CN113980235A - Shape-adjustable oral mucosa protective tooth socket and preparation method thereof - Google Patents
Shape-adjustable oral mucosa protective tooth socket and preparation method thereof Download PDFInfo
- Publication number
- CN113980235A CN113980235A CN202010649991.1A CN202010649991A CN113980235A CN 113980235 A CN113980235 A CN 113980235A CN 202010649991 A CN202010649991 A CN 202010649991A CN 113980235 A CN113980235 A CN 113980235A
- Authority
- CN
- China
- Prior art keywords
- tooth socket
- glycolide
- oral mucosa
- preparation
- lactide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 210000003781 tooth socket Anatomy 0.000 title claims abstract description 45
- 230000001681 protective effect Effects 0.000 title claims abstract description 32
- 210000002200 mouth mucosa Anatomy 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 26
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 claims abstract description 30
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 claims abstract description 29
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 19
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229920001577 copolymer Polymers 0.000 claims abstract description 14
- 235000014655 lactic acid Nutrition 0.000 claims abstract description 9
- 239000004310 lactic acid Substances 0.000 claims abstract description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 42
- 239000000178 monomer Substances 0.000 claims description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 9
- 210000000214 mouth Anatomy 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 230000001376 precipitating effect Effects 0.000 claims description 6
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- 230000018044 dehydration Effects 0.000 claims description 4
- 238000006297 dehydration reaction Methods 0.000 claims description 4
- GGQOPZKTDHXXON-UHFFFAOYSA-N hexane;methanol Chemical compound OC.CCCCCC GGQOPZKTDHXXON-UHFFFAOYSA-N 0.000 claims description 4
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- MDKXBBPLEGPIRI-UHFFFAOYSA-N ethoxyethane;methanol Chemical compound OC.CCOCC MDKXBBPLEGPIRI-UHFFFAOYSA-N 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims 1
- 238000009987 spinning Methods 0.000 claims 1
- 240000008154 Piper betle Species 0.000 abstract description 13
- 235000008180 Piper betle Nutrition 0.000 abstract description 13
- 241000894006 Bacteria Species 0.000 abstract description 4
- 206010028980 Neoplasm Diseases 0.000 abstract description 4
- 230000006870 function Effects 0.000 abstract description 3
- 230000036541 health Effects 0.000 abstract description 3
- 230000000638 stimulation Effects 0.000 abstract description 3
- 239000012459 cleaning agent Substances 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 244000080767 Areca catechu Species 0.000 description 16
- 235000006226 Areca catechu Nutrition 0.000 description 14
- 238000004821 distillation Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000001055 chewing effect Effects 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 210000004400 mucous membrane Anatomy 0.000 description 3
- 239000002861 polymer material Substances 0.000 description 3
- 208000003445 Mouth Neoplasms Diseases 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 208000002925 dental caries Diseases 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 208000012987 lip and oral cavity carcinoma Diseases 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000233788 Arecaceae Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010016654 Fibrosis Diseases 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 208000000102 Squamous Cell Carcinoma of Head and Neck Diseases 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 230000000507 anthelmentic effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 210000000748 cardiovascular system Anatomy 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000004663 cell proliferation Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229920003020 cross-linked polyethylene Polymers 0.000 description 1
- 239000004703 cross-linked polyethylene Substances 0.000 description 1
- 229920005565 cyclic polymer Polymers 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 210000002249 digestive system Anatomy 0.000 description 1
- 230000009982 effect on human Effects 0.000 description 1
- 210000000750 endocrine system Anatomy 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000004761 fibrosis Effects 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 235000021022 fresh fruits Nutrition 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 201000002740 oral squamous cell carcinoma Diseases 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 230000009747 swallowing Effects 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C5/00—Filling or capping teeth
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C7/00—Orthodontics, i.e. obtaining or maintaining the desired position of teeth, e.g. by straightening, evening, regulating, separating, or by correcting malocclusions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C7/00—Orthodontics, i.e. obtaining or maintaining the desired position of teeth, e.g. by straightening, evening, regulating, separating, or by correcting malocclusions
- A61C7/08—Mouthpiece-type retainers or positioners, e.g. for both the lower and upper arch
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/428—Lactides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Dentistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
The invention discloses an oral mucosa protective tooth socket with adjustable shape and a preparation method thereof, the invention uses mixed lactic acid to prepare lactide, uses glycollic acid as raw material to prepare glycolide, and then uses the copolymer of the lactide and the glycolide to prepare products such as tooth sockets which can be plastically deformed at the temperature higher than 60 ℃. The protective tooth socket provided by the invention can obviously reduce the stimulation to oral mucosa when people eat betel nuts, avoids the occurrence of oral tumors, and has the functions of resisting bacteria, preventing decayed teeth and correcting teeth. And the safety is good, the tooth cleaning agent can be used for people of different ages, and has important significance for maintaining tooth health.
