# US 2014/0154646 A1 · Radical polymerisation initiators for light-curable denta materials > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0154646 A1 - Document ID: US20140154646A1 - Status: Published application - Kind: A1 - Application number: 14/177,273 - Filed: 2014-02-11 - Published: 2014-06-05 - Earliest claimed: 2010-05-07 - Assignees: DENTSPLY International Inc. - Applicants: DENTSPLY International Inc. - Inventors: Gordon BLACKWELL; Christoph WEBER - Web page: https://patentgrep.com/patent/US20140154646A1 ## CPC - A61K 6/887: Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds - A61C 19/003: {Apparatus for curing resins by radiation} - A61K 6/20: Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish - A61K 6/30: Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives - A61K 6/62: Photochemical radical initiators - A61K 6/889: Polycarboxylate cements; Glass ionomer cements - A61K 6/90: Compositions for taking dental impressions - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61C: DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE (non-driven toothbrushes A46B; {tongue scrapers A61B17/24;} preparations for dentistry A61K6/00; preparations for cleaning the teeth or mouth A61K8/00, A61Q11/00) ## Abstract The invention provides a light-curable dental material comprising a polymerizable compound having at least one ethylenically unsaturated bond and a hexaaryl bisimidazole as a photopolymerization initiator. ## Claims ### Claim 1 A light-curable dental material comprising (i) a polymerizable compound having at least one ethylenically unsaturated bond and (ii) a hexaaryl bisimidazole. ### Claim 2 (depends on 1) The light-curable dental material according to claim 1, further comprising an α,β-diketone as a polymerization initiator and optionally a polymerisation inhibitor. ### Claim 3 (depends on 1, 2) The light-curable dental material according to any one of claim 1 or 2, further comprising a solid particulate filler. ### Claim 4 (depends on 1, 2, 3) The light-curable dental material according to any of claims 1 to 3, wherein said hexaaryl bisimidazole has the following structure (I): Ar3T-TAr3 (I) wherein each T is an imidazole moiety and each Ar stands for an optionally substituted aryl group that may be the same or different and wherein the substitution on different groups Ar may be the same or different. ### Claim 5 (depends on 1, 4) The light-curable dental material according to claim 1 or 4, wherein the hexaaryl bisimidazole is a homodimer or a heterodimer obtainable by oxidation of any of the triarylimidazoles represented by the following formula: wherein Ar1, Ar2, and Ar3 may be the same or different and each represents an optionally substituted aryl group and multiple Ar1, Ar2, or Ar3 on the same hexaarylbisimidazole may be the same or different. ### Claim 6 (depends on 1, 2, 3, 4, 5) The light-curable dental material according to any one of claims 1 to 5, wherein the hexaaryl bisimidazole has the structure of the following formula: wherein Ar1, Ar2 and Ar3 may be the same or different and each represents an optionally substituted aryl group and multiple Ar1, Ar2 or Ar3 on the same hexaarylbisimidazole compound may be the same or different. ### Claim 7 (depends on 4, 5, 6) The light-curable dental material according to any one of claims 4 to 6, wherein the aryl group is selected from phenyl and naphthyl. ### Claim 8 (depends on 4, 5, 6, 7) The light-curable dental material according to any one of claims 4 to 7, wherein each aryl group may have 1 to 5 substituents selected from the group consisting of C1-6-alkyl, C1-6-alkoxy, hydroxy, halo, cyano, nitro, nitroso, mercapto, carboxyl, sulfonate, thiol, amino, phenyl, pyridyl, and trifluoromethyl. ### Claim 9 (depends on 1, 2, 3, 4, 5, 6, 7, 8) The light-curable dental material according to any one of claims 1 to 8, wherein the concentration of said hexaaryl bisimidazole based on the total weight of all polymerizable compounds having at least one ethylenically unsaturated bond is from 0.01 to 2.0, preferably from 0.05 to 1.5, and most preferably from 0.1 to 1.0 weight-%. ### Claim 10 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9) The light-curable dental material according to any one of claims 1 to 9, further comprising a co-initiator selected from the following compound classes: thiols, heteroaromatic thiols, benzothiazoles, benzooxazoles, tertiary amines, alcohols, thiocarboxylic acids. ### Claim 11 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10) The light-curable dental material according to any one of claims 1 to 10, further comprising a sensitizer for extending the wavelength range usable for activating the hexaaryl bisimidazole. ### Claim 12 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11) The light-curable dental material according to any one of claims 1 to 11, wherein the light-curable dental material is selected from the group consisting of a dental composite, dental ionomer cement, dental sealant, dental adhesive, dental adhesion promoter, dental adhesion preventer, dental cement, dental crown-forming material, and dental impression material. ### Claim 13 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12) Light-cured dental material obtained or obtainable by light curing the light-curable dental material of any one of claims 1 to 12. ### Claim 14 Use of a hexaaryl bisimidazole in a light-curable dental material as a photoinitiator. ### Claim 15 Light-curable dental material such as dental composite comprising a solid particulate filler and a polymerizable matrix, wherein the polymerizable matrix comprises: (i) one or more polymerizable compounds each having at least one ethylenically unsaturated bond and (ii) a hexaaryl bisimidazole.