Dental products with reduced extrusion forces
A packaging device with an internal lubricant composition addresses high extrusion forces in dental materials, enabling easy dispensing and maintaining material properties by reducing friction and preventing 'run-on'.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2023-09-06
- Publication Date
- 2026-03-03
AI Technical Summary
Existing dental materials, particularly high viscosity composites, require high extrusion forces for dispensing, leading to difficulties in application and potential 'run-on' issues, and existing solutions either complicate the process or adversely affect material properties.
A packaging device with a compartment coated internally with a lubricant composition containing an ethylenically unsaturated monomer, which reduces friction and extrusion forces, allowing easy dispensing of dental materials without compromising mechanical properties.
The lubricant composition facilitates easy and efficient dispensing of dental materials with reduced forces, minimizing 'run-on' and simplifying the application process while maintaining material performance.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a dental product comprising a packaging device including a compartment, preferably a tubular compartment, the interior surface of which comprises a layer of a lubricant composition comprising an ethylenically unsaturated monomer, and further comprising a dental material, particularly a polymerizable dental material, disposed within the compartment.
[0002] The presence of the lubricant composition can reduce the force required to dispense the dental material from the packaging device. [Background technology]
[0003] Dental materials, particularly dental composites, are widely used to restore missing tooth structure in a patient's mouth.
[0004] Dental materials often contain a polymerizable (meth)acrylate component, a filler, and an initiator system suitable for hardening the dental material by applying radiation.
[0005] In particular, dental composite materials typically have high filler loadings that are required to achieve adequate mechanical properties after hardening of the material.
[0006] High filler loadings typically result in highly viscous materials that must be properly stored before use to avoid undesired polymerization.
[0007] As suitable packaging devices, screw tubes and so-called compulsories are often proposed.
[0008] Both packaging devices allow the stored dental composite material to be extruded through a nozzle onto the surface of the tooth to be treated.
[0009] However, due to the high viscosity of dental composite materials, high extrusion forces are typically required.
[0010] High extrusion forces can be achieved by using a screw thread with a suitable piston or by using a suitable application tool.
[0011] Packaging devices for storing dental materials are described in various patent documents.
[0012] U.S. Patent No. 5,603,701 (Fischer) describes a syringe device for delivering a solid but flexible material, such as a dental composite. The syringe device includes unthreaded barrel means for containing the material. The unthreaded barrel means has an inlet end, an outlet end, and an enlarged finger grip at the inlet end. The syringe device also includes means for slidably engaging the finger grip of the barrel means, the engaging means having a threaded throughbore. The syringe device further includes plunger means for moving through the barrel means.
[0013] U.S. Patent No. 4,863,072 (Perler) describes an apparatus for delivering light-curable composite dental filling material, comprising a tubular composite reservoir, a plunger, and a slider. The slider is free to move longitudinally along the reservoir but is mounted to fit against a facet on the exterior surface of the reservoir to prevent angular movement of the slider relative to the reservoir. The plunger consists of a threaded shaft that fits against the threaded inner diameter of the composite reservoir.
[0014] U.S. Pat. No. 1,135,1009 (B2) (Clark et al.) describes a capsule for use in a dental composite dispenser, comprising: a hollow body having a wall defining an interior space of the body, the body having a proximal end and a distal end having a dispensing orifice; a first composite resin disposed in the interior space of the body; and a second composite resin disposed in the interior space of the body, the first composite resin having a first viscosity and the second composite resin having a second viscosity lower than the first viscosity, no barrier disposed between the first composite resin and the second composite resin, the second composite resin configured to be extruded through the dispensing orifice before the first composite resin, the first composite resin and the second composite resin being in contact prior to use of the capsule in the dental composite dispenser.
[0015] U.S. Patent Application Publication No. 2022 / 023538 A1 (Boehm et al.) describes a syringe for storing and dispensing first and second components of a material. The syringe has a first chamber containing the first component and a second chamber containing the second component. The syringe also has an empty blank chamber separating the first and second chambers from each other.
[0016] U.S. Patent Application Publication No. 2016 / 296962(A1) (Maxa) describes a device for dispensing a composition, the device having a tip (72) including an inner tapered funnel portion (74), a hollow barrel (84) including an outer tapered surface portion (86), an inner surface, an open front end, and an open rear end opposite the front end, and a piston (16) where the outer tapered surface portion of the barrel is aligned with and releasably engages the inner tapered funnel portion of the tip, the piston being in sliding engagement with the barrel.
[0017] Similarly, application tools for dispensing dental composite materials from packaging devices have also been described in the patent literature.
[0018] U.S. Patent No. 6,790,037 B1 (Orecchia) describes a viscous material dispenser for dispensing a viscous dental material from a cap, cartridge, or capsule. The dispenser includes a locking mechanism attached to the syringe dispenser for securely holding the cap, cartridge, or capsule within the syringe dispenser while the viscous material is being dispensed from the syringe dispenser.
[0019] U.S. Patent No. 10,016,257 (B2) (Pauser) describes a pen-like dispenser for dispensing dental material having a handle and a cover mounted for rotation relative to each other about the longitudinal axis of the dispenser, a cartridge for holding the dental material, and a screw plunger for forcing the dental material from the cartridge by a screwing action.
[0020] It has also been suggested to warm the dental composite material to reduce its viscosity in order to reduce application forces.
[0021] Devices and processes for warming dental composite materials are described, for example, in WO 2021 / 053408(A1) (3M) and WO 2020 / 025485(A1) (Voco).
[0022] Furthermore, it has been observed that the application of high forces to high viscosity dental composites can cause so-called "run-on" of the dental composite even after dispensing is complete, as the high viscosity dental composite often expands the length and diameter of the cartridge during the extrusion process and requires adequate time to relax after the extrusion force is applied by the screw / thread. Summary of the Invention
[0023] Thus, there remains a general need to address one or more of the problems discussed above.
[0024] In particular, there is a need for products and methods that allow for easy extrusion or dispensing of, for example, highly viscous dental materials from packaging devices.
[0025] Ideally, the means to achieve this objective should not adversely affect the performance and mechanical properties of the dental material after hardening.
[0026] Additionally, the "run-on problem" when dispensing highly viscous dental materials from the packaging devices described above should also be addressed, if possible.
[0027] Additionally, where possible, the product should be easy to manufacture and sufficiently storage stable.
[0028] In one embodiment, the present invention a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed in the compartment between the leading end and the trailing end, The lubricant composition comprises a monomer ML having an ethylenically unsaturated group; and a filler FL in an amount of 0 wt.% to 65 wt.% based on the weight of the lubricant composition; Dental materials differ from lubricant compositions with respect to their chemical composition.
