JPH03275705A - Composition - Google Patents
CompositionInfo
- Publication number
- JPH03275705A JPH03275705A JP7724190A JP7724190A JPH03275705A JP H03275705 A JPH03275705 A JP H03275705A JP 7724190 A JP7724190 A JP 7724190A JP 7724190 A JP7724190 A JP 7724190A JP H03275705 A JPH03275705 A JP H03275705A
- Authority
- JP
- Japan
- Prior art keywords
- group
- meth
- monomer
- electron
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 31
- 239000000178 monomer Substances 0.000 claims abstract description 37
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 3
- -1 acryloyloxy group Chemical group 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- 125000002270 phosphoric acid ester group Chemical group 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 23
- 229920002554 vinyl polymer Polymers 0.000 abstract description 3
- SJIXRGNQPBQWMK-UHFFFAOYSA-N DEAEMA Natural products CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 238000010422 painting Methods 0.000 abstract 1
- 238000000576 coating method Methods 0.000 description 33
- 239000011248 coating agent Substances 0.000 description 30
- 239000010408 film Substances 0.000 description 24
- 239000000047 product Substances 0.000 description 22
- 238000012360 testing method Methods 0.000 description 16
- 238000005299 abrasion Methods 0.000 description 15
- 229920003002 synthetic resin Polymers 0.000 description 15
- 239000000057 synthetic resin Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 13
- 239000002216 antistatic agent Substances 0.000 description 8
- 238000007796 conventional method Methods 0.000 description 8
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 239000000919 ceramic Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
- 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 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- 229960002130 benzoin Drugs 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 229910001507 metal halide Inorganic materials 0.000 description 3
- 150000005309 metal halides Chemical class 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 description 1
- DKTOWFDVEJQWPF-UHFFFAOYSA-N 1-ethylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CC DKTOWFDVEJQWPF-UHFFFAOYSA-N 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 description 1
- IXPWKHNDQICVPZ-UHFFFAOYSA-N 2-methylhex-1-en-3-yne Chemical compound CCC#CC(C)=C IXPWKHNDQICVPZ-UHFFFAOYSA-N 0.000 description 1
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 241000272201 Columbiformes Species 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000405961 Scomberomorus regalis Species 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 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
- DBHQYYNDKZDVTN-UHFFFAOYSA-N [4-(4-methylphenyl)sulfanylphenyl]-phenylmethanone Chemical compound C1=CC(C)=CC=C1SC1=CC=C(C(=O)C=2C=CC=CC=2)C=C1 DBHQYYNDKZDVTN-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 239000000805 composite resin Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- DJLHXXNSHHGFLB-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate;n-methylmethanamine Chemical compound CNC.CCOC(=O)C(C)=C DJLHXXNSHHGFLB-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229920000592 inorganic polymer Polymers 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- CBHCDHNUZWWAPP-UHFFFAOYSA-N pecazine Chemical compound C1N(C)CCCC1CN1C2=CC=CC=C2SC2=CC=CC=C21 CBHCDHNUZWWAPP-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は特定の組成物に関する。本発明により褪供され
る組成物はハ・〜トコーＬ用筐たは硬化鎗膜用と（−で
好普（２く使用され、形成されるハードコートまたは硬
化塗膜は優れた。制電性を有する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to certain compositions. The composition provided by the present invention is commonly used for casings or hardened spears for Toco L and (-), and the hard coat or cured coating formed is excellent. have sex.
ポリメチルメタクリレート、ポリカーボネート尋の合成
樹脂（′まガラスよりも戒星加工が容易である点、安価
で軽量である点などの利点を備えているらとから、光デ
イスク基板、レンズ・ミラー等の光学部品、照明・デイ
スプレィ尋の装飾部品５自動］Ｉ専のＪ［両部品など広
範な用途に用いられている。Synthetic resins such as polymethyl methacrylate and polycarbonate have advantages such as being easier to process than glass, being cheaper and lighter, and are used for optical disk substrates, lenses and mirrors, etc. It is used in a wide range of applications, including optical parts, lighting/display decoration parts, 5 automatic parts, and J [both parts].
しかし、＠′成樹脂成型品は耐擦傷性訃よび耐廖耗性が
十分ではないため、！ｉ！型加工中筐た１よ成型加工後
に他の物体と接触する己とによう表面に蕩がつくこεが
ある。また１脅威＊胎威型品は高い絶縁性會刹するため
、他の物体との摩擦により発生したエネルギーが静を気
、！＝Ｌ、”ＬＸ薔損さ１１品く５か゛り放電され難い
。し穴が）て、合放樹脂族形晶の表面に微細な埃が付濁
し易く、かつ付着ｊ８．π埃が取れｌ＃ｉい。合成Ｉ［
Ｊ瓶威形品の表（３）に埃か付着した場合にｅよ、性能
が低下するばかりでなく５人体に悪影響を及ぼすか、普
たは電イ部品の損傷１？：。However, @'plastic molded products do not have sufficient scratch resistance and abrasion resistance. i! During mold processing, the surface of the casing that comes into contact with other objects after the molding process may be damaged. In addition, 1 threat* Because the product has high insulation properties, the energy generated by friction with other objects can cause static electricity! = L, "LX" It is difficult to discharge due to the 11 items. Due to the holes, the surface of the composite resin group crystal is easily clouded with fine dust, and the attached dust can be removed. i. Synthesis I [
If dust adheres to the front (3) of a J-bottle, it will not only deteriorate its performance, but will also have a negative impact on the human body or damage the electronic parts. :.
は火災の原因になるどどかある。さらに、上記の合成ｓ
ｉ胎威型品の表面は疎水性′Ｃめる六”め、高温度ｌ（
てトいて水分が結露し易く、こすＬによつ゛℃性能が低
下するこＬかある。may cause a fire. Furthermore, the above synthesis s
The surface of the product is hydrophobic and has a high temperature (
Water tends to condense when rubbed, and the ℃ performance may deteriorate due to straining.
