JPS63150312A - Resin composition for laminate - Google Patents
Resin composition for laminateInfo
- Publication number
- JPS63150312A JPS63150312A JP29717786A JP29717786A JPS63150312A JP S63150312 A JPS63150312 A JP S63150312A JP 29717786 A JP29717786 A JP 29717786A JP 29717786 A JP29717786 A JP 29717786A JP S63150312 A JPS63150312 A JP S63150312A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- meth
- diallyl phthalate
- unsaturated polyester
- acrylate
- 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
- 239000011342 resin composition Substances 0.000 title claims description 7
- 229920005989 resin Polymers 0.000 claims abstract description 30
- 239000011347 resin Substances 0.000 claims abstract description 29
- 239000004641 Diallyl-phthalate Substances 0.000 claims abstract description 17
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000193 polymethacrylate Polymers 0.000 claims abstract description 13
- 229920006337 unsaturated polyester resin Polymers 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims abstract description 9
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims abstract description 8
- 239000000600 sorbitol Substances 0.000 claims abstract description 8
- -1 methacryloyl groups Chemical group 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 230000000704 physical effect Effects 0.000 claims 1
- 235000019504 cigarettes Nutrition 0.000 abstract description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 4
- 239000007787 solid Substances 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 239000003960 organic solvent Substances 0.000 abstract description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 239000000123 paper Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 2
- 239000002655 kraft paper Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 201000001880 Sexual dysfunction Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C22/00—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals
- C23C22/05—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals using aqueous solutions
- C23C22/06—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals using aqueous solutions using aqueous acidic solutions with pH less than 6
- C23C22/07—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals using aqueous solutions using aqueous acidic solutions with pH less than 6 containing phosphates
- C23C22/08—Orthophosphates
- C23C22/18—Orthophosphates containing manganese cations
- C23C22/182—Orthophosphates containing manganese cations containing also zinc cations
- C23C22/184—Orthophosphates containing manganese cations containing also zinc cations containing also nickel cations
Abstract
Description
【発明の詳細な説明】
(発明の技術分野)
本発明は、硬化物特性が改善された熱硬化性樹脂積層板
用樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Technical Field of the Invention) The present invention relates to a resin composition for a thermosetting resin laminate having improved properties of a cured product.
(従来技術)
熱硬化性樹脂積層板、特にジアリルフタレート樹脂積層
板は、優れた成形性、ポストフオーム加工性を有してお
り、また物理的、化学的特性にも優れた積層板として知
られ、中でも化粧板は落着いた風合いをもつ材料として
好評を博している。(Prior art) Thermosetting resin laminates, especially diallyl phthalate resin laminates, have excellent moldability and post-form processability, and are also known as laminates with excellent physical and chemical properties. Among them, decorative boards are popular as materials with a calm texture.
しかし、ジアリルフタレート樹脂積層板は、硬度及び耐
シガレット性等の耐熱性の点でメラミン樹脂積層板より
劣っており、特にデスク、カウンター等に代表される天
板への使用に際して難点があった。また不飽和ポリエス
テル樹脂積層板においても同様な問題があった。However, diallyl phthalate resin laminates are inferior to melamine resin laminates in terms of hardness and heat resistance such as cigarette resistance, and are particularly difficult to use for top plates such as desks and counters. Similar problems also occurred in unsaturated polyester resin laminates.
(発明の目的)
本発明は、上記の如き欠点がなく表面特性の改善された
ジアリルフタレート樹脂もしくは不飽和ポリエステル樹
脂積層板用として好適な樹脂組成物を掟供することを目
的とする。(Object of the Invention) The object of the present invention is to provide a resin composition suitable for use in diallyl phthalate resin or unsaturated polyester resin laminates, which is free from the above-mentioned drawbacks and has improved surface properties.
(発明の構成)
本発明は、ジアリルフタレート樹脂又は不飽和ポリエス
テル樹脂おるいはこれらの混合樹脂に、分子内にアクリ
ロイル基又はメタアクリロイル基を3個以上有するソル
ビットのポリアクリレート又はポリメタアクリレートあ
るいはこれらの混合物を混合したことを特徴とする硬化
物特性か改善された(^層板用樹脂組成物である。(Structure of the Invention) The present invention provides a polyacrylate or polymethacrylate of sorbitol having three or more acryloyl groups or methacryloyl groups in the molecule, or a polymethacrylate of sorbitol having three or more acryloyl groups or methacryloyl groups in the molecule, or a diallylphthalate resin, an unsaturated polyester resin, or a mixed resin thereof. This is a resin composition for laminates, which has improved properties of a cured product characterized by mixing a mixture of the following.
