EP2097489A2 - Korrekturflüssigkeit mit trocknungsanzeige - Google Patents
Korrekturflüssigkeit mit trocknungsanzeigeInfo
- Publication number
- EP2097489A2 EP2097489A2 EP07870381A EP07870381A EP2097489A2 EP 2097489 A2 EP2097489 A2 EP 2097489A2 EP 07870381 A EP07870381 A EP 07870381A EP 07870381 A EP07870381 A EP 07870381A EP 2097489 A2 EP2097489 A2 EP 2097489A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- solvent
- fluorescent dye
- composition
- drying
- time
- 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- Withdrawn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 37
- 239000012530 fluid Substances 0.000 title claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 55
- 239000007850 fluorescent dye Substances 0.000 claims abstract description 29
- 238000009835 boiling Methods 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 43
- 239000002989 correction material Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- KXXXUIKPSVVSAW-UHFFFAOYSA-K pyranine Chemical compound [Na+].[Na+].[Na+].C1=C2C(O)=CC(S([O-])(=O)=O)=C(C=C3)C2=C2C3=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1 KXXXUIKPSVVSAW-UHFFFAOYSA-K 0.000 claims description 8
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 2
- 229910052708 sodium Inorganic materials 0.000 abstract description 2
- 239000011734 sodium Substances 0.000 abstract description 2
- 239000000975 dye Substances 0.000 description 11
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 7
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 6
- 238000005562 fading Methods 0.000 description 5
- 239000007793 ph indicator Substances 0.000 description 5
- 230000035515 penetration Effects 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 229940051250 hexylene glycol Drugs 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- -1 alkylene glycols Chemical class 0.000 description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000040 green colorant Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000012800 visualization 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
- C09D10/00—Correcting fluids, e.g. fluid media for correction of typographical errors by coating
Definitions
- the present invention relates to a correction fluid containing a fluorescent dye as a drying indicator.
- drying or visualization indicators to stationery compositions whose use involves a drying time after application, such as correction fluids.
- the drying indicators used in the correction fluids are intended to allow the user to visually evaluate the moment when the composition is sufficiently dry, that is to say the moment when the film formed by the correction fluid can receive a new registration without risk of being damaged.
- the drying indicators colored and therefore visible to the user at the time of application of the composition, gradually lose their color and ideally become completely colorless when the composition is dry.
- patent application US2005 / 0075419 discloses a water-based correction fluid containing, as a drying indicator, a colored pH indicator.
- the correction fluid also contains a volatile acid or a volatile base whose evaporation causes a change in the pH of the correction film and therefore the discoloration of the pH indicator.
- compositions containing a colored pH indicator as a drying indicator is the precise adjustment of the fading time to the actual drying time of the composition. Indeed, when the pH of the composition changes too quickly and the indicator fades before the complete drying of the composition, the user is misled and the early rewrite will cause damage to the film. Conversely, when the pH variation and the indicator discoloration occur only a certain time after the complete drying of the composition, the user unnecessarily delays the time of rewriting and thus loses time.
- the drying time of a correction fluid film depends on several parameters such as the evaporation rate (volatility) of the solvents, the speed of penetration of the solvents into the paper, which essentially depends on the surface tension of the solvent. fluid, the viscosity of the fluid and the surface energy of the support, and the rate of formation of the film.
- the subject of the present invention is therefore a correction fluid with a colored drying indicator, containing
- a good solvent for the fluorescent dye preferably having a boiling point less than or equal to 100 ° C. and, preferably,
- Pyranine (CAS 6358-69-6, Color Index No. 59040) is a yellow-green colorant, FDA approved as a dye of cosmetic compositions. This dye is not part of the colored pH indicators. Indeed, it has, over the entire pH range, a fluorescence emission whose characteristics vary too gradually so that they can serve as a pH indicator.
- this dye to serve as a drying indicator in the compositions of the present invention is therefore not related to its state of protonation / deprotonation, but, inter alia, to its solvatochromism in relation to its solvation state in the solvent mixture of the composition.