上記の問題点を解決するために、合成樹脂成型品の表面
に、カルボキシル基、スルホン酸基、水酸基等の親水性
官能基またはコ−ナル結合を翁する帯電防止剤を塗布す
る方法〔従来法（１） ）−上記の親水性官能基を有す
る七ノワーを含む帯電防止剤を合成樹′１３Ｙ１戊型品
の成型に像部し１、＝）いて共重合させる仁εによシ薄
腋を形成“ノる１７５法〔従来法（２）Ｌ４官能性珪素
化合物専の加水分解物筐たは部分加水分解物分合む溶液
を合成樹脂成型品の表向に塗面１．１１．ついで硬化７
ｔゐ己と（・でより無機高分子からなる薄層を形成する
方法〔従来法（３）〕１合成合成樹脂成型品面に、酸化
錫、酸化インジウム、酸化亜鉛、インジウム−錫酸化物
などの導電性セラミックからなる薄膜を真空蒸着法によ
、り形成するか、オたは上記の導電性セラミックを含む
帯電防止剤を塗布する方法〔従来法（４）〕が知られて
いる。In order to solve the above problems, a method of coating the surface of a synthetic resin molded product with an antistatic agent that prevents hydrophilic functional groups such as carboxyl groups, sulfonic acid groups, and hydroxyl groups or corner bonds [conventional method] (1) ) - The antistatic agent containing the above hydrophilic functional group-containing hexanova was applied to the molding of the synthetic resin 13Y1 in the image area 1, =) and copolymerized with the resin ε to form a thin armpit. Formation "Noru 175 method [Conventional method (2) A solution containing a hydrolyzate case exclusively for L4 functional silicon compound or a partial hydrolyzate is applied to the surface of the synthetic resin molded product, and then hardened. 7
Method of forming a thin layer made of an inorganic polymer with (・) [Conventional method (3)] 1. Adding tin oxide, indium oxide, zinc oxide, indium-tin oxide, etc. to the surface of the synthetic resin molded product. A known method is to form a thin film made of a conductive ceramic using a vacuum evaporation method, or to apply an antistatic agent containing the above-mentioned conductive ceramic [conventional method (4)].
し発明が解決し、ようとするｙｌ＆題〕従来法（１）に
よって、高い制電柱會有する合成樹脂成型品を得るため
には、表面に形成されるＩ／！１農中に帯電防止剤を高
−＃度で含有させる仁εが必要であるこ乙から、３！！
練が有する耐擦傷性しよび耐岸耗性が低下する場合があ
る。箇た、帯電防止剤が塗膜表面に析出する場合があり
、これによって制電性が低−Ｆ’−ｆることかある。[Problem to be solved and attempted by the present invention] In order to obtain a synthetic resin molded product having a high power suppression pole structure using the conventional method (1), it is necessary to reduce the I/! 1) Since it is necessary to contain a high concentration of antistatic agent in agricultural products, 3! !
The scratch resistance and shore abrasion resistance of the paste may decrease. In addition, the antistatic agent may precipitate on the surface of the coating film, which may result in low antistatic properties -F'-f.
従来法（２）によつで、高い制電性を布する合成樹脂成
型品を得るためには、帯電防止剤に親水性官能基を有す
る化ツマ−を尚い濃度で含有させる仁とが必要であるこ
とから、検層か肩する耐擦傷性およびｆＩＡ摩耗性が低
下する場合がある。また、帯電防止剤の調製分ユびその
塗布を容易じするために、肩！！溶剤會使用する場合に
は、共重合させたのちに、＊機溶剤を充分に揮発させる
必要があり、生産性が低くなる。In order to obtain a synthetic resin molded product with high antistatic properties using the conventional method (2), it is necessary to add a compound having a hydrophilic functional group to the antistatic agent at a higher concentration. As a result of this requirement, logging scuff resistance and fIA abrasion resistance may be reduced. In addition, to facilitate the application of the antistatic agent preparation, please apply it on your shoulder! ! When using a solvent, it is necessary to sufficiently volatilize the organic solvent after copolymerization, which lowers productivity.
従来法＋ａｌＫよって合成樹脂成型品の表面に形成した
塗膜は８−戚拘血成型品と、の密清性か低く、塗膜が剥
離丁゛るこεによで）て、制電性か低下する場合がある
。普た塗布する溶液、に脂肪族丁ルコール。The coating film formed on the surface of the synthetic resin molded product by the conventional method + AlK has poor cleaning properties compared to the 8-relative blood molded product, and the coating film peels off due to ε), resulting in poor antistatic properties. may decrease. When applying the solution, add aliphatic alcohol.
酢酸７′ルキルなどの溶剤を混合して使用゛ｒる場合に
は５１Ｉｈ”硬度を育する農を形成することが困難であ
る〇
従来法（４）ご用いられる導電性セラミックは透明性の
点で劣り、合成樹脂成型フィロが着色するという問題を
有する。また具空蒸蒲法によりａを形成する場合には生
産性が低くなるという問題が生じ。If a solvent such as 7'alkyl acetate is mixed and used, it is difficult to form a material that achieves a hardness of 51Ih. Conventional method (4) The conductive ceramic used has a transparency problem. There is a problem that the synthetic resin molded phyllo is colored.Furthermore, when forming a by the air steaming method, there is a problem that the productivity is low.
帯電防止剤ｔｍ布′ｒる場合に（−ｉ、導電性セラミッ
ク金均−・に分散させる６εか困難でおり、かつ導電性
セ・ラミックによ′：）で光が散気される６とから合成
ｍ脂成型品の表面に做りが礼！Ｅするという問題が生じ
る。When the antistatic agent is applied to the cloth (-i, it is difficult to disperse the conductive ceramic gold evenly, and the light is diffused by the conductive ceramic). The surface of the synthetic m resin molded product looks great! The problem arises that E.
本発明の１つの目的は、制電性に優ｎたハードコートま
たは硬化塗膜を与える組成物を提供することにある。One object of the present invention is to provide a composition that provides a hard coat or cured coating film with excellent antistatic properties.
本発明の他の１つの目的は１合成樹脂成型品の表面に塗
布し、ついで硬化することにより、耐擦傷性、耐摩耗性
、制電性ｐよび防曇性に優れたー・−ドコート璽たは硬
化量膜會形成する組成物を提供することにある。Another object of the present invention is to provide a coating coated with excellent scratch resistance, abrasion resistance, antistatic properties, and antifogging properties by applying it to the surface of a synthetic resin molded product and then curing it. Another object of the present invention is to provide a composition that forms a cured film.
本発明によれば、上記の目的は、アクリロイルオキシ基
およびメタクリロイルオキシ基（以下。According to the invention, the above objects are achieved by acryloyloxy and methacryloyloxy groups (hereinafter referred to as acryloyloxy and methacryloyloxy groups).
