EP1877506A1 - Ink with increased resistance against drying - Google Patents
Ink with increased resistance against dryingInfo
- Publication number
- EP1877506A1 EP1877506A1 EP05857297A EP05857297A EP1877506A1 EP 1877506 A1 EP1877506 A1 EP 1877506A1 EP 05857297 A EP05857297 A EP 05857297A EP 05857297 A EP05857297 A EP 05857297A EP 1877506 A1 EP1877506 A1 EP 1877506A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ink
- resistance against
- increased resistance
- drying
- water
- 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.)
- Withdrawn
Links
- 238000001035 drying Methods 0.000 title claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 10
- -1 glycol ethers Chemical class 0.000 claims abstract description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 7
- 238000009835 boiling Methods 0.000 claims abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000049 pigment Substances 0.000 claims abstract description 4
- 239000000654 additive Substances 0.000 claims abstract description 3
- 239000003139 biocide Substances 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 150000002334 glycols Chemical class 0.000 claims abstract description 3
- 239000000976 ink Substances 0.000 description 23
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 10
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 7
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical class CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 3
- HMEKVHWROSNWPD-UHFFFAOYSA-N Erioglaucine A Chemical compound [NH4+].[NH4+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 HMEKVHWROSNWPD-UHFFFAOYSA-N 0.000 description 2
- WXLFIFHRGFOVCD-UHFFFAOYSA-L azophloxine Chemical compound [Na+].[Na+].OC1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 WXLFIFHRGFOVCD-UHFFFAOYSA-L 0.000 description 2
- 235000012745 brilliant blue FCF Nutrition 0.000 description 2
- 239000004161 brilliant blue FCF Substances 0.000 description 2
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 235000012739 red 2G Nutrition 0.000 description 2
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 1
- CQPFMGBJSMSXLP-ZAGWXBKKSA-M Acid orange 7 Chemical compound OC1=C(C2=CC=CC=C2C=C1)/N=N/C1=CC=C(C=C1)S(=O)(=O)[O-].[Na+] CQPFMGBJSMSXLP-ZAGWXBKKSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 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
- C09D11/16—Writing 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
- C09D11/16—Writing inks
- C09D11/18—Writing inks specially adapted for ball-point writing instruments
Definitions
- This invention concerns the ink to be filled into writing tools, e.g. pens, felt pens, roller pens, liner pens, markers, highlight pens etc.
- the inks currently in use are characterized by application properties on which their development focuses. This means they can be removed from textiles by washing, they can be washed off from skin, they cannot be wiped off from nonporous materials, they are resistant against wear etc. These main application characteristics of the inks have some negative properties which the solution under this invention seeks to eliminate.
- the property to be eliminated is the tendency to dry out, which is demonstrated particularly in alcohol-based inks consisting of a mixture of low aliphatic alcohols, pigments and other components, but also in water-based inks containing organic dyes and other components (examples of water-based inks are described in the patent No. 289465 "Washable inks easily removable from skin”).
- the disadvantage of the known writing liquids consists in the fact that the writing tools need to have their writing tips protected against drying. If the tip is not covered with a protective cap for a while it relatively quickly dries out, its function deteriorates and after a longer period of time it is completely degraded.
- the subject matter of the invention consists in the composition of the ink containing 0.1 to 25 wt. % of organic dye or pigment, 0.1 to 40 wt. % of glycols or polyethylene glycols with molecule weights from 100 to 6 000, 0.1 to 20 wt. % of glycol ethers with boiling points over 150° C and up to 15 wt. % of additives and admixtures such as biocides, defoamers, leveling agents, film formers or separators, while the balance to 100 wt. % is water or low aliphatic alcohols or their mixtures.
- the inks under this invention do not dry out even if the tool is not used for writing and left for a long time without a protective cap, which significantly improves capabilities of the products.
