JPH09183928A - Ultraviolet-curable resin composition for ink jet recording system and cured product thereof - Google Patents
Ultraviolet-curable resin composition for ink jet recording system and cured product thereofInfo
- Publication number
- JPH09183928A JPH09183928A JP35229795A JP35229795A JPH09183928A JP H09183928 A JPH09183928 A JP H09183928A JP 35229795 A JP35229795 A JP 35229795A JP 35229795 A JP35229795 A JP 35229795A JP H09183928 A JPH09183928 A JP H09183928A
- Authority
- JP
- Japan
- Prior art keywords
- ink jet
- resin composition
- ultraviolet
- curable resin
- jet recording
- 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
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
- B41M5/52—Macromolecular coatings
- B41M5/5209—Coatings prepared by radiation-curing, e.g. using photopolymerisable compositions
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、インクジエット記
録方式用紫外線硬化性樹脂組成物に関する。更に詳細に
は、光ディスク用オーバーコート剤あるいはハードコー
ト剤等の光ディスク用材料に特に適するインクジエット
記録方式用紫外線硬化性樹脂組成物及びその硬化物に関
する。TECHNICAL FIELD The present invention relates to an ultraviolet curable resin composition for an ink jet recording system. More specifically, the present invention relates to a UV curable resin composition for an ink jet recording system and a cured product thereof which are particularly suitable for optical disk materials such as optical disk overcoating agents or hard coating agents.
【０００２】[0002]
【従来の技術】パーソナルコンピューター等で作成した
文書やイメージ等の画像を紙やＯＨＰフィルム等の被記
録媒体に出力する方法の一つとして、インクジエット記
録方式が使用されている。通常、インクジエット記録方
式での被記録媒体には画像の耐水性や耐光性の向上のた
めに紙やプラスチックフィルムの上に被記録媒体用樹脂
層を形成しなければならない欠点を有している。一方、
光ディスクの分野においては、記録膜の保護のための紫
外線硬化型の樹脂組成物がオーバーコート剤として使用
されているが、コーティング方法としてはスピンコート
法が用いられ使用する以上の量を記録膜の上にのせなけ
ればならず必要量以外の量のオーバーコート剤を再使用
するためには、精密ろ過が必要となり工程が複雑となり
問題である。2. Description of the Related Art The ink jet recording method is used as one of methods for outputting an image such as a document or an image created by a personal computer or the like onto a recording medium such as paper or OHP film. Usually, the recording medium of the ink jet recording system has a drawback that a resin layer for the recording medium has to be formed on paper or a plastic film in order to improve water resistance and light resistance of an image. . on the other hand,
In the field of optical discs, an ultraviolet-curable resin composition for protecting a recording film is used as an overcoating agent, but as a coating method, a spin coating method is used, and an amount more than the amount used is used. In order to reuse the overcoating agent in an amount other than the required amount that must be placed on top, microfiltration is required and the process becomes complicated, which is a problem.
【０００３】[0003]
【発明が解決しようとする課題】本発明は、上記の欠点
を改良し、被記録媒体用樹脂層を形成しなくても紙やプ
ラスチック基材上に画像あるいは塗膜形成が可能で又必
要量だけが塗布が可能であるインクジエット記録方式用
紫外線硬化性樹脂組成物及びその硬化物を提供する。DISCLOSURE OF THE INVENTION The present invention has improved the above-mentioned drawbacks and can form an image or a coating film on a paper or a plastic substrate without forming a resin layer for a recording medium, and a required amount thereof. Provided is an ultraviolet curable resin composition for an ink jet recording method, which can be applied only to the above, and a cured product thereof.
【０００４】[0004]
【課題を解決するための手段】本発明は、カチオン重合
性物質（Ａ）と光カチオン重合開始剤（Ｂ）を含有する
ことを特徴とするインクジエット記録方式用紫外線硬化
性樹脂組成物、及びその硬化物に関する。The present invention provides a UV curable resin composition for an ink jet recording system, which comprises a cationically polymerizable substance (A) and a cationic photopolymerization initiator (B), and Regarding the cured product.
