Poly(tetrahydrofuran) | |
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Other names
Poly(tetrahydrofuran), PolyTHF, polytetramethylene ether glycol, PTMEG, Terathane |
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Identifiers | |
CAS number | 25190-06-1 |
Properties | |
Molecular formula | (C4H8O)n |
Molar mass | variable |
Appearance | white, waxy-like |
Density | 0.982 g/cm3 (30 °C) |
Melting point |
23–28 °C |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Polytetrahydrofuran, also called poly(tetramethylene ether) glycol or poly(tetramethylene oxide), is a chemical compound with formula (C4H8O)n(OH)2 or HO-(-(CH2)4O-)n-OH. It can be viewed as a polymer of tetrahydrofuran, or as the polyether derived from 1,4-butanediol.
The product is commercially available as polymers of low average molecular weights, between 250 and 3000 daltons In this form it is a white waxy solid that melts between 20 and 30 °C. The commercial product can be processed further into polymers with molecular weights of 40,000 and higher.
The product is sold under various trade names including Terathane from Invista[1] and PolyTHF from BASF.[2] The BASF plant in Ludwigshafen at one point was producing 185,000 metric tons per year.[3]
The main use of polytetrahydrofuran is to make elastic fibers such as spandex (elastan) for stretchable fabrics[4] and for polyurethane resins. The latter are polyurethane prepolymers dissolved in solvent.[5] They are used in the manufacture of artificial leather. These elastomers are either polyurethanes made by reacting PTMEG with diisocyanates, or polyesters made by reacting PTMEG with diacids or their derivatives.[6]
The polymer is also a starting material for thermoplastic polyurethane, thermoplastic polyesters, polyetheramide and cast polyurethane elastomers, used for instance in the wheels of roller skates and skateboards.
Polytetrahydrofuran is commonly prepared by acid-catalyzed polymerization of tetrahydrofuran.[4] The starting material is natural gas, which is converted to acetylene, then reacted with formaldehyde to make butynediol and then butanediol. The latter is turned into tetrahydrofuran by action of a catalyst and then polymerized.