Two-component self-adhesive dental composition, storage stable initiator system, and use thereof

Patent metadata

Field	Value
Publication number	US-2019000721-A1
Application number	US-201615781403-A
Country	US
Kind code	A1
Filing date	Dec 7, 2016
Priority date	Dec 8, 2015
Publication date	Jan 3, 2019
Grant date	—

Abstract

The invention relates to a kit of parts comprising Part A and Part B, Part A comprising: component(s) comprising an ascorbic acid moiety, stabilizer(s) selected from sulphite(s), phosphite(s) or mixtures thereof, optionally polymerizable component(s) without acidic moieties, optionally polymerizable component(s) with acidic moieties, and optionally filler(s), Part B comprising polymerizable component(s) without acidic moieties, polymerizable component(s) with acidic moieties, transition metal component(s), organic peroxide(s), and optionally filler(s). The invention is also directed to an initiator system comprising component(s) comprising an ascorbic acid moiety, stabilizer(s) selected from sulphite(s), phosphite(s) or mixtures thereof transition metal component(s), organic peroxide(s). The kit of parts and redox initiator system are particularly useful in the dental and orthodontic field.

First claim

1 . A kit of parts for dental use comprising Part A and Part B,
Part A comprising:
component(s) comprising an ascorbic acid moiety,
stabilizer selected from sulphite(s), phosphite(s) or mixtures thereof,
optionally polymerizable component(s) without acidic moieties,
optionally polymerizable component(s) with acidic moieties,
optionally filler(s),
optionally additive(s), and
Part B comprising:
polymerizable component(s) without acidic moieties,
polymerizable component(s) with acidic moieties,
transition metal component(s),
organic peroxide(s),
optionally filler(s),
optionally additive(s).

2 . The kit of parts of claim 1 ,
Part A comprising:
component(s) comprising an ascorbic acid moiety,
stabilizer selected from sulphite(s), phosphite(s) or mixtures thereof,
polymerizable component(s) without acidic moieties,
filler(s),
optionally polymerizable component(s) with acidic moieties,
optionally additive(s), and
Part B comprising:
polymerizable component(s) without acidic moieties,
polymerizable component(s) with acidic moieties,
transition metal component(s),
organic peroxide(s) selected from hydroperoxide(s) and di-peroxide(s),
filler(s),
optionally additive(s),
wherein the kit of parts is provided as a paste/paste system.

3 . The kit of parts of claim 1 , the ratio of the component(s) comprising the ascorbic acid moiety to the stabilizer(s) in Part A of the kit of parts being in a range of 1:5 to 5:1 with respect to mol.

4 . The kit of parts of claim 1 ,
wherein the composition of Part A has a pH value from 6 to 8 if brought in contact with a wet pH sensitive paper and wherein the composition of Part B has a pH value below 4 if brought in contact with a wet pH sensitive paper.

5 . The kit of parts of claim 1 , the organic peroxide(s) being a hydroperoxide comprising the structural moiety R—O—O—H, with R being an alkyl, branched alkyl, cycloalkyl, alkylaryl or aryl moiety.

6 . The kit of parts of claim 1 , the organic peroxide(s) being a di-peroxide comprising the moiety R 1 —O—O—R 2 —O—O—R 3 , with R 1 and R 3 being independently selected from H, alkyl, branched alkyl, cycloalkyl, alkylaryl or aryl and R 2 being selected from alkyl or branched alkyl.

7 . The kit of parts of claim 1 , the transition metal component comprising as transition metal Ti, V, Cr, Mn, Co, Ni, Cu, Fe, Zn either in hydrated or in dry form and mixtures thereof, the transition metal component(s) being preferably selected from copper acetate, copper chloride, copper benzoate, copper acetylacetonate, copper naphthenate, copper carboxylates, copper bis(1-phenylpentan-1,3-dione), copper complexes, either in hydrated or in dry form and mixtures thereof.

8 . The kit of parts of claim 1 , the stabilizer being either an organic sulphite or an organic phosphite or a mixtures thereof.

9 . The kit of parts of claim 1 , Part A or Part B comprising in addition a photoinitiator, the photoinitiator preferably comprising a sensitizer and a further reducing agent being different from the component comprising the ascorbic acid moiety.

10 . A composition for dental or orthodontic use as obtainable by mixing the compositions of Part A and Part B of the kit of parts of claim 1 , and curing the resulting mixture, the composition being a self-etching, self-adhesive, and self-curing composition.

11 . The dental composition of claim 1 , the composition obtained immediately after mixing Part A and Part B having a pH value below 7, if brought into contact with wet pH sensitive paper.

12 . The dental composition of claim 10 for use as anterior or posterior filling material, adhesive, cavity liner, flowable, cement, coating composition, root canal filler, root canal sealant, core build-up material or a combination thereof.

13 . The dental composition of claim 10 , the composition comprising the components in the following amounts:
component(s) comprising an ascorbic acid moiety: from 0.01 wt.-% to 5 wt.-%, stabilizer(s) selected from sulphite(s), phosphite(s) and mixtures thereof: from 0.01 wt.-% to 5 wt.-%, transition metal component(s): from 0.00001 wt.-% to 3 wt.-%, organic peroxide(s): from 0.01 wt.-% to 5 wt.-%, polymerizable component(s) without acidic moieties: from 5 wt.-% to 65 wt.-%, polymerizable component(s) with acidic moieties: from 2 wt.-% to 50 wt.-%, filler(s): if present from 1 wt.-% to 90 wt.-%, additives(s): if present from 0.01 wt.-% to 15 wt.-%,
wt.-% with respect to the amount of the whole composition.

14 . The dental composition of claim 10 , not comprising water in an amount of more than 2 wt.-% with respect to the weight of the whole composition.

15 . Use of an initiator system comprising:
component(s) comprising an ascorbic acid moiety, stabilizer selected from sulphite(s), phosphite(s) and mixtures thereof, transition metal component(s), preferably a copper or iron containing salt, peroxide(s), preferably a hydro-peroxide or di-peroxide
for curing an acidic composition comprising polymerizable component(s) with acidic moieties.

Assignees

• 3M Innovative Properties Co

Inventors

• Ludsteck Manfred
• Hecht Reinhold
• Claussen Kai U
• Rennschmid Hubert
• Vogel Lilly

Classifications

• A61K6/61 Primary

  Cationic, anionic or redox initiators · CPC title

• A61K6/54

  Filling; Sealing · CPC title

• A61K6/887 Primary

  Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61K6/30 Primary

  Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives · CPC title

• A61K6/0023

  Human Necessities · mapped topic