CN112006917B - Glass ion water portal/dendritic polyamide-amine modified inorganic fiber composite material for stomatology - Google Patents
Glass ion water portal/dendritic polyamide-amine modified inorganic fiber composite material for stomatology Download PDFInfo
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- CN112006917B CN112006917B CN202010809292.9A CN202010809292A CN112006917B CN 112006917 B CN112006917 B CN 112006917B CN 202010809292 A CN202010809292 A CN 202010809292A CN 112006917 B CN112006917 B CN 112006917B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/70—Preparations for dentistry comprising inorganic additives
- A61K6/71—Fillers
- A61K6/77—Glass
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/831—Preparations for artificial teeth, for filling teeth or for capping teeth comprising non-metallic elements or compounds thereof, e.g. carbon
- A61K6/836—Glass
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/891—Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
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- General Health & Medical Sciences (AREA)
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- Plastic & Reconstructive Surgery (AREA)
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- Surface Treatment Of Glass Fibres Or Filaments (AREA)
- Dental Preparations (AREA)
Abstract
The invention discloses a novel glass ion water portal/dendritic polyamide-amine modified inorganic fiber composite material for stomatology and a preparation method thereof. The invention takes traditional glass ion water portal powder and dendritic polyamide-amine modified inorganic fiber which are commonly used in oral clinic as raw materials, and utilizes a mechanical high-speed blending method to uniformly mix the two materials to prepare mixed powder. Mixing the mixed powder with glass ion water portal liquid, and curing to obtain the novel oral cavity filling material. The novel glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material has the characteristics of high strength, high toughness and good water resistance, can greatly improve the quality of the glass ion water gate, and expands the clinical application range of the glass ion water gate.
Description
Technical Field
The invention relates to an enhanced dental glass ion water gate and a preparation method thereof, in particular to a novel glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material for stomatology and a preparation method thereof.
Background
The glass ion water valve is used as an excellent dental restoration material and has the characteristics of no toxicity, aesthetic property, biocompatibility, low curing shrinkage, low dental pulp irritation, long-term fluoride ion release and the like. Meanwhile, the glass ion water portal has similar thermal expansion coefficient with the teeth and can form effective chemical bonding with the teeth, so that the occurrence of micro leakage can be reduced, and secondary caries can be inhibited. At present, the glass ion water valve is widely applied to aspects of tooth defect repair, caries filling, pit and groove sealing, orthodontic and the like. However, glass ion water portal is fragile and low in mechanical strength, and cannot completely replace composite resin for filling cavities and repairing tooth bodies in a constant tooth function area, so that improvement of the mechanical strength is needed.
At present, a lot of researches on using inorganic fiber reinforced glass ion water heater, such as Hammouda, garoushi and Sharafeddin, select glass fiber reinforced glass ion water heater, and the researches show that the glass fiber can remarkably improve the mechanical strength of the glass ion water heater, because the glass fiber can transfer stress when a substrate is subjected to shearing force or pressure, and inhibit continuous expansion of cracks, thereby preventing the substrate from breaking; and the glass fibers do not cause the system to shrink or expand in volume. However, as with glass fiber, the problem of poor interfacial adhesion between the inorganic fiber and the glass ion water heater matrix is common, and the inorganic fiber may be separated from the matrix in the use process, so that potential damage is caused to important organs in human body, and meanwhile, the poor interfacial adhesion also causes unsatisfactory reinforcing effect of the inorganic fiber. Therefore, the improvement of the interfacial adhesion between the inorganic fiber and the glass ion cement is of great significance.
Disclosure of Invention
The invention aims to provide a novel glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material with excellent interface cohesiveness and high strength for stomatology and a preparation method thereof, aiming at the problems that the existing glass ion water gate has low mechanical strength and the inorganic fiber reinforced glass ion water gate has poor interface cohesiveness between fibers and a matrix.
The glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material for stomatology is prepared by fully stirring and mixing mixed powder and glass ion water gate liquid by a stirring knife; the mixed powder is formed by mixing glass ion water portal powder and dendritic polyamide-amine modified inorganic fibers through high-speed stirring.