【０００５】[0005]
【発明の実施の形態】以下、本発明を詳細に説明する。
本発明では、カチオン重合性物質（Ａ）を使用する。カ
チオン重合性物質（Ａ）の具体例としては、例えば、エ
ポキシ樹脂類やビニルエーテル化合物類を代表的なもの
として挙げることができる。エポキシ樹脂類の具体例と
しては、例えは、ビスフェノールＡ型エポキシ樹脂（例
えば、油化シェルエポキシ（株）製、エピコート８２
８、エピコート１００１等）、ビスフェノールＦ型エポ
キシ樹脂（例えは、油化シェルエポキシ（株）製、エピ
コートＲ−８０７、エピコート４００１Ｐ等）、フェノ
ールノボラック型エポキシ樹脂（例えば、日本化薬
（株）製、ＥＰＰＮ−２０１、油化シェルエポキシ
（株）製、エピコート１５２、エピコート１５４等）、
トリスフェノールメタン型エポキシ樹脂（例えば、日本
化薬（株）製、ＥＰＰＮ−５０１、ＥＰＰＮ−５０２
等）、脂肪族系エポキシ樹脂（例えば、トリエチレング
リコールジグリシジルエーテル、グリセリンポリグリシ
ジルエーテル、トリメチロールプロパンポリグリシジル
エーテル等）、脂環式エポキシ樹脂（例えば、ダイセル
化学工業（株）製、セロキサイド２０２１、セロキサイ
ド４０００、セロキサイド３０００、セロキサイド２０
００、ＥＨＰＥ−３１５０、ＥＰＯＬＥＡＤ−ＧＫ２０
０、ユニオンカーバイド社製、ＥＲＬ−４２０６、ＥＰ
Ｌ−４２９９、ＥＲＬ−４２３４、ＥＲＬ−４２２１
等）等が挙げることができる。BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below.
In the present invention, the cationically polymerizable substance (A) is used. Specific examples of the cationically polymerizable substance (A) include epoxy resins and vinyl ether compounds as typical ones. Specific examples of the epoxy resins include, for example, bisphenol A type epoxy resin (for example, Epicoat 82 manufactured by Yuka Shell Epoxy Co., Ltd.).
8, Epicoat 1001 and the like), bisphenol F type epoxy resin (for example, Yuka Shell Epoxy Co., Ltd., Epicoat R-807, Epicoat 4001P and the like), phenol novolac type epoxy resin (for example, Nippon Kayaku Co., Ltd.) , EPPN-201, manufactured by Yuka Shell Epoxy Co., Ltd., Epicoat 152, Epicoat 154, etc.),
Trisphenol methane type epoxy resin (eg, Nippon Kayaku Co., Ltd., EPPN-501, EPPN-502)
Etc.), aliphatic epoxy resin (for example, triethylene glycol diglycidyl ether, glycerin polyglycidyl ether, trimethylolpropane polyglycidyl ether, etc.), alicyclic epoxy resin (for example, Daicel Chemical Industries, Ltd., Celoxide 2021) , Celoxide 4000, Celoxide 3000, Celoxide 20
00, EHPE-3150, EPOLEAD-GK20
0, Union Carbide, ERL-4206, EP
L-4299, ERL-4234, ERL-4221
Etc.) etc. can be mentioned.
