CN111904870A - Denture stabilizing sealant and preparation method thereof - Google Patents
Denture stabilizing sealant and preparation method thereof Download PDFInfo
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- CN111904870A CN111904870A CN202010828671.2A CN202010828671A CN111904870A CN 111904870 A CN111904870 A CN 111904870A CN 202010828671 A CN202010828671 A CN 202010828671A CN 111904870 A CN111904870 A CN 111904870A
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- mass
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- denture stabilizing
- methyl ether
- calcium sodium
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- 239000000565 sealant Substances 0.000 title claims abstract description 36
- 230000000087 stabilizing effect Effects 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 35
- 239000005058 Isophorone diisocyanate Substances 0.000 claims abstract description 21
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 21
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 21
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 claims abstract description 20
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000011575 calcium Substances 0.000 claims abstract description 19
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 19
- COUAJXULDCQZSS-UHFFFAOYSA-N furan-2,5-dione;sodium Chemical compound [Na].O=C1OC(=O)C=C1 COUAJXULDCQZSS-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920001577 copolymer Polymers 0.000 claims description 19
- 238000003756 stirring Methods 0.000 claims description 17
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
- VEUACKUBDLVUAC-UHFFFAOYSA-N [Na].[Ca] Chemical compound [Na].[Ca] VEUACKUBDLVUAC-UHFFFAOYSA-N 0.000 claims description 16
- 238000006467 substitution reaction Methods 0.000 claims description 15
- 229940057995 liquid paraffin Drugs 0.000 claims description 14
- 229940099259 vaseline Drugs 0.000 claims description 14
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 229920002678 cellulose Polymers 0.000 claims description 10
- 239000001913 cellulose Substances 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 8
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 8
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 8
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 8
- 229940041616 menthol Drugs 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000000049 pigment Substances 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 8
- 235000012239 silicon dioxide Nutrition 0.000 claims description 8
- -1 hydroxyethyl carboxymethyl Chemical group 0.000 claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000003086 colorant Substances 0.000 claims description 5
- MSJMDZAOKORVFC-UAIGNFCESA-L disodium maleate Chemical compound [Na+].[Na+].[O-]C(=O)\C=C/C([O-])=O MSJMDZAOKORVFC-UAIGNFCESA-L 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 3
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 3
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- 235000012216 bentonite Nutrition 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000001902 eugenia caryophyllata l. bud oil Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 229920013819 hydroxyethyl ethylcellulose Polymers 0.000 claims description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 2
- 239000001683 mentha spicata herb oil Substances 0.000 claims description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 2
- 239000004200 microcrystalline wax Substances 0.000 claims description 2
- 235000019808 microcrystalline wax Nutrition 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- 235000019721 spearmint oil Nutrition 0.000 claims description 2
- 239000009637 wintergreen oil Substances 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims 1
- 239000004006 olive oil Substances 0.000 claims 1
- 238000004132 cross linking Methods 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 description 19
- 239000000853 adhesive Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 15
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000004264 Petrolatum Substances 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 235000019271 petrolatum Nutrition 0.000 description 3
- 229940066842 petrolatum Drugs 0.000 description 3
- 229920001059 synthetic polymer Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 230000002882 anti-plaque Effects 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229920001206 natural gum Polymers 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- AHQNFRFBKOXXBK-ODZAUARKSA-N (z)-but-2-enedioic acid;methoxymethane Chemical compound COC.OC(=O)\C=C/C(O)=O AHQNFRFBKOXXBK-ODZAUARKSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920000569 Gum karaya Polymers 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000934878 Sterculia Species 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000003868 ammonium compounds Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- HDRTWMBOUSPQON-ODZAUARKSA-L calcium;(z)-but-2-enedioate Chemical compound [Ca+2].[O-]C(=O)\C=C/C([O-])=O HDRTWMBOUSPQON-ODZAUARKSA-L 0.000 description 1
- 150000001719 carbohydrate derivatives Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229940045110 chitosan Drugs 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000003479 dental cement Substances 0.000 description 1
- 210000004513 dentition Anatomy 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229940014259 gelatin Drugs 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 239000000416 hydrocolloid Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 235000010494 karaya gum Nutrition 0.000 description 1
- 239000000231 karaya gum Substances 0.000 description 1
- 229940039371 karaya gum Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000036346 tooth eruption Effects 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/30—Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
- A61K6/35—Preparations for stabilising dentures in the mouth
-
- 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
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61K6/898—Polysaccharides
-
- 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
- A61K6/893—Polyurethanes
Landscapes
- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Dental Preparations (AREA)
Abstract
The invention relates to a denture stabilizing sealant and a preparation method thereof, wherein the denture stabilizing sealant comprises a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt with the number average molecular weight of 200000-; the prepolymer of the NCO-terminated polyethylene glycol and isophorone diisocyanate is added to play a role in crosslinking, so that good bonding strength can be well maintained.
