JP2014055199A5 - - Google Patents

Download PDF

Info

Publication number
JP2014055199A5
JP2014055199A5 JP2012199041A JP2012199041A JP2014055199A5 JP 2014055199 A5 JP2014055199 A5 JP 2014055199A5 JP 2012199041 A JP2012199041 A JP 2012199041A JP 2012199041 A JP2012199041 A JP 2012199041A JP 2014055199 A5 JP2014055199 A5 JP 2014055199A5
Authority
JP
Japan
Prior art keywords
monomers
vinyl
monomer
skeleton
present
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
Application number
JP2012199041A
Other languages
Japanese (ja)
Other versions
JP6044206B2 (en
JP2014055199A (en
Filing date
Publication date
Application filed filed Critical
Priority to JP2012199041A priority Critical patent/JP6044206B2/en
Priority claimed from JP2012199041A external-priority patent/JP6044206B2/en
Priority to CN201310411256.7A priority patent/CN103666107B/en
Priority to US14/024,038 priority patent/US9809723B2/en
Priority to EP13183866.6A priority patent/EP2706099B1/en
Publication of JP2014055199A publication Critical patent/JP2014055199A/en
Publication of JP2014055199A5 publication Critical patent/JP2014055199A5/ja
Application granted granted Critical
Publication of JP6044206B2 publication Critical patent/JP6044206B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Description

また本発明は、樹脂型顔料分散剤を対顔料比で30〜100重量%含有することを特徴とする上記活性エネルギー線硬化型インクジェットインキに関する。
また本発明は、EOまたはPO骨格を含有するモノマーをインキ中に40〜90重量%含有することを特徴とする上記活性エネルギー線硬化型インクジェットインキに関する。
また本発明は、上記EOまたはPO骨格を主骨格としたモノマーがアクリル酸2−(2−ビニロキシエトキシ)エチルおよび/またはジプロピレングリコールジアクリレートおよび/またはトリエチレングリコールジビニルエーテルであることを特徴とする上記活性エネルギー線硬化型インクジェットインキに関する。
The present invention also relates to the above active energy ray-curable ink-jet ink comprising a resin-type pigment dispersant in an amount of 30 to 100% by weight based on the pigment.
The present invention also relates to the above active energy ray-curable inkjet ink, wherein the monomer contains an EO or PO skeleton in an amount of 40 to 90% by weight.
The present invention is characterized in that monomers of the EO or PO skeleton as a main skeleton is acrylic acid 2- (2-vinyl Rokishietokishi) ethyl and / or dipropylene glycol diacrylate and / or triethylene glycol divinyl ether The above-mentioned active energy ray-curable inkjet ink.

(モノマー)
本発明に用いるモノマーとしては、目的を妨げない限り、自由に選択することができる。本発明で定義するモノマーとは、活性エネルギー線が照射された後、直接、または光重合開始剤を介して、重合反応を起こす化合物を示す。具体的には、単官能アクリルモノマー、2官能アクリルモノマー、3官能以上のアクリルモノマーなどのアクリルモノマー、またはビニルモノマー、ビニルエーテルモノマー、ビニルエステルモノマー、アクリルとビニルを分子内に包含する異種モノマー、アリルエーテルモノマー、アリルエステルモノマーなどが挙げられる。中でもEOまたはPOを主骨格としたモノマーを用いることが本発明の顔料とあわせて使用する際に良好な硬化性を示し、1Passで硬化させることができるため好ましい。またこれらEOまたはPOを主骨格としたモノマーを使用すると、塗膜としての溶剤耐性も向上することも明らかになった。本発明におけるEOまたはPOを主骨格としたモノマーとは、反応性基である、アクリロイル基や、ビニル基、ビニルエーテル基を除いた部分にEOまたはPO基を含有するモノマーを示す。さらにVEEA(アクリル酸2−(2−ビニロキシエトキシ)エチル)、DPGDA(ジプロピレングリコールジアクリレート)、DVE−3(トリエチレングリコールジビニルエーテル)から選択される2官能モノマーは、本発明の顔料とあわせて使用すると特異的に硬化性が良くなり、1Passでの印刷速度をあげて生産性を向上させることができるのに加え、比較的低粘度であるため吐出安定性にも優れ、高速印刷でも安定吐出ができるため最も好ましい。
(monomer)
The monomer used in the present invention can be freely selected as long as the purpose is not hindered. The monomer defined in the present invention refers to a compound that undergoes a polymerization reaction directly or via a photopolymerization initiator after irradiation with active energy rays. Specifically, acrylic monomers such as monofunctional acrylic monomers, bifunctional acrylic monomers, trifunctional or higher acrylic monomers, or vinyl monomers, vinyl ether monomers, vinyl ester monomers, heterogeneous monomers including acrylic and vinyl in the molecule, allyl Examples thereof include ether monomers and allyl ester monomers. Among them, it is preferable to use a monomer having EO or PO as the main skeleton because it exhibits good curability when used in combination with the pigment of the present invention and can be cured at 1 Pass. It was also found that the use of these monomers with EO or PO as the main skeleton improved the solvent resistance of the coating. The monomer having EO or PO as the main skeleton in the present invention refers to a monomer containing an EO or PO group in a portion other than a reactive group such as an acryloyl group, a vinyl group, or a vinyl ether group. Further VEEA (2- acrylate (2-vinyl Rokishietokishi) ethyl) DPGDA (dipropylene glycol diacrylate), bifunctional monomers selected from DVE-3 (triethylene glycol divinyl ether) is a pigment of the present invention When used together, the curability is improved specifically, and the productivity can be improved by increasing the printing speed at 1 Pass. In addition, it has a relatively low viscosity, so it has excellent ejection stability and high-speed printing. This is most preferable because stable discharge is possible.

