JPH02167210A - Dental filling material - Google Patents
Dental filling materialInfo
- Publication number
- JPH02167210A JPH02167210A JP63320391A JP32039188A JPH02167210A JP H02167210 A JPH02167210 A JP H02167210A JP 63320391 A JP63320391 A JP 63320391A JP 32039188 A JP32039188 A JP 32039188A JP H02167210 A JPH02167210 A JP H02167210A
- Authority
- JP
- Japan
- Prior art keywords
- bacteria
- type titanium
- rutile
- titanium oxide
- filling material
- 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.)
- Granted
Links
- 239000000463 material Substances 0.000 title claims description 34
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 44
- 239000010419 fine particle Substances 0.000 claims abstract description 12
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 239000011347 resin Substances 0.000 claims abstract description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 25
- 241000894006 Bacteria Species 0.000 abstract description 32
- 239000000945 filler Substances 0.000 abstract description 8
- 239000002245 particle Substances 0.000 abstract description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract description 4
- 208000002925 dental caries Diseases 0.000 abstract description 4
- AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 abstract description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 abstract description 3
- 229920001651 Cyanoacrylate Polymers 0.000 abstract description 2
- 210000000214 mouth Anatomy 0.000 abstract description 2
- 239000004065 semiconductor Substances 0.000 abstract description 2
- 239000004408 titanium dioxide Substances 0.000 abstract 3
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 238000012856 packing Methods 0.000 description 12
- 230000001580 bacterial effect Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 230000003628 erosive effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 2
- 150000002222 fluorine compounds Chemical class 0.000 description 2
- 230000009422 growth inhibiting effect Effects 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 238000013032 photocatalytic reaction Methods 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- 230000007505 plaque formation Effects 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- 241001336979 Cercomonas mutans Species 0.000 description 1
- 208000002064 Dental Plaque Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 241000269821 Scombridae Species 0.000 description 1
- 241000194017 Streptococcus Species 0.000 description 1
- 241000194019 Streptococcus mutans Species 0.000 description 1
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- -1 acrylic ester Chemical class 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 229910000085 borane Inorganic materials 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 210000004268 dentin Anatomy 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000010794 food waste Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000020640 mackerel Nutrition 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 230000002797 proteolythic effect Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 241000894007 species Species 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は、小窩裂溝の填塞、結電歯(虫歯)の充填など
に用いる歯科用填塞材に関し、特番、二ロ腔内での歯垢
形成細菌の発育を抑制し、細菌が付着しにくい歯科用填
塞材に関する。Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a dental filling material used for filling pits and fissures, filling electrified teeth (cavities), etc. This invention relates to a dental filling material that suppresses the growth of plaque-forming bacteria and that makes it difficult for bacteria to adhere.
(従来の技術)
MNA歯の原因は、口腔内の細菌、特に乳酸菌の一種で
あるストレプトコッカス・ミュータンスが歯の表面に付
着した食物残査を分解して乳酸を生じ、この酸のために
歯のエナメル質、続いて象牙質の無機物(主としてリン
酸カルシウム)を溶出し、更に有機質が蛋白質溶解菌の
酵素によって分解されて生ずることにある。特に小g裂
溝部は形態が非常に複雑で、細菌が侵入して付着し易く
、清栂が困難なため#A蝕が発生し易い。この小窩裂溝
部分を填塞材で密閉封鎖して口腔内環境から隔離し。(Prior art) The cause of MNA teeth is that bacteria in the oral cavity, especially Streptococcus mutans, which is a type of lactic acid bacteria, decomposes food residue adhering to the tooth surface and produces lactic acid. This is due to the elution of inorganic substances (mainly calcium phosphate) from the enamel and dentin, and the organic substances are further decomposed by the enzymes of proteolytic bacteria. In particular, the minor g fissures have a very complex morphology and are easy for bacteria to invade and adhere to, and are difficult to clean, so #A erosion is likely to occur. This pit and fissure area is hermetically sealed with a filling material and isolated from the oral environment.
