JPS6348373A - Ink composition curable by actinic radiation - Google Patents
Ink composition curable by actinic radiationInfo
- Publication number
- JPS6348373A JPS6348373A JP61191422A JP19142286A JPS6348373A JP S6348373 A JPS6348373 A JP S6348373A JP 61191422 A JP61191422 A JP 61191422A JP 19142286 A JP19142286 A JP 19142286A JP S6348373 A JPS6348373 A JP S6348373A
- Authority
- JP
- Japan
- Prior art keywords
- rosin
- ink
- curable
- active energy
- energy ray
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 48
- 230000005855 radiation Effects 0.000 title abstract 5
- 229920000642 polymer Polymers 0.000 claims abstract description 29
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 18
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 18
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 6
- 238000012986 modification Methods 0.000 claims description 4
- 230000004048 modification Effects 0.000 claims description 4
- 239000003595 mist Substances 0.000 abstract description 27
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 2
- 238000001459 lithography Methods 0.000 abstract 2
- 239000000976 ink Substances 0.000 description 61
- 239000004925 Acrylic resin Substances 0.000 description 12
- 239000000049 pigment Substances 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 10
- 239000011347 resin Substances 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 229920000178 Acrylic resin Polymers 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 4
- 239000003504 photosensitizing agent Substances 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 3
- -1 benzyl methyl Chemical group 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000007774 anilox coating Methods 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- DMYOHQBLOZMDLP-UHFFFAOYSA-N 1-[2-(2-hydroxy-3-piperidin-1-ylpropoxy)phenyl]-3-phenylpropan-1-one Chemical compound C1CCCCN1CC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1 DMYOHQBLOZMDLP-UHFFFAOYSA-N 0.000 description 1
- BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- XRCRJFOGPCJKPF-UHFFFAOYSA-N 2-butylbenzene-1,4-diol Chemical compound CCCCC1=CC(O)=CC=C1O XRCRJFOGPCJKPF-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 102100024422 GTPase IMAP family member 7 Human genes 0.000 description 1
- 101000833390 Homo sapiens GTPase IMAP family member 7 Proteins 0.000 description 1
- 229930192627 Naphthoquinone Natural products 0.000 description 1
- 229920001079 Thiokol (polymer) Polymers 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
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000003822 epoxy resin Substances 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
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical class C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、活性エネルギー線で硬化する平版輪転印刷用
インキ組成物に関する。更に詳しくは、印刷速度の高速
化時に、インキミストの発生が極めて少ない平版輪転印
刷方式に適する活性エネルギー線硬化性インキ組成物に
関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to an ink composition for lithographic rotary printing that is cured by active energy rays. More specifically, the present invention relates to an active energy ray-curable ink composition suitable for lithographic rotary printing, which generates extremely little ink mist when printing speeds are increased.
（従来の技術）
現在、平版輪転印刷方式はユニット式で多色刷が容易で
あり、かつ高速度印刷に適しているという特徴があるた
め、印刷産業の主要部分を占めている。(Prior Art) At present, the lithographic rotary printing system occupies a major part of the printing industry because it is a unit type, allows easy multicolor printing, and is suitable for high-speed printing.
従来、こうした平版輪転印刷方式に使用されるインキ組
成物は、浸透乾燥によるクイックセット型と、加熱蒸発
乾燥によるヒートセット型とに大別されているが、いず
れのインキ組成物も顔料、樹脂、乾性油、石油系溶剤及
び添加剤より構成されており、しかも石油系溶剤がイン
キ成分中に２５〜４０重星％も含まれていることから、
）８剤蒸発による環境汚染ならびに安全衛生上の問題が
あった。Conventionally, the ink compositions used in such rotary lithographic printing methods are broadly classified into quick-set type, which uses penetration drying, and heat-set type, which uses heating and evaporation drying.All ink compositions contain pigments, resins, It is composed of drying oil, petroleum-based solvents and additives, and since petroleum-based solvents are included in the ink ingredients at 25-40%,
) There were environmental pollution and health and safety problems due to the evaporation of the 8-agent.
こうした現状において、溶剤の蒸発を伴なわないで乾燥
する印刷インキ、例えば活性エネルギー線硬化性インキ
組成物や熱硬化型無溶剤インキ組成物への志向がこのと
ころ強くなって来ている。Under these circumstances, there has recently been a growing trend toward printing inks that dry without solvent evaporation, such as active energy ray-curable ink compositions and thermosetting solvent-free ink compositions.
ところで、活性エネルギー線硬化性インキ組成物のビヒ
クル成分としての樹脂は、既に数多く開発されている。Incidentally, many resins have already been developed as vehicle components of active energy ray-curable ink compositions.
