|Jmol-3D images||Image 1|
|Molar mass||144.21 g/mol|
|Appearance||White waxy solid|
41-61 °C, 314-334 K, 106-142 °F
284-288 °C, 557-561 K, 543-550 °F
| (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Cyclohexanedimethanol (CHDM) is an organic compound with formula C6H10(CH2OH)2. It is a colorless low-melting solid used in the production of polyester resins. Commercial samples consist of a mixture of cis and trans isomers, as seen for other disubstituted derivatives of cyclohexane.
CHDM is produced by catalytic hydrogenation of dimethyl terephthalate (DMT). The reaction conducted in two steps beginning with the conversion of DMT to the diester dimethyl 1,4-cyclohexanedicarboxylate (DMCD). In the second step DMCD is further hydrogenated to CHDM. The cis/trans ratio of CHDM is differ according to the catalyst, 80:20 for Cu4Ru12 catalyst, 65:35 in case of the RuPt catalyst, 88:12 for the Ru-Sn catalyst , 30:70 in case of the copper chromite catalyst usually used in industrial processing.
- C6H4(CO2CH3)2 + 3 H2 → C6H10(CO2CH3)2
- C6H10(CO2CH3)2 + 4 H2 → C6H10(CH2OH)2 + 2 CH3OH
Most of the commercial CHDM has cis/trans ratio of 30:70. The leading producers in CHDM are Eastman Chemicals and SK Chemicals.
Via the process called polycondensation, CHDM is a precursor to polyesters. It is one of the most important co-monomers for production of polyethylene terephthalate (PET), or polyethylene terephthalic ester (PETE), from which plastic bottles are made. Thermoplastic polyesters containing CHDM exhibit enhanced strength, clarity, and solvent resistance. The exact properties of the polyesters vary from the high melting crystalline poly(1,4-cyclohexylenedimethylene terephthalate), PCT, to the non-crystalline copolyesters with the combination of ethylene glycol and CHDM in the backbone. The properties of these polyesters is also dependent on the cis/trans ratio of the CHDM monomer. CHDM has low melting point and reduce the degree of crystallinity of PET homopolymer. So the resin can be plastically formed with lower force and /or with low heat requirement. These reasons stabilize the polymer from degradation and reduce final products acetaldehyde level to acceptable level. These PET is known as glycol modified polyethylene terephthalate, PETG. PETG is used in many fields, electronics, automobiles, barrier, and medicals etc.
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