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WO2010133890A1 - Encre d'imprimerie - Google Patents

Encre d'imprimerie Download PDF

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Publication number
WO2010133890A1
WO2010133890A1 PCT/GB2010/050833 GB2010050833W WO2010133890A1 WO 2010133890 A1 WO2010133890 A1 WO 2010133890A1 GB 2010050833 W GB2010050833 W GB 2010050833W WO 2010133890 A1 WO2010133890 A1 WO 2010133890A1
Authority
WO
WIPO (PCT)
Prior art keywords
ink
weight
solvent
jet
glycol
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.)
Ceased
Application number
PCT/GB2010/050833
Other languages
English (en)
Inventor
Nigel Gould
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sericol Ltd
Original Assignee
Sericol Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sericol Ltd filed Critical Sericol Ltd
Priority to GB1120070.6A priority Critical patent/GB2482462B/en
Publication of WO2010133890A1 publication Critical patent/WO2010133890A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • C09D11/36—Inkjet printing inks based on non-aqueous solvents
    • 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
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/322—Pigment inks

Definitions

  • This invention relates to a printing ink and in particular to a solvent-based ink for ink- jet printing.
  • ink-jet printing minute droplets of black, white, coloured or colourless ink are ejected through narrow nozzles in a controlled manner from one or more reservoirs or printing heads.
  • the ejected ink forms an image on the substrate, by relative motion between the ejector and substrate which are usually held in close proximity.
  • the shear forces associated with forcing a small volume of ink through the narrow cavities of a print-head require that the ink has a low viscosity.
  • Ink-jet inks are therefore commonly formulated to contain a large proportion of a mobile liquid vehicle or solvent. Solvent-based ink-jet inks dry by evaporation of the solvent and the solvent used therefore needs to be volatile in order to allow the ink to dry in a reasonable time.
  • VOCs Volatile organic compounds
  • a high vapour pressure means that the compounds are able enter the atmosphere where they have the potential to participate in photochemical reactions, causing atmospheric pollution and smog formation.
  • VOC volatile organic compound
  • the present invention provides an ink-jet ink comprising 25 to 45 % by weight based on the total weight of the ink of an organic carbonate solvent, a glycol ether solvent, a carrier resin and a colouring agent.
  • the inventors of the present invention have found that by carefully selecting the combination of solvents described above, and by closely controlling the amount of organic carbonate solvent provided in the ink, an ink-jet ink having an acceptable VOC content can be provided, without sacrificing the beneficial properties of the ink.
  • the inks of the present invention meet the viscosity requirements for ink- jet printing, dry quickly when printed on a wide range of substrates, have low odour, low toxicity and good adhesion to substrates.
  • the printed inks also have desirable film properties.
  • Preferred organic carbonate solvents are alkyl carbonates having the formula R OCOOR , wherein R and R are independently selected from Ci-C 4 linear or branched alkyl, or wherein R 1 and R 2 together with the carbonate group form a cyclic carbonate in which R 1 and R 2 together form a linear or branched alkylene group that comprises 2 to 8 carbon atoms.
  • Preferred organic carbonate solvents include cyclic carbonates.
  • a most preferred organic carbonate solvent is propylene carbonate-
  • the ink of the invention preferably comprises 25 to 40 % by weight of an organic carbonate solvent based on the total weight of the ink, more preferably 30 to 35 % by weight.
  • Glycol ether solvents are known for use in ink-jet inks and any glycol ether solvent or mixture of glycol ether solvents that is suitable for use in an ink-jet ink can be used according to the present invention.
  • Suitable solvents include monoalkyl- and dialkyl ethers of mono-, di- or triethylene glycol and monoalkyl- and dialkyl ethers of mono-, di- or tripropylene glycol and mixtures thereof.
  • Examples include ethylene glycol monomethyl ether, diethylene glycol monobuty] ether, diethylene glycol diethyl ether, diethylene glycol methylethyl ether, propylene glycol monomethyl ether, dlpropylene glycol monomethyl ether and tripropylene glycol monomethyl ether.
  • Low odour glycol ether solvents are preferred, such as diethylene glycol diethyl ether and diethylene glycol methylethyl ether.
  • the inks of the invention preferably comprise 40 to 70 % by weight of glycol ether solvent based on the total weight of the ink, more preferably 40 to 60 % by weight most preferably 45 to 55 % by weight.
