JPH04169510A - Oxygen blocking agent - Google Patents
Oxygen blocking agentInfo
- Publication number
- JPH04169510A JPH04169510A JP2294889A JP29488990A JPH04169510A JP H04169510 A JPH04169510 A JP H04169510A JP 2294889 A JP2294889 A JP 2294889A JP 29488990 A JP29488990 A JP 29488990A JP H04169510 A JPH04169510 A JP H04169510A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- oxygen
- blocking agent
- composite
- oxygen blocking
- 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
- 239000001301 oxygen Substances 0.000 title claims abstract description 29
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 29
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 239000002981 blocking agent Substances 0.000 title abstract description 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000004094 surface-active agent Substances 0.000 claims abstract description 8
- 235000011187 glycerol Nutrition 0.000 claims description 13
- 239000011347 resin Substances 0.000 abstract description 16
- 229920005989 resin Polymers 0.000 abstract description 16
- 238000006116 polymerization reaction Methods 0.000 abstract description 14
- 239000000178 monomer Substances 0.000 abstract description 13
- 239000004925 Acrylic resin Substances 0.000 abstract description 8
- 229920000178 Acrylic resin Polymers 0.000 abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 6
- 239000011248 coating agent Substances 0.000 abstract description 3
- 238000000576 coating method Methods 0.000 abstract description 3
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 abstract description 3
- 230000005764 inhibitory process Effects 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- 239000002131 composite material Substances 0.000 description 21
- 239000003638 chemical reducing agent Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- -1 alkylbenzene sulfonates Chemical class 0.000 description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 6
- 239000000805 composite resin Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 235000010265 sodium sulphite Nutrition 0.000 description 3
- CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 239000011350 dental composite resin Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229940105990 diglycerin Drugs 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002926 oxygen Chemical class 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000003455 sulfinic acids Chemical class 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- JUQPZRLQQYSMEQ-UHFFFAOYSA-N CI Basic red 9 Chemical compound [Cl-].C1=CC(N)=CC=C1C(C=1C=CC(N)=CC=1)=C1C=CC(=[NH2+])C=C1 JUQPZRLQQYSMEQ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 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 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 229940052223 basic fuchsin Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000004851 dental resin Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000004967 organic peroxy acids Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 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
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- KHDBMTLGTSGEEG-UHFFFAOYSA-M sodium;2-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=CC=C1S([O-])=O KHDBMTLGTSGEEG-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Dental Preparations (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は、空気中のは票により重合阻害を受けやすい重
合硬化型アクリル系レジンの表面を被覆し、レジン表面
を酸素より遮断することにより、その硬化を促進するた
めのＷｉ票遮断剤に間する。[Detailed Description of the Invention] [Industrial Application Field] The present invention covers the surface of polymerization-curable acrylic resin, which is susceptible to polymerization inhibition by particles in the air, and blocks the resin surface from oxygen. , and a Wi-blocker to accelerate its curing.
重合硬化型アクリル系レジンとは歯科用充填條に用コン
ポジットレジン、歯科用量冠部補綴用レジン、歯科用レ
ジン系接着剤（セメント）、歯科用小窩裂溝！：Ｉ鎖剤
、及びそれらと基本的に同一の構成からなる美術工芸分
野で使用するコンポジットレジン等を称する。What is polymerization-curing acrylic resin? Composite resin for dental fillings, dental crown prosthesis resin, dental resin adhesive (cement), dental pit and fissure! : Refers to I-chain agents and composite resins used in the arts and crafts field that have basically the same composition as these.
［従来の技術］
近年、歯科治療分野では歯牙欠損部修復用に審美性と操
作性に優れた重合硬化型アクリル系レジンの使用が一般
化しており、虫歯への直接充填のみならず、大きな欠損
の修復に使用するインレー、アンレーやクラウン等の歯
冠部補綴用條１ｘ物、さらにはレジン系接着剤（セメン
ト）も置台硬化型アクリル系レジンの使用が試みられて
いる。[Conventional technology] In recent years, the use of polymer-cured acrylic resins, which have excellent aesthetics and operability, has become commonplace in the dental treatment field for the restoration of tooth defects. Attempts have been made to use table-curing acrylic resins for crown prosthesis such as inlays, onlays, and crowns, and even for resin-based adhesives (cement).