【０００６】ビニルエーテル化合物類の具体例として
は、例えば、２−ヒドロキシエチルビニルエーテル、
１，４−ブタンジオールモノビニルエーテル、１，９−
ノナンジオールモノビニルエーテル，ジエチレングリコ
ールモノビニルエーテル，トリエチレングリコールモノ
ビニルエーテル、シクロヘキシル−１，４−ジメチロー
ルモノビニルエーテル、２−クロルエチルビニルエーテ
ル、２−（メタ）アクリロイルオキシエチルビニルエー
テル、トリエチレングリコールジビニルエーテル、テト
ラエチレングリコールジビニルエーテル、ポリテトラメ
チレングリコールジビニルエーテル、１，４−ブタンジ
オールジビニルエーテル、１，９−ノナンジオールジビ
ニルエーテル、シクロヘキシル１，４−ジメチロールジ
ビニルエーテル、トリメチロールプロパントリビニルエ
ーテル、ペンタエリスリトールテトラビニルエーテル等
の反応性ビニルエーテル単量体、エチレングリコール、
１，４−ブタンジオール、３−メチル−１，５−ペンタ
ンジオール、ポリプロピレングリコール、ネオペンチル
グリコール、ポリテトラメチレングリコール、ポリエス
テルポリオール、ポリカプロラクトンポリオール等のポ
リオール類とトリレンジイソシアネート、４，４′−ジ
フェニルメタンジイソシアネート、イソポロンジイソシ
アネート、ヘキサメチレンジイソシアネート等の有機ポ
リイソシアネート類と水酸基含有ビニルエーテル類（例
えば、２−ヒドロキシエチルビニルエーテル、１，４−
ブタンジオールモノビニルエーテル、シクロヘキシル−
１，４−ジメチロールモノビニルエーテル等）の反応物
であるウレタンビニルエーテル、前記、水酸基含有ビニ
ルエーテル類とポリカルボン酸クロライド類（例えば、
フタル酸ジクロライド、イソフタル酸ジクロライド、テ
トラヒドロフタル酸ジクロライド等）の反応物であるポ
リエステルポリビニルエーテル等の反応性ビニルエーテ
ルオリゴマー等を挙げることができる。Specific examples of vinyl ether compounds include, for example, 2-hydroxyethyl vinyl ether,
1,4-butanediol monovinyl ether, 1,9-
Nonanediol monovinyl ether, diethylene glycol monovinyl ether, triethylene glycol monovinyl ether, cyclohexyl-1,4-dimethylol monovinyl ether, 2-chloroethyl vinyl ether, 2- (meth) acryloyloxyethyl vinyl ether, triethylene glycol divinyl ether, tetraethylene Glycol divinyl ether, polytetramethylene glycol divinyl ether, 1,4-butanediol divinyl ether, 1,9-nonanediol divinyl ether, cyclohexyl 1,4-dimethylol divinyl ether, trimethylolpropane trivinyl ether, pentaerythritol tetravinyl ether, etc. Reactive vinyl ether monomer, ethylene glycol,
Polyols such as 1,4-butanediol, 3-methyl-1,5-pentanediol, polypropylene glycol, neopentyl glycol, polytetramethylene glycol, polyester polyol and polycaprolactone polyol, and tolylene diisocyanate, 4,4′- Organic polyisocyanates such as diphenylmethane diisocyanate, isoporone diisocyanate, hexamethylene diisocyanate and hydroxyl group-containing vinyl ethers (for example, 2-hydroxyethyl vinyl ether, 1,4-
Butanediol monovinyl ether, cyclohexyl-
Urethane vinyl ether which is a reaction product of 1,4-dimethylol monovinyl ether, etc., the above-mentioned hydroxyl group-containing vinyl ethers and polycarboxylic acid chlorides (for example,
Examples thereof include reactive vinyl ether oligomers such as polyester polyvinyl ether which is a reaction product of phthalic acid dichloride, isophthalic acid dichloride, tetrahydrophthalic acid dichloride and the like.
【０００７】光カチオン重合開始剤（Ｂ）の具体例とし
ては、例えば、トリフェニルスルホニウムヘキサフルオ
ロアンチモネート、トリフェニルスルホニウムヘキサフ
ルオロフォスフェート、 ＳＰ−１７０、ＳＰ−１５０
（旭電化（株）製）、ＦＣ−５０８、ＦＣ−５１２（３
Ｍカンパニー社製）、ＵＶＥ−１０１４（ゼネラルエレ
クトリックカンパニー社製）等のポリアクリールスルホ
ニウム塩、Ｉｒｇ−２６１（チバ・ガイギー社製）等の
メタロセン化合物、ジフェニルヨードニウムヘキサフル
オロアンチモネート、ｐ−ノニルフェニルヨードニウム
ヘキサフルオロアンチモネート、４，４′−ジエトキシ
フェニルヨードニウムヘキサフルオロアンチモネート等
のポリアリールヨードニウム塩等を挙げることができ
る。これら光カチオン重合開始剤は、１種又は２種以上
を選択して使用することができる。Specific examples of the cationic photopolymerization initiator (B) include, for example, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium hexafluorophosphate, SP-170, SP-150.
