JPH01123875A - Photocurable coating agent - Google Patents
Photocurable coating agentInfo
- Publication number
- JPH01123875A JPH01123875A JP62282195A JP28219587A JPH01123875A JP H01123875 A JPH01123875 A JP H01123875A JP 62282195 A JP62282195 A JP 62282195A JP 28219587 A JP28219587 A JP 28219587A JP H01123875 A JPH01123875 A JP H01123875A
- Authority
- JP
- Japan
- Prior art keywords
- coupling agent
- metallic pigment
- paste
- ink
- powder
- 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
- 239000011248 coating agent Substances 0.000 title claims abstract description 11
- 239000007822 coupling agent Substances 0.000 claims abstract description 24
- 239000000049 pigment Substances 0.000 claims abstract description 20
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 5
- 229930195729 fatty acid Natural products 0.000 claims abstract description 5
- 239000000194 fatty acid Substances 0.000 claims abstract description 5
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 5
- 229910000077 silane Inorganic materials 0.000 claims abstract description 5
- 229910052726 zirconium Inorganic materials 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 19
- 238000000576 coating method Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 4
- 239000000843 powder Substances 0.000 abstract description 8
- 229920005989 resin Polymers 0.000 abstract description 5
- 239000011347 resin Substances 0.000 abstract description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract description 3
- 235000021355 Stearic acid Nutrition 0.000 abstract description 3
- 239000003999 initiator Substances 0.000 abstract description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract description 3
- 239000008117 stearic acid Substances 0.000 abstract description 3
- 229920000180 alkyd Polymers 0.000 abstract description 2
- 239000011230 binding agent Substances 0.000 abstract description 2
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003208 petroleum Substances 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 2
- 238000000016 photochemical curing Methods 0.000 abstract 2
- 239000004034 viscosity adjusting agent Substances 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 30
- 239000000178 monomer Substances 0.000 description 20
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 13
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000010931 gold Substances 0.000 description 5
- 229910052737 gold Inorganic materials 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000010894 electron beam technology Methods 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 241001147388 Uncia Species 0.000 description 2
- 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 2
- UMHKOAYRTRADAT-UHFFFAOYSA-N [hydroxy(octoxy)phosphoryl] octyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OP(O)(=O)OCCCCCCCC UMHKOAYRTRADAT-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- -1 alkyl acetoacetates Chemical class 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- IEKHISJGRIEHRE-UHFFFAOYSA-N 16-methylheptadecanoic acid;propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)CCCCCCCCCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O IEKHISJGRIEHRE-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZDZYGYFHTPFREM-UHFFFAOYSA-N 3-[3-aminopropyl(dimethoxy)silyl]oxypropan-1-amine Chemical compound NCCC[Si](OC)(OC)OCCCN ZDZYGYFHTPFREM-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 description 1
- KNTKCYKJRSMRMZ-UHFFFAOYSA-N 3-chloropropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCl KNTKCYKJRSMRMZ-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- 239000004593 Epoxy Substances 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
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- YNTQTLGBCMXNFX-UHFFFAOYSA-N [5-ethyl-2-(2-methyl-1-prop-2-enoyloxypropan-2-yl)-1,3-dioxan-5-yl]methyl prop-2-enoate Chemical compound C=CC(=O)OCC1(CC)COC(C(C)(C)COC(=O)C=C)OC1 YNTQTLGBCMXNFX-UHFFFAOYSA-N 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XMQYIPNJVLNWOE-UHFFFAOYSA-N dioctyl hydrogen phosphite Chemical compound CCCCCCCCOP(O)OCCCCCCCC XMQYIPNJVLNWOE-UHFFFAOYSA-N 0.000 description 1
- XHWQYYPUYFYELO-UHFFFAOYSA-N ditridecyl phosphite Chemical compound CCCCCCCCCCCCCOP([O-])OCCCCCCCCCCCCC XHWQYYPUYFYELO-UHFFFAOYSA-N 0.000 description 1
- 238000001227 electron beam curing Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔発明の目的〕
(産業上の利用分野)
本発明は、紫外線や電子線などを照射した場合に硬化し
得る金属顔料を含有する光硬化性被覆剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Object of the Invention] (Industrial Application Field) The present invention relates to a photocurable coating containing a metal pigment that can be cured when irradiated with ultraviolet rays, electron beams, or the like.
