JP2012102218A - 活性エネルギー線硬化型インキおよび印刷物 - Google Patents
活性エネルギー線硬化型インキおよび印刷物 Download PDFInfo
- Publication number
- JP2012102218A JP2012102218A JP2010251164A JP2010251164A JP2012102218A JP 2012102218 A JP2012102218 A JP 2012102218A JP 2010251164 A JP2010251164 A JP 2010251164A JP 2010251164 A JP2010251164 A JP 2010251164A JP 2012102218 A JP2012102218 A JP 2012102218A
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- Prior art keywords
- oxide
- meth
- acrylate
- alkylene
- active energy
- 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
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- -1 thioxanthone compound Chemical class 0.000 claims abstract description 84
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- 239000012965 benzophenone Substances 0.000 claims abstract description 28
- 239000003999 initiator Substances 0.000 claims abstract description 25
- 239000000463 material Substances 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 6
- UXCIJKOCUAQMKD-UHFFFAOYSA-N 2,4-dichlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC(Cl)=C3SC2=C1 UXCIJKOCUAQMKD-UHFFFAOYSA-N 0.000 claims description 4
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 claims description 4
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 claims description 4
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 claims description 4
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 claims description 4
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 claims description 3
- DBHQYYNDKZDVTN-UHFFFAOYSA-N [4-(4-methylphenyl)sulfanylphenyl]-phenylmethanone Chemical compound C1=CC(C)=CC=C1SC1=CC=C(C(=O)C=2C=CC=CC=2)C=C1 DBHQYYNDKZDVTN-UHFFFAOYSA-N 0.000 claims description 3
- VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 claims description 3
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- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 claims description 2
- 238000003860 storage Methods 0.000 abstract description 4
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Abstract
【解決手段】エチレン性二重結合を有する化合物および光重合開始剤を含有する活性エネルギー線硬化型インキにおいて、光重合開始剤が、(A2)アシルフォスフィンオキサイド化合物、(B1)チオキサントン化合物および(B2)ベンゾフェノン化合物であることを特徴とする活性エネルギー線硬化型インキおよび前記活性エネルギー線硬化型インキにより印刷された印刷物。
【選択図】なし
Description
光重合開始剤が、
(A2)アシルフォスフィンオキサイド化合物、
(B1)チオキサントン化合物
および
(B2)ベンゾフェノン化合物
であることを特徴とする上記の活性エネルギー線硬化型インキに関するものである。
もちろん、高圧水銀ランプやメタルハライドランプなどを用いて硬化させても何ら問題なく硬化させることができる。
光重合開始剤が、
光重合開始剤が、
(A2)アシルフォスフィンオキサイド化合物、
(B1)チオキサントン化合物
および
(B2)ベンゾフェノン化合物
であることを特徴とし、また、第三級アミン化合物((B2)ベンゾフェノン化合物を除く。)を、さらに、含有することを特徴とする。
