ADONA

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Structural formula
ADONA structural formula
General
Surname ADONA
other names
  • Ammonium 2,2,3-trifluoro-3- [1,1,2,2,3,3-hexafluoro-3- (trifluoromethoxy) propoxy] propionate ( IUPAC )
  • Ammonium 4,8-dioxa-3 H -4,8-perfluorononanoate
Molecular formula C 7 H 5 F 12 NO 4
Brief description

Emulsifier

External identifiers / databases
CAS number 958445-44-8
EC number 480-310-4
ECHA InfoCard 100.105.293
PubChem 87490983
Wikidata Q81981397
properties
Molar mass 395.10 g mol −1
Physical state

firmly

Melting point

38 ° C

boiling point

100-150 ° C

Vapor pressure

<0.0001 mm Hg (20 ° C)

solubility

easily soluble in water (> 700 g l −1 )

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-317-319
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

ADONA , the ammonium salt of perfluoro-4,8-dioxa-3 H -nonanoic acid (DONA), is an emulsifier that is used as an auxiliary in the production of fluoropolymers .

history

ADONA was developed by Dyneon in the Altötting district until 2008 as a substitute for ammonium perfluorooctanoate (APFO), the ammonium salt of perfluorooctanoic acid . ADONA meets all the requirements for the polymerization process with minor process adjustments. According to the company, ADONA has an improved environmental profile and over 95% of it can be recycled.

Occurrence

There is no natural occurrence of ADONA.

safety instructions

The European Food Safety Authority (EFSA) evaluated ADONA in 2011 at the request of the Federal Office for Consumer Protection and Food Safety (BVL) and came to the conclusion that there are no safety concerns for consumers if ADONA is only used in the polymerization of fluoropolymers, which

  1. processed at temperatures of more than 280 ° C for at least 10 minutes, and
  2. at a proportion of up to 30% and temperatures above 190 ° C are to be processed into polyoxymethylene polymers which are only intended for articles for repeated use.

In 2017/18 the German Federal Environment Agency proposed ADONA for a substance assessment , which has not yet been completed.

proof

ADONA can be separated and quantified using LC-MS / MS.

literature

Web links

Individual evidence

  1. a b c H. Fromme, E. Roscher, W. Völkel, S. Dietrich, V. Fuchs, M. Wöckner, L. Cursino Hron, L. Fembacher, W. Schober: Human-Biomonitoringvon perfluorinated substances in parts of the district Altötting. Final report. (PDF) Bavarian State Office for Health and Food Safety, July 2018, pp. 8–9 , accessed on July 21, 2020 .
  2. a b c d e Steven C. Gordon: Toxicological evaluation of ammonium 4,8-dioxa-3H-perfluorononanoate, a new emulsifier to replace ammonium perfluorooctanoate in fluoropolymer manufacturing . In: Regulatory Toxicology and Pharmacology . tape 59 , no. 1 , February 2011, p. 64-80 , doi : 10.1016 / j.yrtph.2010.09.008 .
  3. Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of ammonium 2,2,3 trifluor-3- (1,1,2,2,3,3-hexafluoro-3-trifluoromethoxypropoxy), propionate in the Classification and Labeling Inventory of the European Chemicals Agency is shown, which is derived from a self-classification by the distributor (ECHA), accessed on July 21, 2020.
  4. External identifiers of or database links for perfluoro-4,8-dioxa-3H-nonanoic acid : CAS number: 919005-14-4, EC number: 700-835-7, ECHA InfoCard: 100.221.098 , PubChem : 52915299 , ChemSpider : 78432840 , Wikidata : Q81981675 .
  5. a b GFD IT-Services GmbH & Co KG: "Dyneon ™ ADONA ™ Emulsifier": The brand name for the PFOA substitute from Dyneon. In: Chemdelta Bavaria. Retrieved July 21, 2020 .
  6. Dennis W. Smith, Scott T. Iacono, Suresh S. Iyer: Handbook of fluoropolymer science and technology . Hoboken, New Jersey 2014, ISBN 978-1-118-85008-4 , doi : 10.1002 / 9781118850220 .
  7. Zhanyun Wang, Jamie C. DeWitt, Christopher P. Higgins, Ian T. Cousins: A Never-Ending Story of Per- and Polyfluoroalkyl Substances (PFASs)? In: Environmental Science & Technology . tape 51 , no. 5 , March 7, 2017, p. 2508-2518 , doi : 10.1021 / acs.est.6b04806 .
  8. Scientific Opinion on the safety evaluation of the substance, 3H-perfluoro-3 - [(3-methoxy-propoxy) propanoic acid], ammonium salt, CAS No. 958445-44-8, for use in food contact materials . In: EFSA Journal . tape 9 , no. 6 , 2011, p. 2182 , doi : 10.2903 / j.efsa.2011.2182 .
  9. Maximilian Weber: material evaluations. Federal Environment Agency, May 27, 2016, accessed on July 20, 2020 .
  10. Gabriel Munoz, Jinxia Liu, Sung Vo Duy, Sébastien Sauvé: Analysis of F-53B, Gen-X, ADONA, and emerging fluoroalkylether substances in environmental and biomonitoring samples: A review . In: Trends in Environmental Analytical Chemistry . tape 23 , July 1, 2019, p. e00066 , doi : 10.1016 / j.teac.2019.e00066 .