(従来の技術)
従来、金属光沢を有する印刷物を得る為に、一つの方法
として金工インキと呼ばれる3表面に粘着性を持つイン
キにて印刷をしておき、その上に金粉を振りかけたり、
又は印刷直前に金属粉または金属顔料ペーストをビヒク
ルと混合し、インキとして印刷する方法が多(の印刷所
では実施されていた。しかし、これらは作業能率や環境
衛生等の点から問題があった。(Prior art) Conventionally, in order to obtain printed matter with a metallic luster, one method is to print with an ink called metalworking ink that has adhesive properties on three surfaces, and then sprinkle gold powder on top of it.
Alternatively, many printing shops have used a method of mixing metal powder or metal pigment paste with a vehicle and printing as ink immediately before printing. However, these methods had problems in terms of work efficiency and environmental hygiene.
その後、金属粉の黒化を防ぐ為の手法などが施され、保
存安定性が良化し、一般に一液型と呼ばれる印刷インキ
が開発されている。例えば特開昭51−115105号
公報にはキシレン樹脂と2官能性p−アルキルフェノー
ルと4官能性フエノールを反応させて得たフェノール変
性キシレン樹脂を用い、これに炭素数16〜18の直鎖
飽和脂肪族アミンを添加した樹脂組成物とステアリン酸
で処理した金属粉を分散させた印刷用金インキ、その他
には特開昭54−152503号公報にはヒートセット
型オフセット輪転機用金インキが開示されている。Since then, methods have been developed to prevent metal powder from turning black, improving storage stability, and a printing ink, generally called a one-component type, has been developed. For example, in JP-A-51-115105, a phenol-modified xylene resin obtained by reacting a xylene resin with a bifunctional p-alkylphenol and a tetrafunctional phenol is used. A gold ink for printing is prepared by dispersing a resin composition containing a group amine and a metal powder treated with stearic acid, and a gold ink for a heat-set rotary offset press is disclosed in JP-A-54-152503. ing.
しかしながら、紫外線や電子線により硬化する紫外線硬
化型インキ(UVインキ)、電子線硬化型インキ(EB
インキ)に於いては使用するビヒクルが。However, there are ultraviolet curing inks (UV inks) and electron beam curing inks (EB inks) that are cured by ultraviolet rays or electron beams.
Ink), the vehicle used.
極めて暗反応を起こし易い事がら一液型の金インキ。One-component gold ink is extremely prone to dark reactions.
シルバーインキを得る事が難しく、更には経時での色相
変化等の面で満足しうるちのは無かったと云える。It can be said that it is difficult to obtain silver ink, and furthermore, there is no silver ink that is satisfactory in terms of hue change over time.
(発明が解決しようとする問題点)
本発明は、金属顔料または金属顔料ペーストとエチレン
性不飽和結合を有するプレポリマーもしくはモノマーと
をプレミックスした組成物を、カップリング剤にて処理
する事により良好な保存安定性を示す事を見い出し本発
明に至ったもので、−液型で。(Problems to be Solved by the Invention) The present invention is characterized by treating a composition obtained by premixing a metal pigment or metal pigment paste with a prepolymer or monomer having an ethylenically unsaturated bond with a coupling agent. It was discovered that it exhibits good storage stability, leading to the present invention. - In liquid form.
しかも高光輝性を実現する光硬化性被覆剤を提供するも
のである。Moreover, the present invention provides a photocurable coating material that achieves high brightness.
(問題を解決するための手段)
本発明は、高級脂肪酸で処理された金属顔料または金属
顔料ペーストおよびエチレン性不飽和二重結合ををする
化合物のプレミックスされた混合物に。SUMMARY OF THE INVENTION The present invention provides a premixed mixture of metal pigments or metal pigment pastes treated with higher fatty acids and compounds that form ethylenically unsaturated double bonds.
力、ブリング剤を添加してなる光硬化性用金属顔料組成
物を含有する光硬化性被覆剤であり、さらには。The present invention is a photocurable coating material containing a photocurable metal pigment composition to which a bling agent is added.
