Carboxymethyl cellulose

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Carboxymethyl cellulose

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For other uses, see CMC (disambiguation).
Carboxymethyl cellulose
Other names
Carboxymethylcellulose; carmellose; E466
Identifiers
CAS number 9000-11-7
Identifiers
CAS number 9004-32-4
Properties
Molecular formula variable
Molar mass variable
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Carboxymethyl cellulose (CMC) or cellulose gum1 is a cellulose derivative with carboxymethyl groups (-CH2-COOH) bound to some of the hydroxyl groups of the glucopyranose monomers that make up the cellulose backbone. It is often used as its sodium salt, sodium carboxymethyl cellulose.

Contents

  • 1 Preparation
  • 2 Uses
  • 3 See also
  • 4 References
  • 5 External links

Preparation

It is synthesized by the alkali-catalyzed reaction of cellulose with chloroacetic acid. The polar (organic acid) carboxyl groups render the cellulose soluble and chemically reactive.

The functional properties of CMC depend on the degree of substitution of the cellulose structure (i.e., how many of the hydroxyl groups have taken part in the substitution reaction), as well as the chain length of the cellulose backbone structure and the degree of clustering of the carboxymethyl substituents.

Uses

CMC is used in food science as a viscosity modifier or thickener, and to stabilize emulsions in various products including ice cream. As a food additive, it has E number E466. It is also a constituent of many non-food products, such as K-Y Jelly, toothpaste, laxatives, diet pills, water-based paints, detergents, textile sizing and various paper products. It is used primarily because it has high viscosity, is non-toxic, and is non-allergenic. In laundry detergents it is used as a soil suspension polymer designed to deposit onto cotton and other cellulosic fabrics creating a negatively charged barrier to soils in the wash solution. CMC is used as a lubricant in non-volatile eye drops (artificial tears). Sometimes it is methyl cellulose (MC) which is used, but its non-polar methyl groups (-CH3) do not add any solubility or chemical reactivity to the base cellulose.

Following the initial reaction the resultant mixture produces approximately 60% CMC plus 40% salts (sodium chloride and sodium glycolate). This product is the so-called Technical CMC which is used in detergents. A further purification process is used to remove these salts to produce pure CMC which is used for food, pharmaceutical and dentifrice (toothpaste) applications. An intermediate "semi-purified" grade is also produced, typically used in paper applications.

CMC is also used in the oil drilling industry as an ingredient of drilling mud, where it acts as a viscosity modifier and water retention agent. Poly-anionic cellulose or PAC is derived from CMC and is also used in oilfield practice..

Insoluble microgranular carboxymethyl cellulose is used as a cation-exchange resin in ion-exchange chromatography for purification of proteins.2 Presumably the level of derivatization is much lower so that the solubility properties of microgranular cellulose are retained while adding sufficient negative charged carboxylate groups to bind positively charged proteins.

CMC is also used in ice packs to form a eutectic mixture resulting in a lower freezing point and therefore more cooling capacity than ice.3

See also

  • Hydroxypropyl cellulose
  • Methyl cellulose
  • Croscarmellose sodium

References

  1. ^ "Sodium carboxymethyl cellulose (Cellulose gum)". Codex Alimentarius. 2009. http://www.codexalimentarius.net/gsfaonline/additives/details.html?id=51. 
  2. ^ Cation exchange celluloses
  3. ^ Use in ice packs

External links

  • CMC chemical structure and properties
  • MC and CMC: commercial preparations and various uses, including paper conservation; bibliography