例えば、エポキシ変性アクリル樹脂、ポリエステル変性
アクリル樹脂、ウレタン変性アクリル樹脂等が挙げられ
る。Examples include epoxy-modified acrylic resin, polyester-modified acrylic resin, and urethane-modified acrylic resin.
そのためこれらを−成分とした活性エネルギー線硬化性
インキ組成物も既に提案されている。Therefore, active energy ray-curable ink compositions containing these components have already been proposed.
活性エネルギー線硬化性インキ組成物は一般的に、（１
）硬化速度が速い（高効率） 、（２）無溶剤で使用が
出来る（無公害）、などの利点がある。加うるに活性エ
ネルギー線照射装置の小型化（省エネルギー、省スペー
ス）という技術的利点が加わり、活性エネルギー線硬化
性インキ組成物の特長をさらに高効率に利用する手段と
して印刷速度を高速化する要求が近年強まりつつある。Active energy ray-curable ink compositions generally have (1
) It has the advantages of fast curing speed (high efficiency) and (2) it can be used without solvent (no pollution). In addition, with the addition of the technical advantage of miniaturization of active energy ray irradiation equipment (energy saving, space saving), there is a demand for faster printing speeds as a means to more efficiently utilize the features of active energy ray curable ink compositions. has become stronger in recent years.
また、一般的な印刷速度は、８０〜２００ｍ／分の範囲
にあるといわれており、実用されている高速印刷速度は
、約３００〜４００ｍ／分といわれている。しかしなが
ら近年に於ける平版輪転印刷速度の高速化目標は、約５
００〜６００ｍ／分とされている。Further, the general printing speed is said to be in the range of 80 to 200 m/min, and the high speed printing speed in practical use is said to be about 300 to 400 m/min. However, in recent years, the goal of increasing the speed of lithographic rotary printing is approximately 5
00 to 600 m/min.
（発明が解決しようとする問題点）
従来提案されている前記活性エネルギー線硬化性インキ
組成物は、高効率、無公害化及び省エネルギー等の利点
が多いにもかかわらず、平版輪転印刷時にインキミスト
が発生するという欠点があった。(Problems to be Solved by the Invention) Although the active energy ray-curable ink compositions that have been proposed so far have many advantages such as high efficiency, non-pollution, and energy saving, they do not cause ink mist during lithographic rotary printing. There was a drawback that this occurred.
また、汎用されている活性エネルギー線硬化性インキ組
成物は、一般的な平版輪転印刷速度の範囲（８０〜２０
０ｍ／分）においても、インキミスト量生し、印刷速度
を・速くする程ミストの量も多（なるという欠点がさけ
られなかった。In addition, the active energy ray-curable ink compositions that are widely used are within the general lithographic rotary printing speed range (80 to 20
Even at 0 m/min), a large amount of ink mist is produced, and as the printing speed is increased, the amount of mist becomes larger.
しかしてインキミストの発生は、印刷が屋内という限ら
れた空間で行われるため、印刷物汚損という重大な欠陥
に加えて、屋内空気をも汚染し、そのため労働安全衛生
上からも問題となっていた。However, since printing is carried out indoors, which is a limited space, ink mist not only causes serious defects such as staining of printed matter, but also contaminates the indoor air, which also poses a problem from an occupational safety and health perspective. .
従って、印刷速度の高速化を目標とした平版輪転印刷用
活性エネルギー線硬化性インキ組成物においては、イン
キミストの発生抑制が強く要望されている。Therefore, in active energy ray-curable ink compositions for lithographic rotary printing aimed at increasing printing speeds, it is strongly desired to suppress the generation of ink mist.
（問題点を解決するための手段）
本発明は、前記の如き従来技術の問題点を解消もしくは
改良するために成されたものである。(Means for Solving the Problems) The present invention has been accomplished in order to solve or improve the problems of the prior art as described above.
即ち、本発明は、ロジン成分で変性した活性エネルギー
線硬化性ポリマーをビヒクルとして含んだ平版輪転印刷
用活性エネルギー線硬化性インキ組成物を提供しようと
するものである。That is, the present invention provides an active energy ray curable ink composition for lithographic rotary printing, which contains an active energy ray curable polymer modified with a rosin component as a vehicle.
