JP2007291360A - 印刷インキ組成物 - Google Patents
印刷インキ組成物 Download PDFInfo
- Publication number
- JP2007291360A JP2007291360A JP2007076787A JP2007076787A JP2007291360A JP 2007291360 A JP2007291360 A JP 2007291360A JP 2007076787 A JP2007076787 A JP 2007076787A JP 2007076787 A JP2007076787 A JP 2007076787A JP 2007291360 A JP2007291360 A JP 2007291360A
- Authority
- JP
- Japan
- Prior art keywords
- printing ink
- ink composition
- carbon atoms
- compound
- gravure printing
- 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
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- 238000007639 printing Methods 0.000 title claims abstract description 27
- 229920005989 resin Polymers 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 27
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 239000011230 binding agent Substances 0.000 claims abstract description 18
- 238000007646 gravure printing Methods 0.000 claims abstract description 18
- 239000000049 pigment Substances 0.000 claims abstract description 17
- 229910052751 metal Inorganic materials 0.000 claims abstract description 15
- 239000002184 metal Substances 0.000 claims abstract description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 13
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 11
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
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- 229910019142 PO4 Inorganic materials 0.000 claims description 10
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
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- 239000001257 hydrogen Substances 0.000 claims description 4
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- 125000004429 atom Chemical group 0.000 claims description 3
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- 239000000539 dimer Substances 0.000 description 5
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
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- 238000005259 measurement Methods 0.000 description 4
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- 239000000178 monomer Substances 0.000 description 4
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- 239000010936 titanium Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
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- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
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- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 3