Description
Technical Field
The invention relates to the field of denture stabilizing sealants, in particular to a denture stabilizing sealant which does not depend on vinyl methyl ether-maleic anhydride copolymer (or corresponding salt) with high molecular weight and has excellent performances in the aspects of bonding strength, action time and the like.
Background
The aging of the Chinese population is more and more serious, the number of patients with dentition loss is increased, and the number of patients wearing complete dentures is increased correspondingly. In foreign countries, consumers have become more accustomed to using Denture stabilizing sealants, or so-called adhesives (DA), to temporarily assist in Denture retention and stabilization. There are related special manufacturers abroad, DA formulations comprise powder, paste, cream, spray and cushion formulations, and the product brands are dozens of types, but at present, the number is relatively small at home.
Attempts have been made at home and abroad to develop improved denture stabilizing sealant compositions. Synthetic and natural polymers and gums have been used alone, in combination, and in combination with a variety of binders and other materials in an attempt to reduce certain deficiencies. These defects include inadequate retention and removal of residual adhesive from the mouth and dentures. Moreover, food may get caught between the wearer's dentures and mouth, and certain components may also present an undesirable mouth feel to the wearer.
At present, various denture stabilizing sealants and methods for preparing the same have been reported in numerous patent publications, such as patent publications by procter company CN101296679A, CN101296681A, CN101299985A, CN101299984A, CN101304722A, CN101304721A, etc., which disclose a denture adhesive product, wherein the denture adhesive component is indicated to be selected from the group consisting of: natural gums, synthetic polymer gums, AVE/MA, salts of AVE/MA, AVE/MA/IB, salts of AVE/MA/IB, copolymers of maleic acid or maleic anhydride and ethylene and salts thereof, copolymers of maleic acid or maleic anhydride and styrene and salts thereof, copolymers of maleic acid or maleic anhydride and isobutylene and salts thereof, polyacrylic acid and polyacrylates thereof, polyitaconic acid and salts thereof, adhesion polymers, water-soluble hydrocolloids, saccharide derivatives, cellulose derivatives, and mixtures thereof. Examples of the above materials include karaya gum, guar gum, gelatin, algin, sodium alginate, tragacanth, chitosan, acrylamide polymers, carbopol, polyvinyl alcohol, polyamines, polyquaternary ammonium compounds, polyvinylpyrrolidone, cationic polyacrylamide polymers, AVE/MA/IB, mixed salts of AVE/MA/IB, polymeric acids, polymeric salts, polyols, and mixtures thereof. The characteristics addressed by this patent include improved retention, fit, ease of handling, ease of application, reduced exudation, and/or improved clean-up in various oral environments.
The procter company also discloses in CN1747708A an antiplaque denture adhesive composition comprising: a. a safe and effective adhesive amount of a denture adhesive component, wherein the denture adhesive component is preferably present in an amount of from 15% to 60% by weight and is selected from the group consisting of natural gums, synthetic polymer gums, alkyl vinyl ether maleic acid copolymers, alkyl vinyl ether maleic anhydride copolymers, alkyl vinyl ether maleic acid copolymers or salts of alkyl vinyl ether maleic anhydride copolymers, cellulose derivatives, and mixtures thereof; a safe and effective amount of an antiplaque or anti-tarnish agent selected from the group consisting of dimethicone copolyols, silicone surfactants, aminoalkylsilicones, organosilicone resins, and mixtures thereof; a non-aqueous denture adhesive carrier, preferably selected from the group consisting of petrolatum, liquid petrolatum, mineral oil, glycerin, polybutene, and mixtures thereof.
Chengxiang of Wuhan university discloses a denture adhesive in patent CN102068388A, which comprises 2-30 wt% of low-substitution hydroxypropyl cellulose, 30-60 wt% of polyvinyl methyl ether/sodium calcium maleate mixed salt and 20-55 wt% of sodium carboxymethylcellulose. Various formulations comprising the denture adhesive are also disclosed. It indicates that compared with DA sold in foreign markets, the adhesive strength and the action time of the invention are obviously improved, and the raw materials are low in price.
