WO2009058447A2 - Ink composition and method for forming the same - Google Patents
Ink composition and method for forming the same Download PDFInfo
- Publication number
- WO2009058447A2 WO2009058447A2 PCT/US2008/071361 US2008071361W WO2009058447A2 WO 2009058447 A2 WO2009058447 A2 WO 2009058447A2 US 2008071361 W US2008071361 W US 2008071361W WO 2009058447 A2 WO2009058447 A2 WO 2009058447A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ink composition
- ink
- benzoate
- combinations
- vehicle
- Prior art date
Links
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
- C09D11/30—Inkjet printing 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
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated 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
- C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
Definitions
- the present invention relates generally to ink compositions and method(s) for forming the same.
- InkJet printing or recording systems are commonly used as an effective way of producing images on a print medium, such as paper.
- a print medium such as paper.
- ink droplets are ejected from a nozzle at high speed by the inkjet recording system onto the paper to produce an image thereon.
- print characteristics include print quality (e.g., optical density, chroma, and/or the like) and durability (e.g., water fastness, water resistance, fade resistance, permanence, acid and alkaline high- liter smear resistance, and/or the like).
- trade off(s) may occur between print quality and durability of the ink when the ink is deposited on the print medium.
- some inks may have substantially good optical density, yet exhibit substantially poor resistance to highlighter smear and water.
- some inks may be substantially resistant to highlighter smear and water, but have relatively poor optical density.
- Fig. 1 is a graph depicting measurements of optical density for two embodiments of an ink composition printed on a variety of print media
- Fig. 2 is a graph depicting measurements of the percent of ink transferred for different samples of the two embodiments of the ink composition, each sample being exposed to a different test;
- Fig. 3 is a graph depicting the average optical density vs. average single pass smear for sample Ink B and comparative inks C, D, and E;
- Fig. 4 is a graph depicting the average optical density vs. average double pass smear for sample Ink B and comparative inks C, D, and E.
- Embodiment(s) of the ink composition disclosed herein are advantageously substantially durable, exhibit substantially high optical density, and exhibit substantially good print quality. It is believed that the combination of an anionic acrylate copolymer binder and an oxidized self-dispersible pigment contributes to the enhanced durability, optical density, and print quality.
- Embodiment(s) of the ink may be used in any inkjet printing process, and may be particularly suitable for use in thermal inkjet printing.
- the ink composition includes an anionic acrylate copolymer binder and an oxidized self-dispersible pigment in an aqueous ink vehicle.
- the anionic acrylate copolymer binder used in the ink composition is generally represented by the formula [CHR-CR'-COOR"] n . It is to be understood that the molecular weight of the copolymer varies. In an embodiment, n ranges from 10 to over 1000; and R, R', and R" are each selected from a hydrogen, an alkyl group, an aryl group, or combinations thereof.
- suitable functional groups for R, R', and R" include benzoates, carboxylates, sulfonates, phosphates, borates, and/or combinations thereof. Any of the functional groups may be selected to provide the copolymer with unique properties. It is to be understood that one or more of the functional groups may be selectively placed along the backbone of the copolymer chain. Without being bound to any theory, it is believed that embodiments of the resultant copolymer binder may be configured to have a hydrophilic/hydrophobic balance, which fortuitously and unexpectedly improves the solubility, as well as the water and smear resistance of the ink including the binder, when established on a print medium.
- the copolymer binder is either a graft or block copolymer containing one or more repeat units selected from methyl trimethyl silyl dimethyl ketone acetal copolymers, silated poly (vinyl alcohol), ethoxytriethylene glycol methacrylate, tetrabutylammonium chlorobenzoate, trimethylsilyl methacrylate, 1 ,1-bis(trimethylsiloxy)-2-methyl propene, or combinations thereof.
- the copolymer binder is an anionic acrylate-based group transfer polymerized copolymer binder.
- the amount of copolymer binder present in the ink ranges from about 0.5 wt% to about 3 wt%.
