Moisture cure polyurethane

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Moisture-cure polyurethanes -- or polyurethane prepolymer -- are isocyanate-terminated prepolymers that are formulated to cure with ambient water. [1] Cured PURs are segmented copolymer polyurethane-ureas [2] exhibiting microphase-separated morphologies. One phase is derived from a typically flexible (subambient glass transition temperature, Tg) polyol that is generally referred to as the “soft phase”. Likewise the corresponding “hard phase” is born from the di- or polyisocyanates that through water reaction produce a highly crosslinked material with softening temperature well above room temperature.

Contents

Application

Moisture cure polyurethanes have been widely used in the adhesive and coating industries. Thermal, mechanical, and surface properties of hyperbranched polyurethane-urea (HBPU) moisture cured coatings have been studied in relationship to chemical structure. [3] Different NCO terminated HBPU prepolymers were prepared by reacting hyperbranched polymers with isophorone diisocyanate (IPDI) or 4,4'-bis-methylene cyclohexane diisocyanate (HMDI). A range of NCO/OH eq. ratios from 1.2 - 1.6 was used.

Thermal and mechanical properties of moisture cured polyurethane-urea /clay nanocomposite coatings have been studied in relationship to clay dispersion and intercalation of clay platelets in the urethane-urea matrix. [4] Coatings were prepared by moisture curing of IPDI capped hydroxyl terminated polybutadiene/clay dispersions in a relative humidity (RH) of 50% at 25 °C. Moisture cured polyurethane–urea coatings have been made by reacting 1,2,3-triazole rich polyether polyols with HMDI at NCO/OH eq. ratio of 1.2 to obtain isocyanate-terminated polyurethane prepolymers. The prepolymers were cured under atmospheric moisture to make polyurethane–urea free films. [5]

Related Research Articles

Polyurethane Polymer composed of a chain of organic units joined by carbamate (urethane) links

Polyurethane refers to a class of polymers composed of organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane is produced from a wide range of starting materials. This chemical variety produces polyurethanes with different chemical structures leading to many different applications. These include rigid and flexible foams, varnishes and coatings, adhesives, electrical potting compounds, and fibers such as spandex and PUL. Foams are the largest application accounting for 67% of all polyurethane produced in 2016.

Isocyanate Salt or ester of isocyanic acid

Isocyanate is the functional group with the formula R−N=C=O. Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers.

Thermosetting polymer Polymer obtained by irreversibly hardening (curing) a resin

In materials science, a thermosetting polymer, often called a thermoset, is a polymer that is obtained by irreversibly hardening ("curing") a soft solid or viscous liquid prepolymer (resin). Curing is induced by heat or suitable radiation and may be promoted by high pressure, or mixing with a catalyst. Heat is not necessarily applied externally, but is often generated by the reaction of the resin with a curing agent. Curing results in chemical reactions that create extensive cross-linking between polymer chains to produce an infusible and insoluble polymer network.

Oxazolidine Chemical compound

An oxazolidine is a five-membered ring compound consisting of three carbon atoms, a nitrogen atom and an oxygen atom. The O atom and NH group are the 1 and 3 positions, respectively. In oxazolidine derivatives, there is always a carbon atom between the O and N atoms. All of the carbon atoms in oxazolidines are reduced. Some of their derivatives, the oxazolidinediones, are used as anticonvulsants.

Polyurea Class of elastomers

Polyurea is a type of elastomer that is derived from the reaction product of an isocyanate component and a synthetic resin blend component through step-growth polymerization. The isocyanate can be aromatic or aliphatic in nature. It can be monomer, polymer, or any variant reaction of isocyanates, quasi-prepolymer or a prepolymer. The prepolymer, or quasi-prepolymer, can be made of an amine-terminated polymer resin, or a hydroxyl-terminated polymer resin.

A polyol is an organic compound containing multiple hydroxyl groups. The term "polyol" can have slightly different meanings depending on whether it is used in food science or polymer chemistry. Polyols containing two, three and four hydroxyl groups are diols, triols, and tetrols, respectively.

Methylene diphenyl diisocyanate Aromatic diisocyanate

Methylene diphenyl diisocyanate (MDI) is an aromatic diisocyanate. Three isomers are common, varying by the positions of the isocyanate groups around the rings: 2,2′-MDI, 2,4′-MDI, and 4,4′-MDI. The 4,4′ isomer is most widely used, and is also known as 4,4′-diphenylmethane diisocyanate. This isomer is also known as Pure MDI. MDI reacts with polyols in the manufacture of polyurethane. It is the most produced diisocyanate, accounting for 61.3% of the global market in the year 2000.

Polyisocyanurate Type of plastic typically used for thermal insulation

Polyisocyanurate, also referred to as PIR, polyiso, or ISO, is a thermoset plastic typically produced as a foam and used as rigid thermal insulation. The starting materials are similar to those used in polyurethane (PUR) except that the proportion of methylene diphenyl diisocyanate (MDI) is higher and a polyester-derived polyol is used in the reaction instead of a polyether polyol. The resulting chemical structure is significantly different, with the isocyanate groups on the MDI trimerising to form isocyanurate groups which the polyols link together, giving a complex polymeric structure.

