CN103751029A - Preparation method and application of novel tooth whitening repairing agent - Google Patents

Preparation method and application of novel tooth whitening repairing agent Download PDF

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CN103751029A
CN103751029A CN201310698956.9A CN201310698956A CN103751029A CN 103751029 A CN103751029 A CN 103751029A CN 201310698956 A CN201310698956 A CN 201310698956A CN 103751029 A CN103751029 A CN 103751029A
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whitening
gum
synthetic
glue
photosensitizer
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刘天军
陆丽
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Institute of Biomedical Engineering of CAMS and PUMC
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Institute of Biomedical Engineering of CAMS and PUMC
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Abstract

The invention discloses a preparation method and application of a novel tooth whitening repairing agent. Especially, a BODIPY (boron fluoride-dipyrromethene) compound is prepared into an aqueous solution with a concentration of 0.1-100 micromol/L, and then ingredients are employed to make the solution into a uniform paste. Specifically, the BODIPY compound has a structure shown as the specification. Experiments prove that the water-soluble BODIPY photodynamic whitening repairing agent provided by the invention has a simple preparation method, is safe and free of toxic or side effect, a BODIPY photosensitizer can achieve a high singlet oxygen quantum yield. With good water solubility, the novel tooth whitening repairing agent has good biocompatibility. The tooth whitening repairing agent prepared according to the method provided by the invention is convenient to use, can be operated independently at home, and has strong controllability, and the illumination time can be chosen according to a user's own whitening requirements. The whitening repairing agent not only has no damage to teeth, but also can repair the tooth surface enamel and perform remineralization, thus making the teeth white, smooth, glossy and bright. Thus, the novel tooth whitening repairing agent has a broad market application prospect.

