Resin composition for forming device for dental restoration

By using a resin composition with a specific composition, the problem of insufficient fit between the dental restoration and the teeth is solved, high-precision tooth restoration is achieved, the process is simplified, and the integrity of the restoration and easy demoulding are ensured.

CN116023596BActive Publication Date: 2025-09-26BENQ MATERIALS CORP
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Patent Information

Application Number
CN202111249796.0
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2021-10-26
Publication Date
2025-09-26
Estimated Expiration
2041-10-26

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Abstract

The present application relates to a resin composition for a molding device for tooth restoration. The resin composition comprises 10 to 50 parts by weight of a polyurethane acrylate oligomer having a functionality of no more than 4, 20 to 40 parts by weight of an acrylate monomer containing a morpholine group, 10 to 40 parts by weight of a polymerizable acrylate monomer composition, and 0.5 to 5 parts by weight of a photoinitiator, wherein the polymerizable acrylate monomer composition comprises 40 to 60 parts by weight of an alicyclic acrylate monomer and 40 to 60 parts by weight of an aliphatic acrylate monomer having an ether bond. The resin composition has a Shore hardness of no less than 70D and a bending strain of no less than 0.15 after curing. When applied to a molding device for tooth restoration, the resin composition can have high shape and dimensional accuracy, and can be easily demolded and completely removed without breaking after the tooth restoration is completed.
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Description

Technical Field

[0001] The present disclosure relates to a resin composition that can be used for forming a dental restoration device. Background Art

[0002] In dentistry, dental restorations are often used to repair teeth damaged by mild to moderate caries, fractures from accidents, or excessive wear. They are typically made of porcelain and composite resins and are durable. However, prior art requires the removal of approximately 0.3mm to 0.5mm of tooth enamel, taking a tooth impression to create a mold, and then fabricating the restoration based on the mold. Once the restoration is complete and bonded to the tooth, the fit must be confirmed, fully bonded, and any excess adhesive removed. Finally, the restoration is polished, resulting in a complex process.

[0003] In traditional restorations, if the restoration doesn't fit the tooth well enough, it can lead to poor appearance and other periodontal problems. Furthermore, removing the enamel that protects the tooth's outer layer can negatively impact the tooth itself.

[0004] Therefore, a new method for dental restoration has been proposed that reduces enamel removal, improves the fit between the tooth and the restoration, and is simple to perform. This involves manufacturing a dental restoration molding device with high shape and dimensional accuracy based on the desired appearance of the tooth to be repaired. During the restoration, the molding device, pre-coated with dental resin, is pressed against the root of the tooth to be repaired along the tooth edge, completely covering the tooth with the resin. UV light is then applied to cure the resin. After curing is complete, the dental restoration molding device is removed from the mold, leaving the restoration directly on the tooth surface.

[0005] Therefore, there is a need for a resin composition for a molded device for dental restoration, which can provide the molded device with high shape and dimensional accuracy, and can be easily demoulded and completely removed without breaking after the dental restoration is completed. Summary of the Invention

[0006] The present disclosure provides a resin composition for forming devices for dental restorations. The resin composition comprises a polyurethane acrylate oligomer having a functionality of no greater than 4, a morpholine-containing acrylate monomer, a polymerizable acrylate monomer composition, and a photoinitiator. The cured resin composition exhibits a Shore hardness of no less than 70D and a bending strain of no less than 0.15. When used in a dental restoration forming device, the device exhibits high shape and dimensional accuracy, is easily demolded, and can be completely removed without breaking after the dental restoration is completed.

[0007] The present disclosure provides a resin composition for forming a dental restoration device. The resin composition comprises 10 to 50 parts by weight of a polyurethane acrylate oligomer having a functionality of no greater than 4, 20 to 40 parts by weight of a morpholine-containing acrylate monomer, 10 to 40 parts by weight of a polymerizable acrylate monomer composition, and 0.5 to 5 parts by weight of a photoinitiator. The polymerizable acrylate monomer composition comprises 40 to 60 parts by weight of an alicyclic acrylate monomer and 40 to 60 parts by weight of an aliphatic acrylate monomer having an ether bond. The cured resin composition exhibits a Shore hardness of no less than 70D and a flexural strain of no less than 0.15.

[0008] In the resin composition for a molding device for tooth restoration disclosed herein, the tensile strength of the resin composition after curing is not less than 25 MPa.