Alkyd Polyester resin modified by the addition of fatty acids and other components

An alkyd is a polyester resin modified by the addition of fatty acids and other components. Alkyds are derived from polyols and organic acids including dicarboxylic acids or carboxylic acid anhydride and triglyceride oils. The term alkyd is a modification of the original name "alcid", reflecting the fact that they are derived from alcohol and organic acids. The inclusion of a fatty acid confers a tendency to form flexible coatings. Alkyds are used in paints, varnishes and in moulds for casting. They are the dominant resin or binder in most commercial oil-based coatings. Approximately 200,000 tons of alkyd resins are produced each year. The original alkyds were compounds of glycerol and phthalic acid sold under the name Glyptal. These were sold as substitutes for the darker-colored copal resins, thus creating alkyd varnishes that were much paler in colour. From these, the alkyds that are known today were developed.

Wood glue is an adhesive used to tightly bond pieces of wood together. Many substances have been used as glues.

Hexamethylene diisocyanate Chemical compound

Hexamethylene diisocyanate (HDI) is the organic compound with the formula (CH2)6(NCO)2. It is classified as an diisocyanate. It is a colorless liquid. It has sometimes been called HMDI but this not usually done to avoid confusion with Hydrogenated MDI.

A thermoset polymer matrix is a synthetic polymer reinforcement where polymers act as binder or matrix to secure in place incorporated particulates, fibres or other reinforcements. They were first developed for structural applications, such as glass-reinforced plastic radar domes on aircraft and graphite-epoxy payload bay doors on the Space Shuttle.

In polymer chemistry, the term pre-polymer or prepolymer, refers to a monomer or system of monomers that have been reacted to an intermediate molecular mass state. This material is capable of further polymerization by reactive groups to a fully cured, high molecular weight state. As such, mixtures of reactive polymers with un-reacted monomers may also be referred to as pre-polymers. The term “pre-polymer” and “polymer precursor” may be interchanged.

Polyurethane Dispersion, or PUD, is understood to be a polyurethane polymer resin dispersed in water, rather than a solvent. Its manufacture involves the synthesis of polyurethanes having carboxylic acid functionality or nonionic hydrophiles like PEG incorporated into, or pendant from, the polymer backbone.

Tetramethylxylylene diisocyanate Chemical compound

Tetramethylxylylene diisocyanate (TMXDI) is an organic compound is an organic compound with the formula C6H4(CMe2NCO)2 (Me = CH3). The molecule features two isocyanate groups. It was introduced in the 1980s by American Cyanamid. TMXDI is generally classified as an aliphatic isocyanate. Aliphatic isocyanates generally exhibit enhanced UV stability compared to their aromatic counterparts.

Dimethylol propionic acid Organic compound with one carboxyl and two hydroxyl groups

Dimethylol propionic acid (DMPA) is a chemical compound that has the full IUPAC name of 2,2-bis(hydroxymethyl)propionic acid and is an organic compound with one carboxyl and two hydroxy groups. It has the CAS Registry Number of 4767-03-7.

Waterborne resins are sometimes called water-based resins. They are resins or polymeric resins that use water as the carrying medium as opposed to solvent or solvent-less. Resins are used in the production of coatings, adhesives, sealants, elastomers and composite materials. When the phrase waterborne resin is used it usually describes all resins which have water as the main carrying solvent. The resin could be water soluble, water reducible or water dispersed.

Hydrogenated MDI (H12MDI or 4,4′-diisocyanato dicyclohexylmethane) is an organic compound in the class known as isocyanates. More specifically, it is an aliphatic diisocyanate. It is a water white liquid at room temperature and is manufactured in relatively small quantities. It is also known as 4,4'-methylenedi(cyclohexyl isocyanate) or methylene bis(4-cyclohexylisocyanate) and has the formula CH2[(C6H10)NCO]2.

Blocked isocyanates are organic compounds that have their isocyanate functionality chemically blocked to control reactivity. They are the product of an isocyanate moiety and a suitable blocking agent. It may also be a polyurethane prepolymer that is NCO terminated but this functionality has also been chemically reacted with a blocking agent. They are usually used in polyurethane applications but not always. They are extensively used in industrial applications and coatings and adhesives.

References

  1. Ren, Dakai; Frazier, Charles E. (2012). "Wood/adhesive interactions and the phase morphology of moisture-cure polyurethane wood adhesives". International Journal of Adhesion and Adhesives. 34: 55–61. doi:10.1016/j.ijadhadh.2011.12.009.
  2. Benedek, Istvan; Feldstein, Mikhail M. (2019-07-05). Handbook of Pressure-Sensitive Adhesives and Products: - Three Volume Set. CRC Press. ISBN   978-1-4398-3311-7.
  3. Mishra, A. K.; Narayan, R.; Raju, K. V. S. N. (2012). "Structure–property correlation study of hyperbranched polyurethane–urea(HBPU)coatings". Progress in Organic Coatings. 74 (3): 491–501. doi:10.1016/j.porgcoat.2012.01.015.
  4. Rath, S. K.; Patri, M.; Khakhar, D. V. (2012). "Structure–thermomechanical property correlation of moisture cured poly(urethane-urea)/clay nanocomposite coatings". Progress in Organic Coatings. 75 (3): 264–273. doi:10.1016/j.porgcoat.2012.05.011.
  5. Kantheti, S.; Sarath, P. S.; Narayan, R.; Raju, K. V. S. N. (2013). "Synthesis and characterization of triazole rich polyether polyols using click chemistry for highly branched polyurethanes". Reactive & Functional Polymers. 73 (12): 1597–1605. doi:10.1016/j.reactfunctpolym.2013.09.002.