2,5-Bis(octyloxy)terephthalaldehyde

CAS Number 123440-34-6

Carbaldehyde Monomers, Chemistry Building Blocks, COF Ligands, Monomers, Porous Organic Frameworks

2,5-Bis(octyloxy)terephthalaldehyde MSDS

2,5-Bis(octyloxy)terephthalaldehyde CAS 123440-34-6

Covalent Organic Frameworks (COFs) Terephthalaldehyde Ligand

A dialdehyde ligand for the synthesis of COFs and semiconductors in applications of OLEDs, solar cells, and memristors.

Overview | Product Information | Related Products

2,5-Bis(octyloxy)terephthalaldehyde (CAS number 123440-34-6) is a benzene building block with two aldehydes and two n-octyloxy groups. 2,5-Bis(octyloxy)terephthalaldehyde is commonly used for synthesizing covalent organic frameworks (COFs) with amine derivatives such as triaminophenylbenzene. Through the imination reaction of amine and aldehyde, the resulting COF exhibits BET surface area of 1202 m²/g. These porous COFs are applied in memristors with an on/off ratio of an order of magnitude.

In addition to COFs, 2,5-bis(octyloxy)terephthalaldehyde is a synthesis intermediate for vinylene-bridged macromolecules. Such macromolecules have extended π-conjugation, enhancing the charge carrier mobility of organic semiconductors. The fully conjugated backbone allows the resulting polyimine to be used in photovoltaic with power conversion efficiency of 0.17% (preliminary study).

MOF and COF ligands

Aldehyde ligand for cross-linked COF/MOF networks

Facile reactions

Aldehyde possesses excellent reactivity

High purity

> 98% pure

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General Information

CAS Number	123440-34-6
Chemical Formula	C₂₄H₃₈O₄
Full Name	2,5-Bis(octyloxy)terephthalaldehyde
Molecular Weight	390.56 g/mol
Synonyms	2,5-dioctyloxybenzene-1,4-dicarbaldehyde, C8PDA
Classification or Family	Carbaldehyde monomers, Alkylated monomers, COFs, Porous organic frameworks

Chemical Structure

Product Details

Purity	> 98%
Melting Point	76 – 79 °C
Appearance	Bright yellow powder

MSDS Documentation

2,5-Bis(octyloxy)terephthalaldehyde MSDS Sheet

References

Effect of functional groups on microporous polymer based resistance switching memory devices, Y. Song et al., Chem. Commun., 56, 6356–6359 (2020); DOI: 10.1039/D0CC01397H
Novel vinylene-bridged donor–acceptor copolymers: synthesis, characterization, properties and effect of cyano substitution, C. Wei et al., Mater. Chem. Front., 1, 2103 (2017); DOI: 10.1039/c7qm00236j.
Understanding degradation dynamics of azomethine-containing conjugated polymers, A. Charland-Martin et al., Macromolecules, 57, 6145–6155 (2024); DOI: 10.1021/acs.macromol.4c01168.

Recent advances in covalent organic polymers-based thin films as memory devices, P.-K. Zhou et al., J. Polym. Sci., 62, 1536–1553 (2024); DOI: 10.1002/pol.20230273.
ß-Aldol condensation as a new synthetic approach for the preparation of luminescent oligomers, V. González, Polym. Bull., 58, 627–634 (2007); DOI: 10.1007/s00289-006-0698-9.
The effect of alkyl substitution of novel imines on their supramolecular organization, towards photovoltaic applications, P. Nitschke et al., Polymers, 13, 1043 (2021); DOI: 10.3390/polym13071043.

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