[0009] In the resin composition for forming a tooth restoration disclosed herein, the elongation at break of the polyurethane acrylate oligomer after curing is not less than 30%.

[0010] In the resin composition for forming a dental restoration device disclosed herein, the functionality of the polyurethane acrylate oligomer is 2 or 3.

[0011] In the resin composition for a molding device for tooth restoration disclosed herein, the morpholine-containing acrylate monomer is acryloylmorpholine.

[0012] In the resin composition for forming a dental restoration device disclosed herein, the functionality of the alicyclic acrylate monomer is 1 or 2.

[0013] In the resin composition for a molding device for dental restoration disclosed herein, the alicyclic acrylate monomer is one selected from the group consisting of isobornyl acrylate, cyclohexyl acrylate, tricyclodecane dimethanol diacrylate, and 1,3-adamantanediol diacrylate, or a combination thereof.

[0014] In the resin composition for a molding device for tooth restoration disclosed herein, the glass transition temperature of the aliphatic acrylate monomer having an ether bond is not less than 40°C.

[0015] In the resin composition for a molding device for dental restoration disclosed herein, the aliphatic acrylate monomer having an ether bond is one selected from the group consisting of diethylene glycol diacrylate, tripropylene glycol diacrylate, 1,6-hexanediol diacrylate, and 1,9-nonanediol diacrylate, or a combination thereof.

[0016] In the resin composition for a molding device for tooth restoration disclosed herein, the photoinitiator is at least one selected from the group consisting of acetophenone photoinitiators, diphenyl ketone photoinitiators, propiophenone photoinitiators, dibenzoyl photoinitiators, bifunctional α-hydroxyketone photoinitiators, and acylphosphine oxide photoinitiators, or a combination thereof.

[0017] In the resin composition for forming a dental restoration device disclosed herein, the weight ratio of the polyurethane acrylate oligomer and the total weight of the morpholine group-containing acrylate monomer and the polymerizable acrylate monomer composition in the resin composition is between 0.2 and 0.7.

[0018] In the resin composition for a molding device for tooth restoration disclosed herein, the resin composition further comprises 0.01 to 5 parts by weight of a filler.

[0019] The above summary is intended to provide a simplified summary of the present disclosure to provide readers with a basic understanding of the present disclosure. This summary is not a complete overview of the present disclosure and is not intended to identify important or critical elements of the present disclosure or to define the scope of the present disclosure. After reading the detailed description below, those skilled in the art will readily understand the basic spirit of the present disclosure and the technical means and implementations employed. DETAILED DESCRIPTION

[0020] To provide a more complete and comprehensive disclosure, the following provides illustrative descriptions of various embodiments and implementations of the present disclosure. However, these descriptions are not intended to be the only way to implement or utilize the disclosed embodiments. The following embodiments may be combined or substituted with one another where beneficial, and other embodiments may be added to one embodiment without further description or explanation.

[0021] The advantages, features, and technical methods achieved by the present disclosure will be described in more detail with reference to exemplary embodiments so as to be more easily understood. The present disclosure may be implemented in different forms and should not be understood as being limited to the embodiments set forth herein. On the contrary, for those having ordinary knowledge in the relevant technical field, the provided embodiments will make the present disclosure more thorough and comprehensive and fully convey the scope of the present disclosure, and the present disclosure will be defined only by the scope of the appended patent applications.

[0022] Unless otherwise defined, all terms (including technical and scientific terms) and technical nouns used herein have essentially the same meaning as commonly understood by technical personnel in the field to which this disclosure belongs. For example, those terms defined in commonly used dictionaries should be understood to have meanings consistent with the content of the relevant field, and will not be understood in an overly idealized or overly formal sense unless explicitly defined herein.

[0023] The present disclosure discloses a resin composition for forming a dental restoration device. The composition comprises a polyurethane acrylate oligomer having a functionality of no greater than 4, a morpholine-containing acrylate monomer, a polymerizable acrylate monomer composition, and a photoinitiator. The polymerizable acrylate monomer composition comprises 40 to 60 parts by weight of an alicyclic acrylate monomer and 40 to 60 parts by weight of an aliphatic acrylate monomer having an ether bond. The cured resin composition exhibits a Shore hardness of no less than 70D and a flexural strain of no less than 0.15.

