5380-87-0

Usage

Uses

Used in Chemical Synthesis:
Furfuryl glycidyl ether is used as a versatile intermediate for the synthesis of various organic compounds due to its reactive furan and epoxide groups, which can participate in a range of chemical reactions.
Used in Preparation of Boron Phosphorus Containing Organic Compounds:
Furfuryl glycidyl ether is used as a key component in the preparation of boron phosphorus containing organic compounds. Its presence in these compounds can enhance their catalytic activity, making them useful in various chemical processes and applications.
Used in Coatings and Adhesives Industry:
Furfuryl glycidyl ether can be used as a reactive diluent or cross-linking agent in the coatings and adhesives industry. Its ability to react with other components can improve the performance and durability of the final products.
Used in Composite Materials:
In the composite materials industry, Furfuryl glycidyl ether can be used to enhance the mechanical properties and chemical resistance of the composites. Its reactivity allows it to form strong bonds with other components, leading to improved structural integrity.
Used in Pharmaceutical Industry:
Furfuryl glycidyl ether may also find applications in the pharmaceutical industry, where it can be used as a building block for the synthesis of various drug molecules. Its unique structure can contribute to the development of new therapeutic agents with novel properties.
Overall, Furfuryl glycidyl ether is a multifaceted chemical with a wide range of applications across different industries, primarily due to its unique structure and reactivity.

InChI:InChI=1/C8H10O3/c1-2-7(10-3-1)4-9-5-8-6-11-8/h1-3,8H,4-6H2/t8-/m1/s1

Upstream product

• 98-00-0 (2-furyl)methyl alcohol 
• 106-89-8 epichlorohydrin 
• 5380-88-1 1-Chloro-3-furfuryloxypropan-2-ol 

Downstream Products

• 17946-07-5 1-furfuryloxy-3-butoxy-2-propanol 
• 17946-08-6 dl-1-Furfuryloxy-2-hydroxy-3-dimethylaminopropane 
• 14236-12-5 2,5-Bis(hydroxymethyl)-1,4-dioxane 
• 104728-78-1 1-Benzylamino-3-(furan-2-ylmethoxy)-propane-2-thiol 
• 104728-77-0 1-(Furan-2-ylmethoxy)-3-phenylamino-propane-2-thiol 
• 199937-65-0 C₂₈H₃₆N₂O₃ 
• 1443116-72-0 1-(furan-2-ylmethoxy)-3-(4-methoxyphenoxy)propan-2-ol 
• 5831-60-7 1-furfuryloxy-propan-2-ol 
• 19070-63-4 tetrahydrofurfuryl glycidyl ether 
• 106008-05-3 [2-(4-Bromo-phenyl)-2-oxo-ethyl]-[3-(furan-2-ylmethoxy)-2-hydroxy-propyl]-dimethyl-ammonium; bromide 

Relevant academic research and scientific papers

Sonochemical transformation of epoxy-amine thermoset into soluble and reusable polymers

(Chemical Equation Presented). The degradation and reuse of epoxy thermosets have significant impact on the environments. We report that an epoxy-amine thermoset embedded with Diels-Alder (DA) bonds was transformed into soluble polymers via sonochemistry under mild temperature (ca. 20 °C) for the first time. Sonication could effectively induce the position-oriented cleavage of DA bonds (i.e., retro-DA) of the fully swelled epoxy thermoset in dimethyl sulfoxide (DMSO), leading to the soluble polymers. Of importance, such sonochemical process could be regulated on demand via switching on-and-o ff of the sonication. The obtained soluble polymers could be recured to form epoxy-amine thermosets via DA reaction. This sonochemical method might provide an unprecedented and efficient way to the controlled degradation and recycling of the epoxy thermosets containing the dynamic covalent bonds likes DA groups.

High-performance bio-based epoxies from ferulic acid and furfuryl alcohol: synthesis and properties

The lignin derivative ferulic acid was directly functionalized to diepoxy which could be co-cross-linked with furfuryl alcohol-derived monoepoxy to achieve high-performance bio-based thermosets. The development of high-performance bio-based epoxy as a sustainable alternative to fossil-sourced bisphenol A epoxy has great significance. In this work, ferulic acid-based diepoxy (FAE) was facilely synthesized through a direct reaction with epichlorohydrin. After cross-linking, its thermal and mechanical properties are comparable with or even higher than those of bisphenol A epoxy. The carbon-carbon double bond in the framework of the FAE was also exploited to further upgrade its propertiesviathe Diels-Alder reaction with a synthesized glycidyl ether of furfuryl alcohol (GEFA). The chemical structures of FAE and GEFA, curing kinetics, and the Diels-Alder reaction were characterized in detail. The glass transition temperature of FAE-GEFA systems reached ～250 °C. This work provides a simple way to achieve high-performance thermosets from ferulic acid, and also offers a promising sustainable alternative to bisphenol A epoxy.