Description

A kind of Preparation method and use of novel tooth whitening renovation agent
Technical field
The invention belongs to medical technical field, be specifically related to a kind of Preparation method and use of tooth whitening renovation agent of the BODIPY of containing active component.Particularly, by being 0.1-100 μ mol/L BODIPY compound water solution by concentration with the even pasty state of batching furnishing, make tooth whitening renovation agent, and this tooth whitening renovation agent in conjunction with laser irradiation in the application aspect tooth light power whitening reparation.
Background technology
Have the neat pure white tooth of a bite, always enjoy people's favor, tooth whitening becomes a kind of fashion already in recent years.At present, the method for tooth being carried out to whitening is a lot of, such as the bleaching of root pipe hydrogen peroxide, the bleaching of individuation pallet, baking-ceramic tooth beauty treatment reparation, resin veneer etc.But said method all has some limitations,, complex operation not good such as bleaching effect, larger etc. to patient's injury of teeth.In recent years, laser whitening has obtained very large development, at present clinical widely used Beyond cold light tooth whitening technology is to utilize the high strength blue light that wavelength is 480-520nm, the whitening agent that irradiation contains peroxide, produce hydrogen peroxide the pigment of dental surface and deep layer is oxidized, thereby reach whitening effect.Therefore but research shows, life-time service hydrogen peroxide can make dental surface enamel occur demineralization phenomenon, and corrosion dental surface is badly in need of the tooth whitening technology of a kind of Di Chuanhuo Wicresoft clinically at present.
Photodynamic therapy (Photodynamic Therapy, PDT) refer to that photosensitizer is under the irradiation of special wavelength light, by the participation of oxygen, form highly active singlet oxygen, these highly reactive form of oxygens have the effect similar with hydrogen peroxide, but concentration is low, generation is controlled by laser irradiation intensity and time, do not irradiate and just not can produce highly reactive form of oxygen, be highly susceptible to controlling, this technology is widely studied and applied at numerous areas.BODIPY (boron fluoride complexation two pyrroles's methines, 4,4-difluoro-4-bora-3a, 4a-di-aza-s-indacene) compounds has high molar extinction coefficient, high-fluorescence quantum yield and good light stability, be subject to the impact of extraneous polarity and pH less, emission wavelength generally, between 400~580nm, is applicable to being developed as photosensitizer very much.
We design and have synthesized the new BODIPY class photosensitizer of a class, be combined with present existing tooth laser device, not only can realize tooth whitening, can also be to dental enamel remineralization, reach tooth whitening and the disposable of dental mineralization reparation completes, and photosensitizer based on existing bibliographical information is processed in conjunction with laser or cold light, only have the effect of whitening, thereby in conjunction with laser irradiation, be expected to develop novel the having whitening concurrently and repair the teeth whitening of effect of a class based on photosensitizer of the present invention.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art part, a kind of preparation method of novel tooth whitening renovation agent is provided.
Second object of the present invention be to provide a kind of novel tooth whitening renovation agent in conjunction with laser irradiation the purposes as tooth whitening repair medicine.
For achieving the above object, technical scheme of the present invention is summarized as follows:
BODIPY compound is made into concentration 01-100 μ mol/L aqueous solution, with the even pasty state of batching furnishing, is applied in dental surface, laser irradiation, cleans tooth.
Described BODIPY compound has following structure:
Figure BSA0000099144430000021
R wherein 1, R 2, R 3, R 4, R 5, R 6for H, CH 3, I, Br, R 7for carboxylic acid, sulfonic acid, amide, triose, tetrose, pentose, hexose, heptose, disaccharide or polysaccharide.
Described batching comprises anti-that locust beam gum, locust bean gum, tamarind gum, tara gum, Cassia bean gum, the sub-glue of Folium et Cacumen Artemisiae Halodendri, Semen Lini glue, sesbania gum, three thorn glue, plantasan, plant certain herbaceous plants with big flowers glue, arabic gum, tragacanth gum, gum ghatti, POLY-karaya, Resina persicae, pectin, Konjac glucomannan, Abelmoschus manihot (L.) Medic glue, lndian aloe extracts glue, arabinogalactan, microcrystalline Cellulose, microfibre cellulose, radix abelmoscbi glue, carrageenan, alginic acid, agar, Furcellaran, Qiong Zhi belongs to varek combinations, capsule algin, gelatin, Casein, chitin, chitosan, xanthan gum, gellan gum, Aeromonas glue, pullulan, nitrogen-fixing bacteria glue, Semen Sojae Preparatum bacterium glue, polysaccharide condenses, Fungi Imperfecti glue, sclerotium gum, enzyme treated starch (glucamine), oligomeric glucose amine, the hydrogels such as enzyme hydrolysis guar gum.Before using, above-mentioned batching is soluble in water at a certain temperature, be made into the aqueous solution that concentration is 0.1%-2%, stir, 25 ℃ of placements.
Described laser irradiation parameters: λ is 532nm, and energy density is for O.1-5J/cm 2, irradiate 2-4h at every turn, irradiating the visual whitening of number of times needs to adjust.
Novel photosensitive tooth whitening renovation agent good water solubility of the present invention, maximum absorption wavelength is 532nm, has good biocompatibility, non-toxic and safe is not corroded tooth, and tooth is had to very large repair, has broad application prospects.
Tooth whitening restorative procedure of the present invention is simple to operate, at home Self-operating; Controllability is strong, can to the requirement of whitening, select light application time according to self; Non-toxic and safe, only has photosensitizer to be combined and just can to discharge highly reactive form of oxygen with illumination; Damage tooth not only, and can repair dental surface, carries out remineralization, makes teeth whitening, smooth and gloss is bright.