- the Applicant has furthermore found that when the good solvent used was water, the addition of an organic solvent chosen from the bad solvents of the fluorescent dye resulted in a modification, generally an acceleration, of the speed of penetration of the solvent phase in the paper medium on which the correction fluid was applied and that this acceleration of the penetration rate in turn had repercussions on the drying speed of the film and the coloring rate of the dye.
- bad solvent denotes organic solvents in which the solubility of the fluorescent dye is less than or equal to 0.01 g / l at 20 ° C.
- the good solvent has a boiling point less than or equal to 100 ° C.
- this good solvent is preferably water, chosen for its perfect safety and its very low cost. Especially preferred is demineralised water.
- the upper limit of the boiling point (100 ° C.) is motivated solely by the drying time of the composition. Above a boiling point of 100 ° C., the good solvent which constitutes the greater part of the composition would take a long time to evaporate, which would lead to an undesirable extension of the drying time of the film.
- the wrong solvent must be miscible with the right solvent of the fluorescent dye.
- the good and bad solvents do not necessarily need to be miscible with each other in all proportions, but their miscibility must be guaranteed at least for good solvent / bad solvent of the correction fluid before application and during of the drying step.
- Examples of preferred poor solvents are C 8 -C 18 alkylene glycols such as butylene glycol and hexylene glycol, C 2 -4 lower alcohols such as ethanol, n-propanol, isopropanol, n-propanol and the like. butanol and isobutanol, and dioxane.
- the decolorization time of the fluorescent dyes can be adjusted to the drying time of the compositions of the present invention by adding a relatively small amount of one or more bad solvents, of the order of a few to - only one hundred.
- the ratio by weight of the good solvent to the bad solvent in the compositions of this The invention is preferably between 99/1 and 80/20, in particular between 98/2 and 90/10.
- the composition according to the present invention preferably has a basic pH, advantageously between 7 and 11, preferably between 7.5 and 10. In this range of pK, the fluorescence intensity of the fluorescent dye is in fact particularly high and the Discoloration at the time of drying of the applied film is easily detectable to the human eye.
- This pH can be adjusted by addition of any base, not necessarily volatile. Examples of such bases are ammonia, triethanolamine and amino-2-methyl-1-propanol (AMP).
- the pH of the compositions according to the invention may optionally be fixed by an appropriate buffer.
- the concentration of the fluorescent dye in the correcting fluids of the present invention is preferably between 0.01% and 1% by weight, in particular between 0.1 and 0.5% by weight, relative to the total weight of the composition.
- the corrector fluid of the present invention contains, in addition to the fluorescent dye and the solvent phase described above, one or more adjuvants commonly used in this type of composition, chosen, for example, from film-forming polymers, fillers and opacifying pigments. preferably white pigments such as titanium dioxide, optical brighteners, dyes, anti-freeze agents such as glycerol, surfactants and preservatives.
- one or more adjuvants commonly used in this type of composition chosen, for example, from film-forming polymers, fillers and opacifying pigments. preferably white pigments such as titanium dioxide, optical brighteners, dyes, anti-freeze agents such as glycerol, surfactants and preservatives.
- Composition A (without a bad solvent) 0.15% by weight of Solvent Green 7, sold under the name YELLOW PYRACID G by the company COLOREY, is added to a conventional correction fluid (base fluid) having the following composition:
- the fading time of the fluorescent dye is estimated by visual evaluation or by colorimetry (L * a * b * system).
- composition A a film drying time of about 1 minute and a reaction time are determined. discoloration of about 3 minutes. This result is not satisfactory because the user if he waits for the complete discoloration of the film before rewriting on it loses unnecessarily about 2 minutes.
- compositions B and C (with bad solvent)
- composition A containing 99.85% of base fluid and 0.15% of Solvent Green 7, 4.00% of hexylene glycol (Composition B) and 4.00% of n-propanol (Composition C) are added. .