カップリング剤がシラン系、チタネート系、アルミニウ
ム系およびジルコニウム系から選ばれる少なくとも1種
のカンプリング剤である光硬化性被覆剤である。The present invention is a photocurable coating material in which the coupling agent is at least one coupling agent selected from silane, titanate, aluminum, and zirconium.
本発明に係る金属顔料としては何でも良く1例としては
最も汎用的であるアルミニウムパウダー、銅−亜鉛(真
ちゅう)粉があり、これをステアリン酸やオレイン酸な
どの高級脂肪酸で処理を施した金属粉、更にはこの金属
粉に0例えばミネラルスピリット等の高沸点溶剤を用い
、ハンドリング、飛散性を良くしたペースト等がある。Any metal pigment can be used as the metal pigment according to the present invention, and examples include aluminum powder and copper-zinc (brass) powder, which are the most commonly used. Metal pigments that are treated with higher fatty acids such as stearic acid and oleic acid can be used as the metal pigment. Furthermore, there are pastes that use a high boiling point solvent such as mineral spirit for this metal powder to improve handling and scattering properties.
またこれら金粉やペーストを共にプレミックスするプレ
ポリマーやモノマーは何でも良く、特に限定はしないが
作業性の良さから低粘度のものが好ましい。例えば、p
−アルキルフェノールアクリレートや脂肪族多価アルコ
ールのアクリレート、更には。Further, any prepolymer or monomer used to premix these gold powders and pastes may be used, and although not particularly limited, those with low viscosity are preferred from the viewpoint of good workability. For example, p
- Alkylphenol acrylates and acrylates of aliphatic polyhydric alcohols, as well as acrylates of aliphatic polyhydric alcohols.
エチレンオキサイド(EO)、プロピレンオキサイド(
P O)などを付加したもの、脂肪酸で変性したものま
たはこれらモノマーで希釈したプレポリマー等である。Ethylene oxide (EO), propylene oxide (
These include those added with P O), those modified with fatty acids, and prepolymers diluted with these monomers.
本発明で使用されるカップリング剤としては、シラン系
、チタネート系、アルミニウム系またはジルコニウム系
のカップリング剤である。好ましくは。The coupling agent used in the present invention is a silane-based, titanate-based, aluminum-based, or zirconium-based coupling agent. Preferably.
シラン系またはチタネート系カップリング剤である。A silane-based or titanate-based coupling agent.
これらのカップリング剤の1例を挙げる。An example of these coupling agents will be given below.
ビニルトリエトキシシラン、ビニルトリス(β−メトキ
シ・エトキシ)シラン、β−(3,4−エポキシシクロ
ヘキシル)エチルトリメトキシシラン。Vinyltriethoxysilane, vinyltris(β-methoxyethoxy)silane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane.
γ−グリシドキシプロピルトリメトキシシラン、γ−メ
タクリルオキシプロピルトリメトキシシラン。γ-glycidoxypropyltrimethoxysilane, γ-methacryloxypropyltrimethoxysilane.
N−β (アミノエチル)−γ−アミノプロピルトリメ
トキシシラン、N−β(アミノエチル)−r−アミノプ
ロピルメチルジメトキシシラン、γ−アミノプロピルト
リエトキシシラン、γ−クロロプロピルトリメトキシシ
ラン、γ−メルカプトプロピルトリメトキシシラン、ビ
ニルトリクロロシラン、T−クロロプロピルメチルジク
ロロシラン、γ−クロロプロピルメチルジメトキシシラ
ン、T−クロロブーピルメチルジェトキシシラン、T−
グリシドキシプロピルメチルジメトキシシラン、γ−メ
タクリロキシプロピルメチルジメトキシシラン、T−ウ
レイドプロピルトリエトキシシラン、イソプロピルトリ
イソステアロイルチタネート、イソプロピルトリデシル
ベンゼンスルホニルチタネート、イソプロピルトリス(
ジオクチルパイロホスフェート)チタネート。N-β (aminoethyl)-γ-aminopropyltrimethoxysilane, N-β(aminoethyl)-r-aminopropylmethyldimethoxysilane, γ-aminopropyltriethoxysilane, γ-chloropropyltrimethoxysilane, γ- Mercaptopropyltrimethoxysilane, vinyltrichlorosilane, T-chloropropylmethyldichlorosilane, γ-chloropropylmethyldimethoxysilane, T-chlorobutylmethyljethoxysilane, T-
Glycidoxypropylmethyldimethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, T-ureidopropyltriethoxysilane, isopropyltriisostearoyltitanate, isopropyltridecylbenzenesulfonyltitanate, isopropyltris(
Dioctylpyrophosphate) titanate.
