JPS63248807A - Photosetting composition - Google Patents
Photosetting compositionInfo
- Publication number
- JPS63248807A JPS63248807A JP8270387A JP8270387A JPS63248807A JP S63248807 A JPS63248807 A JP S63248807A JP 8270387 A JP8270387 A JP 8270387A JP 8270387 A JP8270387 A JP 8270387A JP S63248807 A JPS63248807 A JP S63248807A
- Authority
- JP
- Japan
- Prior art keywords
- component
- monomer
- composition
- weight
- meth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- 239000000178 monomer Substances 0.000 claims abstract description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 9
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 7
- 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 6
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011737 fluorine Substances 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 125000000524 functional group Chemical group 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 2
- 239000003999 initiator Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 125000005395 methacrylic acid group Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 8
- 239000000853 adhesive Substances 0.000 abstract description 8
- 230000001070 adhesive effect Effects 0.000 abstract description 8
- 230000003287 optical effect Effects 0.000 abstract description 7
- 229920001577 copolymer Polymers 0.000 abstract description 5
- FQMIAEWUVYWVNB-UHFFFAOYSA-N 3-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OC(C)CCOC(=O)C=C FQMIAEWUVYWVNB-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000565 sealant Substances 0.000 abstract description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 abstract 2
- 239000003505 polymerization initiator Substances 0.000 abstract 2
- 244000028419 Styrax benzoin Species 0.000 abstract 1
- 235000000126 Styrax benzoin Nutrition 0.000 abstract 1
- 235000008411 Sumatra benzointree Nutrition 0.000 abstract 1
- 229960002130 benzoin Drugs 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 235000019382 gum benzoic Nutrition 0.000 abstract 1
- 238000001723 curing Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- RBGUKBSLNOTVCD-UHFFFAOYSA-N 1-methylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C RBGUKBSLNOTVCD-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- -1 ester neopentyl glycol diacrylate Chemical class 0.000 description 2
- 229920002313 fluoropolymer Polymers 0.000 description 2
- 239000004811 fluoropolymer Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- QWQFVUQPHUKAMY-UHFFFAOYSA-N 1,2-diphenyl-2-propoxyethanone Chemical compound C=1C=CC=CC=1C(OCCC)C(=O)C1=CC=CC=C1 QWQFVUQPHUKAMY-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- TYCFGHUTYSLISP-UHFFFAOYSA-N 2-fluoroprop-2-enoic acid Chemical compound OC(=O)C(F)=C TYCFGHUTYSLISP-UHFFFAOYSA-N 0.000 description 1
- VZMLJEYQUZKERO-UHFFFAOYSA-N 2-hydroxy-1-(2-methylphenyl)-2-phenylethanone Chemical compound CC1=CC=CC=C1C(=O)C(O)C1=CC=CC=C1 VZMLJEYQUZKERO-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- INXWLSDYDXPENO-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CO)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C INXWLSDYDXPENO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 239000012207 thread-locking agent Substances 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業の利用分野〕
本発明は光通信や各種光学機器等の接着剤、コーティン
グ剤、シール剤等として使用することのできる屈折率制
御可能な光硬化性組成物に関する。Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a photocurable composition that can control the refractive index and can be used as an adhesive, a coating agent, a sealant, etc. for optical communications and various optical devices. .