本発明におけるジアリルフタレート樹脂とは、既に知ら
れているオルソ、イソ又はテレ−ジアリルフタレートプ
レポリマーの単独またはこれらの゛ 混合物もしくはこ
れらお変性プレポリマー等のジアリルフタレート系プレ
ポリマーをいう。また不飽和ポリエステル樹脂は通常知
られている常温で液体状のものもしくは固体状のものが
用いられる。The diallyl phthalate resin in the present invention refers to a diallyl phthalate prepolymer such as a known ortho, iso or tere diallyl phthalate prepolymer alone or a mixture thereof, or a modified prepolymer thereof. Further, as the unsaturated polyester resin, those which are generally known to be liquid or solid at room temperature are used.
不飽和ポリエステル樹脂単独使用の場合には固体状のも
のが作業性の点で好ましい。混合樹脂として用いる場合
、両者の混合比は任意でよいが、ジアリルフタレート樹
脂の特徴を生かした積層板とする場合にはジアリルフタ
レート樹脂が樹脂中受なくとも20重ω%必要である。When an unsaturated polyester resin is used alone, a solid one is preferred from the viewpoint of workability. When used as a mixed resin, the mixing ratio of the two may be arbitrary, but in order to make a laminate that takes advantage of the characteristics of diallyl phthalate resin, it is necessary to have diallyl phthalate resin in an amount of 20 wt % even if it is not contained in the resin.
本発明に用いられるソルビットのポリアクリレート又は
ポリメタアクリレート(以下両者を総称してポリ(メタ
)アクリレートという)としては、分子内にアクリロイ
ル基又はメタアクリロイル基(以下両者を総称して(メ
タ)アクリロイル基という)を3個以上最高6個有する
ポリ(メタ)アクリレートの単独もしくは混合物が用い
られる。The sorbitol polyacrylate or polymethacrylate (hereinafter both collectively referred to as poly(meth)acrylate) used in the present invention has an acryloyl group or methacryloyl group (hereinafter both collectively referred to as (meth)acryloyl group) in the molecule. Poly(meth)acrylates having 3 or more and up to 6 groups (referred to as groups) may be used alone or in mixtures.
(メタ)アクリロイル基が2個以下のジ又はモノ(メタ
)アクリレートではジアリルフタレート樹脂もしくは不
飽和ポリエステル樹脂との相溶性が充分でなく、目的と
する効果が得られない。Di- or mono(meth)acrylates having two or less (meth)acryloyl groups do not have sufficient compatibility with diallyl phthalate resins or unsaturated polyester resins, and the desired effect cannot be obtained.
本発明において、ソルビットのポリ(メタ)アクリレー
トの配合量はジアリルフタレート樹脂又は不飽和ポリエ
ステル樹脂あるいはこれらの混合樹脂100WE部に対
して5〜70重ω部、好ましくは10〜50重量部の範
囲が適当である。5重足部未渦では本発明の目的とする
表面特性の改善効果が充分に得られず、また70重四部
を超えると硬化物が固くなりすぎて脆くなったり、加工
時樹脂がベトついて作業性に問題を生ずることになる。In the present invention, the amount of poly(meth)acrylate in sorbitol is in the range of 5 to 70 parts by weight, preferably 10 to 50 parts by weight, per 100 parts of diallyl phthalate resin, unsaturated polyester resin, or mixed resin thereof. Appropriate. If the 5-fold foot part is not swirled, the desired effect of improving the surface properties of the present invention cannot be obtained sufficiently, and if it exceeds 70-fold foot parts, the cured product becomes too hard and brittle, and the resin becomes sticky during processing, making it difficult to work. This will cause sexual problems.
本発明の組成物には、通常知られるジアリルフタレート
樹脂又は不飽和ポリエステル樹脂の硬化剤が添加される
。また必要に応じて他種の反応性モノマーや該技術分野
に通常用いられる添加剤、例えば内部離型剤、充填剤、
難燃剤2重合禁止剤。A commonly known curing agent for diallyl phthalate resin or unsaturated polyester resin is added to the composition of the present invention. If necessary, other reactive monomers and additives commonly used in the technical field, such as internal mold release agents, fillers,
Flame retardant double polymerization inhibitor.