(Manufactured by Asahi Denka Co., Ltd.), FC-508, FC-512 (3
M Company), UVE-1014 (General Electric Company), polyacrylsulfonium salts, Irg-261 (Ciba Geigy) metallocene compounds, diphenyliodonium hexafluoroantimonate, p-nonylphenyliodonium. Examples thereof include polyaryl iodonium salts such as hexafluoroantimonate and 4,4′-diethoxyphenyliodonium hexafluoroantimonate. These photocationic polymerization initiators can be used alone or in combination of two or more.
【０００８】本発明の樹脂組成物は、（Ａ）及び（Ｂ）
の各成分を溶解、混合、混練等をすることにより調製す
ることができる。本発明の樹脂組成物中、各成分の使用
割合は以下のようにすることができる。（Ａ）成分１０
０重量部に対して（Ｂ）成分は、０．０１〜２０重量部
が好ましく、特に好ましくは０．１〜１０重量部であ
る。The resin composition of the present invention comprises (A) and (B)
It can be prepared by dissolving, mixing, and kneading the respective components of. The proportion of each component used in the resin composition of the present invention can be as follows. (A) ingredient 10
The component (B) is preferably 0.01 to 20 parts by weight, and particularly preferably 0.1 to 10 parts by weight, relative to 0 parts by weight.
【０００９】本発明の樹脂組成物には、更に必要に応じ
て、（メタ）アクリレートモノマー類やオリゴマー類及
び光ラジカル重合開始剤、染料、顔料等の着色剤、消泡
剤、レベリンク剤、重合禁止剤、ワックス類酸化防止
剤、非反応性ポリマー、シランカップリング剤、光安定
剤、帯電防止剤、スリップ剤等を添加することもでき
る。本発明の樹脂組成物は、前述のように、光ディスク
用オーバーコート剤、ハードコート剤あるいは接着剤等
の光ディスク用材料に好適に用いられるが、それ以外に
も、インキ、塗料、コーティング、接着剤等にも有用で
ある。If necessary, the resin composition of the present invention further comprises (meth) acrylate monomers and oligomers, photoradical polymerization initiators, colorants such as dyes and pigments, defoaming agents, leveling agents, and polymerizations. Inhibitors, antioxidants of waxes, non-reactive polymers, silane coupling agents, light stabilizers, antistatic agents, slip agents and the like can also be added. As described above, the resin composition of the present invention is suitably used for optical disk materials such as optical disk overcoating agents, hard coating agents, and adhesives, but in addition to these, inks, paints, coatings, adhesives, etc. It is also useful for
【００１０】本発明の樹脂組成物は、インクジエットプ
リンターを用いて、各種基材（紙、プラスチック、プチ
スチックフィルム、セラミック、ガラス、木等）あるい
は、光ディスク基板上に組成物をむだなく厚さ１〜５０
μの範囲で塗布される。塗布後、紫外線を照射し、塗膜
を硬化させる。The resin composition of the present invention can be applied to various base materials (paper, plastic, plastic film, ceramics, glass, wood, etc.) or optical disk substrates using an ink jet printer, and the thickness of the composition can be achieved smoothly. 1-50
It is applied in the range of μ. After coating, ultraviolet rays are irradiated to cure the coating film.
