JPH01172416A - Mixture of urethane (meth)acrylates and resin composition and coating agent for optical fiber prepared therefrom - Google Patents
Mixture of urethane (meth)acrylates and resin composition and coating agent for optical fiber prepared therefromInfo
- Publication number
- JPH01172416A JPH01172416A JP62330216A JP33021687A JPH01172416A JP H01172416 A JPH01172416 A JP H01172416A JP 62330216 A JP62330216 A JP 62330216A JP 33021687 A JP33021687 A JP 33021687A JP H01172416 A JPH01172416 A JP H01172416A
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- urethane
- mixture
- resin composition
- 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 30
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000011248 coating agent Substances 0.000 title claims abstract description 14
- 239000011342 resin composition Substances 0.000 title claims description 12
- 239000013307 optical fiber Substances 0.000 title claims description 9
- 150000001252 acrylic acid derivatives Chemical class 0.000 title abstract description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 42
- 239000000178 monomer Substances 0.000 claims abstract description 12
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 9
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 7
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 4
- 150000001875 compounds Chemical class 0.000 claims description 14
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 239000011737 fluorine Substances 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 239000000835 fiber Substances 0.000 abstract description 15
- 239000000463 material Substances 0.000 abstract description 11
- 230000005540 biological transmission Effects 0.000 abstract description 10
- 230000003287 optical effect Effects 0.000 abstract description 8
- 238000000576 coating method Methods 0.000 abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 5
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 235000019441 ethanol Nutrition 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 abstract description 2
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 abstract description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 abstract 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 15
- 238000005253 cladding Methods 0.000 description 13
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 9
- 239000011162 core material Substances 0.000 description 7
- -1 poly(methyl methacrylate) Polymers 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 4
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 4
- 229910052753 mercury Inorganic materials 0.000 description 4
- 125000004386 diacrylate group Chemical group 0.000 description 3
- 238000007542 hardness measurement Methods 0.000 description 3
- 239000005304 optical glass Substances 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical class O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 3
- 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 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 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 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 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 2
- 238000002156 mixing Methods 0.000 description 2
- 125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- PRBBFHSSJFGXJS-UHFFFAOYSA-N (2,2-dimethyl-3-prop-2-enoyloxypropyl) prop-2-enoate;3-hydroxy-2,2-dimethylpropanoic acid Chemical compound OCC(C)(C)C(O)=O.C=CC(=O)OCC(C)(C)COC(=O)C=C PRBBFHSSJFGXJS-UHFFFAOYSA-N 0.000 description 1
- 125000005739 1,1,2,2-tetrafluoroethanediyl group Chemical group FC(F)([*:1])C(F)(F)[*:2] 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 1
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-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
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene 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
- VCFFZAQQHCLMNH-UHFFFAOYSA-N [3-(6-prop-2-enoyloxyhexanoyloxy)-2-[[3-(6-prop-2-enoyloxyhexanoyloxy)-2,2-bis(6-prop-2-enoyloxyhexanoyloxymethyl)propoxy]methyl]-2-(6-prop-2-enoyloxyhexanoyloxymethyl)propyl] 6-prop-2-enoyloxyhexanoate Chemical compound C=CC(=O)OCCCCCC(=O)OCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COC(=O)CCCCCOC(=O)C=C VCFFZAQQHCLMNH-UHFFFAOYSA-N 0.000 description 1
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920002935 deuterated poly(methyl methacrylates) Polymers 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- RSVDRWTUCMTKBV-UHFFFAOYSA-N sbb057044 Chemical compound C12CC=CC2C2CC(OCCOC(=O)C=C)C1C2 RSVDRWTUCMTKBV-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002210 silicon-based material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
Landscapes
- Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
- Surface Treatment Of Glass Fibres Or Filaments (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は、新規なウレタン（メタ）アクリレート。[Detailed description of the invention] (Industrial application field) The present invention is a novel urethane (meth)acrylate.
これを含む樹脂組成物及び元伝送用の光ファイバ用コー
ティング剤に関する。The present invention relates to a resin composition containing the same and a coating agent for an optical fiber for original transmission.
（従来の技術）
光ファイバは、無機ガラス系とポリ（メチルメタクリレ
ート）等の合成樹脂系に分けられる。両系とも透明性に
富んだ、屈折率の高い芯（コア）部分と、屈折率の小さ
い鞘（クラッド）から成り立っている。(Prior Art) Optical fibers are divided into inorganic glass fibers and synthetic resin fibers such as poly(methyl methacrylate). Both systems consist of a highly transparent core with a high refractive index and a cladding with a low refractive index.
クラツド材として、従来より、屈折率が低いシリコン系
化合物や、ポリフルオロアルキルアクリレート等の含フ
ツ素モノマーの重合体等が提案され。As the cladding material, silicon-based compounds with a low refractive index and polymers of fluorine-containing monomers such as polyfluoroalkyl acrylate have been proposed.