顔料等を添加することができる。Pigments etc. can be added.
本発明組成物を用いて積層板を製造するには、適当な溶
剤、例えばアセトン、トルエン、メチルエチルケトン等
の有機溶剤に組成物を溶解させて樹脂液を調製し、これ
を基Hに用途に応じて適量含浸せしめて乾燥後、合板や
パーチクルボード、あるいは通常の樹脂を含浸せしめた
クラフト紙をコアとして積層加熱成形することによって
達成される。また本発明組成物を含浸、せしめた基材を
加熱硬化させた後、アルミニウム板等の金属板に接着剤
を用いて積層することもできる。In order to produce a laminate using the composition of the present invention, the composition is dissolved in a suitable solvent, for example, an organic solvent such as acetone, toluene, methyl ethyl ketone, etc. to prepare a resin liquid, and this is added to the base H according to the purpose. This is achieved by impregnating an appropriate amount of resin, drying it, and then laminating and heat-molding it using plywood, particle board, or ordinary kraft paper impregnated with resin as a core. Furthermore, after the base material impregnated with the composition of the present invention is heated and cured, it can be laminated onto a metal plate such as an aluminum plate using an adhesive.
上記含浸用基材としては、印刷紙、械イ[、不織布、木
質単板等がある。加熱成形条件は、従来知られるジアリ
ルフタレート樹脂又は不飽和ポリエステル樹脂の成形条
件でよく、通常100〜1.60°C11〜60Kg/
cm2.1〜60分間で充分である。Examples of the substrate for impregnation include printing paper, mechanical paper, nonwoven fabric, and wood veneer. The heating molding conditions may be the conventional molding conditions of diallyl phthalate resin or unsaturated polyester resin, and are usually 100 to 1.60°C and 11 to 60 kg/
cm2.1 to 60 minutes is sufficient.
(発明の効果)
本発明のソルビットのポリ(メタ)アクリレートを含む
組成物を用いた積層板は、該ポリ(メタ)アクリレート
がモノもしくはジ(メタ)アクリレ、−トである場合あ
るいは該ポリ(メタ)アクリレートを含まない従来のジ
アリルフタレート樹脂もしくは不飽和ポリエステル樹脂
を用いた積層板と較べて引き掻き硬度及び耐シガレット
性等の表面特性が飛躍的に向上しており、従来使用困難
とされていた天板用にも使用可能となったもの、である
。(Effects of the Invention) A laminate using a composition containing sorbitol poly(meth)acrylate of the present invention can be used when the poly(meth)acrylate is mono- or di(meth)acrylate, or when the poly(meth)acrylate is mono- or di(meth)acrylate, or the poly(meth)acrylate is Compared to conventional laminates using diallyl phthalate resin or unsaturated polyester resin that do not contain meth)acrylate, surface properties such as scratch hardness and cigarette resistance are dramatically improved, and this product was previously considered difficult to use. It can also be used as a top plate.
(実施例)
実施例1〜3−比較例1〜3
表、1に示される樹脂組成物をベタ印刷された坪ff1
100MIrtの印刷紙に含浸させ、乾燥後樹脂付着@
130CJ/rdの含浸紙を得た。(Example) Examples 1 to 3 - Comparative Examples 1 to 3 Tsubo ff1 printed with the resin composition shown in Table 1
Impregnated with 100 MIrt printing paper and attached resin after drying @
An impregnated paper of 130 CJ/rd was obtained.
別に通常のジア樹脂フタシー1′−側脂を含浸させたク
ラフト紙(総坪聞240(1/ m、内樹脂付@母10
0Mm>2枚を用意し、その2枚重ねの上に上記含浸紙
を重ね、ツヤ有り鏡面板を用いて130℃、30kg/
Cm2でプレスし、挿入20分後に水冷して積層板を得
た。Separately, kraft paper impregnated with regular dia resin lid 1'-side fat (total tsubo 240 (1/m), with inner resin @ mother 10
Prepare 2 sheets of 0 mm > 2 sheets, layer the above impregnated paper on top of the 2 sheets, and heat at 130℃ using a glossy mirror plate at 30 kg/
It was pressed with Cm2, and 20 minutes after insertion, it was cooled with water to obtain a laminate.
