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
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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 PREPARING CYCLIC ALKYLENE UREAS
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Page/Page column 14-15, (2019/02/25)
A process for producing a cyclic alkylene urea product of Formula I: in which a compound of Formula II and/or Formula III is contacted in a reaction zone with a compound of Formula IV and/or Formula V and in the presence of one or more carbonyl delivering compounds; in which; R1 is –[A?X?]qR3; R2 is on each occurrence independently selected from H and C1 to C6 alkyl groups which are optionally substituted by one or two groups selected from ?OH and ?NH2; R3 is on each occurrence independently selected from H and C1 to C6 alkyl groups which are optionally substituted by one or two groups selected from ?OH and ?NH2; A is on each occurrence independently selected from C1 to C3 alkylene units, optionally substituted by one or more C1 to C3 alkyl groups; X is on each occurrence independently selected from ?O?, ?NR2?, groups of Formula VI, and groups of Formula VII and p and q are each independently selected from a whole number in the range of from 0 to 8; wherein the compound of Formula II and/or the compound of Formula III are added to a reaction zone comprising compound of Formula IV and/or compound of Formula (V) continuously or semi-continuously over a period of time, or in two or more batches.
PROCESS FOR CONVERTING CYCLIC ALKYLENEUREAS INTO THEIR CORRESPONDING ALKYLENEAMINES
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Page/Page column 13; 14; 15; 16, (2019/02/25)
The present invention is directed to a process for converting cyclic alkyleneureas into their corresponding alkyleneamines wherein a feedstock comprising cyclic alkyleneureas is reacted in the liquid phase with water in an amount of 0. -20 mole water per mole urea moiety, at a temperature of at least 230°C, with removal of CO2. It has been found that the process according to the invention allows the efficient conversion of alkyleneureas into the corresponding alkyleneamines. The process has a high yield and low side product production. It is preferred for the cyclic alkyleneurea to comprises one or more of EU (ethyleneurea, the urea derivative of ethylenediamine (EDA)), UDETA (the urea derivative of diethylenetriamine (DETA)), UTETA (the group of urea derivatives of triethylenetetraamine (TETA), DUTETA (the diurea derivative of triethylenetetramine), UTEPAs (the urea derivatives of tetraethylenpentamine (TEPA)), DUTEPAs (the diurea derivatives of TEPA), or urea derivatives of pentaethylenehexamine (PEHA) and higher analogues, UAEEA (the urea derivative of aminoethylethanolannine), HE-UDETA (the urea derivative of hydroxyethyl diethylenetriamine), HE-UTETA (the urea derivative of hydroxyethyl triethylenetetraamine, HE-DUTETA (the diurea derivative of hydroxyethyl triethylenetetraamine), or any mixture of these.