CA1305297C - Low glycol inks for plain paper printing - Google Patents

Low glycol inks for plain paper printing

Info

Publication number
CA1305297C
CA1305297C CA000570273A CA570273A CA1305297C CA 1305297 C CA1305297 C CA 1305297C CA 000570273 A CA000570273 A CA 000570273A CA 570273 A CA570273 A CA 570273A CA 1305297 C CA1305297 C CA 1305297C
Authority
CA
Canada
Prior art keywords
ink composition
group
ink
cations
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.)
Expired - Lifetime
Application number
CA000570273A
Other languages
French (fr)
Inventor
Loren E. Johnson
Kenneth A. Norton
Norman E. Pawlowski
Margaret Leslie Wooding
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.)
HP Inc
Original Assignee
Hewlett Packard Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22361778&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA1305297(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Hewlett Packard Co filed Critical Hewlett Packard Co
Application granted granted Critical
Publication of CA1305297C publication Critical patent/CA1305297C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/38Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes

Abstract

ABSTRACT OF THE DISCLOSURE

An ink composition for printing on plain paper and other media using a thermal ink-jet printer is pro-vided. The ink composition comprises at least one member selected from the group consisting of ethylene glycol and diethylene glycol, present in an amount ranging from about 5 to 10 wt%; dye, ranging from about 1 to 4 wt%; and the balance water. A biocide ranging from about 0.01 to 0.3 wt% and/or a buffering agent ranging in concentration from about 0.05 to 0.5 wt% may also be included.
The ink compositions of the invention permit printing on a large variety of plain papers, including bonds, photocopy paper and laser jet paper. These compositions are an improvement over other ink composi-tions and permit both high quality and letter quality printing to be achieved.

Description

` ~1.3(:~297 LOW GLYCOL INKS FOR PLAIN PAPER PRINTING

1 ~CHNICAL FI~LD

The present inventlon relates to ~nk composltlons used ln lnk-~et prlntlng, and, more partlcularly, to glycol-contalnlng ink composlt~ons.

BACKGROUND ART

Herctofore, the use of thermal ink-Jet prlntlng has typlcally required utllizlng speclally treated paper or othor prlnt medla to ensure hlgh guallty prlntlng. A proble~ wlth employln~ "plain" paper, l.o., uncoated paper such as xerography or photocopy paper, bond paper and laser ~et paper, has been that the lnk composltlons typlcally used ln lnk-Jet prlnt-lng, especlally thermal lnk-~et prlntln~, have not provlded thc hl~h quallty prlnt deslred. For example, the long drying tl~es of water-based lnks typlcally have resulted ln s~earlng of the lnk.
Because of the proble~s assoclated wlth these lnks, coat-d ~edla have boen omployed. Howevcr, lt re~alno a goal of thermal lnk-~et prlntln~ to be able to prlnt on plaln, untreated modla.
Attempts have been made to lmprove tho lnk compo-sltlons. However, reduclng the drylng tlme of the lnk can adversely affect other propertles of the lnk. For Cace 13~293 ' . . 31~

, ",,~,.. :,... . .. .

Z9'~

example, shortened drying times can lead to crusting of the nozzles in the printhead, with consequent partial or full blockage of the nozzles. Thus, efforts continue to develop suitable ink compositions for printing on plain paper and other media.

DISCLOSURE OF THE INVENTION
An aspect of this invention is as follows:
An ink composition for use in ink-jet printers for printing on plain paper consisting essentially of:
(a) about 5 to 10 wt% of at least one glycol selected from the group consisting of ethylene glycol and diethylene glycol;
(b) about 1 to 4 wt~ of a soluble dye; and (c) the balance water.
A biocide ranging from about 0.01 to 0.3 wt% may also be included. A buffering agent to control pH
between about 3 and 11 may additionally be included.
An ink composition for use in thermal ink-jet printers for printing on plain paper consisting essentially of:
(a) about 5 to 10 wt% of at least one member selected from the group consisting of ethylene glycol and diethylene glycol;
(b) about 1 to 4 wt% of a soluble dye comprising an anionic dye having cations associated therewith, said anionic dye including at least one of the anionic groups selected ~rom sulfonate and carboxylate groups; and (c) the balance water.
An ink composition for use in thermal ink-jet printers for printing on plain paper consisting essentially o~:
(a~ about 5 to 10 wt% o~ at least one member selected from the group consisting of ethylene glycol and diethylene glycol;

. . .

