CN1723915A - Nanometer dental caries prevention and antibiotic material, and its prepn. method and toothpaste containing the material - Google Patents
Nanometer dental caries prevention and antibiotic material, and its prepn. method and toothpaste containing the material Download PDFInfo
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- CN1723915A CN1723915A CN 200510035642 CN200510035642A CN1723915A CN 1723915 A CN1723915 A CN 1723915A CN 200510035642 CN200510035642 CN 200510035642 CN 200510035642 A CN200510035642 A CN 200510035642A CN 1723915 A CN1723915 A CN 1723915A
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- tooth paste
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Abstract
An anti-bacterial nano-material for preventing decayed tooth is a metallic compound of nano-class hydroxyapatite, which has a molecular formula CaxMy(PO4)6(OH)2, where M is chosen from Zn, La, Ce, and Y and x+y=10. It is prepared by sol-gel method and can be used for preparing tooth-paste.
Description
Technical field
The present invention relates to a kind of toothpaste, especially a kind of nanometer anti-caries anti-biotic material and manufacture method thereof that can be used for toothpaste, and the toothpaste that contains described material.
Background technology
Dental caries a kind of chronic progressive external that to be dental hard tissue take place under the combined effect based on the multiple factor of antibacterial destroys disease, the existence that Streptococcus mutans etc. cause the dental caries antibacterial is the essential condition that dental caries takes place, the dental plaque that sticks on the tooth is antibacterial produces dental caries on facing an important oral environment, cariogenicity foods such as sucrose enter bacterial plaque, cariogenic bacteria in the bacterial plaque makes sugar fermentation produce acid, these acid stop for a long time at facing, with the hard tooth tissue dissolved destruction, make it demineralization and produce dental caries.In time remove cariogenic bacteria and dental plaque, regular maintenance oral cavity cleaning health reduces the absorption of cariogenicity food, strengthens the ability of dental surface opposing acid etching, is the requisite measure of control dental caries.
Toothpaste has become the necessary in people's daily life, and along with improving constantly of people's living standard, toothpaste is developed to curative effect-type by the common type that cleans the teeth.Facts have proved fluorine can with dental hard tissue the main component hydroxyapatite combine, form fluor-apatite, this fluor-apatite is insoluble in acid, can strengthen the ability of tooth opposing acid etching greatly, so fluoride can preventing decayed tooth, the use of toothpaste with fluoride is quite extensive at present.But because fluorine itself has suitable toxicity, the consumption of fluorine in toothpaste is subjected to strict restriction, and the absorption of excessive fluoride can cause filemot dental fluorosis, influences the bright and clean and attractive in appearance of dental surface, and serious also can cause fluorosis and skeletal fluorosis.
In view of this, provide a kind of anti-caries anti-biotic material that can be used for toothpaste that addresses the above problem and toothpaste thereof real for necessary.
Summary of the invention
The objective of the invention is to synthetic a kind of nanometer anti-caries anti-biotic material, it has good anti-dental caries bacterium effect, better biocompatibility and anti-microbial property, can promote the tooth dental caries to lose surperficial remineralization, strengthen the preventing decayed tooth ability of tooth, this material safety is nontoxic simultaneously, and human body is had no side effect, and makes toothpaste have good safe anticaries efficacy.
Another object of the present invention is to provide a kind of manufacture method of described nanometer anti-caries anti-biotic material.
Another purpose of the present invention is to provide a kind of toothpaste of using described nanometer anti-caries anti-biotic material.
For achieving the above object, the invention provides a kind of nanometer anti-caries anti-biotic material, it is the metal composite of nanometer hydroxyapatite, molecular formula is Ca
xM
y(PO
4)
6(OH)
2, M represents metallic element, and X+Y=10, particle diameter are below 100 nanometers.Wherein, described M is (zinc), La (lanthanum), and Ce (cerium) chooses any one kind of them among the Y (yttrium).The metal composite of described nanometer hydroxyapatite adopts sol-gel process synthetic.