鯖蝕の発生を抑制することは古くから行われている。Suppressing the occurrence of mackerel caries has been practiced for a long time.
そして、このような填塞材にフッ素化合物を混入させて
用い、小窓裂+?、7部を密閉封〕(すると共に。Then, using such a filling material mixed with a fluorine compound, small fenestration cleft +? , 7 copies hermetically sealed] (with.
填塞材から徐放するフッ素の作用により歯質を積極的に
強化し、結電の罹l△を防ぐことも試みられている。Attempts have also been made to actively strengthen the tooth structure using the action of fluoride slowly released from the filling material, thereby preventing the risk of electrostatic formation.
(発明が解決しようとする課題)
本発明は、填塞材にフッ素化合物を混入して用い、歯質
そのものを強化してmMの発生を抑制するという従来の
考え方を変え、填塞材に鯖蝕を発生させる細菌の発育を
抑制する作用をなす物質を混入し、もって#A蝕の罹患
を防ぐことを課題とするものである。(Problems to be Solved by the Invention) The present invention changes the conventional concept of using a fluorine compound mixed into a filling material to strengthen the tooth structure itself and suppress the occurrence of mM. The objective is to prevent #A erosion by incorporating a substance that inhibits the growth of bacteria.
(課題を解決するための手段)
本発明者等は、ルチル型酸化チタニウム(TiO2)の
殺菌性について検討した結果、これがストレブ1へコツ
カス・ミュータンスなどの歯垢形成、結電に関与する各
種口腔内細菌すこ対して発育抑制効果があり、これを歯
科用填塞材に混入しても上記効果が発揮されることを知
見し1本発明を完成した。(Means for Solving the Problems) As a result of studying the bactericidal properties of rutile-type titanium oxide (TiO2), the present inventors found that it is effective against various bacteria that are involved in plaque formation and electrification, such as Streb 1 and C. mutans. The present invention was completed based on the finding that it has a growth inhibiting effect on oral bacteria, and that the above effect can be achieved even when mixed with dental filling materials.
すむわち、本発明は、填塞用レジンにルチル型酸化チタ
ニウム微粒子を混入してなる歯科用填塞材である。In other words, the present invention is a dental filling material made by mixing rutile-type titanium oxide fine particles into a filling resin.
酸化チタニウムには、結晶形によりアナターゼ型、ルチ
ル型及びブルーカイト型の3つの形態があるが、本発明
ではルチル型酸化チタニウムを用いる。ルチル型酸化チ
タニウムは半導体の性質をもち、光触媒反応により#I
垢形成細菌、鵬蝕に関与する細菌の発aを抑制する。Titanium oxide has three forms depending on its crystal form: anatase type, rutile type, and brookite type. In the present invention, rutile type titanium oxide is used. Rutile-type titanium oxide has semiconducting properties, and through photocatalytic reaction, #I
Suppresses the growth of plaque-forming bacteria and bacteria involved in tooth decay.
したがって、填塞用レジンにルチル型酸化チタニウムを
混入しておくと、この酸化チタニウムの作用により、填
塞材に上記細菌が付着しにくくなり、したがって歯垢形
成、鵬蝕の発生を防止することができる。Therefore, if rutile-type titanium oxide is mixed into the filling resin, the action of this titanium oxide will make it difficult for the bacteria mentioned above to adhere to the filling material, thereby preventing the formation of dental plaque and the occurrence of dental caries. .
本発明で用いるルチル型酸化チタニウム微粒子の粒径は
小さいほど良い効果が得られる。すなわち填塞処理後の
填塞材表面にルチル型酸化チタニウムが露出あるいは近
接している部位はど細菌に対する発育抑制効果が著しい
から、填塞材の表面に均一にルチル型酸化チタニウム微
粒子が分布するようなるべく粒径の小さいものを使用す
る。The smaller the particle size of the rutile-type titanium oxide fine particles used in the present invention, the better the effect. In other words, areas where rutile-type titanium oxide is exposed or close to the surface of the filler after filling treatment have a significant growth inhibiting effect on bacteria, so the fine particles of rutile-type titanium oxide should be distributed as uniformly on the surface of the filler as possible. Use one with a small diameter.