(インキの作成)
表3記載の配合量の通りに、各顔料分散物にモノマーをゆっくりと添加し撹拌した。その後、開始剤、禁止剤、添加剤をそれぞれ添加し、シェーカーにて6時間振盪し溶解した。得られた液体をポア径0.5ミクロンのPTFEフィルターで濾過を行い、粗大粒子を除去し、評価インキを作成した。
<原料説明>
DPGDA:ジプロピレングリコールジアクリレート
VEEA:アクリル酸2−(2−ビニロキシエトキシ)エチル
TPGDA:トリプロピレングリコールジアクリレート
アロニックスM−120:2−エチルヘキシルEO変性(n≒2)アクリレート
PEA:フェノキシエチルアクリレート
DVE-3:トリエチレングリコールジビニルエーテル
LA:ラウリルアクリレート
Lucirin TPO:2,4,6-トリメチルベンゾイル-ジフェニル-フォスフィンオキサイド
Irg819:ビス(2,4,6-トリメチルベンゾイル)-フェニルフォスフィンオキサイド
Irg907:2−メチル−1−(4−メチルチオフェニル)−2−モルフォリノプロパン-1-オン
KAYACURE BMS:[4−[(4−メチルフェニル)チオ]フェニル]フェニルメタノン
EPA:4−(ジメチルアミノ)安息香酸エチル
EAB:4,4'−ビス‐(ジメチルアミノ)ベンゾフェノン
BHT:ジブチルヒドロキシトルエン
UV3510:BYK−UV3510
Tego 450:Tego Glide 450
(Ink creation)
As shown in Table 3, the monomer was slowly added to each pigment dispersion and stirred. Thereafter, an initiator, an inhibitor, and an additive were added, and the mixture was shaken on a shaker for 6 hours to dissolve. The obtained liquid was filtered with a PTFE filter having a pore diameter of 0.5 micron to remove coarse particles, and an evaluation ink was prepared.
<Description of raw materials>
DPGDA: Dipropylene glycol diacrylate
VEEA: 2- acrylate (2-vinyl Rokishietokishi) ethyl
TPGDA: Tripropylene glycol diacrylate Aronix M-120: 2-ethylhexyl EO-modified (n≈2) acrylate
PEA: Phenoxyethyl acrylate
DVE-3: Triethylene glycol divinyl ether
LA: Lauryl acrylate
Lucirin TPO: 2,4,6-Trimethylbenzoyl-diphenyl-phosphine oxide
Irg819: Bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide
Irg907: 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one
KAYACURE BMS: [4-[(4-Methylphenyl) thio] phenyl] phenylmethanone
EPA: ethyl 4- (dimethylamino) benzoate
EAB: 4,4'-bis- (dimethylamino) benzophenone
BHT: Dibutylhydroxytoluene
UV3510: BYK-UV3510
Tego 450: Tego Glide 450

Claims (1)

上記EOまたはPO骨格を主骨格としたモノマーがアクリル酸2−(2−ビニロキシエトキシ)エチルおよび/またはジプロピレングリコールジアクリレートおよび/またはトリエチレングリコールジビニルエーテルであることを特徴とする請求項4記載の活性エネルギー線硬化型インクジェットインキ。 Claim monomers the EO or PO skeleton as the main skeleton, characterized in that acrylic acid 2- (2-vinyl Rokishietokishi) ethyl and / or dipropylene glycol diacrylate and / or triethylene glycol divinyl ether 4 The active energy ray-curable inkjet ink described.
JP2012199041A 2012-09-11 2012-09-11 Active energy ray-curable inkjet ink composition Active JP6044206B2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2012199041A JP6044206B2 (en) 2012-09-11 2012-09-11 Active energy ray-curable inkjet ink composition
CN201310411256.7A CN103666107B (en) 2012-09-11 2013-09-11 Activation-energy-ray-curable inkjet ink composition
US14/024,038 US9809723B2 (en) 2012-09-11 2013-09-11 Active energy ray-curable inkjet ink composition
EP13183866.6A EP2706099B1 (en) 2012-09-11 2013-09-11 Active energy ray-curable inkjet ink composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2012199041A JP6044206B2 (en) 2012-09-11 2012-09-11 Active energy ray-curable inkjet ink composition