Described nanometer anti-caries anti-biotic material, promptly the preparation method of the metal composite of nanometer hydroxyapatite is:
At first, take by weighing Ca
2+Salt, M
2+Salt adds in the deionized water, adds appropriate bases, is mixed with the A sample;
Secondly, be 1.67 to take by weighing phosphate and add in the deionized water according to the mol ratio of (Ca+M)/P, add appropriate bases, be mixed with the B sample;
Then, when A sample and B sample are heated to 50-90 ℃, under high-speed stirred, drip the B sample in the A sample;
Then, the mixture of A sample and B sample is stirred 4-8h under 55-90 ℃ of constant temperature, and leaves standstill 8-16h, precipitation after filtration, washing;
At last, through vacuum drying, promptly obtain the metal composite of nanometer hydroxyapatite.
The present invention also provides a kind of caries preventing nano tooth paste, comprises the lotion of toothpaste matrix components, and described caries preventing nano tooth paste also comprises the metal composite of nanometer hydroxyapatite.
The percentage by weight of the metal composite of described nanometer hydroxyapatite in described caries preventing nano tooth paste is 0.1%-20%.
In one embodiment of the invention, each ingredients constitute total weight percent of described caries preventing nano tooth paste is:
Glycerol 10% sorbitol 10%
Sodium carboxymethyl cellulose 1.1% sodium lauryl sulfate 1.7%
Calcium carbonate 45% Zn-HAP 5.0%
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus
In one embodiment of the invention, each ingredients constitute total weight percent of described caries preventing nano tooth paste is:
Propylene glycol 5% sorbitol 15%
Sodium carboxymethyl cellulose 1.0% sodium lauryl sulfate 1.8%
Calcium hydrogen phosphate 45% La-HAP 3.0%
Saccharin sodium 0.2% essence 1.1%
The deionized water surplus
In one embodiment of the invention, each ingredients constitute total weight percent of described caries preventing nano tooth paste is:
Glycerol 5% sorbitol 20%
Sodium carboxymethyl cellulose 1.1% sodium lauryl sulfate 1.8%
Silicon dioxide 20% calcium carbonate 25%
Ce-HAP 1.5% saccharin sodium 0.2%
Essence 1.2% deionized water surplus
In one embodiment of the invention, each ingredients constitute total weight percent of described caries preventing nano tooth paste is:
Propylene glycol 5% glycerol 10%
Sorbitol 10% sodium carboxymethyl cellulose 1.0%
Sodium lauryl sulfate 1.9% silicon dioxide 5%
Calcium hydrogen phosphate 35% Y-HAP 1.0%
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus
In the present invention, the metal composite of nanometer hydroxyapatite is as nanometer preventing decayed tooth anti-biotic material, and it has the effect of good anti-cariogenic bacteria, better biocompatibility of ratio nano hydroxyapatite and anti-microbial property, can promote the tooth dental caries to lose surperficial remineralization, strengthen the preventing decayed tooth ability of tooth; Simultaneously, this material safety is nontoxic, and human body is had no side effect, and is applied to toothpaste and makes toothpaste have good safe anticaries efficacy.
The specific embodiment
A kind of nanometer anti-caries of the present invention anti-biotic material, i.e. the metal composite of nanometer hydroxyapatite, its molecular formula is Ca
xM
y(PO
4)
6(OH)
2, wherein M can be Zn (zinc), La (lanthanum), and Ce (cerium), Y metallic elements such as (yttriums), X+Y=10, particle diameter are below 100 nanometers.
