RU2302228C1 - Compomer cement for fixing the members of fixed denture - Google Patents

Abstract

FIELD: medicine.

SUBSTANCE: compomer cement has basic paste, and activation paste, and contains polymerizable aroma component, fine fluoroaluminosilicate glass filler treated with sylane glaze agent and system for initiating polymerization being photoinitiator system for carrying out photo-cure and oxidation-reduction-initiator system for carrying out chemical cure. The compomer cement has 2,2-bis-[-(2-hydroxy-3-methacryloxypropyl)phenyl]propane adduct with maleic anhydride as the polymerizable aroma component and strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysylane, bis-urethane dimethacrylate glycerol and bis-(methacryloxyethylenecarbonate)-diethyleneglycol as the filer, and photoinitiator system for carrying out photo-cure having camphorquinone, benzoin methyl ether and triethanolamine trimethacrylate and oxidation-reduction-initiator system for carrying out chemical cure containing benzoyl peroxide and dihydroxyethyl-para-toluidine as the systems for initiating polymerization.

EFFECT: high strength water-proof cement; improved adhesive properties.

Description

This invention relates to medicine, namely to prosthetic dentistry, and relates to cement for fixing various designs of fixed dentures.

Clinical observations have shown that glass ionomer cements as materials for fixing (cementing) fixed dentures have excellent biocompatibility, high adhesion to the structure of the teeth, sufficient reliability in the environment of the oral cavity, and, in addition, they have good aesthetic indicators.

The most serious drawback of glass ionomer cements is that these materials are very sensitive to moisture in the early stages of hardening. Although the initial hardening of glass-ionomer cement is associated with the presence of water, it is necessary for leaching metal ions during the course of the hardening reaction, but in the cured system, water hinders the increase in the rate of hardening of cement, reduces its strength and worsens the appearance, the surface of the cement becomes dull-white.

To eliminate this drawback, a number of methods have been proposed. For example, adding an organic chelating agent to increase the initial hardening rate [Japanese Application No. 21858/1979], adding a fluoride complex also to increase the initial hardening reaction rate [Japanese Application No. 2210/1982], a combination of a polymerization-unsaturated compound and a polymerization initiator to increase the initial hardening rate [Japanese Application No. 27049/1994].

A known composition of dental cement containing a polymer or copolymer of (meth) acrylic acid as the main component, an inorganic powder capable of forming chelate metal bonds in the presence of water and an alkyl (meth) acrylate with hydroxyl groups such as hydroxyethyl methacrylate (HEMA). The composition is practically free of water, and the polymer or copolymer components are dissolved in HEMA, and dispersed inorganic powder is also distributed in it. The cement composition is presented in two parts, which are mixed manually immediately before use. When cement is placed in a moist environment of the mouth, polyvalent metal ions that can interact with the carboxyl groups of the polymer can be released from the powder. As a result, the cement composition hardens at the initial stage practically in the absence of water due to the polymerization of the monomer, which is a reactive solvent, and only then, due to the aqueous environment of the oral cavity, the hardening reaction begins. This cement has good adhesive properties and performance for cementation and tooth filling, has high strength and water resistance after curing [Application EPO 0797975, A61K 6/083, 2002].

However, the presence in the composition of cements of water-soluble components, such as polyacrylic polyacrylic (PAA) or HEMA, impairs the water resistance and strength characteristics of cement of a hybrid nature, i.e. combining curing mechanisms inherent in glass ionomer cements and composites.

Closest to the proposed one is a compomer cement, consisting of two pastes, the main and activator, containing a polymerization component of aromatic type, a finely divided filler from fluoroaluminosilicate glass treated with a silane coupling agent, and a polymerization initiation system. As the aromatic type component, the reaction product of the styrene maleic anhydride oligomer or pyromellitic acid dianhydride is used with an organic compound such as 2-hydroxyethyl methacrylate (HEMA). The filler - processed fluoroaluminosilicate glass - has a particle size of from 0.05 μm to 20 μm, which is introduced into the cement composition in an amount of from 0.5 to 95 wt.%. As a system for initiating polymerization, a photoinitiating system for light curing and a redoxinizing system for chemical curing are used [US Patent No. 6127451, A61C 6/03, 2000].