- the ink composition may also include a benzoate salt that is solubilized in the ink vehicle.
- a benzoate salt that is solubilized in the ink vehicle.
- suitable benzoate salts include ammonium benzoate, alkyl ammonium benzoate, sodium benzoate, potassium benzoate, lithium benzoate, and/or combinations thereof.
- the amount of benzoate salt present in the ink composition ranges from about 0.1 wt% to about 3 wt%.
- the ink composition further includes an oxidized self-dispersible pigment as a colorant.
- pigment refers to a colorant particle that is substantially insoluble in the liquid vehicle in which it is used.
- Self- dispersed pigments include those that have been chemically modified at the surface, for example, with a charge or a polymeric grouping. This chemical modification aids the pigment in becoming and/or substantially remaining dispersed in a liquid.
- self-dispersible pigments tend to have greater stability and lower viscosity when compared to traditional pigments and dyes; and, thus provide substantially greater flexibility in formulating the ink composition(s) disclosed herein.
- a non-self-dispersed pigment utilizes a separate and unattached dispersing agent (e.g., polymers, oligomers, surfactants, etc.) in the liquid vehicle or physically coated on the surface of the pigment.
- a separate and unattached dispersing agent e.g., polymers, oligomers, surfactants, etc.
- the oxidized self-dispersible pigment may be formed via ozone oxidation, or via any other suitable oxidation method.
- the colorant dispersion may include one or more black self-dispersible pigments, or a combination of black self-dispersible pigments and black non-self dispersible pigments.
- the amount of black pigment present in the ink composition ranges from about 2 wt% to about 6 wt%. While black pigments are generally referred to herein, it is to be understood that the ink compositions disclosed herein may include any other suitable color pigment (self-dispersible, non-self-dispersible, or combinations thereof).
- Embodiments of the ink composition also include an ink vehicle.
- the term "ink vehicle” refers to the combination of water and solvents (and additives, if desired) to form a vehicle in which the anionic acrylate copolymer binder and colorant dispersion is placed to form an ink composition.
- suitable additives include, but are not limited to, surfactants, biocides, buffers, sequestering agents, chelating agents, and/or the like.
- the ink vehicle includes at least one solvent, a surfactant, and water.
- the solvent(s) used in the ink vehicle are water-soluble or miscible organic solvents.
- suitable solvents for the ink composition include ethoxylated glycerol, 2-methyl-1 ,3-propanediol, 2-methyl- 2,4-pentanediol, 1 ,5-pentanediol, 2-pyrrolidone, 1-(2-hydroxylethyl)-2- pyrrolidinone, 2-ethyl-2-hydroxymethyl-1 ,3-propanediol, diethylene glycol, 3- methoxybutanol, 1 ,3-dimethyl-2-imidazolidinone, 1 ,2-hexanediol, 1 ,2-octanediol, 2,5-dimethyl-3-hexyne 2,5-diol, trimethylol propane, 3-hexyne-2,5-diol, sulfolane, 3-pyridyt carbin
- the amount of solvent(s) used in the ink ranges from about 2 wt% to about 20 wt%.
- Surfactants may be included in the ink composition, at least in part, to assist in controlling the physical properties of the ink, such as jetting stability, waterproofness and bleeding.
- One or more surfactants may be used in the formulation of the ink.
- the surfactant(s) may be selected from anionic surfactants, non-ionic surfactants, zwitterionic surfactants, and/or combinations thereof.
