Filler containing composition and process for production and use thereof
View Patent ↗The invention relates to a composition comprising an ethylenically unsaturated acidic compound, water, a functionalized silane, an initiator, optionally comprising a sensitising agent, a non-surface treated filler, optionally a solvent, optionally an ethylenically unsaturated compound, optionally additives selected from the group consisting of stabilizer(s), photobleachable colorant(s), fluoride release agent(s), pigments. The invention also relates to a process of producing such a composition by in-situ silanization of the non-surface treated filler.
1. A composition prepared by combining components comprising:
(a) about 3 to about 80 parts by weight of an ethylenically unsaturated acidic compound,
(b) about 5 to about 40 parts by weight water,
(c) about 1 to about 10 parts by weight of a functionalized silane compound,
(d) about 0.5 to about 10 parts by weight of an initiator, and
(e) about 2 to about 20 parts by weight of a non-surface treated filler,
(f) about 5 to about 40 parts by weight of a solvent other than water, and
(g) about 0 to about 80 parts by weight, of a second ethylenically unsaturated compound being different from component (a),
wherein the functionalized silane compound reacts with the non-surface treated filler in-situ in the presence of the ethylenically unsaturated acidic compound.
2. The composition of claim 1 , wherein the initiator comprises a sensitising agent.
3. The composition of claim 1 , comprising the ethylenically unsaturated compound different from component (a).
4. The composition of claim 1 , further comprising an additive selected from the group consisting of stabilizers, photobleachable colorants, fluoride release agents, and pigments.
5. The composition according to claim 1 having a viscosity below about 3 Pa*s measured at 23° C. at a shear rate of 1 s −1 24 hours after preparation.
6. The composition according to claim 1 , wherein the ethylenically unsaturated acidic compound is characterized by formula (I):
A n -B—C m (I)
wherein A comprises an ethylenically unsaturated group,
B comprises a spacer group and
C comprises an acidic group, where m and n are each independently selected from 1, 2, 3, 4, 5 or 6, and
wherein the acidic group comprises at least one carboxylic acid residue, phosphoric acid residue, or sulphonic acid residue.
7. The composition according to claim 1 , wherein the functionalized silane compound is characterized by formula (II)
A m -B—Si(R 1 ) n (OR 2 ) 3-n (II)
wherein A comprises a polymerizable group,
B comprises a spacer group,
R 1 comprises a C 1 to C 6 alkyl group or a C 6 to C 12 aryl group, and
R 2 comprises a C 1 to C 6 alkyl group,
m is 1, 2, 3 or 4,
and n is 0, 1 or 2.
8. The composition according to claim 1 , wherein the functionalized silane compound is selected from the group consisting of 3-(meth)acryloxypropyl trimethoxysilane, 3-(meth)acryloxypropyl triethoxysilane, 3-(meth)acryloxypropyl tris(methoxyethoxy)silane, 3-(meth)acryloxypropenyl trimethoxysilane, (meth)acryloxyethyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, N-(3-(meth)acryloxy-2-hydroxypropyl)-3-aminopropyltriethoxysilane, O-((meth)acryloxyethyl)-N-(triethoxysilylpropyl)urethane, (meth)acryloxymethyl trimethoxysilane, (meth)acryloxymethyl triethoxysilane, methyltrimethoxysilane, ethyltrimethoxysilane, methoxytripropylsilane, propyltriethoxysilane, hexyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltri(beta-methoxyethoxy)silane, 3-glycidoxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, methyltrichlorosilane, phenyltrichlorosilane, trimethylsilyl isocyanate, vinylsilyl triisocyanate and phenylsilyl triisocyanate.
9. The composition according to claim 1 , wherein the non-surface treated filler is selected from the group consisting of fumed or precipitated silica, zirconia, titania, silica-zirconia and silica-titania.
10. The composition according to claim 1 , wherein the non-surface treated filler has a primary particle size in the range of about 5 nm to about 100 nm.
11. The composition according to claim 1 having at least one of the following properties:
a) a viscosity below about 3 Pa*s when measured at 23° C. at a shear rate of 1 s −1 24 hours after preparation, or
b) a bond strength to bovine dentin above about 10 MPa.
12. The composition according to claim 1 , which is a self-adhesive or self-etching dental material.
13. The hardenable dental composition according to claim 1 , wherein
a finely dispersed filler is prepared in-situ by reaction of the functionalized silane compound and the non-surface treated filler.
14. The composition according to claim 13 having at least one of the following properties:
a) a viscosity below about 3 Pa*s when measured at 23° C. at a shear rate of 1 s −1 24 hours after preparation, or
b) a bond strength to bovine dentin above about 10 MPa when hardened.