[0024] In the resin composition for forming devices for dental restorations disclosed herein, the polyurethane acrylate oligomer with a functionality of no more than 4 can be bonded to form a high-toughness IPN (Interpenetrating Polymer Network) main network structure after the resin composition is cured. The alicyclic monomer and the aliphatic monomer with ether bonds contained in the polymerizable acrylate monomer composition are further cross-linked and interpenetrated in the main network to enhance the cohesive strength and reduce the curing shrinkage. In addition, the morpholine-containing acrylate monomer has active hydrogen and can reduce the competitive consumption of free radicals by atmospheric oxygen during photocuring, which causes poor surface reactivity of the resin composition and avoids the problem of possible adhesion to enamel. Therefore, when the resin composition disclosed herein is used in a forming device for dental restoration, it can have high shape and dimensional accuracy, and can be easily demolded and completely removed without breaking after the dental restoration is completed.

[0025] In the resin composition for a molding device for a dental restoration disclosed herein, the tensile strength of the resin composition after curing is not less than 25 MPa.

[0026] The polyurethane acrylate oligomer that can be used in the present disclosure is an oligomer formed by polymerizing one or more polyols, one or more hydroxyl-containing acrylates, and polyisocyanates. In one embodiment of the present disclosure, the molecular weight of the polyurethane acrylate oligomer can be between 2,000 and 12,000.

[0027] In one embodiment of the present disclosure, the glass transition temperature of the polyurethane acrylate oligomer is between 5°C and 50°C, and preferably between 10°C and 35°C.

[0028] In the resin composition for forming a dental restoration disclosed herein, the polyurethane acrylate oligomer has an elongation at break of not less than 30%, and preferably not less than 40%, after curing. If the elongation at break of the polyurethane acrylate oligomer after curing is too low, the toughness of the cured resin composition will be poor.

[0029] In the resin composition for forming a dental restoration disclosed herein, the functionality of the polyurethane acrylate oligomer is 2 or 3. If the functionality of the polyurethane acrylate oligomer is too high or too low, it will form an IPN main network structure with non-ideal density after cross-linking.

[0030] The aforementioned polyurethane acrylate oligomer may be selected from, but not limited to, 6112-100 (manufactured by Changxing Chemical Company of China), Ebecryl-8811 (manufactured by Allnex Company of Germany), PU-2560 or SC-2565 (manufactured by Miwon Company of Korea).

[0031] In the resin composition for forming a dental restoration device disclosed herein, suitable morpholino-containing acrylate monomers include, but are not limited to, acryloylmorpholine or 2-N-morpholinoethyl acrylate. In a preferred embodiment of the present disclosure, the morpholino-containing acrylate monomer is acryloylmorpholine.

[0032] Alicyclic acrylate monomers useful in the present disclosure include those having an alicyclic structure. This alicyclic structure can enhance the rigidity of the resin composition and reduce cure shrinkage. Based on the above perspectives, the alicyclic structure is preferably a saturated alicyclic ring, such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, bicyclodecane, tricyclodecane, adamantane, isobornyl, and norbornyl.

[0033] In the resin composition for forming a dental restoration device disclosed herein, the functionality of the alicyclic acrylate monomer is 1 or 2.

[0034] In the resin composition for forming a dental restoration device disclosed herein, suitable alicyclic acrylate monomers may be, for example, isobornyl acrylate, dicyclopentyl acrylate, cyclohexyl acrylate, 2-methyl-2-adamantanol acrylate, 2-ethyl-2-adamantanol acrylate, 1-adamantane acrylate, 4-tert-butylcyclohexyl acrylate, 3,3,5-trimethylcyclohexyl acrylate, tricyclodecane dimethanol diacrylate, cyclohexanedimethanol diacrylate, and 1,3-adamantanediol diacrylate, or a combination thereof. In a preferred embodiment of the present disclosure, the alicyclic acrylate monomer is one or a combination of isobornyl acrylate, cyclohexyl acrylate, tricyclodecane dimethanol diacrylate, and 1,3-adamantanediol diacrylate.

[0035] Aliphatic acrylate monomers with ether linkages that can be used in the present disclosure are esters formed from polyols and unsaturated carboxylic acids. In a preferred embodiment of the present disclosure, the glass transition temperature of the aliphatic acrylate monomer with ether linkages is not less than 40°C. If the glass transition temperature of the aliphatic acrylate monomer with ether linkages is too low, the tensile modulus of the resin composition will be reduced.

