1,4-циклогександиметанол

Химические свойства

1,4-cyclohexanedimethanol is a white waxy solid or clear colourless viscous liquid after melting. Melting point 43°C(cis), 70°C (trans). The sublimation temperature is 160°C, miscible with water and alcohol, soluble in ketone, almost insoluble in aliphatic hydrocarbon and ether.

Характеристики

1,4-Cyclohexanedimethanol (CHDM) is both hard and flexible, with high TG, and offers excellent heat stability, good solubility, and good weather resistance. It can enhance the reactivity in polyester compounds, and improve the hydrolytic stability, plasticity, gloss, transparency, printability, and processing ability of the polymer.

Использование

1,4-cyclohexanedimethanol is used to make polyester fiber, polyester electrical appliances, unsaturated polyester resins, polyester glaze, polyurethane foam, as well as for the production of lubricants and hydraulic fluids.

прикладной

1,4-Cyclohexanedimethanol 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). 1,4-Cyclohexanedimethanol has been used in the synthesis of polyketal copolymers. It was used as diol comonomer during the synthesis of polyester-carbonates based on 1,3-propylene-co-1,4-cyclohexanedimethylene succinate.

Подготовка

In the first step, proline-catalyzed formal [3+1+2] cycloaddition of formaldehyde, crotonaldehyde, and ethyl acrylate affords ethyl 4-formylcyclohex-3-enecarboxylate (compound 1) by a domino Mannich condensation and Diels–Alder (D–A) process.

synthesis of 1,4-Cyclohexanedimethanol (CHDM) and CHDA from compound 1. Cu-based catalysts have been widely used for the hydrogenation of esters to alcohols. compound 1 can be hydrogenated to CHDM over commercially available Cu/Zn/Al catalyst. Under the optimized reaction conditions (240°C, 4.0 MPa of H2 , 12 h), a high yield (84%) of CHDM was achieved. After taking the optimized yield of compound 1 (91%) into account in the first step, the overall yield of CHDM starting from formaldehyde, crotonaldehyde, and ethyl acrylate, reached 76%.

Растворимость в воде

Its solubility at 20 ℃ (g in 100 g solvent) in benzene is 1.1, in trichloromethane 5.7, in water 92.0, and in methanol 92.2.