Comparative characteristics of the chemical structure of ormokers and traditional composites

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Abstract

This article presents a review of the advantages of using ormokers rather than composite filling material from a chemical point of view. Ormokers are a modified type of hybrid organo-inorganic dental material. They were developed to reduce the shrinkage of filling material from polymerization, improve edge adaptation and abrasion resistance, and increase biocompatibility (compared to composites). The new matrix is based on inorganic polymers, which are polycondensed siloxanes (triblock copolymers). The formation of an inorganic chain of molecules occurs by hydrolysis and polycondensation of Si(OR) groups. Unstable organosilanols are formed from chlorine-containing silanes, as at least two hydroxyl groups are associated with one carbon atom. Such compounds do not exist, as they are rapidly isomerized to form carbonyl compounds (aldehydes and ketones). The resulting organosilanols are then oligomerized to form polysiloxanes with polymerized groups. The basis for the production of ormokers is the sol-gel process. The classical approach involves the formation of an inorganic grid by hydrolysis and condensation of a monomeric organic alkoxy compound followed by crosslinking of the introduced reactive groups (e.g., ultraviolet polymerization). The traditional synthesis of ormokers begins with the finding that alkoxysilanes are functionalized by metal alkoxides to form Si-O-Si nanostructures. One of the metals that functionalizes alkoxysilanes is titanium. In addition to titanium alkoxide, zirconium- or aluminum-alkoxides can be used. These oligomers replace traditional methacrylic monomers in composites. Composite filling materials available today based on the ormoker technology are not pure ormoker systems. Traditional methacrylate monomers-diluents are used to regulate the viscosity of the condensate, which does not improve biocompatibility. The presence of an amide group in the structure of the ormoker increases their biocompatibility with protein compounds in dental tissues.

About the authors

Galina E. Bordina

Tver State Medical University

Email: gbordina@yandex.ru
ORCID iD: 0000-0001-6375-7981

Cand. Sci. (Biol.), Associate Professor

Russian Federation, Tver

Nadezhda P. Lopina

Tver State Medical University

Author for correspondence.
Email: n.lopina@internet.ru
ORCID iD: 0000-0002-7213-1531

Cand. Sci. (Chem.), Professor

Russian Federation, 4, Sovetskaya street, Tver, 170000

Alexey A. Andreev

Tver State Medical University

Email: aandreev01@yandex.ru
ORCID iD: 0000-0002-1012-9356

Student

Russian Federation, Tver

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Supplementary files

Supplementary Files
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1. JATS XML
2. Fig. 1. Obtaining polysiloxane as an example of a dichlorosilane: a) reaction of diorganosilanol from dichlorosilane; b) oligomerization of unstable diorganosilanol with the formation of polysiloxane.

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3. Fig. 2. Scheme of the sol-gel process [12].

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4. Fig. 3. The reaction for obtaining ormokers (sol-gel process; e.g., titanium alkoxide).

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5. Fig. 4. Reaction between (3-isocyanatopropyl)-triethoxysilane (IPTES) and glycerol dimethacrylate.

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6. Fig. 5. Reaction between hydroxyethyl methacrylate and 3-(methyldiethoxysilyl)-propylsuccinic anhydride.

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7. Fig. 6. The structural formula of Bis-GMA [20].

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8. Fig. 7. The structure of the composite material [24].

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9. Fig. 8. APTES Michael addition reaction to 2-acryloyloxyethyl methacrylate.

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10. Fig. 9. Reaction of 1,3-dimethacryloisopropyl succinate with APTES (the amide group is highlighted in red, which causes an increase in the biocompatibility of ormokers with protein compounds in dental tissues).

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11. Fig. 10. Structure of silsesquioxanes (e.g., octakis(trimethylsiloxy)-T8-silsesquioxane) [27].

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Copyright (c) 2023 Bordina G.E., Lopina N.P., Andreev A.A.

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This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
 


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