WO2022080759A1 - Patient-customized denture using 3d printer - Google Patents

Abstract

The present invention relates to a patient-customized denture using a 3D printer. As the patient-customized denture is suitable for a patient's oral cavity structure, user convenience is increased. As the patient-customized denture using a 3D printer has excellent physical properties and hygroscopic resistance, the patient-customized denture can be used permanently in the oral cavity. When damage occurs in a tooth part due to the use of the denture, it is possible to partially repair the damaged tooth part and replace the entire tooth part. When a bonding force with a gum part is weakened due to deformation of a gum state, it is possible to repair the gum part of the denture, such that an economic burden on a patient can be reduced. In addition, the patient-customized denture using a 3D printer is a fixed denture that can be used in combination with an implant placed in a patient's gums, and can be directly combined with the gum part of the denture without using a metal bar which is combined with a conventional implant and used to increase the physical strength of the denture. It is possible to partially repair the denture even when deformation occurs due to use.

Description

Patient-customized dentures using 3D printer

The present invention relates to a patient-customized denture using a 3D printer, and to a patient-customized denture manufactured through 3D printing using a photocurable resin composition for a 3D printer.

In modern society, the use of artificial prostheses such as dentures, implants, and dentures is rapidly increasing because changes in westernized dietary habits adversely affect dental health.

In general, dentures are prostheses with artificial teeth that can be attached to and removed from the gums, so they are worn on the gums when eating and stored separately when sleeping. Dentures can be divided into partial dentures and full dentures Partial dentures are applied when some of the missing teeth are missing, and full dentures are applied when there are no remaining natural teeth in the maxilla or mandible.

In order to replace the root of a lost tooth, an artificial tooth root made of a material that does not react against the human body is planted in the alveolar bone from which the tooth has escaped and adhered, and then the artificial tooth is fixed together with a connecting column to restore the original function of the tooth. It is a state-of-the-art technology that makes

Among the artificial prostheses as described above, the cost of implants is high, and when a number of natural teeth are lost and a tooth is supplemented with an implant procedure, the cost increases exponentially, making it a burden for general dental patients to use. In the case of dentures, the cost is cheaper than implants, but when they are not properly worn on the gums, it can cause pain in the gums, or if storage is not done systematically, the shape of the dentures changes and its function is lost, and damage to the gums There are disadvantages that cause

In addition, when partial damage to the denture occurs, there is a disadvantage that the denture must be replaced because it is virtually impossible to repair.

Recently, an artificial prosthesis combining implant and denture has been developed, and the detailed form of this is a structure in which a receptor is formed inside a denture made of artificial teeth and gums, and the implant is attached to and detached from the receptor while the implant is placed in the alveolar bone. consists of

However, the denture structure as described above also needs to be taken off and stored separately when not used in the same way as general dentures. There has been a disadvantage that the denture is easily removed from the implant due to the lack of support, making it difficult to use.

As a result, in order to manufacture dentures, a method of manufacturing dentures by making a mold for dentures and injecting resin into the mold was used.

In the case of an artificial prosthesis combining conventional dentures, implants, and dentures, all dentures are manufactured using a mold, and partial repairs were not possible in the case of dentures manufactured by the manufacturing method as described above.

In addition, in the case where the oral structure of the patient is deformed due to the use of dentures, even if improvement is possible through some deformation of the gum portion, the structure of the denture cannot be changed, so the patient has to customize a new denture. .

Therefore, it is necessary to develop a product that can be customized to the patient's oral structure, can be partially repaired, and can be applied to a denture that can be fixed using an implant.

[Prior art literature]

[Patent Literature]

(Patent Document 1) KR 10-1043102 B1

An object of the present invention relates to a patient-customized denture using a 3D printer.

Another object of the present invention is to provide a patient-customized denture that is suitable for the oral structure of the patient, improves user convenience, and has excellent physical properties and hygroscopicity resistance, so that it can be used permanently in the oral cavity.

Another object of the present invention is that when damage occurs in the tooth part according to the use of dentures, partial repair of the damaged tooth part is possible, replacement of the entire tooth part is possible, and the gum part and the gum part due to the deformation of the gum state When the bonding strength of the denture is weakened, it is to provide a patient-customized denture using a 3D printer capable of repairing the gum portion of the denture.