歯科用重合硬化ツアクリル系レジンはアクリル系モノマ
ーとラジカル重合量始剤と充填剤とよりなる組成物であ
り、該組成物を所望の形状に賦形し・たのちアクリル系
モノマーを重合硬化させることにより虫歯の治療を行っ
たり、治療用修復物を作製したりするものである。Polymerized and hardened acrylic resin for dentistry is a composition consisting of an acrylic monomer, a radical polymerization initiator, and a filler.The composition is shaped into a desired shape, and then the acrylic monomer is polymerized and hardened. It is used to treat cavities and to create therapeutic restorations.
ところで、アクリル系モノマーを空気中でラジカル重合
させようとすると、重合反応が酸素により阻害され、修
復物表面に、未重合な層ができるという問題点があった
。ｆｆｌ１えば、重合前の歯科用コンポジットレジンは
、その表面にモノマーに冨む層が浮き出て、それが１合
前のレジン表面を非常に滑沢に見せているが、レジンを
重合させた後。However, when an attempt is made to radically polymerize an acrylic monomer in the air, the polymerization reaction is inhibited by oxygen, resulting in the formation of an unpolymerized layer on the surface of the restoration. ffl1 For example, before polymerization, a dental composite resin has a monomer-rich layer that stands out on its surface, which makes the resin surface look very smooth before polymerization, but after the resin is polymerized.
表面を紙で拭フたり溶剤で洗浄したりすると表面の未重
合層が除去されてザラザラの表面を呈する。When the surface is wiped with paper or washed with a solvent, the unpolymerized layer on the surface is removed, resulting in a rough surface.
そこで、この厳禁による重合阻害を・解消するため多く
の提案がなされてきた。倒えば、特開昭Ｃ０−１００５
０５号には界面活性剤を含む水溶性有機物（ポリビニル
ピロリドン、ポリビニルアルコール）の水性混合物を光
重合性樹脂の表面に塗布し、水性混合物を通して光を照
射することによる獣票遮断改良方法、特開昭５８−２０
１６２８号にはポリビニルアルコールまたはポリエチレ
ングリコールと水よりなるマスキング剤を塗布した後硬
化性樹脂を硬化させる硬化性樹脂の硬化方法、特開昭５
９−３Ｇ６０４号にはポリビニルアルコール、水及び有
機過酸１ヒ物を主成分とする硬化性樹脂成形用マスキン
グ剤、さらに、特公昭Ｇ３−３７０８２号には平均分子
Ａｌ５ｏ〜４２０のポリエチレングリコールと平均分子
］１１８００〜２００００のポリエチしングリコールを
ペースト状に混合してなる表面硬化剤等が提案されてい
るが、これらはコンボジッＩ−ｆｌＥｌ捏合後面の滑沢
性が充分ではなかった。その理由は硬化物表面にごくわ
ずかな未重合モノマーが残存するためと考えられる。ま
た、特開昭ＧＯ−３１８５８号には過酸化物、アミン、
及びスルフィン酸類の群から選ばれた少なくとも１種の
表面硬化剤を含有する揮発性溶剤溜）αが提案されてい
るが、これは揮発性溶剤が重合前のコンポジット表面よ
りモノマーを溶解除去するため、硬化後のコンポジット
表面に充填剤が突出して白い外観を呈し効果が不十分で
あった。Therefore, many proposals have been made to eliminate the polymerization inhibition caused by this strict prohibition. If you defeat it, JP-A-Sho C0-1005
No. 05 discloses a method for improving grain blocking by applying an aqueous mixture of water-soluble organic substances (polyvinylpyrrolidone, polyvinyl alcohol) containing a surfactant to the surface of a photopolymerizable resin and irradiating light through the aqueous mixture, JP Showa 58-20
No. 1628 describes a method for curing a curable resin in which the curable resin is cured after applying a masking agent consisting of polyvinyl alcohol or polyethylene glycol and water, JP-A-5
No. 9-3G604 contains a masking agent for curable resin molding whose main components are polyvinyl alcohol, water and an organic peracid, and Japanese Patent Publication No. G3-37082 contains polyethylene glycol with an average molecular weight of Al5o to 420. A surface hardening agent made by mixing polyethylene glycol having a molecular weight of 11,800 to 20,000 in the form of a paste has been proposed, but these did not provide sufficient smoothness on the surface after kneading the composite I-flEl. The reason for this is thought to be that a very small amount of unpolymerized monomer remains on the surface of the cured product. In addition, in JP-A No. 31858, peroxides, amines,
A volatile solvent reservoir (α) containing at least one surface hardening agent selected from the group of sulfinic acids and sulfinic acids has been proposed, but this is because the volatile solvent dissolves and removes the monomer from the composite surface before polymerization. The filler protruded from the surface of the composite after curing, giving it a white appearance, and the effect was insufficient.