- Non-limiting examples of suitable anionic surfactants include sodium salts of straight chain fatty acids; potassium salts of straight chain fatty acids; sodium salts of coconut oil fatty acids; potassium salts of coconut oil fatty acids; sodium salts of tall oil fatty acids; potassium salts of tall oil fatty acids; amine salts; acylated polypeptides; linear alkyl benzene sulfonates; higher alkyl benzene sulfonates; benzene; toluene; xylene; cumenesulfonate; lignosulfonates; petroleum sulfonates; N-acyl-n-alkyltaurates; paraffin sulfonates; secondary n-alkanesulfonates; alpha olefin sulfonates; sulfosuccnic esters; alkyl naphalene sulfonates; isethionates; sulfuric acid ester salts; sulfated poly
- Non-limiting examples of suitable non-ionic surfactants include alkylphenol ethoxylates; polyoxyethylenates; straight chain alcohol ethoxylates; polyoxyethylenated polyoxypropylene glycols; polyoxyethylenated mercaptans; long chain carboxylic acid esters; glycerol esters of natural acids; polyglyceryl esters of natural acids; glycerol esters of fatty acids; polyglyceryl esters of fatty acids; propylene glycol; sorbitol esters; polyoxyethylenated sorbitol esters; polyoxyethylene glycol esters; polyoxyethylenated fatty acids; polyethylene oxides; polyethylene glycols; alkanolamine condensates; alkanolamides; tertiary acetylenic glycols; polyoxyethylenated silicones; N-alkylpyrrolidones; alkylpolyglyco
- Non-fimiting examples of suitable zwitterionic surfactants include beta-N- alkylaminopropionic acids; N-alkyl-beta-iminodipropionic acids; imidazoline carboxylates; N-alkylbetaines; amine oxides; sulfobetaine surfactants; and/or combinations thereof.
- Other additives may also be incorporated into the ink composition.
- additives refers to constituents of the ink that operate to enhance performance, environmental effects, aesthetic effects, or other similar properties of the ink.
- examples of other suitable additives for the ink include buffers, pH adjusting agents, biocides, sequestering agents, chelating agents, or the like, or combinations thereof.
- the balance of the ink vehicle includes water.
- Forming embodiment(s) of the ink composition includes providing or making the ink vehicle, and adding the binder and the pigment dispersion to the ink vehicle.
- the benzoate salt is also added to the ink vehicle.
- the binder and the benzoate salt are added to the ink vehicle prior to adding the pigment dispersion.
- the ink composition is established on at least a portion of a substrate to form an image/print.
- the amount of ink composition used depends, at least in part, on the desirable image/print to be formed.
- a non-limiting example of a suitable inkjet printing technique includes drop-on- demand inkjet printing, more particularly, thermal inkjet printing.
- Other non- limiting examples of suitable inkjet printing techniques include piezoelectric inkjet printing and continuous inkjet printing.
- Suitable printers for such inkjet printing process(es) include portable drop-on-demand inkjet printers (e.g., handheld printers, arm mountable printers, wrist mountable printers, etc.), desktop drop-on-demand inkjet printers, or combinations thereof.
- portable drop-on-demand inkjet printers e.g., handheld printers, arm mountable printers, wrist mountable printers, etc.
- desktop drop-on-demand inkjet printers or combinations thereof.
- suitable substrates include coated papers, non-coated papers, business papers (e.g., brochures), labels, post card papers, glossy papers, photo papers, transparencies, and/or the like, and/or combinations thereof.
- the first ink included about 0.9 wt% of an acrylate group transfer polymerized (GTP) copolymer binder manufactured from E. I. du Pont de Nemours and Company, Wilmington, DE, and about 3.5 wt% of an ozone- oxidized self-dispersible black pigment in an ink vehicle.
- the ink vehicle included a solvent system of 2-pyrrolidone, LEG-1 , 1 ,5-pentanediol, and water.
- the ink vehicle also included an ethoxylated alcohol surfactant.
- the second ink (Ink B) had a similar formulation as Ink A, however, Ink B had a slightly higher pigment loading (about 3.75 wt%) and included 0.2 wt% of ammonium benzoate.