Another object of the present invention relates to a fixed denture that can be used in combination with an implant placed in the gums of a patient, without using a metal bar used to combine with a conventional implant and increase the physical strength of the denture, and with the gum portion of the denture. It is to provide a patient-customized denture using a 3D printer that can be combined immediately and can be partially repaired even if deformation occurs due to use.

In order to achieve the above object, a patient-customized denture using a 3D printer according to an embodiment of the present invention is a 3D-printed patient-customized denture using a photocurable resin composition, wherein the denture includes a tooth; and a gum part, wherein the gum part is output using 3D data obtained through the oral structure of the patient, and the tooth part is coated with a photocurable resin composition on a site combined with the gum part, and is irradiated with light after combining with the gum part can be cured by

The gum portion includes a tooth coupling groove for coupling with the tooth portion; And the other surface of the tooth coupling groove may include a seating groove that can be seated and coupled to the gums of the patient.

The seating groove of the gum part may be formed with a structure coupling groove that can be coupled to the implant structure (Fixture) placed on the patient's gums.

When partial damage occurs due to use of the tooth part, partial repair is possible by applying and curing a photocurable resin composition to the damaged area.

When a part of the tooth is damaged by use, the tooth output in the same shape as the damaged tooth using a 3D printer is placed on the damaged portion of the tooth, and a photocurable resin composition is applied and cured to repair it. .

The tooth part and the gum part may implement a tooth color and a gum color by coloring.

The photocurable resin composition may include a photocurable polyurethane compound; photoinitiators; silane coupling agents; oligomers; and stabilizers.

The present invention is suitable for a patient's oral structure, improves user convenience, and has excellent physical properties and hygroscopicity, so that it can be used permanently in the oral cavity. Partial repair is possible and the entire tooth can be replaced, and if the bonding strength with the gum part is weakened due to the deformation of the gum condition, the denture can be repaired, reducing the patient's economic burden. can be lowered

In addition, it is a fixed denture that can be used in combination with an implant placed on the patient's gums, and can be directly combined with the gum part of the denture without using a metal bar used to combine with the conventional implant and increase the physical strength of the denture, Even if deformation occurs due to use, partial repair is possible.

1 is a view of a patient-customized denture according to an embodiment of the present invention.

2 is a view of a cross-section of a patient-customized denture according to an embodiment of the present invention.

3 is a conceptual diagram related to partial repair of a patient-customized denture according to an embodiment of the present invention.

Figure 4 is a view of the gum portion of the patient-customized denture according to an embodiment of the present invention.

The present invention is a 3D printed patient-customized denture using a photocurable resin composition, wherein the denture includes a tooth; and a gum part, wherein the gum part is output using 3D data obtained through the oral structure of the patient, and the tooth part is coated with a photocurable resin composition on a site combined with the gum part, and is irradiated with light after combining with the gum part It relates to a patient-customized denture using a 3D printer that is cured by

Hereinafter, embodiments of the present invention will be described in detail so that those of ordinary skill in the art can easily carry out the present invention. However, the present invention may be embodied in several different forms and is not limited to the embodiments described herein.

It should be understood that numbers expressing quantities of components, properties such as molecular weight, reaction conditions, etc. used in the present invention are modified by the term “about” in all instances.

In the present invention, unless otherwise stated, all percentages, parts, ratios, etc. are by weight.

In the present invention, when "included", it means that other components may be additionally included, rather than excluding other components, unless otherwise stated.

As used herein, “a plurality” refers to more than one.

The present invention relates to a patient-customized denture using a 3D printer. By using a 3D printer, it is possible to manufacture customized dentures that fit the patient's oral structure, thereby further enhancing the patient's ease of use.

Conventionally, the photocurable resin composition for a 3D printer has low physical properties and hygroscopicity resistance during printing, making it difficult to use in an oral environment. In other words, in the case of dentures used to replace teeth, when food is ingested, the strength that can be chewed should appear, but it is difficult to replace existing dentures because the strength that can be eaten by chewing food does not come out. there is

In addition, when high humidity is continuously maintained in the oral environment, the 3D printed dentures absorb moisture and cause a problem in that physical properties are deteriorated.