テトライソプロピルビス(ジオクチルホスファイト)チ
タネートテトラオクチルビス(ジトリデシルホスファイ
ト)チタネートテトラ(2,2−ジアリルオキシメチル
−1−ブチル)ビス(ジ−トリデシル)ホスファイトチ
タネート、トリス(ジオクチルパイロホスフェート)エ
チルチタネート、アルキルアセトアセテート・アルミニ
ウム・ジイソプロピレート等である。Tetraisopropyl bis(dioctyl phosphite) titanate Tetra octyl bis(ditridecyl phosphite) titanate Tetra(2,2-diallyloxymethyl-1-butyl) bis(di-tridecyl) phosphite titanate, tris(dioctyl pyrophosphate) ethyl Titanates, alkyl acetoacetates, aluminum diisopropylates, etc.
本発明に係わる光硬化性被覆剤であるインキ、塗料等と
しては、紫外線、電子線などの活性エネルギー線照射で
硬化するインキ、塗料等であり、エチレン性不飽和二重
結合を有するプレポリマー、オリゴマーおよびまたはモ
ノマーを主体とするインキ、重合性不飽和二重結合を有
しない樹脂および重合性不飽和二重結合を有するモノマ
ーを主体とするインキ。Inks, paints, etc. that are photocurable coating materials according to the present invention are inks, paints, etc. that are cured by irradiation with active energy rays such as ultraviolet rays and electron beams, and include prepolymers having ethylenically unsaturated double bonds, An ink mainly composed of oligomers and/or monomers, an ink mainly composed of a resin having no polymerizable unsaturated double bonds, and a monomer having polymerizable unsaturated double bonds.
重合性不飽和二重結合を有するプレポリマーを主体とす
るインキなどが例示できる。Examples include inks mainly composed of prepolymers having polymerizable unsaturated double bonds.
被覆剤において、バインダーとしてアルキッドアクリレ
ート、エポキシアクリレート9 ウレタンアクリレート
ジアリルフタレートプレポリマー、フ工ニルノボラン
ク系多官能アリルエーテル等が共に用いられが、その他
石油樹脂、ロジン変性フェノール樹脂等光硬化性を有さ
ないものもある。また、紫外線を用いて硬化する際には
各種光反応開始剤、増感剤を混合出来る。また色相を若
干変える為の有機。In coating materials, alkyd acrylates, epoxy acrylates, urethane acrylates, diallyl phthalate prepolymers, phenyl novolanc-based polyfunctional allyl ethers, etc. are used as binders, but other materials such as petroleum resins, rosin-modified phenolic resins, etc. that do not have photocurability are used. There are some things. Furthermore, various photoreaction initiators and sensitizers can be mixed when curing using ultraviolet rays. Also organic to slightly change the hue.
無機顔料も添加出来る。その他粘度調整用にモノマー或
いは有機溶剤を混合しても良い。更に流動性その他物性
向上の為の添加剤を混合してもよく、かかる添加剤には
、前述の各種カップリング剤も含まれる。Inorganic pigments can also be added. Other monomers or organic solvents may be mixed for viscosity adjustment. Furthermore, additives for improving fluidity and other physical properties may be mixed, and such additives include the various coupling agents described above.
以下1本発明を実施例に従い説明する。The present invention will be explained below with reference to examples.
実施例1 以下の重量比率で処理ペーストを作成した。なお。Example 1 A treated paste was prepared with the following weight ratios. In addition.
金粉とモノマーとは予めプレミックスしておいた。Gold powder and monomer were premixed in advance.
金粉 75
七ツマ−23
カップリング剤 2
この処方のうち金粉、モノマー、カップリング剤は下の
通りである。Gold powder 75 Nanatsuma-23 Coupling agent 2 The gold powder, monomer, and coupling agent in this formulation are as follows.
