Dental adhesive agent and method of manufacturing thereof

A dental adhesive agent, comprising:

• a polymerizable monomer;
• a first inorganic particle (A1) that has been subjected to a surface treatment with a chemical compound expressed by a general formula (1),
• where “R1” is a hydrogen atom or a methyl group, “R2” is a hydrolyzable group, “R3” is a hydrocarbon group whose carbon number is greater than or equal to 1 and less than or equal to 6, “p” is 2 or 3 and “q” is an integer greater than or equal to 6 and less than or equal to 13, the first inorganic particle (A1) having a volume median diameter greater than or equal to 0.1 μm and less than or equal to 0.5 μm;
• a second inorganic particle (A2) that has been subjected to a surface treatment with a chemical compound expressed by a general formula (2),
• where “R1” is a hydrogen atom or a methyl group, “R2” is a hydrolyzable group, “R3” is a hydrocarbon group whose carbon number is greater than or equal to 1 and less than or equal to 6, “p” is 2 or 3 and “q” is an integer greater than or equal to 6 and less than or equal to 13, the second inorganic particle (A2) having a volume median diameter greater than or equal to 0.6 μm and less than or equal to 0.9 μm;
• and
• a third inorganic particle (B), having a mean primary-particle diameter greater than or equal to 5 nm and less than or equal to 50 nm, wherein a group expressed by a general formula (3) and/or a group expressed by a general formula (4) is provided at a surface of the third inorganic particle (B),
• where each of “R4”, “R5”, “R6”, “R7” and “R8” is, independently, a methyl group or an ethyl group”,
• wherein the mass ratio of the third inorganic particle (B) with respect to the gross mass of the first inorganic particle (A1), the second inorganic particle (A2) and the third inorganic particle (B) is greater than or equal to 0.001 and less than or equal to 0.05, and
• wherein the mass ratio of the first inorganic particle (A1) with respect to the mass ratio of the second inorganic particle (A2) is greater than or equal to 0.25 and less than or equal to 4.