However, in the case of the patient-customized denture of the present invention, it is a 3D-printed patient-customized denture using a photocurable resin composition, and has excellent physical properties. However, it can be used without deterioration of physical properties.

Specifically, the photocurable resin composition of the present invention can be manufactured in various colors using pigments, and due to the same color as the tooth color, it has excellent esthetics, excellent moisture absorption resistance, and has excellent strength and elongation, making it permanent. It can be used, and cracks or cracks do not occur due to occlusal pressure between teeth.

In addition, by including the photo-curable polyurethane compound, it can exhibit excellent physical properties as well as excellent moisture absorption resistance.

When a conventional high molecular compound is used as a resin material, due to the property of absorbing moisture in the oral cavity, it swells and a problem of easily cracking or breaking by an external impact occurs. That is, although permanent use should be possible when used as a denture, due to the property of the polymer compound to easily absorb water, there is a problem that permanent use is impossible.

The photocurable polyurethane compound of the present invention enables permanent use due to excellent moisture absorption resistance and excellent physical properties, unlike such a high molecular compound.

Specifically, the patient-customized dentures of the present invention include the teeth 100; and a gum part 200, wherein the gum part 200 is output using 3D data obtained through the oral structure of the patient, and the tooth part 100 is a photocurable resin in a portion coupled to the gum part. The composition may be applied and cured by light irradiation after bonding with the gum part 200 .

1 shows an example of a patient-customized denture according to an embodiment of the present invention, the tooth part 100 and the gum part 200 are respectively output, the structure is formed so as to be complementary to each other, the bonding force It is characterized in that the photocurable resin composition of the present invention is applied without using an adhesive to increase the thickness, and the photocurable resin composition is cured by irradiation with light to bond.

Adhesive is a chemical substance commonly used to increase adhesive strength, and dental adhesives are sold, and although the dental adhesive is used, it is proven to be stable in that substances harmful to patients are not released, but whether it is exposed to harmful substances is not completely guaranteed.

In addition, when bonding between polymer outputs by an adhesive, there may be a problem of a decrease in adhesive strength due to the adhesive and a decrease in adhesive strength due to prolonged exposure in an environment with high humidity.

In the case of the present invention, to prevent such a problem to increase the adhesive force between the tooth part 100 and the gum part 200, and to prevent the problem of lowering the adhesive force due to humidity, between the tooth part 100 and the gum part 200 It is characterized by utilizing a method of bonding by applying a photocurable resin composition and irradiating it with light.

The output tooth part 100 and the gum part 200 of the present invention are all output using a 3D printer, and at the time of the output, a photocurable resin composition is used, and the same as the photocurable resin composition used as an adhesive previously It is composed of a composition and has excellent adhesion.

In addition, since the photocurable resin composition of the present invention has excellent hygroscopicity resistance, deformation due to humidity does not occur even when exposed to a high-humidity environment for a long time.

Specifically, FIG. 2 is a cross-sectional view of the tooth part 110 and the gum part 210 according to an embodiment of the present invention, and the coupling part will be described more clearly.

The tooth portion 110 and the gum portion 210 may be complementarily coupled, and one surface of the gum portion 210 is formed with a tooth coupling groove 220 for coupling with the tooth portion, and the other surface is the patient's gum It includes a seating groove 230 that can be seated and coupled to the top.

The tooth coupling groove 220 has a form that can be complementarily coupled to the surface in contact with the tooth portion 110, and the tooth portion 110 is coated with a photocurable resin composition on the surface in contact with the tooth coupling groove 220 And, after combining it with the tooth coupling groove 220, it may be coupled by light irradiation.

As described above, the tooth part 100 and the gum part 200 are 3D printed using a photocurable resin composition, and the photocurable resin composition is cured by light based on 3D data input in the 3D printer and output. As a result, the photocurable resin composition used as an adhesive has the same component and is cured by irradiation with light, and thus has excellent adhesion.