本発明の活性エネルギー線硬化性インキ組成物は、ロジ
ン変性活性エネルギー線硬化性ポリマー（以下ロジン変
性ポリマーと略記する）を必須成分とし、其の他のビヒ
クル成分として、必要により他の活性エネルギー線硬化
性ポリマー、オリゴマー、千ツマー１改質樹脂等を含み
、さらに其の他の成分として光増感剤、重合禁止剤、其
の他必要によりｒｎ料等の着色剤や補助剤等を含有して
なる組成物に関するものである。The active energy ray-curable ink composition of the present invention has a rosin-modified active energy ray-curable polymer (hereinafter abbreviated as rosin-modified polymer) as an essential component, and other active energy rays as other vehicle components. Contains curable polymers, oligomers, modified resins, etc., and further contains other components such as photosensitizers, polymerization inhibitors, and coloring agents such as RN additives and auxiliary agents as necessary. The present invention relates to a composition comprising:
本発明に於て使用する、前記ロジン変性ポリマー並びに
その他のビヒクル成分は、分子中に少なくとも１個の重
合性二重結合を有する、モノ （メタ）アクリルレート
系化合物である。The rosin-modified polymer and other vehicle components used in the present invention are mono(meth)acrylate compounds having at least one polymerizable double bond in the molecule.
本発明に使用する前記ロジン変性ポリマーとしては、例
えばロジン変性エポキシアクリレート、ロジン変性ポリ
エステルアクリレート、ロジン変性ウレタンアクリレー
トなどからなるもので、例えばＫＵ−１０１Ｃロジン含
有量６８重量％：荒用化学工業（株製商品名）、ＫＵ−
１０２（ロジン含有量２８重量％：荒用化学工業■製商
品名〕、パンビームＵＶ−２２Ｃロジン含有ｆｆ１ｌＯ
ｘｉ％：種層化成（ｌｔＩ製商品名〕などが挙げられる
。また、前記ロジン変性ポリマー以外の活性エネルギー
線硬化性ポリマーあるいはオリゴマーとしては、例えば
、アニロ・２クスＭ５７００ ［東亜合成（（勾製商品
名〕、アニロックスＭ６４００ （同上）、ＥＢＥＣＲ
ＹＬ −ＤＥＣ７７０（ベルギーＵＣＢ社製商品名）、
ダイヤビームＵＫ４００３ 〔三菱レーヨン（ｉ蜀製商
品名〕などのポリエステル変性エクリル樹脂：ユニディ
ックＶ−５５００Ｃ大日本インキ化学工業■裂開品名〕
、リポキシ５Ｐ−１５０９Ｃ昭和高分子＠裂開品名〕な
どのエポキシ変性アクリル樹脂：アニロフクスＭ１２０
０ （東亜合成＠裂開品名） 、ｔｌＶＩＴ）ＩＡＮ７
８３ （チオコール社製商品名〕、ダイヤビームＵＫ−
６０５３（三菱レーヨン（構製商品名〕などのウレタン
変性アクリル樹脂：アロニソクスＭ７１００（東亜合成
（＋２）製部品名〕、ＥＢＥＣＲＹＬ ７５４ （ベ
ルギーＵＣＢ社製商品名）、ＬへＲＯＭＥＲ−ＰＥ５５
Ｆ （Ｂ Ａ Ｓ Ｆ社製商品名）などのポリアクリ
ル樹脂：フィンビーム１０１ 〔日本ゼオン■製商品名
） 、Ｐｏ１ｙ ｂｄ−Ｒ４５Ａ ＣＲ（出光石油化学
■裂開品名〕などのポリブタジェン変性アクリル樹脂：
その他、不飽和ポリエステル樹脂、アルキド変性アクリ
ル樹脂、不飽和基含有ポリオレフィン樹脂などの公知の
活性エネルギー線硬化性ポリマーあるいはオリゴマーな
どが挙げられる。The rosin-modified polymer used in the present invention includes, for example, rosin-modified epoxy acrylate, rosin-modified polyester acrylate, rosin-modified urethane acrylate, etc. For example, KU-101C rosin content 68% by weight: Arayo Kagaku Kogyo Co., Ltd. product name), KU-
102 (rosin content 28% by weight: trade name manufactured by Arayo Kagaku Kogyo ■), Panbeam UV-22C rosin-containing ff1lO
xi%: Examples include Seikoyakasei (trade name manufactured by ltI). In addition, active energy ray-curable polymers or oligomers other than the rosin-modified polymer include, for example, Anilo 2x M5700 [Toagosei (trade name manufactured by Toagosei). Product name], Anilox M6400 (same as above), EBECR
YL-DEC770 (product name manufactured by UCB in Belgium),
Diabeam UK4003 [Polyester-modified ecrylic resin such as Mitsubishi Rayon (trade name made by I-Shu): Unidic V-5500C Dainippon Ink & Chemicals ■Cracked product name]
, Lipoxy 5P-1509C Showa Polymer @Cracked product name] Epoxy-modified acrylic resin: Anilofx M120
0 (Toagosei @ split product name), tlVIT) IAN7
83 (Product name manufactured by Thiokol), Diabeam UK-
6053 (urethane-modified acrylic resin such as Mitsubishi Rayon (structure product name): Aronisox M7100 (product name manufactured by Toagosei (+2)), EBECRYL 754 (product name manufactured by UCB in Belgium), ROMER-PE55 to L
Polyacrylic resins such as F (trade name manufactured by BASF): Polybutadiene-modified acrylic resins such as Finbeam 101 (trade name manufactured by Nippon Zeon), Poly bd-R45A CR (cleavage product name manufactured by Idemitsu Petrochemical):
Other examples include known active energy ray-curable polymers or oligomers such as unsaturated polyester resins, alkyd-modified acrylic resins, and unsaturated group-containing polyolefin resins.