これらを（メタ）アクリロイルオキシ基と称する）から
なる群より選ばれる基を３個以上有する多官能モノマー
（Ａ）と、（メタ）アクリロイルオキシよびビニル基か
らなる群よう選ばれる基を有する電子供与性モノマー（
Ｃ）とを含むことｔ−％黴とする組成物を提供すること
により達成される。A polyfunctional monomer (A) having three or more groups selected from the group consisting of (meth)acryloyloxy groups, and an electron donating monomer having three or more groups selected from the group consisting of (meth)acryloyloxy and vinyl groups. monomer (
C) by providing a composition containing t-% mold.
本発明の組成物を槽底する多官能モノマー（Ａ）として
は、例えば、トリメチａ−ルグａパントリ（メタ）アク
リレート、ペンタエリスリトールトリ（メタ）アクリレ
ート、ペンタエリスリトール上
テ・う（メタ）アクリレート、ペンタグリセロールトリ
（メタ）アクリレート、グリセリントリ（メタ）アクリ
レート、ジベンタエリスリト〜ルトリ（メ、１１）アク
リレート、ジペンタエリスリトールテトラ（メタ）アク
リレート、ジペンタエリスリトールペンタ（メタ）アク
リレート、ジベンタエリスＩＪ ）−ルヘキサ（メタ）
了クリレート、ジペンタエリスリトールヘキサ（メタ）
アクリレートなどの（メタ）アクリレート、１分子めた
り３個以上の（メタ）アクリロイル基ｔｉするウレタン
（メタ）アクリレートが挙げられる。ここで、（メタ）
アクリレートはアク１）レートシよびメタアクリレート
の総称である。多官能モノマー（Ａ）としては、これら
のモノマー金２種以上混合して使用してもよい。Examples of the polyfunctional monomer (A) which forms the bottom of the composition of the present invention include trimethyl a-lug a-pantri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, Pentaglycerol tri(meth)acrylate, glycerin tri(meth)acrylate, diventaerythritol-rutri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, diventaerythritol IJ)- Ruhexa (Meta)
Ryo acrylate, dipentaerythritol hexa(meth)
Examples include (meth)acrylates such as acrylates, and urethane (meth)acrylates having three or more (meth)acryloyl groups per molecule. Here, (meta)
Acrylate is a general term for acrylates and methacrylates. As the polyfunctional monomer (A), two or more of these gold monomers may be used in combination.
であり、その具体例としては、例えば、アクリル酸、メ
タクリル＃！、エチレンオキサイド変性フタル酸（メタ
）アクリレート、エチレンオキサイド変性コハク！ｉ２
（メタ）了クリレート、エチレンオキサイド変性トリメ
リット酸（メタ）アクリレートなどのカルボキシル基を
有する七ツマー１訃よび下記−数式（１）
％式％
〔式中 Ｒ１は水素原子またはメチル基を表し、Ｒ２は
炭素数が４以下のアルキレン基を表し Ｒ３は水素原子
筐たは下記−数式
こで Ｒ４は水素原子またはメチル基七表しｂＲ５ｔｊ
炭素数が４以下のアルキレン基に表し、ｌ訃よびｍはそ
れぞれ１〜５の整数である。〕
で示されるリン酸エステル系モノマーか革げられる。上
記のリン酸エステル系モノマーとしては。Specific examples include acrylic acid, methacrylic #! , ethylene oxide modified phthalic acid (meth)acrylate, ethylene oxide modified amber! i2
(Meth) acrylate, ethylene oxide-modified trimellitic acid (meth)acrylate, etc. containing a carboxyl group and the following - Formula (1) % Formula % [In the formula, R1 represents a hydrogen atom or a methyl group, R2 represents an alkylene group having 4 or less carbon atoms R3 represents a hydrogen atom or the following formula R4 represents a hydrogen atom or a methyl group bR5tj
It represents an alkylene group having 4 or less carbon atoms, and l and m are each an integer of 1 to 5. ] The phosphoric acid ester monomer shown is obtained. As the above-mentioned phosphate ester monomer.
（メタ）アクリロイルオキシエチルフォスフェート、（
メタ）アクリロイルオキジノロビルフォスフェート、（
メタ）アクリロイルオキシブチルフォスフェート、（メ
タ）アクリロイルオキシホリオ干７エチレングリコ〜ル
フォス７エート、（メタ）アクυロイルオキシポリオキ
ングロビレングリコールフｌスフエート等の皐官舵モノ
マーｐよびジ（メタ）アクリロイルオキシエチルフォス
フェート、シ（メタン７すυロイルオキシフ゛ロヒ゛ル
フｔスフエート等の２官詑モノマーが李げられる。(meth)acryloyloxyethyl phosphate, (
meth) acryloyl oxinolovir phosphate, (
Polymer monomers p and di(meth) such as meth)acryloyloxybutyl phosphate, (meth)acryloyloxyphoriolyte 7ethylene glycol-ruphos 7ate, and (meth)acryloyloxypolyoxypolyoxyglobylene glycol sulfate. Difunctional monomers such as acryloyloxyethyl phosphate and methane-7chloroyloxyfluorocarbon sulfate are recovered.
電子受容性モノマー（Ｂ）としては、これらりモノマー
を２′４以上混甘して使用しても工い〇であり、その具
体例としてぽ１例えば、Ｎ−ビニル−２−ピロリドン、
Ｎ−ビニルカフ０ラクタムなどのビニルモノマーによひ
下記−数式（Ｉｌ）（■） ＣＨｚ＝（！；−Ｃ−（Ｊ
−（Ｃｉ−ｉｚ）ｎ−ＬＲ８〔式中 １６は水素原子ま
たはメチル基を表ｐ、Ｒ７）よび１８＃−Ｌそれぞれ水
素原子筐たは炭素数が４以下のアルキル基を表し、ｎは
１〜５の整数でおるＯ〕で示される（メタ）アクリレー
トが挙げられる。As the electron-accepting monomer (B), it is also possible to use these monomers in a mixture of 2'4 or more; specific examples include N-vinyl-2-pyrrolidone,
For vinyl monomers such as N-vinyl lactam, the formula (Il) (■) CHz=(!;-C-(J
-(Ci-iz)n-LR8 [in the formula, 16 represents a hydrogen atom or a methyl group (Table p, R7) and 18#-L each represents a hydrogen atom box or an alkyl group having 4 or less carbon atoms, and n is 1 Examples include (meth)acrylates represented by O], which is an integer of ~5.
