111-40-0 Usage
Description
Diethylenetriamine is a hardener in epoxy resins of the
Bisphenol A type. It has been reported as a sensitizer in
ultrasonic baths for cleaning jewels, in synthetic
lubricants and in carbonless copy paper.
Chemical Properties
Different sources of media describe the Chemical Properties of 111-40-0 differently. You can refer to the following data:
1. Diethylenetriamine is a corrosive liquid and a solvent
(18, 139).
2. colourless liquid
Uses
Different sources of media describe the Uses of 111-40-0 differently. You can refer to the following data:
1. Diethylenetriamine is manufactured by reacting ethylene
dichloride and ammonia. It is used as a solvent, in organic
syntheses, and in a variety of industrial applications including
use as a fuel component.
2. Diethylenetriamine is a solvent for sulfur, acidic gas, resin and dye intermediates for organic synthesis; saponification agent for acidic materials; fuel component; hardener for epoxy resins.
3. Hardener and stabilizer for epoxy
resins; solvent for dyes, acid gases, and sulfur
Production Methods
Diethylenetriamine is produced by the reaction of ethylene dichloride with ammonia. Diethylenetriamine is used in biological studies, for polyamines inhibition to carbonic anhydrases by anchoring to the zinc-coordinated water molecule.
Synthesis Reference(s)
Journal of the American Chemical Society, 105, p. 5002, 1983 DOI: 10.1021/ja00353a025
General Description
A yellow liquid with an ammonia-like odor. Less dense than water. Corrosive to metals and tissue. Vapors heavier than air. Burns, although possibly difficult to igntie. Toxic oxides of nitrogen produced during combustion. Used as a solvent for plastics and dyes and in chemical synthesis.
Air & Water Reactions
Soluble in water.
Reactivity Profile
Diethylenetriamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Health Hazard
Different sources of media describe the Health Hazard of 111-40-0 differently. You can refer to the following data:
1. Prolonged breathing of vapors may cause asthma. Liquid burns skin and eyes. A skin rash can form.
2. Brief contact with concentrated diethylenetriamine can produce severe local injury
to the eyes and skin resembling the effect from strong base. Human subjects are
susceptible to sensitization responses either as dermatitis or an asthma-like response.
A time-weighted average of 1 p.p.m. is recommenced for diethylenetriamine
(ACGIH 1986).
Fire Hazard
Special Hazards of Combustion Products: Irritating vapors are generated when heated.
Flammability and Explosibility
Nonflammable
Industrial uses
Diethylenetriamine is used as an intermediate in the production of reactive
polyamide resins, and in the production of aminoamides and imidazolines from
fatty acids. It is also used in the production of paper wet strength resins and
piperazine. Diethylenetriamine serves as a solvent for sulfur, acid gases, resins and
dyes (HSDB 1989).
Contact allergens
Diethylenetriamine is a hardener in epoxy resins of the
Bisphenol A type. It has been reported to be a sensitizer
when used in an ultrasonic bath for cleaning jewels, in
synthetic lubricants, or in carbonless copy paper.
Safety Profile
Poison by skin contact
and intraperitoneal routes. Moderately toxic
by ingestion. Corrosive. A severe skin and
eye irritant. High concentration of vapors
causes irritation of respiratory tract, nausea,
and vomiting. Repeated exposures can cause
asthma and sensitization of skin. Combus
uble when exposed to heat or flame; can
react with oxidizing materials. Mxture with nitromethane is a shock-sensitive explosive.
Ignites on contact with cellulose nitrate of
high surface area. To fight fire, use alcohol
foam. When heated to decomposition it
emits toxic fumes of NOx. See also
AMINES.
Carcinogenicity
DETA has a strong ammonia-like odor,
but it does not provide adequate warning of
hazardous concentrations.
The 2003 ACGIH threshold limit valuetime-
weighted average (TLV-TWA) for diethylene
triamine is 1ppm (4.2mg/m3) with a
notation for skin absorption.
Metabolism
Diethylenetriamine is readily absorbed through the gastrointestinal tract and 96%
of the administered dose is excreted within 48 h (USEPA 1983a). Roughly equal
amounts are excreted in the feces and urine with at least 4 metabolites being
detected (but not identified) in the latter. Only a small proportion (<2%) was
recovered as expired carbon dioxide. Any residual remaining in the animal was
found primarily in kidney, liver, bladder and large intestine.
Purification Methods
Dry the amine with Na and distil, preferably under reduced pressure, or in a stream of N2. [Beilstein 4 IV 1284.]
Check Digit Verification of cas no
The CAS Registry Mumber 111-40-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 111-40:
(5*1)+(4*1)+(3*1)+(2*4)+(1*0)=20
20 % 10 = 0
So 111-40-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2/p+3
111-40-0Relevant articles and documents
-
Peacock,Dutta
, p. 1303 (1934)
-
METHOD FOR THE PRODUCTION OF ETHYLENEAMINES
-
Paragraph 0336-0352, (2020/05/14)
The present invention relates to a process for preparing alkanolamines and/or ethyleneamines in the liquid phase, by reacting ethylene glycol and/or monoethanolamine with ammonia in the presence of an amination catalyst comprising Co, Ru and Sn.
PROCESS FOR CONVERTING CYCLIC ALKYLENE UREAS INTO THEIR CORRESPONDING ALKYLENE AMINES
-
Page/Page column 21, (2019/02/25)
The invention relates to a process for converting one or more cyclic ethylene ureas into corresponding ethylene amines and carbon dioxide. In the process, water is contacted with one or more cyclic alkylene urea compounds comprising one or more cyclic alkylene urea moieties in a reaction vessel at a temperature of 150 to 400°C, optionally in the presence of an amine compound selected from the group of primary amines, cyclic secondary amines and bicyclic tertiary amines. The mole ratio of water to cyclic alkylene urea moieties is in the range of from 0.1 to 20. In the reaction, at least a portion of the cyclic alkylene urea moieties are converted to corresponding alkylenediamine moieties and carbon dioxide, and the carbon dioxide is removed from the liquid reaction mixture in a stripping vessel by feeding a stripping fluid to the stripping vessel, and removing a carbon dioxide-containing stripping fluid.
PROCESS FOR MAKING HIGHER ETHYLENE AMINES
-
Page/Page column 20; 23; 24, (2019/01/30)
The invention pertains to a process to prepare ethylene amines with n ethyleneunits and n+1 amine groups wherein n is at least 4, or urea derivatives of said ethylene amines, by reacting an ethanolamine-functional compound, an amine-functional compound, and a carbon oxide delivering agent, wherein the ethanolamine-functional compound is of the formula HO-(C2H4-NH-)qH, q is at least 1, the amine-functional compound is of the formula H2N-(C2H4-NH-)rH, r is at least 1, the sum q+r is at least 4 and wherein optionally one or more of the ethanol-amine functional compound or amine-functional compound are at least partly used as their cyclic carbamate derivative, or linear or cyclic urea derivative. The process provides TEPA and higher ethylene amines in high yield and high selectivity, without having to use expensive or hazardous startingmaterials. Various urea derivatives of TEPA and PEHA are also claimed.