- the increased resistance against drying is created particularly by a combination of polyethylene glycols and glycol ethers with high boiling points, which form a layer on the ink surface and prevent evaporation of low-boiling solvents and gradual drying of the ink in the writing tool tip.
- the ink under this invention lasts up to 60 days in an open tip without drying out.
- Example 1 non-drying ink, black
- Acid blue 9 (under Color Index) 2.22% wt.
- Acid orange 7 (under Color Index) 4.00% wt.
- Acid red 1 (under Color Index) 1.78% wt. natrium-dioctyl sulphosuccinate 0.02% wt. water - polyglycol - ether solution of a mixture of quarter ammonium salts 0.27% wt. propylene glycol phenyl ether 0.44% wt. tetraethylene glycol 26.87% wt. water 64.40% wt.
- Example 2 non-drying ink, red
- Acid red 1 (under Color Index) 0.94% wt.
- Food yellow 4 (under Color Index) 0.47% wt. natrium-dioctyl sulphosuccinate 0.02% wt. water - polyglycol - ether solution of a mixture of quarter ammonium salts 0.28% wt. propylene glycol phenyl ether 0.47% wt. tetraethylene glycol 26.39% wt water 70.21% wt.
- Acid blue 9 (under Color Index) 0.77% wt. natrium-dioctyl sulphosuccinate 0.02% wt. water - polyglycol - ether solution of a mixture of quarter ammonium salts 0.29% wt. propylene glycol phenyl ether 0.48% wt. tetraethylene glycol 26.78% wt. water 71.23% wt.
- Solvent red 160 (under Color Index) 4.00% wt. triglyceride of caprylic and capric acids 0.50% wt. propylene glycol phenyl ether 2.00% wt. n-propanol balance to 100% wt.
- Example 5 non-drying ink, blue
- Basic blue 26 (under Color Index) 4.00% wt. triglyceride of caprylic and capric acids 0.50% wt. propylene glycol phenyl ether 1.50% wt. n-propanol 50.00% wt. butanol balance to 100% wt.
- Example 6 non-drying ink, blue
- Solvent blue 44 (under Color Index) 7.00% wt.
- Basic violet 1 (under Color Index) 1.00% wt. triglyceride of caprylic and capric acids 2.50% wt. tripropylene glycol-n-butyl ether 0.50% wt. n-propanol balance to l00% wt.
- Solvent blue 44 (under Color Index) 8.00% wt. triglyceride of caprylic and capric acids 3.20% wt. propylene glycol phenyl ether 1.80% wt. n-propanol 47.00% wt. butanol balance to 100% wt.
- Example 8 non-drying ink, black
- the ink with increased resistance against drying under this invention can be used particularly as a filling in writing tools, such as pens, felt pens, roller pens, liner pens, markers, highlight pens etc.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CZ20050098A CZ200598A3 (cs) | 2005-02-16 | 2005-02-16 | Inkoust se zvýsenou odolností proti zasychání |
| PCT/CZ2005/000062 WO2006089495A1 (en) | 2005-02-16 | 2005-08-17 | Ink with increased resistance against drying |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1877506A1 true EP1877506A1 (en) | 2008-01-16 |
Family
ID=35262165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP05857297A Withdrawn EP1877506A1 (en) | 2005-02-16 | 2005-08-17 | Ink with increased resistance against drying |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1877506A1 (cs) |
| CZ (1) | CZ200598A3 (cs) |
| RU (1) | RU2007131207A (cs) |
| WO (1) | WO2006089495A1 (cs) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109694618B (zh) * | 2019-02-01 | 2022-01-18 | 常熟美克尼化工有限公司 | 中性笔用中性墨水组合物及其制备方法以及中性笔 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0441987A2 (en) * | 1989-01-07 | 1991-08-21 | Canon Kabushiki Kaisha | Recording liquid and method for ink jet recording using same |