Description
Technical Field
The invention belongs to the field of oral health care, and relates to an oral mucosa protective tooth socket with adjustable shape and suitable for different people and a preparation method thereof.
Background
Immature fruit peel (or kernel) of Areca catechu L. of Palmae is chewable luxurious product, and its seed and peel can also be used for medicinal purpose. The habit of chewing betel nuts by human has been quite long, and the history in China has been over 400 years. It is estimated that about 600 million people worldwide have long-term chewing habits including New Guinea in Africa, Latin America, etc. when 6 million people chew betel nuts. With asia being the most prevalent, such as india, pakistan, mengla, thailand in south east asia, philippines, southern provinces in mainland china, etc. Betel nut is also the fourth most addictive consumer product after tobacco, alcohol and coffee.
According to the data issued by food and agriculture organization of the united nations, the harvesting area of the betel nuts is gradually increased, the introduction of the betel nuts in China has more than 1500 years of history, and Hainan and Taiwan are the main production areas of the betel nuts in China. In recent years, the annual output value of the national betel nut industry reaches 700-800 million yuan, and the annual output value of the national betel nut industry in 2018 is about 781 million yuan. The planting area of betel nuts in the Hainan province in 2018 is about 200 ten thousand mu, the yield reaches 27.42 ten thousand tons, and the betel nut accounts for more than 95% of the total area of the whole country. At present, areca catechu has been developed as the second largest tropical economic crop in Hainan province, second only to natural rubber, and is one of the main economic support industries in Hainan.
Betel nut has a long-standing eating tradition, and the culture of betel nut is deep in the heart. Hunan is a main production and processing area for eating betel nuts, and many consumers eat the processed betel nuts in China, such as Hunan, Hainan, Fujian, Taiwan and southeast Asia. More than 99 percent of Hainan areca nuts are fresh fruits or dry fruits supplied to Hunan areca nut processing enterprises for processing areca chewing blocks, and the areca nut processing becomes a faucet and a support of the Hunan food industry.
The alkaloid and polyphenol components, and flavonoid and terpenoid components contained in the betel nut have good physiological activity. It has anthelmintic effect, and also has effects of resisting oxidation, resisting allergy, and inhibiting bacteria, and can be used for treating nervous system, digestive system, endocrine system, and cardiovascular system. However, the betel nut is hard, and when the betel nut is frequently chewed, mucous membranes are continuously stimulated to cause cell proliferation, so that fibrosis under the oral mucosa is caused, and further tumor diseases such as oral cancer, oral squamous cell carcinoma and the like are caused. Epidemiological research shows that the incidence rate of oral cancer in Hunan and other places in China is high and is related to the traditional habit of preferring to eat betel nuts of local residents. Therefore, a technical means or method which can not only maintain the eating hobbies of the majority of people on the betel nuts, but also protect the health of the oral mucosa is found, and the market demand is extremely high.
In the development process of modern polymer materials, some materials are found to have lower gel transition temperature, can change the shape according to the external environment, and recover the shape under the condition of lower temperature. Common polymer materials are polyurethane, crosslinked polyethylene, and the like. The cyclic polylactone is prepared by utilizing a click chemistry method and initiating a cyclic polymerization reaction of lactone by a catalyst through a coupling reaction in a polymer molecule. These reactions can control the molecular weight of the cyclic polymer by varying the charge ratio. Because of different materials and different proportions, various high polymer materials have larger difference of related physical parameters and are respectively used for medical materials such as operation sutures, orthopedic supports and the like.
