Dental compositions comprising addition-fragmentation agents

A technology of composition and breaking agent, which is applied in dentistry, dental prosthesis, dental preparations, etc., and can solve problems such as interface failure

Active Publication Date: 2018-11-23
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such forces can cause the interface between the tooth and the polymeric material to fail, resulting in physical gaps and subsequent microleakage in the tooth cavity

Method used

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  • Dental compositions comprising addition-fragmentation agents
  • Dental compositions comprising addition-fragmentation agents
  • Dental compositions comprising addition-fragmentation agents

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0279] Example 1 – AFL-1

[0280]

[0281] A 40 mL amber bottle was filled with diol 1 (7.500 g, 28.82 mmol) and 3-isocyanatopropyltriethoxysilane (14.255 g, 57.63 mmol). A magnetic stir bar was added to the bottle. With stirring, dibutyltin dilaurate (2 drops, from the tip of a glass pipette) was added and the reaction was sealed with a Teflon-lined plastic cap. After 3 days, the reaction was sampled, and 1 H NMR analysis was consistent with the expected product AFL-1. AFL-1 (21.73 g, 28.79 mmol, 99.9%) was obtained as a colorless, clear viscous material.

example 2

[0282] Example 2 – AFL-2

[0283]

[0284] A 40 mL amber bottle was filled with diol 2 (10.00 g, 21.16 mmol) and 3-isocyanatopropyltriethoxysilane (10.47 g, 42.33 mmol). A magnetic stir bar was added to the bottle. With stirring, dibutyltin dilaurate (2 drops, from the tip of a glass pipette) was added and the reaction was sealed with a Teflon-lined plastic cap. The reaction mixture was heated to 50°C with stirring. After 2 days, the reaction was cooled to room temperature and sampled. 1 H NMR analysis was consistent with the expected product AFL-2. AFL-2 (20.33 g, 21.02 mmol, 99.3%) was obtained as a very pale yellow clear viscous material.

example 3

[0285] Example 3 – AFL-3

[0286]

[0287] A solution was prepared by dissolving 2-mercaptoethanol (25.60 g, 0.328 mol) in 100 mL of ethanol in a 500 mL 2-necked round bottom flask equipped with a magnetic stir bar, condenser and dropping funnel. With vigorous stirring, small pieces of sodium metal (8.20 g, 0.356 mol) were added slowly to control the exotherm during the addition. After the addition of metallic sodium was complete, the mixture was stirred under a nitrogen blanket until the contents of the flask cooled to room temperature. A solution of 3-chloro-2-chloromethyl-1-propene ((20 g, 0.16 mol) in 50 mL of ethanol) was added dropwise using a dropping funnel to form a white cloudy mixture, followed by addition of all dichloropropene The components then formed a heterogeneous mixture with a white solid. The contents of the flask were refluxed for 45 minutes, then cooled to room temperature. The white solid was removed by vacuum filtration, and the filter cake was...

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Abstract

The present invention discloses a curable dental composition comprising an addition-fragmentation agent and a curable dental resin.

Description

Background technique [0001] Curable polymeric materials are used in a variety of dental applications including restoratives, cements, adhesives, and the like. Often, such materials shrink when cured. This is especially problematic when the material is in a confined environment, such as in dental fillings or restoratives. Dimensional changes upon contraction while in a constrained environment can create strains within the material that are typically translated into stresses on the surrounding environment (e.g. teeth). Such forces can cause the interface between the tooth and the polymeric material to fail, resulting in physical gaps and subsequent microleakage in the tooth cavity. Alternatively, such forces may cause fractures within the tooth and / or composite. [0002] In general, conventional methods of curing polymeric dental materials involve using an adhesive to hold the composite in place on oral surfaces, and involve curing the adhesive and subsequently curing the com...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K6/083A61K6/00
CPCA61K6/30A61K6/76A61K6/887A61K6/889C08L33/10C09J133/14
Inventor G·D·乔利A·S·阿比尔雅曼A·R·弗诺夫B·D·克雷格L·R·克雷普斯基W·H·莫泽S·尤特J·D·奥克斯曼A·法尔萨菲
Owner 3M INNOVATIVE PROPERTIES CO
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