又、実施されてきた。例えば、コア材としてポリ（メチ
ルメタクリレート）を用い、クラツド材として、フッ素
化アルキル基含有（メタ）アクリレートの重合体、フッ
素化アルキル基含有（メタ）アクリレートと他のモノ！
−との共重合体、又はポリ（テトラフロロエチレン）、
ポリ（フッ化ビニリデン／テトラフロロエチレン）、ポ
リ（フッ化ビニリデン／ヘキサフロロプロピレン）等の
含フツ素重合体を用いる方法。（特開昭５９−８４２０
３号、特開昭５９−８４２０４号、特開昭５９−９８１
１６号、特開昭５９−１４７．０１１号、特開昭５９−
２０４００２号）
（発明が解決しようとする問題点）
含フツ素重合体によりクラッド部分を形成する方法にお
いては、高温の含フツ素重合体の溶融物や溶液を被覆す
るため、厚みが不均一になり易い。Also, it has been implemented. For example, use poly(methyl methacrylate) as the core material, and use a fluorinated alkyl group-containing (meth)acrylate polymer, fluorinated alkyl group-containing (meth)acrylate, and other materials as the cladding material!
- or poly(tetrafluoroethylene),
A method using a fluorine-containing polymer such as poly(vinylidene fluoride/tetrafluoroethylene) or poly(vinylidene fluoride/hexafluoropropylene). (Unexamined Japanese Patent Publication No. 59-8420
No. 3, JP-A-59-84204, JP-A-59-981
No. 16, JP-A-59-147.011, JP-A-59-
(No. 204002) (Problems to be Solved by the Invention) In the method of forming a cladding part using a fluorine-containing polymer, the thickness may be uneven because the melt or solution of the fluorine-containing polymer is coated at a high temperature. It's easy.
又、コア部分とクラッド部分との密着性が十分でなく１
種々の外的要因１例えば、屈曲、温度変化等によって眉
間剥離が生じ易いため、耐久性等に問題があった。又、
含フツ素重合体の溶融物又は溶液を塗布する製造方法に
おいては、クラッド部分の硬化に長時間要し、また溶液
塗布法においては、特に溶剤を系外に完全に除去する必
要から。Also, the adhesion between the core part and the cladding part is not sufficient.
Various external factors 1, such as bending, temperature changes, etc., tend to cause peeling between the eyebrows, which poses problems in terms of durability and the like. or,
In production methods in which a melt or solution of a fluorine-containing polymer is applied, it takes a long time to harden the cladding portion, and in a solution application method, it is necessary to completely remove the solvent from the system.
生産性、安全性、経済性等に欠点があった。There were drawbacks in terms of productivity, safety, economy, etc.
（問題点を解決するための手段） 上記の問題点を解決するため１本発明者らは。(Means for solving problems) In order to solve the above problems, the present inventors.
鋭意研究の結果、新規なウレタン（メタ）アクリレート
混合物を合成し、このウレタン（メタ）アクリレート混
合物を用いて硬化速度が速く、屈折率が低く、コアとの
密着性に浸れた光伝送ファイバのクラッド被覆材に適し
た樹脂組成物を提供するととに成功し本発明を完成した
。As a result of intensive research, we synthesized a new urethane (meth)acrylate mixture, and using this urethane (meth)acrylate mixture, we developed a cladding for optical transmission fibers that has a fast curing speed, a low refractive index, and excellent adhesion to the core. The present invention was successfully completed by providing a resin composition suitable for coating materials.
すなわち１本発明は。In other words, one aspect of the present invention is.
１）−教戒（１）
％式％（１）
で示される化合物（１）Ｃ式中ａＲ１は炭素数２〜５の
アルキル基を、ｎは５〜１０の数を示す。）と有機ポリ
インシアネート（２）とヒドロキシ（メタ）アクリレー
ト（３）の反応生成物であるウレタン（メタ）アクリレ
ート混合物。1) - Precepts (1) %Compound (1)C represented by the formula % (1) In the formula, aR1 represents an alkyl group having 2 to 5 carbon atoms, and n represents a number of 5 to 10. ), an organic polyinsyanate (2), and a urethane (meth)acrylate mixture which is a reaction product of hydroxy (meth)acrylate (3).
２）−教戒（１）で示される化合物（１）と有機ポリイ
ンシアネート（２）とヒドロキシ（メタ）アクリレート
（３）の反応生成物であるウレタン（メタ）アクリレー
ト混合物（ａ）とフッ素系反応性モノマー（ｂ）とを含
有することを特徴とする樹脂組成物。2) - Urethane (meth)acrylate mixture (a) which is a reaction product of compound (1) shown in teaching precept (1), organic polyinsyanate (2) and hydroxy (meth)acrylate (3) and fluorine-based reactivity A resin composition characterized by containing a monomer (b).