The invention provides a mucous membrane protective tooth socket which can be shaped and adjusted according to different oral cavity conditions of individuals, and can effectively protect the oral mucosa when people eat pungent foods such as betel nuts and the like.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide an oral mucosa protective tooth socket with an adjustable shape and a preparation method thereof, and the tooth socket provided by the invention not only can obviously reduce stimulation to the oral mucosa when betel nuts are eaten, avoids causing oral tumors, but also has the functions of resisting bacteria, preventing decayed teeth and correcting teeth.
The technical scheme is as follows: in order to achieve the above purpose, the invention adopts the technical scheme that:
an oral mucosa protective tooth socket with adjustable shape is made of the copolymer of polylactide and glycolide.
The improved shape-adjustable tooth socket can deform at a certain temperature according to the tooth form of a user in an initial state, so that the tooth socket adapts to the gum form of the user. The adjustable tooth socket is divided into an upper part and a lower part, and the shape of the adjustable tooth socket is similar to that of a common tooth socket; the deformable tooth socket material is a copolymer of polylactide and glycolide, and is formed by mixing the polylactide and the glycolide according to a certain proportion. Has the effects of protecting gum and dental caries, and can be used for protecting oral mucosa when Arecae semen is eaten.
The invention relates to a preparation method of an oral mucosa protective tooth socket with an adjustable shape, which comprises the following steps:
(1) preparation of lactide: and (3) dehydrating the mixed lactic acid, adding 0.2-1 g of zinc powder, heating to 160-220 ℃, and distilling out lactide.
(2) Preparation of glycolide: and (3) adding 0.2-2 g of antimony trioxide into glycolic acid, heating to 100-300 ℃, and distilling out glycolide.
(3) Preparation of the copolymer: adding 60-90% by mass of lactide monomer, 30-50% by mass of glycolide monomer, 0.5-10% by mass of pentaerythritol and 0.2-0.5% by mass of dibutyltin oxide into a reaction kettle treated by nitrogen according to a proportion, and reacting for 40-60 hours at the temperature of 110-140 ℃;
dissolving the obtained product in 5-15 times of dichloromethane solution, removing monomer substances which cannot be polymerized, then adding methanol-ether-n-hexane in different proportions, and repeatedly precipitating and purifying to obtain a polymer with the relative molecular weight of 5000-10000;
(4) preparing a tooth socket: and (3) placing the polymer prepared in the step (3) in water at the temperature of more than 60 ℃ for more than 3 minutes, then placing the polymer in an oral cavity, and adjusting according to the oral cavity environment and the tooth shape to obtain the protective tooth socket.
As a preferable scheme, the preparation method of the oral mucosa protective tooth socket with the adjustable shape comprises the steps of dissolving the obtained product in 5-15 times of dichloromethane solution, removing monomer substances which cannot be polymerized, adding 50-50% of methanol-n-hexane or 50-50% of methanol-diethyl ether, and repeatedly precipitating and purifying to obtain a polymer with the relative molecular weight of 5000-10000.
As a preferable scheme, the preparation method of the oral mucosa protective tooth socket with the adjustable shape comprises the following steps of (1) preparing lactide: and dehydrating the mixed lactic acid at 160 ℃, adding 1g of zinc powder in batches, slowly heating to 170 ℃, stopping heating, cooling to 110 ℃, heating again to 220 ℃, and distilling out lactide.
In the step (1), the invention screens the dehydration temperature of lactide: when the temperature reaches 160 ℃, the water is completely dehydrated, which is beneficial to the completion of the subsequent esterification reaction.
As a preferable scheme, the preparation method of the oral mucosa protective tooth socket with the adjustable shape comprises the following steps of (2) preparing glycolide: heating glycolic acid to 120 deg.C for melting, adding 0.5g antimony trioxide in batches, cooling, heating to 280 deg.C, and distilling off glycolide.