更に、本発明と使用される前記活性エネルギー線硬化性
七ツマ−としては、例えば２−ヒドロキシエチルアクリ
レート、２−ヒドロキシプロピルアクリレート、シクロ
へキシルアクリレート、ポリエチレングリコール４００
ジアクリレート、ポリエチレングリコール２００ジアク
リレート、ジエチレングリコールジアクリレート、ネオ
ペンチルグリコールジアクリレート、１−６ヘキサンジ
オールジアクリレート、トリメチロールプロパントリア
クリレート、ジペンタエリストリールへキサアクリレー
ト、ペンタエリストリールトリアクリレートなどがある
。Furthermore, the active energy ray-curable seven polymers used in the present invention include, for example, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, cyclohexyl acrylate, and polyethylene glycol 400.
Diacrylate, polyethylene glycol 200 diacrylate, diethylene glycol diacrylate, neopentyl glycol diacrylate, 1-6 hexanediol diacrylate, trimethylolpropane triacrylate, dipentaerythryl hexaacrylate, pentaerythryl triacrylate, etc. be.
前記ロジン変性ポリマー、その他の活性工ふルギー線硬
化性ポリマーあるいはオリゴマー及びモノマーは、夫々
１種類のみの使用に限定するものではない。すなわち２
種以上を適宜組合せて使用し、使用ビヒクルの夫々の特
長及びインキ組成物の適性を出すことも可能である。The rosin-modified polymer, other activated polymer ray-curable polymers, oligomers, and monomers are not limited to the use of only one type. That is, 2
It is also possible to use a suitable combination of more than one type to bring out the characteristics of each vehicle used and the suitability of the ink composition.
また、本発明には前記活性エネルギー線硬化性ポリマー
あるいはオリゴマーと相溶性のある公知の樹脂、例えば
エポキシ樹脂、ポリエステル樹脂、アクリル樹脂、セル
ロース系樹脂などをインキ組成物のインキ適性改質を目
的として必要により添加することが出来る。これら改質
樹脂は平均分子量３００００ （重量平均）以上の樹脂
が好ましい。The present invention also includes a known resin that is compatible with the active energy ray-curable polymer or oligomer, such as epoxy resin, polyester resin, acrylic resin, cellulose resin, etc., for the purpose of modifying the ink suitability of the ink composition. It can be added if necessary. These modified resins preferably have an average molecular weight of 30,000 (weight average) or more.
また、本発明に用いられる光増感剤としては、ベンゾイ
ン、ヘンジインメチルエーテル、ベンゾインイソプロピ
ルエーテル、ベンジル、ベンゾフェノン、アンスラキノ
ン、ナフトキノン、クロルアンスラキノン、ミヒラーケ
トン、ベンジルメチルケタール、２．２−ジェトキシア
セトフェノン、２−クロロヘンシフエノン、ベンゾイン
パーオキサイド、２−クロロチオキサンソンなどが挙げ
られる。これらの光増感剤は１種類または２種以上の組
合せで用いることができる。In addition, photosensitizers used in the present invention include benzoin, hengein methyl ether, benzoin isopropyl ether, benzyl, benzophenone, anthraquinone, naphthoquinone, chloranthraquinone, Michler's ketone, benzyl methyl ketal, 2,2-jethoxy Examples include acetophenone, 2-chlorohensiphenone, benzoin peroxide, 2-chlorothioxanthone, and the like. These photosensitizers can be used alone or in combination of two or more.
また、本発明組成物には、ヒドロキノン、ヒドロキノン
モノメチルエーテル、Ｐ−メトキシフェノール、ブチル
ヒドロキノンなどの公知の重合禁止剤を、１種類または
２種以上の組合せで用いることができる。Further, in the composition of the present invention, one kind or a combination of two or more kinds of known polymerization inhibitors such as hydroquinone, hydroquinone monomethyl ether, P-methoxyphenol, and butylhydroquinone can be used.
