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1,8-Octanediol


Octamethylene glycol 1,8-Dihydroxyoctane | NFPA-H = 1 | NFPA-F = 0 | NFPA-R = 0 | NFPA-S = 1,7-Heptanediol 1,2-Octanediol

1,8-Octanediol, also known as octamethylene glycol, is a diol with the molecular formula HO(CH)OH, a white solid. It can be produced with high purity by hydrogenation of esters of suberic acid.

1,8-Octanediol, which has a low melting temperature, can be found at high purity for relatively low cost. These characteristics are ideal for a reference material at moderate temperature in the context of solid-liquid Phase-Changing Materials (PCMs).

1,8-Octanediol dihexanoate strongly attracts adult male Parallelostethus attenuatus click beetles, and the pheromone of this species may consist entirely of this compound.

Applications

Cosmetics

It is sometimes an ingredient of cosmetics as a plasticizer.

As with other fatty alcohols, octane-1,8-diol is used in cosmetics as an emollient and humectant.

Polymers

1,8-Octanediol is used as a monomer in the synthesis of some polymers such as polyesters and polyurethanes.

For example, poly(octanediol-co-citrate) is a biodegradable polymer that can be made antibacterial for biomedical applications. This polymer, abbreviated POC and also sometimes called poly(octamethylene-citrate), is promising as a biocompatible and biodegradable polymer, and has been extensively investigated in relation to soft tissue engineering.

A polymer created from 1,8-octanediol, citric acid, and sebacic acid, called polyoctanediol citrate/sebacate [p(OCS)], has also been synthesized.

Synthesis

It can also be used in the synthesis of PCE.

References

References

  1. (10 February 2024). "1,8-Octanediol, 98+%, Safety Data Sheet". [[Thermo Fisher Scientific]].
  2. (2006). "Fatty Alcohols".
  3. (2023-04-03). "Accurate Measurements of the Thermal Conductivity of n-Docosane, n-Tetracosane, 1,6-Hexanediol, and 1,8-Octanediol in the Solid and Liquid Phases". International Journal of Thermophysics.
  4. (August 2022). "A Symmetrical Diester as the Sex Attractant Pheromone of the North American Click Beetle Parallelostethus attenuatus (Say) (Coleoptera: Elateridae)". Journal of Chemical Ecology.
  5. (2024-04-01). "Safety Assessment of Alkane Diols as Used in Cosmetics". International Journal of Toxicology.
  6. (2024-10-08). "Polyesters derived from 4,4'-dixydroxybenzophenone: syntheses and properties". Iranian Polymer Journal.
  7. (2013-07-30). "Deep Eutectic Solvent-Assisted Synthesis of Biodegradable Polyesters with Antibacterial Properties". Langmuir.
  8. (2017-11-01). "Poly(1,8-octanediol citrate)/bioactive glass composite with improved mechanical performance and bioactivity for bone regeneration". Chinese Chemical Letters.
  9. (2024-06-01). "Electrospun poly(octamethylene citrate) thermoset fibrous mat from chitin nanocrystal constructed Pickering emulsion". Colloid and Polymer Science.
  10. (2009-03-20). "Synthesis and characterization of novel citric acid-based polyester elastomers". Polymer.
  11. (February 2025). "Robust Dual Equivariant Gradient Antibacterial Wound Dressing-Loaded Artificial Skin with Nano-chitin Particles Via an Electrospinning-Reactive Strategy". Advanced Fiber Materials.
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