〔従来技術とその問題点コ
一般に元竿機器用接着剤としては、例えばエポキシ樹脂
系のものか知られている。かかる接着剤の主成分はエポ
キシ樹脂と硬化剤とよりなっておシ、これら化合物の組
合せを変更することによシ硬化物の屈折率、光学的透過
損失、接澤強度、可とり性、耐熱等全所望の値に調節し
てきていた。しかしながら、これ１で開発された上述し
た如き接着剤は何れも屈折率が高く光学部材、例えば元
ファ１バーのはり合わせ？行った場合、接着剤の組成変
更の手法によってはその屈折率を元ファイバーの屈折率
にマツチングさせることが極めて難しいため、元ファイ
バー接合端面での元の１ｇ号の反射が増大し、信号動作
を不安定にする等の難点があった。１だ一般的にエボギ
シ樹脂糸接着剤は未硬化時の粘度が冒く、一度微小気泡
金捲さ込むとその脱泡か難ｌ〜くこの微小気泡が接着剤
自体の光学特性を大きく変化させるという難点があった
。[Prior art and its problems] In general, epoxy resin-based adhesives, for example, are known as adhesives for main rod equipment. The main components of such adhesives are an epoxy resin and a curing agent, and by changing the combination of these compounds, the refractive index, optical transmission loss, contact strength, malleability, and heat resistance of the cured product can be changed. etc. were all adjusted to the desired values. However, the above-mentioned adhesives developed in 1 have a high refractive index and are used for bonding optical members such as original fibers. If this is done, it is extremely difficult to match the refractive index to the refractive index of the original fiber depending on the method of changing the composition of the adhesive, so the reflection of the original 1g at the bonded end face of the original fiber increases and the signal operation is affected. There were problems such as instability. 1. In general, the viscosity of ebogishi resin thread adhesives when uncured is poor, and once the microbubbles are wrapped in gold, it is difficult to remove the bubbles.These microbubbles greatly change the optical properties of the adhesive itself. There was a problem.
本発明は上記問題全解決すること金目的としてなさｎた
ものであり、その要旨は、
（ａ） 少なくとも１分子中に１個の水素原子？有す
るフルオロアルキル基を有する（メタ）アクリレート糸
単量体
０））含フッ素重合体
（ｃ） 少なくとも１分子中に２個の重合性官Ｔｈ１
ｕ基を有する単量体
（ｄ） 光重合開始剤
とよりなる光重合型組成にある。The present invention was made with the objective of solving all of the above problems, and its gist is as follows: (a) At least one hydrogen atom in one molecule? (meth)acrylate thread monomer having a fluoroalkyl group 0)) Fluorine-containing polymer (c) At least two polymerizable groups Th1 in one molecule
It has a photopolymerizable composition consisting of a monomer (d) having a u group and a photopolymerization initiator.
本発明全実際するに際して用いる（ａ）成分を構成する
単量体としては、１．１．２２−テトラハイドロパーフ
ルオロドデシル（メタ）アクリレ−）、１，１．２２−
テトラハイドロパーフルオロデシル（メタ）アクリレー
ト、１．１−シバイドロバ−フルオロブチル（メタコア
クリレート等が例示することができ、こｎらの卑孟体類
は単独或いは必要に応じて２株以上混合して使用するこ
とができる。The monomers constituting component (a) used in practicing the present invention include 1,1,22-tetrahydroperfluorododecyl (meth)acrylate), 1,1,22-
Examples include tetrahydroperfluorodecyl (meth)acrylate, 1,1-cibaidoroba-fluorobutyl (methacrylate, etc.), and these hypoallergenic species may be used alone or in combination of two or more strains as necessary. can be used.
（ｂ）成分を構成する含フッ素重合体とｊ−では、フル
オロアルキル（メタ）アクリレートの単独、又は共重合
体、α−フルオロアクリレートの７４１、独又は共重合
体、フッ化ビニリデン重合体、フッ化ビニリデンとテト
ラフルオロエチレンとへキサフルオログロビレンの共重
合体等が例示することができ、これらの重合体のうち透
明性。The fluoropolymer and j- constituting component (b) include fluoroalkyl (meth)acrylate alone or copolymer, α-fluoroacrylate 741, independent or copolymer, vinylidene fluoride polymer, fluorine-containing polymer, and Examples include copolymers of vinylidene chloride, tetrafluoroethylene, and hexafluoroglobylene, and among these polymers, the most transparent.
屈折率全考慮するとフルオロアルキル（メタ）アクリレ
ートｉ主体とする重合体又は共重合体が望オしい。含フ
ッ素重合体の本発明の組成物にしめる割合は本発明の組
成物の光硬化特性。Considering the total refractive index, a polymer or copolymer mainly composed of fluoroalkyl (meth)acrylate i is desirable. The proportion of the fluoropolymer in the composition of the present invention determines the photocuring properties of the composition of the present invention.
