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Technical Data Sheet
Eastman™ DMCD


Chemical Synonym
  • Dimethyl 1,4-Cyclohexanedicarboxylate
Applications
  • Auto OEM
  • Automotive
  • General industrial coatings
  • Process additives
Key Attributes
  • Excellent hardness/flexibility balance
  • Excellent weathering
  • Good hydrolytic stability
  • Improved chemical, stain, corrosion, and humidity resistance
  • Low color
  • Lower resin solution viscosity compared to aromatic acids

Product Description

IUPAC: Dimethyl 1,4-Cyclohexanedicarboxylate

Eastman™ DMCD (Dimethyl 1,4-Cyclohexanedicarboxylate) is a low melting, cycloaliphatic diester used for the synthesis of polyester resins, polyamides, alkyds, and plasticizers. Coatings formulated with DMCD bring excellent hardness/flexibility balance and good chemical, stain, humidity, and corrosion resistance to polyester-melamine baking enamels for appliance, general metal, and automotive applications. Its outstanding hydrolytic stability makes it a good choice in waterborne polyester resins for automotive, industrial maintenance, and general metal applications. DMCD can be used to make polyester polyols for polyurethane coatings for automotive, industrial maintenance, transportation, and aerospace applications as well.

Many of these unique performance properties are similar to those offered by Eastman™ 1,4 CHDA, but unlike CHDA, the reaction of DMCD with glycols or polyols is a transesterification. Methanol, rather than water, evolves from the reaction. DMCD must be reacted in the first stage of a cook with glycols and polyols only. The first stage is processed until methanol no longer evolves, which indicates the reaction is complete. Diacid components are then added in the second stage.

Eastman™ DMCD is a mixture of cis and trans isomers. It is available as a partially crystallized liquid in drums or in molten form via tank truck.



Typical Properties

PropertyTypical Value, Units
General
Molecular Weight200.23
Empirical FormulaC10H16O4
AppearancePartially Crystallized Liquid
Assay93 wt % min.
Acid Number (mg KOH/g)20 max.
Color, Pt-Co Scale10 max.
Methyl 4-methylcyclohexanecarboxylate1.6 %
Methyl 4-hydroxymethylcyclohexanecarboxylate0.7 %
Aromatics, as Dimethyl Terephthalate0.1 wt % max.
Water0.6 wt % max.
Stereoisomer Ratio67 cis/33 trans
Boiling Point 
     @ 100 mm Hg176 °C (349 °F)
     @ 760 mm Hg259 °C (498 °F)
Viscosity, Brookfield 
     @ 20°C (68°F)8 cP
     @ 31.5 °C (88.7°F)3.9 cP
     @ 44°C (111.2°F)3.3 cP
     @ 60°C (140°F)2.2 cP
Vapor Pressure 
     @ 170.8°C (339.4°F)50 mm Hg
     @ 228.2°C (442.8°F)300 mm Hg
     @ 247.7°C (477.9°F)500 mm Hg
     @ 265°C (509°F)760 mm Hg
     @ 85.1°C (185.2°F)1 mm Hg
Melting Point 
     Cis Stereoisomer14 °C (57.2 °F)
     Trans Stereoisomer71 °C (159.8 °F)
Specific Gravity 
     @ 35°C/4°C1.102
Solubility 
     In Water, g/100g Solvent, @ 25°C (77°F)1.2 g
     Water In, g/100g Solvent, @ 25°C (77°F)1.6 g
Heat of Combustion26.69 mJ/kg (11494 Btu/lb)
Heat of Fusion, Trans-isomer0.11 mJ/kg (47.74 Btu/lb)
Flash Point 
     Tag Open Cup132 °C (270 °F)
Fire Point 
     Tag Open Cup142 °C (287 °F)
Autoignition Temperature388 °C (730 °F)
Flammability Limits in Air, % by Volume 
     Lower @ 150°C (302°F)0.77 Vol %
     Upper @ 184°C (363.2°F)5.6 Vol %



Comments
Properties reported here are typical of average lots. Eastman makes no representation that the material in any particular shipment will conform exactly to the values given.


Eastman and its marketing affiliates shall not be responsible for the use of this information, or of any product, method, or apparatus mentioned, and you must make your own determination of its suitability and completeness for your own use, for the protection of the environment, and for the health and safety of your employees and purchasers of your products. No warranty is made of the merchantability of fitness of any product, and nothing herein waives any of the Seller's conditions of sale.


4/4/2018 9:04:58 PM