The use of double (chemical and light) curing for the fixation of fixed dentures of various designs of compomer cements, supplemented by the ability to release fluoride ion due to the presence of glass ionomer filler in the composition, gives good results. However, the presence of HEMA derivatives in the cement leads to a significant increase in the water absorption of cement, which may adversely affect the reliability of fixation of fixed dentures under the influence of moisture in the oral cavity.

The technical result of this invention is the creation of compomer cement, capable of prolonged release of fluoride and having an optimal amount of water absorption.

The technical result is achieved by the fact that in compomer cement, consisting of the main and activator pastes and containing a polymerization component of aromatic type, a finely divided filler of fluoroaluminosilicate glass treated with a silane coupling agent, and a system for light curing and a redox initiating system for chemical curing, is a distinctive feature the fact that compomer cement as a polymerization component of an aromatic type contains an adduct of 2,2-bis [4- (2-hydroxy -3-methacryloxypropyl) phenyl] propane with maleic anhydride, strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethanedimethacrylate glycerol and bis (methacryloxyethylene carbonate) -diethylene glycolation initiation system, as filler consisting of camphorquinone, benzoin methyl ester and triethanolamine trimethacrylate, and a chemical curing redox system containing benzoyl peroxide and dihydride hydroxyethyl-para-toluidine, in the following ratio of components (wt.%):

main paste: adduct 2,2-bis [4- (2-hydroxy-3-methacryloxy- propyl) phenyl] propane with maleic anhydride - 20-25 triethylene glycol dimethacrylate - 30-40 benzoyl peroxide - 0.1-0.2 benzoin methyl ester - 0.02-0.05 camphorquinone - 0.02-0.05 strontium fluoroaluminosilicate - the rest γ-methacryloxypropyl-treated glass trimethoxysilane, bis-urethanedimethacrylate - glycerol and bis- (methacryloxyethylene- carbonate) -diethylene glycol activator paste: adduct 2,2-bis [4- (2-hydroxy-3-methacryloxy- - 20-25 propyl) phenyl] propane with maleic anhydride triethylene glycol dimethacrylate - 30-35 triethanolamine trimethacrylate - 0.15-0.5 dihydroxyethyl para-toluidine - 0.2-0.5 strontium fluoroaluminosilicate glass, - the rest processed γ-methacryloxypropyl- trimethoxysilane, bis-urethanedimethacrylate - glycerol and bis- (methacryloxyethylene- carbonate) -diethylene glycol

It is desirable that the compomer cement contains strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethanedimethacrylate glycerol and bis (methacryloxyethylene carbonate) diethylene glycol, with an average particle size of 1-5 μm.

It is also desirable that the volume ratio of the main and activator pastes in compomer cement is 1: 1.

Example

For the preparation of compomer cement, binder solutions are preliminarily prepared separately for the main and activator pastes.

To prepare the main paste, 2 g of the adduct of 2,2-bis [4- (2-hydroxy-3-methacryloxypropyl) phenyl] propane with maleic anhydride are dissolved in 3 g of triethylene glycol dimethacrylate, 0.01 g of benzoyl peroxide, 0.0025 g of methyl ether benzoin and 0.0025 g camphorquinone. 3.5 g of strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethanedimethacrylateglycerol and bis- (methacryloxyethylene carbonate) -diethylene glycol, milled to 5 microns, are added to the resulting solution, gradually adding and grinding in an agate mortar.

To prepare the activator paste, 2 g of the adduct of 2,2-bis [4- (2-hydroxy-3-methacryloxypropyl) phenyl] propane with maleic anhydride, 0.015 g of triethanolamine trimethacrylate and 0.02 g of dihydroxyethyl-para- are dissolved in 3 g of activator paste. toluidine. 4 g of strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethanedimethacrylateglycerol and bis- (methacryloxyethylene carbonate) -diethylene glycol, milled to 5 microns, are added to the resulting solution, gradually adding and grinding in an agate mortar.