Further, the mass ratio of the glass ion water portal powder to the dendritic polyamide-amine modified inorganic fiber is 99:1-90:10.
Further, the mass ratio of the glass ion water portal agent to the mixed powder is 1:5-1:2.
Further, the inorganic fiber is one or more selected from glass fiber, basalt fiber, quartz glass fiber, ceramic fiber, siC fiber and steel fiber.
Further, the fiber diameter is 5-20 μm, and the fiber length is 0.5-3 mm.
Further, the structure of the dendritic polyamide-amine is shown as a formula (I):
in the structural formula (I), x=1-8;
r in the structural formula (I) 1 Is of the structure O-Si-CH 2 CH 2 CH 2 、O-Si-(CH 2 ) 3 -NH-CH 2 CH 2 、O-Si-(CH 2 ) 3 One of NHCO;
r in the structural formula (I) 2 Is of structure CH 2 CH 2 、(CH 3 )CH 2 CH 2 One of the following;
r in the structural formula (I) 3 Is of structure (CH) 2 ) n ，n＝2～6。
The preparation method of the dendritic polyamide-amine modified inorganic fiber comprises the following steps:
step one: preparation of inorganic fiber modified by amino silane coupling agent
Mixing an amino-containing silane coupling agent with an ethanol water solution at 5-40 ℃, preparing an alcohol solution of the silane coupling agent, adding inorganic fibers after preliminary hydrolysis for 2-20 min, taking out the fibers after reaction for 10-80 min, drying in a blowing oven at 80-200 ℃ for 1-4 h, repeatedly washing the fibers with excessive absolute ethanol, and finally drying in the blowing oven at 80 ℃ to obtain the amino-containing silane coupling agent modified inorganic fibers;
step two: preparation of dendritic polyamide-amine modified inorganic fibers
Adding 30-150 mL of solvent and 0.5-3 g of inorganic fiber modified by an amino-containing silane coupling agent into a reactor, rapidly adding 0.1-2 mL of unsaturated ester compound under the protection of nitrogen, setting the temperature and the rotating speed to be 20-100 ℃ and 30-120 rpm respectively, reacting for 3-80 h, and washing the product with excessive solvent after the reaction is finished to remove the unreacted unsaturated ester compound; continuously adding 30-150 mL of solvent and 0.5-10 mL of diamino compound into a reactor, setting the temperature and the rotating speed to be 20-100 ℃ and 30-120 rpm respectively, reacting for 3-80 h, washing the product with excessive solvent after the reaction is finished to remove unreacted diamino compound, repeating the reaction with unsaturated ester compound and diamino compound for 1-8 times, wherein the consumption of the unsaturated ester compound and the diamino compound is twice as much as that of the previous reaction, and obtaining the dendritic polyamide-amine modified inorganic fiber.
In the first step, the mass ratio of the absolute ethyl alcohol to the water is 5:1-15:1; the dosage of the silane coupling agent is 0.3-3% of the mass of the alcohol solution; the silane coupling agent accounts for 0.5 to 12 percent of the mass of the inorganic fiber.
In the first step, the amino silane-containing coupling agent is selected from one of gamma-aminopropyl trimethoxysilane, gamma-aminopropyl triethoxysilane, gamma- (beta-aminoethyl) aminopropyl trimethoxysilane and gamma-ureido propyl triethoxysilane.
In the second step, the solvent is selected from one of water, acetone, ethanol, methanol, tetrahydrofuran and dichloromethane; the unsaturated ester compound is selected from one of methyl acrylate, methyl methacrylate, ethyl acrylate and ethyl methacrylate; the diamino compound is selected from one of ethylenediamine, 1, 3-propylenediamine, 1, 4-butylenediamine, 1, 5-pentylenediamine and 1, 6-hexamethylenediamine.
Compared with the prior art, the invention has the advantages that:
according to the novel glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material for the stomatology and the preparation method thereof, the dendritic polyamide-amine structure containing amino and amide groups is introduced to the surface of the inorganic fiber, so that the interfacial cohesiveness between the inorganic fiber and a glass ion water gate matrix is effectively improved, and meanwhile, the mechanical strength of the glass ion water gate is further improved, so that the glass ion water gate is hopeful to be used in a tooth bearing area. Therefore, the dendritic polyamide-amine modified inorganic fiber reinforced glass ion water portal provided by the invention expands the application range of the glass ion water portal in oral clinic.