- Composition B Drying time: 1 minute Fading time: 1 minute 10 seconds
- Composition C is a composition having Composition C:
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Paints Or Removers (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0610787A FR2909680B1 (fr) | 2006-12-11 | 2006-12-11 | Fluide correcteur avec indicateur de sechage |
| PCT/FR2007/052433 WO2008074956A2 (fr) | 2006-12-11 | 2007-12-03 | Fluide correcteur avec indicateur de sechage |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2097489A2 true EP2097489A2 (de) | 2009-09-09 |
Family
ID=38066563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP07870381A Withdrawn EP2097489A2 (de) | 2006-12-11 | 2007-12-03 | Korrekturflüssigkeit mit trocknungsanzeige |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8182595B2 (de) |
| EP (1) | EP2097489A2 (de) |
| JP (1) | JP2010512443A (de) |
| CN (1) | CN101605858B (de) |
| BR (1) | BRPI0720214A2 (de) |
| CA (1) | CA2671761A1 (de) |
| FR (1) | FR2909680B1 (de) |
| MX (1) | MX2009006172A (de) |
| WO (1) | WO2008074956A2 (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8828271B2 (en) * | 2008-07-03 | 2014-09-09 | Bostik, Inc. | Hot melt wetness indicator adhesive composition containing UV fluorescent agent |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5232494A (en) * | 1992-07-31 | 1993-08-03 | Binney & Smith Inc. | Color changing compositions |
| US5498282A (en) * | 1992-07-31 | 1996-03-12 | Binney & Smith Inc. | Color changing pan paint compositions |
| US5478382A (en) * | 1992-07-31 | 1995-12-26 | Binney & Smith Inc. | Color changing compositions for use on non-porous surfaces |
| US6517622B1 (en) * | 2000-09-05 | 2003-02-11 | Kodak Polychrome Graphics, Llc | Additive correction fluid for metal printing forms |
| FR2818655B1 (fr) * | 2000-12-22 | 2004-05-14 | Conte | Composition liquide coloree pour surligneur |
| EP1366126B1 (de) * | 2001-01-30 | 2007-05-30 | Schwan-STABILO Schwanhäusser GmbH & Co. KG | Markierungsflüssigkeit |
| US6946023B2 (en) * | 2002-06-06 | 2005-09-20 | Avery Dennison Corporation | Smear-resistant ink compositions |
| US7442725B2 (en) * | 2003-10-02 | 2008-10-28 | Sanford, L.P. | Color changing correction fluid |
| US7229487B2 (en) * | 2004-01-14 | 2007-06-12 | Sanford, L.P. | Writing instruments with eradicable inks and eradicating fluids |
-
2006
- 2006-12-11 FR FR0610787A patent/FR2909680B1/fr not_active Expired - Fee Related
-
2007
- 2007-12-03 CN CN2007800457142A patent/CN101605858B/zh not_active Expired - Fee Related
- 2007-12-03 EP EP07870381A patent/EP2097489A2/de not_active Withdrawn
- 2007-12-03 BR BRPI0720214-8A2A patent/BRPI0720214A2/pt not_active Application Discontinuation
- 2007-12-03 MX MX2009006172A patent/MX2009006172A/es unknown
- 2007-12-03 CA CA002671761A patent/CA2671761A1/fr not_active Abandoned
- 2007-12-03 WO PCT/FR2007/052433 patent/WO2008074956A2/fr not_active Ceased
- 2007-12-03 JP JP2009540818A patent/JP2010512443A/ja active Pending
- 2007-12-11 US US12/518,804 patent/US8182595B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2008074956A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US20100163799A1 (en) | 2010-07-01 |
| FR2909680A1 (fr) | 2008-06-13 |
| CN101605858B (zh) | 2012-09-26 |
| CA2671761A1 (fr) | 2008-06-26 |
| BRPI0720214A2 (pt) | 2013-12-24 |
| MX2009006172A (es) | 2009-08-25 |
| JP2010512443A (ja) | 2010-04-22 |
| WO2008074956A3 (fr) | 2008-09-12 |
| FR2909680B1 (fr) | 2010-12-10 |
| US8182595B2 (en) | 2012-05-22 |
| WO2008074956A2 (fr) | 2008-06-26 |
| CN101605858A (zh) | 2009-12-16 |
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Legal Events
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| 17Q | First examination report despatched |
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| STAA | Information on the status of an ep patent application or granted ep patent |
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| 18D | Application deemed to be withdrawn |
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