Pasteur company, in patent CN1196232A, discloses adhesives for dental prostheses which comprise a) as active adhesive component a partially or totally neutralized copolymer containing, in an amount of 5 to 95% by weight thereof, one or more acrylic esters of the general formula I CH2= CR '-COOR I (monomer A) in which R' is hydrogen or methyl and R is an alkyl group having 1 to 30 carbon atoms, and containing, in an amount of 95 to 5% by weight thereof, methacrylic and/or acrylic acid (monomer B), and B) a vehicle customary for dental adhesives.
Patent CN105147527A teaches that the prior art is mostly concerned with the function of vinyl methyl ether-maleic acid copolymer as part of the cationic metal salt mixture, and none of the patents notes the molecular weight of alkyl vinyl ether-maleic acid copolymer, the physical properties of the copolymer powder itself, and the effect of these physical properties on denture adhesive formulations. Meanwhile, most of the raw materials of the above patents contain zinc ions. This patent focuses on the properties of ethylene methyl ether maleic acid inorganic salt copolymer micropowder, the product of which provides strong and durable adhesion and avoids the addition of zinc ions.
CN110446482A mentions an improved denture adhesive composition comprising: (a) crosslinked poly (acrylic acid) polymers; and (b) an additional component comprising (i) a carboxymethylcellulose (CMC) component, (ii) an adhesion promoting component, or (iii) both (i) and (ii). The composition may also include one or more other components and/or additives known in the art for use in such compositions. In some embodiments, the composition further comprises petrolatum, mineral oil, or both.
As described above, the denture stabilizing sealant disclosed so far contains a large amount of a mixed salt of polyethylene methyl ether/calcium sodium maleate (or a vinyl methyl ether-maleic acid copolymer) and achieves certain results in terms of adhesive strength, working time, and the like, but most of the denture stabilizing sealants require the use of a vinyl methyl ether-maleic acid copolymer (or a corresponding salt) having a high molecular weight, and when a copolymer having a low molecular weight is used, the adhesive properties are greatly reduced. In addition, there is a need for further improvements in the time of application, and while many products claim to be able to do so for longer periods of time, the actual time to maintain higher bond strengths is shorter.
Disclosure of Invention
The invention mainly aims to provide a denture stabilizing sealant and a preparation method thereof, which do not need to rely on a vinyl methyl ether-maleic anhydride copolymer (or corresponding salt) with high molecular weight, have excellent performances in the aspects of bonding strength, action time and the like, and can fully meet the use requirements of consumers.
The denture stabilizing sealant is realized by the following technical scheme:
a denture stabilizing sealant comprises a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium sodium is 40-60 percent) with the number average molecular weight of 200000-400000, a cellulose derivative containing hydroxyl, and a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate.
Further, the adhesive comprises 30-40 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt, 40-60 parts by mass of a hydroxyl-containing cellulose derivative, and 10-20 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate.
Further, the cellulose derivative containing hydroxyl is one or the combination of hydroxyethyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl carboxymethyl cellulose, hydroxyethyl hydroxypropyl cellulose and hydroxyethyl ethyl cellulose.
Further, the denture stabilizing sealant also comprises a carrier, a thickening agent, a coloring agent and an aromatic. Wherein the carrier is one or more of liquid paraffin, vaseline, and oleum Olivarum. The thickener is one or more of silicon dioxide, bentonite and microcrystalline wax. The colorant is pigment. The aromatic is one or more of menthol, wintergreen oil, oleum Menthae Dementholatum, spearmint oil, leaf alcohol, and clove bud oil.
A preparation method of a denture stabilizing sealant comprises the steps of heating a carrier in a water bath until the carrier is melted and uniformly mixed, then adding a polyvinyl methyl ether/calcium sodium maleate mixed salt with the number average molecular weight of 200000-.
Further, the prepolymer of the NCO-terminated polyethylene glycol and isophorone diisocyanate is obtained by drying 10-20 parts by mass of polyethylene glycol (molecular weight 800-2000) at 90-100 ℃ in vacuum for 1-3 hours to remove water, cooling to 60-80 ℃, adding 50-60 parts by mass of isophorone diisocyanate and 0.01-0.1 part by mass of a catalyst, stirring and mixing, and reacting for 2-6 hours.
Further, the preparation method of the polyvinyl methyl ether/calcium sodium maleate mixed salt comprises the following steps: reacting vinyl methyl ether-maleic anhydride copolymer, sodium hydroxide and calcium hydroxide, controlling the raw material molar ratio and reaction time, drying the obtained salt solution to obtain the polyethylene methyl ether/maleic anhydride calcium sodium mixed salt with the calcium sodium substitution rate of 40-60%, and then crushing and filtering with a 20-200-mesh sieve to obtain powder.