Drawings
FIG. 1 is an SEM image of the product of example 1.
Fig. 2 is an SEM image of the product of example 2.
Detailed Description
The present invention is further described below with reference to specific examples, which are not intended to limit the scope of the present invention.
Example 1
Preparing dendritic polyamide-amine modified basalt fiber:
mixing 0.05g of gamma- (beta-aminoethyl) aminopropyl trimethoxysilane with 5g of ethanol aqueous solution (the mass ratio of absolute ethanol to water is 5:1) at 10 ℃, preparing an alcohol solution of gamma- (beta-aminoethyl) aminopropyl trimethoxysilane, adding 1g of basalt fiber after preliminary hydrolysis for 15min, taking out the basalt fiber after reaction for 20min, drying in an 80 ℃ blast oven for 1h, repeatedly washing the fiber with excessive absolute ethanol, and finally drying in the 80 ℃ blast oven to obtain the basalt fiber modified by gamma- (beta-aminoethyl) aminopropyl trimethoxysilane.
Step two, 30mL of acetone and 1g of gamma- (beta-aminoethyl) aminopropyl trimethoxysilane modified basalt fiber are added into a reactor, 0.1mL of methyl methacrylate is rapidly added under the protection of nitrogen, the temperature and the rotating speed are set to be 90 ℃ and 120rpm respectively, the reaction is carried out for 6 hours, and after the reaction is finished, the product is washed by excessive acetone to remove unreacted methyl methacrylate. The reaction was continued with the addition of 30mL of the solvent and 0.1mL of 1, 3-propanediamine at 90℃and 120rpm, respectively, for 6 hours, and after the completion of the reaction, the product was washed with an excessive amount of acetone to remove unreacted 1, 3-propanediamine. Repeating the reaction with methyl methacrylate and 1, 3-propylene diamine for 5 times, wherein the dosage of the methyl methacrylate and the 1, 3-propylene diamine is twice as much as that of the previous reaction, and obtaining the dendritic polyamide-amine modified basalt fiber containing amino and amide groups. The product was characterized by infrared:
FT-IR：v(cm -1 )3441，2958，1674，1600，1028，750，460。
the SEM photograph of the modified fiber is shown in figure 1, and the basalt fiber surface is obviously covered with a layer of organic substances, which indicates that the surface modification is completed.
Example 2
Preparation of dendritic polyamide-amine modified glass fibers:
mixing gamma-aminopropyl trimethoxysilane with an ethanol aqueous solution (absolute ethanol: water=15:1) with the concentration of 0.3g at 40 ℃, preparing an alcohol solution of gamma-aminopropyl trimethoxysilane, adding 2.5g of glass fiber after preliminary hydrolysis for 20min, taking out the glass fiber after reaction for 20min, drying in a blast oven with the temperature of 200 ℃ for 4h, repeatedly washing the fiber with excessive absolute ethanol, and finally drying in the blast oven with the temperature of 80 ℃ to obtain the gamma-aminopropyl trimethoxysilane modified glass fiber.
Step two, 120mL of tetrahydrofuran and 2.5g of gamma-aminopropyl trimethoxysilane modified glass fiber are added into a reactor, 0.2mL of ethyl acrylate is rapidly added under the protection of nitrogen, the temperature and the rotating speed are set to be 30 ℃ and 50rpm respectively, the reaction is carried out for 4 hours, and after the reaction is finished, the product is washed by using excessive tetrahydrofuran to remove unreacted ethyl acrylate. 120mL of the solvent and 0.2mL of 1, 6-hexamethylenediamine were continuously added into the reactor, the temperature and the rotation speed were set at 30℃and 50rpm, respectively, the reaction was continued for 4 hours, and after the completion of the reaction, the product was washed with an excess of tetrahydrofuran to remove unreacted 1, 6-hexamethylenediamine. Repeating the reaction with ethyl acrylate and 1, 6-hexamethylenediamine for 8 times, wherein the dosage of the ethyl acrylate and the 1, 6-hexamethylenediamine is twice as much as that of the previous reaction, and obtaining the dendritic polyamide-amine modified glass fiber containing amino groups and amide groups. The product was characterized by infrared:
FT-IR：v(cm -1 )3441，2958，1680，1603，1030，750，460。
the SEM photograph of the modified glass fiber is shown in fig. 2, and the surface of the glass fiber is obviously covered with a layer of organic substance, which indicates that the surface modification is completed.