粘度等の取扱い特性全良好に保つこと、均一でかつ透明
な組成物とすること、当該組成物の光硬化物の機械的物
性を考慮すると１〜９０重量係の範囲とするのかよい。Considering the need to maintain good handling properties such as viscosity, the need to form a uniform and transparent composition, and the mechanical properties of a photocured product of the composition, it is recommended that the weight ratio be within the range of 1 to 90%.
本発明全実際に用いる（ｃ）成分の多官能性即量体の具
体例としては、１．３−ブタンジオールジアクリレート
、１．４−ブタンジオールジアクリレ−１・、１．６−
ヘキサンジオールジアクリレート、ジエチレングリコー
ルシアクリｌ／ −） 、ネオペンチルグリコールジア
クリレート、ポリエチレングリコールジアクリレート、
トリプロビレ７グリコールジアクリレート、ヒドロキシ
ピハＩＪン酸エステルネオペンチルグリコールジアクリ
レート、ネオペンチルグリコール変性トリメチロールプ
ロパンジアクリレート、５官能のものとしてはトリメチ
ロールプロパントリアクリレート、ペンタエリスリトー
ルトリアクリレート、５官能のものとしてはジペンタエ
リスリトールモノヒドロキシペンタアクリレート、６官
能のものとしてはジペンタエリスリトールへギサアクリ
レート等が挙げられる。上記多官能の架橋性単量体は、
単独又は２挿具上品合１−て用いる。その添加黛として
は、（ａ）成分の単＠ Ｋ１００部に対して１〜５０部
の範囲で用いるのが望ましい２１部未満では光分な架橋
密度が得られる組成物となりにりくシ、逆に５０部以上
加えられた組成物は相宿性が低下１−１濁りを生じるた
め不過当である。Specific examples of the polyfunctional immobilizer component (c) used in the present invention include 1,3-butanediol diacrylate, 1,4-butanediol diacrylate-1., 1.6-
Hexanediol diacrylate, diethylene glycol cyacrylate (-), neopentyl glycol diacrylate, polyethylene glycol diacrylate,
Tripropylene 7 glycol diacrylate, hydroxypiha IJ acid ester neopentyl glycol diacrylate, neopentyl glycol-modified trimethylolpropane diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate as pentafunctional ones, pentaerythritol triacrylate as pentafunctional ones Examples of dipentaerythritol monohydroxypentaacrylate and hexafunctional ones include dipentaerythritol hegisacrylate. The above polyfunctional crosslinking monomer is
Use alone or in combination with two inserts. It is preferable to add it in a range of 1 to 50 parts per 100 parts of component (a).If it is less than 21 parts, it is difficult to obtain a composition with a high crosslinking density; Addition of more than 50 parts of the composition is unreasonable because the synergistic properties are reduced and 1-1 turbidity occurs.
次に本発明で用いる元Ｎ自開始剤としては、一般に紫外
線硬化型塗料の開始剤、増感剤とし。Next, the base N autoinitiator used in the present invention is generally used as an initiator or sensitizer for ultraviolet curable paints.
て用いられている各種のものが使用できる。Various types of materials commonly used can be used.
例、ｔば、ベンツイン、ベンゾイノメチルエーテル、ベ
ンゾ１ンエチルエーテル、ベンゾインインプロピルエー
テル、ペンツインブチルエーテル、２−メチルベンゾイ
ン、ベンゾフェノン、ミヒラーズケトン、ベンジル、ペ
ンジルジメ千ルケタール、ベンジルジエチルケタール、
アントラキノン、メチルアントラキノン、ジアセチル、
アセトフ二ノン、ジフェニルジスルフィド、アントラセ
ン等、またこれらとアミン類など少量の増感助剤と併用
したものなどが挙げられる。Examples, t, benzine, benzoinomethyl ether, benzoin ethyl ether, benzoin propyl ether, pentuin butyl ether, 2-methylbenzoin, benzophenone, Michler's ketone, benzyl, penzyl diethyl ketal, benzyl diethyl ketal,
anthraquinone, methylanthraquinone, diacetyl,
Examples include acetophninone, diphenyl disulfide, anthracene, etc., and those in combination with small amounts of sensitizing aids such as amines.