上記積層板の表面引き掻き&f!度及び耐シカレット性
を測定しその結果を表1に示した。Surface scratching of the above laminate &f! The strength and chicaret resistance were measured and the results are shown in Table 1.
表面引き掻き硬度:JAS規4′8A試験による10点
平均値、深さくμ)。Surface scratch hardness: 10-point average value according to JAS standard 4'8A test, depth μ).
耐シガレット性二火イ」ぎタバコを2分間放置俊メタノ
ールで清拭した後の表
面状態の観察。Cigarette Resistance Observation of surface condition after wiping a cigarette with methanol after leaving it for 2 minutes.
評価 (2点による平均)
○ 変色殆んどなし
× 焼けによる着色おり
なお、比較例2は本発明に用いられるポリ(メタ)アク
リレートとは異なるアクリロイル基か1個のモノアクリ
レートの例であり、このbのは樹脂組成物が混ざり合わ
ず成形ができなかった。また比較例3はアクリロイル基
か2個のジアクリレートを使用した例である。Evaluation (average of 2 points) ○ Almost no discoloration × Discoloration due to burning Comparative example 2 is an example of a monoacrylate with an acryloyl group or one, which is different from the poly(meth)acrylate used in the present invention. In case of item b, the resin compositions were not mixed and could not be molded. Comparative Example 3 is an example in which a diacrylate having two acryloyl groups was used.
表(1)において註(1)〜(4)は以下のとおりであ
る。Notes (1) to (4) in Table (1) are as follows.
(1)メチルエチルケ1〜ン50重但%溶液粘度(30
’C)96、5Cp1ヨウ素価56.1のプレポリマー
(2)マレイン酸1モル、フタルr!i1モルとプロピ
レングリコール2モルよりなる酸価34.5の市販ポリ
エステル樹脂(1) Methyl ethyl ketone 50% solution viscosity (30%
'C) 96, 5Cp1 Prepolymer with iodine number 56.1 (2) 1 mol of maleic acid, phthal r! A commercially available polyester resin with an acid value of 34.5 consisting of 1 mole of i and 2 moles of propylene glycol.
Claims (1)
るいはこれらの混合樹脂に、分子内にアクリロイル基又
はメタアクリロイル基を3個以上有するソルビットのポ
リアクリレート又はポリメタアクリレートあるいはこれ
らの混合物を混合したことを特徴とする硬化物特性が改
善された積層板用樹脂組成物。Curing characterized by mixing a diallyl phthalate resin, an unsaturated polyester resin, or a mixed resin thereof with a sorbitol polyacrylate or polymethacrylate having three or more acryloyl groups or methacryloyl groups in the molecule, or a mixture thereof. A resin composition for laminates with improved physical properties.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP29717786A JPS63150312A (en) | 1986-12-12 | 1986-12-12 | Resin composition for laminate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP29717786A JPS63150312A (en) | 1986-12-12 | 1986-12-12 | Resin composition for laminate |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63150312A true JPS63150312A (en) | 1988-06-23 |
JPH0470321B2 JPH0470321B2 (en) | 1992-11-10 |
Family
ID=17843174
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP29717786A Granted JPS63150312A (en) | 1986-12-12 | 1986-12-12 | Resin composition for laminate |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63150312A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008260751A (en) * | 2007-01-17 | 2008-10-30 | Kuraray Medical Inc | Dental bonding material and composite resin, and composition suitable therefor |
JP5416581B2 (en) * | 2007-03-20 | 2014-02-12 | クラレノリタケデンタル株式会社 | Polymerizable monomer, polymerizable composition and dental material |
-
1986
- 1986-12-12 JP JP29717786A patent/JPS63150312A/en active Granted
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008260751A (en) * | 2007-01-17 | 2008-10-30 | Kuraray Medical Inc | Dental bonding material and composite resin, and composition suitable therefor |
JP5416581B2 (en) * | 2007-03-20 | 2014-02-12 | クラレノリタケデンタル株式会社 | Polymerizable monomer, polymerizable composition and dental material |
Also Published As
Publication number | Publication date |
---|---|
JPH0470321B2 (en) | 1992-11-10 |
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