The resulting pastes are mixed in a ratio of 1: 1 by volume, and the mixed mass is placed in molds for the manufacture of test samples. The mixing time of pastes at room temperature 23 ± 2 ° C is 30 seconds, the working time is 1.5 minutes, the cure time without exposure to a light source (chemical cure time) is 2 minutes. At the end of the chemical curing time, the samples are irradiated with light with a wavelength of 400 to 500 nm from the apparatus for light curing of dental restoration materials for 20 seconds. The cured samples are pre-weighed on an analytical balance with an accuracy of ± 0.00002 g and immersed in distilled water. A container of water and samples is placed in a thermostat with a temperature of 37 ± 2 ° C for 24 hours. At the end of the exposure of the samples under the indicated conditions, they are removed from water and subjected to tests.

Tests of compomer cement samples of the claimed composition in comparison with the analogue showed that the domestic cement developed is not inferior to the analogue in terms of the main quality indicators, while at the same time it has increased water resistance, which is expressed in a reduced rate of water absorption (see table).

Table
The main indicators of the physico-mechanical and chemical properties of compomer cement of the claimed composition in comparison with the analogue No. p \ p Name of cement Key indicators of physico-mechanical and chemical properties Working time, min Chemical cure time, min Compressive strength, MPa Water absorption, mcg / mm ³ The average daily yield of fluorine ions, μg / l one Analogue 2 1,5-2 200 200 0.15 2 Cement of the claimed composition 1,5 2 200 90 0.10

Claims (3)

1. Compomer cement for fixing structures of fixed dentures, consisting of the main and activator pastes and containing a polymerization component of aromatic type, a finely divided filler of fluoroaluminosilicate glass treated with a silane sizing, and a system for initiating polymerization - a photoinitiating system for light curing and a redoxinizing chemical system curing, characterized in that compomer cement as a polymerization component of aromatic This type of admixture contains 2,2-bis [4- (2-hydroxy-3-methacryloxypropyl) phenyl] propane adduct with maleic anhydride, strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethane-dimethacrylate glycerol and bis- ( -diethylene glycol, and as systems for initiating polymerization, a photoinitiating system for light curing, consisting of camphorquinone, benzoin methyl ester and triethanolamine trimethacrylate and a chemical curing redox system denia containing benzoyl peroxide and dihydroxyethyl-para-toluidine, in the following ratio, wt.%: main paste: adduct 2,2-bis [4- (2-hydroxy-3-methacryloxy- propyl) phenyl] propane with maleic anhydride 20-25 triethylene glycol dimethacrylate 30-40 benzoyl peroxide 0.1-0.2 benzoin methyl ester 0.02-0.05 camphorquinone 0.02-0.05 strontium fluoroaluminosilicate rest γ-methacryloxypropyl-treated glass trimethoxysilane, bis-urethanedimethacrylate-glycerol and bis (methacryloxyethylene carbonate) diethylene glycol activator paste: adduct 2,2-bis [4- (2-hydroxy-3-methacryloxy- 20-25 propyl) phenyl] propane with maleic anhydride triethylene glycol dimethacrylate 30-35 triethanolamine trimethacrylate 0.15-0.5 dihydroxyethyl para-toluidine 0.2-0.5 strontium fluoroaluminosilicate glass rest treated with γ-methacryloxypropyl-trimethokeisilane, bis-urethanedimethacrylate-glycerol and bis (methacryloxyethylene carbonate) diethylene glycol. 2. Compomer cement according to claim 1, characterized in that it contains strontium fluoroaluminosilicate glass treated with γ-methacryloxypropyltrimethoxysilane, bis-urethane dimethacrylate glycerol and bis (methacryloxyethylene carbonate) diethylene glycol, with an average particle size of 1-5 microns. 3. Compomer cement according to claim 1, characterized in that the volume ratio of the main and activator pastes in it is 1: 1.