~3Q5Z97 (b) about 1 to 4 wt% of a soluble dye comprising an anionic dye having cations associated therewith, said anionic dye including at least one of the anionic groups selected from sulfonate and carboxylate groups;
(c) about 0.01 to o. 3 wt% of a biocide;
(d) about 0.05 to 0.5 wt% of a buffering agent;
and (e) the balance water.
The ink compositions of the invention permit printing on a large variety of plain papers, including bonds, photocopy paper and laser jet paper. These compositions are an improvement over other ink compositions in that they exhibit little crusting, have reasonable dry times, and possess a very high print quality equal to that of a laser printer.

BEST MODES FOR CARRYING OUT THE INVENTION
It has been found that over a narrow range of glycol compositions and only for two glycol compounds that high resolution, letter quality printing can be achieved on plain papers. Ethylene glycol and diethylene glycol are the only two glycols that are ef~ective in the disclosed range in providing such a re6ult.
The two glycols, which may be employed alone or in any combination, are present in the ink composition ranging from about 5 to 10 wt%. Less than about 5 wt%
results in undue crusting of the nozzles of the printhead, while greater than about 10 wt% yields poor print quality.
The dye compri6es any of the dyes commonly employed in the ink-~et printing art, 6uch a6 Food Black 2, Direct Red 227, Direct Blue l99, Direct Yellow 86.
These dyes are commonly known a~ anionic dye6 and contain one or more 6ulfonate (SO3-) groups.
Alternatively, anionic dyes containing carboxylate .~, .
, i ~
. , , 13(:~5Z97 (CO3-) may also be used. As is well-known, these dyes are commonly associated with sodium cations.
While the above-mentioned anionic dyes may be suitably employed in the practice of the invention, partial or substantially total substitution of the associated sodium cations with other cations, such as alkali metal ions, e.g., lithium (Li+), or tetraalkyl ammonium cations, e.g., tetramethylammonium ((CH3)4N~) cations, reduces crusting and results in increased solubility in the ink vehicle (glycol plus water). Such substitution of cations is the subject of U.S.
Patent No. 4,994,110, issued February 19, 1991 and U.S.
Patent No. 4,761,180, issued August 2, 1988, and hence does not form a part of this invention. Examples of other substitutions include protonated ammonium compounds, such as protonated alkanol ammonium cations, e.g., triethanol ammonium cation (HN+(C2H50H)3), and cationic amides such as the protonated form of formamide ~H0-C(0)-NH3+), as disclosed and claimed in U.S. Patent No. 4,810,292, i6sued March 7, 1989.
The dye is present in an amount ranging from about 1 to 4 wt%, and preferably about 2 to 4 wt%. The maximum dye concentration is governed by its solubility in the vehicle. Accordingly, use of the cation-substituted dyes provides a margin of safety in avoiding crusting or precipitation of the ink on the nozzles.
A biocide is preferably employed to assure long shelf life. Any of the biocides commonly employed in inks are suitably utilized. Examples of such biocides include ProxelTM CRL, available from ICI (Wilmington, DE), and NuoseptTM 95, available from Nuodex Co.
(Piscataway, NJ). The biocide typically ranges ~rom about 0.01 to 0.3 wt% of the total ink composition.
A pH bu~fering agent is optionally employed. The purpose of the buffering agent is to maintain the pH of the ink composition in a region which is compatible with ,~

: :

S~97 4a the material set being used in order to prevent corrosion, dissolution, and/or loss of adhesion in the materials used in the printhead (e.g., adhesives, orifice plate, pen body material, etc.). The pH must also be maintained at a specific level when certain dyes are used, in order to ensure solubility of the dye.
Any buffering agent which is effective in millimolar amounts, does not react with the dye, and yields the desired pH range may be utilized in the practice of the invention. Examples of suitable basic buffering agents include sodium borate, sodium hydrogen phosphate, and sodium dihydrogen phosphate. Well-known acidic buffering agents may also be employed in the practice of the invention.
The buffering agent concentration should not exceed about 0.5 wt% of the total ink composition due to crusting considerations. The buffering agent is typically used in the range of about 0.05 to 0.1 wt% of the total ink concentration, in order to reduce the possibility of crusting.

