1,4-Butanediol diglycidyl ether
[CAS# 2425-79-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Epoxide
• Name: 1,4-Butanediol diglycidyl ether
• Synonyms: 1,4-Bis(2,3-epoxypropoxy)butane
• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25
• CAS Registry Number: 2425-79-8
• EC Number: 219-371-7
• SMILES: C1C(O1)COCCCCOCC2CO2

Properties

• Density: 1.1
• Boiling point: 266 °C
• Refractive index: 1.46-1.465
• Flash point: 110 °C
• Water solubility: SOLUBLE

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS09 Danger
• Risk Statements: H302+H312+H332-H302-H312-H315-H317-H318-H319-H332-H412
• Safety Statements: P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P317-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H332
Skin irritation	Skin Irrit.	2	H315
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	4	H312
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Serious eye damage	Eye Dam.	1	H318
Specific target organ toxicity - repeated exposure	STOT RE	2	H373

Discovery and Applications

1,4-Butanediol diglycidyl ether is a chemical compound used extensively in the synthesis of epoxy resins, known for its significant impact on polymer chemistry and material science. Its structure, characterized by two epoxy groups linked through a 1,4-butanediol chain, makes it a valuable reactive intermediate. The synthesis involves reacting 1,4-butanediol with epichlorohydrin, using a base catalyst to form the diglycidyl ether structure. This reaction yields a compound with high reactivity due to the presence of epoxy groups, which is essential for various polymerization and crosslinking applications.

The primary use of 1,4-butanediol diglycidyl ether is in the formulation of epoxy resins. These resins are renowned for their mechanical strength, chemical resistance, and thermal stability. In coatings, BDGE-based epoxy resins are prized for their excellent adhesion, durability, and resistance to harsh environmental conditions, making them ideal for protective coatings on industrial equipment, automotive parts, and infrastructure. The incorporation of BDGE enhances the performance of these coatings, providing robust protection against physical and chemical damage.

In adhesives, BDGE is utilized to create high-strength bonding agents. Epoxy resins containing BDGE offer superior adhesion and resistance to moisture, temperature fluctuations, and other environmental factors. This makes them suitable for demanding applications in construction, aerospace, and automotive industries, where strong and reliable bonding is critical.

BDGE also plays a crucial role in the production of composite materials. Epoxy resins formulated with BDGE are used to produce composites with enhanced mechanical properties and stability. These composites find applications in high-performance sectors such as aerospace, sporting goods, and advanced automotive parts, where the improved strength and durability provided by BDGE contribute significantly to overall performance.

Moreover, BDGE is employed in electronic materials, particularly for encapsulating electronic components. The high dielectric strength and thermal stability of BDGE-based epoxy resins make them ideal for protecting electronic components from environmental damage, ensuring reliable operation in various electronic applications.

Handling 1,4-butanediol diglycidyl ether requires careful safety measures due to its reactivity. Proper personal protective equipment and adequate ventilation are essential to minimize exposure and prevent health risks associated with the epoxy groups in BDGE.

The continued use and development of 1,4-butanediol diglycidyl ether underscore its importance in advancing material science and industrial applications. Its role in enhancing the properties of epoxy resins demonstrates its value in a range of industries, including coatings, adhesives, composites, and electronics.

References

2024. Enhancement of the hygrothermal ageing properties of gelatine films by ethylene glycol diglycidyl ether. *Heritage Science*, 12(1).
DOI: 10.1186/s40494-024-01413-z

1977. 1,4-Butanediol diglycidyl ether coupling of carbohydrates to sepharose: Affinity adsorbents for lectins and glycosidases. *Analytical Biochemistry*, 80(1).
DOI: 10.1016/0003-2697(77)90602-9

2024. Multi-technique characterization and thermal degradation study of epoxy modified resins designed for multifunctional applications. *Journal of Thermal Analysis and Calorimetry*, 149(12).
DOI: 10.1007/s10973-024-13345-8