[0029] In another embodiment, the present invention is a process for producing a dental product, particularly a dental product as described herein, the process comprising: providing a packaging device comprising a compartment having a leading end and a trailing end, an interior surface, an inner diameter, a dental material, and a lubricant composition; applying a layer of a lubricant composition to the interior surface of the compartment; and filling the compartment with dental material to which the layer of lubricant composition has been applied.
[0030] A further embodiment of the present invention relates to a process for dispensing dental material from a dental product as described herein or a product obtainable by the process as described herein, comprising applying a force to the dental material located at the rear end of a compartment of the packaging device, wherein the force is in the range of 5N to 60N.
[0031] The present invention also relates to a kit of parts for the dental products described herein, an application instrument for dispensing the dental material from the packaging device, and optionally one or more of the following: a dental adhesive, a dental primer, a dental cement, a dental curing light, and instructions for use.
[0032] The invention further features the use of a lubricant composition to reduce the extrusion force required to dispense a dental material from a packaging device containing a compartment, the lubricant composition, the dental material, and the packaging device being as described herein.
[0033] Unless otherwise defined, as used herein, the following terms shall have the meanings set forth below.
[0034] "Dental product" means a product intended for use in dental practice. Dental products typically contain dental materials that are stored in a packaging device before use.
[0035] "Dental materials" means materials intended for use in dental practice. More specifically, dental materials include dental composites, dental cements, dental adhesives, and dental crown and bridge materials.
[0036] The dental material is typically a hardenable composition that can be hardened within a time frame of 30 minutes, or 20 minutes, or 10 minutes at ambient conditions, including temperatures ranging from 15°C to 50°C or 20°C to 40°C.
[0037] Higher temperatures are not recommended as they may cause pain to the patient and may be harmful to the patient's health.
[0038] Dental materials are typically provided to the practitioner in similarly small volumes, ie in the range of 0.1 ml to 100 ml, or 0.5 ml to 50 ml, or 1 ml to 30 ml.
[0039] "Dental composite" means a material suitable for making dental restorations. Dental composites typically include (meth)acrylate monomers, fillers, and an initiator system. Dental composites are typically formulated as one-part compositions.
[0040] "Dental restoration" means a dental item used to restore a treated tooth. Examples of dental restorations include crowns, bridges, inlays, onlays, veneers, facings, copings, crown-bridge frameworks, and components thereof.
[0041] The term "compound" or "component" is a chemical substance having a particular molecular identity or consisting of a mixture of such substances, for example, a polymeric substance.
[0042] A "hardenable or curable or polymerizable component" is any component that can be cured or hardened by radiation-induced polymerization in the presence of a photoinitiator. The hardenable component may contain only one, two, or more than two polymerizable groups. Typical examples of polymerizable groups include unsaturated carbon groups, such as vinyl groups present in (methyl)acrylate groups, among others.
[0043] As used herein, "(meth)acryl" is an abbreviation for "acryl" and / or "methacryl." For example, a "(meth)acryloxy" group is an abbreviation for either an acryloxy group (i.e., CH2=CH-C(O)-O-) and / or a methacryloxy group (i.e., CH2=C(CH3)-C(O)-O-).
[0044] As used herein, "solidifying" or "curing" a composition are used interchangeably and refer to polymerization and / or crosslinking reactions, including, for example, photopolymerization reactions and chemical polymerization techniques (e.g., ionic or chemical reactions that form radicals effective to polymerize ethylenically unsaturated compounds), involving one or more materials included in the composition.
[0045] An "initiator or initiator system" is a component or combination of components that is capable of initiating the hardening process of a solidifiable component.
[0046] "Particle" means a solid substance having a geometrically determinable shape. The shape may be regular or irregular. Particles can typically be analyzed with respect to, for example, particle size and particle size distribution.
[0047] By "nano-sized filler" is meant a filler with an average particle size in the range of 5 nm to 50 nm.
[0048] "Ambient conditions" refers to the conditions to which the compositions described herein are typically exposed during storage and handling. Ambient conditions may be, for example, a pressure of 900 mbar to 1,100 mbar, a temperature of 10°C to 40°C, and a relative humidity of 10% to 100%. In the laboratory, ambient conditions are typically adjusted to 20°C to 25°C and 1,000 mbar to 1,025 mbar (at sea level pressure).
[0049] As used herein, "a," "an," "the," "at least one," and "one or more" are used interchangeably. Also herein, the recitation of numerical ranges by endpoints includes all numbers subsumed within that range (e.g., 1 to 5 includes 1, 1.5, 2, 2.75, 3, 3.80, 4, 5, etc.).
[0050] Adding "(s)" to a term means that the term is to include the singular and the plural. For example, the term "additive(s)" means one additive and more (e.g., two, three, four, etc.) additives.
[0051] Unless otherwise indicated, all numbers expressing quantities of ingredients, measurements of physical properties, and the like set forth below and used in the specification and claims are to be understood as modified in all instances by the term "about."
[0052] The terms "comprise" or "contain" and variations thereof do not have a limiting meaning when these terms appear in the specification and claims. "Consisting essentially of" means that certain additional components may be present, i.e., components that do not materially affect the essential properties of the article or composition. "Consisting of" means that no additional components should be present. The term "comprise" is also intended to encompass the terms "consist essentially of" and "consists of."
[0053] If a composition does not contain a particular component as an essential feature, the composition is "essentially or substantially free of" that component. Thus, the component is not intentionally added to the composition, either as is or in combination with other components or elements of other components. A composition that is essentially free of a particular component typically does not contain that component at all. However, the presence of a small amount of the component may be unavoidable, for example, due to impurities contained in the raw materials used. "Essentially free" typically means a content of less than 1, 0.5, or 0.1% by weight. [Brief explanation of the drawings]
[0054] [Figure 1] FIG. 1 is a schematic diagram of a packaging device used to test the extrusion behavior of dental materials. [Figure 2] 1 shows a schematic sample of a packaging device according to the present invention useful for storing dental materials. [Figure 3] 1 shows a schematic sample of a packaging device according to the present invention containing a lubricant composition and a dental material. [Figure 4] 1 provides an overview of the compositions of various commercially available dental materials. [Figure 5] 1 provides an overview of the compositions of various commercially available dental materials. [Figure 6] 1 provides an overview of the compositions of various commercially available dental materials. [Figure 7] 1 provides an overview of the compositions of various commercially available dental materials. DETAILED DESCRIPTION OF THE INVENTION
[0055] The dental products described herein have been found to have several advantageous properties.