一般式ＣＩ＋）で示される（メタ）アクリレートとして
は５例えば、Ｎ、Ｎ−ジエチルアミノエチル（メタ）ア
クＩＪレート、Ｎ、Ｎ−ジメチルアミノエチル（メタ）
゛アクリレート、Ｎ、Ｎ−ジメチルアミノブチル（メタ
）アクリレート、ｔ〜・ブチル了ミノエチル（メタ）ア
クＩＪレートなどが単ケられる。Examples of the (meth)acrylate represented by the general formula CI+) include N,N-diethylaminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)
Acrylate, N,N-dimethylaminobutyl (meth)acrylate, t~-butylminoethyl (meth)acrylate, etc. are used alone.
多官能モノマー（Ａ）、電子受容性モノマーＣＢ）ｐよ
び電子供４性篭ノーｖ−（Ｃ）は、これらの分計ｔｉｏ
ｏ重量部に対していずれもが１０〜５０重責部の範囲に
なるように混合し１使用することが。The polyfunctional monomer (A), the electron-accepting monomer CB) p and the electron tetravalent basket no.
10 to 50 parts by weight may be mixed and used.
制電柱に優れた〆・・−ドコートｆたは硬化塗膜を４え
る点、さらには優れた制電性に加えて耐捧傷性、耐摩耗
性ｐよび防曇性に優れたノ・−ドコート壇たは硬化′Ｉ
！１膜を与える点から好ましく、特に電子受容性、モノ
マー（Ｂ）および電子供４性七、ツマ−（Ｃ）についで
は１０〜３０重量部の範囲になるように混合して使用す
ることが工り好：ｉｊｌ結果金４える。Excellent finish for electricity poles - A docoat or a cured coating, and in addition to excellent antistatic properties, it has excellent scratch resistance, abrasion resistance, and anti-fog properties. Decote platform or hardening'I
! It is preferable from the viewpoint of providing a single film, and in particular, for electron-accepting monomers (B), electron monomers (B), and monomers (C), it is preferable to use them by mixing them in a range of 10 to 30 parts by weight. Riyoshi: ijl result: 4 points.
本発明の組成＠をノ・−ドコート用または鍍化黴膜用紹
或＠、！：Ｌ、て使用する場合、メチル（メタ）了クリ
レート、テトラヒドロフルフリル（メタ）アクリレート
、フェノキシエチル（メタ）了クリレート、ラウリル（
メタ）アクリレート、イソボルニル（メタ）アクリレー
トなど０’）Ｉｔ＠−性モノマーを混合して使用する巴
Ｃが、塗布作業が容易になる点、均一な厚さを有し、か
つ合成樹脂成型品との高い帯薄性を有する／・−ドコー
トまたは硬化塗膜が得られる点などから好着しい。Introducing the composition of the present invention for use in node coating or plated mold film! :L, when used, methyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, phenoxyethyl (meth) acrylate, lauryl (
Tomoe C, which uses a mixture of 0')It@- monomers such as meth)acrylate and isobornyl (meth)acrylate, is easy to apply, has a uniform thickness, and is compatible with synthetic resin molded products. This method is preferable because it provides a hard coating or a cured coating film with high stripability.
本発明の組成物會合成樹脂威型６ｂの表面に塗布する方
法としては１回転塗布法、刷毛塗り法、浸漬塗布法、ス
プレー塗布法、流し塗０法などの方法が採用される０塗
布作業が容易である点、均一な厚さを有し、かつ坪清な
膜か得られ、る点などから回転塗布法または浸漬並邪法
を採用することが好日しい。The method of applying the composition of the present invention to the surface of the synthetic resin mold 6b includes a one-turn coating method, a brush coating method, a dip coating method, a spray coating method, and a flow coating method. It is preferable to employ the spin coating method or the dipping method because it is easy to coat, has a uniform thickness, and provides a clear film.
また、ノ・−ドコート層の厚さ筐たは硬化塗膜の轟厚さ
か１〜３０μｍの範囲匝なるように塗布する巴とが、充
分な耐擦体性および耐摩耗性を有し。Further, the thickness of the node coating layer or the thickness of the cured coating film, which is applied in a range of 1 to 30 μm, has sufficient abrasion resistance and abrasion resistance.
合成樹脂ａ型品との鍋い密着性を有Ｌ７、かつ内部に亀
裂が発生するらとが少ない・・−ドコートまたは硬化塗
膜が得られる点で好日しい。・・−ドコート鳩の厚さｔ
たＦｉ硬化塗膜の厚さが３〜・１５１捕の範囲にならよ
うに塗布することがより好日しい。It is advantageous in that it has good adhesion to the synthetic resin A-type product and produces a hard coating or cured coating with less internal cracking.・・Thickness t of the docote pigeon
It is better to apply the coating so that the thickness of the cured Fi coating is within the range of 3 to 151 mm.
厚さが１〜３０μｍの範囲σ）ノ・−ドコート筐たは硬
化産膜奮得るためには５組成物の２（）℃に卦ける粘度
が５へ一１（Ｊ ００センチボイズの範囲になるように
調節１，２て使用するこｔが好適である。In order to obtain a coated film or a cured film with a thickness in the range of 1 to 30 μm, the viscosity of the composition at 2()°C must be in the range of 5 to 1 (J00 centivoise). It is preferable to use Adjustments 1 and 2 as shown in FIG.
不発明の組成物を硬化する方法りしては、高い生産性か
得られる点から、紫外線を照射する方法が好日しい。紫
外線の波長は］００〜５ ｆ、Ｊ ＯＭｌの範囲にある
ことか好適である。高圧水銀ランプまたはメタルハライ
ドランプから放射遍れる紫外線’ｔｔｉｌ化に用いるこ
Ｌが、窯素カス中、アルゴンガス等の不活性カス中また
は大気中にｐいて、上記の組成物を効率良く硬化させる
ζ、とができることから好オし、い。As a method of curing the uninvented composition, the method of irradiating it with ultraviolet rays is preferred since it provides high productivity. It is preferable that the wavelength of the ultraviolet rays is in the range of 00 to 5 f, J OMl. The ultraviolet rays emitted from high-pressure mercury lamps or metal halide lamps, which are used for oxidation, are emitted into the kiln scum, inert scum such as argon gas, or into the atmosphere to efficiently cure the above composition. , I like it because I can do it.
