JP6705558B2 - 酸化重合型不飽和樹脂用硬化促進剤、印刷インキ及び塗料 - Google Patents
酸化重合型不飽和樹脂用硬化促進剤、印刷インキ及び塗料 Download PDFInfo
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- JP6705558B2 JP6705558B2 JP2019523420A JP2019523420A JP6705558B2 JP 6705558 B2 JP6705558 B2 JP 6705558B2 JP 2019523420 A JP2019523420 A JP 2019523420A JP 2019523420 A JP2019523420 A JP 2019523420A JP 6705558 B2 JP6705558 B2 JP 6705558B2
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- curing accelerator
- oxidative polymerization
- polymerization type
- unsaturated resin
- type unsaturated
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Classifications
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- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
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- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
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- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
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Description
で表されるもの等が挙げられる。これらはそれぞれ単独で用いても良いし、2種類以上を併用しても良い。
表1に示す割合で、各種金属塩と配位子化合物とを配合し、組成物(1)〜(4)を製造した。
表1中で用いた各成分の詳細は以下の通り。
・ネオデカン酸マンガン溶液:DIC株式会社製「Mn−NEODECANOATE 6.5%」、マンガン含有量6.5質量%のベンジルアルコール溶液
・オクチル酸鉄溶液:DIC株式会社製「Fe−OCTOATE6%」、鉄含有量6質量%のベンジルアルコール溶液
・8−キノリノール:東京化成工業株式会社製「8−Quinolinol」
・N,N’−ビスサリチリデン−1,2−プロパンジアミン:東京化成工業株式会社製「N,N’−Bis(2−hydroxybenzylidene)−1,2−propanediamine」
・2−[[(2−ジメチルアミノ)エチル]メチルアミノ]エタノール:東京化成工業株式会社製「2−[[(2−Dimethylamino)ethyl]methylamino]ethanol」
・1−メチルイミダゾール:東京化成工業株式会社製「1−Methylimidazole」
下記表2に示す割合で各成分を配合し、塗料(1)〜(5)、(1’)、(2’)を製造した。得られた塗料について下記要領で硬化性の評価を行った。結果を表2に示す。なお、ベース塗料は以下の要領で製造した。
表2中で用いた各成分の詳細は以下の通り。
・皮張防止剤:宇部興産株式会社製「メチルエチルケトオキシム」
・ネオデカン酸マンガン溶液:DIC株式会社製「Mn−NEODECANOATE 6.5%」、マンガン含有量6.5質量%のベンジルアルコール溶液
・オクチル酸コバルト溶液:DIC株式会社製「DICNATE210SB」、コバルト含有量10質量%の大豆油溶液
・1−メチルイミダゾール:東京化成工業株式会社製「1−Methylimidazole」
・ジルコニウム石鹸:DIC株式会社製「12% Zr−OCTOATE」、ジルコニウム含有量12質量%のミネラルスピリット溶液
チタンホワイト顔料(ケマーズ株式会社製「Ti−Pure R−960」)100質量部、炭酸カルシウム(日東粉化工業株式会社製「NS#100」)40質量部、アルキッド樹脂(DIC株式会社製「アルキディアP−470−70」)240質量部、ミネラルスピリット(JX日鉱日石エネルギー株式会社製「ミネラルスピリットA」)20質量部をペイントシェーカーにて混練し、ベース塗料を得た。
恒温恒湿室(23±2℃、50±5%RH)内で試験を行った。先で得た塗料をガラス板上に76μmのアプリケーターで塗布した。塗布後、塗料が完全に乾燥し、ドライングタイムレコーダー(太佑機材株式会社製「型式No.404」)の針によりつけられるキズが見られなくなるまでの時間を測定した。
下記表3に示す割合で各成分を配合し、印刷インキ(1)〜(3)を製造した。得られた印刷インキについて下記要領で硬化性の評価を行った。結果を表3に示す。なお、ベースインキは以下の要領で製造した。
ロジン変性フェノール樹脂(DIC株式会社製「BECKACITE F−7310」)100質量部、大豆油(日清オイリオグループ株式会社製「大豆サラダ油(S)」)100質量部を210℃で1時間加熱した後、有機溶剤(JX日鉱日石エネルギー株式会社製「AFソルベント6号」)47.5質量部、アルミニウムキレート(ホープ製薬株式会社製「ケロープ(S)」)2.5質量部を加え、150℃で1時間加熱し、印刷インキ用ワニスを調製した。
先で得た印刷インキ用ワニス100質量部、フタロシアニンブルー顔料(DIC株式会社製「FASTOGEN BLUE TGR−L」)20質量部、大豆油(日清オイリオグループ株式会社製「大豆サラダ油(S)」)25質量部、有機溶剤(JX日鉱日石エネルギー株式会社製「AFソルベント6号」)25質量部を三本ロールミルで混練し、ベースインキを得た。
恒温恒湿室(23±2℃、50±5%RH)内で試験を行った。先で得た印刷インキをガラス板上に38μmのアプリケーターで塗布した。塗布後、インキが完全に乾燥し、ドライングタイムレコーダー(太佑機材株式会社製「型式No.404」)の針によりつけられるキズが見られなくなるまでの時間を測定した。
Claims (6)
- マンガン又は鉄の脂肪酸塩である金属塩(A)とイミダゾール化合物(B)とを含有することを特徴とする酸化重合型不飽和樹脂用硬化促進剤。
- 更に、アミノアルコール化合物、2,2’−ビピリジル、2,2’−ビピリジル誘導体、1,10−フェナントロリン、1,10−フェナントロリン誘導体、N,N’−ビスサリチリデン1,2−プロパンジアミン、N,N’−ビスサリチリデン1,2−プロパンジアミン誘導体、8−キノリノール、8−キノリノール誘導体、ピコリン酸、ピコリン酸誘導体、ピリジンジカルボン酸、ピリジンジカルボン酸誘導体、キノリン−2−カルボン酸及びキノリン−2−カルボン酸誘導体からなる群から選択される1種以上である配位子化合物(C)を含有する請求項1記載の酸化重合型不飽和樹脂用硬化促進剤。
- 金属錯体(D)とイミダゾール化合物(B)とを含有することを特徴とする酸化重合型不飽和樹脂用硬化促進剤。
- 前記金属錯体(D)の中心金属がマンガン又は鉄である請求項3記載の酸化重合型不飽和樹脂用硬化促進剤。
- 請求項1〜4のいずれか1項記載の酸化重合型不飽和樹脂用硬化促進剤と酸化重合型不飽和樹脂とを含有する硬化性樹脂組成物。
- 印刷インキ又は塗料である請求項5記載の硬化性樹脂組成物。
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EP4303243A1 (en) * | 2021-03-02 | 2024-01-10 | Dic Corporation | Curable resin composition, active energy ray curable resin composition, cured product, and article |
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JP4031585B2 (ja) * | 1998-12-25 | 2008-01-09 | 昭和高分子株式会社 | 硬化性樹脂組成物 |
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US20050245639A1 (en) * | 2002-05-03 | 2005-11-03 | Oostveen Everardus A | Drier for air-drying coatings |
CA2656049C (en) * | 2006-07-07 | 2015-06-30 | Ronald Hage | Liquid hardening |
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EP2343336A1 (en) * | 2010-01-06 | 2011-07-13 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Curing liquids |
KR101860460B1 (ko) * | 2010-06-16 | 2018-05-23 | 아크조 노벨 케미칼즈 인터내셔널 비.브이. | 촉진제 용액 및 경화성 수지의 경화 방법 |
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