[0056] It has been found that the use of a lubricant layer on the inner surface of the tubular section of the packaging device reduces friction between the dental material and the material of the packaging device, and therefore reduces the force required to dispense the dental material from the packaging device.
[0057] When the lubricant composition includes a (meth)acrylate monomer, i.e., a component that is typically compatible with the chemical composition of the dental material, the (meth)acrylate monomer can subsequently copolymerize with the dental material and therefore do not adversely affect the overall performance of the dental material after hardening.
[0058] This is advantageous compared to, for example, using silicone oil as a lubricant, which can adversely affect the adhesive properties of the dental material as well as other mechanical properties of the dental material during and after hardening.
[0059] Furthermore, it has been found that the force typically required to dispense dental material from a packaging device can be reduced, thereby alleviating the so-called "run-on problem."
[0060] Additionally, the dental products described herein are easy for the practitioner to handle, as the practitioner typically only needs to push the piston rod, which is a kind of "one-handed application," which is an advantage compared to screw tube packaging systems that require both hands during the extrusion process.
[0061] Thus, the dental material can be squeezed out of the packaging device more easily and quickly.
[0062] The packaging device is also easy to manufacture: only a few parts are required, such as a compartment, optionally a plunger for sealing, and optionally a nozzle for dispensing the dental material from the packaging device.
[0063] Furthermore, because the extrusion force is reduced, the wall thickness of the compartments of the packaging device can be reduced as well, without risking deformation of the packaging device during the extrusion process.
[0064] This is also beneficial from an environmental perspective as less material is required to manufacture the packaging device, which can also reduce manufacturing costs.
[0065] The present invention relates to dental products containing dental materials.
[0066] Dental materials are usually provided to practitioners under hygienic conditions. During storage, dental materials are typically packaged in suitable packaging devices.
[0067] The dental products of the present invention include a packaging device having a compartment, particularly a tubular compartment.
[0068] The compartment has a leading end and a trailing end, an inner surface and an outer surface, and an inner diameter.
[0069] The inner surface, front end, and rear end define a compartment volume of the packaging device that is available and accessible for storing dental materials.
[0070] On the interior surface of the compartment is a layer of a lubricant composition.
[0071] The compartment has a leading end and a trailing end, an interior surface, and an inner diameter.
[0072] The length of the compartment essentially defines the volume of the packaging device available to receive dental material to be stored within the packaging device.
[0073] The volume of the compartment is typically in the range of 0.1 ml to 100 ml, or 0.5 ml to 50 ml, or 1 ml to 30 ml.
[0074] The inner diameter of the compartment is typically in the range of 2 mm to 25 mm. The outer diameter of the compartment is typically in the range of 4 mm to 30 mm. Accordingly, the wall thickness of the compartment is typically in the range of 0.5 mm to 2 mm.
[0075] The ratio of length to inner diameter of the compartment is typically in the range of 25 / 1 to 3 / 1.
[0076] Such a ratio has been found to be useful as it provides a good balance between the diameter available for transmitting force to the dental material during the extrusion process and handling of the dental product by the practitioner.
[0077] Preferably, the compartment has a tubular shape.
[0078] Generally, the packaging device may have the shape of a syringe with a tubular hollow barrel having a front end and a rear end opposite the front end.
[0079] A piston may be inserted into the compartment, particularly at the rear end of the compartment, in sliding engagement with the inner surface of the compartment, i.e. the piston is movable within the compartment.
[0080] The piston also seals the rear end of the compartment and is for transmitting pressure to the dental material during the extrusion or dispensing process.
[0081] The packaging device may further comprise a nozzle at the front end of the compartment through which the dental material can be dispensed. The nozzle may be releasably engaged or attached to the compartment.
[0082] The compartment may comprise a tapered funnel at the front end, which may comprise a conical inner surface.
[0083] Examples of packaging devices that can be used are shown in Figures 1 to 3.
[0084] The packaging device used in the examples is shown in Figure 1. The packaging device includes a compartment for storing the dental material. A plunger with a tapered front end is partially inserted into the compartment. The length of the compartment is 55 mm. At the left end of the compartment, the device is equipped with a plate for better handling of the device during the dispensing process.
[0085] Compared to the packaging device shown in Figure 1, the packaging device shown in Figure 2 has a nozzle at the front end, which has a tapered shape.
[0086] FIG. 3 illustrates a further embodiment of a dental article as described herein.
[0087] In FIG. 3, (1) refers to the dental material stored in a compartment of the packaging device.
[0088] (2) refers to the lubricant composition located on the inner wall of the compartment of the packaging device.
[0089] (3) refers to the housing, especially the compartment, of the packaging device.
[0090] (4) refers to a plunger or piston that can be inserted into the compartment and used to dispense the dental product.
[0091] The dental material can be dispensed from the compartment by moving the piston (4) towards the front end of the packaging device. The piston can be moved manually or with the aid of an application device or implement designed to receive the dental product (e.g., an application device having the design of a caulking gun).
[0092] A layer of a lubricant composition is disposed on the inner surface of the compartment of the packaging device.
[0093] Typically, the thickness of the layer of the lubricant composition ranges from 1 μm to 500 μm, or from 2 μm to 300 μm.
[0094] If desired, the layer thickness can be determined microscopically by cutting the packaging device and examining the interface between the dental material and the interior wall of the compartment.
[0095] The lubricant composition comprises a monomer having an ethylenically unsaturated group, ML, and optionally a filler, FL.
[0096] The viscosity of the lubricant composition is typically measured at a temperature of 25°C and 10 s -1 At a shear rate of 1 Pa*s to 10,000 Pa*s, 10 Pa*s to 1,000 Pa*s, or 20 Pa*s to 800 Pa*s, the range is sometimes 1 Pa*s to 1,000 Pa*s or 20 Pa*s to 800 Pa*s. In some cases, the range of 10 Pa*s to 1,000 Pa*s or 20 Pa*s to 800 Pa*s is preferable.
[0097] Such a viscosity has been found to be useful as it facilitates coating of the inner surfaces of the compartments of the packaging device during manufacture.
[0098] The viscosity is low enough to allow for a uniform coating and high enough to reduce the risk of the lubricant composition dripping or running down the inner surface of the compartment of the packaging device.
[0099] Monomer ML typically has a molecular weight in the range of 130 g / mol to 1200 g / mol, or 130 g / mol to 1000 g / mol, or 130 g / mol to 800 g / mol, or 130 g / mol to 600 g / mol.
[0100] The lubricant composition comprises a (meth)acrylate monomer, ie, a component that can copolymerize with other polymerizable components typically present in dental materials.