３）−教戒〔■〕で示される化合物（１）と有機ポリイ
ンシアネート（２）とヒドロキシ（メタ）アクリレート
（３）の反応生成物であるウレタン（メタ）アクリレー
ト混合物（ａ）とフッ素系反応性モノマー（ｂ）とを含
有することを特徴とする光フアイバ用コーチイン・グ剤
、に関するものである。3) - Urethane (meth)acrylate mixture (a), which is a reaction product of the compound (1) shown in the precept [■], organic polyinsyanate (2), and hydroxy (meth)acrylate (3), and fluorine-based reactivity The present invention relates to an optical fiber coaching agent characterized by containing a monomer (b).
本発明のウレタン（メタ）アクリレート混合物は、−教
戒（１）で示される化合物（１）と有機ポリインシアネ
ート（２）をウレタン化し１次いでヒドロキシ（メタ）
アクリレート（３）でＣメタ）アクリレート化すること
Ｋよって製造することができる。あるいは、有機ポリイ
ソシアネート（２）とヒドロキシ（メタ）アクリレート
（３）を反応させ１次いで一般式（１）で示される化合
物（１）と反応させることによって製造できる。本発明
のウレタン（メタ）アクリレート混合物の原料である一
般式（１）で示される化合物（１）は、具体例としては
１例えば。The urethane (meth)acrylate mixture of the present invention is produced by urethanizing the compound (1) represented by the precept (1) and an organic polyinsyanate (2), and then producing a hydroxy (meth)acrylate mixture.
It can be produced by converting (meth)acrylate with acrylate (3). Alternatively, it can be produced by reacting an organic polyisocyanate (2) with a hydroxy (meth)acrylate (3) and then reacting it with a compound (1) represented by the general formula (1). Specific examples of the compound (1) represented by the general formula (1), which is a raw material for the urethane (meth)acrylate mixture of the present invention, include 1, for example.
〔（パーフルオロオクチル）スルホニル）エチルアミノ
〕エチルアルコ−／”’Ｍ社’Ｊ、Ｆｃ−”）ｓ（（パ
ーフルオロオクチル）スルホニル）プロピルアミノコエ
チルアルコール、〔（パーフルオロオクチル）スルホニ
ル）ブチルアミノ〕エチルアルコール等が挙げられる。[(perfluorooctyl)sulfonyl)ethylamino]ethylalco-/"'M Company' J, Fc-")s((perfluorooctyl)sulfonyl)propylaminocoethyl alcohol, [(perfluorooctyl)sulfonyl)butylamino ] Ethyl alcohol and the like.
有機ポリインシアネート（２）の例としては、インホロ
ンジインシアネート、 ２，２．４− トリメチルへ
キサメチレンジイソシアネート、 ２，４．４− ト
リメチルへキサメチレンジイノシアネート、トリレンジ
イソシアネート、キシリレンジイソシアネート、ジフェ
ニルメタン−４，４′−ジインシアネート。Examples of the organic polyinsyanate (2) include inphorone diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, 2,4,4-trimethylhexamethylene diisocyanate, tolylene diisocyanate, xylylene diisocyanate, Diphenylmethane-4,4'-diincyanate.
ヘキサメチレンジインシアネート、ヘキサメチレンジイ
ンシアネートの三量体、ダイマー酸ジインシアネート等
があげられる。Examples include hexamethylene diincyanate, hexamethylene diincyanate trimer, dimer acid diincyanate, and the like.
又、ヒドロキシ（メタ）アクリレート（３）の例として
は、ヒドロキシエチル（メタ）、アクリレート、ヒドロ
キシプロピル（メタ）アクリレート、ε−カプロラクト
ン−β−ヒドロキシエチル（メタ）アクリレート付加物
（ダイセル化学工業（株）製、プラクセルＦＡ−１．７
’ラクセルＦ Ｍ −１等） ”ｅンタエリスリ トー
ルトリ（メタ）アクリレート等である。Further, examples of hydroxy (meth)acrylate (3) include hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, ε-caprolactone-β-hydroxyethyl (meth)acrylate adduct (Daicel Chemical Industries, Ltd. ), Plaxel FA-1.7
'Laxel FM-1, etc.)''Entaerythritol tri(meth)acrylate, etc.
有機ポリイソシアネート（２）とヒドロキシ（メタ）ア
クリレート（３）を反応させる場合１反応源度は、３０
〜１００℃が好ましく、特に７０〜８０℃が好ましい。When organic polyisocyanate (2) and hydroxy (meth)acrylate (3) are reacted, the degree of 1 reaction is 30
-100 degreeC is preferable, especially 70-80 degreeC is preferable.