更に、本発明の組成物には、ジアニンブルーＫＲＯ（山
間色素）、リオノールブルーＧ（東洋インキ）などの青
顔料：
ブリリアントカーミン６ＢＫ （山間色素）、スミ力プ
リントカーミン６Ｂ（住友化学）などの赤顔料：
リオノールイエローＦＧ（東洋インキ）、ピグメントイ
エローＣＲＴ （山間色素）などの黄ｆｐＮＩＪｒ：三
菱カーボンＭＡ−７（三菱化学）などの公知の着色顔料
や、其の他染料等の着色剤を添加することができる。Furthermore, the composition of the present invention includes blue pigments such as Dianine Blue KRO (Yamama Pigment) and Lionol Blue G (Toyo Ink); and red pigments such as Brilliant Carmine 6BK (Yamama Pigment) and Sumiriki Print Carmine 6B (Sumitomo Chemical). Pigment: Yellow fpNIJr such as Lionor Yellow FG (Toyo Ink), Pigment Yellow CRT (Yamama Color): Addition of known coloring pigments such as Mitsubishi Carbon MA-7 (Mitsubishi Chemical), and other colorants such as dyes. can do.
更に本発明の組成物においては、必要に応じて分散剤、
増粘剤、充填剤、体質顔料、溶剤、ワックス等を添加併
用出来る。Furthermore, in the composition of the present invention, a dispersant,
Thickeners, fillers, extender pigments, solvents, waxes, etc. can be added and used together.
前記の如き各成分を、例えばロール練合（ツブシ５μｍ
程度以下）することにより、本発明の所望のインキ組成
物を得ることができる。The above-mentioned components are kneaded, for example, by roll kneading (thickness: 5 μm).
The desired ink composition of the present invention can be obtained by carrying out the following steps.
前述の如く、本発明の平版輪転印刷用活性エネルギー線
硬化性インキ組成物においては、ビヒクル成分としてロ
ジン成分で変性した活性エネルギー線硬化性ポリマーを
必須成分として含有するものであるが、ロジン成分量は
全ビヒクル固形分（ロジン変性ポリマー、其の他必要に
より用いられる活性エネルギー線硬化性ポリマー、オリ
ゴマー、七ツマ−あるいは改質樹脂の総合計量）中、１
５〜４０重四％であることが必要である。前記範囲に於
てロジン成分量が１５重重量に満たない場合には、本発
明の目的とするインキミスト発生を防止することができ
ない。４０重重量をこえるとインキ組成物として後述す
る各種特性値が得難くなる。As mentioned above, the active energy ray-curable ink composition for lithographic rotary printing of the present invention contains as an essential component an active energy ray-curable polymer modified with a rosin component as a vehicle component. is 1% of the total vehicle solid content (total amount of rosin-modified polymer, other active energy ray-curable polymers, oligomers, or modified resins used as necessary).
It is necessary that the content is 5 to 40% by weight. If the amount of rosin component is less than 15% by weight within the above range, the generation of ink mist, which is the object of the present invention, cannot be prevented. If the weight exceeds 40 weight, it becomes difficult to obtain various characteristic values as described below for the ink composition.
また、ロジン変性ポリマー中のロジン変性量は２０〜７
０重世％の範囲から好ましい。前記範囲に於て、変性量
が２０重量％に満たない場合には、同様に目的とするイ
ンキミスト発生防止が出来にくくなる。逆に７０重重量
をこえる場合には、ロジン変性ポリマー製造上、問題が
出てくるため好ましくはない。In addition, the amount of rosin modification in the rosin modified polymer is 20 to 7
Preferably, the range is 0%. Within the above range, if the amount of modification is less than 20% by weight, it will similarly be difficult to achieve the desired prevention of ink mist generation. On the other hand, if the weight exceeds 70 weight, it is not preferable because problems will arise in the production of the rosin-modified polymer.
尚、本発明のインキ組成物においては、平版輪転印刷用
インキとして種々のインキ特性を保持する必要があり、
特に粘着性（タンク値）は５〜１３、および流動性（ス
プレッドメーター、Ｄ値）は２３〜３８１冒の範囲に入
ることが好ましい。In addition, in the ink composition of the present invention, it is necessary to maintain various ink properties as an ink for lithographic rotary printing.
In particular, it is preferable that the tackiness (tank value) be in the range of 5 to 13, and the fluidity (spread meter, D value) be in the range of 23 to 381.
更に、本発明のインキ組成物におけるビヒクル成分は、
前記の通り、（Ａ）ロジン変性ポリマー、及び必要によ
り（Ｂ）其の他の活性エネルギー線硬化性ポリマー、オ
リゴマー、及び／又はモノマー、（Ｃ）改質樹脂から成
るものであるが、前記（八）成分は全ビヒクル成分中２
５〜６０重量％、（Ｂ）成分は２０〜６０重量％、（Ｃ
）成分は５〜２０重量％の範囲にあることが好ましい。Furthermore, the vehicle component in the ink composition of the present invention is
As mentioned above, it consists of (A) a rosin-modified polymer, and if necessary (B) other active energy ray-curable polymers, oligomers, and/or monomers, and (C) a modified resin; 8) Ingredients are 2 of all vehicle components.