- HP DESKJET 6540 printer Hewlett Packard (hereinafter "HP") Advanced paper (Adv), HP AII-I n-One paper (AIO), Data Copy paper (DC), HP Color InkJet paper (HPCIJ), HP Multipurpose paper (HPMP), HP BrightWhite paper (HPBW), Gilbert Bond paper (GBND), Kodak BrightWhite paper (KBW), Hammermill copy paper (HamCo), Microprint Multisystems paper (MMS), Flagship Multipurpose paper (Flagshi), HP Everyday InkJet paper (HPEI), JK copier paper (JKC), Hansol Multipurpose PPC paper (HPPC),
- HPO Golden Star Multipurpose paper
- Oji Sunace PPC paper Sunace
- HLM Hokuetsu Kin Mari paper
- DA Double A Premium paper
- POAP PaperOne all purpose paper
- IQAA IQ Allround paper
- HP Office paper HPO, first occurrence along x-axis in Figure 1 is one region of the paper, and second occurrence along x-axis in Figure 1 is another region of the paper
- HP Printing paper HPP
- HP BrightWhite 80 Gsm paper HPBW, second occurrence along x-axis in Figure 1
- Multicopy Original White paper MC
- SBR Stein Beis Recyconomic paper
- RM Rey Matt paper
- FCMU First choice multiuse
- Classic laid imaging CLI
- Navigator soporset preprint NPP
- UPM Office Multifunction UPM Office Multifunction
- Ink B i.e., the ink including the ammonium benzoate
- the optical densities are very similar.
- both Inks A and B exhibit desirable print quality.
- the durability of the inks with respect to highlighter resistance and smear was also evaluated for inks A and B.
- plain papers such as, for example, HP Advanced paper, HP BrightWhite paper, HP All-ln-One paper, Data Copy paper, and Gilbert Bond paper.
- the highlighters used to evaluate the durability of the inks included Sanford Accent Fiber tip highlighters, Sharpie Accent Fiber tip highlighters, Avery Hi-Liter Plastic Nib highlighters, Sharpie Accent Comfort Grip highlighters, Staples brand highlighters, Sharpie Plastic Nib highlighters, Bic Bright liner highlighters, Stabilo Boss highlighters, Zebra Zazzle highlighters, and Faber-Castell Textliner highlighters.
- the prints were tested for single pass and double pass highlighter smear about five minutes and about one hour after printing the ink on the respective print media.
- the ink transferred or smeared from the printed region to the unprinted region of the paper was measured using a Greytag Macbeth Densitometer.
- the prints were also tested for their resistance to water. This was accomplished by dripping water over the printed areas of the respective print media about five minutes after printing and about one hour after printing.
- the percent of ink transferred for each sample was measured using a Greylag Macbeth Densitometer, and the results are also shown in Figure 2. Generally, the lower the percent transfer the better the resistance to highlighter smear and water. As shown in Figure 2, Ink B demonstrated higher resistance to water when compared to Ink A.
- Comparative inks C, D and E were used instead of Ink A (of Example 1 ).
- Comparative inks C, D and E included a surface modified self dispersed carbon black pigment as colorant, solvents, surfactants, and in some cases additives. None of the comparative inks were formulated with a combination of oxidized carbon black and ammonium benzoate according to embodiments disclosed herein.
- the optical density and durability (with respect to single and double pass highlighter smear) of Ink B and comparative inks C, D, and E were measured and compared.
- the inks were printed on Gilbert bond paper, HP Multipurpose paper, HP BrightWhite paper, HP Advanced paper, and HP all-in-one paper using an HP DESKJET 6540 printer. The optical densities were measured using a Greytag Macbeth
- Densitometer The prints were tested for single pass and double pass highlighter smear about five minutes and about one hour after printing the ink on the print media.
- optical density vs. single pass smear results are shown in Figure 3
- optical density vs. double pass smear results are shown in Fig. 4.
- All of the results for the comparative inks illustrate the typical tradeoff between optical density and smear, i.e., when high optical density is achieved, smear is generally higher; and when less smear is achieved, optical density is generally lower.
- comparative Ink C had lower smear and lower optical density
- comparative inks D and E had higher optical density and higher smear.
- Ink B exhibited both high optical density and relatively low smear.