【００１１】[0011]
【実施例】以下、本発明を実施例により更に具体的に説
明する。なお、実施例中の部は、重量部である。 実施例１〜４ 表１に示した配合組成にしたがって樹脂組成物を加熱混
合し、調製した。得られた各組成物について、インクジ
エットプリンターで光ディスク基面上に厚さ３μになる
ように塗布試験を行ない、各組成物のインク容器中の貯
蔵安定性、インクジエットプリンターのインクノズルの
状態、塗布性を評価した。次いで塗布された塗膜に紫外
線を照射して硬化塗膜を得た。硬化状態を観察した。EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. Parts in Examples are parts by weight. Examples 1 to 4 Resin compositions were prepared by heating and mixing according to the composition shown in Table 1. Each of the obtained compositions was subjected to a coating test with an ink jet printer so as to have a thickness of 3 μm on the optical disc base surface, and the storage stability of each composition in an ink container, the state of ink nozzles of the ink jet printer, The coatability was evaluated. Then, the applied coating film was irradiated with ultraviolet rays to obtain a cured coating film. The cured state was observed.
【００１２】[0012]
【表１】 表１ 実施例 １ ２ ３ ４ ビスフェノールＡジグリシジルエーテル 30 40 60 30 テトラエチレングリコールジビニルエーテル 50 50 20 20 シクロヘキシル−1, 4−ジメチロールジビニル エーテル 20 10 ２−ヒドロキシエチルビニルエーテル 10 10 50 オプトマーＳＰ−１７０ ＊１ 2.0 2.0 2.0 2.0 貯蔵安定性 ○ ○ ○ ○ インクノズルの状態 ○ ○ ○ ○ 塗布性 ○ ○ △ ○ 硬化状態 ○ ○ ○ ○Table 1 Table 1 Example 1 2 3 4 Bisphenol A diglycidyl ether 30 40 60 30 Tetraethylene glycol divinyl ether 50 50 20 20 Cyclohexyl-1,4-dimethylol divinyl ether 20 10 2-Hydroxyethyl vinyl ether 10 10 50 Optomer SP-170 * 1 2.0 2.0 2.0 2.0 Storage stability ○ ○ ○ ○ Ink nozzle state ○ ○ ○ ○ Coatability ○ ○ △ ○ Cured state ○ ○ ○ ○
【００１３】評価法 （貯蔵安定性）：各組成分をカートリッジ式のインク容
器に密閉し５０℃に加温し、１ケ月放置し組成物の状態
を観察した。 ○・・・・全く変化していない。 △・・・・やや増粘がみられる。 ×・・・・ゲル物が発生している。 （インクノズルの状態）：インクジエットプリンターで
塗布試験中、インクノズルの状態を観察した。 ○・・・・全く問題が無い。 △・・・・やや組成物の出が悪い。 ×・・・・組成物が出なくなる。 （塗布性）：塗布された塗膜の状態を観察した。 ○・・・・均一に塗布されている。 △・・・・やや膜厚にバラツキがある。 ×・・・・塗布されない部分がある。 （硬化状態）：塗膜の硬化状態を観察した。 ○・・・・問題なく硬化している。 ×・・・・硬化の不良が発生している。Evaluation method (storage stability): Each composition was sealed in a cartridge type ink container, heated to 50 ° C., and allowed to stand for 1 month to observe the state of the composition. ○ ・ ・ ・ ・ No change at all. △ ・ ・ ・ ・ Slight increase in viscosity is observed. × ・ ・ ・ ・ Gel matter is generated. (State of ink nozzle): The state of the ink nozzle was observed during the application test with an ink jet printer. ○ ・ ・ ・ ・ No problem at all. △ ・ ・ ・ ・ Something was wrong with the composition. X: The composition does not come out. (Applicability): The state of the applied coating film was observed. ○ ・ ・ ・ ・ Applied uniformly. △ ・ ・ ・ ・ The film thickness varies slightly. × ・ ・ ・ ・ Some parts are not applied. (Cured state): The cured state of the coating film was observed. ○ ・ ・ ・ ・ Cured without problems. × ・ ・ ・ ・ A defective curing occurs.
【００１４】注） ＊１ オプトマーＳＰ−１７０：
旭電化（株）製、光カチオン重合開始剤Note) * 1 Optomer SP-170:
Asahi Denka Co., Ltd., photocationic polymerization initiator
【００１５】表１の結果から明らかなように、本発明の
樹脂組成物は、インクジエットプリンターでの塗布適性
に優れており、又、塗布や記録のための被記録媒体用樹
脂層を必要としない。As is clear from the results shown in Table 1, the resin composition of the present invention has excellent coating suitability in an ink jet printer and requires a resin layer for a recording medium for coating or recording. do not do.