これら光重合開始剤の使用量は（ａ）成分の単量体１０
０重量部に対して、α１〜１０重量部の範囲が好ましい
。α１重量部より少なめと充分な重合開始が行い難く、
一方、１０重量部を越えて用いると本発明の組成物への
溶層性が乏しく、捷た増量することによる効果が特に認
められず、実用性に欠ける。The amount of these photopolymerization initiators used is 10% of the monomer of component (a).
The range of α1 to 10 parts by weight is preferable relative to 0 parts by weight. If the amount is less than 1 part by weight, it will be difficult to initiate sufficient polymerization.
On the other hand, if it is used in an amount exceeding 10 parts by weight, the solubility in the composition of the present invention will be poor, and the effect of increasing the amount will not be particularly recognized, resulting in a lack of practicality.
また、本発明の組成物には硬化条件や相溶性などの許容
される範囲内で他の添加剤例えば密着性を向上するため
の改良剤などを添加することが可能である。Further, other additives such as improvers for improving adhesion may be added to the composition of the present invention within the allowable range of curing conditions and compatibility.
〔本発明の効果］
本発明は硬化物の屈折率の制御が可能であシ、光ファイ
バー、光学レンズ等との屈折率のマツチング性に優れ、
しかも耐熱性、可とう性、接着性が良好な硬化物とする
ことができる。[Effects of the present invention] The present invention enables control of the refractive index of the cured product, and has excellent refractive index matching with optical fibers, optical lenses, etc.
Furthermore, a cured product with good heat resistance, flexibility, and adhesiveness can be obtained.
又、本発明の光硬化性組成物はその硬化速度、未硬化組
成物の粘度の制御性に優れてお夛、用途により自由に変
えることかできる。Furthermore, the photocurable composition of the present invention has excellent curing speed and excellent controllability of the viscosity of the uncured composition, and can be freely changed depending on the application.
以下実施例によシ本発明を更に詳細に説明する。The present invention will be explained in more detail with reference to Examples below.
実施例１
（ＩＬ）単量体として、１．１．２．２−テトラハイド
ロパーフルオロデシルアクリレート２０重量部、トリフ
ルオロエチルアクリレート８０重量部、多官能性単量体
として１，６−ヘキサンシオールジアクリレート７重量
部及び光重合開始剤としてベノジルメチルケタール（チ
バガイギー社製、商品名イルガキュア６５１ ）５重量
部を室温で混合して光硬化性組成物を得た。この組成物
をガラス板上に厚さ１００μｍに流延しポリエステルフ
ィルムで密着カバーして試料を作成した。Example 1 (IL) Monomers: 20 parts by weight of 1.1.2.2-tetrahydroperfluorodecyl acrylate, 80 parts by weight of trifluoroethyl acrylate, 1,6-hexanethiol as a polyfunctional monomer. 7 parts by weight of diacrylate and 5 parts by weight of benodyl methyl ketal (manufactured by Ciba Geigy, trade name: Irgacure 651) as a photopolymerization initiator were mixed at room temperature to obtain a photocurable composition. This composition was cast onto a glass plate to a thickness of 100 μm and tightly covered with a polyester film to prepare a sample.
この試料に高圧水銀灯を内蔵した紫外Ｎ露光装置を用い
、照射エネルギ−８０Ｗ／ａＲｊｉ１元を約１秒間行い
、硬化物を得た。Using an ultraviolet N exposure device equipped with a high-pressure mercury lamp, this sample was subjected to irradiation energy of 80 W/aRji1 for about 1 second to obtain a cured product.
この硬化物は屈折率が１．３８９の透明でしなやかなフ
ィルムであった。このフィルム１１５０℃で２０時間処
鍵したのちも透明性は変化しなかった。This cured product was a transparent and flexible film with a refractive index of 1.389. The transparency of this film did not change even after being processed at 1150° C. for 20 hours.
実施例２〜５
光硬化性組成物として第１表に示すように変更し、その
他は実施例１と同様にして硬化物を得た。この硬化物の
屈折率、ショア硬度を合わせて第１表に示した。いずれ
の光硬化性組成物のフィルムも透明でしなやかなもので
あった。Examples 2 to 5 Cured products were obtained in the same manner as in Example 1 except that the photocurable composition was changed as shown in Table 1. The refractive index and Shore hardness of this cured product are shown in Table 1. The films of all photocurable compositions were transparent and flexible.