In addition, the photocurable resin composition of the present invention has excellent physical properties and moisture absorption resistance, so that there is no deformation even when used for a long time with dentures, and the convenience of the patient can be improved.

The dentures of the present invention can be printed using a 3D printer and customized to the patient, and can be easily repaired when partially damaged by use or inconvenient to use the denture due to deformation of the gums, etc. as the main characteristic.

Conventional dentures are manufactured by injecting resin into a mold, and after creating a mold using the pattern of the patient's oral structure, the resin is injected into the manufactured mold to manufacture.

Even if the dentures are partially damaged due to use, there is no way to repair them, so there is a problem that the entire denture has to be re-manufactured.

In addition, when using dentures for a long time, it affects the gums of the patient, and the shape of the gums may be deformed.

Even in the above case, the pattern must be re-knitted according to the deformed gums, and the dentures must be manufactured after the mold is manufactured.

Conventional dentures cannot be used due to partial damage and deformation of the gums as before, placing a large economic burden on the patient.

The denture of the present invention can be partially repaired by applying and curing the photocurable resin composition to the damaged area when partial damage occurs due to use. Specifically, when a part of the tooth is damaged by use, a 3D printer is used After locating the tooth output in the same shape as the damaged tooth at the damaged portion of the tooth, a photocurable resin composition is applied and cured to allow repair.

3 shows a tooth 130 having the same shape as the damaged portion for the tooth portion 100 where the partial damage has occurred, and the photocurable resin composition is applied to the bonding portion 130 for bonding. and harden

As described above, the damaged tooth portion 100, the tooth 130 having the same shape as the damaged portion, and the photocurable resin composition for adhesion have the same components, and thus have excellent bonding strength due to curing.

In addition, in the case of the gum part 200 in addition to the tooth part 100, if a gap occurs between the gum part 200 and the gum according to the deformation of the gum, a photocurable resin composition is thickly applied and cured to fill the gap. It is possible to simply fill the gap, or by using 3D data on the deformed gums, it is also possible to repair by manufacturing an output corresponding to the gap and bonding it to the gum part 200 .

Gum portion 200 of the present invention is manufactured as a full denture, can be used in combination with the patient's gums, and can also be used as a substitute for fixed dentures.

Fixed dentures, one of implant dentures, is to place 2 to 6 implant structures (Fixture) on the patient's gums, and combine the implanted structures and dentures.

The fixed denture (over denture) is a surgical method to compensate for the shortcomings by increasing the chewing force compared to the entire denture. In the case of full dentures, since the dentures are used in an edentulous state, they often complain of discomfort due to poor retention and support.

Specifically, the fixed denture is a method in which 2 to 6 structures are planted in the patient's gums, a magnetic or metal bar is combined, and the metal bar is used as a connecting device to combine with the denture, inserting a clip into the denture and fixing it. .

Because fixed dentures are fixed in the mouth, users can feel more comfortable even when chewing tough food compared to full dentures.

Conventional fixed dentures have the inconvenience of using a metal bar to increase the bonding force between the structure and the dentures.

In the case of the present invention, the structure coupling groove 240 that can be directly coupled to the structure is formed in the gum portion 200 as shown in FIG. 4 , so that it can be used as a fixed denture even without using a metal bar.

In addition, as described above, even if the denture of the present invention is used as a fixed denture, partial repair is free, so not only damage to the tooth part 100 but also repair of the gum part 200 is possible, structure coupling groove 240 Even if the coupling of is loose, repair to compensate for this is partially possible.

The denture of the present invention scans the oral structure of the patient and outputs it as a denture using the 3D data obtained through this, and it is possible to manufacture a denture that fits the oral structure.

In addition, it is possible to manufacture a structure capable of increasing the bonding force with the gums even when manufacturing the entire denture, and it is possible to provide the gum unit 200 that can be directly coupled to the structure even when manufactured as a fixed denture.

In addition, the tooth part 100 and the gum part 200 can be implemented in a tooth color and a gum color by coloring. That is, when using dentures, it is possible to maintain the aesthetic sense of the denture user by implementing the color at a level equivalent to the color of actual human teeth or gums.