5 to 60% by weight, component (B) 20 to 60% by weight, (C
) component is preferably in the range of 5 to 20% by weight.
前記範囲において、（Ａ）成分が２５重量％以下、ある
いは６０重量％以上になると、ロジン成分量が全ビヒク
ル成分中１５〜４０重量％の範囲にあっても、平版輪転
印刷用活性エネルギー線硬化性インキの適性値を前記目
標値の範囲内に調整することが困難になる傾向がある。In the above range, if component (A) is 25% by weight or less, or 60% by weight or more, even if the rosin component amount is in the range of 15 to 40% by weight based on the total vehicle components, active energy ray curing for rotary lithographic printing will not occur. It tends to be difficult to adjust the appropriate value of the color ink within the range of the target value.
前記（Ｂ）成分の量が２０重量％以下、又は６０重量％
以上の場合にも、前記と同様の理由で好ましくない。The amount of the component (B) is 20% by weight or less, or 60% by weight
The above case is also unfavorable for the same reason as above.
尚、（Ｂ）成分はインキ組成物を印刷適性に合わせて調
整するために用いられるものであり、ビヒクル粘度を約
３５００〜５０００センチポアズ（２５℃）の範囲に入
るよう、ポリマー、オリゴマー及び／又はモノマーの種
類及び／又は量を調整することが好ましい。Component (B) is used to adjust the ink composition to print suitability, and is a polymer, oligomer, and/or component so as to keep the vehicle viscosity within the range of about 3,500 to 5,000 centipoise (25°C). It is preferable to adjust the type and/or amount of monomer.
又、前記（Ｃ）成分は本発明のインキ組成物の印刷機上
の安定性を向上せしめる目的で使用されるもので、その
配合量が５重量％以下、又は２０重量％以上になるとイ
ンキミストの発生が増加する傾向にあり、好ましくない
。In addition, the component (C) is used for the purpose of improving the stability of the ink composition of the present invention on a printing press, and if its blending amount is 5% by weight or less or 20% by weight or more, the ink mist This is not desirable as the occurrence of
本発明のインキ組成物においては、前記ビヒクル成分を
１００重量部として、光増感剤等の重合開始剤０〜１０
重量部、重合禁止剤０．１〜１．０重量部、顔料（着色
顔料、染料、体質顔料）２〜５０重量部、補助剤（例え
ばワックス、増粘剤、分散剤等）０〜５重量部、溶剤０
〜１０重量部の割合で混合したものが好ましい。In the ink composition of the present invention, the vehicle component is 100 parts by weight, and the polymerization initiator such as a photosensitizer is 0 to 10 parts by weight.
Parts by weight, 0.1 to 1.0 parts by weight of polymerization inhibitor, 2 to 50 parts by weight of pigments (coloring pigments, dyes, extender pigments), 0 to 5 parts by weight of auxiliaries (e.g. wax, thickener, dispersant, etc.) part, solvent 0
It is preferable to mix it in a proportion of 10 to 10 parts by weight.
かくして得られた本発明のインキ組成物は、平版輪転印
刷において一般速度は勿論のこと、高速印刷時でもイン
キミストの発生が抑制され、仕」二り面のきれいな印刷
物が得られるという予期されない効果を奏する。The thus obtained ink composition of the present invention has the unexpected effect of suppressing the generation of ink mist not only at normal speeds but also during high-speed printing in lithographic rotary printing, and producing printed matter with a clean surface. play.
以下、実施例により本発明をさらに詳細に説明する。「
部」および「％」は「重量部」および「重量％」を示す
。Hereinafter, the present invention will be explained in more detail with reference to Examples. "
"Parts" and "%" indicate "parts by weight" and "% by weight."
実施例１
ロジン変性量６８％のロジン変性アクリル樹脂を用い、
全ビヒクル固形分中のロジン成分量が１８．５％の蓋イ
ンキ組成物の配合を以下に示す。Example 1 Using a rosin-modified acrylic resin with a rosin modification amount of 68%,
The formulation of a lidding ink composition having a rosin content of 18.5% in total vehicle solids is shown below.