また、ルチル型酸化チタニウム微粒子の混入量は、多い
ほど細菌の発育抑制効果がある反面、填塞材の物性に影
響を及ぼす。この混入量は一般に填塞材250mgに対
し1mg〜□ 15B(w/vでは0.4−6.0%)
が好ましい。この程度の混入量では、填塞材の曲げ強度
は多少劣化するものの、硬さの劣化は特にみられない。Furthermore, the larger the amount of rutile-type titanium oxide fine particles mixed in, the more effective it is to suppress the growth of bacteria, but it also affects the physical properties of the plugging material. The amount of this mixture is generally 1 mg to □ 15B (0.4-6.0% w/v) for 250 mg of the filling material.
is preferred. With this amount of mixing, although the bending strength of the filling material deteriorates to some extent, no particular deterioration in hardness is observed.
填塞用レジンとしては、ビスフェノール^とグリシジル
メタクリレートとを反応して得られるBlS−GMA系
のもの、アクリル酸エステルのα位の炭素に結合してい
る水素の一つがCN基で置換されたシアノアクリレート
系のもの、メチルメタアクリレートとトリーハーブチル
ボランとを反応して得られるアクリル系のもの、又はウ
レタン系のものなどが用いられる。またこれらの中にフ
ィラーとして石英、リチウムアルミナムシリケード、バ
リウムガラス、コロイダルシリカなどを混入しても良い
。Filling resins include BIS-GMA-based resins obtained by reacting bisphenol^ and glycidyl methacrylate, and cyanoacrylates in which one of the hydrogens bonded to the α-carbon of an acrylic ester is replaced with a CN group. An acrylic type obtained by reacting methyl methacrylate and tri-herbyl borane, or a urethane type are used. In addition, quartz, lithium aluminum silicate, barium glass, colloidal silica, etc. may be mixed into these as fillers.
実施例
填塞材としてティースメイト−5(クラレ社製の填塞材
の商標名、ビスフェノールAとグリシジルメタアクリレ
ートとを反応して得たBIS−GMA)を用い、この中
に光触媒反応の半導体微粒子である粒径1.44μし比
重4.2のルチル型酸化チタニウムを混入して、硬化さ
せた。酸化チタニウムの混入量ば填塞材25 (l m
Kに対し1mg、5mg及びlOB(w/vはそれぞ
れ0.4%、2.0%及び4.0%)とした。Examples Teeth Mate-5 (trade name of a filler made by Kuraray Co., Ltd., BIS-GMA obtained by reacting bisphenol A and glycidyl methacrylate) was used as a filler, and semiconductor fine particles for photocatalytic reaction were contained in the filler. Rutile type titanium oxide having a particle size of 1.44 μm and a specific gravity of 4.2 was mixed and hardened. The amount of titanium oxide mixed in is the filler 25 (l m
1 mg, 5 mg, and 1 OB (w/v 0.4%, 2.0%, and 4.0%, respectively) for K.
この3種の填塞材及び対照としてルチル型酸化チタニウ
ム微粒子を混入しない填塞材について、次の要領で填塞
材への細菌の付着状態を試験した。These three types of packing materials and a control material containing no rutile-type titanium oxide fine particles were tested for adhesion of bacteria to the packing materials in the following manner.
試験に用いた菌種は、ストレプトコッカス・ミュータン
スイングブリット株、NCTC10449株及びG5−
5株の3菌であり537℃で24時間、 T、S、13
(Trypticasa Say液体)培地で前培養し
たものを併試した。The bacterial species used in the test were Streptococcus mutanswingbrit strain, NCTC10449 strain, and G5-
5 strains of 3 bacteria at 537℃ for 24 hours, T, S, 13
(Trypticasa Say liquid) culture medium was also used.
