Pentaerythritol glycidyl ether

• CAS: 3126-63-4
• Catalog Number: ACM3126634
• Category: Main Products
• Molecular Weight: 360.39
• Molecular Formula: C17H28O8
• Synonyms: 1,3-bis(2,3-epoxypropoxy)-2,2-bis[(2,3-epoxypropoxy)methyl]propane
• Appearance: Colorless liquid
• Application: Pentaerythritol glycidyl ether is commonly used as a surfactant in various paint and coatings applications including appliance paint, boat paint, building coating, car paint, paper coating, plastic coating, and rubber coating.

Case Study

Preparation of Biodegradable Films with Pentaerythritol Glycidyl Ether

Wu, Yingji, et al. Polymers 10.12 (2018): 1300.

The biodegradable films were prepared using soy protein isolate (SPI), sodium dodecylbenzene sulfonate (SDBS) and pentaerythritol glycidyl ether (PEGE). Unlike the common method of adding sodium hydroxide (NaOH) during the casting process of SPI films, SDBS was used as a surfactant to play a similar role as NaOH. Since NaOH is a corrosive and toxic chemical, replacing NaOH with SDBS may reduce the hazard threat of SPI-based films in food packaging applications. In addition, the presence of SDBS helps to disperse the hydrophobic PEGE into the hydrophilic SPI. PEGE is a cross-linking agent with multiple reactive epoxy groups. The chemical structure and micromorphology of the prepared films were studied by FTIR, XRD and SEM. The thermal stability of the films was examined by thermogravimetric analysis. After chemical cross-linking, the ultimate tensile strength of the films increased significantly, while the water absorption decreased significantly. The results showed that the SPI film containing 4% PEGE achieved the best performance.
Centrifugal casting was used to fabricate SPI-based films. A spin caster with a cylindrical surface (5H × 12.7D cm) was used as the casting equipment. The raw material solution consisted of SPI, deionized water, glycerol, sodium dodecylbenzene sulfonate (SDBS), and pentaerythritol glycidyl ether (PEGE). The detailed formulations of different films are shown in Table 1. First, the raw material solution was magnetically stirred (200 rpm) at room temperature for 1 h to obtain a homogeneous mixture. Then, the slurry raw material was transferred to the spin caster and cast at a speed of 3450 rpm. After casting for 4 h, a film was formed on the cylindrical surface of the caster. The film was torn off and placed in an oven at 105 °C for 4 h. This post-treatment facilitated the complete reaction between SPI and PEGE. The treated films were directly used for thermogravimetric analysis (TGA) and water absorption tests. For other tests, the films were transferred to a conditioned container (50 ± 2% relative humidity and 20 ± 3 °C temperature) for approximately 10 days to reach equilibrium moisture content.

Pentaerythritol glycidyl ether participates in the preparation of cellulose carbonate composites

Fleischer, Maria, Hannes Blattmann, and Rolf Mülhaupt. Green Chemistry 15.4 (2013): 934-942.

Catalytic CO2 fixation by carbonation of glycerol, trimethylolpropane and pentaerythritol glycidyl ether followed by curing with citric acid aminoamide in the presence of cellulose carbonate is an attractive green chemistry route for the production of non-isocyanate polyurethanes (NIPUs) and bio-based NIPU composites. The glycidyl ether reacts with CO2 in the presence of tetrabutylammonium bromide catalyst to produce cyclic carbonates of glycerol (GGC), pentaerythritol (PEC) and trimethylolpropane (TMC). Preferred bio-based curing agents include blends containing hexamethylenediamine (HMDA) and citric acid aminoamide (CAA), which are prepared by polycondensation of triethyl citrate with excess HMDA. Addition of 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalyst allows room temperature curing, whereas 70 °C is required in the absence of DABCO, according to in situ ATR-FTIR monitoring of polyurethane formation. Phosgene-free conversion of cellulose with diphenyl carbonate provides cellulose carbonate as a co-reactive bio-based filler for the preparation of cellulose-NIPU composites with in situ polyurethane-mediated interfacial coupling.
Carbonation of glycidyl ether was performed according to the procedure described below for the synthesis of carbonated pentaerythritol glycidyl ether. Pentaerythritol glycidyl ether (100 g, 231 mmol) and TBAB (1.0 g, 3.1 mmol, 1 wt%) were placed in a 250 mL stainless steel reactor with 30 bar CO2 pressure, stirred and heated (120 °C) for 10 h. The obtained product was used without any purification to avoid the use of solvents. Possible purification was performed by dissolving the product in dichloromethane followed by extraction with water to remove the catalyst. The conversion was determined by FTIR and H-NMR spectroscopy, and the number of carbonate groups per molecule was calculated by 1H-NMR spectroscopy assuming no side reactions.

Custom Q&A

What is the molecular formula of Pentaerythritol glycidyl ether?

The molecular formula of Pentaerythritol glycidyl ether is C17H28O8.

What is the molecular weight of Pentaerythritol glycidyl ether?

The molecular weight of Pentaerythritol glycidyl ether is 360.4 g/mol.

What is the IUPAC name of Pentaerythritol glycidyl ether?

The IUPAC name of Pentaerythritol glycidyl ether is 2-[[3-(oxiran-2-ylmethoxy)-2,2-bis(oxiran-2-ylmethoxymethyl)propoxy]methyl]oxirane.

What is the InChI of Pentaerythritol glycidyl ether?

The InChI of Pentaerythritol glycidyl ether is InChI=1S/C17H28O8/c1(13-5-22-13)18-9-17(10-19-2-14-6-23-14,11-20-3-15-7-24-15)12-21-4-16-8-25-16/h13-16H,1-12H2.

What is the InChIKey of Pentaerythritol glycidyl ether?

The InChIKey of Pentaerythritol glycidyl ether is PLDLPVSQYMQDBL-UHFFFAOYSA-N.

What is the CAS number of Pentaerythritol glycidyl ether?

The CAS number of Pentaerythritol glycidyl ether is 3126-63-4.

How many hydrogen bond donor counts does Pentaerythritol glycidyl ether have?

Pentaerythritol glycidyl ether has 0 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does Pentaerythritol glycidyl ether have?

Pentaerythritol glycidyl ether has 8 hydrogen bond acceptor counts.

How many rotatable bond counts does Pentaerythritol glycidyl ether have?

Pentaerythritol glycidyl ether has 16 rotatable bond counts.

What is the topological polar surface area of Pentaerythritol glycidyl ether?

The topological polar surface area of Pentaerythritol glycidyl ether is 87.2.