Poly(1,4-butanediol) bis(4-aminobenzoate)
[CAS# 54667-43-5]

Identification

• Name: Poly(1,4-butanediol) bis(4-aminobenzoate)
• Molecular Formula: C₇H₆NO.(C₄H₈O)_n.C₇H₆NO
• CAS Registry Number: 54667-43-5
• EC Number: 629-370-7
• SMILES: C1=CC(=CC=C1C(=O)OCCCCOC(=O)C2=CC=C(C=C2)N)N

Properties

• Density: 1.2±0.1 g/cm³, Calc.^*
• Melting point: 56 °C
• Index of Refraction: 1.613, Calc.^*
• Boiling Point: 550.3±35.0 °C (760 mmHg), Calc.^*
• Flash Point: 246.4±22.3 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H319-H332
• Safety Statements: P261-P264+P265-P271-P280-P304+P340-P305+P351+P338-P317-P337+P317

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332

Discovery and Applications

Poly(1,4-butanediol) bis(4-aminobenzoate) is an organic polymer compound with notable applications in materials science and polymer chemistry. This compound consists of a polybutanediol backbone, with two 4-aminobenzoate groups attached to the polymer chain. These functional groups significantly influence the polymer's properties, making it an important material for various industrial applications.

The discovery of poly(1,4-butanediol) bis(4-aminobenzoate) is tied to the development of polyesters and polyamides. Poly(1,4-butanediol) itself is a well-known polymer that is synthesized by polymerizing 1,4-butanediol, which is a diol commonly used in the production of polyurethanes, polyesters, and other polymeric materials. The incorporation of 4-aminobenzoate groups onto the polymer backbone introduces functionalization that can enhance the material's reactivity and its suitability for specific applications.

The synthesis of poly(1,4-butanediol) bis(4-aminobenzoate) typically involves esterification reactions, where the 4-aminobenzoic acid is esterified with 1,4-butanediol. This results in the formation of a polyester structure with the 4-aminobenzoate moiety incorporated at both ends of the polymer chain. This process is well-established in the literature and is used to produce polymers with specific functional properties.

In terms of applications, poly(1,4-butanediol) bis(4-aminobenzoate) has been explored for its potential in the development of high-performance materials. The polymer is known for its ability to form strong, durable films and coatings, which makes it useful in industries such as automotive, aerospace, and electronics. Its chemical structure allows it to be used in the production of advanced materials that require specific mechanical or thermal properties.

One of the key features of poly(1,4-butanediol) bis(4-aminobenzoate) is its potential for further chemical modification. The amino groups on the aromatic rings allow for reactions that can modify the polymer’s characteristics, such as improving its adhesion to other materials or altering its solubility. This versatility makes it a valuable component in the production of composite materials and in the modification of existing polymers for specialized uses.

In the biomedical field, poly(1,4-butanediol) bis(4-aminobenzoate) has been investigated for use in drug delivery systems. The polymer’s biocompatibility, along with its potential to be tailored for specific release profiles, makes it a candidate for use in the development of controlled-release formulations. Furthermore, the presence of functional groups on the polymer can provide sites for the attachment of bioactive molecules, enhancing the polymer's applicability in medical applications.

In summary, poly(1,4-butanediol) bis(4-aminobenzoate) is a functionalized polyester with a range of applications in materials science, biomedical engineering, and other fields. Its discovery and subsequent applications have contributed to advancements in the development of specialty polymers with unique properties for use in various industrial and medical domains.

References

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