上記4種の填塞材を生理食塩水中で滅菌し、2000ル
ツクスの光を120分間照射後、上記各菌液100μk
を加えたT、S、B培地にそれぞれ浸漬し、37℃で4
8時間培養した。培養後、試料を10rsQの滅菌生理
食塩水で洗浄、さらに30秒間超音波処理して菌を脱離
させ、その菌液の100μ氾をT、S寒天平板上に塗抹
し、37℃で48時間培養、生菌数を測定した。填塞材
表面での菌の観察は、培養後、適法により試料を作成し
て走査型電子顕微鏡で行った。The above four types of packing materials were sterilized in physiological saline, and after irradiation with 2000 lux light for 120 minutes, 100 μk of each of the above bacterial solutions were sterilized.
immersed in T, S, and B medium containing
It was cultured for 8 hours. After incubation, the sample was washed with 10rsQ sterile physiological saline, and treated with ultrasonic waves for 30 seconds to remove the bacteria. A 100μ flood of the bacterial solution was smeared onto a T, S agar plate and incubated at 37°C for 48 hours. Culture and viable bacterial counts were measured. Observation of bacteria on the surface of the packing material was performed using a scanning electron microscope after culturing and preparing samples using a suitable method.
試験の結果は次のとおりであった。The results of the test were as follows.
(1)ルチル型酸化チタニウム混入填塞材に付着した菌
量を調べた結果は第1図のとおりであった。(1) The amount of bacteria adhering to the rutile-type titanium oxide-containing filling material was investigated and the results were as shown in Figure 1.
第1図は填塞材へのルチル型酸化チタニウムの混入量と
填塞材への菌の付着量との関係をしめす。FIG. 1 shows the relationship between the amount of rutile-type titanium oxide mixed into the filling material and the amount of bacteria adhering to the filling material.
各菌株ともルチル型酸化チタニウム混入量が増加するに
従い、生菌数は減少する傾向が認められた。For each strain, it was observed that the number of viable bacteria tended to decrease as the amount of rutile titanium oxide added increased.
(2)走査型電子顕微鏡による観察では、ルチル型酸化
チタニウムを混入しない対照群とルチル型酸化チタニウ
ム混入量を変えた試yA群とを対比した結果、対照群の
填塞材表面にはストレプトコッカス・ミュータンス、f
ンブリット株が多数の連鎖菌体として61察されたが、
試験群では菌体は殆ど観察されず、菌の産生した多糖体
が多数118!察された。(2) In observation using a scanning electron microscope, we compared the control group without rutile titanium oxide mixed with the trial yA group in which the amount of rutile titanium oxide mixed was changed. chest of drawers, f
61 bacteria were detected as numerous streptococcal bacteria.
In the test group, almost no bacterial cells were observed, and a large number of polysaccharides produced by the bacteria were 118! It was noticed.
またNCTC株については、対照群の填塞材表面に連鎖
菌体が多数みられたが、試験群の填塞材のルチル型酸化
チタニウムが露出あるいは近接している部位では菌体が
殆ど観察されなかった。さらに03−5株については、
対照群の填塞材表面には連鎖菌体が多数見られたが、試
験群の填塞材のルチル型酸化チタニウムが露出あるいは
近接する部位では、他の2菌株と異なり菌体が凝集する
像がvA祭された。Regarding the NCTC strain, many streptobacterial cells were observed on the surface of the packing material in the control group, but almost no bacterial cells were observed in areas where the rutile-type titanium oxide of the packing material in the test group was exposed or close to it. . Furthermore, regarding the 03-5 strain,
Many streptococcal bacteria were seen on the surface of the control group's packing material, but unlike the other two strains, bacterial cells aggregated in the areas where the rutile-type titanium oxide of the test group's packing material was exposed or close to vA. It was enshrined.
以上のように、ルチル型酸化チタニウム微粒子を混入し
た填塞材は、それを混入しない填塞材に比し、細菌の付
着が少ない。As described above, the packing material containing rutile-type titanium oxide fine particles has less adhesion of bacteria than the packing material containing no rutile titanium oxide particles.
