791-22-0

Usage

Uses

Used in Epoxy Resin Production:
1,4-Bis(2',3'-epoxypropyl)perfluorobutane is used as a key component in the production of epoxy resins for its ability to enhance the resins' heat, chemical, and electrical insulation resistance. This makes the resins suitable for applications requiring high durability and stability.
Used in Surface Protection:
In various industries, 1,4-Bis(2',3'-epoxypropyl)perfluorobutane is used as a surface protectant due to its resistance properties, providing a protective layer against environmental factors and wear.
Used in Electronic Industry:
1,4-Bis(2',3'-epoxypropyl)perfluorobutane is used as a material in electronic components for its heat and electrical insulation properties, ensuring the reliability and longevity of electronic devices.
Used in Aerospace Industry:
In the aerospace sector, 1,4-Bis(2',3'-epoxypropyl)perfluorobutane is utilized for its heat resistance and chemical stability, making it an essential component in the manufacturing of materials that can withstand the harsh conditions of space travel.
Environmental and Health Concerns:
Despite its widespread use, 1,4-Bis(2',3'-epoxypropyl)perfluorobutane has been linked to potential health risks, including endocrine disruption and reproductive toxicity. This has led to growing concerns about its environmental impact and the need for safer alternatives in industrial applications. Ongoing research and development efforts are focused on finding materials that can replace bisphenol AF while maintaining the desired properties for various uses.

Upstream product

• 755-18-0 (2,9-Diiodo-4,4,5,5,6,6,7,7-octafluorodecane-1,10-diyl) diacetate 
• 273215-26-2 2,9-Diiodo-4,4,5,5,6,6,7,7-octafluorodecane-1,10-diol 

Relevant academic research and scientific papers

Fluorinated epoxides: 5. Highly selective synthesis of diepoxides from α,ω-diiodoperfluoroalkanes. Regioselectivity of nucleophilic epoxide-ring opening and new amphiphilic compounds and monomers

An improved procedure for the radical addition of α,ω-diiodoperfluoroalkanes I-(CF2CF2)n-I (n=2, 3) to allyl acetate that afford the corresponding bis-adducts AcOCH2CHICH2(CF2CF2) nCH2CHI-CH2OAc (2a-2b) has been developed. The primary bis-adducts 2a-2b suffered a subsequent rearrangement in the addition mixture to afford semi-rearranged adducts AcOCH2CHICH2-(CF2CF2) n-CH2CH-(OAc)CH2I (3a-3b) in an amount of ca. 15% rel. at reaction temperatures. Both adducts 2a-2b and rearranged adducts 3a-3b were converted to diepoxides CH2(-O-)CHCH2(CF2CF2) nCH2CH-(-O-)CH2 (4a-4b) with high chemoselectivity in two ways: the selectivity of the direct epoxidation of 2a-2b and/or 3a-3b with potassium hydroxide was extremely dependent on the solvent; the second method included hydrolysis of 2a-2b and/or 3a-3b to bis-iodohydrins 5a-5b and 6a-6b that were easily transformed to the diepoxides 4a-4b. Ring-opening reactions of bis-epoxides 4a-4b with hydroxy compounds in the presence of boron trifluoride etherate took place at the terminal carbon atom of both epoxide rings with complete regioselectivity. A convenient transformation of the diepoxides to the corresponding amphiphilic tetrols (14a-14b) via dioxolane intermediates was accomplished with overall yields of 57-65% . Base-catalyzed ring-opening by methacrylic acid was not completely regioselective (89% terminal attack on both oxirane rings) and afforded a mixture of regioisomeric bis-methacrylates (16a-16b and 17a-17b) bearing two hydroxyl groups. In contrast, epoxide ring-opening with morpholine was completely regioselective in both diepoxides 4a and 4b.