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- 238000012360 testing method Methods 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- FSQQTNAZHBEJLS-OWOJBTEDSA-N (e)-4-amino-4-oxobut-2-enoic acid Chemical compound NC(=O)\C=C\C(O)=O FSQQTNAZHBEJLS-OWOJBTEDSA-N 0.000 description 2
- GVTLFGJNTIRUEG-ZHACJKMWSA-N (e)-n-(3-methoxyphenyl)-3-phenylprop-2-enamide Chemical compound COC1=CC=CC(NC(=O)\C=C\C=2C=CC=CC=2)=C1 GVTLFGJNTIRUEG-ZHACJKMWSA-N 0.000 description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
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- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
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- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
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Abstract
【解決手段】顔料、バインダー樹脂、金属含有架橋剤および有機溶剤から主として構成されるグラビア印刷インキ組成物およびフレキソ印刷インキにおいて、前記金属含有架橋剤が特定の構造式で表される(1)有機金属化合物の少なくとも1種と、(2)リン酸エステルの少なくとも1種と、一分子中に(−CON<)で表される原子団とカルボキシル基とを含有する化合物(3)とを、(1):{(2)+(3)}のモル比率が1:(2n+1)〜1:3(2n+1)となる割合で反応させた反応物であることを特徴とするグラビア印刷インキ組成物。
【選択図】なし
Description
ここで、Mは、Ti、Zrのいずれかの金属原子、R1はそれぞれ独立に、炭素数が2から20の脂肪族炭化水素基または炭素数2から20の脂肪族アシル基またはβ―ジケトン、R2は、炭素数が1〜20の脂肪族炭化水素基または炭素数が1から20の脂肪族アシル基、R3は、水素または炭素数1〜20の脂肪族炭化水素基または炭素数1〜20の脂肪族アシル基を表す。また、nは0〜5の整数を満たす。
まず、本発明で利用可能な顔料は、一般に印刷インキや塗料で使用できる無機、有機顔料あるいは体質顔料が使用できる。無機顔料として、酸化チタン、ベンガラ、紺青、群青、カーボンブラック、黒鉛などの有色顔料、および、炭酸カルシウム、カオリン、クレー、硫酸バリウム、水酸化アルミニウム、タルク等の体質顔料を挙げる事ができる。さらに有機顔料としては、有機顔料としては、溶性アゾ顔料、不溶性アゾ顔料、アゾキレート顔料、縮合アゾ顔料、銅フタロシアニン顔料、縮合多環顔料などを挙げることができる。これらの顔料の含有量としては、インキ組成物中に0.5〜50重量%程度である。
本発明のインキ組成物のバインダー樹脂として使用可能なセルロース誘導体としては、硝酸セルロース、セルロースアセテートプロピオネート、セルロースアセテートブチレート、メチルセルロース、エチルセルロース、ヒドロキシプロピルアセテート、カルボキシメチルセルロースなどを挙げることができる。
ここで、Mは、Ti、Zrのいずれかの金属原子、R1はそれぞれ独立に、炭素数が2から20の脂肪族炭化水素基または炭素数2から20の脂肪族アシル基またはβ―ジケトン、R2は、炭素数が1〜20の脂肪族炭化水素基または炭素数が1から20の脂肪族アシル基、R3は、水素または炭素数1〜20の脂肪族炭化水素基または炭素数1〜20の脂肪族アシル基を表す。また、nは0〜5の整数を満たす。
また、(a):(b)は重量比で1:99〜99:1であることが好ましい。
以上の材料を用いて本発明のインキ組成物を製造する方法としては、バインダー樹脂、顔料、有機溶剤及び必要に応じて顔料分散剤などの混合物を、高速ミキサー、ボールミル、サンドミル、アトライターなどを用いて練肉し、さらに所定の材料の残りを添加、混合する方法が一般的である。
以下、実施例によって本発明をより具体的に説明するが、本発明はこれに限定されるものではない。なお、部および%は特に限定がない限り、重量部及び重量%を表す。
−CON<で表される原子団とカルボキシル基を有する化合物の重合例
攪拌装置、温度計、滴下装置、還流冷却管および窒素ガス導入管を備えた反応容器に
イソプロピルアルコール300部を仕込み83℃に昇温し、表1に示す組成のモノマー混合物を2時間で滴下した後、83℃で4時間反応させた。反応容器を40℃まで冷却した後、イソプロピルアルコール500部を投入し、B2〜B5の化合物を得た。
下記製造例で使用した有機金属化合物(1)、リン酸エステル(2)および化合物(3)はつぎのとおりである。
撹拌機、冷却管及び滴下ロートを備えた反応器内に有機金属化合物M1のイソピルアルコール70%溶液228重量部を仕込み、反応器を冷却槽で冷却し内温を5〜10℃に保ちながら、滴下ロートを通して化合物B1の20%イソプロピルアルコール溶液4重量部を滴下、次いで化合物A1の70%イソプロピルアルコール溶液229重量部を徐々に滴下、撹拌混合し反応させ、有機金属含有架橋剤1を得た。
製造例2〜20
製造例1と同様の操作により、表2の配合に従って有機金属含有架橋剤2〜20を得た。