:

;l.3~ 29~

1 The balance of the lnk compositions of the inven-tion comprises water, speclfically, deionized water.
Ink compositions within the foregoing listed ranges will print on a large variety of plaln papers, such as xerography or photocopy paper, bond paper, and laser ~et paper. The print quality achieved ls hlgh, and provides letter quallty prlntln~ uslng a thermal ink-Jet pen.
Without subscrlblng to any particular theory as to why this narrow range of co~posltlons pernlts prlnting on sueh a wide variety of plain papers wlth hlgh quall-ty, lt appears that the eonposltlons have lncreased surfaee tenolon and a partlcular hydrophlllc/llpophllle balanee. These factors appear to conblne to lnerease-the eontact angle between the lnk composltlon and the~lber ~akln~ up the prlnt nedium. The~e factors reduce the tendency ant extent o~ caplllary rise ~and hence reduce wlcklng, featherlng and uncontrollable dot ~lze). Thore ~8, however, sufflclont glycol ln the eonpo~ltlon inpartln~ a llpophlllc nat;ure to the syste~
to allow fa~rly rapld penetratlon Or the ourface and honee a nore rapld dry tl~e than a totally agueous 8ysten would.
~he use of the lnk eo~posltlons of the lnventlon la only applleable ln sy~tens where dot denslty ~DPI
dots per lneh) 18 hlgh and resolutlon 18 hl~h enou~h to allow drop overlap. It should be noted that ln prlor art lnk eonposltlons, ~lyeols are added to the lnk as hu~eet nts and as eaplllary oodlflers ln order to ln-erea~e the dot ~lze ln low re~olutlon systens, whereasln thl~ teaehln~ the glyeol aets as a non-volatlle solvent for the dye and as an lnltlal surfaee pene-trant.

~ Case 18~293 : . !
: , .. .

:

, .

13(PS2~7 INDUSTRIAL APPLICABILITY
The ink compositions of the invention are suitably employed in thermal ink-jet printers for printing on a wide variety of plain papers, to provide high print quality and letter quality printing.

EXAMPLES

1. Black Ink.
A composition comprising 5.5 wt% diethylene glycol (DEG), 2.3 wt~ lithium-substituted Food Black 2 dye (at least about 75% substitution of Na+), 0.01 wt% ICI
ProxelTM CRL biocide, 0.08 wt% sodium borate, and the balance deionized water was prepared. This ink produced laser printer quality print having a dry time of less than 20 seconds and the ability to remain in an uncapped pen for a minimum of 20 days without crusting. No bacterial growth was observed in the ink.
2. Maaenta Ink.
A composition comprising 5.5 wt% DEG, 2 wt% Direct Red 227 dye, 0.3 wt% Nuodex Co. NuoseptTM 95 biocide, 0.08 wt~ sodium borate, and the balance deionized water was prepared. This ink gave the same results as observed in Example 1.
3. Cyan Ink.
A composition comprising 5.5 wt% DEG, 2 wt% Direct Blue 199 dye, 0.3 wt% Nuodex Co. NuoseptTM 95 biocide, 0.08, wt% sodium borate, and the balance deionized water was prepared. This ink gave the same results as observed in Example 1.

'i`'' 13~5Zg7 1 4. Yellow Ink.
A composition comprising 5.5 wt% DEG, 1 wt% Direct Yellow Y6 dye, 0.3 wtX Nuodex Co. Nuosept 95 bioclde, O.08 wtX oodlu~ borate, and the balance delonlzed water s was prepared. Thls lnk ~ave the same results as ob-served ln Example 1.

s. Black Ink.
A co~posltlon comprlslng lo wtX DEG, 2.3 wt% llth-lu~-substltuted Food 81ack 2 dye, 0.08 wt~ sodiu~ bor-atc, and the balance delonlzed water was prcpared.
Thls lnk produced laser quallty prlnt on bond papers and good (letter guallty) prlnt on ~ost photocopy pa-per. Bacterlal ~rowth was observed in the lnk after storage.

6. Black Ink.
For comparlson, a composltion comprlslng 12 wt%
DEG, 2.3 wt~ llthlu~-substltuted Food Black 2 dye, 0.08 wt~ sodlu~ borate, and the balance delonlzed water was propared. Thls lnk produced laser guallty prlnt on bond papcrs and unacceptable ~less than letter quallty) prlnt on photocopy paper.

2~ 7. Black Ink.
For conparlson, a co~posltlon conprlsln~ lS wt~
D~G, 2.3 wt~ llthlun-Jubstltuted Food Black 2 dye, 0.08 ~t~ odlun borate, and the balance delonlzed water wa8 preparod. Thlo lnk produced ~ood (letter quallty) prlnt on bond papers and unacceptable ~leos than letter quallty) prlnt on photocopy paper. The dry tlne was slower than that of lnks contalnlng lower amounts of DEG.

,, , , ,, , . :
.

' . .. .
' - '~

~3~S~9~7 l 3. Black Ink.
For comparison, a composition compr~s~ng 50 wt%
DEG, 2.3 wt% llthium-substltuted Food Black 2 dye, 0.08 wtX sodlum borate, and the balance deionlzed water was prepared. ~his lnk produced unacceptable ~less than letter quallty) prlnt on most medla, except custom-coated paper.

