Stable cationically crosslinkable/polymerizable dental composition with a high filler content

A composition and cationic technology, applied in the direction of dentistry, dental prosthesis, dental preparations, etc., can solve the problems of scattered storage stability and no satisfactory solution, and achieve the effect of increasing the content of fillers

Inactive Publication Date: 2007-06-13
RHODIA CHEM SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0022] It can thus be seen that the prior art does not address the dual problem of storage stability of dental compositions based on units polymerizable by the cationic route under UV conditions (e.g. ethyle

Method used

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  • Stable cationically crosslinkable/polymerizable dental composition with a high filler content
  • Stable cationically crosslinkable/polymerizable dental composition with a high filler content
  • Stable cationically crosslinkable/polymerizable dental composition with a high filler content

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0445] Embodiment 1 (comparative example): the processing of filler (B-1)

[0446] a) Treatment of fillers with coupling agents (F-2) containing diol functionality:

[0447] Silane glycidyloxypropyltrimethoxysilane or GLYMO shown in formula (F-1) sold by Degussa company is hydrolyzed according to the following reaction in acidic medium:

[0448]

[0449] where R = methyl

[0450] Compound (F-2) is in more or less polycondensed form and is soluble in the aqueous phase.

[0451] The solution used was a pH=3-4 solution containing 40% silane (F-2).

[0452] 12.5 g of this 40% silane (F-2) solution was poured into a beaker and topped up with 200 g of demineralized water. 200 g of filler (B-1) were poured into this solution and the mixture was stirred with an impeller stirrer for 1 hour at room temperature. The mixture was poured into crystallization trays, and the packing was dried in an oven at 150°C for 16 hours. The filler was then sieved through a 250 micron mesh. ...

Embodiment 2

[0469] Embodiment 2 (the present invention)

[0470] a) Treatment of the filler obtained from Example 1a) with a resin (S-1) containing oxirane functional groups

[0471] A solution containing 2.5% by weight of the oxirane-functional resin (S-1) was prepared in acetone.

[0472] 100 g of filler (B-1) treated according to example 1 a) were poured into 100 g of this 2.5% solution and stirred mechanically at room temperature for about 1 minute. The mixture was then poured into a crystallization dish and the acetone was evaporated at room temperature.

[0473] The residue was heated at 150° C. for 16 hours to polymerize the oxirane functional group-containing resin (S-1) on the surface of the filler. The filler is then screened to obtain a powder.

[0474] b) Treatment of the filler obtained from Example 1b) with a resin (S-1) containing oxirane functional groups

[0475] A solution containing 2.5% by weight of the oxirane-functional resin (S-1) was prepared in acetone. ...

Embodiment 3

[0484] Embodiment 3 (the present invention, the dual treatment of filler)

[0485] Changes in content of oxirane functional group-containing resin (S-1)

[0486] Example 2a) was repeated, varying the content of the oxirane-functional resin (S-1) during the treatment of the filler (B-1).

[0487] Dental compositions were then formulated according to Example 2c).

[0488] The specific composition corresponds to the following formula (the total filler content is 66% by weight relative to the weight of the composition):

[0489] -Resin containing oxirane functional group (S-1)---------->29.25g

[0490] - Dispersant solution containing 4% (C-1)--------->2.25g

[0491] - Photoinitiator system (P) (see Example 1):

[0492] (P-22)+(PS-31)---------->2.5g

[0493] -Ytterbium trifluoride---------->6g

[0494] -Double treated filler (B-1)---------->50g

[0495] - Untreated filler (B-3)

[0496] Combustion method silica OX50  ---------->5g

[0497] - Untreated filler (B-4) ...

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Abstract

The invention relates to highly charged cationic dental compositions, comprising at least one compound (A) which may undergo cationic reactions, at least one dental filling (B), optionally at least one dispersant (C), comprising at least one organic polymer or copolymer, at least one cationic photocuring agent and optionally at least one photosensitizer (E), said composition being characterised in that at least one dental filling (B) is treated by a) at least one organosilicon coupling agent (F) and b) at least one compound (G), said organosilicon coupling agent (F), comprising at least one reactive function (frA) directly bonded to a silicon atom forming a chemical bond to the dental filling after activcation and at least one reactive function (frB) indirectly bonded to a silicon atom forming a chemical bond to a reactive function (frC) of the compound (G).

Description

technical field [0001] The field of the invention is that of dental compositions. More specifically, the dental compositions investigated within the scope of the present invention can be used for the manufacture of dental prostheses and for dental restorations. Background technique [0002] These dental compositions are typically epoxy resins, photopolymerizable silicones or acrylate resins polymerizable by free radical methods. These compositions further comprise particulate reinforcing fillers (eg, hydrophobic silica), photoinitiators and optionally photosensitizers, and even other functional additives such as pigments or stabilizers. [0003] Once mixed, these compositions are shaped and then photocrosslinked into a structure similar to the body of the tooth. [0004] Fillers consist of very fine particles (≈0.01 to 5 μm) with a high specific surface area, a factor that limits their incorporation into the resin. This is due to the limited absorption capacity of the res...

Claims

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Application Information

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IPC IPC(8): C08G18/58C08G59/30A61K6/093A61K6/896
Inventor M·德吕埃德Y·吉罗J-M·弗朗塞斯
Owner RHODIA CHEM SA
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