有機ポリインシアネー） （２） １モルに対してヒド
ロキシ（メタ）アクリレート（３）１〜１．９モル用い
るのが好ましく、特に１１］〜１．２モル用いるのが好
ましい。又１反応中のラジカル重合によるゲル化を防ぐ
為に反応前に５０〜２ Ｑ Ｏｐｐｍの−・イドロキノ
ン、メチルハイドロキノン、ハイドロキノンモノメチル
エーテル、ｐ−ベンゾキノンフェノチアジン等の重合禁
止剤を添加しておくことが好ましい。It is preferable to use 1 to 1.9 moles of hydroxy(meth)acrylate (3), particularly preferably 11 to 1.2 moles, per mole of organic polyincyane (2). In addition, in order to prevent gelation due to radical polymerization during one reaction, a polymerization inhibitor such as -hydroquinone, methylhydroquinone, hydroquinone monomethyl ether, p-benzoquinonephenothiazine, etc. of 50 to 2 Q Oppm may be added before the reaction. preferable.
次いで、有機ポリイソシアネート（２）とヒドロキシ（
メタ）アクリレート（５）との反応によって得られる生
成物に一般式〔Ｉ〕で示される化合物（１）を反応させ
る場合、該生成物１モルに対し一般式（１）で示される
化合物（１）を約１モル用いるのが好ましく、又、該生
成物と化合物（１）の反応は。Next, organic polyisocyanate (2) and hydroxy (
When the compound (1) represented by the general formula [I] is reacted with the product obtained by the reaction with the meth)acrylate (5), the compound (1) represented by the general formula (1) is added to 1 mol of the product. ) is preferably used in an amount of about 1 mol, and the reaction between the product and compound (1) is as follows.
３０〜１００℃で行うのが好ましく、４？に７０〜８０
℃で行うのが好ましい。It is preferable to carry out at 30 to 100°C. 70-80 to
Preferably, it is carried out at °C.
本発明の樹脂組成物及び光フアイバ用コーティング剤Ｃ
以下いずれも組成物という）において。Resin composition and optical fiber coating agent C of the present invention
(hereinafter referred to as composition).
ウレタン（メタ）アクリレート混合物は組成物中２０〜
９０重ｉ１％の範囲で使用するのが好ましく。The urethane (meth)acrylate mixture is present in the composition from 20 to
It is preferable to use it in a range of 90% by weight and 1%.
特に４０〜８０重量％の範囲で使用するのが好ましい。In particular, it is preferably used in a range of 40 to 80% by weight.
本発明では、フッ素反応性モノマー（ｂ）を使用するが
、使用し得るフッ素系反応性モノマーとしては種々の（
メタ）アクリレートが使用できる。具体例としては。In the present invention, a fluorine-reactive monomer (b) is used, but there are various fluorine-based reactive monomers that can be used (
Meta)acrylate can be used. As a specific example.
げられる。can be lost.
フッ素系反応性モノマー（ｂ）のうち、特に好ましいも
のとしては。Among the fluorine-based reactive monomers (b), particularly preferred are:
Ｈ（ＣＩ’２ＣＩ’２）２ＣＨ２０ＣＣＨ＝ＣＨ２等が
挙げられる。Examples include H(CI'2CI'2)2CH20CCH=CH2.
フッ素系反応性モノマー（ｂ）の使用量は０組成物中１
０〜８０重量％であるのが好ましく、特に２０〜６０重
量％であるのが好ましい。The amount of fluorine-based reactive monomer (b) used is 0 in 1 composition.
It is preferably 0 to 80% by weight, particularly preferably 20 to 60% by weight.
本発明に係る樹脂組成物は、基材特に光伝送ファイバ芯
線に塗布させた後、−ｙｔ、、電子線等の活性エネルギ
ー線を照射することにより重合硬化せしめ、所望の被覆
膜例えば、クラツド材を形成することができる。活性エ
ネルギー線として紫外線を利用する場合には、当業界公
知の光重合開始剤。The resin composition according to the present invention is applied to a base material, particularly an optical transmission fiber core wire, and then polymerized and cured by irradiation with active energy rays such as -yt and electron beams to form a desired coating film, for example, a cladding. material can be formed. When using ultraviolet rays as active energy rays, use a photopolymerization initiator known in the art.
例、ｔば、 ベンゾインエチルエーテル、ベンゾフエル
ジメチルケタール、１−ヒドロキシシクロへキシルフェ
ニルケトンＳ ２−ヒドロキシ−２−メチル−１−フェ
ニルプロパン−１−オン、１−（４Ｎ−イノプロピルフ
ェニル）−２−ヒドロキシ−２−メチルプロパン−１−
オン等が挙げられる。Examples: benzoin ethyl ether, benzophel dimethyl ketal, 1-hydroxycyclohexylphenyl ketone S 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4N-inopropylphenyl)- 2-hydroxy-2-methylpropane-1-
Ong et al.
