The disclosed adhesive compositions comprise (A) an isocyanate component comprising an isocyanate-terminated prepolymer that is the reaction product of a polyisocyanate and an isocyanate-reactive mixture comprising a phosphate ester polyol. The disclosed adhesive compositions further comprise (B) an isocyanate-reactive component polyol component comprising a polyol. In some embodiments, methods for preparing two-component adhesives formulations are disclosed comprising preparing an isocyanate component comprising an isocyanate-terminated prepolymer by reacting a polyisocyanate with an isocyanate-reactive mixture comprising a phosphate ester polyol and preparing an isocyanate-reactive component comprising a polyol. The methods further comprise mixing the isocyanate component and the isocyanate-reactive component at a stoichiometric ratio (NCO/OH) of from about 1.0 to about 5.0. Methods for forming laminate structures, and the laminate structures themselves, are also disclosed.

Solvent-based adhesive compositions are disclosed herein. In some embodiments, the solvent-based adhesive compositions include (A) an isocyanate component comprising an isocyanate curing agent and (B) a hydroxyl component comprising a polyester polyol, a polyether polyol, and a phosphate ester compound. The isocyanate curing agent of the isocyanate component (A) crosslinks the components of the hydroxyl component. In some embodiments, the phosphate ester compound has the structure (I): (I) wherein R1 is any organic group. Methods for preparing solvent-based adhesive compositions are also disclosed. The methods include providing an isocyanate component (A) comprising an isocyanate curing agent, providing a hydroxyl component (B) comprising a polyol blend, comprising a polyester polyol and a polyether polyol, and a phosphate ester compound, curing the hydroxyl component (B) with the isocyanate component (A) at a mix ratio ((A):(B), by weight) of from 100:8 to 100:15, thereby forming the solvent-based adhesive composition.

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Two-component solventless polyurethane adhesive compositions comprising an isocyanate component and an isocyanate-reactive component are disclosed, the compositions comprising an isocyanate component comprising an isocyanate-terminated prepolymer, and an isocyanate-reactive component comprising a polyether polyol, a phosphate ester adhesion promoter, and, a bio-based polyol. Methods for forming laminate structures are also disclosed, the methods comprising forming an adhesive composition by mixing an isocyanate adhesive component comprising an isocyanate-terminated prepolymer and an isocyanate-reactive adhesive component comprising a polyether polyol, a phosphate ester adhesion promoter, and a bio-based polyol, applying the adhesive composition to a surface of a first substrate, and bringing a surface of a second substrate into contact with the adhesive composition on the surface of the first substrate, thereby forming the laminate structure. Laminate structures are also disclosed.

A novel phosphate polyol formulation is described, comprising a polyester polyol, a flame retardant comprising a phosphate polyol, a blowing agent, a catalyst, a surfactant, and a fire-retardant aromatic isocyanate. A further embodiment includes a phosphorus compound, such as a phosphate, a phosphate ester, or an alkyl phosphate such as triethyl phosphate.

Two-component solventless polyurethane adhesive compositions comprising an isocyanate component and an isocyanate-reactive are disclosed, the compositions comprising an isocyanate component comprising an isocyanate-terminated prepolymer and an isocyanate-reactive component comprising a hydroxy-terminated polyurethane resin, a polyether polyol, a phosphate ester adhesion promoter, and, optionally, a bio-based polyol. Methods for forming laminate structures are also disclosed, the methods comprising forming an adhesive composition by mixing an isocyanate adhesive component comprising an isocyanate-terminated prepolymer and an isocyanate-reactive adhesive component comprising a hydroxy-terminated polyurethane resin, a polyether polyol, a phosphate ester adhesion promoter, and optionally, a bio-based polyol, applying the adhesive composition to a surface of a first substrate, and bringing a surface of a second substrate into contact with the adhesive composition on the surface of the first substrate, thereby forming the laminate structure. Laminate structures are also disclosed.

An iso(thio)cyanate composition for an optical component has excellent storage stability. The iso(thio)cyanate composition includes an iso(thio)cyanate compound having two or more iso(thio)cyanate groups in a molecule, a phosphoric acid ester compound represented by general formula (1), and a phosphoric acid ester compound represented by general formula (2). A total amount of the phosphoric acid ester compounds is 1 ppm or greater and less than 25,000 ppm, based on the mass of the iso(thio)cyanate compound. A molar ratio of the phosphoric acid ester compound represented by general formula (1) and the phosphoric acid ester compound represented by general formula (2) is 30/70 to 70/30.

Systems and methods provide a polyurethane foam. One method may obtainable the polyurethane foam by mechanical foaming with a starting mixture comprising a polyurethane dispersion, the polyurethane being composed of at least one polyisocyanate component and at least one polyol component, and at least one surfactant. The polyol component or at least one of the polyol components may comprise at least one comonomer having flame retardancy effect and containing two hydroxyl groups. The adhesive tapes produced therefrom may adhesively bond components in vehicles, aircraft or trains, or in electronic devices.

An iso(thio)cyanate composition has excellent storage stability. The iso(thio)cyanate composition for an optical component includes an iso(thio)cyanate compound having two or more iso(thio)cyanate groups in a molecule, a phosphoric acid ester compound represented by general formula (1), and a phosphoric acid ester compound represented by general formula (2), a total amount of the phosphoric acid ester compounds being 1 ppm to 25,000 ppm, based on the mass of the iso(thio)cyanate compound.

Two-component solventless polyurethane adhesive compositions are disclosed. In some embodiments, the solventless adhesive composition includes an isocyanate component including an isocyanate. The solventless adhesive composition further includes a isocyanate-reactive component including a highly-reactive amine-initiated polyol comprising two or more primary hydroxyl groups and a backbone incorporating tertiary amines. The isocyanate-reactive component further includes a phosphate ester polyol. The iso-cyanate-reactive component can further include one or more non-amine-initiated polyols. Methods for forming a laminate structure are also disclosed, comprising uniformly applying an isocyanate component to a first substrate, uniformly applying a isocyanate-reactive component to a second substrate, bringing the first and second substrates together, thereby mixing and reacting the isocyanate component and the isocyanate-reactive component to form an adhesive between the first and second substrates, and curing the adhesive to bond the first and second substrates. Still further, laminates comprising the adhesive compositions are disclosed.

A polyurethane adhesive including an A side component having a reactive organic diisocyanate and a B side component having hydroxylated plant-based oil, phosphated plant-based oil, and optionally, at least one of a catalyst, a surfactant, water, and a trace amount of A side component.