COMPOSITION AND DENTAL MATERIAL
The present invention provides a composition that exhibits excellent adhesive properties to tooth structure (particularly dentin) when applied as a dental material. The present invention is a composition containing a polymerizable monomer (A) having an unconjugated carbon chain with at least four carbon atoms bonded continuously, at least two polymerizable groups, and at least two hydroxyl groups, and a bisacylphosphine oxide (B) represented by the following formula (1): where the respective symbols are as defined in the specification.
1 . A composition comprising a polymerizable monomer (A) having an unconjugated carbon chain with at least four carbon atoms bonded continuously, at least two polymerizable groups, and at least two hydroxyl groups, and a bisacylphosphine oxide (B) represented by formula (1):
in which R 4 indicates an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an acyl group, or an acyloxy group, and R 5 to R 14 are each independently a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an acyl group, or an acyloxy group.
2 . The composition according to claim 1 , wherein the polymerizable monomer (A) has a group represented by formula (2):
in which G is a hydroxyl group or a polymerizable group and “*” indicates a bond.
3 . The composition according to claim 1 , wherein the polymerizable groups each are a group represented by formula (3), formula (4), or formula (5):
in which R 1 , R 2 , and R 3 each indicate a hydrogen atom or an aliphatic hydrocarbon group having 1 to 10 carbon atoms and “*” indicates a bond.
4 . The composition according to claim 1 , wherein the polymerizable monomer (A) is a compound represented by formula (6):
in which the Gs are hydroxyl groups or polymerizable groups, n is an integer of 2 or more, at least two of the Gs are hydroxyl groups, and at least two of the Gs are polymerizable groups.
5 . The composition according to claim 1 , wherein the polymerizable monomer (A) is a compound represented by formula (7):
in which R 1 denotes a hydrogen atom or an aliphatic hydrocarbon group having 1 to 10 carbon atoms, m denotes an integer of 2 or more, k denotes an integer of 1 or more, and the sequence order of m units having an ester group and k units having a hydroxyl group is arbitrary.
6 . The composition according to claim 5 , wherein m is 2 to 5 and k is 1 to 5.
7 . The composition according to claim 1 , wherein the polymerizable monomer (A) is a compound represented by formula (8):
in which R 1 denotes a hydrogen atom or an aliphatic hydrocarbon group having 1 to 10 carbon atoms and p denotes an integer of 2 or more.
8 . The composition according to claim 7 , wherein p is 2 to 4.
9 . The composition according to claim 3 , wherein R 1 is a hydrogen atom or a methyl group.
10 . The composition according to claim 1 , wherein R 4 is an alkyl group or an aryl group, and R 5 to R 14 are each independently a hydrogen atom, a halogen atom, an alkyl group, or an alkoxy group.
11 . The composition according to claim 1 , further comprising, as a polymerizable monomer component, at least one polymerizable monomer selected from the group consisting of a polymerizable monomer (C) having one polymerizable functional group and at least one hydroxyl group, a polymerizable monomer (D) having an acidic group, and a crosslinkable polymerizable monomer (E).
12 . The composition according to claim 1 , comprising a solvent (F).
13 . The composition according to claim 1 , further comprising at least one polymerization initiator (G) selected from the group consisting of acylphosphine oxides, water-soluble acylphosphine oxides, thioxanthones, quaternary ammonium salts of thioxanthones, ketals, alpha-diketones, coumarins, anthraquinones, benzoin alkyl ether compounds, alpha-amino ketone compounds, and organic peroxides and/or polymerization accelerator (H).
14 . (canceled)
15 . The composition according to claim 1 , comprising a filler (I).
16 . The composition according to claim 1 , wherein 0.01 to 20 parts by mass of the bisacylphosphine oxide (B) is contained with respect to 100 parts by mass of the whole amount of polymerizable monomer components.
17 . A dental application composition comprising the composition according to claim 1 .
18 . A primer comprising the composition according to claim 17 .
19 . A bonding material comprising the composition according to claim 17 .
20 . A composite resin comprising the composition according to claim 17 .
21 . A cement comprising the composition according to claim 17 .