  • the ink-jet ink of the present invention comprises 25 to 40 % by weight based on the total weight of the ink, preferably 30 to 35 % by weight, of propylene carbonate; 40 to 60 % by weight based on the total weight of the ink, preferably 45 to 55 % by weight, of diethylene glycol diethyl ether or diethylene glycol methylethyl ether; a carrier resin and a colouring agent.
  • the ink of the present invention preferably comprises 50 to 95 % by weight of solvent based on the total weight of the ink, more preferably 70 to 95 % by weight and most preferably 80 to 90 % by weight.
  • solvents may be included in the ink, but their content is preferably kept to a minimum.
  • a particularly common source of other solvents is derived from the way in which the colouring agent is introduced into the ink-jet ink formulation.
  • the colouring agent is usually prepared in the form of a pigment dispersion in a solvent, e.g. 2-ethylhexyl acetate.
  • the solvent tends to be around 40 to 50 % by weight of the pigment dispersion based on the total weight of the pigment dispersion and the pigment dispersion typically makes up around 5 to 15 % by weight of the ink and sometimes more.
  • the ink of the invention includes a maximum of 10 % by weight of organic solvent which is other than an organic carbonate solvent or a glycol ether based on the total weight of the ink.
  • a solvent or solvents is/are present which is/are not an organic carbonate solvent or a glycol ether, that solvent or solvents is present at 10 % by weight or less.
  • the ink of the present invention is preferably substantially free of water, although some water will typically be absorbed by the ink from the air or be present as impurities in the components of the inks, and such levels are tolerated.
  • the ink may comprise less than 5 % by weight of water, more preferably less than 2 % by weight of water and most preferably less than 1 % by weight of water, based on the total weight of the ink.
  • the ink of the present invention dries by evaporation of the solvent, as discussed hereinabove, and hence is a solvent-based ink.
  • the ink does not therefore require the presence of curable material, i.e. material comprising functional groups that cross-link or polymerise under the drying conditions to which the ink is exposed, to effect drying of the ink.
  • the ink is preferably substantially free of curable material, although minor amounts can be tolerated.
  • the ink may comprise less than 5 % by weight of curable material, more preferably less than 2 % by weight of curable material and most preferably less than 1 % by weight of curable material, based on the total weight of the ink.
  • the ink of the present invention also includes a film-forming thermoplastic carrier resin.
  • Carrier resins suitable for use in solvent-based ink-jet inks are known in the art. The resin needs to be chosen such that the carrier resin is soluble in the precise blend of solvents used in each individual ink. Examples of suitable resins include acrylic resins, epoxy resins, ketone resins, nitrocellulose resins, phenoxy resins, polyester resins, or mixtures or copolymers thereof. Preferably the resin is an acrylic resin.
  • the weight average molecular weight of the resin is preferably from 5,000 to 100,000, more preferably from 20,000 to 80,000.
  • the resin is a methyl methacrylate/n-butyl methacrylate copolymer, which aids with the low viscosity requirement of the ink, such as Elvacite® 2614 from Lucite International which has a molecular weight of 56,000, a Tg of 79 0 C, an acid number of 14 and a Tukon Hardness Knoop No of 13, or, more preferably, Elvacite® 2013 which has a molecular weight of 34,000, a T g of 76 0 C, an acid number of 5 and a Tukon Hardness Knoop No of 13.
  • the ink of the present invention preferably comprises 1 to 20 % by weight of carrier resin, more preferably 2 to 10 % by weight based on the total weight of the ink.
  • the ink of the present invention also includes a colouring agent, which may be either dissolved or dispersed in the liquid medium of the ink.
  • a colouring agent is a dispersible pigment which is dispersed in the ink.
  • Colouring agents are known in the art and are commercially available, e.g. Microlith, Cinquasia, and Irgalite (all from Ciba Speciality Chemicals), Paliotol (available from BASF pic), Hostaperm (available from Clariant UK) and Sun Yellow 271-9151 and Yellow 4GO (available from Sun Chemical Performance Pigments).
  • the pigment may be of any desired colour such as, for example, Pigment Yellow 13, Pigment Yellow 83, Pigment Red 9, Pigment Red 184, Pigment Blue 15:3, Pigment Green 7, Pigment Violet 19, Pigment Black 7.
  • CMYK trichromatic process printing
  • other colour sets may be used, such as Hexachrome (CMYKOG).
  • Mixtures of pigments may be used in the same ink if required.
