2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA)

CAS Number 36978-41-3

Chemistry Building Blocks, Diamines and Dianhydrides, Heterocyclic Building Blocks, Monomers

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA) MSDS

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA) CAS 36978-41-3

A non-symmetrical biphenyl dianhydride

For the synthesis of polyimides in application of batteries, electrochromics, and high performance polymers

Overview
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2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA, CAS number 36978-41-3), a derivative of biphenyl, has two phthalic anhydrides linked unsymmetrically at 3- and 4-position. The backbone of the polyimides synthesised from 2,3,3',4'-Biphenyltetracarboxylic dianhydride is twisted, leading to a suppression of intermolecular charge transfer. Thus, the polyimides are transparent and heat resistant. Diimides synthesized from a-BPDA and cyclohexylamine display long-lived luminescence up to 1.3 seconds after ultraviolet light irradiation.

2,3,3',4'-Biphenyltetracarboxylic dianhydride is also used to synthesize covalent organic frameworks(COFs) with low dielectric constant (2.72), low thermal expansion coefficient (62.2 ppm/K) and high breakdown strength (412.8 kV/mm). It is ideal for low signal loss electronic packaging. Lithium battery cathodes of the polyimides-decorated carbon nanotubes (CNTs) show a high capacity of 163 mAh/g at 0.05 A/g and a rate capability of 122 mAh/g at 5 A/g.

General Information

CAS Number	36978-41-3
Chemical Formula	C₁₆H₆O₆
Full Name	2,3,3',4'-Biphenyltetracarboxylic dianhydride
Molecular Weight	294.22 g/mol
Synonyms	3,4'-Biphthalic anhydride, 4,5'-Bi-2-benzofuran-1,1',3,3'-tetrone
Classification / Family	Dianhydride building block, Polyimides, COFs, Batteries, High performance polymers, Electrochromics

Chemical Structure

Product Details

Purity	>99%
Melting Point	T_m = 195 °C – 205 °C
Appearance	White to off-white powder/crystal

MSDS Documentation

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA) MSDS Sheet

Literature and Reviews

Long-lived luminescence emitted from imide compounds dispersed in polymer matrices after continuous ultraviolet irradiation and its relation to oxygen quenching, M. Doi et al., ChemPhotoChem., e202200310(2023); DOI: 10.1002/cptc.202200310.
Colorless, heat resistant polyimide films derived from 2,3,3′,4′-biphenyltetracarboxylic dianhydride, G. Song et al., IOP Conf. Series: Materials Science and Engineering, 733, 012035(2020); DOI: 10.1088/1757-899X/733/1/012035.
Construction of all-organic low dielectric polyimide hybrids via synergistic effect between covalent organic framework and cross-linking structure, W. Zhao et al., Nano Mater. Sci., in press(2023); DOI: 10.1016/j.nanoms.2023.02.002.
Macroporous polyimide aerogels: a comparison between powder microparticles synthesized via wet gel grinding and emulsion process, S. Dayarian et al., Langmuir, 39, 1804-1814(2023); DOI: 10.1021/acs.langmuir.2c02696.
Novel polyimides containing flexible carbazole blocks with electrochromic and electrofluorescencechromic properties, R. Zheng et al., RSC Adv., 10, 6992(2020); DOI: 10.1039/c9ra10515h.
Rational integration of carbon nanotubes into chain-engineered bipolar polyimides as core-shell heterostructured electrodes for polymer-based symmetrical full batteries, Q. Zhang et al., Adv. Funct. Mater., 33(5), 2211590(2022), DOI: 10.1002/adfm.202211590.

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