C~ 293 ~ ' , ' .

.
.

Claims (16)

1. An ink composition for use in ink-jet printers for printing on plain paper consisting essentially of:
(a) about 5 to 10 wt% of at least one glycol selected from the group consisting of ethylene glycol and diethylene glycol;
(b) about 1 to 4 wt% of a soluble dye; and (c) the balance water.
2. The ink composition of Claim 1 further including at least one member selected from the group consisting of about 0.01 to 0.3 wt% of a biocide and about 0.05 to 0.5 wt% of a buffering agent.
3. The ink composition of Claim 2 wherein said buffering agent consists essentially of a compound selected from the group consisting of sodium borate, sodium hydrogen phosphate, and sodium dihydrogen phosphate.
4. The ink composition of Claim 1 wherein said glycol comprises diethylene glycol.
5. The ink composition of Claim 1 wherein said soluble dye comprises an anionic dye having cations associated therewith.
6. The ink composition of Claim 5 wherein said anionic dye includes at least one of the anionic groups selected from sulfonate and carboxylate groups.
7. The ink composition of Claim 5 wherein said cations are selected from the group consisting of alka-li metal ions, tetraalkyl ammonium cations, protonated ammonium cations, and protonated amides.
8. An ink composition for use in thermal ink-jet printers for printing on plain paper consisting essen-tially of:
(a) about 5 to 10 wt% of at least one member selected from the group consisting of ethylene glycol and diethylene glycol;
(b) about 1 to 4 wt% of a soluble dye com-prising an anionic dye having cations associated there-with, said anionic dye including at least one of the anionic groups selected from sulfonate and carboxylate groups; and (c) the balance water.
9. The ink composition of Claim 8 further includ-ing at least one member selected from the group con-sisting of about 0.01 to 0.3 wt% of a biocide and about 0.05 to 0.5 wt% of a buffering agent.
10. The ink composition of Claim 9 wherein said buffering agent consists essentially of a compound selected from the group consisting of sodium borate, sodium hydrogen phosphate, and sodium dihydrogen phos-phate.
11. The ink composition of Claim 8 wherein said glycol comprises diethylene glycol.
12. The ink composition of Claim 8 wherein said cations are selected from the group consisting of alka-Case 187293 li metal ions, tetraalkyl ammonium cations, protonated ammonium cations, and protonated amides.
13. An ink composition for use in thermal ink-jet printers for printing on plain paper consisting essen-tially of:
(a) about 5 to 10 wt% of at least one member selected from the group consisting of ethylene glycol and diethylene glycol;
(b) about 1 to 4 wt% of a soluble dye com-prising an anionic dye having cations associated there-with, said anionic dye including at least one of the anionic groups selected from sulfonate and carboxylate groups;
(c) about 0.01 to 0.3 wt% of a biocide;
(d) about 0.05 to 0.5 wt% of a buffering agent; and (e) the balance water.
14. The ink composition of Claim 13 wherein said glycol comprises diethylene glycol.
15. The ink composition of Claim 13 wherein said buffering agent consists essentially of a compound selected from the group consisting of sodium borate, sodium hydrogen phosphate, and sodium dihydrogen phos-phate.
16. The ink composition of Claim 13 wherein said cations are selected from the group consisting of alka-li metal ions, tetraalkyl ammonium cations, protonated ammonium cations, and protonated amides.

Case 187293
CA000570273A 1987-10-30 1988-06-23 Low glycol inks for plain paper printing Expired - Lifetime CA1305297C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/115,496 US4853037A (en) 1987-10-30 1987-10-30 Low glycol inks for plain paper printing
US115,496 1987-10-30

Publications (1)

Publication Number Publication Date
CA1305297C true CA1305297C (en) 1992-07-21

Family

ID=22361778

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000570273A Expired - Lifetime CA1305297C (en) 1987-10-30 1988-06-23 Low glycol inks for plain paper printing

Country Status (6)

Country Link
US (1) US4853037A (en)
EP (1) EP0314485B1 (en)
JP (1) JP2870767B2 (en)
KR (1) KR920009280B1 (en)
CA (1) CA1305297C (en)
DE (1) DE3863744D1 (en)