[0101] Suitable polymerizable components can be characterized by the formula: A n BA m wherein A is an ethylenically unsaturated group such as a (meth)acrylic moiety; B is (i) a straight or branched C-C alkyl group optionally substituted with other functional groups (e.g., halides (including Cl, Br, I), OH, or mixtures thereof). 12 (ii) C-C optionally substituted with other functional groups (e.g., halide, OH, or mixtures thereof) 12 aryl, or (iii) organic groups having 4 to 20 carbon atoms bonded to each other by one or more ether, thioether, ester, thioester, thiocarbonyl, amide, urethane, carbonyl, and / or sulfonyl bonds; m, n are independently selected from 0, 1, 2, 3, 4, 5, or 6, provided that n+m is greater than 0, i.e., at least one A group is present.
[0102] Such polymerizable materials include methyl acrylate, methyl methacrylate, ethyl (meth)acrylate, isopropyl (meth)acrylate, n-hexyl (meth)acrylate, stearyl (meth)acrylate, allyl (meth)acrylate, glycerol di(meth)acrylate, and diurethane dimethacrylate called UDMA (a mixture of isomers, e.g., Roehm's), which is the reaction product of 2-hydroxyethyl methacrylate (HEMA) and 2,2,4-trimethyl-hexa-methylene diisocyanate (TMDI). Plex6661-0), glycerol tri(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, 1,3-propanediol diacrylate, 1,3-propanediol dimethacrylate, 1,6-hexanediol di(meth)acrylate, 1,10-decanediol di(meth)acrylate, 1,12-dodecanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, 1,2,4-butanetriol tri(meth)acrylate, 1,4-cyclohexanediol di(meth)acrylate Mono-, di-, or polyacrylates and methacrylates such as pentaerythritol tri(meth)acrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, sorbitol hexa(meth)acrylate, bis[1-(2-(meth)acryloxy)]-p-ethoxyphenyldimethylmethane, and trishydroxyethyl-isocyanurate trimethacrylate; bis-acrylates and bis-methacrylates of polyethylene glycols having molecular weights of 200 to 500; and vinyl compounds such as styrene, divinyl succinate, divinyl adipate, and divinyl phthalate. Mixtures of two or more of these free-radically polymerizable materials can be used if desired.
[0103] Monomers containing a hydroxyl moiety can also be added. Suitable compounds include 2-hydroxyethyl (meth)acrylate (HEMA), 2- or 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, dialkylene glycol mono(meth)acrylates such as diethylene glycol mono(meth)acrylate, triethylene glycol mono(meth)acrylate, tetraethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, dipropylene glycol mono(meth)acrylate, and polypropylene glycol mono(meth)acrylate. Particularly preferred are 1,2- or 1,3- and 2,3-dihydroxypropyl (meth)acrylate, 2-hydroxypropyl-1,3-di(meth)acrylate, 3-hydroxypropyl-1,2-di(meth)acrylate, N-(meth)acryloyl-1,2-dihydroxypropylamine, N-(meth)acryloyl-1,3-dihydroxypropylamine, adducts of phenol and glycidyl (meth)acrylate, such as 1-phenoxy-2-hydroxypropyl (meth)acrylate, 1-naphthoxy-2-hydroxypropyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 2,3-dihydroxypropyl (meth)acrylate. If desired, a mixture of one or more of these components can be used.
[0104] The lubricant composition typically comprises the monomer(s) ML in the following amounts: at least 5 or 10 or 20 wt. %; up to 100 wt. %, or 80 wt. %, or 65 wt. %; in the range of 5 wt. % to 100 wt. %, or 10 wt. % to 80 wt. %, or 20 wt. % to 65 wt. % based on the weight of the lubricant composition.
[0105] The lubricant composition may further comprise a filler. One or more fillers may be present.
[0106] The addition of fillers can be beneficial to adjust the rheological properties, such as viscosity.
[0107] The size of the filler particles must be such that a homogeneous mixture with the hardenable component of the lubricant composition can be obtained.
[0108] The average particle size of the filler is typically in the range of 0.4 nm to 10 μm.
[0109] If desired, particle size determination of the filler particles can be performed as described in the Examples section.
[0110] Useful fillers include fumed silica, fillers based on non-acid-reactive fluoroaluminosilicate glasses, quartz, ground glass, water-insoluble fluorides such as CaF2, silica gels such as silicic acid, especially pyrogenic silicic acid and its granules, zeolites including cristobalite, calcium silicate, zirconium silicate, and molecular sieves.
[0111] Suitable fumed silicas include, for example, Aerosil™ series OX-50, -130, -150, and -200, Aerosil™ R8200, R805 available from Evonik, CAB-O-SIL™ M5 available from Cabot Corp (Tuscola), and HDK types available from Wacker, such as products sold under the trade names HDK™-H2000, HDK™ H15, HDK™ H18, HDK™ H20, and HDK™ H30.
[0112] Filler(s) that can also be used include nano-sized fillers such as nano-sized silica or a mixture of nano-sized silica and zirconia particles. Suitable nano-sized particles typically have an average particle size in the range of 5 nm to 50 nm.
[0113] Preferred nanosized silicas are available from Nalco Chemical Co. (Naperville, Ill.) under the product name NALCO™ COLLOIDAL SILICAS (e.g., preferred silica particles can be obtained using NALCO™ products 1040, 1042, 1050, 1060, 2327, and 2329), from Nissan Chemical America Company, Houston, Texas (e.g., SNOWTEX-ZL, -OL, -O, -N, -C, -20L, -40, and -50); from Admatechs Co., Ltd., Japan (e.g., SX009-MIE, SX009-MIF, SC1050-MJM, and SC1050-MLV); and from Grace Chemicals, Inc., Houston, Texas (e.g., SX009-MIF, SC1050-MJM, and SC1050-MLV). GmbH & Co. KG, Worms, Germany (e.g., those available under the product name LUDOX™, such as P-W50, P-W30, P-X30, P-T40, and P-T40AS); Akzo Nobel Chemicals GmbH, Leverkusen, Germany (e.g., those available under the product name LEVASIL™, such as 50 / 50%, 100 / 45%, 200 / 30%, 200A / 30%, 200 / 40%, 200A / 40%, 300 / 30%, and 500 / 15%); and Bayer MaterialScience AG, Leverkusen, Germany (e.g., those available under the product name DISPERCOLL™ S, such as 5005, 4510, 4020, and 3030).
[0114] Fillers that can also be used include prepolymerized fillers, which are typically prepared by mixing an inorganic filler with an organic polymerizable resin and curing the mixture.