Hydroxyapatite (molecular formula: Ca
10(PO
4)
6(OH)
2Abbreviation HAP) nano microcrystalline is extremely similar to skeleton structure (comprising adamantine structure), has good biocompatibility, can form firm bonding with osseous tissue, at the attached knot in tooth defect surface, have good remineralization and repair whitening function easily.But the HAP nano microcrystalline of synthetic because easily reunite, intensity is low, fragility is big, has limited its application to a certain extent, therefore, needs carry out improvement in performance to HAP, carrying out compound with metal ion etc. is the effective way of improving its performance.The HAP nano microcrystalline is by metalepsis, the Ca among the HAP
2+By Zn
2+, La
2+, Ce
2+, Y
2+Metal ion partly replaces, and can make HAP and contain nano materials such as zinc, lanthanum, cerium, yttrium, and the more common HAP of such material has better mechanical property, better biocompatibility.Moreover, utilize Zn
2+, La
2+, Ce
2+, Y
2+These inorganic antibacterial ions have strengthened the anti-microbial property of such material, reach antimicrobial purpose, and these inorganic ions anti-biotic materials have to hold and advantage such as imitate durable, broad-spectrum antiseptic, have no drug resistance, be safe in utilization.
Wherein, zinc has the effect that suppresses acid of dental plaque product and cariogenic bacteria growth, has certain anti-dental caries effect.Human experimentation shows and contains the growth that zinc toothpaste can effectively suppress Streptococcus mutans and lactobacillus etc. and dental caries Related Bacteria, but do not influence the activity of saliva lysozyme and antibiotic substance SIgA; Isolated experiment confirms that also zinc can not only suppress the growth of antibacterial, and can suppress dental plaque and produce acid.In addition, containing zinc toothpaste can be detained in the gingival sulcus in the back of brushing teeth, and discharges zinc ion then gradually, to prevent the formation of dental calculus, suppresses pigments such as smoking patch, tea speckle and adheres at dental surface, has the speckle effect.
Lanthanum is a LREE, can stop antibacterial to adhere on facing, suppresses the formation of bacterial plaque.Lanthanum can also infiltrate tissue of tooth by saliva, increases enamel hardness, promotes remineralization of teeth, improves adamantine antiacid erosion effect.The cytotoxicity of lanthanide series is one of percentage of fluorine, and the savings in internal organs such as kidney, brain, blood and liver is also less, therefore, and the lanthanum prime element efficient preventing decayed tooth element of a kind of low toxicity of can yet be regarded as.
Cerium is a LREE, except suppressing the formation of dental plaque, also has antiinflammatory action, and inflammation such as periodontitis, gingivitis are alleviated, and healing acceleration.
Yttrium is a heavy rare earth element, contains yttric HAP nano material and can suppress and control main bacteria such as Streptococcus mutans, the Streptococcus sobrinus etc. that constitute bacterial plaque, but can not destroy the microecological balance in oral cavity.
The metal composite of nanometer hydroxyapatite has good anti-dental caries bacterium effect, better biocompatibility of ratio nano hydroxyapatite and anti-microbial property, can promote the tooth dental caries to lose surperficial remineralization, strengthen the preventing decayed tooth ability of tooth, this material safety is nontoxic simultaneously, human body is had no side effect, make toothpaste have good safe anticaries efficacy, can be synthetic by methods such as sol-gels.
Below describing nanometer anti-caries anti-biotic material of the present invention is the method for making of the metal composite of nanometer hydroxyapatite:
Preventing decayed tooth antimicrobial nano material of the present invention can adopt sol-gel process synthetic, but this nano material that is applied to toothpaste is not limited to this method.Reaction equation is as follows:
Wherein, M represents metallic element, and it can be Zn (zinc), La (lanthanum), Ce (cerium), Y metallic elements such as (yttriums), X+Y=10.
Ca
2+Derive from lime nitrate, calcium chloride, calcium oxide or its mixture.M
2+Derive from hydroxide, chloride, the nitrate of this metal.PO
4 3-Derive from dipotassium hydrogen phosphate, sodium hydrogen phosphate, diammonium phosphate; Potassium dihydrogen phosphate, sodium dihydrogen phosphate, Ammonium biphosphate, phosphoric acid, potassium phosphate, sodium phosphate, ammonium phosphate.OH
-Derive from M (OH)
2, calcium hydroxide, sodium hydroxide, potassium hydroxide.Alkali comprises ammonia or organic amine, wherein, described organic amine can be in ethylenediamine, propane diamine, butanediamine, pentanediamine, hexamethylene diamine, n-butylamine, n-amylamine, the n-hexylamine any one or multiple etc.