  • the colorant is preferably provided as a pigment concentrate which is present in the ink of the invention in an amount of from 1 to 15 % by weight.
  • the amount of pigment present in the ink of the invention is typically 0.5 to 8 % by weight based on the total weight of the ink.
  • dispersants e.g. Dysperbyk, Tego Dispers, Solsperse etc.
  • synergist e.g., styrene, styrene, styrene, styrene, styrene, styrene, styrene, styrene, styrene, styrene, styrene etc.
  • synergist e.g. Dysperbyk, Tego Dispers, Solsperse etc.
  • other surface tension modifiers e.g., defoamers, stabilisers against deterioration by heat or light
  • reodorants e.g.
  • Inks of the present invention may, for example, comprise 0.50 to 3% by weight of a dispersant.
  • Suitable dispersants include Solsperse® 32000, optionally together with the synergist Solsperse® 5000, (available from Lubrizol) and BYK-168 (available from BYK Chemie). Dispersants are usually added as part of the pigment dispersion.
  • the ink of the present invention consists essentially of 25 to 45 % by weight based on the total weight of the ink of an organic carbonate solvent, a glycol ether solvent, a carrier resin and a colouring agent, and more preferably consists essentially of 30 to 35 % by weight based on the total weight of the ink of an organic carbonate solvent, a glycol ether solvent, an acrylic carrier resin, a colouring agent and optionally 10 % or less by weight of organic solvents other than of an organic carbonate solvent or a glycol ether solvent based on the total weight of the ink.
  • the ink consists "essentially" of these components because these are the key components for achieving the desired VOC content and drying characteristics. However, the other components conventionally added to the inks described in the previous paragraph may be included in the ink without adversely affecting the VOC content of the ink, or the drying properties of the ink.
  • the ink-jet inks of the present invention exhibit a desirable low viscosity, i.e. 200 mPas or less, preferably 100 mPas or less, more preferably 50 mPas or less and most preferably 25 mPas or less at 25 0 C.
  • Inks jetted at room temperature tend to have a viscosity at or below 50 mPas at 25 0 C, but inks jetted using an HSS head may have viscosity at or below 200 mPas when measured at 25 0 C (although when ejected through the nozzles, the jetting temperature is often elevated to about 30 0 C).
  • Viscosity may be measured using a Brookfield viscometer fitted with a thermostatically controlled cup and spindle arrangement, such as a DVl low- viscosity viscometer running at 20 rpm at 25 0 C with spindle 00.
  • the inks of the present invention may be prepared by known methods such as, stirring with a high-speed water-cooled stirrer, or milling on a horizontal bead-mill.
  • the present invention also provides a method of ink-jet printing using the above- described ink, and a substrate having the printed ink thereon.
  • the ink of the present invention is particularly suited to piezoelectric drop-on-demand ink-jet printing.
  • the inks of the invention can be used on a wide range of substrates such as styrene, PolyCarb (a polycarbonate), and VIVAK (a polyethylene terephthalate glycol modified) but are particularly suitable for printing on vinyl film substrates, for example polyvinyl chloride film.
  • Suitable vinyl substrates are known in the art and examples include those available under the trade-names Orajet (from Oracal), Control Tac (from 3M), BarmerPVC (a PVC), JetFlex (from Ritrama) and MPI 1005 EZ 5 from Avery.
  • the present invention further provides an ink-jet ink cartridge containing an ink-jet ink as defined herein.
  • the cartridges comprise an ink container and an ink delivery port which is suitable for connection with an ink-jet printer.
  • the inks of example 1 and comparative example 1 were prepared by combining the following components, with a high speed mixer (amounts are shown as weight percentages):
  • Pigment concentrate * 9.1 Tegoglide 410 0.03 * Pigment concentrate formulation (wt %)
  • the ink of this comparative example is a typical solvent based ink-jet composition.
  • VOC content is the total weight of VOCs present per 100 g of ink.
  • Propylene carbonate is exempt from the EPA's definition of "VOC" and propylene carbonate is therefore excluded from the calculation for the ink of example 1 of the invention.
  • the ink of example 1 was drawn down onto self adhesive PVC (3 M 180 10IJ available from 3 M) using a No 2 K bar to deposit a 12 micron film.
  • the film had a tack-free surface after 4 minutes at ambient conditions, indicating that the ink has good drying properties.
  • the inks When used in print production the inks would be force-dried at 50 0 C and the drying time would therefore be considerably shorter.