[0115] If desired, the filler can be surface-treated. Useful surface treatment agents include silanes. Silane surface treatment agents often contain polymerizable moieties, particularly (meth)acrylate moieties. Surface treatments can facilitate easier dispersion of nano-sized filler particles in the monomer matrix and prevent the filler from settling out of the formulation during storage.
[0116] The lubricant composition may comprise fillers in the following amounts, based on the weight of the lubricant composition: at least 0, or 1, or 5% by weight; up to 65, or 50, or 40% by weight; in the range of 0 to 65, or 1 to 50, or 5 to 40% by weight.
[0117] The lubricant composition may further comprise an initiator. One or more initiators may be present.
[0118] Suitable initiators that may be present include photoinitiator systems and redox initiator systems.
[0119] Suitable photoinitiator systems often contain a sensitizer that includes an alpha-alpha diketo moiety, an anthraquinone moiety, a thioxanthone moiety, or a benzoin moiety. Sensitizers that contain an alpha-alpha diketo moiety are often preferred.
[0120] A typical photoinitiator system includes a combination of a sensitizer and a reducing agent or donor component, which is often referred to as a photoinitiator system.
[0121] The sensitizer is preferably one that can polymerize the polymerizable monomer(s) by the action of visible light having a wavelength of 390 nm to 830 nm.
[0122] Examples of sensitizers include camphorquinone, benzil, diacetyl, benzil dimethyl ketal, benzil diethyl ketal, benzil di(2-methoxyethyl) ketal, 4,4,'-dimethylbenzyl dimethyl ketal, anthraquinone, 1-chloroanthraquinone, 2-chloroanthraquinone, 1,2-benzanthraquinone, 1-hydroxyanthraquinone, 1-methylanthraquinone, 2-ethylanthraquinone, 1-bromoanthraquinone, thioxanthone, 2-isopropylthioxanthone, and 2-nitrothioxanthone. thioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chloro-7-trifluoromethylthioxanthone, thioxanthone-10,10-dioxide, thioxanthone-10-oxide, benzoin methyl ether, benzoin ethyl ether, isopropyl ether, benzoin isobutyl ether, benzophenone, bis(4-dimethylamino-phenyl)ketone, and 4,4,'-bisdiethylaminobenzophenone.
[0123] Alternatively, free radical initiators include the classes of acylphosphine oxides and bisacylphosphine oxides.
[0124] As the reducing agent or donor component, a tertiary amine is generally used. Suitable examples of the tertiary amine include N,N-dimethyl-p-toluidine, N,N-dimethylaminoethyl methacrylate, triethanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, methyldiphenylamine, and isoamyl 4-dimethylaminobenzoate.
[0125] When a redox initiator system is present, the packaging device typically has two separate compartments for storing the dental material, which is then divided into one portion containing the oxidizing agent and one portion containing the reducing agent of the redox initiator system.
[0126] As an oxidizing agent, typically a peroxy component such as a peroxide can be used.
[0127] Additionally, persulfate components, particularly water-soluble persulfate components, can be used.
[0128] Organic peroxides that can be used include di-peroxides and hydroperoxides.
[0129] According to one embodiment, the organic peroxide is a di-peroxide, preferably comprising the moiety R1-OO-R2-OO-R3, where R1 and R3 are selected from the group consisting of H, alkyl (e.g., C1-C6), branched alkyl (e.g., C1-C6), cycloalkyl (e.g., C5-C 10 ), alkylaryl (e.g., C7-C 12 ) or aryl (e.g., C6-C 10 ) and R2 is selected from alkyl (e.g., (C1-C6) or branched alkyl (e.g., C1-C6).
[0130] Examples of suitable organic di-peroxides include 2,2-di-(tert-butylperoxy)-butane and 2,5-dimethyl-2,5-di-(tert-butylperoxy)-hexane and mixtures thereof.
[0131] The organic peroxide may be a hydroperoxide, particularly a hydroperoxide containing the following structural moiety: ROOH In the formula, R is (for example, C1 to C 20 ) alkyl, (e.g., C3-C 20 ) branched alkyl, (e.g., C6-C 12 ) cycloalkyl, (e.g., C7-C 20 ), alkylaryl (e.g., C6-C 12 ) or aryl (e.g., C6-C 12 )
[0132] Examples of suitable organic hydroperoxides include t-butyl hydroperoxide, t-amyl hydroperoxide, p-diisopropylbenzene hydroperoxide, cumene hydroperoxide, pinane hydroperoxide, p-methane hydroperoxide, and 1,1,3,3-tetramethylbutyl hydroperoxide, and mixtures thereof.
[0133] Examples of reducing agents include barbituric or thiobarbituric acid moieties, particularly their respective salts.
[0134] Examples of suitable barbituric or thiobarbituric acid components include barbituric acid, thiobarbituric acid, 1,3,5-trimethylbarbituric acid, 1-phenyl-5-benzylbarbituric acid, 1-benzyl-5-phenylbarbituric acid, 1,3-dimethylbarbituric acid, 1,3-dimethyl-5-phenylbarbituric acid, 1-cyclohexyl-5-ethylbarbituric acid, 5-laurylbarbituric acid, 5-butylbarbituric acid, 5-allylbarbituric acid, 5-phenylthiobarbituric acid, 1,3-dimethylthiobarbituric acid, trichlorobarbituric acid, 5-nitrobarbituric acid, 5-aminobarbituric acid, and 5-hydroxybarbituric acid.
[0135] Other reducing agents that can be used include aromatic sulfinates or thiourea moieties.
[0136] Suitable sulfinic acid components include benzenesulfinic acid, sodium benzenesulfinate, sodium benzenesulfinate dihydrate, sodium toluenesulfinate, formamidinesulfinic acid, the sodium salt of hydroxymethanesulfinic acid, the sodium salt of 2,5-dichlorobenzenesulfinic acid, and 3-acetamido-4-methoxybenzenesulfinic acid, with sodium toluenesulfinate or sodium benzenesulfinate and their hydrates being preferred in some cases.
[0137] In addition to these components, an activator and / or a transition metal component may be present in the redox initiator system.
[0138] Suitable activators include tertiary aromatic amines, such as N,N-bis-(hydroxyalkyl)-3,5-xylidine (e.g., as described in U.S. Pat. No. 3,541,068) and N,N-bis-(hydroxyalkyl)-3,5-di-t-butylaniline, particularly N,N-bis-(β-oxybutyl)-3,5-di-t-butylaniline and N,N-bis-(hydroxyalkyl)-3,4,5-trimethylaniline.
[0139] Suitable transition metal components include organic and / or inorganic salts of vanadium, chromium, manganese, iron, cobalt, nickel, and / or copper, with copper, iron, and vanadium being preferred.
