1,4-Phenylenediamine from TCI, also known as p-phenylenediamine, is an aromatic diamine with two amino groups at the para positions of a benzene ring. It is an important non-heterocyclic building block in polymer and materials chemistry. It is a key monomer for aromatic polyamides, including high-performance aramids, and a starting material for many dyes. In research laboratories, scientists use it for polymer synthesis, porous organic frameworks, electrochemical studies and symmetrical Schiff base derivatives.
The para arrangement of the two amino groups gives the molecule a linear, symmetrical shape. This shape makes it an ideal linker for building straight-chain polymers and ordered materials such as covalent organic frameworks (COFs). Both amino groups are strongly nucleophilic and react readily with acyl chlorides, aldehydes and anhydrides, so chemists can use it in many condensation reactions. The compound also oxidizes easily into coloured, redox-active species. This makes it useful for research on conductive polymers, electrochemical sensors and dye oxidation mechanisms.
In Indonesia, 1,4-Phenylenediamine is relevant to university chemistry departments, materials science and polymer research groups, and industrial research and development laboratories working on dyes, coatings and advanced materials. Researchers studying COFs, polyimides or aramid-type polymers use it as a reliable bifunctional monomer. Electrochemistry and analytical laboratories value its redox behaviour for developing sensors and running mechanistic studies. Because it comes from TCI, a well-known reagent brand, laboratories can use it for reproducible synthetic work and academic publications.
- Aromatic polyamide synthesis: its two para-positioned amino groups react with diacid chlorides to form rigid, linear polymer chains like those in high-performance aramid materials.
- Covalent organic framework (COF) construction: its linear, symmetrical shape makes it an excellent linker that condenses with aldehydes to build ordered, porous crystalline networks.
- Symmetrical Schiff base preparation: both nucleophilic amino groups condense readily with aldehydes, giving symmetrical imine derivatives for coordination chemistry, ligand design and materials research.
- Electrochemical and sensor studies: the compound oxidizes easily into coloured, redox-active species, which suits work on electrochemical sensors, conductive polymers and electron-transfer behaviour.
- Dye chemistry and oxidation mechanism research: as a classic dye precursor, it helps researchers study oxidative coupling pathways and the colour-forming reactions behind many dye systems.
| Brand | TCI (product code P0170) |
|---|---|
| CAS number | 106-50-3 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in the standard TCI pack sizes; please ask AMI Scientific for current options |
| Physical form | solid aromatic diamine that may darken when exposed to air and light |
| Storage | keep tightly sealed, protected from light and air, in a cool, dry place |
Store 1,4-Phenylenediamine in its original, tightly closed container in a cool, dry, dark and well-ventilated place. The compound oxidizes easily and may change colour on exposure to air and light. Using amber glass or opaque containers and blanketing with an inert gas such as nitrogen or argon will help keep it stable. Keep it away from oxidizing agents, acids, acid chlorides and anhydrides. Aromatic amines can be harmful and may cause skin sensitization, so handle this material in a fume hood. Wear nitrile gloves, safety goggles and a laboratory coat, and avoid breathing in dust. Wash your hands thoroughly after handling. Always check the TCI Safety Data Sheet for full hazard, first-aid and disposal information before use.
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