Product Name
Biphenyl-4,4'-dicarboxylic acid, 98%
Molecular Formula
C14H10O4
Certificate of Analysis (COA)
Synonyms
4,4'-Diphenyldicarboxylic acid
IUPAC Name
4-(4-carboxyphenyl)benzoic acid
InChI Key
NEQFBGHQPUXOFH-UHFFFAOYSA-N
SMILES
C1=CC(=CC=C1C2=CC=C(C=C2)C(=O)O)C(=O)O
Product Introduction
Biphenyl-4,4'-dicarboxylic acid is a rigid, linear aromatic dicarboxylic acid that can function as a bifunctional organic building block and coordination linker.
The two carboxylic acid groups can coordinate with metal ions or metal clusters, while the biphenyl structure provides a relatively rigid aromatic framework. These characteristics make the compound particularly relevant to the synthesis and investigation of MOFs and other coordination polymers.
It can also be investigated as a monomer or functional building block for polymeric and supramolecular materials where rigidity, aromaticity, and carboxyl functionality are desirable. TCI specifically identifies this compound as an organic linker molecule for MOF research.
Mechanism / Principle
The primary chemical functionality of Biphenyl-4,4'-dicarboxylic acid comes from its two carboxylic acid groups.
In coordination chemistry, the carboxylate groups can interact with metal ions or metal clusters to form coordination bonds. Because the two carboxyl groups are positioned on opposite ends of a relatively rigid biphenyl backbone, the molecule can serve as a bridging ligand during the construction of extended coordination networks.
In MOF synthesis, this linker functionality can contribute to the formation of multidimensional metal-organic frameworks. The aromatic backbone can also influence framework rigidity, pore structure, and chemical environment.
Key Research Applications
1. Metal-Organic Frameworks (MOFs)
Biphenyl-4,4'-dicarboxylic acid is used as an organic linker for MOF synthesis. Its two carboxyl groups can coordinate with metal centers or clusters to construct extended porous coordination frameworks.
2. Coordination Polymers
The bifunctional carboxylic acid structure makes this compound suitable for coordination-polymer research. It can bridge metal centers and contribute to the formation of one-, two-, or three-dimensional coordination architectures.
3. Porous Materials
As a rigid aromatic linker, Biphenyl-4,4'-dicarboxylic acid can be investigated in the development of porous materials with tunable structural and surface characteristics. Such materials are relevant to adsorption, separation, catalysis, and molecular recognition research.
4. Advanced Polymer Materials
The aromatic dicarboxylic acid functionality makes this compound a potential building block for high-performance polymer and functional-material research. Its rigid biphenyl structure can contribute to the structural characteristics of resulting polymeric materials.
5. Supramolecular Materials
The carboxyl groups can participate in hydrogen bonding and coordination interactions, making Biphenyl-4,4'-dicarboxylic acid relevant to supramolecular assembly and molecular-material design.
6. Functional Organic Materials
The rigid aromatic structure provides a useful platform for designing functional organic materials where molecular rigidity, aromaticity, and bifunctional reactivity are important.
7. Materials Chemistry Research
The compound can support structure–property studies involving organic linkers, metal coordination, framework formation, and functional-material development.
Advantages
- Rigid aromatic backbone: Provides structural rigidity for framework and polymer-material research.
- Bifunctional carboxyl groups: Enables coordination with metal ions and participation in polymer or supramolecular assembly.
- MOF compatibility: Suitable as an organic linker for metal-organic framework research.
- Versatile material building block: Relevant to MOFs, coordination polymers, porous materials, and advanced polymers.
- Well-defined chemical structure: CAS 787-70-2 with molecular formula C₁₄H₁₀O₄ and molecular weight 242.23 g/mol.
- High-purity research grades available: Commercial grades of ≥97% and 98% are available.
Storage & Handling
- Store in a cool, dry, and well-ventilated area.
- Keep the container tightly closed when not in use.
- Protect from excessive heat and moisture.
- TCI recommends storage at room temperature in a cool and dark place below 15 °C.
- Avoid unnecessary contact with skin and eyes.
- Wear appropriate gloves, protective clothing, and eye protection during handling.
- According to TCI's GHS information, the compound can cause skin irritation and serious eye irritation.
Research Areas
This product can support research, formulation development, and material innovation across the following fields:
- Metal-Organic Frameworks (MOFs) – Organic linker research, framework synthesis, pore-structure design, and functional MOF development.
- Porous Materials – Adsorbents, separation materials, porous coordination networks, and molecular transport research.
- Coordination Chemistry – Metal–ligand coordination, coordination polymers, and inorganic-organic hybrid structures.
- Advanced Polymer Materials – Rigid aromatic polymer building blocks and high-performance functional materials.
- Supramolecular Materials – Hydrogen-bonded assemblies, molecular recognition, and self-assembled materials.
- Functional Organic Materials – Development of aromatic building blocks for advanced material systems.
- Materials Chemistry – Structure–property relationships, framework engineering, and functional-material development.
Q1. What is Biphenyl-4,4'-dicarboxylic acid?
Biphenyl-4,4'-dicarboxylic acid is a rigid aromatic dicarboxylic acid used as a building block and organic linker in materials and coordination chemistry research.
Q2. What are the main applications of this product?
Its main research applications include MOF synthesis, coordination polymers, porous materials, advanced polymers, supramolecular materials, and functional organic materials.
Q3. Is Biphenyl-4,4'-dicarboxylic acid used in MOF research?
Yes. It can serve as an organic linker for constructing metal-organic frameworks through coordination between its carboxylate groups and metal centers.
Q4. Why is it useful as an organic linker?
Its two carboxylic acid groups provide coordination sites, while its rigid biphenyl backbone can help establish defined framework architectures.
Q5. Is it suitable for polymer-material research?
Yes. Its rigid aromatic structure and two carboxylic acid groups make it relevant to research on functional polymers and advanced material building blocks.
Q6. What is the physical form of this product?
It is generally supplied as a white to light yellow or light orange powder or crystalline solid.
Q7. How should Biphenyl-4,4'-dicarboxylic acid be stored?
Store it in a cool, dry, dark location according to the supplier's recommended conditions. TCI recommends storage below 15 °C.