6338-34-7

Usage

InChI:InChI=1/C12H18O4/c1-3-5-13-9-7-15-12-10(14-6-4-2)8-16-11(9)12/h3-4,9-12H,1-2,5-8H2

Upstream product

• 106-95-6 allyl bromide 
• 652-67-5 Isosorbide 
• 641-74-7 1,4:3,6-dianhydro-L-iditol 
• 124508-14-1 1,4:3,6-dianhydro-L-glucitol 
• 641-74-7 (3S,3aS,6S,6aS)hexahydrofuro[3,2-b]furan-3,6-diol 

Downstream Products

• 13374-44-2 isosorbide diglycidyl ether 

Relevant academic research and scientific papers

Selective Syntheses and Properties of Anionic Surfactants Derived from Isosorbide

Two series of anionic surfactants (endo-5-O-alkyl isosorbide-2-O-propyl sulfonic acid sodium salt and exo-2-O-alkyl isosorbide-5-O-propyl sulfonic acid sodium salt) with straight alkyl chains (hexyl, octyl, decyl, and dodecyl) were synthesized from isosorbide derived from biomass, through steps of allylation, alkylation, and sulfonation. The selectivity and efficiency of the reactions were optimized by adjusting the solvent, catalyst, reactant molar ratio, and temperature. The product 2-O-allyl isosorbide was obtained with a yield of 81% and selectivity of 23:1 (endo:exo), and 2-O-alkyl isosorbide was obtained with a yield of 72% and selectivity of 24:1 (exo:endo). The synthesized anionic surfactants were characterized using the critical micelle concentration (CMC), surface activity, emulsion stability, foaming height, and the Turbiscan Stability Index. The CMC decreased with increasing alkyl chain length. The properties of endo form and exo form were compared.

PHOTO CURABLE 2-FUNCTIONALIZED ISOSORBIDE DERIVATIVE COMPOUND AND METHOD FOR PREPARING THE SAME

The present invention relates to a compound represented by the structural formula 1. By replacing a methacrylate group in place of a hydroxy group bonded to an isosorbide compound and removing the same, when the present invention is applied as a dental filler, it is possible to reduce shrinkage and moisture absorption rate which cause mechanical properties and durability deterioration by reducing damage due to contact of moisture, and to improve mechanical properties such as compressive strength and flexural strength.COPYRIGHT KIPO 2017

ISOSORBIDE DERIVATIVE COMPOUNDS AND METHOD FOR PREPARING THE SAME

The present invention relates to an isosorbide derivative compound. The isosorbide derivative compound of the present invention has outstanding optical and thermal properties, and thus can be applied as polymeric materials. In addition, the isosorbide derivative compound, which is a natural substance-based eco-friendly and nontoxic material, can be an alternative to a bisphenol A-based polymeric material which may produce endocrine disrupters.COPYRIGHT KIPO 2016

Renewable epoxy networks by photoinitiated copolymerization of poly(3-hydroxyalkanoate)s and isosorbide derivatives

New biodegradable epoxy networks derived from poly(3-hydroxyalkanoate)s and isosorbide were synthesized by photoinitiated cationic ring opening polymerization in the presence of diaryl iodonium salt (I 250). Bis-epoxidized terminated PHA oligomers, PHA-diepoxy, were first prepared in three steps, microwave assisted alcoholysis in the presence of ethylene glycol, condensation with allyl isocyanate and epoxidation of alkene terminal groups. Moreover, isosorbide diglycidyl ether (DGEDAS) was prepared by epoxidation of allylic derivative. The photoinitiated polymerization is a straightforward way applied at room temperature in a very short reaction time (i.e. 300 s) to obtain renewable crosslinked networks that remain partially biodegradable by lipase. Higher degradability was observed by increasing the content of PHA.