[0036] Suitable aliphatic acrylate monomers having ether bonds can be any known monomers without particular limitation. Examples include difunctional acrylate monomers such as diethylene glycol diacrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, tetraethylene glycol diacrylate, neopentyl glycol diacrylate, 1,3-butanediol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, and 1,9-nonanediol diacrylate; or multifunctional acrylate monomers such as trimethylolpropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, and dipentaerythritol hexaacrylate. In a preferred embodiment of the present disclosure, the aliphatic acrylate monomer having an ether bond is one or a combination of diethylene glycol diacrylate, tripropylene glycol diacrylate, 1,6-hexanediol diacrylate, and 1,9-nonanediol diacrylate.

[0037] In the resin composition for a molding device for tooth restoration disclosed herein, the photoinitiator is at least one selected from the group consisting of acetophenone photoinitiators, diphenyl ketone photoinitiators, propiophenone photoinitiators, dibenzoyl photoinitiators, bifunctional α-hydroxyketone photoinitiators, and acylphosphine oxide photoinitiators, or a combination thereof.

[0038] In the resin composition for forming a tooth restoration device disclosed herein, the ratio of the weight of the polyurethane acrylate oligomer to the total weight of the morpholine group-containing acrylate monomer and the polymerizable acrylate monomer in the resin composition is between 0.2 and 0.7.

[0039] In the resin composition for a molding device for tooth restoration disclosed herein, the resin composition further comprises 0.01 to 5 parts by weight of a filler in order to increase the Shore hardness.

[0040] As fillers useful in the present disclosure, known organic fillers or inorganic fillers can be used without particular limitation. Examples of organic fillers include microparticles formed from polymers such as polymethyl methacrylate, polyethyl methacrylate, methyl methacrylate-ethyl methacrylate copolymer, ethylene-vinyl acetate copolymer, and styrene-butadiene copolymer. Examples of inorganic fillers include microparticles formed from inorganic substances such as silica, ceramics, diatomaceous earth, kaolin, clay minerals, activated clay, synthetic zeolite, mica, calcium fluoride, ytterbium fluoride, calcium phosphate, barium sulfate, zirconium dioxide, titanium dioxide, and hydroxyapatite. Furthermore, organic-inorganic composite fillers, which are premixes of selected organic and inorganic fillers, can also be used.

[0041] The preparation method of the resin composition disclosed herein comprises uniformly mixing a polyurethane acrylate oligomer having a functionality not greater than 4, an acrylate monomer containing a morpholine monomer, a polymerizable acrylate monomer composition, and a photoinitiator to form a resin composition.

[0042] The disclosed method for using a resin composition to manufacture a molding device for a dental restoration includes obtaining a three-dimensional (3D) image of upper and lower dentition; selecting a tooth to be restored and images of two adjacent teeth and performing appropriate virtual tooth design to obtain a virtual tooth design image; adding a connection portion design to the tooth margins of the virtual tooth design image and the images of the two adjacent teeth to form a 3D image of a dental molding device; transmitting the data information of the 3D image to an automated manufacturing system, and manufacturing the molding device for the dental restoration using the resin composition as a material.

[0043] In one embodiment of the method for using the resin composition disclosed herein to manufacture a molding device for a dental restoration, the automated manufacturing system may be, for example, a 3D printing system. Specifically, usable 3D printing systems include, but are not limited to, stereolithography printers or inkjet printers. Suitable 3D printing systems include, but are not limited to, those manufactured by 3D Systems (USA), XYZprinting (China), Miicraft (China), or Stratasys (USA).

[0044] The following examples are provided to further illustrate the present invention, but the present invention is not limited thereto.

[0045] Example

[0046] Example 1

[0047] 20 g of difunctional polyurethane acrylate oligomer SC-2565 (molecular weight 5,100, purchased from Miwon, South Korea), 32 g of acryloylmorpholine, 16 g of tricyclodecane dimethanol diacrylate, 16 g of tripropylene glycol diacrylate, and 2 g of photoinitiator TPO (DOUBLECURE TPO, purchased from Double Bond Chemical, China) were mixed and stirred for 1 hour to form a resin composition.

[0048] A three-dimensional design image of a product to be formed from the cured resin composition is obtained in advance.