| US5604276A (en) * | 1989-01-07 | 1997-02-18 | Canon Kabushiki Kaisha | Recording liquid and method for ink jet recording using same |
| EP0997509A1 (en) * | 1997-07-07 | 2000-05-03 | Mitsubishi Pencil Kabushiki Kaisha | Aqueous ink composition for writing utensils |
| US20010045175A1 (en) * | 2000-03-24 | 2001-11-29 | Akemi Ouchi | Ink composition for inkjet recording and inkjet recording process |
| EP1457538A1 (en) * | 2001-11-19 | 2004-09-15 | Mitsubishi Pencil Kabushiki Kaisha | AQUEOUS INK COMPOSITION FOR BALL−POINT PEN |
| EP1457537A1 (en) * | 2001-11-19 | 2004-09-15 | Mitsubishi Pencil Kabushiki Kaisha | Aqueous ink composition for ball-point pen |
| EP1601730A1 (de) * | 2004-03-15 | 2005-12-07 | Dokumental GmBh & Co. KG Schreibfarben | Nichtwässrige polare tintenzusammensetzung |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2131040B (en) * | 1982-10-20 | 1986-02-12 | Sakura Color Prod Corp | Aqueous ink compositions for ball-point pens |
| JPS6227479A (ja) * | 1985-07-29 | 1987-02-05 | Pentel Kk | ボ−ルペン用インキ組成物 |
| JP3475249B2 (ja) * | 1996-07-25 | 2003-12-08 | 株式会社リコー | 記録液及びそれを用いた記録方法 |
| CZ289465B6 (cs) | 1999-10-29 | 2002-01-16 | Centropen A. S. | Vypratelný inkoust, lehce smývatelný z kůľe |
-
2005
- 2005-02-16 CZ CZ20050098A patent/CZ200598A3/cs not_active IP Right Cessation
- 2005-08-17 RU RU2007131207/04A patent/RU2007131207A/ru not_active Application Discontinuation
- 2005-08-17 EP EP05857297A patent/EP1877506A1/en not_active Withdrawn
- 2005-08-17 WO PCT/CZ2005/000062 patent/WO2006089495A1/en active Application Filing
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0441987A2 (en) * | 1989-01-07 | 1991-08-21 | Canon Kabushiki Kaisha | Recording liquid and method for ink jet recording using same |
| US5604276A (en) * | 1989-01-07 | 1997-02-18 | Canon Kabushiki Kaisha | Recording liquid and method for ink jet recording using same |
| EP0997509A1 (en) * | 1997-07-07 | 2000-05-03 | Mitsubishi Pencil Kabushiki Kaisha | Aqueous ink composition for writing utensils |
| US20010045175A1 (en) * | 2000-03-24 | 2001-11-29 | Akemi Ouchi | Ink composition for inkjet recording and inkjet recording process |
| EP1457538A1 (en) * | 2001-11-19 | 2004-09-15 | Mitsubishi Pencil Kabushiki Kaisha | AQUEOUS INK COMPOSITION FOR BALL−POINT PEN |
| EP1457537A1 (en) * | 2001-11-19 | 2004-09-15 | Mitsubishi Pencil Kabushiki Kaisha | Aqueous ink composition for ball-point pen |
| EP1601730A1 (de) * | 2004-03-15 | 2005-12-07 | Dokumental GmBh & Co. KG Schreibfarben | Nichtwässrige polare tintenzusammensetzung |
Non-Patent Citations (1)
| Title |
|---|
| See also references of WO2006089495A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006089495A1 (en) | 2006-08-31 |
| CZ296589B6 (cs) | 2006-04-12 |
| CZ200598A3 (cs) | 2006-04-12 |
| RU2007131207A (ru) | 2009-03-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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| 17P | Request for examination filed |
Effective date: 20070913 |
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| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR |
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| DAX | Request for extension of the european patent (deleted) | ||
| 17Q | First examination report despatched |
Effective date: 20131014 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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| 18D | Application deemed to be withdrawn |
Effective date: 20170301 |