これら光重合開始剤は、一種でも二種以上任意の割合で
混合使用してもかまわない。These photopolymerization initiators may be used alone or in a mixture of two or more in any proportion.
この使用量は１通常１組成物００〜１０重量％が好まし
い。The amount used is preferably 100 to 10% by weight per composition.
本発明の組成物は、更に必要に応じて５エポキシアクリ
レート、ポリエステルアクリレート、ポリウレタンアク
リレート、例えば分子中にエーテル基、エステル基、又
はカーボネート基を持ったポリオールのポリウレタンア
クリレートあるいは重合性モノマー、例えば、フェノキ
シエチルアクリレート、ジシクロペンテニルオキシエチ
ルアクリレート、トリプロピレン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。The composition of the present invention may further contain 5-epoxy acrylates, polyester acrylates, polyurethane acrylates, polyurethane acrylates of polyols having an ether group, ester group, or carbonate group in the molecule, or polymerizable monomers such as phenoxy Ethyl acrylate, dicyclopentenyloxyethyl acrylate, tripropylene glycol diacrylate, polyethylene glycol diacrylate.
ヒドロキシピパリン酸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ジアクリレート、ビス
フェノールＡポリエトキシジアクリレート、トリメチロ
ールプロパントリアクリレート、ジペンタエリスリトー
ルへキサアクリレート。Hydroxypiparic acid neopentyl glycol diacrylate, neopentyl glycol diacrylate, bisphenol A polyethoxy diacrylate, trimethylolpropane triacrylate, dipentaerythritol hexaacrylate.
ジペンタエリスリトールペンタアクリレート、ポリカー
ボネートジアクリレート、ジペンタエリスリトールのε
−カプロラクトン付加物のアクリレート等を加えて用い
ることができる。又、所望により、各種添加剤を加えて
もよく、添加剤としては、有機ケイ素化合物、界面活性
剤１重合禁止剤等を挙げることができる。Dipentaerythritol pentaacrylate, polycarbonate diacrylate, dipentaerythritol ε
- Acrylates of caprolactone adducts can be added and used. In addition, various additives may be added as desired, and examples of the additives include organosilicon compounds, surfactant 1 polymerization inhibitors, and the like.
本発明に係る元ファイバ用コーティング剤を基材に塗布
する方法としては、当業界公知の種々の方法１例えば、
ダイスコーティング法、浸漬法等が挙げられる。また、
本発明に云う光伝送ファイバ芯線としては１石英系、並
びにポリメチルメタクリレート、ポリエチルメタクリレ
ート、重水素化ポリメチルメタクリレート、ポリスチレ
ン、ポリカーボネート等のプラスチック系が挙げられる
。As a method for applying the coating agent for the original fiber according to the present invention to the base material, there are various methods known in the art, for example,
Examples include dice coating method and dipping method. Also,
Examples of the optical transmission fiber core wire according to the present invention include quartz-based fibers, and plastic-based fibers such as polymethyl methacrylate, polyethyl methacrylate, deuterated polymethyl methacrylate, polystyrene, and polycarbonate.
光伝送ファイバのクラッド部を形成する場合、本発明の
コーティング剤による被膜の厚さは特に限定されないが
１通常１０〜３００μ程度が好ましい。硬化重合する場
合、高圧水銀灯、超高圧水銀灯、メタルハライドランプ
を光源とする紫外線を使用することが好ましく、硬化の
効率を上げるために窒素ガス中で照射することが好まし
い。When forming the cladding portion of an optical transmission fiber, the thickness of the coating formed by the coating agent of the present invention is not particularly limited, but it is usually preferably about 10 to 300 μm. In the case of curing polymerization, it is preferable to use ultraviolet rays from a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or a metal halide lamp as a light source, and it is preferable to irradiate in nitrogen gas to increase the curing efficiency.
本発明の組成物は、光伝送ファイバのクラツド材だけで
なく、その低屈折率を利用し、ガラスまたは透明プラス
チックなどのコーティング剤及び各種基材の保護被覆膜
としても使用することができる。The composition of the present invention can be used not only as a cladding material for optical transmission fibers, but also as a coating agent for glass or transparent plastic, and as a protective coating film for various substrates by utilizing its low refractive index.
（実施例） 以下、本発明を実施例によし具体的に説明する。(Example) Hereinafter, the present invention will be specifically explained with reference to Examples.
なお、実施例中の部は１重量部である。Note that each part in the examples is 1 part by weight.