［本発明が解決しようとする問題点］
本発明の目的は、ｊｉ合後のコンポジット表面に光沢を
残すことのできる高度な酸素遮断剤の開発である。[Problems to be Solved by the Present Invention] The purpose of the present invention is to develop an advanced oxygen blocking agent that can leave gloss on the composite surface after ji-coating.
［課題を解決するための手段］
本発明者は、上記問題点の解決のため鋭を検討を重ね、
ｖｉ素遮断剤とし・て溶存酸素量が少ないかまたは酸素
拡散速度が遅い液体であり、アクリル系モノマーの溶解
度が低くモノマーを除去あるいは移動させる現象がなく
、水に対する溶解度が大きくて使用後は水洗により容易
に除去できる液体を探索した。その結果、−分子中に多
くの水酸基を有する化合物が有効であること、このよう
なものとしてグリセリンまたはグリセリンのオリゴマー
が有効であることを見いだし、本発明に及んだ。[Means for Solving the Problems] The present inventor has made extensive studies to solve the above problems, and has
As a VI blocker, it is a liquid with a small amount of dissolved oxygen or a slow oxygen diffusion rate, and the solubility of acrylic monomers is low, so there is no phenomenon of removing or moving the monomer, and it has a high solubility in water, so it must be washed with water after use. We searched for a liquid that could be easily removed. As a result, it was discovered that compounds having many hydroxyl groups in the molecule are effective, and that glycerin or oligomers of glycerin are effective as such compounds, leading to the present invention.
すなわち、グリセリンまたはグリセリンのオリゴマーお
よび界面活性剤を含有することを特徴とするｗ１票遮断
剤である。該酸素遮断剤を重合前のコンポジット表面に
塗布し、コンポジットを重合させると、表面の艶を保持
したままコンポジットを重合硬化させることが出来る。That is, it is a w1 vote blocking agent characterized by containing glycerin or an oligomer of glycerin and a surfactant. When the oxygen blocking agent is applied to the surface of the composite before polymerization and the composite is polymerized, the composite can be polymerized and cured while maintaining the gloss of the surface.
本発明で使用することの出来るグリセリンまたはグリセ
リンオリゴマーとしてはグリセリン、ジグリセリン、
トリグリセリン等が挙げられる。Glycerin or glycerin oligomers that can be used in the present invention include glycerin, diglycerin,
Examples include triglycerin.
また、このような１ヒ合物をコンポジット表面に塗布す
るとコンポジット表面ではじかれ満足に表面を被覆でき
ないが、界面活性剤の配合によりこの問題点を改良でき
る。界面活性剤とし・では、例えば、アルキルベンゼン
スルホン酸塩、α−オレフィンスルホン酸塩、アルカン
スルホン酸塩、長鎖アルキル基を含む４級アンモニウム
塩、脂肪酸モノ、ジェタノールアミド、脂肪ＩＩ（ポリ
）エチレングリコールエステルまたはエーテル、モノ脂
肪酸グリセリンエステル、脂肪酸ソルビタンエステル、
脂肪酸ソルビタンエステルポリオキシエチレン、アルキ
ルフェニルポリオキシエチレンエーテル、Ｎ−フルキル
ベタイン型下及びスルホヘタイン型等のアニオン系、カ
チオン系、非イオン系、両性型従来公知なものが使用で
きる。界面活性剤の添加量は組成物全体の重量に対し０
．０５〜５ｚ、より好ましくは０．１〜３χである。Furthermore, when such a compound is applied to the composite surface, it is repelled by the composite surface and the surface cannot be satisfactorily coated, but this problem can be improved by adding a surfactant. Examples of surfactants include alkylbenzene sulfonates, α-olefin sulfonates, alkanesulfonates, quaternary ammonium salts containing long-chain alkyl groups, monofatty acids, jetanolamide, and fatty II (poly)ethylene. glycol esters or ethers, monofatty acid glycerin esters, fatty acid sorbitan esters,
Conventionally known fatty acid sorbitan esters such as anionic, cationic, nonionic, and amphoteric types such as polyoxyethylene, alkylphenylpolyoxyethylene ether, N-furkylbetaine type and sulfohetaine type can be used. The amount of surfactant added is 0 based on the weight of the entire composition.