本発明の組成物を紫外線を照射することによって硬化さ
せる場合にＦｉ、該組成物中に光重合開始剤を混合させ
て分くことが好日１．い○好適な光重＠′開始剤として
は１例えば、４−フＪ、ノキシジクロロアセトフエノン
、４−１−ブーチル−ジクロロアセトフェノン、シェド
キンアセトフェノン、２−ヒドロキシ−２−メチル−１
−フエ二Ａ・クロ／くブー１−メン、２−メチル−１−
［４−（メチルチオ）フェニル１１−２−モルホ１）ノ
ブロノきブー１などのアセトフェノン系光重合開始剤、
ベンゾインメチルニーデル、ベンゾインイソプロピルｆ
ｆ、、 −ナル、ペンジルジメづ”ルクタールなどのベ
ンゾイン系光重＠開始剤、ベンゾフェノン、ベンゾイル
安息香酸、４−フェニルベンゾツユノン、トニド口キシ
ベンゾフユノ二／、４−ベンゾイル−４′−メチルジフ
ェニルサルファイドなどのベンゾフェノンｉ？］１開始
剤、チオキリンノン、２−クロルチオキャ゛ンソン、２
，４〜ジメチルナオキサンソン。When the composition of the present invention is cured by irradiation with ultraviolet rays, it is preferable to mix Fi and a photopolymerization initiator into the composition. ○ Suitable light heavy @' initiators include 1, for example, 4-FJ, noxydichloroacetophenone, 4-1-butyl-dichloroacetophenone, Shedkin acetophenone, 2-hydroxy-2-methyl-1
-Feni A. Kuro/Kubu 1-men, 2-methyl-1-
[4-(Methylthio)phenyl 11-2-morpho 1) Acetophenone photopolymerization initiator such as Nobronokibu 1,
Benzoin methyl needle, benzoin isopropyl f
benzoin-based photoinitiators such as f, -nal, pendyldimetzu'lucthal, benzophenone, benzoylbenzoic acid, 4-phenylbenzotuunone, tonido-benzobenzo-di/, 4-benzoyl-4'-methyldiphenyl sulfide, etc. benzophenone i?] 1 initiator, thioquirinone, 2-chlorothiocanthone, 2
, 4~dimethylnaoxanthone.
イソプロピルチオキサンソン、２．４−ジ、エチルチオ
キサンソンなどのチメキサンソン系光重合開始剤などが
使用される０光重合開始剤の組成物中の含有量としてＦ
ｉ１組底組成００重量邪に対して５重量部以下になるよ
うにｐｌ整することが、ノ・−ドコートまたは硬化塗膜
が有する耐擦傷性訃よひ耐摩耗性を低下させることがな
い点から好日しい０本発明の組成物からなるノ・−Ｆコ
ートまたは硬化塗膜が形成される合成樹脂成型品として
は、ポリメチルメタクリレート樹脂、ボＩツカーボネー
ト樹脂、ポリスチレン樹脂、ポリ塩化ビニル樹脂。F as the content in the composition of 0 photopolymerization initiators in which timexanthone-based photopolymerization initiators such as isopropylthioxanthone, 2,4-di, and ethylthioxanthone are used.
The point that adjusting the PL so that it is 5 parts by weight or less with respect to the bottom composition of i1 will not reduce the scratch resistance and abrasion resistance of the node coat or cured coating film. Synthetic resin molded products on which the No.-F coat or cured coating film formed from the composition of the present invention are formed include polymethyl methacrylate resin, carbonate resin, polystyrene resin, and polyvinyl chloride resin. .
ＡＢＳ樹脂などからなる射出成型品、シート状成型品ま
たはフィルム状成型品等が挙げられる。ポリメチルメタ
クリレート樹脂またはポリカーボネート樹脂からなる成
型品は、その光学特性または機械的特性を利用した分野
に用いられ、耐擦傷性、耐摩耗性、制電性ｐよび防曇性
において高い性能が要求される場合か多いことから１本
発明の組成物を用いることによってその表面にノ・−ド
コートまたは硬化ｍｉを形成することが好ましいＯ〔実
施例〕
以下、実施例によシ本発明金具体的に説明する０実施例
中にｐける評価方法は以下のとおυである。Examples include injection molded products, sheet-like molded products, and film-like molded products made of ABS resin. Molded products made of polymethyl methacrylate resin or polycarbonate resin are used in fields that take advantage of their optical or mechanical properties, and require high performance in terms of scratch resistance, abrasion resistance, antistatic property, and antifogging property. Since there are many cases where the composition of the present invention is used, it is preferable to form a node coat or a hardened layer on the surface of the composition. The evaluation method used in the examples described is as follows.
１、耐擦傷性および耐摩耗性
（１）硬度試験・・・・・・ＪＩＳ Ｋ ５４００−１
９７９ Ｋ規定される鉛筆引っかき試験。1. Scratch resistance and abrasion resistance (1) Hardness test...JIS K 5400-1
979 K prescribed pencil scratch test.
（２）摩耗試験・・・・・・ＪＩＳ Ｋ ７２０４−１
９７７に規定される試験機を用いた摩耗試験であり１摩
耗翰Ｃ８−１０に２５０２の荷重を付加した状態で５０
回転したのちの反射率の変化量をＨｅ−Ｎｅレーザ光を
用いて測定し、下記の式によシ求めた値（優）を示す。(2) Wear test...JIS K 7204-1
This is an abrasion test using a testing machine specified in 977, and 50
The amount of change in reflectance after rotation was measured using a He-Ne laser beam, and the value (excellent) determined by the following formula is shown.
（劃 擦傷試験・・・・・・す００ｏＯのスチールウー
ルを３０１１１角の金属棒に装着し％９００ｆの荷重を
付加した状態で塗膜表面上を５０往復させたのち、ヘー
ズメーター（日本精密光学株式会社製、ＳＥＰ−ＭＳ−
３０Ｄ型）を用いて、擦傷試験前後におけるヘーズ値の
増加量を測定し、これをパーセント表示する。ここで、
金属棒を往復させる際の移動速度は１０■／秒、移動距
離は７０ｊ１ｍｌである。(Abrasion test...S00oO steel wool was attached to a 30111 square metal rod, and after applying a load of %900f, it was moved back and forth on the coating surface 50 times. Co., Ltd., SEP-MS-
30D model), the increase in haze value before and after the scratch test was measured and expressed as a percentage. here,
The moving speed of the metal rod when reciprocating was 10 sec/sec, and the moving distance was 70j1 ml.