〔ウレタン（メタ）アクリレート混合物の製造例〕製造
例１
２−ヒドロキシエチルアクリレ−）２５４．１８部、メ
トキノント０２部、トリメチルへキサメチレンジイソシ
アネート４，５９．７７部を仕込み、温度を７５〜８０
℃に保ちながら反応を行った。[Production example of urethane (meth)acrylate mixture] Production example 1 254.18 parts of 2-hydroxyethyl acrylate, 02 parts of methquinone, and 4.59.77 parts of trimethylhexamethylene diisocyanate were charged, and the temperature was raised to 75-80.
The reaction was carried out while maintaining the temperature at °C.
１２．８８％の遊離インシアネート基により示される反
応の完了まで該反応を継続した。次いで攪拌社製、ＦＣ
−１０）で示される化合物１２５０．５４部を仕込み、
７５〜８０℃の温度で反応を行った。The reaction was continued until completion as indicated by 12.88% free incyanate groups. Next, FC manufactured by Kizuki Co., Ltd.
-10) 1250.54 parts of the compound represented by is charged,
The reaction was carried out at a temperature of 75-80°C.
約０．３％以下の遊離インシアネート基により示される
反応の完了まで該反応を継続した。淡黄色液体を得た。The reaction was continued until completion as indicated by less than about 0.3% free incyanate groups. A pale yellow liquid was obtained.
このものは粘度（４０℃）１４１Ｆ％屈折率（２５℃）
１．４２２０であった。This one has a viscosity (40℃) 141F% refractive index (25℃)
It was 1.4220.
製造例２
２−ヒドロキシプロピルアクリレート２８０．３２部、
メトキノン１．０２部、インホロンジインシアネート４
５２．４８部を仕込み、温度を７５〜８０℃に保ちなが
ら反応を行った。１２．３５％の遊離インシアネート基
により示される反応の完了まで該反応を継続した。次い
で撹拌しながら、構造式Ｃ３Ｆ１７ＳＯ２Ｎ−ＣＨ２Ｃ
Ｈ２０Ｈテ示される化合物１２！１０．５４部を仕込み
、この混合物を７５〜８０℃に保ち反応を行った。得ら
れた反応生成物は、淡黄色で、粘度（４０℃）１３８Ｆ
、屈折率（２５℃）１．４３００であった。Production Example 2 280.32 parts of 2-hydroxypropyl acrylate,
Methoquinone 1.02 parts, inphoron diincyanate 4
52.48 parts were charged, and the reaction was carried out while maintaining the temperature at 75 to 80°C. The reaction was continued until completion as indicated by 12.35% free incyanate groups. Then, while stirring, the structural formula C3F17SO2N-CH2C
12.10.54 parts of the compound shown in H20H was charged, and the mixture was kept at 75 to 80°C to carry out the reaction. The obtained reaction product was pale yellow in color and had a viscosity (40°C) of 138F.
, the refractive index (25° C.) was 1.4300.
製造ダｊ３
２−ヒドロキシエチルアクリレートに２モルのｅ−カプ
ロラクトン付加物（ダイセル化学工業（株）製、プラク
セルＦＡ−２） ５９６．７６部、メトキノン０．９８
部、トリメチルへキサメチレンジイノシアネート５６４
．５４部を仕込み、温度を７５〜８０℃に保ちながら反
応を行った。７・５８％の遊離インシアネート基により
示される反応の完了ま９９０．８４部を仕込み、この混
合物を７５〜８０℃に保ち反応を行った。得られた反応
生成物は。Manufacturer j3: 2 mol of e-caprolactone adduct to 2-hydroxyethyl acrylate (manufactured by Daicel Chemical Industries, Ltd., Plaxel FA-2) 596.76 parts, methoquinone 0.98
Trimethylhexamethylene diinocyanate 564
．． 54 parts were charged, and the reaction was carried out while maintaining the temperature at 75 to 80°C. 990.84 parts were charged until completion of the reaction as indicated by 7.58% of free incyanate groups, and the mixture was maintained at 75-80°C to carry out the reaction. The reaction product obtained is:
淡黄色で、粘度（４０℃）１００Ｆ、屈折率（２５℃）
１．４３５０であった。Pale yellow, viscosity (40℃) 100F, refractive index (25℃)
It was 1.4350.
〔樹脂組成物の実施列〕
実施例１
製造例１で得たウレタンアクリレート混合物８０部・構
造式 ＣＦ ＣＩ（ＣＨ０ｆＩＣＨ＝ＣＨ２を有する
アクリレート２０部及び１−ヒドロキシシクロヘキシル
フェニルケトン（チパ・ガイギーＣ株）製。[Series of resin compositions] Example 1 80 parts of the urethane acrylate mixture obtained in Production Example 1, 20 parts of acrylate having the structural formula CF CI (CH0fICH=CH2) and 1-hydroxycyclohexyl phenyl ketone (Chipa-Geigy C stock) Made.