The concrete steps of the metal composite of preparation nanometer hydroxyapatite are:
Step 1: take by weighing proper C a
2+Salt, M
2+Salt adds in the deionized water, adds appropriate bases, is mixed with mixture solution A;
Step 2: according to the mol ratio of (Ca+M)/P is 1.67 to take by weighing an amount of phosphate and add in the deionized water, adds appropriate bases, is mixed with mixture solution B;
Step 3: when mixture solution A and mixture solution B are heated to 50-90 ℃, under high-speed stirred, mixture solution B is dripped sample in mixture solution A;
Step 4: after dropwising, under 55-90 ℃ of constant temperature, stir 4-8h, and leave standstill 8-16h, precipitate after filtration, wash;
Step 5:, promptly obtain the metal composite of the nanometer hydroxyapatite of white through vacuum drying.
Further the present invention is set forth the preparation technology of the metal composite of nanometer hydroxyapatite below in conjunction with several specific embodiments.
Embodiment one
In the present embodiment, at first, the 0.5mol zinc chloride, the 0.5mol calcium oxide is added in the 450ml deionized water, and the ethylenediamine solution that adds 1.2ml 80% is made into mixture A; Secondly, the 0.6mol Ammonium biphosphate is joined in the 150ml deionized water, add the ethylenediamine solution of 2.2ml 80%, be made into mixture B; Then, when mixture A and mixture B all are heated to 75 ℃, the B drips of solution is added in the A solution of high-speed stirred, the ethylenediamine with 80% is regulated pH value to 9.0, dropwises in 2h; Then, under 75 ℃ of constant temperature, stir 5h, leave standstill 8h then, precipitate after filtration, wash; At last, under 80 ℃, obtain product nanometer zinc-containing hydroxyapatite (Zn-HAP) through vacuum drying.
Embodiment two
In the present embodiment, at first, the 0.2mol lanthanum chloride, 0.6mol calcium chloride and 400ml deionized water wiring solution-forming add 1.1ml 80% propane diamine, are made into mixture A; Secondly, the 0.48mol Ammonium biphosphate joins in the 100ml deionized water, and stirring and dissolving adds 2.0ml 80% propane diamine wiring solution-forming B; Then, when A, B were heated to 65 ℃, the A high-speed stirred also dripped B, regulated pH value to 9.0 with 80% propane diamine, dropwised in 1.5h; Then, under 80 ℃ of constant temperature, stir 6h, and leave standstill 8h, precipitate after filtration, wash, last, under 80 ℃, obtain the product nanometer and contain lanthanum hydroxyapatite (La-HAP) through vacuum drying.
Embodiment three
In the present embodiment, at first, with the 0.6mol cerous nitrate, 0.7mol calcium chloride joins wiring solution-forming in the 600ml deionized water, and the butanediamine aqueous solution that adds 1.3ml 85% is made into mixture A; Secondly, the 0.78mol Ammonium biphosphate is joined wiring solution-forming in the 200ml deionized water, the butanediamine aqueous solution that adds 2.3ml 85% is made into mixture B; Then, when A, B were heated to 80 ℃, the A high-speed stirred also dripped B, regulated pH value to 8.5 with butanediamine, dropwised in 2h; Then, under 80 ℃ of constant temperature, stir 6h, and leave standstill 10h, precipitate after filtration, wash; At last, under 80 ℃, obtain the product nanometer and contain cerium hydroxyapatite (Ce-HAP) through vacuum drying.