．． 05 to 5z, more preferably 0.1 to 3χ.
また、本発明の酸素遮断剤は溶存散票濃度の更なる低減
を図る目的で還元剤を添加しておくこともできる。この
ようなものは酸素遮断剤を非常に薄く塗布した場合に有
効である。この還元剤としてはフェノールのような重合
禁止作用の有るものは好ましくなく、亜硫酸塩、次亜硫
酸塩の如く重合禁止作用の無いものがよく、ベンゼンス
ルフィン酸ナトリウム、 トルエンスルフィン酸ナトリ
ウム、亜硫酸ナトリウム等が好ましい、還元剤の添加量
に間しては、本発明のａｗｅ断剤の供給される容器（１
１票透過性の大小）、保存期間や使用状況（フタの開は
）放しの有無）により一概に言うことはできないが、余
裕を見て還元剤のグリセリン等への飽和溶解量あるいは
そのｌＯ倍径程度使用してもよい、この場合には酸素遮
断剤容器の底に余剰の還元剤が沈澱するが、液中の還元
剤が消費されるにつれて、固体の還元剤が溶解して液中
の還元剤を自動的に補給する（いつも飽和溶解度を保つ
）事ができる。Furthermore, a reducing agent may be added to the oxygen blocking agent of the present invention for the purpose of further reducing the dissolved powder concentration. This type of material is effective when the oxygen blocking agent is applied very thinly. As this reducing agent, it is not preferable to use a substance that has a polymerization inhibiting effect such as phenol, but it is preferable to use a substance that does not have a polymerization inhibiting effect such as sulfite or hyposulfite, and sodium benzenesulfinate, sodium toluenesulfinate, sodium sulfite, etc. The preferable amount of the reducing agent to be added is determined by the container in which the awe cutting agent of the invention is supplied (1
Although it is not possible to make a general statement depending on the degree of permeability), storage period and usage conditions (opening the lid or not), take a margin and adjust the amount of saturated dissolution of the reducing agent in glycerin, etc. or 1O times that amount. In this case, excess reducing agent will settle at the bottom of the oxygen blocker container, but as the reducing agent in the liquid is consumed, the solid reducing agent will dissolve and the amount of reducing agent in the liquid will increase. Reducing agent can be automatically replenished (always maintaining saturated solubility).
さらに、使用性向上のため粘度調節を行うことがあり、
小量の水の配合により低粘度としたり、グリセリンとジ
グリセリンあるいはトリグリセリンをブレンドして高粘
度品として使用することも出来る０本発明の酸素遮断剤
の粘度は５００〜５０００センチボイズのものが使いや
すい。Furthermore, the viscosity may be adjusted to improve usability.
The viscosity of the oxygen blocking agent of the present invention is 500 to 5000 centiboise, which can be used as a low viscosity product by blending a small amount of water, or by blending glycerin with diglycerin or triglycerin. Cheap.
また、この酸素遮断剤には必要に応じて着色料、香料、
防腐剤、安定剤等を添加することが出来る。In addition, this oxygen blocker may contain colorants, fragrances,
Preservatives, stabilizers, etc. can be added.