ー線硬化型インキを得ることができるものであるが、その理由は未だ明確になったというわけではない。しかし、概略として次のようなことによるものと推測される。しかし、本発明がこれにより限定されるものではない。
次に、本発明における印刷インキ組成物としての使用形態について説明する。本発明における活性エネルギー線硬化性組成物は、通常平版印刷インキとしての形態において使用されることが多いが、平版印刷インキとして用いられる場合、一般的には、顔料10〜30重量%、樹脂20〜50重量%、アクリル基を含有する化合物20〜70重量% 、ラジカル重合禁止剤0.01〜1重量%、活性エネルギー線用光開始剤およびまたは増感剤1〜 20重量%、その他添加剤0〜10重量%からなる組成にて使用される。また、アクリル系樹脂は常温で固体の為、アクリル系モノマーもしくはオリゴマーに溶解し、ラジカル重合禁止剤を添加し調整した樹脂ワニスとして使用される。樹脂ワニスの粘度は印刷ンキ組成物を作製し易い粘度(100〜300 Pa ・s /25℃)にする為、樹脂20〜50重量部、アクリル系モノマーおよびオリゴマー80〜50重量部、ラジカル重合禁止剤0.01〜1重量部を仕込み、温度80〜120℃、空気気流下で30分〜1時間で熱溶解される。
(1)波長365nmにおけるモル吸光係数が100〜1,000,000(l
/mol・cm)である光開裂型重合開始剤((A2)アシルフォス
フィンオキサイド化合物の合計量)
1〜20重量%
(2)波長365nmにおけるモル吸光係数が1,000〜1,000,000
(l/mol・cm)である水素引き抜き型重合開始剤((B1)
チオキサントン化合物と(B2)ベンゾフェノン化合物との合計量)
1〜10重量%
(3)第三級アミン化合物((B2)ベンゾフェノン化合物を除く。)
0.5〜10重量%
(4)モノマー((メタ)アクリル基を含有する化合物) 20〜70重量%
(5)樹脂 5〜30重量%
(6)顔料 10〜30重量%
(7)その他添加剤 0〜10重量%
などが好ましい組成として挙げられるが、この範囲に限定されるわけではない。
パナソニック電工株式会社製高出力UV−LED照射装置を使用し、照射距離10mm、波長350〜420nm(中心波長385nm)で、コンベア速度(m/分)を変化させながら、紫外線を照射し、表面を指で触ってタックの有無を確認し、タックが無い最速のコンベア速度を「表面硬化性」とし、下記評価基準に基づいて評価を行った。ここで、コンベア速度の速いもの、すなわち、照射光量が少ないものほど表面硬化性が良好なるも
のであると判断できる。
(評価基準)
○:10m/分以上
×:10m/分未満
表面硬化性と同様に、パナソニック電工株式会社製高出力UV−LED照射装置を使用し、照射距離10mm、波長350〜420nm(中心波長385nm)で、コンベア速度(m/分)を変化させながら(5、10、15、20(m/分))、紫外線を照射させ、綿布でのこすりで評価した。ここで、紫外線の照射量が十分ではない場合は、最悪、塗膜がなくなり(評価基準 1)から照射量が十分である場合の最良のこすれなし(評価基準 5)まで評価し(5:こすれなし、4:表層こすれ、3:中間層こすれ、2:底部こすれ、1:塗膜なし)、実用性により以下のように評価した。
(評価基準)
○:(5:こすれなし、または、4:表層こすれ)、実用性あり。
△:(3:中間層こすれ、または、2:底部こすれ)、一応、実用性あり。
×:(1:塗膜なし)
Claims (8)
- エチレン性二重結合を有する化合物および光重合開始剤を含有する活性エネルギー線硬化型インキにおいて、
光重合開始剤が、
(A2)アシルフォスフィンオキサイド化合物、
(B1)チオキサントン化合物
および
(B2)ベンゾフェノン化合物
であることを特徴とする活性エネルギー線硬化型インキ。 - (A2)アシルフォスフィンオキサイド化合物が、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および/またはビス(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であることを特徴とする請求項1記載の活性エネルギー線硬化型インキ。
- (B1)チオキサントン化合物が、2,4−ジエチルチオキサントン、2,4−ジメチルチオキサントン、2,4−ジクロロチオキサントン、1−クロロ−4−プロピルチオキサントン、2−クロロチオキサントンおよび2−イソプロピルチオキサントンから選ばれる1種類以上であることを特徴とする請求項1または2記載の活性エネルギー線硬化型インキ。
- (B2)ベンゾフェノン化合物が、4,4’−ビス−(ジエチルアミノ)ベンゾフェノンおよび/または4−ベンゾイル−4’−メチルジフェニルスルフィドであることを特徴とする請求項1〜3いずれか記載の活性エネルギー線硬化型インキ。
- さらに、第三級アミン化合物((B2)ベンゾフェノン化合物を除く。)を含有することを特徴とする請求項1〜4いずれか記載の活性エネルギー線硬化型インキ。
- 第三級アミン化合物((B2)ベンゾフェノン化合物を除く。)が、芳香族第三級アミン化合物であることを特徴とする請求項5記載の活性エネルギー線硬化型インキ。
- 請求項1〜6いずれか記載の活性エネルギー線硬化型インキを用いて印刷し、印刷されたインキを波長350〜420nmの輝線を発する発光ダイオードを用いて硬化させることを特徴とするインキ硬化物の製造方法。
- 請求項7に記載のインキ硬化物の製造方法で得られた印刷物。
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JP7247666B2 (ja) | 2019-03-08 | 2023-03-29 | コニカミノルタ株式会社 | インクジェット用の活性線硬化型インクおよび画像形成方法 |
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