Naphthalene-1,4,5,8-tetracarboxylic Dianhydride (purified by sublimation)
Catalog Number
ACM81301-2
CAS
81-30-1
IUPAC Name
6,13-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
Synonyms
NTCDA (purified by sublimation)
Application
Naphthalene-1,4,5,8-tetracarboxylic Dianhydride, purified by sublimation, serves a crucial role in the development of advanced electronic devices due to its unique structural and chemical properties. This light brown solid is composed of a naphthalene core with four carboxylic acids positioned at the 1, 4, 5, and 8 locations, where each pair of adjacent carboxylic acids forms an anhydride. Its aromatic, stable, and planar structure, along with its high symmetry, contributes to its favorable electrical characteristics. Recognized as a potent electron acceptor with an electron affinity reaching 4.0 eV, it enhances the electrical conductivity of thin films when combined with various metals like indium, magnesium, and aluminum. These co-deposited films, especially NTCDA/In, have demonstrated high electron conductivity, making them ideal as electron transport layers in organic light-emitting diodes and photovoltaic devices. Consequently, Naphthalene-1,4,5,8-tetracarboxylic Dianhydride is instrumental in fabricating fuel cells, thin-film transistors (OTFTs), lithium-ion batteries, and organic photovoltaics.
Molecular Weight
268.18
Molecular Formula
C14H4O6
Product Information
Canonical SMILES
C1=CC2=C3C(=CC=C4C3=C1C(=O)OC4=O)C(=O)OC2=O
InChI
InChI=1S/C14H4O6/c15-11-5-1-2-6-10-8(14(18)20-12(6)16)4-3-7(9(5)10)13(17)19-11/h1-4H
InChI Key
YTVNOVQHSGMMOV-UHFFFAOYSA-N
Melting Point
289 °C
Purity
>99.0%(HPLC)
Appearance
Light yellow to Brown to Dark green powder to crystal
Storage
Store under inert gas
Complexity
446
Condition to avoid
Moisture Sensitive
Exact Mass
268.000788g/mol
Hazard Statements
H315 : Causes skin irritation.H319 : Causes serious eye irritation.
Heavy Atom Count
20
MDL Number
MFCD00006915
Monoisotopic Mass
268.000788g/mol
Precautionary Statements
P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
Reaxys Registry Number
272788
Rotatable Bond Count
0
Signal Word
Warning
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