Naphthalene-1,4,5,8-tetracarboxylic Dianhydride

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Product Information

Molecular Formula:
C14H4O6
Molecular Weight:
268.18
Description
Napthalenetetracarboxylic dianhydride is an organic compound related to naphthalene. The compound is a beige solid. NTDAs are most commonly used as a precursor to naphthalenediimides (NDIs), a family of compound with many different uses.
Synonyms
NTCDA
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
Canonical SMILES
O=C1OC(=O)c2ccc3C(=O)OC(=O)c4ccc1c2c34
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
Boiling Point
617 °C / 760 mmHg
Melting Point
≥300 °C
Flash Point
280.4ºC
Purity
>98.0%
Density
1.5122 (rough estimate)
Appearance
Light yellow to Brown to Dark green powder to crystal
Application
NTCDA can be used in the fabrication of a variety of devices such as fuel cells, thin film transistors (OTFTs), lithium ion batteries, and organic photovoltaics (OPV).
Storage
Sealed in dry. Inert atmosphere.
Refractive Index
1.5230 (estimate)
LogP
1.46100

Safety Information

Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Signal Word
Warning

Computed Properties

XLogP3
1.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
0
Exact Mass
268.00078784 g/mol
Monoisotopic Mass
268.00078784 g/mol
Topological Polar Surface Area
86.7Ų
Heavy Atom Count
20
Formal Charge
0
Complexity
446
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-114045037-A Interface-reinforced carbon fiber composite material and preparation method thereof 2021-12-29
CN-113991019-A Method for enhancing shape stability of organic semiconductor film 2021-12-27
CN-113991019-B Method for enhancing shape stability of organic semiconductor film 2021-12-27
JP-2022040133-A A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. 2021-12-15
CN-113980625-A Preparation method of single-component room-temperature-curing high-temperature-resistant adhesive 2021-12-08
CN-114106327-A Polycarbonyl polyimide organic electrode material, preparation method and application thereof 2021-11-26
CN-114014845-A Epoxy group-containing compound, liquid crystal aligning agent, and preparation method and application thereof 2021-11-18
CN-114085378-A Polyamide acid solution and preparation method thereof, polyimide film and preparation method and application thereof 2021-11-16
CN-113861419-A Preparation method of hyperbranched polyimide and perylene bisimide copolymer 2021-10-28
CN-113861910-A Preparation method of fluorescent powder-free recyclable epoxy adhesive for white light LED packaging 2021-10-25

Literatures

PMID Publication Date Title Journal
22540127 2012-07-04 NTCDA-TTF first axial fusion: emergent panchromatic, NIR optical, multi-state redox and high optical contrast photooxidation Chemical communications (Cambridge, England)
19624225 2009-07-21 Gas phase and bulk ultraviolet photoemission spectroscopy of 3,4,9,10-perylene-tetracarboxylic dianhydride, 1,4,5,8-naphthalene-tetracarboxylic dianhydride, and 1,8-naphthalene-dicarboxylic anhydride The Journal of chemical physics
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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