Raw material composition for polyisocyanurate and method for producing polyisocyanurate

A polyisocyanurate raw material composition comprising a polyfunctional isocyanate, and a compound (I) represented by general formula (I) shown below:

• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 12 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A polyisocyanurate production kit comprising:

• (a) a polyfunctional isocyanate, (b) a compound represented by general formula (I) shown below, and (c) an epoxy compound, wherein the components (a) to (c) are each housed in a different container:
• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A polyisocyanurate production kit comprising:

• (d) a composition comprising a polyfunctional isocyanate and a compound (I) represented by general formula (I) shown below, and (c) an epoxy compound, wherein the components (d) and (c) are each housed in a different container:
• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A polyisocyanurate production kit comprising:

• (d) a composition comprising a polyfunctional isocyanate and a compound (I) represented by general formula (I) shown below, and (e) a composition comprising a polyfunctional isocyanate and an epoxy compound, wherein the components (d) and (e) are each housed in a different container:
• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A polyisocyanurate production kit comprising:

• (e) a composition comprising a polyfunctional isocyanate and an epoxy compound, and (b) a compound (I) represented by general formula (I) shown below, wherein the components (e) and (b) are each housed in a different container:
• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A polyisocyanurate raw material cured product comprising:

• a polyisocyanurate, and
• at least one compound selected from the group consisting of a compound (I) represented by general formula (I) shown below and a compound (I′) represented by general formula (I′) shown below:
• wherein in general formulas (I) and (I′), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formulas (I) and (I′) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.

A method for producing a polyisocyanurate, comprising mixing a polyfunctional isocyanate, a compound (I) represented by general formula (I) shown below and an epoxy compound, and heating the mixture obtained by the mixing:

• wherein in general formula (I), each of R1 and R2 independently represents a hydrogen atom, an alkoxy group of 1 to 10 carbon atoms, an alkyl group of 2 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom, provided that R1 and R2 that belong to the same group among the three groups bonded to the phosphorus atom in general formula (I) are not both hydrogen atoms;
• each of R3 to R5 independently represents a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 12 carbon atoms, an alkoxy group of 1 to 10 carbon atoms, an amino group, a monoalkylamino group of 1 to 10 carbon atoms, a dialkylamino group of 2 to 20 carbon atoms, a carboxy group, a cyano group, a fluoroalkyl group of 1 to 10 carbon atoms, or a halogen atom;
• and the three R1 may be identical or different;
• the three R2 may be identical or different;
• the three R3 may be identical or different;
• the three R4 may be identical or different;
• and the three R5 may be identical or different.