シアニンブルーＫＲＯ（山間色素） ２０部タ
ル り
５０ジン変性アクリル樹脂（前記ＫｔＪ−
１０１：固形分中０％）２０
ポリアクリル樹脂（前記アニロックス
Ｍ７１００） １５ポリブ
タジエン変性アクリル樹脂
（前記フィンビーム１０１） １０２−ヒ
ドロキシプロピルアクリレート １２ポリエステル樹脂
（ＲＡＭ＋平均分子
量３８０００ ：固形分８０％）１４
２．２−ジェトキシベンゾフェノン ４ヒドロキシ
モノメチルエーテル ０．４１００．０４
前記配合を三本ロールミルにより、ツブ５μｍ以下に練
合し、本発明のインキ組成物を得た。Cyanine Blue KRO (mountain pigment) 20 parts
Ruri
50 gin-modified acrylic resin (the above KtJ-
101: 0% in solid content) 20 Polyacrylic resin (the above-mentioned Anilox M7100) 15 Polybutadiene-modified acrylic resin (the above-mentioned Finbeam 101) 102-Hydroxypropyl acrylate 12 Polyester resin (RAM + average molecular weight 38000: solid content 80%) 14 2. 2-Jethoxybenzophenone 4-hydroxymonomethyl ether 0.4100.04 The above formulation was kneaded using a three-roll mill to give a lump of 5 μm or less to obtain an ink composition of the present invention.
該インキ組成物のＪＩＳ−に−５７０１にもとすく流動
性は、平行板粘度計（スプレッドメーター）を用いて、
６０秒後のインキの拡がりそのものをｌ−単位で測定し
た数値で示し、又粘着性（タック値）をインコメ−ター
を用い、モーターを回転してから６０秒後の分銅の平衡
値を測定して夫々第１表に示した。The fluidity of the ink composition according to JIS-5701 was determined using a parallel plate viscometer (spread meter).
The spread of the ink itself after 60 seconds is shown as a value measured in l-units, and the tack value is measured using an incometer and the equilibrium value of the weight 60 seconds after the motor is rotated. These are shown in Table 1.
実施例２〜７
前記実施例１と同様にして、第１表に示した配合により
インキ組成物を得た後、流動性及び粘着性を測定し、そ
の結果を第１表に示した。Examples 2 to 7 In the same manner as in Example 1, ink compositions were obtained according to the formulations shown in Table 1, and the fluidity and tackiness were measured, and the results are shown in Table 1.
比較例１〜１０
前記実施例１と同様にして、第２表に示した配合により
インキ組成物を得た後、流動性及び粘着性を測定しその
結果を第２表に示した。Comparative Examples 1 to 10 In the same manner as in Example 1, ink compositions were obtained according to the formulations shown in Table 2, and the fluidity and tackiness were measured, and the results are shown in Table 2.
比較実験
前記実施例１〜７及び比較例１〜１０で得られたインキ
組成物のインキミスト発生状況を次のようにして測定し
た。Comparative Experiment The ink mist generation status of the ink compositions obtained in Examples 1 to 7 and Comparative Examples 1 to 10 was measured as follows.
まず予備評価として、ＪＩＳ−に−５７０２に辛して前
記粘着性（タック値）を測定すると同時に、ＪＩＳ−に
−５７０２に準じてインキミスト発生状況を測定した。First, as a preliminary evaluation, the tackiness (tack value) was measured in accordance with JIS-5702, and at the same time, the occurrence of ink mist was measured in accordance with JIS-5702.
インコメ−ターによる粘着性測定時にトップローラ−近
傍に発生するミストをアート紙で捕集した。ミストと捕
集位置は、判定を容易にするためにトップローラ−後側
に垂直に設置した。Mist generated near the top roller during adhesion measurement using an incometer was collected with art paper. The mist and collection position was installed vertically behind the top roller to facilitate determination.
補集時間はモーターを回転してから１０分間とした。ミ
スト発生状態の判定は参考写真の発生密度標ｆ（１図に
従った。The collection time was 10 minutes after the motor was rotated. The mist generation state was determined according to the generation density standard f (Fig. 1) in the reference photograph.
尚、インコメ−ターの回転数と印刷速度の概略の間隙は
次の通りである。The approximate gap between the rotational speed of the incometer and the printing speed is as follows.
次に、オフセット輪転印刷機〔三菱重工業（４ｔＩｐリ
ソピアＢ Ｔ −２−Ｂ／Ｂｉを用いて、２００ｍ／分
及び３２０ｍ／分の印刷速度におけるインキミスト発生
状態を測定した。ミスト捕集位置は、インキ往復ローラ
ー及びインキ練りローラーの前面とし、その位置にアー
ト紙を設置して各印刷速度で１０分間捕集を行った。Next, the ink mist generation state at printing speeds of 200 m/min and 320 m/min was measured using an offset rotary printing machine [Mitsubishi Heavy Industries (4tIp Lithopia BT-2-B/Bi).The mist collection position was Art paper was placed in front of the ink reciprocating roller and the ink mixing roller, and collection was carried out for 10 minutes at each printing speed.
