JP2014001382A - 耐光性固体インク組成物 - Google Patents
耐光性固体インク組成物 Download PDFInfo
- Publication number
- JP2014001382A JP2014001382A JP2013118386A JP2013118386A JP2014001382A JP 2014001382 A JP2014001382 A JP 2014001382A JP 2013118386 A JP2013118386 A JP 2013118386A JP 2013118386 A JP2013118386 A JP 2013118386A JP 2014001382 A JP2014001382 A JP 2014001382A
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- Prior art keywords
- ink
- phase change
- change ink
- absorber
- crystalline
- Prior art date
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- Granted
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- 239000000203 mixture Substances 0.000 title claims description 58
- 239000007787 solid Substances 0.000 title description 32
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims abstract description 7
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- -1 2- (2H-benzotriazol-2-yl) -4-methylphenyl Chemical group 0.000 claims description 41
- 239000006096 absorbing agent Substances 0.000 claims description 30
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- 238000002844 melting Methods 0.000 claims description 6
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- 125000001424 substituent group Chemical group 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
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- 235000011002 L(+)-tartaric acid Nutrition 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- VHDKGFXLYYCBRN-UHFFFAOYSA-N bis(1-methyl-4-propan-2-ylcyclohexyl) 2,3-dihydroxybutanedioate Chemical compound C(=O)(OC1(CCC(CC1)C(C)C)C)C(O)C(O)C(=O)OC1(CCC(CC1)C(C)C)C VHDKGFXLYYCBRN-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
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- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
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- 238000010438 heat treatment Methods 0.000 description 2
- AUONNNVJUCSETH-UHFFFAOYSA-N icosanoyl icosanoate Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCCCCCCCC AUONNNVJUCSETH-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
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- 239000004014 plasticizer Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000992 solvent dye Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- MBDNRNMVTZADMQ-UHFFFAOYSA-N sulfolene Chemical compound O=S1(=O)CC=CC1 MBDNRNMVTZADMQ-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000988 sulfur dye Substances 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 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 description 1
- 230000007704 transition Effects 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/34—Hot-melt inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ink Jet (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
【解決手段】酒石酸エステルまたはクエン酸エステルからなるアモルファス成分と、アミド、芳香族エステル、直鎖ジエステル、ウレタン、スルホン、芳香族基を含む酒石酸エステル誘導他からなる結晶性材料と、トリアゾール誘導体からなる紫外線吸収剤を含むホットメルトインクは、コーティングされた紙基材へのインクジェット印刷に適し、優れた堅牢性、耐光性を有する。
【選択図】なし
Description
式中、R1、R2、R3、R4、R5は、それぞれ独立してアルキル基であり、アルキルは、炭素原子を約1〜約40個含む直鎖、分枝鎖または環状、飽和または不飽和、置換または非置換であってもよく、または、置換または非置換の芳香族またはヘテロ芳香族基、およびこれらの混合物であってもよい。
式中、R1およびR2は、それぞれ互いに独立して、または、これらが同じであってもよく、異なっていてもよいことを意味し、アルキル基からなる群から選択され、アルキル部分は、炭素原子を約1〜約40個含む直鎖、分枝鎖または環状、飽和または不飽和、置換または非置換であってもよく、または、置換または非置換の芳香族またはヘテロ芳香族基、およびこれらの混合物であってもよい。特定の実施形態では、R1およびR2は、それぞれ独立して、メチル、エチル、n−プロピル、イソプロピル、n−ブチルおよびt−ブチルから選択される1個以上のアルキル基で場合により置換されたシクロヘキシル基である。特定の実施形態では、R1およびR2は、それぞれ2−イソプロピル−5−メチルシクロヘキシルである。