この酸素遮断剤の使用方法は、未重合の重合硬化型アク
リル系レジン表面に直接塗布して使用することもてきる
が、該レジン表面の形状がへケの圧力やＷｉ票遮断剤の
重量により変形するような場合には、−度該レジンを部
分的に重合硬化させた後にＷｌｉ素遮断剤を表面に塗布
しさらに重合させることもできる。This oxygen blocking agent can be used by directly applying it to the surface of an unpolymerized polymer-curable acrylic resin, but the shape of the resin surface may vary depending on the pressure of the dent or the weight of the Wi-ball blocking agent. If the resin is to be deformed, it is also possible to partially polymerize and harden the resin, then apply a Wli element barrier to the surface and further polymerize it.
［発明の効果］
アクリル系モノマーを使用した重合性重合硬化型アクリ
ル系レジン表面に本発明の酸素遮断剤を通用し該レジン
を重合させると、未重合層の発生を防ぎ滑沢な表面を得
ることが出来る。[Effect of the invention] When the oxygen blocking agent of the present invention is applied to the surface of a polymerizable polymerization-curable acrylic resin using an acrylic monomer and the resin is polymerized, the generation of an unpolymerized layer is prevented and a smooth surface is obtained. I can do it.
［実施例コ
（評価方法）
顕微鏡用スライドグラス上に光重合型歯科用コンポジッ
トレジン（クラレ社製、クリアフィルフォトボステリア
）を円板状に出来るだけ平らに広げ、１分間暗所に保持
し、コンポジット表面に光沢が見える事を確認後、その
上に各種ｗ１素遮断剤をスポイトで２〜３滴落とし、歯
科技工用光照射口（モリタ製作所製、α−ライト）にて
１分間可視光線を照射して該コンポジットレジンを硬化
させた。[Example 2 (Evaluation method) Spread a photopolymerized dental composite resin (Clearfil Photobosteria, manufactured by Kuraray Co., Ltd.) in a disk shape as flat as possible on a microscope slide glass and keep it in a dark place for 1 minute. After confirming that the composite surface is glossy, drop 2 to 3 drops of various W1 blockers on it with a dropper, and expose it to visible light for 1 minute using a dental technology light irradiation port (Morita Seisakusho, α-Light). The composite resin was cured by irradiation.
その後コンポジットしジン表面を流水で洗浄して酸素遮
断剤を除去し、さらにアセトンで洗浄して未重合モノマ
ーを洗い去り、各種酸素遮断剤を塗布してあった部分の
光沢の有無を判定した。この方法では、表面の重合が阻
害された部分はフィラーが露出しザラザラの白い外観を
呈し、光沢を示さない、また、表面の重合が促進された
部分は平滑な外観を呈し、光沢が測定される。 光沢
は日本電色社製光沢計タイプＶＧ−１０７を使用して測
定し、６０度の入射角の場合の、６０度の反射光強度を
、鏡による反射光強度（１００％）に対する反射光強度
の％表示で示した。この方法による光沢の目安として、
コンポジットの滑沢さの限界とも言えるコンポジットの
ガラスによる圧接面（はぼ完全な平面）の光沢を測定し
たところ、６２．７Ｘの反射率を示した。また、光沢の
ある大理石の光沢は６４ｚであった。さらに、空気中で
重合させたコンポジットの表面光沢は ＩＳ程度であっ
た。Thereafter, the surface of the composite was washed with running water to remove the oxygen blocking agent, and further washed with acetone to remove unpolymerized monomers, and the presence or absence of gloss in the areas where various oxygen blocking agents had been applied was determined. In this method, the filler is exposed on the surface where polymerization is inhibited, giving a rough white appearance and no gloss, and the surface where polymerization is promoted gives a smooth appearance and the gloss is measured. Ru. Gloss is measured using a gloss meter type VG-107 manufactured by Nippon Denshoku Co., Ltd. When the incident angle is 60 degrees, the reflected light intensity at 60 degrees is calculated as the reflected light intensity relative to the reflected light intensity from the mirror (100%). It is expressed as a percentage. As a guide to the gloss obtained by this method,
When we measured the gloss of the surface of the composite pressed against the glass (a nearly perfect plane), which can be said to be the limit of the smoothness of a composite, it showed a reflectance of 62.7X. Moreover, the luster of the glossy marble was 64z. Furthermore, the surface gloss of the composite polymerized in air was about IS.