Study on the curing reaction kinetics of a novel epoxy system

The anhydride curing agent of 3,6-enodro-1,2,3,6-tetrahydrophthalic anhydride (OBPA) and the reactive epoxy diluent of furfuryl glycidyl ether (FGE) were prepared and characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (1H NMR). The curing reaction kinetics process of an EP/OBPA/FGE epoxy system was studied by non-isothermal DSC methods. The parameters of the kinetics were calculated using the Kissinger model, Crnae model, Ozawa model and β-T (temperature-heating speed) extrapolation, respectively. In addition, the effect of FGE on the thermomechanical properties (glass transition temperature) and mechanical properties (flexural strength and the tensile strength) in the EP/OBPA/FGE were studied, indicating that when the content of FGE was 10 wt% the epoxy system reaches the best mechanical properties.

Torii-Type Electrosynthesis of α,β-Unsaturated Esters from Furfurylated Ethylene Glycols and Amino Alcohols

Electrosynthesis of unsaturated esters from furan derivatives, reported by Torii et al. in 1976, is an attractive method for the valorization of furanoic platform chemicals. Nevertheless, it has received practically no attention, presumably due to specific reaction conditions including the use of expensive Pt electrodes. With the aim of expanding the application of Torii-type ester electrosynthesis, we explored the electrochemical transformation of O-furfuryl ethylene glycols and N-furfuryl amino alcohols to esters 5. These can be obtained in two consecutive electrochemical steps: bis-alkoxylation of the furan derived substrates 3 to give spirocycles 4, followed by ring-opening involving oxidative fragmentation of the C?C bond. Both steps can be carried out at ambient conditions, using inexpensive graphite electrodes; however, each step required a different supporting electrolyte and acidic additive to achieve good yields of the product. Additionally, conditions were found for efficient one-pot transformation of N-furfuryl amino alcohols to esters 5 while O-furfuryl ethylene glycols under the same conditions gave esters 5 in moderate yields.

Synthesis and antibacterial activity of aromatic and heteroaromatic amino alcohols

Two series of aromatic and heteroaromatic amino alcohols were synthesized from alcohols and aldehydes and evaluated for their antibacterial activities. All the octylated compounds displayed a better activity against the four bacteria tested when evaluated by the agar diffusion method and were selected for the evaluation of minimal inhibitory concentration. The best results were obtained for p-octyloxybenzyl derivatives against Staphylococcus epidermidis (minimal inhibitory concentrations = 32μm).

Rhodium nanoparticles supported on carbon nanofibers as an arene hydrogenation catalyst highly tolerant to a coexisting epoxido group

Rhodium nanoparticles supported on a carbon nanofiber (Rh/CNF-T) show high catalytic activity toward arene hydrogenation under mild conditions in high turnover numbers without leaching the Rh species; the reaction is highly tolerant to epoxido groups, which often undergo ring-opening hydrogenation with conventional catalysts.

Acetals useful for the preparation of polysaccharide derivatives

Polysaccharide aldehydes having the formula Sacch-O-CH2 -CH=CH-CHO, Sacch-O-CH2 -C C-CHO, STR1 such as starch, cellulose, and gum aldehydes, are useful for imparting wet, dry, or temporary wet strength to paper. They are prepared by a non-oxidative method which involves reacting the polysaccharide base, in the presence of alkali, with a derivatizing acetal reagent having the general structure STR2 and then hydrolyzing the acetal by adjusting the pH to less than 7, preferably 2-4. In the formulas, n is 1-3; R11 and R12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R11 or R12 is one of the groups when n is 2, or R11 and R12 are not present when n is 3; R13 is an alkyl group, optionally containing an ether linkage, or an aralkyl group; R14 and R15 are individually a hydrogen or a methyl group; R16, R17, and R18 are individually an alkyl group; Y- is an anion; Z is an organic group capable of reacting with the polysaccharide base to form an ether derivative and selected from the group consisting of an epoxide, ethylenically unsaturated group, halohydrin, and halogen; R19, if present, is a divalent organic group containing no reactive substiuents; and A and A' are lower alkyls or together form at least a 5-membered cyclic acetal.

SYNTHESIS OF SOME FURFURYLOXY-SUBSTITUTED AMINO THIOLS

A single-stage method was developed for the synthesis of 1,2-epoxy-3-furfuryloxypropane, from which the corresponding thiirane was obtained.Some furfuryloxy-substituted amino thiols were obtained by the reaction of 1,2-epithio-3-furfuryloxypropane with primary and secondary amines.