(発明の効果)
本発明は、小窩裂溝の填塞材などに用いる歯科用填塞材
にルチル型酸化チタニウムの微粒子を混入し、このルチ
ル型酸化チタニウムの細菌発a抑制作用により、填塞材
表面での歯垢形成ないしは酷蝕に関与する細菌の発育が
抑制でき、その結果填塞材への細111の付着が減少し
、もって結電の罹患を防ぐことができるという格別の効
果を奏する。(Effects of the Invention) The present invention mixes fine particles of rutile-type titanium oxide into a dental filling material used as a filling material for pits and fissures, and the surface of the filling material is The growth of bacteria involved in plaque formation or severe dental erosion can be suppressed, and as a result, the adhesion of the fine particles 111 to the filling material is reduced, thereby providing a special effect of preventing the occurrence of electrical discharge.
第1図は、ルチル型酸化チタニウムの填塞材への混入量
と該填塞材への付着菌1【どの関係を示す図である。FIG. 1 is a diagram showing the relationship between the amount of rutile-type titanium oxide mixed into a packing material and the bacteria 1 attached to the packing material.
Claims (1)
入してなる歯科用填塞材。1. A dental filling material made by mixing rutile-type titanium oxide fine particles into a filling resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63320391A JP2517374B2 (en) | 1988-12-21 | 1988-12-21 | Dental filling material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63320391A JP2517374B2 (en) | 1988-12-21 | 1988-12-21 | Dental filling material |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH02167210A true JPH02167210A (en) | 1990-06-27 |
JP2517374B2 JP2517374B2 (en) | 1996-07-24 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63320391A Expired - Fee Related JP2517374B2 (en) | 1988-12-21 | 1988-12-21 | Dental filling material |
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JP (1) | JP2517374B2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10130112A (en) * | 1996-10-31 | 1998-05-19 | Agency Of Ind Science & Technol | Composite material inhibiting propagation of various saprophytes |
EP1352617A1 (en) * | 2002-04-10 | 2003-10-15 | Tp Orthodontics, Inc. | Epoxy resin bonding pad for a ceramic orthodontic appliance |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5167346A (en) * | 1974-12-09 | 1976-06-10 | Lion Dentifrice Co Ltd | |
JPS5883610A (en) * | 1981-11-11 | 1983-05-19 | Lion Corp | Composition for oral cavity |
JPS6127916A (en) * | 1984-07-18 | 1986-02-07 | Yoshinori Nakagawa | Dentifrice |
JPS6286003A (en) * | 1985-10-11 | 1987-04-20 | Tokuyama Soda Co Ltd | Photopolymerizable composite composition |
US4762863A (en) * | 1987-03-30 | 1988-08-09 | Mitsubishi Rayon Co., Ltd. | Photopolymerizable dental composition containing a hexafunctional urethane methacrylate based on isocyanuric acid |
-
1988
- 1988-12-21 JP JP63320391A patent/JP2517374B2/en not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5167346A (en) * | 1974-12-09 | 1976-06-10 | Lion Dentifrice Co Ltd | |
JPS5883610A (en) * | 1981-11-11 | 1983-05-19 | Lion Corp | Composition for oral cavity |
JPS6127916A (en) * | 1984-07-18 | 1986-02-07 | Yoshinori Nakagawa | Dentifrice |
JPS6286003A (en) * | 1985-10-11 | 1987-04-20 | Tokuyama Soda Co Ltd | Photopolymerizable composite composition |
US4762863A (en) * | 1987-03-30 | 1988-08-09 | Mitsubishi Rayon Co., Ltd. | Photopolymerizable dental composition containing a hexafunctional urethane methacrylate based on isocyanuric acid |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10130112A (en) * | 1996-10-31 | 1998-05-19 | Agency Of Ind Science & Technol | Composite material inhibiting propagation of various saprophytes |
EP1352617A1 (en) * | 2002-04-10 | 2003-10-15 | Tp Orthodontics, Inc. | Epoxy resin bonding pad for a ceramic orthodontic appliance |
Also Published As
Publication number | Publication date |
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JP2517374B2 (en) | 1996-07-24 |
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