評価試験
以下の評価方法に従って、実施例1〜20および比較例1〜16のグラビア印刷インキ組成物の接着性、耐油性、耐熱性、貯蔵安定性、再溶解性を評価し、その結果を表3、4に示した。
評価方法 :ニチバンセロテープ(登録商標)12mm幅の粘着面を印刷皮膜に貼りつけた後、強くテープを引き剥がす
A:まったく印刷皮膜が剥離しない。
B:引き剥がした時印刷皮膜面積の25%未満がフィルムから剥離 する。
C:印刷皮膜の25%以上、50%未満がフィ ルムから剥離する。
D:印刷皮膜の50%以上、75%未満がフィルムから剥離 する。
E:印刷皮膜の75%以上が剥離する。
評価方法 :センチネルヒートシーラーを用いて、厚さ30μの未処理アルミ箔を2×9.8N/cm2の圧力で、2秒間押圧した。80℃から10℃おきに温度を上昇させ、印刷面のインキがアルミ箔に転移しない耐熱限界温度を評価した。
A:160℃以上
B:140℃以上、160℃未満
C:120℃以上、140℃未満
D:100℃以上、120℃未満
E:100℃未満
耐油性
評価方法 :印刷皮膜にサラダ油を塗布し、常温で24時間放置後、学振型耐摩擦試験機を用いて、印刷皮膜を荷重200gで印刷皮膜50回摩擦し、印刷皮膜の傷つき度合いを評価した。尚、学振型耐摩擦試験機の摩擦面には、JISカナキン3号を当て布として用いた。
B:印刷皮膜の25%未満が傷ついて色落ちする。
C:印刷皮膜の25%以上、50%未満が傷ついて色落ちする。
D:印刷皮膜の50%以上、75%未満が傷ついて色落ちする。
E:印刷皮膜の75%以上が傷ついて色落ちする。
評価方法; 試験インキを40℃で14日間経時前後の粘度変化(ザーンカップ#4に
る粘度測定データ)から経時粘度安定性の評価を行った。
A:経時粘度が、仕上がり直後の粘度の1.2倍未満。
B:経時粘度が、仕上がり直後の粘度の1.2倍以上1.5倍未満。
C:経時粘度が、仕上がり直後の粘度の1.5倍以上、2倍未満。
D:経時粘度が、仕上がり直後の粘度の2倍以上、3倍未満。
E:経時粘度が、仕上がり直後の粘度の3倍以上。
評価方法;試験インキを対応する混合溶剤(例えば、セルロース誘導体/ポリアミド樹脂インキであればS−1)でザーンカップNo.3(離合社製)で15秒/25℃に希釈し、70線/cmの線数で100%から2%までグラデーション彫刻したグラビア版シリンダーを使用し、版シリンダーを周速50m/分の条件で30分間空転した後に処理OPPフィルム(東洋紡パイレンP2161 #20)へ印刷し、画像の再現性の評価を行った。%の少ない方まで再現できているほど優れている。
B:3%より下(1から2%)は画像が再現できない。
C:5%より下は画像が再現できない。
D:10%より下は画像が再現できない。
E:20%より下は画像が再現できない。
Claims (4)
- 顔料、バインダー樹脂、金属含有架橋剤および有機溶剤から主として構成されるグラビア印刷インキ組成物およびフレキソ印刷インキ組成物において、前記金属含有架橋剤が、以下の一般式(1)で表される有機金属化合物の少なくとも1種と、一般式(2)で表されるリン酸エステルの少なくとも1種と、一分子中に(−CON<)で表される原子団とカルボキシル基とを含有する化合物(3)とを、(1):{(2)+(3)}のモル比率が1:(2n+1)〜1:3(2n+1)となる割合で反応させた反応物であることを特徴とするグラビア印刷インキ組成物およびフレキソ印刷インキ組成物。
- 前記バインダーとして、ポリアミド樹脂および/またはセルロース誘導体を用いる請求項1記載の印刷インキ組成物。
- 前記バインダーとして、ポリウレタン樹脂および/またはセルロース誘導体を用いる請求項1記載のグラビア印刷インキ組成物。
- 請求項1〜3記載のグラビア印刷インキ組成物を基材に印刷してなる印刷物。
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JP2007246822A (ja) * | 2006-03-17 | 2007-09-27 | Toyo Ink Mfg Co Ltd | 印刷インキ組成物 |
JP2013234238A (ja) * | 2012-05-08 | 2013-11-21 | Sakata Corp | 表刷り用グラビア印刷インキ組成物 |
JP7509595B2 (ja) | 2020-07-21 | 2024-07-02 | サカタインクス株式会社 | フィルム用グラビア印刷インキ組成物 |
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JP2007531804A (ja) * | 2004-04-05 | 2007-11-08 | ジョンソン、マッセイ、パブリック、リミテッド、カンパニー | 接着促進化合物 |
JP2007246822A (ja) * | 2006-03-17 | 2007-09-27 | Toyo Ink Mfg Co Ltd | 印刷インキ組成物 |
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JP2007246822A (ja) * | 2006-03-17 | 2007-09-27 | Toyo Ink Mfg Co Ltd | 印刷インキ組成物 |
JP2013234238A (ja) * | 2012-05-08 | 2013-11-21 | Sakata Corp | 表刷り用グラビア印刷インキ組成物 |
JP7509595B2 (ja) | 2020-07-21 | 2024-07-02 | サカタインクス株式会社 | フィルム用グラビア印刷インキ組成物 |
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