式中、R3、R4、R5は、独立して、アルキル基であり、アルキルは、炭素原子を約1〜約40個含む直鎖、分枝鎖または環状、飽和または不飽和、置換または非置換であってもよく、または置換または非置換の芳香族またはヘテロ芳香族基、およびこれらの混合物であってもよい。特に、クエン酸 トリ−DL−メンチル(TMC)が、適切な熱的特性およびレオロジー特性を与え、また印刷画像に堅牢性を付与する望ましいアモルファス候補物質である。
式中、Zは、以下
式中、R8およびR9は、同じであってもよく、異なっていてもよく、R8およびR9は、それぞれ独立して、(i)直鎖または分枝鎖、環状または非環状、置換または非置換、飽和または不飽和のアルキル基であってもよく、場合により、アルキル基にヘテロ原子が存在していてもよく、いくつかの実施形態では、炭素原子を約1〜約40個、約1〜約20個、または約1〜約10個含む、アルキル基、(ii)置換または非置換のアリールアルキル基であってもよく、アリールアルキル基のアルキル部分が、直鎖または分枝鎖、環状または非環状、置換または非置換、飽和または不飽和であってもよく、場合により、アリールアルキル基のアリール部分またはアルキル部分にヘテロ原子が存在していてもよく、いくつかの実施形態では、炭素原子を約4〜約40個、約7〜約20個、または約7〜約12個含む、アリールアルキル基、(iii)置換または非置換の芳香族基であってもよく、置換基が、直鎖、分枝鎖、環状または非環状のアルキル基であってもよく、場合により芳香族基にヘテロ原子が存在していてもよく、炭素原子を約3〜約40個、約6〜約20個、または約6〜約10個含む、芳香族基からなる群から選択される。
式中、R17およびR18は、同じであってもよく、異なっていてもよく、R17およびR18は、それぞれ互いに独立して、(i)直鎖または分枝鎖、環状または非環状、置換または非置換、飽和または不飽和のアルキル基であってもよく、場合により、アルキル基にヘテロ原子が存在していてもよく、いくつかの実施形態では、炭素原子を約1〜約40個、約1〜約20個、または約1〜約10個含むが、その数がこれらの範囲からはずれていてもよい、アルキル基、(ii)置換または非置換のアリールアルキル基であってもよく、アリールアルキル基のアルキル部分が、直鎖または分枝鎖、環状または非環状、置換または非置換、飽和または不飽和であってもよく、場合により、アリールアルキル基のアリール部分またはアルキル部分にヘテロ原子が存在していてもよく、いくつかの実施形態では、炭素原子を約4〜約40個、約7〜約20個、または約7〜約12個含むが、その数がこれらの範囲からはずれていてもよい、アリールアルキル基、(iii)置換または非置換の芳香族基であってもよく、置換基が、直鎖、分枝鎖、環状または非環状のアルキル基であってもよく、場合により芳香族基にヘテロ原子が存在していてもよく、炭素原子を約3〜約40個、約6〜約20個、または約6〜約10個含むが、その数がこれらの範囲をはずれていてもよい、芳香族基、およびこれらの混合物からなる群から選択される。
(インク基剤の調製)
表2に示す結晶性成分とアモルファス成分を用い、インク基剤を調製した。
(実施例のインクの調製)
表3に示す所定量のUV吸収剤と、2% Orasol Blue GNとを含み、残りがインク基剤(80%の樹脂80、20%のDMT)である以下のインクを調製した。成分をビーカー内で一緒に加え、撹拌しつつ140℃まで加熱し、加熱を1時間維持することによってインクを調製した。
耐光性試験を以下の様式で行った。K−プルーフ印刷物を、太陽放射スペクトルをシミュレートするスペクトルを有する光源の下の、ウインドウガラスの下の接地面に置いた(露光:Atlas Suntest XLS+、FilterセットC(「ウインドウガラス」)、BST=50°C、Phi=700W/m2)。K−プルーフの露光領域に所定量の光があてられるまで画像の4/5を覆うようにフォトマスクを置いた(表4に示す)。次いで、画像の2/5が光にさらされるように、フォトマスクを1/5まで上げた。画像の1/5を除くすべてが光にさらされ、1回のプルーフで所定範囲の露光線量が生じるまで、これを繰り返した。X−rite 528(D65 Illuminant、観察角度2°)を用い、それぞれの領域の色を測定した。K−プルーフの1/5が光にさらされていないリファレンスを用い、CIEデルタE 2000を計算した。
Claims (10)
- 転相インクであって、
少なくとも結晶性成分と、
少なくともアモルファス成分と、
トリアゾール誘導体である少なくとも1つの紫外線吸収剤と、
着色剤とを含む、転相インク。 - 結晶性とアモルファスとの比率が、それぞれ約60:40〜約95:5である、請求項1に記載の転相インク。
- UV吸収剤を含まない転相インクと比較した場合、光にさらされた後、CIEデルタE 2000の約30〜約100%減少を示すような改良された耐光性を有する、請求項1に記載の転相インク。
- 前記紫外線吸収剤がトリアゾール誘導体である、請求項1に記載の転相インク。
- 前記紫外線吸収剤が、2−(2−ヒドロキシ−5−tert−オクチルフェニル)ベンゾトリアゾール、2−(2H−ベンゾトリアゾール−2−イル)−4−メチルフェニル、2−(2’−ヒドロキシ−3’,5’−ジ−tert−アミルフェニル)ベンゾトリアゾール、およびこれらの混合物からなる群から選択される、請求項1に記載の転相インク。
- 前記紫外線吸収剤が、約5%までの量で存在する、請求項1に記載の転相インク。
- 前記紫外線吸収剤が、ほとんど着色していない状態からまったく着色していない状態である、請求項1に記載の転相インク。
- 前記紫外線吸収剤は、融点が約130℃〜約140℃の温度より低い、請求項1に記載の転相インク。
- 室温で106cpsより大きな粘度を有する、請求項1に記載の転相インク。
- UV吸収剤を含まない転相インクと比較したとき、2倍大きな耐光性を示す、請求項1に記載の転相インク。
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- 2012-06-18 US US13/526,117 patent/US8784547B2/en not_active Expired - Fee Related
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2013
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JPH05506881A (ja) * | 1990-05-23 | 1993-10-07 | コーツ エレクトログラフィックス リミテッド | 透明ホットメルトジェットインク |
US5779779A (en) * | 1996-09-27 | 1998-07-14 | Dataproducts Corporation | UV-blocking hot melt inks |
JPH10219168A (ja) * | 1997-02-04 | 1998-08-18 | Oce Technol Bv | 溶融性インク用のインク組成物 |
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WO2017163776A1 (ja) * | 2016-03-24 | 2017-09-28 | コニカミノルタ株式会社 | インクジェットインクおよび画像形成方法 |
Also Published As
Publication number | Publication date |
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JP6242598B2 (ja) | 2017-12-06 |
US8784547B2 (en) | 2014-07-22 |
US20130333591A1 (en) | 2013-12-19 |
KR20130142086A (ko) | 2013-12-27 |
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