（４）密着性試験・・・・・・合成樹脂成型品に到達す
る切傷をカッターナイフを用いて、１履間隔で縦横１１
本ずつ設け、合計１００個の基盤目を作る。その上にセ
ロ／・ンテーブを貼り付けたのち、急激に剥し、塗膜が
剥離した基盤目の数を数える。判定基準は以下のとおり
である。(4) Adhesion test: Using a cutter knife, make cuts that reach the synthetic resin molded product 11 times vertically and horizontally at intervals of one shoe.
Set up each book, making a total of 100 foundations. After pasting Cero/Ntave on top of it, it was suddenly peeled off and the number of base lines where the coating had peeled off was counted. The judgment criteria are as follows.
○・・・塗ａが剥離した基盤目が０個の場合
Δ・・・塗膜が剥離した基盤目が１〜５０個の場合
×・・・塗膜が剥離した基盤目が５１〜１００個の場合
２、制電性
（１）半減期測定・・・・・・シシド靜電気株式会社製
スタティックオネストメーターを用い、発生帯電位の半
減期（秒）を測定する。測定は温度２０℃、湿度５０優
の恒温恒湿下で、印加電圧８ＫＶ、印加時間３０秒の条
件下で行う。○...When there are 0 substrates from which the coating a has peeled Δ...When there are 1 to 50 substrates from which the paint film has peeled. In case 2, antistatic properties (1) Half-life measurement: The half-life (seconds) of the generated charged potential is measured using a static honest meter manufactured by Shishido Seidenki Co., Ltd. The measurement is carried out under conditions of constant temperature and humidity at a temperature of 20° C. and a humidity of over 50, with an applied voltage of 8 KV and an application time of 30 seconds.
（２）表面固有抵抗値測定・・・・・・株式会社アドノ
くンテスト製超絶縁抵抗／ａ少電流計ＴＲ−８６０１お
よび測定試料箱ＴＲ−４２を用い、表面固有抵抗値（Ω
）を測定する。(2) Surface specific resistance value measurement...Using the super insulation resistance/a low current meter TR-8601 manufactured by Adonokun Test Co., Ltd. and the measurement sample box TR-42, the surface specific resistance value (Ω
) to measure.
測定は温度２０℃、湿度５０％の恒温恒湿下で、印加電
圧１００Ｖ、印加時間１分の条件下で行う。The measurement is performed under conditions of constant temperature and humidity of 20° C. and 50% humidity, applied voltage of 100 V, and application time of 1 minute.
３、防曇性
防曇性試験・・・・・・試験片を０℃で３０分間放置し
たのち、温度２０℃、湿度６０％の恒温恒湿下に移しか
えて結露の状態を観察する。判定基準は以下のとおりで
ある。3. Anti-fogging property Anti-fogging property test: After the test piece was left at 0°C for 30 minutes, it was transferred to a constant temperature and humidity environment of 20°C and 60% humidity, and the state of dew condensation was observed. The judgment criteria are as follows.
○・・・結露しない状態。○...No condensation.
Δ・・・少し結露する状態。Δ...Slight condensation.
×・・・激しく結露する状態。×: A state of severe condensation.
４、耐久性
高温高温試験・・・・・・試験片を温度８０℃、湿度８
５１１の恒温恒湿下に１０００時間放置したのち、外観
を観察する。判定基準は以下のとおシである。4. Durability high temperature high temperature test... test piece at temperature 80℃, humidity 8
511 at constant temperature and humidity for 1000 hours, and then observe the appearance. The criteria for judgment are as follows.
○・・・外観に変化なし。○...No change in appearance.
Δ・・・僅かな曇りおよび凹凸の発生が認められる。Δ: Slight cloudiness and unevenness are observed.
×・パ激しい曇りおよび凹凸の発生が認められる。×・Pa Severe cloudiness and unevenness are observed.
なお、組成物を構成するモノマーおよび使用する光源を
下記の略号で示した。The monomers constituting the composition and the light source used are indicated by the following abbreviations.
モノマー
Ｐ−６Ａ
Ｐ−４Ａ
Ｍ−３Ａ
Ａ
Ｍ人
ＭＭＡ
ＥＡ
ＨＦＡ
ＭＰＭＰ
ニジペンタエリスリトールペンタアクリレート：ペンタ
エリスリトールテトラアクリレート：トリメチロールプ
ロパントリアクリレート：アクリル酸
：メタクリル酸
：Ｎ、Ｎ−ジメチルアミンエチルメタクリレート：Ｎ、
Ｎ−ジエチルアミノエチルアクリレート：テトラヒドロ
フルフリルアクリレート；２−メチル−１−［４−（メ
チルチオ）フェニルツー２−モルホリノプロパン−に
下記式で示されるメタクリロイルオキシポリオＡＥＧＰ
キシエチレングリコールフォスフェート２−ＭＡＥＰニ
ジメタクリロイルオキシエチルフォスフェートＤＭＡ
：Ｎ、Ｎ−ジメチルアミノエチルアクリレートＮ
ＶＰ ：Ｎ−ビニル−２−ピロリドン光源
Ｈ２：高圧水銀ランプ
ＭＨ：メタルハライドランプ
実施例１〜４および比較例１〜２
第１表に示す組成物を調製し、これらを２−の厚さを有
するメタクリル樹脂板（株式会社クラレ製、商品名バラ
グラス）にバーコード法によシ塗布した。ついで、塗布
面に１２０Ｗ／ｃ７ｎの強度を有する高圧水銀ランプ筐
たけメタルハライドランプを用いて、大気中で照射距離
１５ｍで紫外線を２０秒間照射し、硬化塗膜を形成させ
た。得られた硬化塗膜について種々の評価試験を行った
結果を第１表に示す。Monomer P-6A P-4A M-3A AMA MMA EA HFA MPMP Nidipentaerythritol pentaacrylate: Pentaerythritol tetraacrylate: Trimethylolpropane triacrylate: Acrylic acid: Methacrylic acid: N,N-dimethylamine ethyl methacrylate: N ,
N-diethylaminoethyl acrylate: Tetrahydrofurfuryl acrylate; methacryloyloxypolioAEGP xyethylene glycol phosphate 2-MAEP dimethacryloyl represented by the following formula in 2-methyl-1-[4-(methylthio)phenyl-2-morpholinopropane- Oxyethyl phosphate DMA
:N,N-dimethylaminoethyl acrylate N
VP: N-vinyl-2-pyrrolidone Light source H2: High pressure mercury lamp MH: Metal halide lamp Examples 1 to 4 and Comparative Examples 1 to 2 The compositions shown in Table 1 were prepared, and these had a thickness of 2- It was coated on a methacrylic resin plate (manufactured by Kuraray Co., Ltd., trade name Baraglas) by the barcode method. Next, the coated surface was irradiated with ultraviolet rays for 20 seconds at an irradiation distance of 15 m in the atmosphere using a metal halide lamp with a high-pressure mercury lamp housing having an intensity of 120 W/c7n to form a cured coating film. Table 1 shows the results of various evaluation tests performed on the obtained cured coating films.