G1 ベールゴールド5550 (福田金属■製、5号
色金粉)
G2 #3000スーパーリンチゴールド(西独エカル
社製、7号色金粉)
〔モノマー〕
Ml アロニフクスM−117(東亜合成■製。G1 Beer Gold 5550 (manufactured by Fukuda Kinzoku ■, No. 5 color gold powder) G2 #3000 Super Lynch Gold (manufactured by West German Ekal Co., Ltd., No. 7 color gold powder) [Monomer] Ml Aronifukus M-117 (manufactured by Toagosei ■).
七ツマ−) M2 5R−355(アメリカサートマー社製。Nanatsuma) M2 5R-355 (manufactured by American Sartomer).
モノマー)
M3 KAYARAD R−604(日本化薬e
i製、モノマー)
M4 NKエステル A−BPE−4(新中村化学
■製、モノマー)
〔カップリング剤〕
CI シリコンA−1120(日本ユニカ■製、シラン
カップリング剤)
C02シリコンKBM503(信越化学工業■製。monomer) M3 KAYARAD R-604 (Nippon Kayaku e
(manufactured by Nippon Unica, monomer) M4 NK ester A-BPE-4 (manufactured by Shin-Nakamura Chemical, monomer) [Coupling agent] CI Silicon A-1120 (manufactured by Nippon Unica, silane coupling agent) C02 Silicon KBM503 (manufactured by Shin-Etsu Chemical) ■Made by.
シランカップリング剤)
C3シリコンA−172(日本ユニカー製、シランカッ
プ剤)
C4TPT(三菱ガス化学■製、チタンカップリング剤
)
C5オルガチソクスZA60(松本製薬工業側型、ジル
コニウムカップリング剤)
C6アルミキレートM(用研ファインケミカル■製、ア
ルミニウムカップリング剤)
〔処方表〕
この様にして得た処理ペーストを下記メジウムと混合し
インキ化した。Silane coupling agent) C3 Silicon A-172 (manufactured by Nippon Unicar, silane coupling agent) C4TPT (manufactured by Mitsubishi Gas Chemical ■, titanium coupling agent) C5 Orgatysox ZA60 (manufactured by Matsumoto Pharmaceutical Co., Ltd., zirconium coupling agent) C6 aluminum chelate M (manufactured by Yoken Fine Chemical ■, aluminum coupling agent) [Prescription table] The treated paste thus obtained was mixed with the following medium to form an ink.
但し比較例1−1に於いてはモノマーM1をインキ化時
に添加する様にし、また1−7に於いてはモノマーをイ
ンキ化時に、またC1をインキ化後に添加し、従って実
施例と比較例に於いて処方上の差は無い。However, in Comparative Example 1-1, monomer M1 was added during ink formation, and in 1-7, monomer was added during ink formation, and C1 was added after ink formation. There is no difference in prescription.
KAYARAD DPHA (日本化薬■製、モノマ
RIPOXY1519X2 (昭和高分子化学■製。KAYARAD DPHA (manufactured by Nippon Kayaku ■, monomer RIPOXY1519X2 (manufactured by Showa Kobunshi Kagaku ■).
エポキシアクリレート)27
イルガキュア907(チバガイギー社製、光反応開始剤
) 3、ッゾ7
.ノン 2このメジウムは
三本ロールにて練肉する事により得られ、これとさき程
の処理ペーストを1/1で混合する事により一液型全イ
ンキを得た。Epoxy acrylate) 27 Irgacure 907 (manufactured by Ciba Geigy, photoreaction initiator) 3, ZZO 7
.. Non-2 This medium was obtained by kneading with three rolls, and by mixing it with the previously treated paste at a ratio of 1:1, a one-component all-ink was obtained.
この様にして得た金インキを旧放置後のゲル化有無及び
明製作所製R1テスターを用いインキ0.4ccをコー
トボール紙に展色し、硬化型を80W/cm2灯のラン
プ下を30m/分の下で硬化させ、硬化型を指頭でのこ
すれ落ちで、また光輝性を村上色彩研究所製グロスメー
ターにて測定した結果を示す。The gold ink obtained in this way was checked for gelation after being left for a long time, and 0.4 cc of the ink was spread on coated cardboard using an R1 tester made by Mei Seisakusho. The results are shown below, where the cured type was rubbed off with the tip of a finger, and the brightness was measured using a gloss meter manufactured by Murakami Color Research Institute.