Embodiment four
In the present embodiment, at first, with the 0.15mol Yttrium trinitrate, the 0.35mol calcium oxide joins in the 300ml deionized water, and the hexamethylene diamine aqueous solution that adds 1.0ml 85% is made into mixture A; Secondly, the 0.3mol Ammonium biphosphate is joined wiring solution-forming in the 100ml deionized water, the hexamethylene diamine aqueous solution that adds 1.8ml 85% is made into mixture B; Then, when A, B were heated to 85 ℃, the A high-speed stirred also dripped B, regulated pH value to 8.0 with hexamethylene diamine, dropwised in 2h; Then, under 85 ℃ of constant temperature, stir 5h, and leave standstill 8h, precipitate after filtration, wash; At last, under 80 ℃, obtain the product nanometer and contain yttrium hydroxyapatite (Y-HAP) through vacuum drying.
Mastic matrix components in the toothpaste generally includes and mixes wetting agent, binding agent, abrasivus, foaming agent, sweeting agent, flavouring agent, functional agent and the deionized water of forming etc. by a certain percentage.In the present invention, described wetting agent can be glycerol, sorbitol, propylene glycol, diethylene glycol or Polyethylene Glycol, and described several wetting agents can be singly with also can severally being used in combination.Described binding agent can be sodium carboxymethyl cellulose, hydroxyethyl-cellulose, carrageenan or HANSHENGJIAO, and described several binding agents can singly be used, and also can severally be used in combination.Described abrasivus is calcium carbonate, calcium bicarbonate or silicon dioxide, described several abrasivuss can be singly with or several being used in combination.Described foaming agent is generally sodium lauryl sulphate.Described sweeting agent can be saccharin sodium.Described flavouring agent is an essence.
The functional agent of caries preventing nano tooth paste of the present invention is the metal composite of nanometer hydroxyapatite, can be added in the toothpaste with technology according to a conventional method, and addition is 0.1%-20% (by weight percentage).
Further set forth the component prescription of described caries preventing nano tooth paste below in conjunction with several specific embodiments.
Embodiment one
The shared total weight percent of each component of caries preventing nano tooth paste described in the present embodiment is:
Glycerol 10% sorbitol 10%
Sodium carboxymethyl cellulose 1.1% sodium lauryl sulfate 1.7%
Calcium carbonate 45% Zn-HAP 5.0%
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus
Embodiment two
The shared total weight percent of each component of caries preventing nano tooth paste described in the present embodiment is:
Propylene glycol 5% sorbitol 15%
Sodium carboxymethyl cellulose 1.0% sodium lauryl sulfate 1.8%
Calcium hydrogen phosphate 45% La-HAP 3.0%
Saccharin sodium 0.2% essence 1.1%
The deionized water surplus
Embodiment three
The shared total weight percent of each component of caries preventing nano tooth paste described in the present embodiment is:
Glycerol 5% sorbitol 20%
Sodium carboxymethyl cellulose 1.1% sodium lauryl sulfate 1.8%
Silicon dioxide 20% calcium carbonate 25%
Ce-HAP 1.5% saccharin sodium 0.2%
Essence 1.2% deionized water surplus
Embodiment four
The shared total weight percent of each component of caries preventing nano tooth paste described in the present embodiment is:
Propylene glycol 5% glycerol 10%
Sorbitol 10% sodium carboxymethyl cellulose 1.0%
Sodium lauryl sulfate 1.9% silicon dioxide 5%
Calcium hydrogen phosphate 35% Y-HAP 1.0%
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus
Above disclosedly only be the preferred embodiment of caries preventing nano tooth paste of the present invention, can not limit the present invention's interest field certainly with this, therefore the equivalent variations of being done according to the present patent application claim still belongs to the scope that the present invention is contained.
Claims (10)
1. nanometer anti-caries anti-biotic material, it is characterized in that: it is the metal composite of nanometer hydroxyapatite, molecular formula is Ca
xM
y(PO
4)
6(OH)
2, M represents metallic element, and X+Y=10, particle diameter are below 100 nanometers.