Has the advantages that:
1. in the prior art, although the initial bonding strength of the denture stabilizing sealant is good, the denture stabilizing sealant is easily dissolved by saliva in the oral environment, and the bonding strength is rapidly reduced. According to the invention, the NCO-terminated polyethylene glycol and isophorone diisocyanate prepolymer are added to play a role in crosslinking, so that good bonding strength can be maintained. In order to achieve a better crosslinking effect, the invention particularly selects the cellulose derivative containing hydroxyl, controls higher addition amount, and specially selects the polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt with the calcium sodium substitution rate of 40-60 percent, while the traditional high-substitution rate polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt is not beneficial to the crosslinking effect.
2. In the prior art, in order to achieve better initial bonding strength, a very high molecular weight polyvinyl methyl ether/calcium sodium maleate mixed salt is usually required, but in the invention, a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate is introduced, so that a good effect is still achieved under the condition of relatively low molecular weight.
Detailed Description
The present invention will be described in further detail with reference to specific examples. It is to be understood that these embodiments are provided to illustrate the general principles, major features and advantages of the present invention, and the present invention is not limited in scope by the following embodiments. The implementation conditions used in the examples can be further adjusted according to specific requirements, and the implementation conditions not indicated are generally the conditions in routine experiments.
Example 1
A denture stabilizing sealant is prepared as follows:
taking 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline, heating in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 30 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium and sodium is 50 percent) with the average molecular weight of about 250000, 50 parts by mass of hydroxyethyl cellulose, 15 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate, 1 part by mass of silicon dioxide, 0.1 part by mass of a pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
The prepolymer of the NCO-terminated polyethylene glycol and isophorone diisocyanate is obtained by drying 10 parts by mass of polyethylene glycol (molecular weight is 1000) at 100 ℃ for 3 hours in vacuum to remove water, cooling to 70 ℃, adding 50 parts by mass of isophorone diisocyanate and 0.05 part by mass of catalyst triethylenediamine, stirring and mixing, and reacting for 4 hours.
Example 2
A denture stabilizing sealant is prepared as follows:
taking 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline, heating in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 40 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium and sodium is 50 percent) with the average molecular weight of 400000, 50 parts by mass of hydroxyethyl cellulose, 20 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate, 1 part by mass of silicon dioxide, 0.1 part by mass of a pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
Wherein, the prepolymer of the NCO-terminated polyethylene glycol and the isophorone diisocyanate is prepared by the method in the example 1.
Example 3
A denture stabilizing sealant is prepared as follows:
taking 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline, heating in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 30 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium and sodium is 60 percent) with the average molecular weight of about 250000, 40 parts by mass of hydroxyethyl cellulose, 15 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate, 1 part by mass of silicon dioxide, 0.1 part by mass of a pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
Wherein, the prepolymer of the NCO-terminated polyethylene glycol and the isophorone diisocyanate is prepared by the method in the example 1.
Comparative example 1
A denture stabilizing sealant is prepared as follows:
taking 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline, heating in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 40 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium and sodium is 80 percent) with the average molecular weight of 400000, 50 parts by mass of hydroxyethyl cellulose, 20 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate, 1 part by mass of silicon dioxide, 0.1 part by mass of a pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
Wherein, the prepolymer of the NCO-terminated polyethylene glycol and the isophorone diisocyanate is prepared by the method in the example 1.
Comparative example 2
A denture stabilizing sealant is prepared as follows:
taking 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline, heating in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 40 parts by mass of a polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt (the total substitution rate of calcium sodium is 60 percent) with an average molecular weight of about 1000000, 50 parts by mass of hydroxyethyl cellulose, 1 part by mass of silicon dioxide, 0.1 part by mass of pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
Comparative example 3
A denture stabilizing sealant is prepared as follows:
heating 20 parts by mass of liquid paraffin and 30 parts by mass of vaseline in a water bath until the liquid paraffin and the vaseline are melted and uniformly mixed, then adding 40 parts by mass of a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium and sodium is 60 percent) with an average molecular weight of about 1000000, 20 parts by mass of hydroxyethyl cellulose, 30 parts by mass of sodium carboxymethyl cellulose, 1 part by mass of silicon dioxide, 0.1 part by mass of pigment and 0.5 part by mass of menthol into a carrier, continuously stirring, and cooling to room temperature after uniform stirring.
The denture stabilizing sealants obtained in examples and comparative examples were tested with reference to ISO-10873-.