また金粉の代わりに金属顔料ペーストを使用したものも
保存安定性に優れていた。Also, products using metal pigment paste instead of gold powder also had excellent storage stability.
実施例2
以下の比率で処理ペーストを作成した。なお、アルミペ
ーストとモノマーとは予めプレミックスしておいた。Example 2 A treated paste was prepared in the following proportions. Note that the aluminum paste and monomer were premixed in advance.
アルミペースト 0231M
(東洋アルミ■製アルミペースト) 50モノ
マー 48カツプリング
剤 2この処方のうちモノ
マー、カップリング剤は下の通りである。Aluminum paste 0231M (Aluminum paste manufactured by Toyo Aluminum ■) 50 monomers 48 coupling agents 2 The monomers and coupling agents in this recipe are as follows.
モノマー実施例1と同様にM1〜M4.またカップリン
グ剤も01〜C5であり実施例1と同様である。Similar to monomer example 1, M1 to M4. Further, the coupling agents were also 01 to C5, which were the same as in Example 1.
この様にして得た処理ペーストを下記メジウムと混合し
インキ化した。但し比較例2−1に於いては。The treated paste thus obtained was mixed with the following medium to form an ink. However, in Comparative Example 2-1.
カップリング剤(C1)をインキ化後添加し、2−2〜
2−6に於いてはモノマー(Ml)をインキ化時に添加
する様にし、実施例と比較例で処方上に差が無い様にし
た。Coupling agent (C1) is added after ink formation, 2-2~
In No. 2-6, the monomer (Ml) was added at the time of ink formation, so that there was no difference in formulation between the example and the comparative example.
KAYARAD DPHA 20EBEC
RYL DEC657
(ベルギーUCB社プレポリマー)35イルガキユア9
07 3ベンゾフェノン
2このメジウムは三本ロールにて練肉する
事により得られ、これと処理ペーストを6/4で混合す
る事により一液型シルバーインキを得た。KAYARAD DPHA 20EBEC
RYL DEC657 (Belgium UCB company prepolymer) 35 Irgaki Yua 9
07 3benzophenone
2 This medium was obtained by kneading with three rolls, and a one-component silver ink was obtained by mixing this medium with the treated paste in a ratio of 6/4.
これらを実施例1の要領でテストした。These were tested as in Example 1.
またアルミペーストの代わりにアルミ粉を使用したもの
も保存安定性に優れていた。Also, products using aluminum powder instead of aluminum paste had excellent storage stability.
Claims (1)
ーストおよびエチレン性不飽和二重結合を有する化合物
の混合物に、カップリング剤を添加してなる光硬化性用
金属顔料組成物を含有することを特徴とする光硬化性被
覆剤。 2、カップリング剤がシラン系、チタネート系、アルミ
ニウム系およびジルコニウム系から選ばれる少なくとも
1種のカップリング剤である特許請求の範囲第1項記載
の光硬化性被覆剤。[Claims] 1. A photocurable metal pigment composition obtained by adding a coupling agent to a mixture of a metal pigment or metal pigment paste treated with a higher fatty acid and a compound having an ethylenically unsaturated double bond. A photocurable coating material characterized by containing a substance. 2. The photocurable coating material according to claim 1, wherein the coupling agent is at least one coupling agent selected from silane, titanate, aluminum, and zirconium.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62282195A JPH01123875A (en) | 1987-11-10 | 1987-11-10 | Photocurable coating agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62282195A JPH01123875A (en) | 1987-11-10 | 1987-11-10 | Photocurable coating agent |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01123875A true JPH01123875A (en) | 1989-05-16 |
Family
ID=17649310
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62282195A Pending JPH01123875A (en) | 1987-11-10 | 1987-11-10 | Photocurable coating agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01123875A (en) |
-
1987
- 1987-11-10 JP JP62282195A patent/JPH01123875A/en active Pending
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