Accompanying drawing explanation
Fig. 1 tooth original state and SEM electron-microscope scanning figure.
Fig. 2 is used 3% hydrogenperoxide steam generator to process tooth and the SEM electron-microscope scanning figure after 24h.
Fig. 3 is used BODIPY whitening renovation agent to process tooth and SEM electron-microscope scanning figure afterwards in conjunction with light dynamic method.
The specific embodiment
Embodiment 1
(1) the synthetic of iodo photosensitizer comprises the steps:
1. alditol is synthetic
A. the acetylation of sugar protection is dissolved in 57mmol sugar in 50mL acetic anhydride with 110mmol anhydrous sodium acetate; 120 ℃ of backflows; magnetic agitation 4h; TLC[V (ethyl acetate): V (petroleum ether)=1:2] monitoring, after reacting completely, by reactant liquor impouring 1L frozen water, continue to stir; separate out white crystalline solid; solid collected by filtration, purification recrystallization obtains white powder, productive rate 50-60%.
B. bromo acetylation sugar is dissolved in 300mL CH by the above-mentioned reactor product of 30mmol 2cl 2in, 0 ℃ adds 17.1mL33%HBr/HAc solution, room temperature magnetic agitation 7h.TLC[V (ethyl acetate): V (petroleum ether)=1:2] monitoring, react completely, add the shrend reaction of going out, organic layer is used saturated NaHCO successively 3, water, saturated NaCl solution, anhydrous Na 2sO 4dry, after concentrating, obtain yellow oil, do not need purification, thick productive rate is more than 95%.
C. acetylation alditol is dissolved in 70mL CH by 4.39g hydroxy benzaldehyde 2cl 2in, add 27.4mL5%NaOH saturated solution vigorous stirring 10min.Add 2.4g n-But 4after NBr, slowly drip the 70mLCH that contains the upper step of 30mmol reactor product 2cl 2solution, room temperature lower magnetic force rapid stirring 24h, TLC monitors [V (ethyl acetate): V (petroleum ether)=1:2].Extraction, merges organic layer, uses respectively saturated NaHCO 3solution, saturated NaCl solution washing, anhydrous Na 2sO 4dry, concentrated.Column chromatography for separation [V (ethyl acetate): V (petroleum ether)=1:2], obtains white solid, productive rate 35-40%.
2. BODIPY compound is synthetic
By 1mmol sugar and the new 238mg2 steaming, 4-dimethyl pyrrole is dissolved in 20mL dichloromethane, nitrogen protection; with syringe, inject 37 μ L trifluoroacetic acids; lucifuge stirs 4.5h, TLC[V (ethyl acetate): V (petroleum ether)=1:1] detect without after raw material, add 450mg DDQ; solution becomes brown color; after 2h, add 0.98mL triethylamine, stir 15min, solution becomes black; add 0.75mL boron trifluoride diethyl etherate, solution becomes orange-yellow again.Reaction 24h, TLC[V (ethyl acetate): V (petroleum ether)=1:1] monitoring, column chromatography for separation [V (ethyl acetate): V (petroleum ether)=1:2] obtains orange red solid, and productive rate is 40-43%.
3. iodo BODIPY's is synthetic
Compound, 1.9g iodine that the upper step of 3mmol is obtained are dissolved in 20mL dehydrated alcohol, drip 1.05g iodine aqueous acid, heat 30min at 80 ℃, solution by orange-yellow become orange red.TLC[V (ethyl acetate): V (petroleum ether)=1:2] monitor to reacting completely.With the aqueous solution of sodium thiosulfate, wash 2 times CH 2cl 2extraction, concentrates and through column chromatography for separation, obtains red solid, productive rate 80-85%.
4. deacetylation protection
The synthetic compound of 1mmoL step 3 is dissolved in to 50mL CH 2cl 2in, the methanol solution (100mM) of dropping 10mL Feldalat NM, TLC monitoring, question response is complete, drips methanol solution (100mM) the cancellation reaction of 2mL acetic acid, concentrated through column chromatography for separation, obtains target compound, productive rate 77-83%.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into the aqueous solution of concentration 0.1 μ mol/L, with the even pasty state of 0.1% anti-your locust beam gum hydrogel furnishing, places standby.
Embodiment 2
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into the aqueous solution of concentration 0.5 μ mol/L, with the even pasty state of 1% locust bean gum hydrogel furnishing, places standby.
Embodiment 3
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 5 μ mol/L aqueous solutions, with the even pasty state of 1.5% tamarind gum hydrogel furnishing, places standby.
Embodiment 4
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% tara gum hydrogel furnishing, places standby.
Embodiment 5
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 20 μ mol/L aqueous solutions, with the even pasty state of 2% Cassia bean gum hydrogel furnishing, places standby.
Embodiment 6
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 20 μ mol/L aqueous solutions, with the even pasty state of 1% Folium et Cacumen Artemisiae Halodendri glue gel furnishing, places standby.
Embodiment 7
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 30 μ mol/L aqueous solutions, with the even pasty state of 1% Semen Lini glue gel furnishing, places standby.
Embodiment 8
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 40 μ mol/L aqueous solutions, with the even pasty state of 1% sesbania gum hydrogel furnishing, places standby.
Embodiment 9
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 50 μ mol/L aqueous solutions, with the even pasty state of 2% 3 thorn glue gel furnishing, places standby.
Embodiment 10
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 60 μ mol/L aqueous solutions, with the even pasty state of 1% plantasan hydrogel furnishing, places standby.
Embodiment 11
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 70 μ mol/L aqueous solutions, with 2% kind of even pasty state of certain herbaceous plants with big flowers glue gel furnishing, places standby.
Embodiment 12
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 80 μ mol/L aqueous solutions, with the even pasty state of 2% arabic gum hydrogel furnishing, places standby.
Embodiment 13
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 90 μ mol/L aqueous solutions, with the even pasty state of 2% tragacanth gum hydrogel furnishing, places standby.