またこれらのフィルムｆ １５０ ｔ：ｒ２０ ｈｒｓ
処理したのちも透明性に変化はなかった。Also these films f 150 t: r20 hrs
There was no change in transparency after treatment.
手続補正書
１．事件の表示
特願昭６２−８２７０３号
２・ 発明の名称
光硬化性組成物
３、補正をする者
事件との関係 特許出願人
東京都中央区京橋二丁目３番１［］号
（６０３）三菱レイヨン株式会社
取締役社長 河 崎 晃 夫
４、代理人
東京都中央区京橋二丁１」３番１９号
三菱レイヨン株式会社内
（６９４９）升理士吉澤敏夫
５、補正命令の日付
自発補正
（１） 第８頁第１２行目の「１駕部」の次に「トリ
フＡ−オロエチルメタクリレート３８重ｌｆｔ％と１．
１，２．２−テトラハイドロパーフルオロデシルメタク
リレート６２ｉＪａ％との共１合体１５重量部」を挿入
する。Procedural amendment 1. Indication of the case Japanese Patent Application No. 62-82703 2 Name of the invention Photocurable composition 3 Person making the amendment Relationship to the case Patent applicant No. 2-3-1 Kyobashi, Chuo-ku, Tokyo (603) Mitsubishi Akio Kawasaki, President and Director of Rayon Co., Ltd. 4, Agent, 3-19 Kyobashi 2-chome, Chuo-ku, Tokyo, Mitsubishi Rayon Co., Ltd. (6949) Toshio Yoshizawa, 5, Physician, Physician, Date of Amendment Order (1) No. On page 8, line 12, next to “1.
Insert 15 parts by weight of a comonomer with 62 iJa% of 1,2,2-tetrahydroperfluorodecyl methacrylate.
（２）第１０頁第１表を別紙の如＜＃ｊｉｌＥする。(2) Table 1 on page 10 is attached as a separate sheet.
Claims (2)
を有するフルオロアルキル基とアクリル 基もしくはメタクリル基を有する単量体。 （ｂ）含フッ素重合体 （ｃ）１分子中に少なくとも２個の重合性官能基を有す
る架橋性単量体 （ｄ）光重合開始剤 より構成され（ａ）成分と（ｃ）成分との重量比が、９
９／１〜１／１なる組成物を９９〜１０重量％、（ｂ）
成分として１〜９０重量よりなり、（ｄ）成分を（ａ）
成分と（ｂ）成分との総量１００重量部に対し、０．１
〜１０重量部なる割合で添加したことを特徴とする光硬
化性組成物。(1) (a) A monomer having at least one fluoroalkyl group having one or more hydrogen atoms in one molecule and an acrylic or methacrylic group. (b) a fluorine-containing polymer (c) a crosslinkable monomer having at least two polymerizable functional groups in one molecule; and (d) a photopolymerization initiator, consisting of components (a) and (c). The weight ratio is 9
99-10% by weight of a composition 9/1-1/1, (b)
It consists of 1 to 90 weight as a component, and the (d) component is (a)
0.1 per 100 parts by weight of the total amount of component and component (b)
A photocurable composition characterized in that it is added in a proportion of ~10 parts by weight.
