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Redox polymerizable dental composition with photolabile transition metal complexes

A transition metal, photo-instability technology, applied in dentistry, dental prosthesis, dental preparations, etc., can solve the problems of poor storage stability and premature curing of stress accumulation preparations

Active Publication Date: 2018-07-31
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, if the reactivity is too high, problems such as premature curing, stress build-up, and poor storage stability of the formulation may be encountered

Method used

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  • Redox polymerizable dental composition with photolabile transition metal complexes
  • Redox polymerizable dental composition with photolabile transition metal complexes
  • Redox polymerizable dental composition with photolabile transition metal complexes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0265] Amounts of materials are expressed by weight or weight percent ("wt %) unless otherwise indicated.

[0266] materials used :

[0267] Acetone (EMD Millipore Corporation, Billerica, MA)

[0268] Alumina, powder, < / = 10 μm average particle size (Sigma-Aldrich, St. Louis, MO)

[0269] 3-Amino-3-(2-nitrophenyl)propanoic acid, 98% (Alfa Aesar, Ward Hill, MA)

[0270] Ammonium chloride (EMD Chemicals, Inc. Gibbstown, NJ)

[0271] BENZOFLEX 9-88 plasticizer, Eastman Chemical Co., Kingsport, TN (Eastman Chemical Co., Kingsport, TN)

[0272] Benzyltributylammonium chloride (Sigma-Aldrich, St. Louis, MO)

[0273] BisGMA: 2,2-bis[4-hydroxy-3-methacryloyloxy)propoxyphenyl]propane (Sigma Aldrich, St.Louis, MO) )

[0274] CAB-O-SIL TS720 (Cabot Corporation, Billerica, MA)

[0275] CDCl 3 : Deuterochloroform (Cambridge Isotope Laboratories, Andover, MA)

[0276] CH 2 Cl 2 : Dichloromethane (EMD Millipore Corporation, Billerica, MA)

[0277] CHP: cumene hydroperoxide, 80%...

preparation example 1

[0314] Preparation Example 1 (PE-1): Copper Complex

[0315] The assigned copper metal complexes are according to Ciesienski, K.L; Haas, K.L.; Dickens, M.G.; Tesema, Y.T.; Franz, K.J. "A Photolabile Ligand for Light-Activated Release of Caged Copper" J.Am.Chem.Soc.2008 , vol.130, pages 12246-12247 (“Photolabile Ligands for Photoactivated Release of Copper Encapsulation”, Journal of Chemical Science Abstracts, 2008, Vol. 130, Pages 12246-12247) prepared.

[0316]

preparation example 2

[0317] Preparation Example 2 (PE-2): Copper Complex

[0318] The copper metal complexes were developed according to Ciesienski, K.L; Haas, K.L.; Franz, K.J. "Development of Next-generation Photolabile Cages with Improved Copper Binding Properties" Dalton Trans. 2010, vol.39, pages 9538-9546 ("with improved Development of next-generation photolabile cages with copper-binding properties", Acta Dalton, 2010, Vol. 39, pp. 9538-9546) preparation.

[0319]

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PUM

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Abstract

Polymerizable dental compositions comprising a redox initiator system is disclosed. The redox initiator system comprises a photolabile transition metal complex that photolyzes and initiates the redoxcycle.

Description

Background technique [0001] Redox reactions represent an important method for initiating the curing of acrylate, methacrylate, and other vinyl resins, including adhesives and dental formulations. Redox-initiated curing is often superior to photo-initiated curing, including improved depth of cure and slow stress buildup during the initial stages of curing. [0002] A major challenge in using redox-initiated systems is to find the optimal balance between stability and reactivity. The reactivity of the redox system needs to be high enough to achieve full cure and obtain the desired physical properties in a short time. However, if the reactivity is too high, problems such as premature curing, stress buildup, and poor storage stability of the formulation may be encountered. Contents of the invention [0003] The present disclosure provides a means to overcome these problems by producing "on-demand" redox-initiated cure, in which the transition metal complex of the redox cure in...

Claims

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Application Information

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IPC IPC(8): A61K6/083A61K6/02A61K6/00
CPCA61K6/61A61K6/71A61K6/20A61K6/80A61K6/30A61K6/887C08L33/08C08L33/10
Inventor W·H·莫泽E·M·汤森M·A·克洛普R·E·贝灵J·D·克拉珀
Owner 3M INNOVATIVE PROPERTIES CO
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