[0140] The lubricant composition may comprise the initiator in the following amounts: at least 0 or 0.05 or 0.1 wt. %; up to 6 wt. %, or 4 wt. %, or 2 wt. %; in the ranges of 0 wt. % to 6 wt. %, or 0.05 wt. % to 4 wt. %, or 0.1 wt. % to 2 wt. %, based on the weight of the lubricant composition.
[0141] The dental products described herein also include dental materials. The dental materials are placed in a compartment of the packaging device. The dental materials are in contact with the lubricant composition. That is, the lubricant composition serves as an interface between the inner surface of the compartment and the dental materials stored therein.
[0142] The lubricating layer surrounds the dental material in areas where the dental material would otherwise be in direct contact with the interior surface of the compartment of the packaging device.
[0143] Dental materials differ from lubricant compositions with respect to their chemical composition.
[0144] Dental materials typically contain one or more monomers MC having ethylenically unsaturated groups.
[0145] Monomer MC may be the same as or different from monomer ML.
[0146] If they are the same, they are used in different amounts.
[0147] The dental material typically comprises the monomer(s) MC in the following amounts, relative to the weight of the lubricant composition: at least 5 or 10 or 20% by weight; up to 80% by weight, or 70% by weight, or 60% by weight; in the range of 5% to 80% by weight, or 10% to 70% by weight, or 20% to 60% by weight.
[0148] The dental material further comprises a filler FC.
[0149] Filler FC may be the same as or different from filler FL that may be present in the lubricant composition.
[0150] The filler FC is typically present in the following amounts relative to the weight of the dental material: at least 20, 30, or 40% by weight; up to 85% by weight, or 70% by weight, or 65% by weight; in the ranges of 20% to 85% by weight, or 30% to 70% by weight, or 40% to 65% by weight.
[0151] The dental material may further include an initiator.
[0152] The initiator may be the same as or different from any initiator that may be present in the lubricant composition.
[0153] Dental products include: providing a packaging device comprising a compartment having a leading end and a trailing end, an interior surface, an inner diameter, a dental material, and a lubricant composition; applying a layer of a lubricant composition to the interior surface of the compartment; and filling the compartment to which the layer of lubricant composition has been applied with a dental material.
[0154] The lubricant composition can be applied by spraying or coating with a suitable coating device, such as a sponge impregnated with the lubricant composition.
[0155] The present invention also relates to a process for dispensing dental materials from a dental product packaging device.
[0156] The process for distributing comprises the following steps: applying an extrusion force to the dental material located at the rear end of a compartment of the packaging device; The extrusion force is in the range of 0.1N to 100N, or in the range of 10N to 60N.
[0157] The force applied is typically within the range that can be provided by a physician without great effort and without the need to use additional instruments or specific packaging devices such as threaded tubes.
[0158] The present invention also relates to a kit of parts.
[0159] The kit of parts includes a dental product described herein, an application instrument for dispensing the dental material from the packaging device, and optionally one or more of the following items: a dental adhesive, a dental primer, a dental cement, a dental curing light, and instructions for use.
[0160] A suitable application tool includes at least a handpiece and a rod, and optionally a lever and gears.
[0161] Dental adhesives are typically acidic dental compositions with fairly low viscosities (e.g., 0.01 Pa*s to 3 Pa*s at 25°C). Dental adhesives interact directly with tooth enamel or dentin surfaces. Dental adhesives are typically one-part compositions, are radiation-curable, and include ethylenically unsaturated component(s) with acidic moieties, ethylenically unsaturated component(s) without acidic moieties, water, sensitizer(s), reducing agent(s), and additive(s).
[0162] Examples of dental adhesives are described in U.S. Patent Application Publication Nos. 2020 / 0069532(A1) (Thalacker et al.) and 2017 / 0065495(A1) (Eckert et al.). Dental adhesives are also commercially available (e.g., 3M™ Scotchbond™ Universal (3M Oral Care)).
[0163] Suitable dental primers are described in U.S. Patent No. 6,126,922 (Rozzi et al.) and WO 00 / 69393(A1) (3M). Dental primers are also commercially available (e.g., 3M™ Transbond™ XT Primer (3M Oral Care)).
[0164] Dental cements that can be added to the kit include, among others, self-adhesive resin cements that contain an acidic polymerizable component (e.g., a (meth)acrylate component with a phosphoric acid or carboxylic acid moiety), a polymerizable component without an acidic moiety, an initiator system, and a filler.
[0165] Suitable dental cements are also commercially available, for example RelyX™ Unicem 2, RelyX™ Universal or RelyX™ Luting Plus (3M Oral Care).
[0166] Suitable dental curing lights are described in U.S. Patent No. 10,758,126 (B2) (Geldmacher et al.) or U.S. Patent No. 10,231,810 (B2) (Gramann et al.). Dental curing lights are also commercially available (e.g., 3M™ Elipar™ S10 or 3M™ Elipar™ DeepCure S LED curing light (3M Oral Care)).
[0167] The instructions for use describe how the dental product should be used in daily practice, outlining, for example, the application process and curing conditions.
[0168] The present invention also relates to the use of a lubricant composition to reduce the extrusion force required to dispense a dental material from a packaging device containing a compartment, wherein the lubricant composition, dental material, and packaging device are as described herein.
[0169] Particular embodiments of the dental products described herein include the following:
[0170] Embodiment 1 1. A dental product comprising: a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed in the compartment between the leading end and the trailing end, The lubricant composition comprises a monomer ML having an ethylenically unsaturated group; and a filler FL in an amount of 0 wt.% to 65 wt.% based on the weight of the lubricant composition; Dental materials a monomer MC having an ethylenically unsaturated group, which is different from the monomer ML; A dental product comprising a filler FC in an amount of 65% to 85% by weight based on the weight of the dental material.
[0171] Embodiment 2 1. A dental product comprising: a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed in the compartment between the leading end and the trailing end, The lubricant composition comprises a monomer ML having an ethylenically unsaturated group; and a filler FL in an amount of 0 wt.% to 65 wt.% based on the weight of the lubricant composition; Temperature 25°C and 10 s -1 and a viscosity in the range of 1 Pa*s to 10,000 Pa*s at a shear rate of Dental materials are a monomer MC having an ethylenically unsaturated group, which is different from the monomer ML; A dental product comprising a filler FC in an amount of 65% to 85% by weight based on the weight of the dental material.