実施例 １〜３
表１に記載の酸素遮断剤を前述のコンポジット表面に適
用し、コンポジットを重合させ、酸素遮断剤の塗布され
ていた箇所の表面光沢を測定した。Examples 1-3 The oxygen blocking agent listed in Table 1 was applied to the surface of the composite described above, the composite was polymerized, and the surface gloss of the area where the oxygen blocking agent had been applied was measured.
結果を表１に記す。The results are shown in Table 1.
表１
注： これらの酸素遮断剤には塗布性向上のためシ゛オ
クチｎスルネコハク酸ナトリウムを １％ずつ添加 し
た。Table 1 Note: To these oxygen blocking agents, 1% each of sodium sulfate and sodium sulcate succinate was added to improve coating properties.
この試験法では、コンポジットの表面を凹凸のない平ら
な平面として！′ｆＩ１１ｉてきないために前述のガラ
ス圧接面（完全な平面）の光沢はどのデータは出ないが
、肉眼的にはかなりの光沢があり、光沢の数値の上でも
肉眼的な観察でも、明らかに後述の比較例に比較して有
意な効果を示した。In this test method, the surface of the composite is treated as a flat surface with no irregularities! 'fI11i cannot be obtained, so there is no data on the gloss of the glass pressure contact surface (perfectly flat surface), but visually it is quite glossy, and both in terms of the gloss value and by visual observation, it is clear that It showed a significant effect compared to the comparative example described below.
比較例１〜１１
比較のため表２に記載の各種酸素遮断剤を使用し・コン
ポジットを重合させ、酸素遮断剤の塗布されていた箇所
の表面光沢を測定した。結果を表２に記す。Comparative Examples 1 to 11 For comparison, composites were polymerized using various oxygen blocking agents listed in Table 2, and the surface gloss of the areas where the oxygen blocking agents had been applied was measured. The results are shown in Table 2.
表２
ｔ：弱い光沢はあるが、表面が白く変色していた注：比
較例 ７，８．９：５！水溶漬使用比較例 １１ ：
１０１溶液として使用（乳濁）比較例 １２
表面硬化剤としてベンゾイルパーオキサイド１重量部を
エタノール９９重量部に溶かしたものを調製し、比較例
１と同様の評価を行なったところ、硬化後のコンポジッ
ト表面はモノマーの流失によりザラザラの外観を示し、
光沢も２ χてあった。Table 2 t: Weak gloss, but the surface was discolored to white Note: Comparative example 7, 8.9: 5! Comparative example of water immersion use 11:
101 Used as a solution (emulsion) Comparative Example 12 A surface hardening agent in which 1 part by weight of benzoyl peroxide was dissolved in 99 parts by weight of ethanol was prepared and evaluated in the same manner as in Comparative Example 1. The surface exhibits a rough appearance due to monomer loss;
The gloss was also 2x.
比較わり１３
表面硬化剤としてベンゼンスルフィン酸ナトリウ５１１
［回部とエタノール９５重量部とよりなる液を調製し、
比較例１と同様の評価を行なったところ、硬化後のコン
ポジットしジン表面はモノマーの流失によりザラザラで
あり、光沢は３ｚてあった。Comparison 13 Sodium benzenesulfinate 511 as a surface hardening agent
[Prepare a liquid consisting of 1 part and 95 parts by weight of ethanol,
When the same evaluation as in Comparative Example 1 was carried out, the surface of the composite after curing was rough due to the loss of monomer, and the gloss was 3.
実施例４
グリセリン １００重量部、ポリオキシエチレンソルビ
タンモノラウレート １重量部、よりなる溶液に亜硫酸
ナトリウム２ 重量部を添加したもの（亜硫酸ナトリウ
ムは溶けきれず容器の底に沈んている）を酸素遮断剤と
して作成した。この物は実施例１に記載のコンポジット
レジンに塗布したところ、表面ではじかれることなく、
良好な塗布性を示した。また、これを塗布したのち重合
させたコンポジットレジンの表面の光沢を同様の方法に
て測定したところ、３９ｚと優れた光沢を示した。Example 4 A solution consisting of 100 parts by weight of glycerin, 1 part by weight of polyoxyethylene sorbitan monolaurate, and 2 parts by weight of sodium sulfite was added (the sodium sulfite was not completely dissolved and sank to the bottom of the container), and the mixture was oxygen-blocked. It was created as an agent. When this material was applied to the composite resin described in Example 1, it was not repelled by the surface.