[0049] The Miicraft ultra 125 3D printing device (manufactured by Miicraft, China) uses the aforementioned resin composition as the material and performs 3D printing based on the desired 3D design image, using curing conditions of 50 μm per printing layer and 1.2 seconds of light curing. After irradiation with an energy of 48 Mw / cm² and an irradiation time of 1 minute, the desired product is produced from the cured resin composition.

[0050] The obtained cured resin composition was tested for tensile strength, flexural strain, Shore hardness, and cure shrinkage according to the measurement methods described below. The results are listed in Table 1.

[0051] Example 2

[0052] A resin composition was prepared as in Example 1, further comprising 1 gram of silica (CAB-O-SIL TS-610, BET surface area 125 m2 / g, average dispersed particle size 0.2-0.3 μm, purchased from Cabot, USA).

[0053] The resin composition was used to prepare a predetermined product formed by curing the resin composition according to Example 1, except that the light curing time of each layer of 3D printing was adjusted to 1 second.

[0054] After curing, the tensile strength, flexural strain, Shore hardness and curing shrinkage of the resin composition were tested according to the measurement methods described below. The results are listed in Table 1.

[0055] Example 3

[0056] 25 grams of difunctional polyurethane acrylate oligomer SC-2565, 34 grams of acryloylmorpholine, 11 grams of tricyclodecane dimethanol diacrylate, 11 grams of tripropylene glycol diacrylate, 1 gram of silica (CAB-O-SIL TS-610), and 2 grams of photoinitiator TPO were mixed and stirred for 1 hour to form a resin composition.

[0057] The above resin composition was used to prepare a predetermined product formed of the cured resin composition according to Example 2. The cured resin composition was tested for tensile strength, flexural strain, Shore hardness, and cure shrinkage according to the measurement methods described below. The results are listed in Table 1.

[0058] Example 4

[0059] 30 grams of difunctional polyurethane acrylate oligomer SC-2565, 24.5 grams of acryloylmorpholine, 12 grams of tricyclodecane dimethanol diacrylate, 12.6 grams of tripropylene glycol diacrylate, 1 gram of silica (CAB-O-SIL TS-610), and 2 grams of photoinitiator TPO were mixed and stirred for 1 hour to form a resin composition.

[0060] The above resin composition was used to prepare a predetermined product formed of the cured resin composition according to Example 2. The cured resin composition was tested for tensile strength, flexural strain, Shore hardness, and cure shrinkage according to the measurement methods described below. The results are listed in Table 1.

[0061] Example 5

[0062] 35 g of difunctional polyurethane acrylate oligomer SC-2565, 19.5 g of acryloylmorpholine, 9.8 g of tricyclodecane dimethanol diacrylate, 9.8 g of tripropylene glycol diacrylate, 1 g of silica (CAB-O-SIL TS-610), and 2 g of photoinitiator TPO were mixed and stirred for 1 hour to form a resin composition.

[0063] The above resin composition was used to prepare a predetermined product formed of the cured resin composition according to Example 2. The cured resin composition was tested for tensile strength, flexural strain, Shore hardness, and cure shrinkage according to the measurement methods described below. The results are listed in Table 1.

[0064] Example 6

[0065] 40 g of a difunctional polyurethane acrylate oligomer (SC-2565), 18 g of acryloylmorpholine, 9 g of tricyclodecane dimethanol diacrylate, 9 g of tripropylene glycol diacrylate, 1 g of silica (CAB-O-SIL TS-610), and 2 g of a photoinitiator (TPO) were mixed and stirred for 1 hour to form a resin composition.

[0066] The above resin composition was used to prepare a predetermined product formed of the cured resin composition according to Example 2. The cured resin composition was tested for tensile strength, flexural strain, Shore hardness, and cure shrinkage according to the measurement methods described below. The results are listed in Table 1.

[0067] Tensile Strength Measurement: The predetermined product formed by curing the resin composition was prepared as a test piece. According to ASTM D638, a suitable test piece was of type IV size. The tensile strength was tested using a universal tensile testing machine (Cometech QC-508M2, manufactured by Guangli Instrument Co., Ltd., China) with a 2 kN load cell.

[0068] Bending strain measurement: The predetermined product formed by curing the resin composition was formed into a test piece. According to the description of ASTM D790, the test piece had a thickness of 3.2 mm, a length of 127 mm, and a width of 12.7 mm. The bending strain was measured using a universal tensile testing machine Cometech QC-508M2 (manufactured by Guangli Instrument Co., Ltd., China).