[0172] Embodiment 3 1. A dental product comprising: a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed in the compartment between the leading end and the trailing end, The lubricant composition comprises a monomer ML having an ethylenically unsaturated group; and a filler FL in an amount of 10 wt.% to 65 wt.% based on the weight of the lubricant composition; 25℃ temperature and 10s -1 and a viscosity in the range of 10 Pa*s to 1,000 Pa*s at a shear rate of Dental materials are a monomer MC having an ethylenically unsaturated group, which is different from the monomer ML; a filler FC in an amount of 65% to 85% by weight relative to the weight of the dental material; a compartment of the packaging device; It has a volume ranging from 1 ml to 100 ml, A dental product, wherein the ratio of length to inner diameter of the compartment is within the range of 25 / 1 to 3 / 1.
[0173] The lubricant compositions described herein typically do not include the following components, either alone or in combination: a) silicone oil in an amount greater than 0.5 or 0.2 or 0.1% by weight; b) A composition comprising an acidic polymerizable component in an amount greater than 1 or 0.5 or 0.2 wt. %.
[0174] Thus, the above-mentioned ingredients are typically not added completely and are essentially completely absent.
[0175] The complete disclosures of the patents, patent documents, and publications cited herein are incorporated by reference in their entirety, as if each were individually incorporated. Various modifications and variations to the present invention will be apparent to those skilled in the art without departing from the scope and spirit of the invention. The above specification, examples, and data provide a description of the manufacture and use of the compositions and methods of the present invention. The present invention is not limited to the embodiments disclosed herein. Those skilled in the art will recognize that many alternative embodiments of the present invention can be made without departing from the spirit and scope of the present invention.
[0176] The following examples are presented to illustrate the present invention. [Example]
[0177] Unless otherwise specified, all parts and percentages are by weight, all water is deionized water, and all molecular weights are weight average molecular weight (Mw). Furthermore, unless otherwise specified, all experiments were conducted at ambient conditions (23°C).
[0178] method Viscosity (suitable for materials with a viscosity up to 100,000 Pa*s) If desired, viscosity can be measured using a Physica MCR301 (Anton Paar Germany GmbH, Ostfildern-Scharnhausen). The flowable composite and monomer can be measured at 25.0°C using a 15 mm plate / plate system and a 0.2 mm gap at a shear rate of 10 / s.
[0179] pH value If desired, the pH value of a composition can be determined as follows: Prepare pH sensitive paper (Carl Roth™). Moisten a stripe of the pH sensitive paper. Place a small amount of the composition to be tested on the moistened pH sensitive paper. After 5 seconds, determine the color change of the pH sensitive paper.
[0180] Molecular weight (Mw) If desired, the average molecular weight Mw can be determined by HPLC (e.g., Perkin Elmer Series 200 equipped with a UV / VIS detector Shimadzu SPD 20 AV) using a suitable solvent or mixture of solvents. The resulting HPLC chromatogram contains distinct peaks of chemically similar compounds. From the areas of the distinct peaks (area %), the mass % of each species can be calculated, taking into account the molecular weight of each species.
[0181] Particle size distribution (suitable for non-nano-sized particles) If desired, particle size distribution can be determined by light scattering, for example, using a Horiba (Horiba, Ltd., Japan) device. Light scattering particle size analyzers illuminate a sample with a laser and analyze the intensity fluctuations of the light scattered from the particles at an angle of 173 degrees. To calculate particle size, the instrument can use the method of Photon Correlation Spectroscopy (PCS). PCS uses the fluctuating light intensity to measure the Brownian motion of particles in a liquid. The particle size is then calculated as the diameter of a sphere moving at the measured velocity.
[0182] The intensity of light scattered by a particle is proportional to the sixth power of the particle size. The Z-average size or cumulant mean is an average calculated from the intensity distribution, the calculation being based on the assumption that the particles are unimodal, monodisperse, and spherical. Related functions calculated from the fluctuating light intensity are the intensity distribution and its mean. The mean of the intensity distribution is calculated based on the assumption that the particles are spherical. Both the Z-average size and the intensity distribution mean are more sensitive to larger particles than to smaller particles.
[0183] The volume distribution indicates the percentage of the total volume of particles that corresponds to particles within a given size range. The volume average size is the size of particles that corresponds to the mean of the volume distribution. Because the volume of a particle is proportional to the cube of its diameter, this distribution is less sensitive to larger particles than the Z-average size. Therefore, the volume average is typically smaller than the Z-average size. Within the scope of this document, the Z-average size will be referred to as the "average particle size."
[0184] Particle size distribution (suitable for non-nano-sized particles) The measurement of the size of the nanoparticles is preferably based on TEM (Transmission Electron Microscopy) methods, by which the population is analyzed and the average particle size is obtained. A preferred method of particle size measurement can be described as follows: Approximately 80 nm thick samples are placed on 200 mesh copper grids (SPI Supplies, a division of Structure Probe, Inc., West Chester, PA) with carbon-stabilized Formvar substrates. Transmission electron micrographs (TEM) are taken at 200 KV using a JEOL200CX (JEOL Ltd., Akishima, Japan; sold by JEOL USA, Inc.). Population sizes of approximately 50-100 particles can be measured, and the average diameter determined.
[0185] Extrusion force The push-out force was measured on a universal testing machine from ZwickRoell: Zwick 010, Load cell Xforce K, nominal force 10 kN, test speed 0.25 mm / s.
[0186] The sample to be tested (the packaging device with the lubricant composition and dental material) was placed vertically in the sample holder of the universal testing machine with the front outlet facing downwards. A bolt attached to the load cell of the testing machine was applied to the top of the syringe plunger to extrude the composite from the syringe at ambient conditions (23°C). The applied force was recorded during this process.
[0187] material
[0188] [Table 1]
[0189] The ingredients contained in 3M™ Filtek™ Universal are listed in Section 3 of the material data sheet (Figure 4). The ingredients contained in 3M™ Filtek™ Supreme Flow are listed in Section 3 of the material data sheet (Figure 5). The ingredients contained in 3M™ Filtek™ Bulk Fill Flow are listed in Section 3 of the material data sheet (Figure 6). The ingredients contained in GC G-aenial™ Universal Injectable are listed in Section 3 of the material data sheet (Figure 7).
[0190] Test Setup The tubular packaging device used in the test is shown in FIG.
[0191] The dimensions of the packaging device were as follows: length (L): 5.5 cm; inner diameter (ID): 6.4 mm; outer diameter (OD): 7.7 mm. The packaging device was made of polypropylene.
[0192] The inner surface of the tubular packaging device was coated with the lubricating composition using a cotton swab. Approximately 0.10 g of material was used. The thickness of the coating layer ranged from 1 μm to 200 μm.
[0193] The dental composite material 3M FU was then filled into the packaging device by extruding it from its original threaded cartridge (syringe) into the rear end of the new packaging under the use of a universal testing machine (Zwick 010, Roell).