Comparative example 1: glass ion water portal, the mass ratio of glass ion water portal liquid to powder is 1:2. the glass ion water portal agent and the powder are fully mixed by a mixing knife to prepare the control example 1.
Comparative example 2: glass ion water gate and unmodified basalt fiber composite material, wherein the mass ratio of glass ion water gate powder to unmodified basalt fiber is 90:10, basalt fiber diameter is 20 mu m, length is 1mm, and mass ratio of glass ion water portal agent to mixed powder is 1:2. the glass ion water portal agent and the mixed powder are fully mixed by a mixing knife to prepare the control example 2.
Example 3: the glass ion water gate powder/dendritic polyamide-amine modified basalt fiber composite material comprises the following components in percentage by mass: 10, basalt fiber diameter is 20 mu m, length is 1mm, and mass ratio of glass ion water portal agent to mixed powder is 1:2. the glass ion water portal agent and the mixed powder are fully mixed by a mixing knife to prepare the example 3.
The mechanical properties of this example and the comparative example are as follows:
comparative example 3: glass ion water portal, the mass ratio of glass ion water portal liquid to powder is 1:4.5. the glass ion water portal agent and the powder are fully mixed by a mixing knife to prepare the control example 3.
Comparative example 4: glass ion water portal/unmodified glass fiber composite, wherein the mass ratio of glass ion water portal powder to unmodified glass fiber is 97:3, the diameter of the glass fiber is 8 mu m, the length is 3mm, and the mass ratio of the glass ion water portal agent to the mixed powder is 1:4.5. the glass ion water portal agent and the mixed powder are fully mixed by a mixing knife to prepare the control example 4.
Example 4: glass ion water gate agent/dendritic polyamide-amine modified glass fiber composite material, wherein the mass ratio of glass ion water gate agent to dendritic polyamide-amine modified glass fiber is 97:3, the diameter of the glass fiber is 8 mu m, the length is 3mm, and the mass ratio of the glass ion water portal agent to the mixed powder is 1:4.5. the glass ion water portal agent and the mixed powder are fully mixed by a mixing knife to prepare the example 4.
The mechanical properties of this example and the comparative example are as follows:
the above examples are only examples for illustrating the present invention in detail, and are not limiting of the specific embodiments of the present invention. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. Any modification, equivalent replacement, improvement, etc. which come within the spirit and principles of the invention are desired to be protected by the following claims.
Claims (5)
1. The glass ion water gate/dendritic polyamide-amine modified inorganic fiber composite material for the department of stomatology is characterized by being prepared by mixing mixed powder and glass ion water gate liquid agent through stirring; the mixed powder is formed by mixing glass ion cement powder and dendritic polyamide-amine modified inorganic fibers through high-speed stirring;
the mass ratio of the glass ion water portal powder to the dendritic polyamide-amine modified inorganic fiber is 99:1-90:10;
the mass ratio of the glass ion water portal agent to the mixed powder is 1:5-1:2;
the inorganic fiber is selected from more than one of glass fiber, basalt fiber, quartz glass fiber, ceramic fiber, siC fiber and steel fiber;
the diameter of the fiber is 5-20 mu m, and the length of the fiber is 0.5-3 mm;
the structure of the dendritic polyamide-amine is shown as a formula (I):
（I）
in the structural formula (I), x=1-8;
r in the structural formula (I) 1 Is of the structure O-Si-CH 2 CH 2 CH 2 、O-Si-(CH 2 ) 3 -NH-CH 2 CH 2 、O-Si-(CH 2 ) 3 One of NHCO;
r in the structural formula (I) 2 Is of structure CH 2 CH 2 、(CH 3 )CH 2 CH 2 One of the following;
r in the structural formula (I) 3 Is of structure (CH) 2 ) n ，n=2~6。