イルガキュアー１８４）５部、を混合し、樹脂組成物Ａ
を調製した。硬化物の特性を第１表だ示す。5 parts of Irgacure 184) were mixed, and resin composition A
was prepared. Table 1 shows the properties of the cured product.
実施例２
製造例２で得たウレタンアクリレート混合物４０部・構
造式 Ｈ（ＣＦ２ＣＦ２） ＣＨ２ＯμＣＨ：ＣＨ２を
有するアクリレート５０部、ジペンタエリスリトールの
ε−カプロラクトン付加物のアクリレート（日本化薬（
株）、ＫＡＹＡＲＡＤ ＤＰＣＡ−６０）１０部及び
１−ヒドロキシシクロへキシルフェニルケトン３部を混
合し、樹脂組成物Ｂを調製した。Example 2 40 parts of urethane acrylate mixture obtained in Production Example 2, 50 parts of acrylate having the structural formula H(CF2CF2) CH2OμCH:CH2, acrylate of ε-caprolactone adduct of dipentaerythritol (Nippon Kayaku
Resin composition B was prepared by mixing 10 parts of KAYARAD DPCA-60) manufactured by KAYARAD Co., Ltd. and 3 parts of 1-hydroxycyclohexylphenyl ketone.
硬化物の特性を第１表に示す。Table 1 shows the properties of the cured product.
実施例３
クリレート４０部、ヒドロキシピバリン酸ネオペンチル
グリコールジアクリレート１０部及び１−ヒドロキシシ
クロへキシルフェニルケトン５部を混合し、樹脂組成物
Ｃを調製した。硬化物の特性を第１表に示す。Example 3 Resin composition C was prepared by mixing 40 parts of acrylate, 10 parts of hydroxypivalate neopentyl glycol diacrylate, and 5 parts of 1-hydroxycyclohexylphenyl ketone. Table 1 shows the properties of the cured product.
第１表 上記第１表において。Table 1 In Table 1 above.
〔ショア硬度Ｄ〕の測定＋Ａ、Ｂ、Ｃの組成物は、高圧
水銀ランプ（ランプ出力２ＫＷ）を平行に配した光源下
８ｃｒｎの位置で照射して厚さ２５０μｍ のシートを
作製し、これを用いて測定した。Measurement of [Shore hardness D] + Compositions A, B, and C were irradiated with a high-pressure mercury lamp (lamp output 2KW) at a position of 8 crn below the light source arranged in parallel to prepare a sheet with a thickness of 250 μm. It was measured using
測定法は、Ｊ工５−Ｚ２２４６の方法に準じて行った。The measurement method was performed according to the method of J Engineering 5-Z2246.
〔ヤング率、ν／Ｗｌ＋１２〕の測定： 試験片は、上
記のショア硬度りの・測定に使用したものと同一の条件
で作製した。これを用いて温度を変化させて、ヤング率
の測定を行った。Measurement of [Young's modulus, ν/Wl+12]: A test piece was prepared under the same conditions as those used for the above-mentioned Shore hardness measurement. Using this, Young's modulus was measured while varying the temperature.
〔吸水率〕の測定： 試験片は、上記のショア硬度りの
測定に使用したものと同一の条件で作製した。これを用
いて、純水中Ｋ ２０℃／２４時間浸漬して、試験の前
・後の重量を測定し、吸水による重量の増加をチで表わ
した。Measurement of [Water Absorption]: A test piece was prepared under the same conditions as those used for the Shore hardness measurement described above. Using this, it was immersed in pure water at K 20° C. for 24 hours, and its weight before and after the test was measured, and the increase in weight due to water absorption was expressed in chi.
〔屈折率〕の測定＝ 試験片は、前記のショア硬度りの
測定に使用したものと同一の条件で作製した。これを用
いて、屈折率の測定を行った。Measurement of [Refractive Index] = A test piece was prepared under the same conditions as those used for the Shore hardness measurement described above. Using this, the refractive index was measured.
実施例４
光学ガラスファイバ用母材を約２０００℃に加熱し、５
ｍ／秒の速度で外径２００ミクロンの光学ガラスファイ
バに紡糸した。連続する次の工程で、ダイスコーティン
グ法により、該光学ガラスファイバに実施例に示した組
成物ｈ−ｃそれぞれを全血したのち、２ＫＷの高圧水銀
灯により紫外線を照射して硬化し、クラッド層を形成し
た。Example 4 A base material for optical glass fiber was heated to about 2000°C, and
It was spun into an optical glass fiber with an outer diameter of 200 microns at a speed of m/sec. In the next successive step, the optical glass fiber was coated with whole blood of each of the compositions h to c shown in the examples using a die coating method, and then cured by irradiating ultraviolet rays with a 2KW high-pressure mercury lamp to form a cladding layer. Formed.
クラッド層被覆後の光ファイバの外ｆｉ！ｕ、２ｓ。Outer fi of optical fiber after coating with cladding layer! u, 2s.