The photocurable resin composition of the present invention includes a photocurable polyurethane compound; photoinitiators; silane coupling agents; oligomers; and stabilizers.

Specifically, the photocurable polyurethane compound may be a compound represented by the following Chemical Formula 1:

[Formula 1]

[Formula 2]

[Formula 3]

[Formula 4]

here,

* means the part to be joined,

R ₁ to R ₆ are the same as or different from each other, and each independently hydrogen, deuterium, cyano group, nitro group, halogen group, hydroxy group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C1-C20 A cycloalkyl group, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms , a substituted or unsubstituted heteroaryl group having 5 to 60 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms , substituted or unsubstituted arylamino group having 6 to 30 carbon atoms, substituted or unsubstituted aralkylamino group having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylamino group having 2 to 24 carbon atoms, substituted or unsubstituted alkylsilyl having 1 to 30 carbon atoms It is selected from the group consisting of a group, a substituted or unsubstituted arylsilyl group having 6 to 30 carbon atoms and a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms,

L ₁ and L ₃ are the same as or different from each other, and are each independently a substituted or unsubstituted C 1 to C 20 alkylene group, a substituted or unsubstituted C 6 to C 30 arylene group, a substituted or unsubstituted C 5 to C 30 of a heteroarylene group and a substituted or unsubstituted cycloalkylene group having 3 to 30 carbon atoms,

L ₂ is selected from the group consisting of compounds represented by Formulas 2 to 4,

n and m are the same as or different from each other, and are each independently an integer of 1 to 10,

R ₇ to R ₁₂ are the same as or different from each other, and each independently represents hydrogen, deuterium, a halogen group, a hydroxy group, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 1 to C 20 cycloalkyl group, a substituted or unsubstituted A ring having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted carbon number It is selected from the group consisting of 5 to 60 heteroaryl groups,

The substituted alkylene group, substituted arylene group, substituted heteroarylene group, substituted cycloalkylene group, substituted alkyl group, substituted cycloalkyl group, substituted alkenyl group, substituted alkynyl group, substituted aralkyl group, substituted aryl Group, substituted heteroaryl group, substituted heteroarylalkyl group, substituted alkoxy group, substituted alkylamino group, substituted arylamino group, substituted aralkylamino group, substituted heteroarylamino group, substituted alkylsilyl group, substituted aryl A silyl group and a substituted aryloxy group include hydrogen, deuterium, a cyano group, a nitro group, a halogen group, a hydroxyl group, an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, and 2 to 24 carbon atoms. of an alkynyl group, an aralkyl group having 7 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 5 to 60 nuclear atoms, a heteroarylalkyl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, 1 carbon atoms A to 30 alkylamino group, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon atoms, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms, and It is substituted with one or more substituents selected from the group consisting of an aryloxy group having 6 to 30 carbon atoms, and when substituted with a plurality of substituents, they are the same or different from each other.

Wherein R ₁ and R ₆ may be a compound represented by the following formula (5):

[Formula 5]

here,

* means the part to be joined,

R ₁₃ is hydrogen, deuterium, a halogen group, a hydroxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted It is selected from the group consisting of an alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 5 to 60 carbon atoms, ,

The substituted alkyl group, substituted cycloalkyl group, substituted alkenyl group, substituted alkynyl group, substituted aralkyl group, substituted aryl group and substituted heteroaryl group include hydrogen, deuterium, cyano group, nitro group, halogen group, hydroxy group, An alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 24 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, the number of nuclear atoms A heteroaryl group having 5 to 60 carbon atoms, a heteroarylalkyl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an alkylamino group having 1 to 30 carbon atoms, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon atoms, It is substituted with one or more substituents selected from the group consisting of a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms and an aryloxy group having 6 to 30 carbon atoms, and a plurality of substituents When substituted with, they are the same as or different from each other.

