Polymerizable isocyanurate monomers and dental compositions
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
A61K-006/083
C08L-033/08
C08L-033/10
C08L-035/02
C08L-037/00
C08L-039/04
C08L-101/00
C08F-020/12
C08F-020/38
C08F-020/26
C08F-020/28
C08F-020/30
C08F-022/10
C08F-028/02
C08F-028/04
C08F-120/12
C08F-120/26
C08F-120/28
C08F-120/30
C08F-120/38
C08F-122/10
C08F-128/02
C08F-128/04
C08F-220/36
C08F-228/02
C08F-228/04
A61K-006/00
A61K-006/09
C08F-220/38
C08F-222/10
출원번호
US-0575686
(2011-03-08)
등록번호
US-9237990
(2016-01-19)
국제출원번호
PCT/US2011/027523
(2011-03-08)
§371/§102 date
20120727
(20120727)
국제공개번호
WO2011/126647
(2011-10-13)
발명자
/ 주소
Abuelyaman, Ahmed S.
Mitra, Sumita B.
출원인 / 주소
3M Innovative Properties Company
대리인 / 주소
Fischer, Carolyn A.
인용정보
피인용 횟수 :
1인용 특허 :
26
초록▼
Polymerizable isocyanurate monomers and dental compositions are described. A hardenable dental composition is described comprising at least one isocyanurate monomer that is a stable liquid at about 25° C. The isocyanurate monomer comprises at least one divalent linking group bonded to a nitrogen ato
Polymerizable isocyanurate monomers and dental compositions are described. A hardenable dental composition is described comprising at least one isocyanurate monomer that is a stable liquid at about 25° C. The isocyanurate monomer comprises at least one divalent linking group bonded to a nitrogen atom of a trivalent isocyanuric acid ring, wherein the divalent linking group comprises a moiety selected from ester, thioester, ether, or thioether, and combinations of such moieties and a terminal ethylenically unsaturated polymerizable group.
대표청구항▼
1. A hardenable dental composition comprising at least one isocyanurate monomer that is a liquid at about 25° C., the isocyanurate monomer comprising at least one terminal ethylenically unsaturated polymerizable group bonded to a nitrogen atom of a trivalent isocyanuric acid ring via a divalent link
1. A hardenable dental composition comprising at least one isocyanurate monomer that is a liquid at about 25° C., the isocyanurate monomer comprising at least one terminal ethylenically unsaturated polymerizable group bonded to a nitrogen atom of a trivalent isocyanuric acid ring via a divalent linking group; wherein the divalent linking group is branched or comprises an aliphatic cyclic moiety or aromatic moiety; and comprises one or more moieties selected from ester, thioester, ether, thioether, and the divalent linking is free of urethane linkages. 2. The hardenable dental composition of claim 1 wherein the linking group has a molecular weight ranging from 100 g/mole to 500 g/mole. 3. The hardenable dental composition of claim 1 wherein the divalent linking group comprises an aromatic moiety and further comprises at least one hydroxyl moiety. 4. The hardenable dental composition of claim 1 wherein the ethylenically unsaturated polymerizable group is a (meth)acrylate group. 5. The hardenable dental composition of claim 1 wherein the monomer has a refractive index of at least 1.50. 6. The hardenable dental composition of claim 1 wherein the monomer has the general structure whereinR1 is alkylene, arylene, or alkarylene, optionally including a heteroatom;R2 is hydrogen or methyl;Z is an alkylene, arylene, or alkarylene linking group comprising one or more moieties selected from ester, thioester, ether, thioether, and at least one Z comprises an aliphatic cyclic moiety or aromatic moiety; andR3 and R4 are independently hydrogen, alkyl, aryl, or alkaryl, optionally including a heteroatom, or 7. The hardenable composition of claim 6 wherein R1 comprises no greater than 12 carbon atoms. 8. The hardenable dental composition of claim 6 wherein the monomer is a mono(meth)acrylate. 9. The hardenable dental composition of claim 8 wherein the dental composition further comprises a di(meth)acrylate isocyanurate monomer or tri(meth)acrylate isocyanurate monomer. 10. The hardenable dental composition of claim 8 wherein the dental composition further comprises a multi(meth)acrylate monomer that is not an isocyanurate monomer. 11. The hardenable dental composition of claim 6 wherein the monomer is a di(meth)acrylate or tri(meth)acrylate. 12. The hardenable dental composition of claim 11 wherein the monomer has the general structure whereinR1, R5, and R6 are independently alkylene, arylene, or alkarylene, optionally including a heteroatom;R2 is hydrogen or methyl;X, Y, and Z are independently an alkylene, arylene, or alkarylene linking group comprising one or more moieties selected from ester, thioester, ether, thioether, and combinations of said moieties and at least one of X, Y and Z comprises an aliphatic cyclic moiety or aromatic moiety. 13. The hardenable dental composition of claim 1 wherein the divalent linking group comprises an ester or thioester linkage. 14. The hardenable dental composition of claim 13 wherein the divalent linking group comprises an aliphatic or aromatic diester linkage. 15. The hardenable dental composition of claim 1 wherein the composition further comprises at least one filler comprising inorganic nanoparticles. 16. The hardenable dental composition of claim 15 wherein the inorganic nanoparticles are in the form of nanoclusters. 17. The hardenable dental composition of claim 15 wherein the inorganic nanoparticles comprise silica, zirconia, or mixtures thereof. 18. The hardenable dental composition of claim 15 wherein the isocyanurate monomer is a di(meth)acrylate or tri(meth)acrylate. 19. The hardenable dental composition of claim 18 wherein the composition further comprises a low volume shrinkage monomer selected from i) polymerizable compounds having at least one cyclic allylic sulfide moiety, ii) methylene dithiepane silanes, iii) oxetane silanes, or mixtures thereof. 20. The hardenable dental composition of claim 1 wherein the dental composition comprises at least one (meth)acrylate monomer selected from ethoxylated bisphenol A dimethacrylate (BisEMA6), 2-hydroxyethyl methacrylate (HEMA), bisphenol A diglycidyl dimethacrylate (bisGMA), urethane dimethacrylate (UDMA), triethlyene glycol dimethacrylate (TEGDMA), glycerol dimethacrylate (GDMA), ethylenegylcol dimethacrylate, neopentylglycol dimethacrylate (NPGDMA), polyethyleneglycol dimethacrylate (PEGDMMA), and mixtures thereof. 21. A dental article comprising the hardenable dental composition of claim 15 at least partially hardened. 22. The hardenable dental composition of claim 15 wherein the hardened composition exhibits a Watts Shrinkage of less than about 2%. 23. The hardenable dental composition of claim 15 wherein the hardened composition exhibits Diametral Tensile Strength is at least 75 MPa.
Bruchmann, Bernd; Beck, Erich; Renz, Hans; Koniger, Rainer; Schwalm, Reinhold; Lokai, Matthias; Reich, Wolfgang, Coating agents which can be hardened by the addition of isocyanate groups as well as by the radiation-induced addition of activated c-c double covalent bonds.
Karim, Naimul; Jones, Todd D.; Lewandowski, Kevin M.; Fansler, Duane D.; Nelson, James M.; Salviejo-Rivas, Marcelino; Gaddam, Babu N.; Abuelyaman, Ahmed S.; Mitra, Sumita B., Hardenable self-supporting structures and methods.
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