実施例５〜８および比較例３〜４
第２表に示す組成物を調製し、３ｍの厚さを有するポリ
カーボネート樹脂板（日本触媒化学工業株式会社製、商
品名工ポカーボ）を用いた以外は実施例１〜４における
と同様の方法で硬化並膜を形成させた。得られた硬化塗
膜について種々の評価試験を行った結果を第２表に示す
。Examples 5 to 8 and Comparative Examples 3 to 4 The compositions shown in Table 2 were prepared, and the experiments were carried out except that a polycarbonate resin plate having a thickness of 3 m (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name Meiko Pocarbo) was used. A cured film was formed in the same manner as in Examples 1-4. Table 2 shows the results of various evaluation tests performed on the obtained cured coating films.
以下余白
第１表および第２表から明らかなように、実施例１〜８
において本発明の組成物により得られた硬化塗膜は耐擦
傷性、耐摩耗性、制電性および防曇性において優れてお
シ、かつ高温高湿下における暴露試験を行ったのちにお
いてもこれらの性能を維持していることがわかる。As is clear from Tables 1 and 2 in the margin below, Examples 1 to 8
The cured coating film obtained from the composition of the present invention was excellent in scratch resistance, abrasion resistance, antistatic property, and antifogging property, and even after an exposure test under high temperature and high humidity, It can be seen that the performance is maintained.
これに対して、比較例１〜４で得られた硬化塗膜につい
ては、電子受容性モノマーＣＢ＞！ｌたは電子供与性モ
ノマー（ｑのいずれかが配合されていないために耐擦傷
性、耐摩耗性、制電性および防曇性のすべてにおいて劣
っておシ、！た高温高湿下における耐久性が低いために
、高温高温試験後の硬化塗膜表面には微細な凹凸および
液状の付着物が多数発生した。On the other hand, for the cured coating films obtained in Comparative Examples 1 to 4, the electron-accepting monomer CB>! Because it does not contain either the electron-donating monomer (q) or the electron-donating monomer (q), it has poor scratch resistance, abrasion resistance, anti-static properties, and anti-fogging properties.Durability under high temperature and high humidity conditions Due to the low hardness, many fine irregularities and liquid deposits were generated on the surface of the cured coating film after the high-temperature test.
本発明によれば、制電性に優れたハードコートまたけ硬
化！膜を与える組成物が提供される。また本発明によれ
ば１合ａ″樹脂威型品の表面に塗布し、ついで硬化する
ことにより、耐擦傷性、耐摩耗性、制電性および防曇性
に優れたハードコートまたは硬化塗膜を形成する組成物
が提供される。According to the present invention, hard coating with excellent antistatic properties can be cured! Compositions are provided that provide films. According to the present invention, a hard coat or cured coating film with excellent scratch resistance, abrasion resistance, antistatic property, and antifogging property is formed by coating the surface of a 1-coa resin product and then curing it. Compositions are provided for forming.
Claims (1)
基からなる群より選ばれる基を３個以上有する多官能モ
ノマー（Ａ）と、アクリロイルオキシ基およびメタクリ
ロイルオキシ基からなる群より選ばれる基を有する電子
受容性モノマー（Ｂ）と、アクリロイルオキシ基、メタ
クリロイルオキシ基およびビニル基からなる群より選ば
れる基を有する電子供与性モノマー（Ｃ）とを含むこと
を特徴とする組成物。 ２、電子受容、性モノマー（Ｂ）がアクリル酸、メタク
リル酸および下記一般式（ I ） （ I ）：▲数式、化学式、表等があります▼ 〔式中、Ｒ＾１は水素原子またはメチル基を表し、Ｒ＾
２は炭素数が４以下のアルキレン基を表し、Ｒ＾３は水
素原子または下記一般式 ▲数式、化学式、表等があります▼ で示される基を表し、ここで、Ｒ＾４は水素原子または
メチル基を表し、Ｒ＾５は炭素数が４以下のアルキレン
基を表し、ｌおよびｍはそれぞれ１〜５の整数である。 〕 で示されるリン酸エステル系モノマーからなる群より選
ばれるモノマーであることを特徴とする請求項１記載の
組成物。 ３、電子供与性モノマー（Ｃ）が下記一般式（II）（I
I）：▲数式、化学式、表等があります▼ 〔式中、Ｒ＾６は水素原子またはメチル基を表し、Ｒ＾
７およびＲ＾８はそれぞれ水素原子または炭素数が４以
下のアルキル基を表し、ｎは１〜５の整数である。〕 で示されるモノマーであることを特徴とする請求項１記
載の組成物。[Claims] 1. A polyfunctional monomer (A) having three or more groups selected from the group consisting of an acryloyloxy group and a methacryloyloxy group, and a group selected from the group consisting of an acryloyloxy group and a methacryloyloxy group. and an electron-donating monomer (C) having a group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group, and a vinyl group. 2. Electron-accepting monomer (B) is acrylic acid, methacrylic acid, and the following general formula (I) (I): ▲ Numerical formulas, chemical formulas, tables, etc. are available▼ [In the formula, R^1 is a hydrogen atom or a methyl group represents R^
2 represents an alkylene group having 4 or less carbon atoms, and R^3 represents a hydrogen atom or a group represented by the following general formula ▲ Numerical formulas, chemical formulas, tables, etc. are available, where R^4 represents a hydrogen atom or It represents a methyl group, R^5 represents an alkylene group having 4 or less carbon atoms, and l and m are each an integer of 1 to 5. ] The composition according to claim 1, characterized in that the monomer is selected from the group consisting of phosphoric acid ester monomers represented by the following. 3. The electron-donating monomer (C) has the following general formula (II) (I
I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, R^6 represents a hydrogen atom or a methyl group, and R^
7 and R^8 each represent a hydrogen atom or an alkyl group having 4 or less carbon atoms, and n is an integer of 1 to 5. ] The composition according to claim 1, characterized in that it is a monomer represented by the following.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2077241A JPH0735418B2 (en) | 1990-03-26 | 1990-03-26 | Composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2077241A JPH0735418B2 (en) | 1990-03-26 | 1990-03-26 | Composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03275705A true JPH03275705A (en) | 1991-12-06 |
| JPH0735418B2 JPH0735418B2 (en) | 1995-04-19 |
Family
ID=13628370
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2077241A Expired - Fee Related JPH0735418B2 (en) | 1990-03-26 | 1990-03-26 | Composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0735418B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007231174A (en) * | 2006-03-01 | 2007-09-13 | Shinnakamura Kagaku Kogyo Kk | Ultraviolet curable coating agent |