Wherein L ₁ and L ₃ are the same as or different from each other and each independently may be selected from the group consisting of compounds represented by the following Chemical Formulas 6 to 10:

[Formula 6]

[Formula 7]

[Formula 8]

[Formula 9]

[Formula 10]

here,

* means the part to be joined,

p and r are the same as or different from each other, and are each independently an integer of 0 to 4,

q is an integer from 1 to 10,

L ₄ and L ₅ are the same as or different from each other, and each independently a substituted or unsubstituted C 1 to C 20 alkylene group, a substituted or unsubstituted C 6 to C 30 arylene group, a substituted or unsubstituted C 5 to a heteroarylene group of 30 and a substituted or unsubstituted cycloalkylene group having 3 to 30 carbon atoms,

R ₁₄ to R ₁₇ are the same as or different from each other, and each independently hydrogen, deuterium, a halogen group, a hydroxy group, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 1 to C 20 cycloalkyl group, a substituted or unsubstituted A ring having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted carbon number It is selected from the group consisting of 5 to 60 heteroaryl groups,

The substituted alkyl group, substituted cycloalkyl group, substituted alkenyl group, substituted alkynyl group, substituted aralkyl group, substituted aryl group and substituted heteroaryl group include hydrogen, deuterium, cyano group, nitro group, halogen group, hydroxy group, An alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 24 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, the number of nuclear atoms A heteroaryl group having 5 to 60 carbon atoms, a heteroarylalkyl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an alkylamino group having 1 to 30 carbon atoms, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon atoms, It is substituted with one or more substituents selected from the group consisting of a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms and an aryloxy group having 6 to 30 carbon atoms, and a plurality of substituents When substituted with, they are the same as or different from each other.

The photoinitiator may be a compound represented by the following formula (11):

[Formula 11]

here,

X ₁ is S, O or N(R ₂₀ ),

R ₁₉ to R ₂₀ are the same as or different from each other, and each independently hydrogen, deuterium, a cyano group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and a substituted or unsubstituted C 3 to 30 carbon group a cycloalkyl group,

The substituted alkyl group and the substituted cycloalkyl group are hydrogen, deuterium, cyano group, nitro group, halogen group, hydroxyl group, alkyl group having 1 to 30 carbon atoms, cycloalkyl group having 1 to 20 carbon atoms, alkenyl group having 2 to 30 carbon atoms, and 2 carbon atoms. A to 24 alkynyl group, an aralkyl group having 7 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 5 to 60 nuclear atoms, a heteroarylalkyl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, An alkylamino group having 1 to 30 carbon atoms, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon atoms, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms. It is substituted with one or more substituents selected from the group consisting of a group and an aryloxy group having 6 to 30 carbon atoms, and when substituted with a plurality of substituents, they are the same or different from each other.

More preferably, it is a compound represented by the following formula (12):

[Formula 12]

The oligomer may be selected from the group consisting of an epoxy acrylate oligomer, H ₁₂ dianthane-bis-glycidyl ether (4,4'-(1-Methylethylidene)biscyclohexanol, polymer with (chloromethyl)oxirane), and mixtures thereof. .

More specifically, the epoxy acrylate oligomer is more specifically a phenyl epoxy (meth) acrylate oligomer, a bisphenol A epoxy di (meth) acrylate oligomer, an aliphatic alkyl epoxy di (meth) acrylate oligomer, and an aliphatic alkyl epoxy tri (meth) One or more compounds selected from the group consisting of acrylate oligomers may be used. The oligomer may not only reduce swelling caused by the organic solvent, but also improve surface hardness, abrasion resistance, heat resistance, and the like.

The silane coupling agent is more specifically 3-methacryloxypropyltrimethoxysilane, but is not limited thereto.

The stabilizer is selected from the group consisting of 2,6-di-tert-butyl-p-cresol, diethylethanolamine, trihexylamine, hindered amine, organic phosphate, hindered phenol and mixtures thereof, more specifically as 2,6-di-tert-butyl-p-cresol.

In order to improve thermal and oxidation stability, storage stability, surface properties, flow properties and process properties, for example, conventional additives such as leveling agents, slip agents or stabilizers may be included.

In addition, it may further include a pigment for making the color the same as or similar to the tooth color.

The color can be manufactured in various ways according to the patient's choice in addition to the tooth color.