TABLE 1 denture stabilizing sealant Performance test results
The present invention has been described in detail, and the embodiments are only used for understanding the method and the core idea of the present invention, and the purpose of the present invention is to enable those skilled in the art to understand the content of the present invention and to implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (10)
1. A denture stabilizing sealant comprises a polyvinyl methyl ether/calcium sodium maleic anhydride mixed salt (the total substitution rate of calcium sodium is 40-60 percent) with the number average molecular weight of 200000-.
2. The denture stabilizing sealant according to claim 1, wherein: comprises 30-40 parts by mass of a polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt (the total substitution rate of calcium sodium is 40-60%), 40-60 parts by mass of a cellulose derivative containing hydroxyl, and 10-20 parts by mass of a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate.
3. The denture stabilizing sealant according to claim 1, wherein: the cellulose derivative containing hydroxyl is one or the combination of hydroxyethyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl carboxymethyl cellulose, hydroxyethyl hydroxypropyl cellulose and hydroxyethyl ethyl cellulose.
4. The denture stabilizing sealant according to claim 1, wherein: also comprises carrier, thickener, colorant, and aromatic.
5. The denture stabilizing sealant according to claim 4, wherein: the carrier is one or more of liquid paraffin, vaseline and olive oil, and the thickener is one or more of silicon dioxide, bentonite and microcrystalline wax.
6. The denture stabilizing sealant according to claim 4, wherein: the colorant is pigment, and the aromatic is one or more of menthol, wintergreen oil, oleum Menthae Dementholatum, spearmint oil, leaf alcohol, and clove bud oil.
7. A preparation method of a denture stabilizing sealant comprises the steps of heating a carrier in a water bath until the carrier is melted and uniformly mixed, then adding a polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt (the total substitution rate of calcium sodium is 40% -60%) with the number average molecular weight of 200000-400000, a cellulose derivative containing hydroxyl, a prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate, a thickening agent, a coloring agent and an aromatic agent into the carrier, continuously stirring, and cooling to room temperature after uniform stirring.
8. The method for preparing the denture stabilizing sealant according to claim 7, wherein: the prepolymer of the NCO-terminated polyethylene glycol and isophorone diisocyanate is obtained by drying 10-20 parts by mass of polyethylene glycol (molecular weight 800-2000) at 90-100 ℃ in vacuum for 1-3 hours to remove water, cooling to 60-80 ℃, adding 50-60 parts by mass of isophorone diisocyanate and 0.01-0.1 part by mass of a catalyst, stirring and mixing, and reacting for 2-6 hours.
9. The method for preparing the denture stabilizing sealant according to claim 7, wherein: the preparation method of the polyvinyl methyl ether/maleic anhydride calcium sodium mixed salt comprises the following steps: reacting vinyl methyl ether-maleic anhydride copolymer, sodium hydroxide and calcium hydroxide, controlling the raw material molar ratio and reaction time, drying the obtained salt solution to obtain the polyethylene methyl ether/maleic anhydride calcium sodium mixed salt with the calcium sodium substitution rate of 40-60%, and then crushing and filtering with a 20-200-mesh sieve to obtain powder.
10. The method for preparing the denture stabilizing sealant according to claim 7, wherein: the raw materials comprise 30-40 parts by mass of polyvinyl methyl ether/calcium sodium maleate mixed salt, 40-60 parts by mass of cellulose derivative containing hydroxyl and 10-20 parts by mass of prepolymer of NCO-terminated polyethylene glycol and isophorone diisocyanate.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202010828671.2A CN111904870A (en) | 2020-08-18 | 2020-08-18 | Denture stabilizing sealant and preparation method thereof |
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| CN202010828671.2A CN111904870A (en) | 2020-08-18 | 2020-08-18 | Denture stabilizing sealant and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112569123A (en) * | 2020-12-18 | 2021-03-30 | 安徽克菱保健科技有限公司 | Denture fixing paste with good low-temperature extrusion performance and matrix thereof |
| CN116421475A (en) * | 2023-04-19 | 2023-07-14 | 桂林凯文彼德科技有限公司 | Anhydrous lubricant for root canal treatment and preparation method thereof |
-
2020
- 2020-08-18 CN CN202010828671.2A patent/CN111904870A/en not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112569123A (en) * | 2020-12-18 | 2021-03-30 | 安徽克菱保健科技有限公司 | Denture fixing paste with good low-temperature extrusion performance and matrix thereof |
| CN112569123B (en) * | 2020-12-18 | 2023-04-11 | 安徽克菱保健科技有限公司 | Denture fixing paste with good low-temperature extrusion performance and matrix thereof |
| CN116421475A (en) * | 2023-04-19 | 2023-07-14 | 桂林凯文彼德科技有限公司 | Anhydrous lubricant for root canal treatment and preparation method thereof |
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