As a preferable scheme, the preparation method of the oral mucosa protective tooth socket with the adjustable shape comprises the following steps of (3) preparing a copolymer: adding 60-80% by mass of lactide monomer, 20-50% by mass of glycolide monomer, 0.5-10% by mass of pentaerythritol and 0.2-0.5% by mass of dibutyltin oxide into a reaction kettle treated by nitrogen according to a proportion, and reacting for 40-60 hours at the temperature of 110-140 ℃;
as a more preferable scheme, the preparation method of the oral mucosa protective tooth socket with the adjustable shape comprises the following steps of (3): lactide monomer with the mass percentage of 80%, glycolide monomer with the mass percentage of 20%, pentaerythritol with the mass percentage of 0.5% and dibutyltin oxide with the mass percentage of 0.2% are added into a reaction kettle treated by nitrogen according to the proportion and reacted for 50 hours at the temperature of 130 ℃. The reaction product is dissolved by dichloromethane and then precipitated by 10 percent methanol to 90 percent diethyl ether to obtain the prepolymer. After the prepolymer is dissolved by 10 times of dichloromethane, toluene diisocyanate is added according to the NCO/OH molar ratio of 1:1, 0.2% stannous octoate is mixed for reaction for 100 hours, 10 times of methanol is used for reflux for 8 hours, and small molecular substances are removed, so that the high molecular material for preparing the tooth socket is obtained. The obtained material is used for preparing protective tooth sockets according to different models.
The distillation temperature is screened in the step (1) and the step (2) of the invention: as follows, the yield is obviously different after distillation at different temperatures, the distillation yield of lactide at 220 ℃ is increased, and the distillation yield approaches 100% when the lactide reaches 220 ℃.
The invention screens the prepolymer precipitation solvent, and the molecular weights of the prepolymers obtained by different solvents are different:
has the advantages that:
the invention selects and optimizes the copolymer prepared by the copolymerization reaction of lactide and glycolide through a large amount of experiments, the copolymer has the characteristics of deformability after being higher than 60 ℃ and stable property at low temperature, can be used for preparing products such as protective tooth sockets and the like, can not only obviously reduce the stimulation to oral mucosa when the betel nut is eaten and avoid the occurrence of oral tumors, but also has multiple functions of resisting bacteria, preventing tooth decay, correcting teeth and the like.
And because the polymer has plasticity at high temperature, stable structure at low temperature, stable chemical property and no toxic or side effect on human body, the polymer is used for preparing the tooth socket for protecting mucous membrane, and the sizes of the tooth socket are set according to the population in different areas and the characteristics of oral cavities of men and women. Because the tooth socket adopts the integrated design, the risks of swallowing, mistaken taking and the like can be avoided, and the tooth socket has an effect on people of different ages.
Detailed Description
The present invention is further illustrated by the following examples, which are intended to be purely exemplary and are not intended to limit the scope of the invention, as various equivalent modifications of the invention will occur to those skilled in the art upon reading the present disclosure and fall within the scope of the appended claims.
Example 1
An adjustable oral mucosa protective tooth socket, which comprises the following steps:
(1) preparing lactide: after dehydration of the racemic lactic acid, 0.2g of zinc powder was added, heated to 160 ℃ and the lactide was distilled off.
(2) Preparing glycolide: glycolic acid was added to 0.2g of stannous octoate and heated to 240 ℃ to distill off glycolide.
(3) Preparation of the copolymer: lactide monomer with the mass percentage of 60%, glycolide monomer with the mass percentage of 40%, trihydroxy propane with the mass percentage of 0.5% and dibutyltin oxide with the mass percentage of 0.2% are added into a reaction kettle treated by N gas according to the proportion, and the reaction is carried out for 48 hours under the condition of 130 ℃. The resulting product was dissolved in 7-fold dichloromethane solution to remove the monomer material which failed to polymerize. Then adding methanol-n-hexane with the volume ratio of 10-90 percent, and repeatedly precipitating and purifying to obtain the prepolymer with the relative molecular mass of 5000. After the prepolymer is dissolved by 10 times of dichloromethane, toluene diisocyanate is added according to the NCO/OH molar ratio of 1:1, 0.2 percent of stannous octoate is mixed for reaction for 100 hours, and 10 times of methanol is used for refluxing for 8 hours to remove small molecular substances, thus obtaining the prepolymer.