【００１６】本発明のインクジエット記録方式用紫外線
硬化性樹脂組成物は、インクジエットプリンターでの塗
布性能に優れ、塗布や記録のための被記録媒体用樹脂層
を必要としない。スピンコーターでの塗布法のような再
使用するための複雑な工程も必要がなく、光ディスク用
材料に適する。The ultraviolet curable resin composition for ink jet recording of the present invention has excellent coating performance in an ink jet printer and does not require a resin layer for a recording medium for coating or recording. It does not require a complicated process for reuse such as a coating method using a spin coater, and is suitable as a material for optical disks.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｇ１１Ｂ 7/24 ５７１ 8721−5Ｄ Ｇ１１Ｂ 7/24 ５７１Ａ ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification code Internal reference number FI Technical display location G11B 7/24 571 8721-5D G11B 7/24 571A
Claims (2)
合開始剤（Ｂ）を含有することを特徴とするインクジエ
ット記録方式用紫外線硬化性樹脂組成物。1. A UV curable resin composition for ink jet recording system, which comprises a cationically polymerizable substance (A) and a cationic photopolymerization initiator (B).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35229795A JP3667410B2 (en) | 1995-12-28 | 1995-12-28 | Ultraviolet curable resin composition for ink jet recording system and cured product thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35229795A JP3667410B2 (en) | 1995-12-28 | 1995-12-28 | Ultraviolet curable resin composition for ink jet recording system and cured product thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09183928A true JPH09183928A (en) | 1997-07-15 |
| JP3667410B2 JP3667410B2 (en) | 2005-07-06 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP35229795A Expired - Fee Related JP3667410B2 (en) | 1995-12-28 | 1995-12-28 | Ultraviolet curable resin composition for ink jet recording system and cured product thereof |
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| EP0878323A1 (en) * | 1997-05-13 | 1998-11-18 | Tomoegawa Paper Co. Ltd. | Inkjet recording sheet |
| JP2000037943A (en) * | 1998-07-22 | 2000-02-08 | Teikoku Ink Seizo Kk | Printed matter and printing method |
| EP0997508A1 (en) | 1998-10-29 | 2000-05-03 | Agfa-Gevaert naamloze vennootschap | New ink compositions for ink jet printing |
| JP2004082452A (en) * | 2002-08-26 | 2004-03-18 | Konica Minolta Holdings Inc | Inkjet image forming method |
| US6767980B2 (en) | 2002-04-19 | 2004-07-27 | Nippon Shokubai Co., Ltd. | Reactive diluent and curable resin composition |
| WO2005019299A1 (en) | 2003-08-21 | 2005-03-03 | Asahi Kasei Chemicals Corporation | Photosensitive composition and cured product thereof |
| EP1700890A2 (en) | 2005-03-08 | 2006-09-13 | Fuji Photo Film Co., Ltd. | Ink composition, inkjet recording method, printed material, method of producing planographic printing plate, and planographic printing plate |
| EP1757635A1 (en) | 2005-08-23 | 2007-02-28 | Fuji Photo Film Co., Ltd. | Curable modified oxetane compound and ink composition comprising it |
| EP1762599A1 (en) | 2005-09-07 | 2007-03-14 | FUJIFILM Corporation | Ink composition, inkjet recording method, printed material, process for producing lithographic plate, and lithographic printing plate |
| EP1787809A1 (en) | 2005-11-21 | 2007-05-23 | Fujifilm Corporation | Ink composition, inkjet recording method, printed material, production method of a planographic printing plate and planographic printing plate |
| JP2007217688A (en) * | 2003-10-28 | 2007-08-30 | Toshiba Tec Corp | Inkjet ink |
| EP1829684A1 (en) | 2006-03-03 | 2007-09-05 | FUJIFILM Corporation | Curable composition, ink composition, inkjet-recording method, and planographic printing plate |
| US7375145B2 (en) | 2003-10-28 | 2008-05-20 | Toshiba Tec Kabushiki Kaisha | Inkjet ink |