2. nanometer anti-caries anti-biotic material as claimed in claim 1 is characterized in that: described M is (zinc), La (lanthanum), and Ce (cerium) chooses any one kind of them among the Y (yttrium).
3. nanometer anti-caries anti-biotic material as claimed in claim 1 or 2 is characterized in that: the metal composite of described nanometer hydroxyapatite adopts sol-gel process synthetic.
4. nanometer anti-caries anti-biotic material as claimed in claim 3 is characterized in that: described nanometer anti-caries anti-biotic material, and promptly the preparation method of the metal composite of nanometer hydroxyapatite is:
At first, take by weighing Ca
2+Salt, M
2+Salt adds in the deionized water, adds alkali, is mixed with the A sample;
Secondly, be 1.67 to take by weighing phosphate and add in the deionized water according to the mol ratio of (Ca+M)/P, add appropriate bases, be mixed with the B sample;
Then, when A sample and B sample are heated to 50-90 ℃, under high-speed stirred, drip the B sample in the A sample;
Then, the mixture of A sample and B sample is stirred 4-8h under 55-90 ℃ of constant temperature, and leaves standstill 8-16h, precipitation after filtration, washing;
At last, through vacuum drying, promptly obtain the metal composite of nanometer hydroxyapatite.
5. a caries preventing nano tooth paste comprises the lotion of toothpaste matrix components, it is characterized in that: described caries preventing nano tooth paste also comprises the metal composite of nanometer hydroxyapatite.
6. caries preventing nano tooth paste as claimed in claim 5 is characterized in that: the percentage by weight of the metal composite of described nanometer hydroxyapatite in described caries preventing nano tooth paste is 0.1%-20%.
7. caries preventing nano tooth paste as claimed in claim 6 is characterized in that: the shared total weight percent of each component of described caries preventing nano tooth paste is:
Glycerol 10% sorbitol 10%
CMC 1.1％ K
12 1.7％
CaCO
3 45％ Zn-HAP 5.0％
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus.
8. caries preventing nano tooth paste as claimed in claim 6 is characterized in that: the shared total weight percent of each component of described caries preventing nano tooth paste is:
Propylene glycol 5% sorbitol 15%
CMC 1.0％ K
12 1.8％
Calcium hydrogen phosphate 45% La-HAP 3.0%
Saccharin sodium 0.2% essence 1.1%
The deionized water surplus.
9. caries preventing nano tooth paste as claimed in claim 6 is characterized in that: the shared total weight percent of each component of described caries preventing nano tooth paste is:
Glycerol 5% sorbitol 20%
CMC 1.1％ K
12 1.8％
SiO
2 20％ CaCO
3 25％
Ce-HAP 1.5% saccharin sodium 0.2%
Essence 1.2% deionized water surplus.