Embodiment 14
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 100 μ mol/L aqueous solutions, with the even pasty state of 2% gum ghatti hydrogel furnishing, places standby.
Embodiment 15
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% POLY-karaya hydrogel furnishing, places standby.
Embodiment 16
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% peach glue gel furnishing, places standby.
Embodiment 17
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% Konjac glucomannan hydrogel furnishing, places standby.
Embodiment 18
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 035mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% pectin hydrogel furnishing, places standby.
Embodiment 19
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% Abelmoschus manihot (L.) Medic glue gel furnishing, places standby.
Embodiment 20
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with 2% lndian aloe, extracts the even pasty state of glue gel furnishing, places standby.
Embodiment 21
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% arabinogalactan hydrogel furnishing, places standby.
Embodiment 22
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% microcrystalline cellulose hydrogel furnishing, places standby.
Embodiment 23
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% microfibre cellulose aquagel furnishing, places standby.
Embodiment 24
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% radix abelmoscbi glue gel furnishing, places standby.
Embodiment 25
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% carrageenan hydrogel furnishing, places standby.
Embodiment 26
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% alginic acid hydrogel furnishing, places standby.
Embodiment 27
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% agar hydrogel furnishing, places standby.
Embodiment 28
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% Furcellaran glue gel furnishing, places standby.
Embodiment 29
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% fine jade sesame hydrogel furnishing, places standby.
Embodiment 30
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% capsule algin hydrogel furnishing, places standby.
Embodiment 31
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% gelatin hydrogel furnishing, places standby.
Embodiment 32
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% Casein hydrogel furnishing, places standby.
Embodiment 33
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% chitin hydrogel furnishing, places standby.
Embodiment 34
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% aquagel furnishing, places standby.
Embodiment 35
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% xanthan gum hydrogel furnishing, places standby.
Embodiment 36
(1) non-halo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The non-halo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% gellan gum hydrogel furnishing, places standby.
Embodiment 37
(1) iodo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The iodo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% enzyme treated starch (glucamine) hydrogel furnishing, places standby.
Embodiment 38
(1) bromo photosensitizer is synthetic
Method with reference to embodiment 1 is synthetic.
(2) preparation of whitening renovation agent
The bromo photosensitizer that 0.5mg is synthetic is dissolved in distilled water, is made into concentration 10 μ mol/L aqueous solutions, with the even pasty state of 2% enzyme hydrolysis guar gum hydrogel furnishing, places standby.
Embodiment 39
The light power whitening effect evaluation of the novel tooth whitening renovation agent of preparing with reference to embodiment 1-38 method comprises the steps:
(1) tooth whitening method
A. test tooth by the teeth in vitro of collecting, without dental caries, damaged without enamel, select and have different 8 painted teeth, scrape tartar and dirt, be divided at random two groups (A, B groups), every group of 4 teeth.The retention of taking pictures before experiment.
B.A group is at room temperature soaked 24h with 3% aqueous hydrogen peroxide solution; B group is soaked in BODPY whitening renovation agent aqueous solution, and it is 532nm that laser irradiation parameters λ is set, and energy density is 0.1J/cm 2, the each 2h of laser irradiation, every minor tick 5min, concurrent irradiation 6 times, during do not add whitening renovation agent.
(2) interpretation
Test completely, all experiment teeth are cleaned with distilled water, acetone, water and ethanol successively, dry up standby.Observe its appearance color, with the change of color of teeth before and after vita color board control experiment, investigate whitening effect (in Table 1).
From A and B group, choose two teeth respectively root of the tooth is removed, corona dewaters, and in vacuum drying oven, dry 24h, is fixed on microscope slide, and metal spraying, then carries out electron microscope scanning, analyzes the impact of different method for whitening on dental surface adamantine layer.Result shows, without the tooth of any processing, is dark yellow or blackout color, and SEM figure display surface enamel is level and smooth (being shown in Fig. 1) substantially; The tooth that 3% aqueous hydrogen peroxide solution is processed, whitening effect is remarkable, color of teeth improves 5 rank, but dental surface is uneven, rough, and enamel is Chalk color, reduced the transparency of enamel, SEM shows that obvious alveolate texture appears in dental surface, joins together in demineralization region, respectively evenly, teeth corrosion serious (seeing Fig. 2) is described; PDT group color of teeth obviously bleaches, promote 3 rank, dental surface is smooth, color and luster is bright, SEM shows that dental surface enamel has the irregular deposit of multilayer chip form, and crystallization is obvious, has occurred obvious remineralization phenomenon, tooth is had to repair, and enamel surfaces is not found demineralization phenomenon (seeing Fig. 3).
The light power whitening effect of tooth whitening renovation agent prepared by table 1 embodiment 1-38
Figure BSA0000099144430000121
Figure BSA0000099144430000131

