MePTCDI
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| General | ||||||||||||||||
| Surname | MePTCDI | |||||||||||||||
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| Molecular formula | C 26 H 14 N 2 O 4 | |||||||||||||||
| Brief description |
red odorless solid |
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| properties | ||||||||||||||||
| Molar mass | 418.4 g mol −1 | |||||||||||||||
| Physical state |
firmly |
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| density |
1.55 g cm −3 |
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| Melting point |
> 300 ° C |
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| solubility |
practically insoluble in water |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||||||||
MePTCDI or DiMePTCDI (of English. N , N '- dime thyl-3,4,9,10- P erylen t etra c arboxylic d i i mide, also abbreviated PPI) is an organic molecule , in the research and development organic semiconductor components are used and manufactured commercially by the pigment industry.
properties
In its molecular structure, MePTCDI is based on the polycyclic aromatic hydrocarbon perylene . MePTCDI is related to PTCDA , but in contrast to this, it has nitrogen heteroatoms in the perylene structure, which are followed by methyl groups . Like PTCDA, MePTCDI is a planar molecule with a conjugated π-electron system.
MePTCDI is an organic semiconductor (n-type). It is a red pigment ( Color Index # / name. : 71130 / Pigment Red 179), the temperature stability at 250 ° C is.
use
As an organic n-semiconductor, MePTCDI is used e.g. B. used in the development of organic solar cells and gas sensors on semiconductor basis.
As a pigment , MePTCDI is particularly important as an industrial coating (especially in the automotive sector).
Hazard assessment
MePTCDI was included in 2019 by the EU in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation in the Community's rolling action plan ( CoRAP ). 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 inclusion of MePTCDI were concerns about the dangers arising from a possible assignment to the group of PBT / vPvB substances. The reassessment is to be carried out by Belgium from 2021 .
Individual evidence
- ↑ a b c d Werner Baumann and Bettina Herberg-Liedtke: printing chemicals . 1999, ISBN 978-3-540-66046-0 ( page 1283f in the Google book search).
- ↑ a b Entry on N, N′-dimethyl-3,4,9,10-perylenedicarboximide in the GESTIS substance database of the IFA , accessed on February 28, 2017(JavaScript required) .
- ↑ J.-P. Meyer et al .: Charge transport in thin films of molecular semiconductors as investigated by measurements of thermoelectric power and electrical conductivity . In: Thin Solid Films 258, 1995, pp. 317-324. doi : 10.1016 / 0040-6090 (94) 06369-9
- ↑ T. Oekermann, D. Schlettwein: Characterization of N, N'-dimethyl-3,4,9,10-perylenetetracarboxylic acid diimide and phthalocyaninatozinc (II) in electro-chemical photovoltaic cells . In: Journal of Applied Electrochemistry 27, 1997, pp. 1172-1178. doi : 10.1023 / A: 1018467516812
- ↑ H. Hoppe, NS Sariciftci: Organic solar cells: An overview . In: J. Mater. Res. 19, No. 7, 2004, pp. 1924-1945. doi : 10.1557 / JMR.2004.0252
- ↑ H. Graaf et al .: Redox reactions of acetone and ethanol with the surface of N, N-dimethylperylene-3,4,9,10-biscarboximide (MePTCDI) thin films . In: Phys. Chem. Chem. Phys. 1, 1999, pp. 1801-1806. doi : 10.1039 / A808586B
- ↑ W. Herbst, K. Hunger: Industrial organic pigments. Production, properties, application . 2nd edition, Wiley-VCH, Weinheim 1995, ISBN 3-527-28744-2 .
- ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2,9-dimethylanthra [2,1,9-def: 6,5,10-d'e'f '] diisoquinoline-1,3,8, 10 (2H, 9H) -tetrons , accessed March 26, 2019.