10. caries preventing nano tooth paste as claimed in claim 6 is characterized in that: the shared total weight percent of each component of described caries preventing nano tooth paste is:
Propylene glycol 5% glycerol 10%
Sorbitol 10% CMC 1.0%
K1 21.9％ SiO
2 5％
Calcium hydrogen phosphate 35% Y-HAP 1.0%
Saccharin sodium 0.2% essence 1.2%
The deionized water surplus.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100356426A CN100431549C (en) | 2005-07-04 | 2005-07-04 | Nanometer dental caries prevention and antibiotic material, and its prepn. method and toothpaste containing the material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100356426A CN100431549C (en) | 2005-07-04 | 2005-07-04 | Nanometer dental caries prevention and antibiotic material, and its prepn. method and toothpaste containing the material |
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| Publication Number | Publication Date |
|---|---|
| CN1723915A true CN1723915A (en) | 2006-01-25 |
| CN100431549C CN100431549C (en) | 2008-11-12 |
Family
ID=35923629
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|---|---|---|---|
| CNB2005100356426A Active CN100431549C (en) | 2005-07-04 | 2005-07-04 | Nanometer dental caries prevention and antibiotic material, and its prepn. method and toothpaste containing the material |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007082496A3 (en) * | 2006-01-19 | 2008-01-31 | Goram Spol S R O | An agent for the prevention and treatment of the initial dental caries |
| WO2012046082A3 (en) * | 2010-10-08 | 2012-10-11 | University Of Leeds | Composition |
| CN102784069A (en) * | 2012-08-27 | 2012-11-21 | 上海交通大学医学院附属第九人民医院 | Zinc-loaded calcium phosphate antibacterial material and preparation method thereof |
| CN108187136A (en) * | 2017-12-29 | 2018-06-22 | 连云港碳谷材料科技有限公司 | A kind of preparation method of nanometer of load zinc hydroxyapatite |
| CN116196222A (en) * | 2023-02-28 | 2023-06-02 | 上海沐良医疗器械有限公司 | Caries preventing additive, caries preventing material, dental diaphragm and invisible appliance |
| CN116270254A (en) * | 2022-11-28 | 2023-06-23 | 昆明理工大学 | Preparation method and application of amorphous calcium phosphate-cerium phosphate composite material |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1429538A (en) * | 2002-01-01 | 2003-07-16 | 孟祥才 | Nano-grade hydroxy apatite, its preparation method and application in toothpaste |
-
2005
- 2005-07-04 CN CNB2005100356426A patent/CN100431549C/en active Active
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA014876B1 (en) * | 2006-01-19 | 2011-02-28 | Ческа Хлава С.Р.О. | An agent for the prevention and treatment of the initial dental caries |
| WO2007082496A3 (en) * | 2006-01-19 | 2008-01-31 | Goram Spol S R O | An agent for the prevention and treatment of the initial dental caries |
| US9439837B2 (en) | 2010-10-08 | 2016-09-13 | University Of Leeds | Composition |
| WO2012046082A3 (en) * | 2010-10-08 | 2012-10-11 | University Of Leeds | Composition |
| EP2624804A2 (en) * | 2010-10-08 | 2013-08-14 | The University Of Leeds | Composition |
| CN103370040A (en) * | 2010-10-08 | 2013-10-23 | 利兹大学 | Composition |
| EP2624804B1 (en) * | 2010-10-08 | 2022-10-05 | The University Of Leeds | Composition |
| AU2011311342B2 (en) * | 2010-10-08 | 2015-02-05 | The University Court Of The University Of St. Andrews | A photosensitive composition comprising hydroxyapatite |
| CN103370040B (en) * | 2010-10-08 | 2016-02-10 | 利兹大学 | Compositions |
| CN102784069A (en) * | 2012-08-27 | 2012-11-21 | 上海交通大学医学院附属第九人民医院 | Zinc-loaded calcium phosphate antibacterial material and preparation method thereof |
| CN102784069B (en) * | 2012-08-27 | 2014-06-25 | 上海交通大学医学院附属第九人民医院 | Zinc-loaded calcium phosphate antibacterial material and preparation method thereof |
| CN108187136A (en) * | 2017-12-29 | 2018-06-22 | 连云港碳谷材料科技有限公司 | A kind of preparation method of nanometer of load zinc hydroxyapatite |
| CN116270254A (en) * | 2022-11-28 | 2023-06-23 | 昆明理工大学 | Preparation method and application of amorphous calcium phosphate-cerium phosphate composite material |
| CN116270254B (en) * | 2022-11-28 | 2024-03-19 | 昆明理工大学 | Preparation method and application of amorphous calcium phosphate-cerium phosphate composite material |
| CN116196222A (en) * | 2023-02-28 | 2023-06-02 | 上海沐良医疗器械有限公司 | Caries preventing additive, caries preventing material, dental diaphragm and invisible appliance |
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| Publication number | Publication date |
|---|---|
| CN100431549C (en) | 2008-11-12 |
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