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- 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)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Ink Jet (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08843432.9A EP2173825B1 (en) | 2007-07-30 | 2008-07-28 | Ink composition and method for forming the same |
JP2010520115A JP2010535279A (en) | 2007-07-30 | 2008-07-28 | Ink composition and method for producing the same |
CN2008801009970A CN101765644B (en) | 2007-07-30 | 2008-07-28 | Ink composition and method for forming the same |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/830,317 | 2007-07-30 | ||
US11/830,317 US20090031922A1 (en) | 2007-07-30 | 2007-07-30 | Ink composition and method for forming the same |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009058447A2 true WO2009058447A2 (en) | 2009-05-07 |
WO2009058447A3 WO2009058447A3 (en) | 2009-07-16 |
Family
ID=40336908
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2008/071361 WO2009058447A2 (en) | 2007-07-30 | 2008-07-28 | Ink composition and method for forming the same |
Country Status (6)
Country | Link |
---|---|
US (1) | US20090031922A1 (en) |
EP (1) | EP2173825B1 (en) |
JP (1) | JP2010535279A (en) |
CN (1) | CN101765644B (en) |
TW (1) | TW200911931A (en) |
WO (1) | WO2009058447A2 (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2794780B1 (en) * | 2011-12-22 | 2018-06-06 | Hewlett-Packard Development Company, L.P. | An ink composition |
US9546451B2 (en) * | 2012-01-31 | 2017-01-17 | Hewlett-Packard Development Company, L.P. | Surface treatment composition |
US8822616B1 (en) * | 2013-02-08 | 2014-09-02 | Rohm And Haas Electronic Materials Llc | Block copolymer formulation and methods relating thereto |
JP6459477B2 (en) * | 2013-12-25 | 2019-01-30 | Jsr株式会社 | Colored composition, colored cured film, and display element |
WO2015187181A1 (en) | 2014-06-06 | 2015-12-10 | Hewlett-Packard Development Company, L.P. | Ink composition |
KR102092533B1 (en) | 2014-06-06 | 2020-04-23 | 휴렛-팩커드 디벨롭먼트 컴퍼니, 엘.피. | Ink composition |
WO2015187179A1 (en) | 2014-06-06 | 2015-12-10 | Hewlett-Packard Development Company, L.P. | Ink composition |
WO2018080630A1 (en) | 2016-10-25 | 2018-05-03 | Hewlett-Packard Development Company, L.P. | Dispersion and jettable composition containing metal oxide nanoparticles |
US11421123B2 (en) | 2016-10-25 | 2022-08-23 | Hewlett-Packard Development Company, L.P. | Dispersion and jettable composition containing cesium tungsten oxide nanoparticles and a zwitterionic stabilizer |
WO2018140040A1 (en) * | 2017-01-27 | 2018-08-02 | Hewlett-Packard Development Company, L.P. | Inkjet ink compositions |
WO2020091729A1 (en) | 2018-10-29 | 2020-05-07 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing |
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2007
- 2007-07-30 US US11/830,317 patent/US20090031922A1/en not_active Abandoned
-
2008
- 2008-07-21 TW TW097127611A patent/TW200911931A/en unknown
- 2008-07-28 EP EP08843432.9A patent/EP2173825B1/en not_active Not-in-force
- 2008-07-28 CN CN2008801009970A patent/CN101765644B/en not_active Expired - Fee Related
- 2008-07-28 JP JP2010520115A patent/JP2010535279A/en active Pending
- 2008-07-28 WO PCT/US2008/071361 patent/WO2009058447A2/en active Application Filing
Non-Patent Citations (1)
Title |
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None |
Also Published As
Publication number | Publication date |
---|---|
EP2173825A2 (en) | 2010-04-14 |
JP2010535279A (en) | 2010-11-18 |
TW200911931A (en) | 2009-03-16 |
US20090031922A1 (en) | 2009-02-05 |
CN101765644B (en) | 2013-05-22 |
WO2009058447A3 (en) | 2009-07-16 |
EP2173825A4 (en) | 2013-11-27 |
CN101765644A (en) | 2010-06-30 |
EP2173825B1 (en) | 2016-12-28 |
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