Hybrid networks derived from isosorbide by means of thiol-ene photoaddition and sol-gel chemistry

New bridged silsesquioxanes derived from isosorbide were synthesized, according to the sol-gel process, by acidic or basic hydrolysis and condensation of a bis-trimethoxysilyl precursor. The latter was prepared by thiol-ene photoaddition of 3-(trimethoxysilyl)-1-propane thiol on diallyl isosorbide ether synthesized by a phase-transfer-catalyzed reaction of allyl bromide with isosorbide. The structure of those hybrid networks prepared according to a sol-gel process was investigated by 29Si solid-state NMR and X-ray diffraction experiments. Acid hydrolysis leads to the formation of randomly branched structures while basic catalysis promotes the creation of clusters. The anisotropic character of the hybrid networks was evidenced by cross polarized optical light observations (birefringence), demonstrating an organization at the micrometric-scale. These hybrid networks derived from isosorbide showed a thermal stability up to 360 °C.

MERCAPTO-CONTAINING BISANHYDROHEXITOL DERIVATIVES AND USES THEREOF

Bisanhydrohexitol derivatives having terminal mercapto groups are provided. Additionally, curable compositions that include these mercapto-containing bisanhydrohexitol derivatives, cured compositions prepared from the curable compositions, and articles containing the cured compositions are provided. More specifically, the curable compositions are epoxy-based formulations and the mercapto-containing bisanhydrohexitol derivatives function as curing agents for epoxy resins.

A tris(triphenylphosphine)ruthenium(II) complex as a UV photoinitiator for free-radical polymerization and in situ silver nanoparticle formation in cationic films

The characterization and the photochemical investigation of a Ru II complex (Ru(PPh3)3Cl2) having phosphine ligands are reported. DFT calculations and ESR spin trapping experiments revealed for the first time that the photodecomposition of the complex is governed by a homolytic cleavage of the P-(C6H 5) bond generating phenyl radicals Ph? which are able to initiate the free radical polymerization of acrylate monomers. The addition of a H-donor HD plays a key role in the cationic photopolymerization of epoxides: (i) the reaction efficiency is enhanced using [Ru(PPh 3)3Cl2]/HD and (ii) the in situ formation of Ag nanoparticles is observed in the presence of Ru(PPh3) 3Cl2/HD/AgSbF6 according to the following reactions: Ph?/DH hydrogen abstraction yielding a D ? radical and oxidation of D? by the silver salt.

Preparation and properties of bio-based epoxy networks derived from isosorbide diglycidyl ether

Two bio-based epoxy prepolymers were synthesized from isosorbide, a carbohydrate-based C6 building block, using two different synthetic routes. The chemical structures of the bio-based epoxy prepolymers were analyzed by SEC, ESI-TOF MS, FTIR, 1H NMR and 13C NMR analysis. The resulting epoxy prepolymers differ by the molar mass distribution, one consists of the pure epoxy monomer whereas the other exhibits various oligomeric species. A traditional petroleum-based epoxy prepolymer, DGEBA, which has similar epoxy equivalent weight, was also used in this study for comparison. Gelation and crosslinking reactions of the two bio-based epoxy precursors with an amino hardener, isophorone diamine, were studied using rheological measurements and differential scanning calorimetry (DSC) respectively; the effect of the stoichiometric ratio nah/ne was investigated. Structures of the epoxy networks were evaluated using dynamic mechanical analysis (DMA) and thermo gravimetric analysis (TGA).

Ethers of bisanhydrohexitols

A novel method for the synthesis of ethers of anhydrosugars, such as isosorbide, isomannide, and isoidide, is disclosed. The bisglycidyl ethers are useful as substitutes for bisphenol A in the manufacture of thermoset epoxy ethers. Anhydrosugar ethers are

Selective alkylations of 1,4:3,6-dianhydro-D-glucitol (isosorbide)

Each of the two hydroxyl groups of isosorbide can be alkylated selectively, either by direct alkylation with benzyl chloride or allyl bromide according to the reaction conditions, or by a three-step procedure involving selective monoacetylation, alkylation with four different reagents, and finally deacetylation.Monobutyl and monomethyl derivatives from isosorbide are also described.