The photocurable composition for the 3D printer includes a photocurable polyurethane compound, based on 100 parts by weight of the photocurable polyurethane compound, 1.5 to 15 parts by weight of a photoinitiator; 0.1 to 1.5 parts by weight of a silane coupling agent; 15 to 45 parts by weight of an oligomer; and 0.1 to 2 parts by weight of a stabilizer. When the silane coupling agent is used within the above range, compatibility with resin and adhesion strength can be improved when used for surface treatment of pigments and fillers. When the oligomer exceeds the use range, the surface energy is increased to deteriorate the mold and resin releasability, and the surface hardness is increased to reduce the surface properties such as restoring force after stamping of the mold. In the case of the stabilizer, when used within the range of use, it is possible to reduce peripheral curing and increase strength.

The manufacturing of the patient-customized dentures of the present invention includes a 3D input step of receiving 3D information about the oral structure, and a plurality of divisions into a plurality of regions with the central axis of the oral structure as the x-axis by setting a range of interest using the 3D information A 3D model generation step of generating a 3D model of

The 3D output unit outputs a plurality of 3D models in a digital light processing (DLP) method. The 3D output unit can generate the entire orthodontic device in a short time by outputting each 3D model at the same time or at the same time. The 3D output unit may output the entire denture by using the photocurable composition for a 3D printer of the present invention according to a user's setting.

The patient-customized dentures are manufactured by outputting the DLP method using a 3D model, and by adjusting the thickness of a specific region, it is possible to increase fixation force and stability.

In addition, the 3D output unit may surface-treat each boundary surface to enhance coupling between the plurality of 3D outputs corresponding to the plurality of 3D models. For example, UV treatment or heat treatment may be performed on the interface of each 3D output, but the present invention is not limited thereto. This is to facilitate bonding between neighboring 3D outputs by roughening the interface between the 3D outputs. A plurality of divided 3D outputs can be bonded through UV treatment or heat treatment after applying a resin to the interface.

production example

Preparation of photocurable resin composition

UV curing polyurethane compound represented by the following formula (13); A photoinitiator represented by the following formula (5); 3-methacryloxypropyltrimethoxysilane; epoxy acrylate oligomers; And 2,6-di-tert-butyl-p-cresol was mixed to prepare a photocurable polymer composition for a 3D printer. The oligomers and the like used in the preparation of the polymer composition were purchased and used, and the contents of the components are shown in Table 1 below.

[Formula 13]

[Formula 12]

[Formula 14]

[Formula 15]

here,

* means the part to be joined,

L ₁ and L ₃ may be selected from Formula 14 or Formula 15.

When L ₁ and L ₃ are of Formula 14, it is referred to as GRP1, and when L1 and L3 are of Formula 15, it is referred to as GRP2.

	G1	G2	G3	G4	G5	G6	G7	G8
GRP1	100	100	100	100	100	100	-	-
GRP2	-	-	-	-	-	-	100	100
photoinitiator	One	1.5	5	10	15	20	10	15
Silane coupling agent	0.05	0.1	0.5	One	1.5	2	One	1.5
oligomer	10	15	25	30	45	50	30	45
stabilizator	0.05	0.1	0.5	One	2	3	One	2

(unit weight parts)

In addition to the components of Table 1, a pigment capable of exhibiting the same color as the tooth color may be further included.

As a comparative example, a composition was prepared using the compounds represented by the following Chemical Formulas 16 to 19 in place of the polyurethane oligomer.

[Formula 16]

[Formula 17]

[Formula 18]

[Formula 19]

here,

s is an integer from 1 to 10;

The composition comprising Chemical Formula 16 is shown in Comparative Example 1, the composition comprising Chemical Formula 17 is shown in Comparative Example 2, the composition comprising Chemical Formula 18 is shown in Comparative Example 3, and the composition comprising Chemical Formula 19 is shown in Comparative Example 4.

Experimental example

Mechanical strength measurement

1. Test conditions

Shore hardness

Test Method: ASTM D2240

Test equipment: Shore hardness gauge

bend test

Test method: ISO20795-1

Testing equipment: Universal testing machine (Qmesys QM100TM)

Test speed: 5mm/min

Distance between spans: 50mm

Elasticity section: (0.05 ~ 0.25)%

Test environment: (23±2)℃, (50±2)% R. H.

