2,5-dimethyl-4- (4-nitrophenylazo) anisole

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of 2,5-dimethyl-4- (4-nitrophenylazo) anisole
General
Surname 2,5-dimethyl-4- (4-nitrophenylazo) anisole
other names
  • 1- (4-methoxy-2,5-dimethylphenyl) -2- (4-nitrophenyl) diazene ( IUPAC )
  • DMNPAA
Molecular formula C 15 H 15 N 3 O 3
External identifiers / databases
CAS number 153800-56-7
PubChem 22559431
ChemSpider 28689393
Wikidata Q82532046
properties
Molar mass 285.3 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,5-Dimethyl-4- (4-nitrophenylazo) anisole (DMNPAA) is a chemical compound from the group of azo dyes that is used to manufacture photorefractive polymer composites for holographic data storage .

presentation

2,5-Dimethyl-4- (4-nitrophenylazo) anisole is accessible by an azo coupling of diazotized 4-nitroaniline to 2,5-dimethylanisole .

Synthesis of 2,5-dimethyl-4- (4-nitrophenylazo) anisole
Synthesis of 2,5-dimethyl-4- (4-nitrophenylazo) anisole

properties

By doping of photoconductive polyvinylcarbazole as a polymer matrix with N -Ethylcarbazol as a plasticizer , 2,4,7-trinitro-9-fluorenone as a sensitizer and DMNPAA as electro-optical component is obtained a polymer composite material with highly efficient photorefractive properties and a diffraction efficiency of almost 100%.

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ a b Boris L. Volodin, Klaus Meerholz, Sandalphon, Bernard Kippelen, Nasser Peyghambarian: Azo dye-doped photorefractive polymers . In: Proceedings of SPIE - The International Society for Optical Engineering . tape 2144 , June 2, 1994, pp. 71-81 , doi : 10.1117 / 12.177217 .
  3. ↑ Frank Würthner, Rüdiger Wortmann, Ralf Matschiner, Katarzyna Lukaszuk, Klaus Meerholz, Yessika DeNardin, Reinhard Bittner, Christoph Bräuchle, Rüdiger Sens: Merocyanine dyes in the cyanine limit: a new class of chromophore for photorefractive materials . In: Angewandte Chemie . tape 109 , no. 24 , December 15, 1997, pp. 2933 , doi : 10.1002 / anie.19971092436 .
  4. ^ Hans E. Fierz-David , Louis Blangey: Basic operations of color chemistry . 7th edition. Springer-Verlag, Vienna 1947, ISBN 978-3-7091-3896-0 , p. 248 ( limited preview in Google Book search).
  5. ↑ Erwin Mecher: Increasing the sensitivity of photorefractive holographic storage media based on amorphous organic materials . Dissertation, Ludwig Maximilians University Munich. Munich 2001, p. 20 ( uni-muenchen.de [PDF]).