Publications (3)

Publication Number Publication Date
JP2014055199A JP2014055199A (en) 2014-03-27
JP2014055199A5 true JP2014055199A5 (en) 2014-07-17
JP6044206B2 JP6044206B2 (en) 2016-12-14

Family

ID=50612804

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2012199041A Active JP6044206B2 (en) 2012-09-11 2012-09-11 Active energy ray-curable inkjet ink composition

Country Status (1)

Country Link
JP (1) JP6044206B2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6590302B2 (en) * 2018-01-23 2019-10-16 セイコーエプソン株式会社 Ultraviolet curable inkjet composition and container
JP7107293B2 (en) * 2019-09-20 2022-07-27 セイコーエプソン株式会社 Inkjet method and inkjet device

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3985459B2 (en) * 2001-02-19 2007-10-03 東洋インキ製造株式会社 Active energy ray curable inkjet ink
JP3461501B1 (en) * 2002-06-10 2003-10-27 株式会社日本触媒 Active energy ray-curable ink for inkjet printing
JP4204333B2 (en) * 2003-01-20 2009-01-07 株式会社日本触媒 Active energy ray-curable composition and inkjet ink
JP2005015770A (en) * 2003-04-25 2005-01-20 Fuji Photo Film Co Ltd Ink composition for inkjet-recording and method for inkjet-recording
WO2006041004A1 (en) * 2004-10-08 2006-04-20 Hitachi Maxell, Ltd. Energy ray-curable ink composition
JP4815852B2 (en) * 2005-04-15 2011-11-16 東洋インキScホールディングス株式会社 Active energy ray-curable inkjet ink composition
JP2006348206A (en) * 2005-06-17 2006-12-28 Toyo Ink Mfg Co Ltd Active energy ray-curable type ink-jet ink composition
JP2007007949A (en) * 2005-06-29 2007-01-18 Fujifilm Holdings Corp Active energy curing ink jet recorder and its recording method
JP2008189758A (en) * 2007-02-02 2008-08-21 Toyo Ink Mfg Co Ltd Electroconductive ink, electroconductive circuit and non-contacting type media
JP2008274022A (en) * 2007-04-25 2008-11-13 Fujifilm Corp Pigment, pigment dispersion composition, curable composition, color filter, and its manufacturing method
JP5350827B2 (en) * 2009-02-09 2013-11-27 富士フイルム株式会社 Ink composition and inkjet recording method
EP2230283B1 (en) * 2009-03-18 2014-07-02 Konica Minolta IJ Technologies, Inc. Actinic energy radiation curable ink-jet ink and ink-jet recording method
JP5609321B2 (en) * 2010-06-30 2014-10-22 東洋インキScホールディングス株式会社 Active energy ray-curable ink composition
JP5821197B2 (en) * 2011-01-26 2015-11-24 コニカミノルタ株式会社 Active energy ray curable inkjet ink composition, active energy ray curable inkjet ink, and inkjet recording method
JP4893859B1 (en) * 2011-01-28 2012-03-07 東洋インキScホールディングス株式会社 Coloring composition for color filter, and color filter
JP5786389B2 (en) * 2011-03-16 2015-09-30 東洋インキScホールディングス株式会社 Active energy ray-curable inkjet ink composition

Similar Documents

Publication Publication Date Title
JP6038954B2 (en) Amino photoreactive binder
CN101193926B (en) Low extractable radiation curable compositions containing aminoacrylates
JP2014070135A5 (en)
KR20140119743A (en) Photo-reactive binder
JP2011527027A5 (en)
JPWO2014041940A1 (en) Curable composition and image forming method
JP2020024448A5 (en)
JP2015512460A (en) Method for activating polymerizable composition, polymerization system and product formed thereby
JP2014118442A (en) Curable composition and polymerizable compound
JP2009052010A5 (en)
US20170283631A1 (en) Fast curing uv inkjet inks based on hyper-branched polyester acrylates
JP2013503931A5 (en)
JP2008242414A5 (en)
CN105008467A (en) Active energy ray-curable offset printing ink composition
EP3327095A1 (en) Ink composition for 3d printing support and 3d printing manufacturing method using same
JP2012513496A5 (en)
US11529302B2 (en) Composition, artificial nail composition, nail decoration material, artificial nail, stored container, image forming apparatus, and image forming method
RU2014122731A (en) ELECTRODE BINDING COMPOSITION
JP2014055199A5 (en)
JP2012212054A5 (en)
JP2015080921A5 (en)
JP6405657B2 (en) Active energy ray curable lithographic printing ink and printed matter thereof
JP5689614B2 (en) Active energy ray-curable inkjet ink composition and printed matter
JP2014015572A (en) Active energy ray-curable ink and printed matter
TW200611936A (en) Inkjet ink binder and inkjet ink composition