It showed good applicability. Further, when the surface gloss of the composite resin which was coated and then polymerized was measured in the same manner, it showed an excellent gloss of 39z.
実施例５
グリセリン １００重量部、ポリオキシエチレングリコ
ール−ｐ−ノニルフェニルエーテル０．５重量部よりな
る溶液にベンゼンスルフィン酸ナトリウム２重量部を添
加したｍｙ遮断剤を：Ｉ！ＪＩＭシた０次に、実施例１
に記載のコンポジットを ５Ｘ２５ｃｍの短冊状に延ば
し、その上に筆を用いて酸素遮断剤で文字を記し、直射
日光に５分間曝す事によりコンポジットを重合させた０
次いて、硬化物を水およびアセトンで洗浄したのち、０
．１！塩基性フクシン水溶液（赤い染料）に６秒間浸漬
したところ、酸素遮断剤を塗布してあった文字の部分は
光沢のある表面を呈しており赤く染まフてはいなかフた
が、その他の部分はザラザラの表面であり、赤く染まつ
ていた。Example 5 My blocking agent was prepared by adding 2 parts by weight of sodium benzenesulfinate to a solution consisting of 100 parts by weight of glycerin and 0.5 parts by weight of polyoxyethylene glycol-p-nonylphenyl ether: I! Example 1
The composite described in 1 was rolled out into a 5 x 25 cm strip, letters were written on it with an oxygen blocker using a brush, and the composite was polymerized by exposing it to direct sunlight for 5 minutes.
Next, after washing the cured product with water and acetone,
．． 1! When immersed in a basic fuchsin aqueous solution (red dye) for 6 seconds, the parts of the letters that had been coated with the oxygen blocker had a glossy surface and were stained red, but the other parts were not covered. It had a rough surface and was stained red.
特許８ＩＢ人 株式会社 クラレ 代 理 人 弁理士 本多 堅Patent 8IB person Kuraray Co., Ltd. Representative Patent Attorney Ken Honda
Claims (1)
剤を含有することを特徴とする酸素遮断剤Oxygen blocker characterized by containing glycerin or glycerin oligomer and a surfactant
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2294889A JP2557564B2 (en) | 1990-11-02 | 1990-11-02 | Oxygen blocker |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2294889A JP2557564B2 (en) | 1990-11-02 | 1990-11-02 | Oxygen blocker |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04169510A true JPH04169510A (en) | 1992-06-17 |
| JP2557564B2 JP2557564B2 (en) | 1996-11-27 |
Family
ID=17813566
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2294889A Expired - Fee Related JP2557564B2 (en) | 1990-11-02 | 1990-11-02 | Oxygen blocker |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2557564B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007063332A (en) * | 2005-08-29 | 2007-03-15 | Tokuyama Corp | Curable composition |
| CN115813772A (en) * | 2022-12-27 | 2023-03-21 | 尚仁生物科技(佛山)有限公司 | Dental oxygen-barrier isolation sealant, preparation method and use method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS625A (en) * | 1985-06-24 | 1987-01-06 | Sankin Kogyo Kk | Surface coating agent for dental resin |
-
1990
- 1990-11-02 JP JP2294889A patent/JP2557564B2/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS625A (en) * | 1985-06-24 | 1987-01-06 | Sankin Kogyo Kk | Surface coating agent for dental resin |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007063332A (en) * | 2005-08-29 | 2007-03-15 | Tokuyama Corp | Curable composition |
| CN115813772A (en) * | 2022-12-27 | 2023-03-21 | 尚仁生物科技(佛山)有限公司 | Dental oxygen-barrier isolation sealant, preparation method and use method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2557564B2 (en) | 1996-11-27 |
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