Allyl-phenoxy-cyclophosphazene compound, and production method therefor

A method for producing a mixture of cyclophosphazene compounds, the method comprising

• a first step of reacting a mixture comprising 13 halocyclophosphazene compounds containing, respectively, 3 to 15 constituent units linked to each other, each unit being represented by formula (III):
• wherein X represents a halogen atom, with an allylphenolate compound, and
• a second step of reacting the compound obtained in the first step with a phenolate compound,
• wherein the allylphenolate compound is represented by formula (IV):
• wherein R3 represents a hydrogen atom or C1-4 alkyl,
• R4 represents C1-4 alkyl or C1-4 alkoxy,
• m represents an integer of 0 to 4,
• when m represents an integer of 2 or more, the 2 or more groups R4 may be identical or different, and
• M represents an alkali metal, and
• the phenolate compound is represented by formula (V):
• wherein M represents an alkali metal,
• R5 represents C1-4 alkyl, C1-4 alkoxy, C2-7 alkenyl, C2-7 alkenyloxy, C3-8cycloalkyl, C3-8 cycloalkoxy, nitro, or cyano,
• n represents an integer of 0 to 5, and
• when n represents an integer of 2 or more, the 2 or more groups R5 may be identical or different, and
• the mixture of cyclophosphazene compounds that each comprise, respectively, 3 to 15 constituent units linked to each other, each constituent unit being represented by formula (I):
• wherein R1 and R2 are identical or different, and each represents phenyl that is optionally substituted with at least one member selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, C2-7 alkenyl, C2-7 alkenyloxy, C3-8 cycloalkyl, C3-8 cycloalkoxy, nitro, and cyano, wherein
• (1) the mixture of cyclophosphazene compounds comprises cyclophosphazene compound (I-A) represented by formula (I-A):
• wherein R1 and R2 are as defined above,
• (2) cyclophosphazene compound (I-A) comprises cyclophosphazene compound (I-A2), wherein of 3 groups R1 and 3 groups R2, 2 groups are the following group (II):
• wherein R3represents a hydrogen atom or C1-4 alkyl,
• R4represents C1-4 alkyl or C1-4 alkoxy,
• m represents an integer of 0 to 4, and
• when m represents an integer of 2 or more, the 2 or more groups R4 may be identical or different, and cyclophosphazene compound (I-A3), wherein of 3 groups R1 and 3 groups R2, 3 groups are group (II), and
• (3) cyclophosphazene compound (I-A2) and cyclophosphazene compound (I-A3) are present in an amount of 80 wt % or more in total in cyclophosphazene compound (I-A).