１以上の整数、ＸはＨ、Ｆ又はＣｌ）を用いることを特
徴とする特許請求の範囲第１項記載の光硬化性組成物。(2) The monomer of component (a) has a general formula ▲ mathematical formula, chemical formula, table, etc. ▼ (In the formula, Y is B or CH_3, n is an integer of 1 or more, m is an integer of 1 or more, 2. The photocurable composition according to claim 1, wherein H, F, or Cl) is used.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8270387A JPS63248807A (en) | 1987-04-03 | 1987-04-03 | Photosetting composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8270387A JPS63248807A (en) | 1987-04-03 | 1987-04-03 | Photosetting composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63248807A true JPS63248807A (en) | 1988-10-17 |
Family
ID=13781758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8270387A Pending JPS63248807A (en) | 1987-04-03 | 1987-04-03 | Photosetting composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63248807A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03157440A (en) * | 1989-11-14 | 1991-07-05 | Daikin Ind Ltd | Composition for coating |
| JPH03163182A (en) * | 1989-08-31 | 1991-07-15 | Daikin Ind Ltd | Adhesive |
| WO2006028227A1 (en) * | 2004-09-10 | 2006-03-16 | Mitsui Chemicals, Inc. | Adhesive |
| US7282525B2 (en) | 2000-12-27 | 2007-10-16 | Mitsui Chemicals, Inc. | Pellicle, producing method thereof and adhesive |
| US7351470B2 (en) | 1998-02-19 | 2008-04-01 | 3M Innovative Properties Company | Removable antireflection film |
| JP2008531771A (en) * | 2005-02-25 | 2008-08-14 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング | Coating agent for producing moldable scratch- and antifouling coatings, scratch-resistant moldable and antifouling moldings and method for producing them |
| JP2008533228A (en) * | 2005-03-10 | 2008-08-21 | ナノゲート アドヴァンスド マテリアルズ ゲゼルシャフト ミット ベシュレンクテル ハフツング | Precision optical component molding composition |
| JP2010084067A (en) * | 2008-10-01 | 2010-04-15 | Teijin Dupont Films Japan Ltd | Optical base film |
| JP2010195859A (en) * | 2009-02-23 | 2010-09-09 | Tosoh F-Tech Inc | Low-refractive index thin-film composition and low-refractive index cured thin film |
| WO2015111506A1 (en) * | 2014-01-23 | 2015-07-30 | 三菱レイヨン株式会社 | Optical fiber, optical fiber cable, and communication equipment |
-
1987
- 1987-04-03 JP JP8270387A patent/JPS63248807A/en active Pending
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03163182A (en) * | 1989-08-31 | 1991-07-15 | Daikin Ind Ltd | Adhesive |
| JPH03157440A (en) * | 1989-11-14 | 1991-07-05 | Daikin Ind Ltd | Composition for coating |
| US7351470B2 (en) | 1998-02-19 | 2008-04-01 | 3M Innovative Properties Company | Removable antireflection film |
| US7282525B2 (en) | 2000-12-27 | 2007-10-16 | Mitsui Chemicals, Inc. | Pellicle, producing method thereof and adhesive |
| KR100841515B1 (en) * | 2000-12-27 | 2008-06-25 | 미쯔이가가꾸가부시끼가이샤 | A Pellicle, a Process for Preparing the Same, and an Adhesive Used therefor |
| WO2006028227A1 (en) * | 2004-09-10 | 2006-03-16 | Mitsui Chemicals, Inc. | Adhesive |
| JP2008531771A (en) * | 2005-02-25 | 2008-08-14 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング | Coating agent for producing moldable scratch- and antifouling coatings, scratch-resistant moldable and antifouling moldings and method for producing them |
| JP2008533228A (en) * | 2005-03-10 | 2008-08-21 | ナノゲート アドヴァンスド マテリアルズ ゲゼルシャフト ミット ベシュレンクテル ハフツング | Precision optical component molding composition |
| JP2010084067A (en) * | 2008-10-01 | 2010-04-15 | Teijin Dupont Films Japan Ltd | Optical base film |
| JP2010195859A (en) * | 2009-02-23 | 2010-09-09 | Tosoh F-Tech Inc | Low-refractive index thin-film composition and low-refractive index cured thin film |
| WO2015111506A1 (en) * | 2014-01-23 | 2015-07-30 | 三菱レイヨン株式会社 | Optical fiber, optical fiber cable, and communication equipment |
| JPWO2015111506A1 (en) * | 2014-01-23 | 2017-03-23 | 三菱レイヨン株式会社 | Optical fiber, optical fiber cable and communication equipment |
| US9798043B2 (en) | 2014-01-23 | 2017-10-24 | Mitsubishi Chemical Corporation | Optical fiber, optical fiber cable and communication equipment |
| JP2019204094A (en) * | 2014-01-23 | 2019-11-28 | 三菱ケミカル株式会社 | Optical fiber, optical fiber cable, and communication device |
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