Redox curing-type nonaqueous curable composition

A composition comprising:

• 100 parts by weight of a liquid monomer (a) that consists of at least one member selected from the group consisting of 2,2-bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl] propane, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, and 2-hydroxyethyl methacrylate;
• 0.05 to 10 parts by weight of an organic peroxide (b) that comprises benzoyl peroxide;
• and
• 0.01 to 15 parts by weight of a sulfite (c) having an average particle diameter of from 6.1 to 9.9 μm as a reducing agent,
• wherein
• the sulfite (c) present in the bulk of the composition is present in the form of a solid dispersed in the liquid monomer (a),
• the sulfite (c) present at an interface between the composition and the dentin is present in solvated form and solvated by water from the dentin,
• the bulk of the composition does not contain water,
• the reducing agent in the liquid monomer (a) consists of the sulfite (c),
• the polymer obtained from polymerizing said liquid monomer (a) is a polymer having units of 2,2-bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl] propane, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, 2-hydroxyethyl methacrylate, or a combination thereof,
• the bonding strength between the composition and dentin, when the composition is present on and bound to dentin, is from 12.0 to 17.9 MPa, and
• the composition does not contain:
• i) a polymeric monomer having at least one phosphoric acid group;
• or ii) a polymeric monomer represented by formula (I)
• where R1 is hydrogen or a methyl group, R2 is a (1+n)-valent group with a carbon number of 2 to 40, l is an integer of 1 to 5, m is 0 or 1, n is an integer of 1 to 4, —X— is —O— or —NH—, —Y— is —O— or —S—, and Z1, Z2 and Z3 are independently an oxygen atom or a sulfur atom.

A biological hard tissue adhesive composition, comprising:

• 100 parts by weight of a liquid monomer (a) that comprises at least one member selected from the group consisting of 2,2-bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl] propane, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, and 2-hydroxyethyl methacrylate;
• 0.05 to 10 parts by weight of benzoyl peroxide;
• and
• 0.01 to 15 parts by weight of a sulfite (c) having an average particle diameter of from 6.1 to 9.9 μm as a reducing agent, wherein
• said liquid monomer (a) has a bulk portion and a perimeter portion where water is present in said perimeter portion, said bulk portion does not contain water
• said sulfite comprises at least one member selected from the group consisting of sodium sulfite;
• potassium sulfite;
• calcium sulfite;
• ammonium sulfite;
• sodium hydrogensulfite;
• and potassium hydrogensulfite,
• said reducing agent of the composition consists of sulfite (c),
• said sulfite is present in said bulk portion in the disperse phase,
• said sulfite is present in said perimeter portion in dissolved form and dissolved by said water present in said perimeter portion, and
• the composition does not contain:
• i) a polymeric monomer having at least one phosphoric acid group;
• or ii) a polymeric monomer represented by formula (I)
• where R1 is hydrogen or a methyl group, R2 is a (1+n)-valent group with a carbon number of 2 to 40, l is an integer of 1 to 5, m is 0 or 1, n is an integer of 1 to 4, —X— is —O— or —NH—, —Y— is —O— or —S—, and Z1, Z2 and Z3 are independently an oxygen atom or a sulfur atom.

A biological hard tissue adhesive comprising a composition comprising:

• at least one liquid monomer (a);
• an organic peroxide (b);
• and
• a sulfite (c) having an average particle diameter of from 0.01 to 100 μm,
• wherein
• the composition is dividedly packed as a first agent comprising said liquid monomer (a) and said organic peroxide (b) and a second agent comprising said at least one liquid monomer (a) and said sulfite (c) which is dispersed in the liquid monomer (a) of the second agent in the form of a solid,
• when the first agent and the second agent are in a mixed state so as to form a bulk composition, said sulfite (c) is dispersed in liquid monomer (a) in the form of a solid in the bulk composition,
• the composition does not contain water, and
• which does not contain a polymeric monomer represented by formula (I)
• where R1 is hydrogen or a methyl group, R2 is a (1+n)-valent group with a carbon number of 2 to 40, l is an integer of 1 to 5, m is 0 or 1, n is an integer of 1 to 4, —X— is —O— or —NH—, —Y— is —O— or —S—, and Z1, Z2 and Z3 are independently an oxygen atom or a sulfur atom.