitrate; chlorosulfonic acid; epichlorohydrin, hydrochloric acid; hydrogen fluoride; mesityl oxide; nitric acid; oleum, sulfuric acid; β-propiolactone; and vinyl acetate. Reacts with iron. May attack copper, aluminum, and their alloys, and rubber. Di-isomer: Oxidizers, strong acids; acid anhydrides; halides. Reacts with CO2 in the air. Hygroscopic (i.e., absorbs moisture from the air). Corrosive to copper, zinc, and galvanized iron (di-). The aqueous solution is a medium strong base. Attacks copper, zinc, aluminum, and their alloys.

비 호환성

Diethanolamine is a secondary amine that contains two hydroxy groups. It is capable of undergoing reactions typical of secondary amines and alcohols. The amine group usually exhibits the greater activity whenever it is possible for a reaction to take place at either the amine or a hydroxy group.
Diethanolamine will react with acids, acid anhydrides, acid chlorides, and esters to form amide derivatives, and with propylene carbonate or other cyclic carbonates to give the corresponding carbonates. As a secondary amine, diethanolamine reacts with aldehydes and ketones to yield aldimines and ketimines. Diethanolamine also reacts with copper to form complex salts. Discoloration and precipitation will take place in the presence of salts of heavy metals.

폐기물 처리

Controlled incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions

Regulatory Status

Included in the FDA Inactive Ingredients Database (IV infusions, ophthalmic solutions, and topical preparations). Included in medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

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