4,4'-Biphenyldiacetonitrile (BPDAN, CAS 7255-83-6) is a bridging ligand for covalent organic frameworks (COFs). Its structure is a straight biphenyl core carrying an acetonitrile group at each end, and it is supplied as a white to off-white powder or crystals with purity above 98%.
The nitrile groups react readily with aldehydes in Knoevenagel condensation, making this compound a common building block for microporous organic networks and cross-linked COFs. Reported examples include a visible-light-harvesting microporous COF made with tri(4-formylphenyl)amine, which absorbs between 400 – 530 nm and emits strongly at 542 nm; combined with TiO2–Pt, it served as a stable photocatalyst for hydrogen generation from water under visible light.
The linker has also been polymerised with a chiral dibinaphthyl-22-crown-6 tetrabenzaldehyde to give the olefin-linked 2D tetragonal chiral framework CCOF-18. Reducing its olefin bonds yielded CCOF-18-R, a C–C single-bond framework that kept high crystallinity, porosity and chemical stability in strong acids and bases.
- Synthesis of covalent organic frameworks and microporous organic networks by Knoevenagel condensation with aldehydes.
- Preparation of COF-based photocatalysts for visible light-induced hydrogen production from water.
- Construction of olefin-linked and C–C bond-linked chiral COFs.
- Research into luminescent COF materials for biosensing applications.
| Brand | Ossila |
|---|---|
| CAS number | 7255-83-6 |
| Molecular formula | C16H12N2 |
| Purity | >98% |
| Category | — |
| Pack sizes | 250 mg, 500 mg, 1 g, 5 g |
| Physical form | White to off-white powder/crystals |
| Storage | — |
- Product code: B3991
- Molecular Weight: 232.28 g/mol
- Synonyms: BPDAN, 2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile, 2-[4'-(cyanomethyl)-[1,1'-biphenyl]-4-yl]acetonitrile
- Classification / Family: Biphenyls, COF ligands, Acetonitriles
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