μｍであった。得られた元ファイバは、いずれも伝送損
失が小さく、可撓性が良好であった。It was μm. The obtained original fibers all had small transmission loss and good flexibility.
（発明の効果）
本発明の新規なウレタン（メタ）アクリレート混合物を
用いる樹脂組成物及び光フアイバ用コーティング剤は、
硬化速度が速く、得られた樹脂被膜は、可撓性があり、
屈折率が低くコアとの密着性に優れ、光伝送用光学ファ
イバのクラッド層に適する。(Effect of the invention) The resin composition and optical fiber coating agent using the novel urethane (meth)acrylate mixture of the present invention are as follows:
The curing speed is fast, and the resulting resin film is flexible.
It has a low refractive index and excellent adhesion to the core, making it suitable for the cladding layer of optical fibers for optical transmission.
特許出願人 日本化薬株式会社Patent applicant: Nippon Kayaku Co., Ltd.
Claims (1)
のアルキル基を、ｎは５〜１０の数を示す。）と有機ポ
リイソシアネート（２）とヒドロキシ（メタ）アクリレ
ート（５）の反応生成物であるウレタン（メタ）アクリ
レート混合物。 ２、一般式 ▲数式、化学式、表等があります▼ で示される化合物（１）（式中、Ｒ＿１は炭素数２〜５
のアルキル基を、ｎは５〜１０の数を示す。）と有機ポ
リイソシアネート（２）とヒドロキシ（メタ）アクリレ
ート（３）の反応生成物であるウレタン（メタ）アクリ
レート混合物（ａ）とフッ素系反応性モノマー（ｂ）と
を含有することを特徴とする樹脂組成物。 ３、一般式 ▲数式、化学式、表等があります▼ で示される化合物（１）（式中、Ｒ＿１は炭素数２〜５
のアルキル基を、ｎは５〜１０の数を示す。）と有機ポ
リイソシアネート（２）とヒドロキシ（メタ）アクリレ
ート（３）の反応生成物であるウレタン（メタ）アクリ
レート混合物（ａ）とフッ素系反応性モノマー（ｂ）と
を含有することを特徴とする光ファイバ用コーティング
剤。[Claims] 1. Compound (1) represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (wherein R_1 is a carbon number of 2 to 5
n represents a number of 5 to 10. ), an organic polyisocyanate (2), and a urethane (meth)acrylate mixture which is a reaction product of hydroxy (meth)acrylate (5). 2. Compound (1) represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R_1 is a carbon number of 2 to 5
n represents a number of 5 to 10. ), a urethane (meth)acrylate mixture (a) which is a reaction product of an organic polyisocyanate (2) and a hydroxy (meth)acrylate (3), and a fluorine-based reactive monomer (b). Resin composition. 3. Compound (1) represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R_1 is a carbon number of 2 to 5
n represents a number of 5 to 10. ), a urethane (meth)acrylate mixture (a) which is a reaction product of an organic polyisocyanate (2) and a hydroxy (meth)acrylate (3), and a fluorine-based reactive monomer (b). Coating agent for optical fiber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62330216A JPH01172416A (en) | 1987-12-28 | 1987-12-28 | Mixture of urethane (meth)acrylates and resin composition and coating agent for optical fiber prepared therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62330216A JPH01172416A (en) | 1987-12-28 | 1987-12-28 | Mixture of urethane (meth)acrylates and resin composition and coating agent for optical fiber prepared therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01172416A true JPH01172416A (en) | 1989-07-07 |
Family
ID=18230146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62330216A Pending JPH01172416A (en) | 1987-12-28 | 1987-12-28 | Mixture of urethane (meth)acrylates and resin composition and coating agent for optical fiber prepared therefrom |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01172416A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007523971A (en) * | 2003-12-31 | 2007-08-23 | スリーエム イノベイティブ プロパティズ カンパニー | Water / oil repellent fluoroacrylate |
| JP2009507126A (en) * | 2005-09-07 | 2009-02-19 | スリーエム イノベイティブ プロパティズ カンパニー | Curable composition, method for producing and using curable composition, and article using curable composition |
-
1987
- 1987-12-28 JP JP62330216A patent/JPH01172416A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007523971A (en) * | 2003-12-31 | 2007-08-23 | スリーエム イノベイティブ プロパティズ カンパニー | Water / oil repellent fluoroacrylate |
| JP2009507126A (en) * | 2005-09-07 | 2009-02-19 | スリーエム イノベイティブ プロパティズ カンパニー | Curable composition, method for producing and using curable composition, and article using curable composition |
| JP4933550B2 (en) * | 2005-09-07 | 2012-05-16 | スリーエム イノベイティブ プロパティズ カンパニー | Curable composition, method for producing and using curable composition, and article using curable composition |
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