(4) Using the polymer prepared by the above method, a mouthpiece was prepared: before use, the polymer is placed in water with the temperature of more than 60 ℃ for more than 5 minutes, then is placed in an oral cavity to be adjusted according to the oral environment and the tooth characters, and is cooled to prepare the protective sleeve.
Example 2
An adjustable oral mucosa protective tooth socket, which comprises the following steps:
(1) preparing lactide: after dehydration of the mixed lactic acid, 0.5g of zinc powder was added, heated to 220 ℃ and lactide was distilled off.
(2) Preparing glycolide: 0.3g of antimony trioxide was added to glycolic acid, and the mixture was heated to 300 ℃ to distill off glycolide.
(3) Preparation of the copolymer: lactide monomer with the mass percentage of 70%, glycolide monomer with the mass percentage of 30%, pentaerythritol with the mass percentage of 0.5% and dibutyltin oxide with the mass percentage of 0.2% are added into a reaction kettle treated by N gas according to the proportion, and the reaction is carried out for 48 hours at the temperature of 130 ℃. The resulting product was dissolved in 10 times dichloromethane solution to remove the monomer material which failed to polymerize. Then adding 50-50% of methanol-n-hexane, and repeatedly precipitating and purifying to obtain a prepolymer with the relative molecular mass of 7000. After the prepolymer is dissolved by 10 times of dichloromethane, toluene diisocyanate is added according to the NCO/OH molar ratio of 1:1, 0.2 percent of stannous octoate is mixed for reaction for 100 hours, and 10 times of methanol is used for refluxing for 8 hours to remove small molecular substances, thus obtaining the prepolymer.
(4) Using the polymer prepared by the above method, a mouthpiece was prepared: before use, the polymer is placed in water with the temperature of more than 60 ℃ for more than 5 minutes, then is placed in an oral cavity to be adjusted according to the oral environment and the tooth characters, and is cooled to prepare the protective sleeve.
Example 3
An adjustable oral mucosa protective tooth socket, which comprises the following steps:
(1) preparation of lactide: after the mixed lactic acid is dehydrated at 140 ℃, 1g of zinc powder is added in batches, the mixed lactic acid is slowly heated to 170 ℃, the heating is stopped, after the temperature is reduced to 110 ℃, the mixed lactic acid is heated to 220 ℃ again, and the lactide is distilled out.
(2) Preparation of glycolide: heating glycolic acid to 120 deg.C for melting, adding 0.5g antimony trioxide in batches, cooling, heating to 280 deg.C, and distilling off glycolide.
(3) Preparation of the copolymer: lactide monomer with the mass percentage of 80%, glycolide monomer with the mass percentage of 20%, pentaerythritol with the mass percentage of 0.4% and dibutyltin oxide with the mass percentage of 0.2% are added into a reaction kettle treated by nitrogen according to the proportion and reacted for 50 hours at the temperature of 130 ℃. The reaction product was dissolved with dichloromethane and then precipitated with 10% methanol-90% diethyl ether to give a prepolymer of relative molecular mass 10000. After the prepolymer is dissolved by 10 times of dichloromethane, toluene diisocyanate is added according to the NCO/OH molar ratio of 1:1, 0.2 percent of stannous octoate is mixed for reaction for 100 hours, and 10 times of methanol is used for refluxing for 8 hours to remove small molecular substances, thus obtaining the prepolymer.
(4) Using the polymer prepared by the above method, a mouthpiece was prepared: before use, the polymer is placed in water with the temperature of more than 60 ℃ for more than 5 minutes, then is placed in an oral cavity to be adjusted according to the oral environment and the tooth characters, and is cooled to prepare the protective sleeve.
The performance testing parameters of the three batches are shown in Table 1.
Table 1 composite high molecular polymer performance parameters:
wherein the hardness (Shore A) is determined according to GB/T531-1999, and the mechanical properties are determined according to GB/T528-1998.
The performance detection results of the above examples show that the composite high molecular polymer prepared by the invention has excellent performance, good deformation recovery rate and deformation fixation rate, good tear strength and other properties, and the comparison shows that the composite high molecular polymer prepared by the example 3 has optimal performance and obtains good technical effect.
The foregoing description and examples are exemplary only, and are not intended to limit the scope of the invention in any way. It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention, and that such changes and modifications may be made without departing from the spirit and scope of the invention.
Claims (7)
1. An oral mucosa protective tooth socket with adjustable shape is characterized in that the oral mucosa protective tooth socket is made of a copolymer of polylactide and glycolide.
2. The method for preparing the oral mucosa protective tooth socket with the adjustable shape as claimed in claim 1, which is characterized in that it comprises the following steps:
(1) preparation of lactide: after dehydration of the mixed spinning lactic acid, adding 0.2-1 g of zinc powder, heating to 160-220 ℃, and distilling out lactide;
(2) preparation of glycolide: taking glycolic acid, adding 0.2-2 g of antimony trioxide, heating to 100-300 ℃, and distilling out glycolide;
(3) preparation of the copolymer: adding 60-90% by mass of lactide monomer, 20-50% by mass of glycolide monomer, 0.5-10% by mass of pentaerythritol and 0.2-0.5% by mass of dibutyltin oxide into a reaction kettle treated by nitrogen according to a proportion, and reacting for 40-60 hours at the temperature of 110-140 ℃;
dissolving the obtained product in 5-15 times of dichloromethane solution, removing monomer substances which cannot be polymerized, then adding methanol-ether-n-hexane in different proportions, and repeatedly precipitating and purifying to obtain a polymer with the relative molecular weight of 5000-10000;
(4) preparing a tooth socket: and (3) placing the polymer prepared in the step (3) in water at the temperature of more than 60 ℃ for more than 3 minutes, then placing the polymer in an oral cavity, and adjusting according to the oral cavity environment and the tooth shape to obtain the protective tooth socket.
3. The method for preparing the oral mucosa protective tooth socket with the adjustable shape according to claim 2 is characterized in that the obtained product is dissolved in 5-15 times of dichloromethane solution, monomer substances which cannot be polymerized are removed, then 50% -50% of methanol-n-hexane or 50% -50% of methanol-ether are added, and repeated precipitation and purification are carried out to obtain the polymer with the relative molecular mass of 5000-10000.
4. The method for preparing the oral mucosa protective tooth socket with adjustable shape according to claim 2,
preparation of the copolymer in the step (3): lactide monomer with the mass percentage of 60-80%, glycolide monomer with the mass percentage of 30-40%, pentaerythritol with the mass percentage of 0.5% and dibutyltin oxide with the mass percentage of 0.2% are added into a reaction kettle treated by nitrogen according to the proportion, and the reaction is carried out for 48 hours at the temperature of 130 ℃.
5. The method for preparing the oral mucosa protective tooth socket with adjustable shape according to claim 2,
step (1) preparation of lactide: and dehydrating the mixed lactic acid at 160 ℃, adding 1g of zinc powder in batches, slowly heating to 170 ℃, stopping heating, cooling to 110 ℃, heating again to 220 ℃, and distilling out lactide.
6. The method for preparing the oral mucosa protective tooth socket with adjustable shape according to claim 2,
step (2) preparation of glycolide: heating glycolic acid to 120 deg.C for melting, adding 0.5g antimony trioxide in batches, cooling, heating to 280 deg.C, and distilling off glycolide.
7. The method for preparing the oral mucosa protective tooth socket with adjustable shape according to claim 2,
preparation of the copolymer in the step (3): adding 80 mass percent of lactide monomer, 20 mass percent of glycolide monomer, 0.5 mass percent of pentaerythritol and 0.2 mass percent of dibutyltin oxide into a reaction kettle treated by nitrogen in proportion, reacting for 50 hours at the temperature of 130 ℃, dissolving a reaction product by using dichloromethane, and then precipitating by using 10 mass percent of methanol to 90 mass percent of diethyl ether to obtain a prepolymer; after the prepolymer is dissolved by 10 times of dichloromethane, toluene diisocyanate is added according to the NCO/OH molar ratio of 1:1, 0.2% stannous octoate is mixed for reaction for 100 hours, 10 times of methanol is used for reflux for 8 hours, and small molecular substances are removed, so that the high molecular material for preparing the tooth socket is obtained.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010649991.1A CN113980235A (en) | 2020-07-08 | 2020-07-08 | Shape-adjustable oral mucosa protective tooth socket and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010649991.1A CN113980235A (en) | 2020-07-08 | 2020-07-08 | Shape-adjustable oral mucosa protective tooth socket and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113980235A true CN113980235A (en) | 2022-01-28 |
Family
ID=79731257
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010649991.1A Pending CN113980235A (en) | 2020-07-08 | 2020-07-08 | Shape-adjustable oral mucosa protective tooth socket and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113980235A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101475677A (en) * | 2008-12-18 | 2009-07-08 | 浙江大学 | Multi-block biodegradable shape memory polymeric compound with regular structure and preparation thereof |
| CN101602840A (en) * | 2009-07-22 | 2009-12-16 | 重庆大学 | Based on D, Biodegradable shape-memory material of L-poly(lactic acid) and preparation method thereof |
-
2020
- 2020-07-08 CN CN202010649991.1A patent/CN113980235A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101475677A (en) * | 2008-12-18 | 2009-07-08 | 浙江大学 | Multi-block biodegradable shape memory polymeric compound with regular structure and preparation thereof |
| CN101602840A (en) * | 2009-07-22 | 2009-12-16 | 重庆大学 | Based on D, Biodegradable shape-memory material of L-poly(lactic acid) and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 吴珍珍: "可生物降解聚氨酯的合成、表征及其降解性研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 张子勇、陈燕琼: "丙交酯单体的制备与纯化", 《高分子材料科学与工程》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4206301A (en) | Sustained flavor release composition | |
| CN101991521A (en) | Tea tree oil mouth wash and preparation method thereof | |
| CN101475677A (en) | Multi-block biodegradable shape memory polymeric compound with regular structure and preparation thereof | |
| CN102526810B (en) | Artificial skin alternative material and preparation method thereof | |
| CN113980235A (en) | Shape-adjustable oral mucosa protective tooth socket and preparation method thereof | |
| CN101602840A (en) | Based on D, Biodegradable shape-memory material of L-poly(lactic acid) and preparation method thereof | |
| CN101861988B (en) | Preparation method of fruity Rubus suavissimus flavone lozenge | |
| CN1709342A (en) | Multiflower knotweed tuber prepared product and its preparing method | |
| CN111467562B (en) | Liquid wound dressing for rapidly repairing skin superficial injury and preparation method thereof | |
| JP2007319124A (en) | Health food | |
| CN114468106B (en) | Protease M-assisted iso Huang Tongtai-barley grass gel soft sweet and preparation method thereof | |
| CN109731037B (en) | Pharmaceutical composition for promoting gastrointestinal motility and application thereof | |
| CN1385088A (en) | Rosa roxburghii leaf tea and production method thereof | |
| CN110721276A (en) | Traditional Chinese medicine chewing gum for preventing and/or treating oral ulcer | |
| CN102408549A (en) | Biodegradable gum base elastomer and preparation method thereof | |
| CN109350682A (en) | A kind of drink and preparation method thereof for alleviating gout | |
| CN112920412B (en) | Polycarbodiimide-containing polylactic resin and preparation method thereof | |
| TWI744971B (en) | Use of extraction of auricularia polytricha for preparing composition for inducing differentiation of non-polarized immune cells into anti-inflammatory immune cells | |
| CN117618483B (en) | Pharmaceutical composition for preventing and treating comprehensive diseases of Babylonia, and preparation method and application thereof | |
| Hazrati et al. | Ubi gadong (Dioscorea hispida) as Potential Biocomposite Material: A Comprehensive Review | |
| CN114568557B (en) | Ginseng polysaccharide sweet golden flower black tea and preparation method thereof | |
| KR20220011361A (en) | Sticker type thermometer for fever measurement | |
| KR102482895B1 (en) | Manufacturing method of uncooked food using filtrate of loess suspension and fermentation fruit broth | |
| CN113558230A (en) | Special coarse cereal food for mountainous areas and preparation method | |
| CN113698570A (en) | Preparation method of low-modulus alcohol-resistant waterborne polyurethane resin for medical latex gloves |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20220128 |
|
| RJ01 | Rejection of invention patent application after publication |