[0069] Shore hardness measurement: The resin composition was cured to form a test piece with a length, width, and height of 5 mm. The Shore hardness was measured using a Teclock GS-702G durometer (manufactured by Teclock Co., Ltd., Japan) according to ASTM D 2240.

[0070] Cure shrinkage measurement: Prepare a three-dimensional design of a hollow concentric cylinder with an outer diameter of 10 mm, an inner diameter of 4 mm, and a thickness of 3 mm. Curing the resin composition to form a specimen based on this design. Use a vernier caliper with a precision of 0.01 mm to measure the outer diameter of the specimen. Calculate the cure shrinkage of the resin composition using the following formula:

[0071] Curing shrinkage (%) = (10-D) / 10*100%

[0072] D: outer diameter of the specimen (mm)

[0073] Table 1: Measurement results of the molding device and mechanical properties test pieces for tooth restorations of Examples 1 to 6:

[0074]

[0075] As shown in Table 1, the products obtained from the cured resin compositions of Examples 1 through 6 exhibit high tensile strength and flexural strain, sufficient Shore hardness, and low cure shrinkage. Therefore, when used in dental restoration molding devices, the resin compositions of Examples 1 through 6 can achieve high shape and dimensional accuracy. After the restoration is complete, the mold can be easily and completely removed without breaking.

[0076] Although the present disclosure has been disclosed above with reference to the embodiments, they are not intended to limit the present disclosure. Anyone skilled in the art may make various changes and modifications without departing from the spirit and scope of the present disclosure. Therefore, the scope of protection of the present disclosure shall be determined by the scope of the appended patent applications.

Claims

1. A resin composition for a molding device for tooth restoration, comprising: 10 to 50 parts by weight of a polyurethane acrylate oligomer having a functionality of no more than 4; 20 to 40 parts by weight of a morpholine group-containing acrylate monomer; 10 to 40 parts by weight of a polymerizable acrylate monomer composition, wherein the polymerizable acrylate monomer composition comprises 40 to 60 parts by weight of an alicyclic acrylate monomer and 40 to 60 parts by weight of an aliphatic acrylate monomer having an ether bond; wherein the alicyclic acrylate monomer is tricyclodecane dimethanol diacrylate; and the aliphatic acrylate monomer having an ether bond is tripropylene glycol diacrylate; and 0.5 parts by weight to 5 parts by weight of a photoinitiator; in, The resin composition has a Shore hardness of not less than 70D after being cured, and a bending strain of not less than 0.

15.

2. The resin composition for a molding device for dental restoration according to claim 1, wherein the tensile strength of the resin composition after curing is not less than 25 MPa.

3. The resin composition for a molding device for tooth restoration according to claim 1, wherein the elongation at break of the polyurethane acrylate oligomer after curing is not less than 30%. 4 . The resin composition for a molding device for dental restoration according to claim 1 , wherein the functionality of the polyurethane acrylate oligomer is 2 or 3. 5 . The resin composition for a molding device for tooth restoration according to claim 1 , wherein the morpholine group-containing acrylate monomer is acryloylmorpholine. 6 . The resin composition for a molding device for dental restoration according to claim 1 , wherein the functionality of the alicyclic acrylate monomer is 1 or 2.

7. The resin composition for a molding device for tooth restoration according to claim 1, wherein the glass transition temperature of the aliphatic acrylate monomer having an ether bond is not lower than 40°C.

8. The resin composition for a molding device for tooth restoration according to claim 1, wherein the photoinitiator is at least one selected from the group consisting of acetophenone photoinitiators, diphenyl ketone photoinitiators, propiophenone photoinitiators, dibenzoyl photoinitiators, bifunctional α-hydroxyketone photoinitiators and acylphosphine oxide photoinitiators, or a combination thereof.

9. The resin composition for a molding device for dental restoration according to claim 1, wherein the ratio of the weight of the polyurethane acrylate oligomer in the resin composition to the total weight of the morpholine group-containing acrylate monomer and the polymerizable acrylate monomer composition is between 0.2 and 0.

7. 10 . The resin composition for a molding device for dental restoration according to claim 1 , wherein the resin composition further comprises 0.01 to 5 parts by weight of a filler.

Citation Information

Patent Citations

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    CN111560233A