IZOD Impact Test (Notch)

Test method: ASTM D256

Test Equipment: Digital impact tester (Qmesys QM700A)

Weight: 60Kgf

Specimen Shape: V-notch

Test environment: (23±2)℃, (50±2)% R. H.

2. Test environment

In order to check whether excellent mechanical properties can be exhibited even in oral humidity conditions, the compositions of G1 to G8 and Comparative Examples 1 to 4 were printed as specimens using a 3D printer, and then the composition was printed as a specimen using a 3D printer, followed by a humidity of 80 under a temperature of 37 ° C. % was maintained for 1 week, and then the mechanical strength was measured.

	G1	G2	G3	G4	G5	G6	G7	G8	Comparative Example 1	Comparative Example 2	Comparative Example 3	Comparative Example 4
Shore Hardness (D)	85	87	90	91	88	86	89	93	70	66	69	71
Flexural strength (MPa)	178	180	199	200	185	187	198	204	141	132	138	146
Modulus of elasticity (MPa)	3930	3980	4010	4070	3850	3950	3880	4300	3110	3020	2980	3080
Impact Strength(J/㎡)	4120	4290	4300	4200	4050	4150	4250	4000	3000	3100	2800	2750

According to Table 2, the composition of the present invention and the composition of Comparative Example are the results of a comparative experiment.

Considering that dentures should be made of materials that can be used in the oral cavity, an experiment for mechanical properties was conducted under a higher humidity condition than the oral environment.

As a result of the experiment, it can be seen that in Comparative Examples 1 to 4, the compound absorbs moisture in an environment with high humidity, so that the mechanical properties are relatively low.

In addition, it was confirmed that excellent mechanical properties can be exhibited when carried out within the scope of the present invention.

Although preferred embodiments of the present invention have been described in detail above, the scope of the present invention is not limited thereto, and various modifications and improvements by those skilled in the art using the basic concept of the present invention as defined in the following claims are also provided. is within the scope of the

[Explanation of code]

100: tooth

200: gum portion

110: tooth section

120: tooth printout for the damaged area

130: the bonding site of the damaged tooth and tooth output

210: section of the gum portion

220: tooth defect groove

230: seating groove

240: structure coupling groove

The present invention relates to a patient-customized denture using a 3D printer, and to a patient-customized denture manufactured through 3D printing using a photocurable resin composition for a 3D printer.

Claims (7)

1. It is a 3D printed patient-customized denture using a photocurable resin composition,

   The denture is a tooth; and

   including the gums,

   The gum part is output using 3D data obtained through the oral structure of the patient,

   The tooth part is cured by light irradiation after applying a photocurable resin composition to a site coupled to the gum part, and bonding to the gum part.

   Patient-customized dentures using a 3D printer.
2. According to claim 1,

   The gum portion includes a tooth coupling groove for coupling with the tooth portion; and

   The other surface of the tooth coupling groove includes a seating groove that can be seated and coupled to the gums of the patient.

   Patient-customized dentures using a 3D printer.
3. 3. The method of claim 2,

   The seating groove of the gum part is formed with a structure coupling groove that can be combined with the implant structure (Fixture) placed on the patient's gums.

   Patient-customized dentures using a 3D printer.
4. The method of claim 1,

   When partial damage occurs due to use of the tooth, partial repair is possible by applying and curing a photocurable resin composition to the damaged area.

   Patient-customized dentures using a 3D printer.
5. The method of claim 1,

   When a part of the tooth is damaged by use, the tooth output in the same shape as the damaged tooth using a 3D printer is placed on the damaged part of the tooth, and a photocurable resin composition is applied and cured to repair it.

   Patient-customized dentures using a 3D printer.
6. According to claim 1,

   The tooth part and the gum part implement a tooth color and a gum color by coloring

   Patient-customized dentures using a 3D printer.
7. According to claim 1,

   The photocurable resin composition may include a photocurable polyurethane compound;

   photoinitiators;

   silane coupling agents;

   oligomers; and

   containing stabilizers

   Patient-customized dentures using a 3D printer.

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