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Polyol

From Wikipedia, the free encyclopedia
Organic compound with multiple –OH groups

Inorganic chemistry, apolyol is anorganic compound containing multiplehydroxyl groups (−OH). The term "polyol" can have slightly different meanings depending on whether it is used infood science orpolymer chemistry. Polyols containing two, three and four hydroxyl groups arediols,[1]triols,[2] and tetrols,[3][4] respectively.

Classification

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Polyols may be classified according to their chemistry.[5] Some of these chemistries are polyether, polyester,[6] polycarbonate[7][8] and also acrylic polyols.[9][10] Polyether polyols may be further subdivided and classified aspolyethylene oxide orpolyethylene glycol (PEG),polypropylene glycol (PPG) andPolytetrahydrofuran or PTMEG. These have 2, 3 and 4 carbons respectively per oxygen atom in the repeat unit. Polycaprolactone polyols are also commercially available.[11] There is also an increasing trend to use biobased (and hence renewable) polyols.[12][13][14][15]

Uses

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Polyether polyols have numerous uses.[16][17] As an example,polyurethane foam is a big user of polyether polyols.[18]

Polyester polyols can be used to produce rigid foam.[19][20] They are available in botharomatic andaliphatic versions.[21][22] They are also available in mixed aliphatic-aromatic versions often made from recycled raw materials, typicallypolyethylene terephthalate (PET).[23]

Acrylic polyols are generally used in higher performance applications where stability toultraviolet light is required[24] and also lowerVOC coatings.[25][26] Other uses include direct to metal coatings.[27] As they are used where good UV resistance is required, such as automotive coatings, theisocyanate component also tends to be UV resistant and hence isocyanate oligomers orprepolymers based onIsophorone diisocyanate are generally used.[28]

Caprolactone-based polyols produce polyurethanes with enhanced hydrolysis resistance.[29][30]

Polycarbonate polyols are more expensive than other polyols and are thus used in more demanding applications.[31][32] They have been used to make anisophorone diisocyanate based prepolymer which is then used in glass coatings.[33] They may be used in reactive hotmeltadhesives.[34]

All polyols may be used to produce polyurethaneprepolymers.[35][36][37] These then find use incoatings,[38]adhesives,sealants andelastomers.[39]

Low molecular weight polyols

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Structure of an idealizedalkyd resin derived from the polyolglycerol (red, a low molecular weight polyol) andphthalic anhydride.

Low molecular weight polyols are widely used inpolymer chemistry where they function as crosslinking agents and chain extenders.Alkyd resins for example, use polyols in their synthesis and are used inpaints and in molds forcasting. They are the dominantresin or "binder" in most commercial "oil-based" coatings. Approximately 200,000 tons of alkyd resins are produced each year. They are based on linking reactive monomers through ester formation. Polyols used in the production of commercial alkyd resins areglycerol,trimethylolpropane, andpentaerythritol.[40] In polyurethane prepolymer production, a low molecular weight polyol-diol such as1,4-butanediol may be used as a chain extender to further increase molecular weight though it does increaseviscosity because morehydrogen bonding is introduced.[38]

Low molecular weight polyols

Pentaerythritol

Xylitol

Sugar alcohols

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Sugar alcohols, a class of low molecular weight polyols, are commonly obtained byhydrogenation of sugars.[41]: 363  They have the formula (CHOH)nH2, where n = 4–6.[42]

Sugar alcohols are added to foods because of their lower caloric content thansugars; however, they are also, in general, less sweet, and are often combined with high-intensitysweeteners. They are also added tochewing gum because they are not broken down by bacteria in the mouth ormetabolized to acids, and thus do not contribute totooth decay.Maltitol,sorbitol,xylitol,erythritol, andisomalt are common sugar alcohols.

Polymeric polyols

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Polymeric polyols

Polyether polyol

(The oxygen atoms of theether linkages

are shown in blue.)


Polyester polyol

(The oxygen and carbon atoms

of theester groups are shown in blue.)

The termpolyol is used for various chemistries of the molecular backbone. Polyols may be reacted withdiisocyanates or polyisocyanates to producepolyurethanes.MDI finds considerable use in PU foam production.[43] Polyurethanes are used to make flexible foam formattresses and seating, rigid foam insulation forrefrigerators andfreezers,elastomeric shoe soles, fibers (e.g.Spandex), coatings, sealants andadhesives.[44]

The termpolyol is also attributed to other molecules containing hydroxyl groups. For instance,polyvinyl alcohol is (CH2CHOH)n withn hydroxyl groups wheren can be in the thousands.Cellulose is a polymer with many hydroxyl groups, but it is not referred to as a polyol.

Polyols from recycled or renewable sources

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There are polyols based on renewable sources such asplant-based materials includingcastor oil andcottonseed oil.[45][46][47] Vegetable oils and biomass are also potential renewable polyol raw materials.[48] Seed oil can even be used to produce polyester polyols.[49]

Properties

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Since the generic term polyol is only derived fromchemical nomenclature and just indicates the presence of several hydroxyl groups, no common properties can be assigned to all polyols. However, polyols are usually viscous at room temperature due to hydrogen bonding.

See also

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References

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  2. ^"Definition of TRIOL".www.merriam-webster.com. Retrieved2022-02-12.
  3. ^"Tetrol Meaning".www.yourdictionary.com. Retrieved2022-02-12.
  4. ^PubChem."Butane-1,2,3,4-tetrol".pubchem.ncbi.nlm.nih.gov. Retrieved2022-02-12.
  5. ^Howarth, GA (2003). "Polyurethanes, polyurethane dispersions and polyureas: Past, present and future".Surface Coatings International Part B: Coatings Transactions.86 (2):111–118.doi:10.1007/BF02699621.S2CID 93574741.
  6. ^"Polyester Polyols - an overview".www.sciencedirect.com. Retrieved2022-02-12.
  7. ^Scharfenberg, Markus; Hofmann, Silja; Preis, Jasmin; Hilf, Jeannette; Frey, Holger (2017-08-22)."Rigid Hyperbranched Polycarbonate Polyols from CO2 and Cyclohexene-Based Epoxides".Macromolecules.50 (16):6088–6097.Bibcode:2017MaMol..50.6088S.doi:10.1021/acs.macromol.7b01276.ISSN 0024-9297.
  8. ^WO2011129940A1, Montgomery, Steven; Brown, Shawn & Sonnenschein, Mark et al., "Polycarbonate polyols and polyurethanes made therefrom", issued 2011-10-20 
  9. ^Roesler, Richard (26 March 1986)."Acrylic polyols having low residual monomer content European Patent"(PDF).European Patent.
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External links

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  • Media related toPolyols at Wikimedia Commons
Retrieved from "https://en.wikipedia.org/w/index.php?title=Polyol&oldid=1275784885"
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