| EP1952982A1 (en) | 2007-02-02 | 2008-08-06 | FUJIFILM Corporation | Radiation-curable polymerizable composition, ink composition, inkjet recording method, printed material, planographic printing plate, and method for forming planographic printing plate |
| US7417074B2 (en) | 2003-09-11 | 2008-08-26 | Toshiba Tec Kabushiki Kaisha | Ink for ink jet and ink jet recording apparatus |
| EP1964894A2 (en) | 2007-02-27 | 2008-09-03 | FUJIFILM Corporation | Ink composition, inkjetrecording method, printed material, method for producing planographic printing plate, and planographic printing plate |
| JP2008213490A (en) * | 2008-04-28 | 2008-09-18 | Toshiba Tec Corp | Inkjet recording apparatus |
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| US8227043B2 (en) * | 2004-06-28 | 2012-07-24 | Canon Kabushiki Kaisha | Liquid discharge head manufacturing method, and liquid discharge head obtained using this method |
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-
1995
- 1995-12-28 JP JP35229795A patent/JP3667410B2/en not_active Expired - Fee Related
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|---|---|---|---|---|
| EP0878323A1 (en) * | 1997-05-13 | 1998-11-18 | Tomoegawa Paper Co. Ltd. | Inkjet recording sheet |
| JP2000037943A (en) * | 1998-07-22 | 2000-02-08 | Teikoku Ink Seizo Kk | Printed matter and printing method |
| EP0997508A1 (en) | 1998-10-29 | 2000-05-03 | Agfa-Gevaert naamloze vennootschap | New ink compositions for ink jet printing |
| EP1561791A1 (en) | 1998-10-29 | 2005-08-10 | Agfa-Gevaert | New ink compositions for ink jet printing |
| USRE40847E1 (en) | 1998-10-29 | 2009-07-14 | Agfa-Gevaert | Ink compositions for ink jet printing |
| US6767980B2 (en) | 2002-04-19 | 2004-07-27 | Nippon Shokubai Co., Ltd. | Reactive diluent and curable resin composition |
| JP2004082452A (en) * | 2002-08-26 | 2004-03-18 | Konica Minolta Holdings Inc | Inkjet image forming method |
| WO2005019299A1 (en) | 2003-08-21 | 2005-03-03 | Asahi Kasei Chemicals Corporation | Photosensitive composition and cured product thereof |
| US7569260B2 (en) | 2003-08-21 | 2009-08-04 | Asahi Kasei Chemicals Corporation | Photosensitive composition and cured products thereof |
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| US7896484B2 (en) | 2003-09-11 | 2011-03-01 | Kabushiki Kaisha Toshiba | Ink jet recording apparatus |
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| US7728050B2 (en) | 2005-11-04 | 2010-06-01 | Fujifilm Corporation | Curable composition, ink composition, inkjet recording method, printed matter, method for producing planographic printing plate, planographic printing plate and oxetane compound |
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| EP1829684A1 (en) | 2006-03-03 | 2007-09-05 | FUJIFILM Corporation | Curable composition, ink composition, inkjet-recording method, and planographic printing plate |
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| US8168695B2 (en) | 2008-02-06 | 2012-05-01 | Fujifilm Corporation | Ink composition, inkjet recording method, and printed material |
| JP2008213490A (en) * | 2008-04-28 | 2008-09-18 | Toshiba Tec Corp | Inkjet recording apparatus |
| JP4727690B2 (en) * | 2008-04-28 | 2011-07-20 | 東芝テック株式会社 | Inkjet recording device |
| EP2169022A1 (en) | 2008-09-29 | 2010-03-31 | Fujifilm Corporation | Ink composition and inkjet recording method |
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| JP2011073455A (en) * | 2010-12-17 | 2011-04-14 | Toshiba Tec Corp | Inkjet recording apparatus |
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