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)

Abstract

La présente invention porte sur une encre pour l'impression par jet d'encre comprenant de 25 à 45 % en poids, sur la base du poids total de l'encre, d'un solvant carbonate organique, d'un solvant éther de glycol, d'une résine véhicule et d'un agent colorant.
PCT/GB2010/050833 2009-05-22 2010-05-21 Encre d'imprimerie Ceased WO2010133890A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1120070.6A GB2482462B (en) 2009-05-22 2010-05-21 A printing ink

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB0908847.7A GB0908847D0 (en) 2009-05-22 2009-05-22 A printing ink
GB0908847.7 2009-05-22

Publications (1)

Publication Number Publication Date
WO2010133890A1 true WO2010133890A1 (fr) 2010-11-25

Family

ID=40862836

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2010/050833 Ceased WO2010133890A1 (fr) 2009-05-22 2010-05-21 Encre d'imprimerie

Country Status (2)

Country Link
GB (2) GB0908847D0 (fr)
WO (1) WO2010133890A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010133889A3 (fr) * 2009-05-22 2011-03-31 Sericol Limited Encre d'imprimerie
CN103756411A (zh) * 2013-12-30 2014-04-30 杭州浙大海维特化工科技有限公司 一种pvc电缆专用喷码机油墨及制备方法
CN103980763A (zh) * 2014-05-23 2014-08-13 黄山新力油墨科技有限公司 一种塑料表面印刷油墨及其制备方法
WO2015020128A1 (fr) * 2013-08-07 2015-02-12 サカタインクス株式会社 Composition d'encre pour jet d'encre non aqueuse et matière imprimée obtenue l'utilisant
JP2015166412A (ja) * 2014-03-03 2015-09-24 セイコーエプソン株式会社 非水系インクジェットインク組成物およびこれを用いたインクジェット記録方法
US20190144694A1 (en) * 2016-04-28 2019-05-16 Sakata Inx Corporation Non-aqueous inkjet ink composition
CN110669381A (zh) * 2019-10-18 2020-01-10 成都普瑞斯特新材料有限公司 Sbs弹性油墨及其制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007072805A1 (fr) * 2005-12-20 2007-06-28 Sakata Inx Corp. Composition d'encre non aqueuse pour imprimantes à jets d'encre et imprimés obtenus au moyen de celle-ci
US20080119593A1 (en) * 2006-11-22 2008-05-22 Rodney Stramel Pigment-based non-aqueous ink-jet inks

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007072805A1 (fr) * 2005-12-20 2007-06-28 Sakata Inx Corp. Composition d'encre non aqueuse pour imprimantes à jets d'encre et imprimés obtenus au moyen de celle-ci
US20080119593A1 (en) * 2006-11-22 2008-05-22 Rodney Stramel Pigment-based non-aqueous ink-jet inks

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2482461A (en) * 2009-05-22 2012-02-01 Sericol Ltd A printing ink
WO2010133889A3 (fr) * 2009-05-22 2011-03-31 Sericol Limited Encre d'imprimerie
JPWO2015020128A1 (ja) * 2013-08-07 2017-03-02 サカタインクス株式会社 非水性インクジェット用インク組成物及びそれを用いて得られる印刷物
WO2015020128A1 (fr) * 2013-08-07 2015-02-12 サカタインクス株式会社 Composition d'encre pour jet d'encre non aqueuse et matière imprimée obtenue l'utilisant
EP3031869A4 (fr) * 2013-08-07 2017-02-08 Sakata INX Corp. Composition d'encre pour jet d'encre non aqueuse et matière imprimée obtenue l'utilisant
CN103756411A (zh) * 2013-12-30 2014-04-30 杭州浙大海维特化工科技有限公司 一种pvc电缆专用喷码机油墨及制备方法
CN103756411B (zh) * 2013-12-30 2016-01-06 杭州海维特化工科技有限公司 一种pvc电缆专用喷码机油墨及制备方法
JP2015166412A (ja) * 2014-03-03 2015-09-24 セイコーエプソン株式会社 非水系インクジェットインク組成物およびこれを用いたインクジェット記録方法
CN103980763A (zh) * 2014-05-23 2014-08-13 黄山新力油墨科技有限公司 一种塑料表面印刷油墨及其制备方法
US20190144694A1 (en) * 2016-04-28 2019-05-16 Sakata Inx Corporation Non-aqueous inkjet ink composition
EP3450514A4 (fr) * 2016-04-28 2019-12-11 Sakata INX Corporation Composition d'encre non aqueuse pour jet d'encre
US10767067B2 (en) * 2016-04-28 2020-09-08 Sakata Inx Corporation Non-aqueous inkjet ink composition
CN110669381A (zh) * 2019-10-18 2020-01-10 成都普瑞斯特新材料有限公司 Sbs弹性油墨及其制备方法

Also Published As

Publication number Publication date
GB2482462A (en) 2012-02-01
GB201120070D0 (en) 2012-01-04
GB0908847D0 (en) 2009-07-01
GB2482462B (en) 2013-10-02

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