Methyl diethanolamine

Structural formula
General
Surname	Methyl diethanolamine
other names	2,2'-methyliminodiethanol; N -methyl-2,2'-iminodiethanol; N -methyl diethanolamine; N , N -bis (2-hydroxyethyl) methylamine; N , N -diethanolmethylamine; MDEA;
Molecular formula	C 5 H 13 NO 2
Brief description	colorless liquid with an amine-like odor
External identifiers / databases
EC number	203-312-7
ECHA InfoCard	100.003.012
PubChem	7767
Wikidata	Q252344
properties
Molar mass	119.16 g mol −1
Physical state	liquid
density	1.04 g cm −3
Melting point	−21 ° C
boiling point	243 ° C
Vapor pressure	1.3 Pa (20 ° C); 0.026 hPa (40 ° C);
solubility	miscible with water
Refractive index	1.4694
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 319
	P: 262-305 + 351 + 338
Toxicological data	1950 mg kg −1 ( LD 50 , rat , oral ) ; 6220 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Methyldiethanolamine (MDEA) is an organic chemical compound from the group of amines and alcohols ( alkanolamines ). It is available as an air-sensitive colorless liquid and is used as a catalyst in polyurethane synthesis and as a chemical intermediate for the production of textile auxiliaries, dyes, insecticides, pharmaceuticals and emulsifiers. In addition, MDEA is used as an absorber in the gas scrubbing of acid gas ( amine scrubbing ). As a suitable absorber for the subsequent CO ₂ separation, it has the advantage, along with other amines, of taking up CO ₂ separately , especially in the direct air capture process .

properties

The liquid has a viscosity of 101 mPas at 20 ° C. The aqueous solution of MDEA has a strong alkaline reaction . When it comes into contact with air, MDEA reacts with it and must therefore be stored tightly closed. In the wild, it is easily biodegradable. As a precursor, MDEA is subject to the Chemical Weapons Convention and is listed there accordingly.

Safety-related parameters

Methyldiethanolamine forms flammable vapor-air mixtures at higher temperatures. The compound has a flash point of 137 ° C. The explosion range is between 0.9 vol.% As the lower explosion limit (LEL) and 8.4 vol.% As the upper explosion limit (UEL). The ignition temperature is 265 ° C. The substance therefore falls into temperature class T3.

Risk assessment

In 2013, methyldiethanolamine was included by the EU in the Community's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of methyldiethanolamine were concerns about high (aggregated) tonnage, high risk characterization ratio (RCR) and widespread use as well as the dangers arising from a possible assignment to the group of CMR substances. The reassessment took place from 2013 and was carried out by the United Kingdom . A final report was then published.

literature

Ralf Giesen: Mathematical modeling of the MDEA absorption process . Aachen 2004, DNB 973450738 , urn : nbn: de: hbz: 82-opus-9693 (dissertation, RWTH Aachen University).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m entry on 2,2′-methyliminodiethanol in the GESTIS substance database of the IFA , accessed on October 28, 2019(JavaScript required) .

↑ ^a ^b Entry on N-methyl-2,2′-iminodiethanol. In: Römpp Online . Georg Thieme Verlag, accessed on August 13, 2015.

↑ ^a ^b Dow: Typical Physical Properties of DEEA, DMEA, MDEA, NMEA

↑ Entry on 2,2′-methyliminodiethanol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

↑ Hanna Knuutila, Ugochukwu E. Aronu, Hanne M. Kvamsdal, Actor Chikukwa: Post combustion CO ₂ capture with an amino acid salt . In: Energy Procedia . tape 4 , Supplement C, 2011, pp. 1550–1557 , doi : 10.1016 / j.egypro.2011.02.024 .

^ ES Sanz-Pérez, CR Murdock, SA Didas, CW Jones: Direct Capture of CO2 from Ambient Air . In: Chem Rev.. . 116, No. 19, August 25, 2016, pp. 11840-11876. doi : 10.1021 / acs.chemrev.6b00173 . PMID 27560307 .

↑ Stefan Klinski: Feeding biogas into the natural gas network . Ed .: Fachagentur Nachwachsende Rohstoffe e. V. 2nd edition. Leipzig 2006, ISBN 3-00-018346-9 , FKZ 22021103, p. 38-39 .

↑ AppliChem: MDEA data sheet ( Memento of the original dated June 11, 2015 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. (PDF; 89 kB) @1@ 2

↑ Schedule 3: Precursors. OPCW , accessed on September 17, 2017 .

↑ European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .

↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2,2'-methyliminodiethanol , accessed on May 1, 2020.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m entry on 2,2′-methyliminodiethanol in the GESTIS substance database of the IFA , accessed on October 28, 2019(JavaScript required) .

[roempp-2] Entry on N-methyl-2,2′-iminodiethanol. In: Römpp Online . Georg Thieme Verlag, accessed on August 13, 2015.

[Dow-3] Dow: Typical Physical Properties of DEEA, DMEA, MDEA, NMEA

[CLP_100.003.012-4] Entry on 2,2′-methyliminodiethanol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] Hanna Knuutila, Ugochukwu E. Aronu, Hanne M. Kvamsdal, Actor Chikukwa: Post combustion CO ₂ capture with an amino acid salt . In: Energy Procedia . tape 4 , Supplement C, 2011, pp. 1550–1557 , doi : 10.1016 / j.egypro.2011.02.024 .

[ReviewDAC2016-6] ES Sanz-Pérez, CR Murdock, SA Didas, CW Jones: Direct Capture of CO2 from Ambient Air . In: Chem Rev.. . 116, No. 19, August 25, 2016, pp. 11840-11876. doi : 10.1021 / acs.chemrev.6b00173 . PMID 27560307 .

[:3-7] Stefan Klinski: Feeding biogas into the natural gas network . Ed .: Fachagentur Nachwachsende Rohstoffe e. V. 2nd edition. Leipzig 2006, ISBN 3-00-018346-9 , FKZ 22021103, p. 38-39 .