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US 2024/0180788 A1Published application
Photocationically curable composition
AssigneeTokuyama Dental Corporation
InventorsHideaki MIYAKE, Moeno TAGO, Hironobu AKIZUMI, Ryuta KIRA, Naoto NOMURA
Life of this patent
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Abstract
The photocationically curable composition of the present invention contains a cationically polymerizable monomer (a), a photo acid generator (b), a photosensitizer (c), and a thiophene compound (d). The present invention can provide a photocationically curable composition that can be rapidly cured at room temperature, can provide a cured material having high color tone stability, and is relatively resistant to gelation.
Claims14
1-17. (canceled)
18:
- A dental curable composition comprising a photocationically curable composition including:
- a polymerizable monomer component comprising a cationically polymerizable monomer (a);
- and
- a photocationic polymerization initiator comprising a photo acid generator (b) and a photosensitizer (c), wherein
- the photocationically curable composition further including an electron donating compound comprising a thiophene compound (d) represented by any of the following formulae (1) to (4):
- wherein in the formulae (1) and (2), R1 to R11 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl group, or a thienyl group, in which R3 and R4, and R3 and R9 each may be bonded to each other to form a ring, and in the formula (4), nOct represents a n-octyl group.
3 more elements
19:
- The dental curable composition according to claim 18, wherein a content of an electron donating compound consisting of an anthracene compound and/or an aromatic amine compound which can be included in the photocationically curable composition, is 0.2 part by mass or less per 1 part by mass of the thiophene compound (d).
20:
- The dental curable composition according to claim 18, wherein the cationically polymerizable monomer (a) comprises at least one kind of a compound selected from an epoxy compound and an oxetane compound, the photo acid generator (b) is an iodonium salt, and the photosensitizer (c) is a camphorquinone.
21:
- The dental curable composition according to claim 18, wherein the photocationically curable composition further includes a phenol-based antioxidant.
22:
- The dental curable composition according to claim 18, wherein the photocationically curable composition further includes a filler.
23:
- The dental curable composition according to claim 22, wherein
- the filler contains an inorganic spherical filler (f1) having an average primary particle diameter in a range of 230 nm or more and 1,000 nm or less and a proportion of particles existing within a range above and below 5% of the average primary particle diameter in a number-based particle size distribution of 90% or more with respect to the total number of particles, and
- the inorganic spherical filler (f1) has a refractive index nFa at 25° C. that is larger than a refractive index nP at 25° C. of the polymer of the cationically polymerizable monomer (a).
24:
- The dental curable composition according to claim 23, wherein a difference between the refractive index nFa at 25° C. of the inorganic spherical filler (f1) and the refractive index nP at 25° C. of the polymer of the cationically polymerizable monomer (a) is 0.001 or more.
25:
- The dental curable composition according to claim 22, wherein
- the filler contains an organic-inorganic composite filler (cf),
- the organic-inorganic composite filler (cf) contains
- an organic resin matrix (m) and
- an inorganic spherical filler (f2) having an average primary particle diameter in a range of 230 nm or more and 1,000 nm or less and a proportion of particles existing within a range above and below 5% of the average primary particle diameter in a number-based particle size distribution of 90% or more with respect to the total number of particles, and
- the inorganic spherical filler (f2) has a refractive index nFb at 25° C. that is larger than a refractive index nM at 25° C. of the organic resin matrix (m).
3 more elements
26:
- The dental curable composition according to claim 25, wherein a difference between the refractive index nFb at 25° C. of the inorganic spherical filler (f2) and the refractive index nM at 25° C. of the organic resin matrix (m) is 0.001 or more.
27:
- The dental curable composition according to claim 25, wherein the refractive index nFb at 25° C. of the inorganic spherical filler (f2) is larger than the refractive index nP at 25° C. of the polymer of the cationically polymerizable monomer (a).
28:
- The dental curable composition according to claim 25, wherein a difference between the refractive index nFb at 25° C. of the inorganic spherical filler (f2) and the refractive index nP at 25° C. of the polymer of the cationically polymerizable monomer (a) is 0.001 or more.
29:
- The dental curable composition according to claim 18, wherein the photocationically curable composition includes a radically polymerizable monomer in an amount of 10 to 70 parts by mass per 100 parts by mass of the cationically polymerizable monomer.
30:
- The dental curable composition according to claim 18, wherein contents of the photo acid generator (b), the photosensitizer (c), and the thiophene compound (d) are 0.01 to 20 parts by mass for the photo acid generator (b), 0.001 to 10 parts by mass for the photosensitizer (c), and 0.001 to 10 parts by mass for the thiophene compound (d), per 100 parts by mass of the cationically polymerizable monomer (a).