[0194] The packaging device was sealed with a plunger and stored at room temperature for 1 day, after which the extrusion force (F max ) were measured and analyzed (Table 2).
[0195] [Table 2]
[0196] As can be seen from the results shown in Table 2, the extrusion force required to squeeze out a dental material contained in a packaging device with the lubricant composition according to the present invention applied to the inner surface is reduced compared to when no lubricant composition is applied, and this was also confirmed when the dental material was stored at 50°C for 14 days to simulate harsh storage conditions.
[0197] The lubricant composition includes ingredients and optionally filler materials typically present in dental materials so that the ingredients or lubricant composition do not adversely affect the performance of the dental material stored in the packaging device. Examples of embodiments of the present invention are listed in the following items [Aspect 1] to [Aspect 15]. [Aspect 1] 1. A dental product comprising: a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed within the compartment between the leading end and the trailing end, the lubricant composition comprises a monomer ML having an ethylenically unsaturated group, preferably a (meth)acrylate group, and a filler FL in an amount of 0 wt. % to 65 wt. % based on the weight of the lubricant composition; A dental product wherein said dental material differs from said lubricant composition in terms of its chemical composition. [Aspect 2] The dental material comprises: a monomer MC having an ethylenically unsaturated group; 2. The dental product of embodiment 1, comprising: a filler FC in an amount of 65% to 85% by weight relative to the weight of the dental material. [Aspect 3] The lubricant composition is heated at a temperature of 25° C. and heated for 10 seconds. -1 3. The dental product of any one of aspects 1-2, having a viscosity in the range of 1 Pa*s to 10,000 Pa*s at a shear rate of 10,000 Pa*s. [Aspect 4] 4. The dental product of any one of aspects 1 to 3, wherein the monomer ML has a molecular weight Mw in the range of 130 g / mol to 1,200 g / mol. [Aspect 5] The monomer ML is characterized by the formula: A n BA m wherein A is an ethylenically unsaturated group; B is (i) a linear or branched C optionally substituted with a functional group selected from Cl, Br, I, and OH; 1 ~C 12 alkyl, (ii) C optionally substituted with a functional group selected from Cl, Br, I, and OH; 6 ~C12 aryl, or (iii) organic groups having 4 to 20 carbon atoms bonded together by one or more ether, thioether, ester, thioester, thiocarbonyl, amide, urethane, carbonyl, and / or sulfonyl bonds; m and n are independently selected from 0, 1, 2, 3, 4, 5, or 6; 5. The dental product according to any one of aspects 1 to 4, wherein n+m is greater than 0. [Aspect 6] The dental product of any one of aspects 1 to 5, wherein monomer MC is different from monomer ML. [Aspect 7] The dental product of any one of the preceding aspects, wherein filler FL and filler FC are the same or different and comprise a nanosized filler. [Aspect 8] 8. The dental product of any one of the preceding aspects, wherein the lubricant composition and the dental material further comprise an initiator system. [Aspect 9] The lubricant composition comprises the following components: Silicone oil in an amount greater than 0.5% by weight; 9. The dental product of any one of the preceding aspects, wherein the dental product does not comprise more than 1 wt. % of an acidic polymerizable component, either alone or in combination. [Aspect 10] The packaging device comprises: a nozzle at the front end of the compartment; a movable piston disposed within the compartment. [Aspect 11] The packaging device has the following characteristics: The compartment has a volume of 0.1 ml to 100 ml; 11. The dental product of any one of the preceding aspects, wherein the ratio of length to inner diameter of the compartment is in the range of 25 / 1 to 3 / 1, alone or in combination. [Aspect 12] A process for producing a dental product, in particular a dental product according to any one of aspects 1 to 11, said process comprising: providing a packaging device comprising a compartment having a leading end and a trailing end, an interior surface, an inner diameter, a dental material, and a lubricant composition; applying a layer of a lubricant composition to the interior surface of the compartment; and filling the compartment to which the layer of lubricant composition has been applied with the dental material. [Aspect 13] A process for dispensing the dental material from the dental product of any one of aspects 1 to 11 or a product obtainable by the process of aspect 12, wherein the process for dispensing comprises applying a force to the dental material located at the rear end of the compartment of the packaging device, the force being in the range of 5 N to 60 N. [Aspect 14] A kit of parts, comprising: A dental product according to any one of aspects 1 to 11; an application tool for dispensing the dental material from the packaging device; Optionally, the kit includes one or more of a dental adhesive, a dental primer, a dental cement, a dental curing light, and instructions for use. [Aspect 15] 12. Use of a lubricant composition for reducing the extrusion force required to dispense a dental material from a packaging device comprising a compartment, wherein the lubricant composition, the dental material, and the packaging device are as defined in any one of aspects 1 to 11.
Claims
1. 1. A dental product comprising: a packaging device including a compartment having a front end and a rear end, an interior surface, and an inner diameter; a layer of a lubricant composition on the interior surface of the compartment; a dental material disposed within the compartment between the leading end and the trailing end, the lubricant composition comprises a monomer ML having a (meth)acrylate group and a filler FL in an amount of 0 wt % to 65 wt %, based on the weight of the lubricant composition; The dental material differs from the lubricant composition in terms of its chemical composition, The dental material comprises: a monomer MC having an ethylenically unsaturated group; and a filler FC in an amount of 65% to 85% by weight relative to the weight of the dental material; A dental product wherein the monomer MC may be the same as or different from the monomer ML, and when the monomer MC and the monomer ML are the same, they are used in different amounts.
2. The lubricant composition is heated at a temperature of 25° C. and -1 10. The dental product of claim 1, having a viscosity in the range of 1 Pa*s to 10,000 Pa*s at a shear rate of 10,000 Pa*s.
3. 2. The dental product of claim 1, wherein the molecular weight Mw of the monomer ML ranges from 130 g / mol to 1,200 g / mol.
4. The monomer ML is characterized by the following formula: A n BA m wherein A is an ethylenically unsaturated group; B is (i) a linear or branched C optionally substituted with a functional group selected from Cl, Br, I, and OH; 1 ~C 12 alkyl, (ii) C optionally substituted with a functional group selected from Cl, Br, I, and OH; 6 ~C 12 aryl, or (iii) organic groups having 4 to 20 carbon atoms bonded together by one or more ether, thioether, ester, thioester, thiocarbonyl, amide, urethane, carbonyl, and / or sulfonyl bonds; m and n are independently selected from 0, 1, 2, 3, 4, 5, or 6; 10. The dental product of claim 1, wherein n+m is greater than 0.
Citation Information
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