| JP2010024450A (en) * | 2008-06-18 | 2010-02-04 | Toyobo Co Ltd | Resin composition for hard coat for molding |
| JP2016186034A (en) * | 2015-03-27 | 2016-10-27 | 株式会社ネオス | Hydrophilic active energy ray-curable coating resin composition |
| CN107973879A (en) * | 2016-10-25 | 2018-05-01 | 中国石油化工股份有限公司 | A kind of copolymer and its preparation method and application and nylon composite |
| WO2021167037A1 (en) * | 2020-02-19 | 2021-08-26 | 日産化学株式会社 | Adhesion inhibitor for biomaterials |
| WO2023080165A1 (en) * | 2021-11-02 | 2023-05-11 | 日産化学株式会社 | Adhesion inhibitor for biological substances |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5984964A (en) * | 1982-11-05 | 1984-05-16 | Konishi Kk | Adhesive composition |
| JPS6134083A (en) * | 1984-07-25 | 1986-02-18 | Kuraray Co Ltd | Adhesive |
| JPS636064A (en) * | 1986-06-25 | 1988-01-12 | Mitsubishi Rayon Co Ltd | Coating composition having excellent function |
| JPS6368615A (en) * | 1986-09-09 | 1988-03-28 | Hitachi Chem Co Ltd | Production of hydrophilic crosslinked polymer particle |
| JPS6383117A (en) * | 1986-09-29 | 1988-04-13 | Mitsubishi Rayon Co Ltd | Coating agent composition which can give cured coating |
| JPS63137933A (en) * | 1986-12-01 | 1988-06-09 | Nippon Shokubai Kagaku Kogyo Co Ltd | Coating composition and molded resin article having excellent surface characteristics and produced by coating said composition |
-
1990
- 1990-03-26 JP JP2077241A patent/JPH0735418B2/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5984964A (en) * | 1982-11-05 | 1984-05-16 | Konishi Kk | Adhesive composition |
| JPS6134083A (en) * | 1984-07-25 | 1986-02-18 | Kuraray Co Ltd | Adhesive |
| JPS636064A (en) * | 1986-06-25 | 1988-01-12 | Mitsubishi Rayon Co Ltd | Coating composition having excellent function |
| JPS6368615A (en) * | 1986-09-09 | 1988-03-28 | Hitachi Chem Co Ltd | Production of hydrophilic crosslinked polymer particle |
| JPS6383117A (en) * | 1986-09-29 | 1988-04-13 | Mitsubishi Rayon Co Ltd | Coating agent composition which can give cured coating |
| JPS63137933A (en) * | 1986-12-01 | 1988-06-09 | Nippon Shokubai Kagaku Kogyo Co Ltd | Coating composition and molded resin article having excellent surface characteristics and produced by coating said composition |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007231174A (en) * | 2006-03-01 | 2007-09-13 | Shinnakamura Kagaku Kogyo Kk | Ultraviolet curable coating agent |
| JP2010024450A (en) * | 2008-06-18 | 2010-02-04 | Toyobo Co Ltd | Resin composition for hard coat for molding |
| JP2016186034A (en) * | 2015-03-27 | 2016-10-27 | 株式会社ネオス | Hydrophilic active energy ray-curable coating resin composition |
| CN107973879A (en) * | 2016-10-25 | 2018-05-01 | 中国石油化工股份有限公司 | A kind of copolymer and its preparation method and application and nylon composite |
| WO2021167037A1 (en) * | 2020-02-19 | 2021-08-26 | 日産化学株式会社 | Adhesion inhibitor for biomaterials |
| WO2023080165A1 (en) * | 2021-11-02 | 2023-05-11 | 日産化学株式会社 | Adhesion inhibitor for biological substances |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0735418B2 (en) | 1995-04-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1130046A (en) | Coating composition and a method for producing a synthetic resin molded product having an abrasion resistant surface | |
| US4351881A (en) | Radiation cured acrylate coating method and coated product | |
| JP2873855B2 (en) | Coating composition and method for producing abrasion-resistant synthetic resin molded article using the same | |
| JP3066159B2 (en) | Composition for forming hard coat | |
| JPH03275705A (en) | Composition | |
| JPS636064A (en) | Coating composition having excellent function | |
| JPS6052182B2 (en) | paint composition | |
| JPS6052184B2 (en) | paint composition | |
| JPS5951920A (en) | Flat coating composition excellent in abrasion resistance | |
| JPH03281613A (en) | Composition | |
| KR100373207B1 (en) | Light curable anti-static and abrasion resistant coating composition | |
| JPH05214044A (en) | Composition | |
| JPH04185623A (en) | Composition | |
| JPH05214045A (en) | Composition | |
| JP3061894B2 (en) | Coating composition and method for surface modification of resin molded article | |
| JPH01210433A (en) | Coating composition | |
| JPH06145274A (en) | Composition | |
| JPS59135266A (en) | Matte-finishing coating material composition having excellent wear resistance | |
| JPH01249818A (en) | Photo-curable anti-fogging coating composition | |
| JPS60173023A (en) | Production of synthetic resin molding excellent in abrasion resistance and surface smoothness | |
| JPS63137933A (en) | Coating composition and molded resin article having excellent surface characteristics and produced by coating said composition | |
| JPS60215030A (en) | Production of abrasion-resistant synthetic resin molding | |
| JPH05255462A (en) | Composition | |
| JPH0532807A (en) | Composite polycarbonate molding excellent in surface property and its production | |
| JPH069737A (en) | Composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |