CN1073407C - Non-mixing type oral cavity binder - Google Patents
Non-mixing type oral cavity binder Download PDFInfo
- Publication number
- CN1073407C CN1073407C CN96117678A CN96117678A CN1073407C CN 1073407 C CN1073407 C CN 1073407C CN 96117678 A CN96117678 A CN 96117678A CN 96117678 A CN96117678 A CN 96117678A CN 1073407 C CN1073407 C CN 1073407C
- Authority
- CN
- China
- Prior art keywords
- methacrylate
- monomer
- liquor
- methyl methacrylate
- paste
- 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.)
- Expired - Fee Related
Links
Abstract
The present invention relates to a non-proportional type oral cavity adhesive which is formed from two components of paste and liquor, wherein the paste comprises a dimethacrylate monomer, filling materials and a reducing agent; the liquor comprises a dimethacrylate monomer, a monomer of acrylic ester prepolymer, a monomer with caking property, an oxidizing agent and a polymerization inhibitor. When in use, the two components contact each other, and are pressed together; the two components are solidified quickly. The present invention has the advantages of high bonding strength, simple operation, no toxicity, no foreign taste, no stimulation and enough operating time; excess materials can be cleared easily. The present invention is suitable for the adhesion of rectifying accessory in an oral cavity and teeth and the adhesion of and restoring bodies.
Description
The present invention relates to the non-mixing type oral cavity polymeric adhesive, be specially adapted to bonding between the bonding and dummy of mouth cavity orthodontic adnexa and tooth.
In the polymeric adhesive of disclosed oral cavity, according to its curing two classes are arranged: a class is the chemosetting bonding agent, and another kind of is light-curing adhesive.The room temperature initiator system trigger monomer rapid polymerization that the former is made up of Oxidizing and Reducing Agents and solidifying, but two components ratio when being in harmonious proportion is difficult to grasp, and only 3～5 minutes polymerizing curable time, often have little time to finish all bonding, and bonding agent has solidified inefficacy, especially to a plurality of bonding operations of rescuing adnexa, adhesive effect easily produces difference before and after making.The latter need expensive Photocureable instrument of supporting use and special dummy or just abnormal adnexa, and the visible light of ultraviolet light and high brightness is unfavorable to long period of operation person by the resin monomer that contains photosensitizer polymerizing curable under the illumination of certain wavelength and brightness.A kind of non-mixing type oral cavity binder of chemosetting is disclosed in patent (US4792577) in addition, constitute by paste-liquid two components, contain epoxy bisphenol-A (methyl) diester acrylate, alkanediol (methyl) diester acrylate, benzyl alcohol (methyl) acrylate and inorganic filler in the paste, contain epoxy bisphenol-A (methyl) diester acrylate, alkanediol (methyl) diester acrylate, benzyl alcohol (methyl) acrylate in the liquor, wherein a component contains peroxide oxidant, and another component contains the tertiary amine Reducing agent.This bonding agent need not be in harmonious proportion when using.U.S. Pat 4340529, US420098, US436324 etc. have also reported similar bonding agent.Their common defectives are: 1. liquor has used the higher monomer of volatility, and it is unhappy that gas makes us, and has volatilely influenced the storage life, has reduced the performance of bonding agent; 2. for paste, liquor are fully permeated, need when bonding all to be coated with paste and liquor, influenced the convenience of operation at two bonding planes; 3. owing to adopt the small-molecular weight monomer, in its polymerization process, will produce bigger volume contraction and reduce bonding force, cause bonding failure easily.
The present invention provides the high and low volatility of a kind of adhesive strength, nontoxic, free from extraneous odour, non-mixing type oral cavity binder easy and simple to handle just in order to overcome above-mentioned the deficiencies in the prior art part.
The present invention is made up of paste and liquor two parts respectively, and its special feature is:
1. paste is made up of double methyl methacrylate monomer, filler and Reducing agent:
(1) the monomeric content of double methyl methacrylate accounts for 20～45% of paste, and structural formula is:
Wherein: n=1～4
The double methyl methacrylate monomer can have diglycol double methyl methacrylate, triethylene glycolbismethyl-acrylate, tetraethylene-glycol double methyl methacrylate etc.
(2) content of filler accounts for 53～75% of paste, and wherein granularity is 5～100 microns, and the inorganic filler of surperficial activated processing, content accounts for 85～95% of filler, and the organic filler of molecular weight 20～1,000,000, content accounts for 5～15% of filler, and structural formula is:
Wherein: n=2000～10000
R
1=H,CH
3
R
2=COOCH
3,COOC
2H
5,COOC
4H
9,C
6H
5,Cl,
CH
2CH
2The OH inorganic filler can have: silicon dioxide, alpha-quartz, hydroxyapatite, calcium carbonate, aluminium oxide, glass dust etc.; Organic filler can have: polystyrene, polrvinyl chloride, polymethyl methacrylate, polyethyl methacrylate, poly hydroxy ethyl acrylate etc.
(3) Reducing agent is combined by tertiary amine and SPTS, ratio is 1: 1～4, content accounts for 1～6% of paste, Reducing agent can have: N, N-dimethyl-p-toluidine/SPTS, N, N-dihydroxyethyl p-toluidine/SPTS, N, N-dihydroxypropyl para-totuidine/SPTS.
2. liquor is made up of double methyl methacrylate monomer, acrylic ester prepolymer monomer, adhesive monomer, oxidant and polymerization inhibitor:
(1) the double methyl methacrylate monomer accounts for 55～70% of liquor, and structural formula is:
Wherein: n=1～4
The double methyl methacrylate monomer can have: diglycol double methyl methacrylate, triethylene glycolbismethyl-acrylate, tetraethylene-glycol double methyl methacrylate etc.
(2) the acrylic ester prepolymer monomer accounts for 20～30% of liquor, and structural formula is:
Wherein: n=5～20
R=COOCH
3,COOC
2H
5,COOC
4H
9,COOH,
CH
2CH
2OH
m=1～4
The acrylic ester prepolymer monomer can have: butyl methacrylate-methacrylate glycol ester prepolymer, methyl methacrylate-methacrylate diglycol ester prepolymer, methacrylic acid-double methyl methacrylate triethylene glycol ester prepolymer, hydroxyethyl methylacrylate-methacrylate tetraethylene-glycol ester prepolymer, ethyl methacrylate-methacrylate glycol ester prepolymer.
(3) adhesive monomer accounts for 5～15% of liquor, and structural formula is:
Wherein: n=0～10,
Adhesive monomer can have: hydroxyethyl methylacrylate, glytidyl methacrylate, methyl allyl acyloxypropyl trimethoxysilane, methacryloxypropyl decyl phosphate monoester etc.
(4) oxidant accounts for 1～3% of liquor, can have: benzoyl peroxide, cumyl peroxide etc.
(5) polymerization inhibitor accounts for 0.02～0.06% of liquor, can have: hydroquinone, 2,6-toluene di-tert-butyl phenol, p methoxy phenol etc.
Above-mentioned each composition is distinguished mix homogeneously by a certain percentage, promptly get paste and liquor.At ambient temperature, respectively liquor is coated the sticky object surface of two cleanings, more an amount of paste is coated on a sticky object surface, then two sticky objects are fitted, gentle pressure is extruding unnecessary bonding agent, after 3～5 minutes, the bonding agent polymerizing curable, bonding finishing.
The present invention compared with prior art has following advantage:
1. no matter the adhesive strength height is initial bond strenght or long-term adhesive strength, all can satisfy clinical instructions for use, sees table:
Testing time
5 minutes 1 day 30 days 180 days average bonding tensile strength 5.10 10.25 10.17 10.82
MPa (0.52) (1.20) (1.25) (1.31) annotates: in () is standard deviation
2. free from extraneous odour is nontoxic, non-stimulated to human body;
3. easy and simple to handle, need not be in harmonious proportion, not need to apply paste at facing;
4. the effective time abundance is removed excess stock easily, is specially adapted to bonding a plurality of dummies or just abnormal adnexa simultaneously, the concordance of performance before and after guaranteeing;
5. low price does not need complicated corollary equipment.
The present invention is described in further detail below with reference to embodiment:
1. 1 kinds of non-mixing type oral cavity binders of embodiment, be made up of paste and liquor two parts respectively: paste is 5～100 microns by triethylene glycolbismethyl-acrylate 40 grams, granularity, and glass dust 50 grams of surperficial activated processing, poly hydroxy ethyl acrylate 7 grams, N, N-dihydroxypropyl para-totuidine/SPTS (1: 4) 3 grams mix.Liquor is by diglycol double methyl methacrylate 65 grams, ethyl methacrylate-methacrylate glycol ester prepolymer 25 grams, methacryloxypropyl decyl phosphate monoester 8 grams, benzoyl peroxide 1.97 grams, 2, and 6-toluene di-tert-butyl phenol 0.03 gram mixes.
2. 1 kinds of non-mixing type oral cavity binders of embodiment, be made up of paste and liquor two parts respectively: paste is 5～100 microns by diglycol double methyl methacrylate 20 grams, granularity, and silicon dioxide 65 grams of surperficial activated processing, polystyrene 10 grams, N, N-dimethyl-p-toluidine/SPTS (1: 4) 5 grams mix.Liquor is mixed by diglycol double methyl methacrylate 55 grams, butyl methacrylate-methacrylate glycol ester prepolymer 30 grams, hydroxyethyl methylacrylate 12 grams, benzoyl peroxide 2.94 grams, hydroquinone 0.06 gram.
3. 1 kinds of non-mixing type oral cavity binders of embodiment, be made up of paste and liquor two parts respectively: paste is 5～100 microns by triethylene glycolbismethyl-acrylate 45 grams, granularity, and alpha-quartz 51.3 grams of surperficial activated processing, polrvinyl chloride 2.7 grams, N, N-dihydroxyethyl p-toluidine/SPTS (1: 1) 1 gram mixes.Liquor is mixed by triethylene glycolbismethyl-acrylate 70 grams, methyl methacrylate-methacrylate diglycol ester prepolymer 20 grams, glytidyl methacrylate 8.98 grams, cumyl peroxide 1 gram, p methoxy phenol 0.02 gram.
4. 1 kinds of non-mixing type oral cavity binders of embodiment, be made up of paste and liquor two parts respectively: tetraethylene-glycol double methyl methacrylate 20 grams, granularity are 5～100 microns, and hydroxyapatite 72 grams of surperficial activated processing, polymethyl methacrylate 6 grams, N, N-dihydroxypropyl para-totuidine/SPTS (1: 1) 2 grams mix.Liquor is by tetraethylene-glycol double methyl methacrylate 61 grams, methyl methacrylate-methacrylate diglycol ester prepolymer 22 grams, methyl allyl acyloxypropyl trimethoxysilane 14.95 grams, benzoyl peroxide 2 grams, 2, and 6-toluene di-tert-butyl phenol 0.05 gram mixes.
5. 1 kinds of non-mixing type oral cavity binders of embodiment, be made up of paste and liquor two parts respectively: diglycol double methyl methacrylate 37.5 grams, granularity are 5～100 microns, and aluminium oxide 49 grams of surperficial activated processing, polyethyl methacrylate 7.5 grams, N, N～dimethyl-p-toluidine/SPTS (1: 2) 6 grams mix.Liquor is by tetraethylene-glycol double methyl methacrylate 68 grams, hydroxyethyl methylacrylate one methacrylate tetraethylene-glycol ester prepolymer 25 grams, methacryloxypropyl decyl phosphate monoester 4.96 grams, cumyl peroxide 2 grams, p methoxy phenol 0.04 gram.
Press the non-mixing type oral cavity binder of the foregoing description 1～5 made, at ambient temperature, respectively liquor is coated the sticky object surface of two cleanings, again an amount of paste is coated on a sticky object surface, then two sticky objects are fitted, gentle pressure is extruding unnecessary bonding agent, after 3～5 minutes, the bonding agent polymerizing curable, bonding finishing.Be applicable to bonding between the bonding and dummy of mouth cavity orthodontic adnexa and tooth.
Claims (3)
1. a non-mixing type oral cavity binder is made up of paste and liquor two parts respectively, it is characterized in that:
(1) paste is made up of double methyl methacrylate monomer, filler and Reducing agent,
(1.1) the monomeric content of double methyl methacrylate accounts for 20～45% of paste, and structural formula is:
Wherein: n=1～4
(1.2) content of filler accounts for 53%～75% of paste, and wherein granularity is 5～100 microns, and the inorganic filler of surperficial activated processing, content accounts for 85～95% of filler, and the organic filler of molecular weight 20～1,000,000, content accounts for 5～15% of filler, and structural formula is:
Wherein: n=2000～10000
R
1=H,CH
3
R
2=COOCH
3,COOC
2H
5,COOC
4H
9,C
6H
5,Cl,CH
2CH
2OH
(1.3) Reducing agent is combined by the tertiary amine SPTS, and ratio is 1: 1～4, and content accounts for 1～6% of paste,
(2) liquor is made up of double methyl methacrylate monomer, acrylic ester prepolymer monomer, adhesive monomer, oxidant and polymerization inhibitor,
(2.1) the double methyl methacrylate monomer accounts for 55～70% of liquor, and structural formula is:
Wherein: n=1～4 (2.2) acrylic ester prepolymer monomers account for 20～30% of liquor, and structural formula is:
Wherein: n=5～20 m=1～4
R=COOCH
3, COOC
2H
5, COOC
4H
9, COOH, CH
2CH
2OH (2.3) adhesive monomer accounts for 5～15% of liquor, and structural formula is:
Wherein: n=0～10,
(2.4) oxidant accounts for 1～3% of liquor,
(2.5) polymerization inhibitor accounts for 0.02～0.06% of liquor.
2. a kind of non-mixing type oral cavity binder according to claim 1 is characterized in that the material in the paste of indication is:
(A) the double methyl methacrylate monomer can be selected from diglycol double methyl methacrylate, triethylene glycolbismethyl-acrylate, tetraethylene-glycol double methyl methacrylate,
(B) inorganic filler can be selected from: silicon dioxide, alpha-quartz, hydroxyapatite, calcium carbonate, aluminium oxide, glass dust,
(C) organic filler can be selected from: polystyrene, polrvinyl chloride, polymethyl methacrylate, polyethyl methacrylate, poly hydroxy ethyl acrylate,
(D) Reducing agent can be selected from: N, N-dimethyl-p-toluidine/SPTS, N, N-dihydroxyethyl p-toluidine/SPTS, N, N-dihydroxypropyl para-totuidine/SPTS.
3. a kind of non-mixing type oral cavity binder according to claim 1 is characterized in that the material in the liquor of indication can be selected from:
(A) the double methyl methacrylate monomer can be selected from: diglycol double methyl methacrylate, triethylene glycolbismethyl-acrylate, tetraethylene-glycol double methyl methacrylate,
(B) the acrylic ester prepolymer monomer can be selected from: butyl methacrylate-methacrylate glycol ester prepolymer, methyl methacrylate-methacrylate diglycol ester prepolymer, methacrylic acid-double methyl methacrylate triethylene glycol ester prepolymer, ethyl methacrylate-methacrylate tetraethylene-glycol ester prepolymer, ethyl methacrylate-methacrylate glycol ester prepolymer
(C) adhesive monomer can be selected from: hydroxyethyl methylacrylate, glytidyl methacrylate, methyl allyl acyloxypropyl trimethoxysilane, methacryloxypropyl decyl phosphate monoester,
(D) oxidant can be selected from: benzoyl peroxide, cumyl peroxide,
(E) polymerization inhibitor can be selected from: hydroquinone, 2,6-toluene di-tert-butyl phenol, p methoxy phenol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96117678A CN1073407C (en) | 1996-08-26 | 1996-08-26 | Non-mixing type oral cavity binder |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96117678A CN1073407C (en) | 1996-08-26 | 1996-08-26 | Non-mixing type oral cavity binder |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1146332A CN1146332A (en) | 1997-04-02 |
| CN1073407C true CN1073407C (en) | 2001-10-24 |
Family
ID=5124508
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96117678A Expired - Fee Related CN1073407C (en) | 1996-08-26 | 1996-08-26 | Non-mixing type oral cavity binder |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1073407C (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1092952C (en) * | 1997-09-26 | 2002-10-23 | 北京医科大学口腔医学研究所 | Synthetic resin tooth material containing retention appearance inorganic filler and manufacturing method thereof |
| JP2004307421A (en) * | 2003-04-09 | 2004-11-04 | Um Dental Co Ltd | Adhesive for dentistry and filler for dentistry |
| CN100540069C (en) * | 2006-12-22 | 2009-09-16 | 暨南大学 | Biodegradable active medical tissue adhesive and preparation method thereof |
| CN102670414A (en) * | 2012-04-10 | 2012-09-19 | 李军 | Dual-curing orthodontic treatment adhesion resin |
| CN108403443A (en) * | 2018-02-27 | 2018-08-17 | 苏州凌科特新材料有限公司 | A kind of dental cement and preparation method thereof |
| CN109453037B (en) * | 2018-11-27 | 2022-01-28 | 吉林省登泰克牙科材料有限公司 | Non-concoction type composition for orthodontic bonding and preparation method and application thereof |
| CN114058317B (en) * | 2021-09-28 | 2023-04-21 | 吉林大学 | Bi-component asymmetric elastic adhesive for oral cavity fixing and repairing |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4340529A (en) * | 1980-04-11 | 1982-07-20 | Lee Pharmaceuticals, Inc. | No-mix orthodontic adhesive formulations |
| US4792577A (en) * | 1987-07-16 | 1988-12-20 | Johnson & Johnson Consumer Products, Inc. | Stain-resistant no-mix orthodontic adhesive |
-
1996
- 1996-08-26 CN CN96117678A patent/CN1073407C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4340529A (en) * | 1980-04-11 | 1982-07-20 | Lee Pharmaceuticals, Inc. | No-mix orthodontic adhesive formulations |
| US4792577A (en) * | 1987-07-16 | 1988-12-20 | Johnson & Johnson Consumer Products, Inc. | Stain-resistant no-mix orthodontic adhesive |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1146332A (en) | 1997-04-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5276068A (en) | Dental resin materials | |
| US4308190A (en) | Dental materials based on organic plastics in paste form | |
| US7601767B2 (en) | Composite materials having a low shrinkage force | |
| EP0742001B1 (en) | Colour stable dental restorative materials | |
| CN101035499B (en) | Self-adhesive compositions including a plurality of acidic compounds | |
| KR950003688B1 (en) | Curable coposition | |
| CA2808332C (en) | Self-etching and self-adhesive, light-curable resin based dental composition | |
| EP0684033B1 (en) | Adhesive composition for dental treatment | |
| CA1327865C (en) | Curable adhesive compositions | |
| CA2231389A1 (en) | Dental filling resin composition | |
| CN1394567A (en) | Composition reagent box for dentistry | |
| CN1073407C (en) | Non-mixing type oral cavity binder | |
| AU720490B2 (en) | Improvements in or relating to polymerisable cement compositions | |
| US4394465A (en) | Dental materials based on organic plastics in paste form | |
| EP0142172A2 (en) | Composition usable as adhesive | |
| Sau et al. | Shear bond strength of repaired composite resins using a hybrid composite resin | |
| WO1997036943A1 (en) | Elastomeric state glass ionomer cement | |
| CN112515974B (en) | Dental self-adhesive resin water-gate composition | |
| EP1402872A1 (en) | Light-curable dental adhesive composition | |
| JP5403884B2 (en) | Photopolymerization initiator | |
| JP3676039B2 (en) | Dental polymerizable composition | |
| JP2019163247A (en) | Dental adhesive composition including chain transfer agent | |
| KR20200081934A (en) | Dental composition for coating and dental material comprising the same | |
| CN1210713A (en) | Metal reinforced composite resin | |
| KR101052213B1 (en) | Dental cement composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C01 | Deemed withdrawal of patent application (patent law 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| CI01 | Publication of corrected invention patent application |
Correction item: The invention transaction is deemed to be withdrawn Correct: Restore False: As withdrawn Number: 48 Page: 197 Volume: 16 |
|
| ERR | Gazette correction |
Free format text: CORRECT: INVENTION AFFAIRS DEEMED WITHDRAWAL; FROM: DEEMED WITHDRAWAL TO: RECOVERY |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: CHENGDU SHUNENG ENGINEERING TECHNOLOGY DEVELOPMEN Free format text: FORMER OWNER: HUAXI MEDICAL UNIV. Effective date: 20030314 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20030314 Address after: 610021 No. two, Dongfeng Road, Chengdu, Sichuan, 18 Patentee after: Chengdu Shu energy engineering Technology Development Company Address before: 610041 No. three, South Renmin Road, Sichuan, Chengdu province 17 Patentee before: Huaxi Medical Univ. |
|
| ASS | Succession or assignment of patent right |
Owner name: QIU JING Free format text: FORMER OWNER: CHENGDU SHUNENG ENGINEERING TECHNOLOGY DEVELOPMENT COMPANY Effective date: 20031126 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20031126 Address after: 610041 No. three, South Renmin Road, Sichuan, Chengdu province 114 Patentee after: Qiu Jing Address before: 610021 No. two, Dongfeng Road, Chengdu, Sichuan, 18 Patentee before: Chengdu Shu energy engineering Technology Development Company |
|
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20011024 Termination date: 20140826 |
|
| EXPY | Termination of patent right or utility model |