2-Methyl-1,4-phenylene bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate)

• CAS: 125248-71-7
• Catalog Number: ACM125248717
• Category: Main Products
• Molecular Weight: 672.76
• Molecular Formula: C39H44O10
• Synonyms: 1,4-BIS-[4-(6-ACRYLOYLOXYHEXYLOXY)BENZOYLOXY]-2-METHYLBENZENE
• Appearance: White powder

Case Study

2-Methyl-1,4-phenylene Bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate) for the Preparation of Liquid Crystal Polymer Films

Kloos, Joey, et al. Liquid Crystals, 2023, 50(3), 414-422.

This work studies the synthesis of several nematic liquid crystal polymer films through 1,4-phenylene bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate)s derivatives and their gas separation performance. These liquid crystal (LC) polymers have cyano, chlorine, methyl and phenyl substituents ((C6-CN, C6-Cl, C6-CH3 and C6-C6H5) on the central aromatic nucleus. The results show that the adsorption coefficients of all films are independent of the liquid crystal substituents, and the spatial size of the liquid crystal substituents mainly affects the diffusion of gases rather than the solubility of gases.
Film preparation procedure
· LC mixtures were prepared by dissolving 0.5 wt% photoinitiator and 0.1 wt% inhibitor (t-Butyl-hydroquinone) in a small amount of dichloromethane, followed by solvent removal.
· Planar aligned nematic films were created by processing the LC mixtures in the nematic phase through capillary suction between two glass plates spaced 20 µm apart. To achieve planar alignment, the glass plates were treated with rubbed polyimide layers to form glass cells.
· These glass cells, filled with the LC mixture, were placed in a temperature-controlled N2 box and cooled from the isotropic phase to the nematic phase at a rate between 1°C/min and 2°C/min.
· The planar aligned LC monomers were then polymerized by exposure to an unfiltered spectrum of a collimated UV lamp with a light intensity of 20 mW/cm2 in the 320-390 nm range for 10 min. Finally, free-standing films were obtained by carefully opening the glass cells in water at 80°C.

2-Methyl-1,4-phenylene bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate) as a Liquid Crystal Crosslinker for the Preparation of Liquid Crystal Elastomer Films

Ditter, David, et al. Macromolecular Chemistry and Physics, 2020, 221(1), 1900265.

The LCE precursor consisting of liquid crystal monomer, liquid crystal crosslinker and a photoinitiator can be further used to synthesize LCE films. The preparation steps of LCE films are as follows:
· The desired quantities of liquid crystalline monomer (4'-acryloyloxybutyl 2,5-(4'-butyloxybenzoyloxy)benzoate), liquid crystalline crosslinker (2-methyl-1,4-phenylene bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate)), and a specific azobenzene compound were dissolved in tetrahydrofuran. The monomer amount was kept at 90 mol%, while the crosslinker amount was kept at 10 mol%.
· To synthesize 1,3,3,1',3',3'-hexamethyl-11-chloro-10,12-propylene-tricarbo-cyanine triphenylbutyl borate in situ, 1.6 w% of 1,3,3,1',3',3'-hexamethyl-11-chloro-10,12-propylene-tricarbocyanine iodide and 3.4 w% of Borate V (w% referred to the monomer/crosslinker mixture) were added.
· The mixture was then heated to 110 °C on a glass slide using a precision hot plate in a magnetic field (generated by a horse-shoe magnet with B > 100 mT). A second glass slide was placed over the first one with a spacer foil separating them.
· Within 40 minutes, the mixture was cooled down to 55 °C and exposed to red light LED (623 nm) for 10 minutes on each side. Subsequently, the photopolymerized and crosslinked LCE films were extracted and cut into small stripes measuring a couple of hundred micrometers for analysis.

Custom Q&A

What is the molecular formula of 1,4-Bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene?

The molecular formula is C39H44O10.

What is the molecular weight of the compound?

The molecular weight is 672.8 g/mol.

What are some synonyms for 1,4-Bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene?

Some synonyms include 2-Methyl-1,4-phenylene bis(4-((6-(acryloyloxy)hexyl)oxy)benzoate and [3-methyl-4-[4-(6-prop-2-enoyloxyhexoxy)benzoyl]oxyphenyl] 4-(6-prop-2-enoyloxyhexoxy)benzoate.

When was the compound created and last modified?

The compound was created on December 5, 2007, and last modified on December 30, 2023.

What is the IUPAC name of 1,4-Bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene?

The IUPAC name is [3-methyl-4-[4-(6-prop-2-enoyloxyhexoxy)benzoyl]oxyphenyl] 4-(6-prop-2-enoyloxyhexoxy)benzoate.

What is the InChIKey of the compound?

The InChIKey is FQCKIWWAEIOPSD-UHFFFAOYSA-N.

How many hydrogen bond acceptor counts does the compound have?

The compound has 10 hydrogen bond acceptor counts.

What is the XLogP3-AA value for 1,4-Bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene?

The XLogP3-AA value is 8.9.

What is the topological polar surface area of the compound?

The topological polar surface area is 124 2.

How many rotatable bond counts does the compound have?

The compound has 26 rotatable bond counts.