Sudhakaran, Swetha, Ayako Taketoshi, SMA Hakim Siddiki, Toru Murayama, and Kotohiro Nomura. ACS omega 7, no. 5 (2022): 4372-4380.
Using a recyclable Cu-deposited V2O5 catalyst, ethyl-10-undecenoate (derived from castor oil) undergoes an ester exchange reaction with 1,4-cyclohexanedimethanol to efficiently produce 1,ω-diene, the corresponding cyclohexane-1,4-diyl bis(methylene) bis(undecenoate), a promising biobased polyester synthesis monomer.
Experimental Procedure: A prescribed amount of catalyst (10 mg), ethyl-10-undecenoate (4.00 mmol, 849 mg), and 1,4-cyclohexanedimethanol (1.00 mmol, 144 mg) are loaded into a drying reaction tube equipped with a magnetic stir bar. The reaction mixture is then heated at 100 °C for the prescribed time under solvent-free conditions in a synthesizer. After the reaction is complete, the mixture is cooled to room temperature, diluted with 5 mL of CHCl3, and the catalyst is separated by centrifugation. The centrifuged liquid is analyzed by gas chromatography using dodecane as an internal standard to determine the conversion rate and yield.
Park, Seul-A., et al. Polymer 116 (2017): 153-159.
From an industrial/engineering perspective, the main drawback of pure isosorbide (ISB)-based polycarbonate is its brittleness. The use of a bifunctional diol strategy involving 1,4-cyclohexanedimethanol (CHDM) can significantly overcome this issue.
Polycondensation Reaction: A typical polymerization procedure for PI70CC (ISB/CHDM molar ratio = 70/30) is as follows. ISB (29.81 g, 0.204 mol), CHDM (12.61 g, 0.087 mol), and DPC (62.43 g, 0.291 mol) are added to a dry glass reactor, achieving a target yield of 50 g GeO2 (25.0 mg, 0.24 mmol). DBTO (100.0 mg, 0.40 mmol) and TMAH (100.0 mg, 0.55 mmol) are added as catalysts. DBHP (100.0 mg, 0.42 mmol) and TPP (100.0 mg, 0.32 mmol) are used as heat stabilizers. Under a nitrogen atmosphere, the reactor is slowly heated to 150 °C in an oil bath for 2 hours. The reaction conditions are maintained at 150 °C under a vacuum of 100 torr for 1 hour. The reaction temperature is then further raised to 180 °C to distill off the byproduct phenol. Ester exchange polymerization is conducted at 240 °C under a vacuum pressure of less than 0.5 torr. The polymerization is terminated when the viscosity of the reaction mixture exceeds the maximum torque of the stirring blades. After restoring the pressure to atmospheric pressure by nitrogen purging, the final polymer product (49 g, 98% yield) is collected.
Wang, Jingru, et al. Polymer 308 (2024): 127348.
Poly(butylene adipate-co-terephthalate) (PBAT) is a promising biodegradable polyester. However, its relatively low mechanical strength, high rigidity, and decreased mechanical properties during degradation limit its applications. In this study, poly(butylene adipate-co-terephthalate-co-cyclohexanedimethanol) (PBCAT) was successfully synthesized by a one-step melt polycondensation process with 1,4-cyclohexanedimethanol (CHDM) copolymerization modification. The introduction of 1,4-cyclohexanedimethanol (CHDM) units effectively enhances the strength and toughness of PBAT.
Experimental Procedure: PBCAT copolyester was synthesized by a one-step melt polycondensation process, which includes three stages: esterification, pre-polycondensation, and final polycondensation. For the PBCAT copolyester synthesis, a measured amount of 1,4-BDO, CHDM, PTA, AA, and catalyst were added to a 500 mL polyester synthesis apparatus. After replacing the air in the reactor with nitrogen three times, the reactants were heated to 80 °C and held at this temperature for 0.5 hours to allow thorough mixing. The temperature was then increased to 210 °C for the esterification reaction. After the water produced reached the theoretical amount, the pre-polycondensation stage began, with the temperature maintained at 230 °C for 40 minutes and the pressure gradually reduced to 2 kPa. After pre-polycondensation, the mixture was heated to 265 °C with a vacuum of 50 Pa for 4 hours. Finally, the molten sample was discharged under nitrogen protection. The synthesized copolyesters were named PBCAT-x, where x represents the molar amount of CHDM monomer in the copolyester.
What is the chemical formula of 1,4-Cyclohexanedimethanol?
The chemical formula of 1,4-Cyclohexanedimethanol is C8H16O2.
What is the CAS number of 1,4-Cyclohexanedimethanol?
The CAS number of 1,4-Cyclohexanedimethanol is 105-08-8.
What is the molecular weight of 1,4-Cyclohexanedimethanol?
The molecular weight of 1,4-Cyclohexanedimethanol is 144.21.
What is the melting point of 1,4-Cyclohexanedimethanol?
The melting point of 1,4-Cyclohexanedimethanol is 31.5°C.
What is the purity of 1,4-Cyclohexanedimethanol?
The purity of 1,4-Cyclohexanedimethanol is 99%.
What is the density of 1,4-Cyclohexanedimethanol?
The density of 1,4-Cyclohexanedimethanol is 1.004 g/cm³.
What is the appearance of 1,4-Cyclohexanedimethanol?
The appearance of 1,4-Cyclohexanedimethanol is a white solid.
What is the physical state of 1,4-Cyclohexanedimethanol?
The physical state of 1,4-Cyclohexanedimethanol is liquid.
What are the typical applications of 1,4-Cyclohexanedimethanol?
1,4-Cyclohexanedimethanol is mainly used in the synthesis of polyester, as an intermediate in organic synthesis, and in the synthesis of plasticizers.
What percentage of actives does 1,4-Cyclohexanedimethanol contain?
1,4-Cyclohexanedimethanol contains 95% actives.
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