2. The glass ion water gate and dendritic polyamide-amine modified inorganic fiber composite material for stomatology according to claim 1, wherein the preparation method of the dendritic polyamide-amine modified inorganic fiber is as follows:
step one: preparation of inorganic fiber modified by amino silane coupling agent
Mixing an amino silane coupling agent with an ethanol water solution at 5-40 ℃, preparing an alcohol solution of the silane coupling agent, adding inorganic fibers after preliminary hydrolysis for 2-20 min, taking out the fibers after reaction for 10-80 min, drying in a blast oven at 80-200 ℃ for 1-4 h, repeatedly washing the fibers with excessive absolute ethanol, and finally drying in the blast oven at 80 ℃ to obtain the amino silane coupling agent modified inorganic fibers;
step two: preparation of dendritic polyamide-amine modified inorganic fibers
Adding 30-150 mL of solvent and 0.5-3 g of inorganic fiber modified by an amino silane coupling agent into a reactor, rapidly adding 0.1-2 mL of unsaturated ester compound under the protection of nitrogen, setting the temperature and the rotating speed to be 20-100 ℃ and 30-120 rpm respectively, reacting for 3-80 h, and washing the product with excessive solvent after the reaction is finished to remove unreacted unsaturated ester compound; continuously adding 30-150 mL of solvent and 0.5-10 mL of diamino compound into a reactor, setting the temperature and the rotating speed to be 20-100 ℃ and 30-120 rpm respectively, reacting for 3-80 h, washing the product with excessive solvent after the reaction is finished to remove unreacted diamino compound, repeating the reaction with unsaturated ester compound and diamino compound for 1-8 times, wherein the consumption of the unsaturated ester compound and the diamino compound is twice as much as that of the previous reaction, and obtaining the dendritic polyamide-amine modified inorganic fiber.
3. The preparation method of claim 2, wherein in the first step, the mass ratio of absolute ethyl alcohol to water is 5:1-15:1; the dosage of the silane coupling agent is 0.3-3% of the mass of the alcohol solution; the silane coupling agent accounts for 0.5-12% of the mass of the inorganic fiber.
4. The method according to claim 2, wherein in the first step, the aminosilane-containing coupling agent is selected from the group consisting of gamma-aminopropyl trimethoxysilane, gamma-aminopropyl triethoxysilane, gamma- (beta-aminoethyl) aminopropyl trimethoxysilane and gamma-ureidopropyl triethoxysilane.
5. The preparation method according to claim 2, wherein in the second step, the solvent is selected from one of water, acetone, ethanol, methanol, tetrahydrofuran, and dichloromethane; the unsaturated ester compound is selected from one of methyl acrylate, methyl methacrylate, ethyl acrylate and ethyl methacrylate; the diamino compound is selected from one of ethylenediamine, 1, 3-propylenediamine, 1, 4-butylenediamine, 1, 5-pentylenediamine and 1, 6-hexamethylenediamine.
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| US4921222A (en) * | 1988-04-05 | 1990-05-01 | Advanced Metals Technology Corp. | Fiber composite article and method of manufacture |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6334775B2 (en) * | 1999-02-16 | 2002-01-01 | American Dental Association Health Foundation | Continuous fiber-reinforced dental restorations |
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| US4921222A (en) * | 1988-04-05 | 1990-05-01 | Advanced Metals Technology Corp. | Fiber composite article and method of manufacture |
| CN104448567A (en) * | 2014-12-22 | 2015-03-25 | 河北科技大学 | Method for improving mechanical performance of composite material by grafting hyperbranched polyamide on plant fiber surface |
| CN110437611A (en) * | 2019-08-06 | 2019-11-12 | 浙江工业大学 | A kind of activeness and quietness nylon composite materials of resistance to ultralow temperature and its preparation method and application |
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| 利用KH550改性玄武岩纤维增强牙科玻璃离子水门汀;鲍晓珍 等;《2019年中华口腔医学会口腔材料专业委员会第十四次全国口腔材料学术年会论文集》;20191029;37 * |
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