Claims (6)

1. a preparation method for the U.S. self repairing agent of novel tooth, is characterized in that BODIPY compound to be made into dense tall building 0.1-100gmol/L aqueous solution, with the even pasty state of batching furnishing, places standby.
2. the preparation method of novel tooth whitening renovation agent according to claim 1, is characterized in that described BODIPY compound has following structure:
Figure FSA0000099144420000011
R wherein l, R 2, R 3, R 4, R 5, R 6for H, CH 3, I, Br, R 7for carboxylic acid, sulfonic acid, amide, triose, tetrose, pentose, hexose, heptose, disaccharide or polysaccharide.
3. the preparation method of novel tooth whitening renovation agent according to claim 1, it is characterized in that described batching comprises anti-that locust beam gum, locust bean gum, tamarind gum, tara gum, Cassia bean gum, the sub-glue of Folium et Cacumen Artemisiae Halodendri, Semen Lini glue, sesbania gum, three thorn glue, plantasan, plant certain herbaceous plants with big flowers glue, arabic gum, tragacanth gum, gum ghatti, POLY-karaya, Resina persicae, pectin, Konjac glucomannan, Abelmoschus manihot (L.) Medic glue, lndian aloe extracts glue, arabinogalactan, microcrystalline Cellulose, microfibre cellulose, radix abelmoscbi glue, carrageenan, alginic acid, agar, Furcellaran, Qiong Zhi belongs to varek combinations, capsule algin, gelatin, Casein, chitin, chitosan, xanthan gum, gellan gum, Aeromonas glue, pullulan, nitrogen-fixing bacteria glue, Semen Sojae Preparatum bacterium glue, polysaccharide condenses, Fungi Imperfecti glue, sclerotium gum, enzyme treated starch (glucamine), oligomeric glucose amine, the hydrogels such as enzyme hydrolysis guar gum.Before using, above-mentioned batching is soluble in water at a certain temperature, be made into concentration and be 0.1% one 2% aqueous solution, stir, 25 ℃ of placements.
According to the novel tooth whitening renovation agent described in claim 1.3 in the application of preparing aspect light power tooth whitening medicine.
5. the application of novel tooth whitening renovation agent according to claim 4, is applied in dental surface by novel tooth whitening renovation agent in it is characterized in that using, and laser irradiation, cleans tooth.
6. according to the application of the novel tooth whitening renovation agent described in claim 4-5, it is characterized in that described laser irradiation parameters: λ is 532alii, and energy density is 0.1.5J/cm 2, irradiate 2-4h at every turn, irradiating the visual whitening of number of times needs to adjust.
CN201310698956.9A 2013-12-13 2013-12-13 Preparation method and application of novel tooth whitening repairing agent Pending CN103751029A (en)

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CN106265104A (en) * 2016-08-22 2017-01-04 黄栋杰 The material of a kind of tooth-whitening and method
CN108785627A (en) * 2018-06-26 2018-11-13 朱佩新 A kind of brain-care massage cream and preparation method thereof
CN112807431A (en) * 2020-12-31 2021-05-18 福建医科大学附属口腔医院 Application of novel zinc phthalocyanine photosensitizer in combination with photodynamic therapy in tooth bleaching
CN114272152A (en) * 2021-12-09 2022-04-05 哈尔滨工业大学(深圳) Photosensitizer for inhibiting tooth biomembrane and whitening teeth by combining photodynamic method

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106265104A (en) * 2016-08-22 2017-01-04 黄栋杰 The material of a kind of tooth-whitening and method
CN108785627A (en) * 2018-06-26 2018-11-13 朱佩新 A kind of brain-care massage cream and preparation method thereof
CN112807431A (en) * 2020-12-31 2021-05-18 福建医科大学附属口腔医院 Application of novel zinc phthalocyanine photosensitizer in combination with photodynamic therapy in tooth bleaching
CN114272152A (en) * 2021-12-09 2022-04-05 哈尔滨工业大学(深圳) Photosensitizer for inhibiting tooth biomembrane and whitening teeth by combining photodynamic method
CN114272152B (en) * 2021-12-09 2023-10-31 哈尔滨工业大学(深圳) Photosensitizers for tooth biofilm inhibition and tooth whitening by combining photodynamic method

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Application publication date: 20140430