ミスト発生状態の判定は前記同様参考写真の発生密度標
準図に従った。The mist generation state was determined according to the generation density standard diagram of the reference photograph as described above.
参考写真にける
○印は０．１％以下のミスト発生密度を、Δ印は０．１
〜０．５％のミスト発生方度を、×印は０．５〜１．０
％のミスト発生密度を、××印は１．０％以上のミスト
発生密度を夫々示す。The ○ mark in the reference photo indicates a mist generation density of 0.1% or less, and the Δ mark indicates a mist generation density of 0.1%.
~0.5% mist generation direction, × mark is 0.5~1.0
% of the mist generation density, and XX marks indicate the mist generation density of 1.0% or more, respectively.
以−Ｆの結果を第３表及び第４表に示した。The results of F-F are shown in Tables 3 and 4.
（発明の効果）
前記比較試験の結果（第３表及び第４表）より明らかな
如く、本発明の平版輪転印刷用活性エネルギー線硬化性
インキ組成物は、溶剤系インキ組成物に比して高効率、
無公害であり、更に従来の活性エネルギー線硬化性イン
キ組成物に比してインキミストの発生が極端に少く、業
界の強い要望である印刷速度の高速化に十分対応出来る
ものである。(Effects of the Invention) As is clear from the results of the comparative tests (Tables 3 and 4), the active energy ray-curable ink composition for lithographic rotary printing of the present invention has a higher High efficiency,
It is non-polluting, generates extremely little ink mist compared to conventional active energy ray-curable ink compositions, and can fully meet the industry's strong demand for higher printing speeds.
本発明以外の活性エネルギー線硬化性インキ組成物（比
較例３〜１０）は、インキミストの発生が著しく、特に
印刷速度の高速化には適応出来ず、又本発明の範囲外の
インキ組成物（比較例１〜２）においても、高速印刷時
のインキミストの発生は著しいものであった。Active energy ray-curable ink compositions other than those of the present invention (Comparative Examples 3 to 10) generate significant ink mist and cannot be particularly adapted to high printing speeds, and ink compositions outside the scope of the present invention. Also in Comparative Examples 1 and 2, the generation of ink mist during high-speed printing was significant.
上記の通り、本発明の効果は特定量のロジン成分を含有
せしめることにより得られるものである。As mentioned above, the effects of the present invention are obtained by containing a specific amount of rosin component.
Claims (2)
ネルギー線硬化性ポリマーを含み、かつ前記ロジン成分
量が全ビヒクル固形分中１５〜４０重量％である平版輪
転印刷用活性エネルギー線硬化性インキ組成物。(1) An active energy ray curable ink composition for lithographic rotary printing, which contains an active energy ray curable polymer modified with a rosin component as a vehicle component, and the amount of the rosin component is 15 to 40% by weight based on the total solid content of the vehicle. .
リマー中のロジン成分変性量が２０〜７０重量％である
特許請求の範囲第（１）項記載の平版輪転印刷用活性エ
ネルギー線硬化性インキ組成物。(2) The active energy ray curable ink composition for lithographic rotary printing according to claim 1, wherein the amount of rosin component modification in the active energy ray curable polymer modified with the rosin component is 20 to 70% by weight. thing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61191422A JPS6348373A (en) | 1986-08-15 | 1986-08-15 | Ink composition curable by actinic radiation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61191422A JPS6348373A (en) | 1986-08-15 | 1986-08-15 | Ink composition curable by actinic radiation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6348373A true JPS6348373A (en) | 1988-03-01 |
Family
ID=16274349
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61191422A Pending JPS6348373A (en) | 1986-08-15 | 1986-08-15 | Ink composition curable by actinic radiation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6348373A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5728498A (en) * | 1980-07-29 | 1982-02-16 | Seiko Instr & Electronics Ltd | Dynamic speaker |
| JPS5760394A (en) * | 1980-09-29 | 1982-04-12 | Jeco Kk | Flicker preventing cirucit for bar graph |
| JPS5778468A (en) * | 1980-11-01 | 1982-05-17 | Dainippon Printing Co Ltd | Electron radiation-curable offset ink composition |
-
1986
- 1986-08-15 JP JP61191422A patent/JPS6348373A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5728498A (en) * | 1980-07-29 | 1982-02-16 | Seiko Instr & Electronics Ltd | Dynamic speaker |
| JPS5760394A (en) * | 1980-09-29 | 1982-04-12 | Jeco Kk | Flicker preventing cirucit for bar graph |
| JPS5778468A (en) * | 1980-11-01 | 1982-05-17 | Dainippon Printing Co Ltd | Electron radiation-curable offset ink composition |
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