Families Citing this family (82)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5135571A (en) * 1988-06-07 1992-08-04 Canon Kabushiki Kaisha Recording liquid
US5062892A (en) 1989-10-27 1991-11-05 Hewlett-Packard Company Ink additives for improved ink-jet performance
US5026425A (en) * 1989-12-11 1991-06-25 Hewlett-Packard Company Waterfastness of DB-168 ink by cation substitution
JPH05320550A (en) * 1990-01-11 1993-12-03 Lexmark Internatl Inc Ink for thermal ink jet
US5599853A (en) * 1993-01-29 1997-02-04 The Gillette Company Erasable inks
MY109293A (en) * 1991-12-18 1996-12-31 Gillette Co Fiber marker including an erasable ink
US5874974A (en) * 1992-04-02 1999-02-23 Hewlett-Packard Company Reliable high performance drop generator for an inkjet printhead
US5512623A (en) * 1992-07-21 1996-04-30 The Gillette Company Permanent aqueous marker inks
JP3175366B2 (en) * 1992-12-01 2001-06-11 富士ゼロックス株式会社 Inkjet recording ink
US5389131A (en) * 1992-12-17 1995-02-14 Xerox Corporation Ink compositions and preparation processes thereof
US5389133A (en) * 1992-12-17 1995-02-14 Xerox Corporation Ink compositions for ink jet printing
US5258064A (en) * 1992-12-17 1993-11-02 Xerox Corporation Ink compositions and preparation processes thereof
US5554213A (en) * 1992-12-17 1996-09-10 Xerox Corporation Ink compositions for ink jet printing
JP3175383B2 (en) * 1993-01-25 2001-06-11 富士ゼロックス株式会社 Ink jet ink and recording method thereof
JP3194307B2 (en) * 1993-01-27 2001-07-30 富士ゼロックス株式会社 Thermal inkjet ink
US5721287A (en) 1993-08-05 1998-02-24 Kimberly-Clark Worldwide, Inc. Method of mutating a colorant by irradiation
US5733693A (en) 1993-08-05 1998-03-31 Kimberly-Clark Worldwide, Inc. Method for improving the readability of data processing forms
US5645964A (en) 1993-08-05 1997-07-08 Kimberly-Clark Corporation Digital information recording media and method of using same
US5681380A (en) 1995-06-05 1997-10-28 Kimberly-Clark Worldwide, Inc. Ink for ink jet printers
US6017471A (en) 1993-08-05 2000-01-25 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US5773182A (en) 1993-08-05 1998-06-30 Kimberly-Clark Worldwide, Inc. Method of light stabilizing a colorant
US5865471A (en) 1993-08-05 1999-02-02 Kimberly-Clark Worldwide, Inc. Photo-erasable data processing forms
US6211383B1 (en) 1993-08-05 2001-04-03 Kimberly-Clark Worldwide, Inc. Nohr-McDonald elimination reaction
US5700850A (en) 1993-08-05 1997-12-23 Kimberly-Clark Worldwide Colorant compositions and colorant stabilizers
US6017661A (en) 1994-11-09 2000-01-25 Kimberly-Clark Corporation Temporary marking using photoerasable colorants
US6242057B1 (en) 1994-06-30 2001-06-05 Kimberly-Clark Worldwide, Inc. Photoreactor composition and applications therefor
US5685754A (en) 1994-06-30 1997-11-11 Kimberly-Clark Corporation Method of generating a reactive species and polymer coating applications therefor
US6071979A (en) 1994-06-30 2000-06-06 Kimberly-Clark Worldwide, Inc. Photoreactor composition method of generating a reactive species and applications therefor
US6008268A (en) 1994-10-21 1999-12-28 Kimberly-Clark Worldwide, Inc. Photoreactor composition, method of generating a reactive species, and applications therefor
IL116377A (en) 1994-12-15 2003-05-29 Cabot Corp Reaction of carbon black with diazonium salts, resultant carbon black products and their uses
IL116376A (en) * 1994-12-15 2001-03-19 Cabot Corp Aqueous ink jet ink compositions containing modified carbon products
IL116379A (en) * 1994-12-15 2003-12-10 Cabot Corp Aqueous inks and coatings containing modified carbon products
US5807494A (en) * 1994-12-15 1998-09-15 Boes; Ralph Ulrich Gel compositions comprising silica and functionalized carbon products
US5559169A (en) * 1994-12-15 1996-09-24 Cabot Corporation EPDM, HNBR and Butyl rubber compositions containing carbon black products
US5575845A (en) * 1994-12-15 1996-11-19 Cabot Corporation Carbon black products for coloring mineral binders
US5571311A (en) * 1994-12-15 1996-11-05 Cabot Corporation Ink jet ink formulations containing carbon black products
IL116378A (en) * 1994-12-15 2003-05-29 Cabot Corp Non-aqueous coating or ink composition with improved optical properties containing modified carbon product and method of preparation of the composition
US5554739A (en) * 1994-12-15 1996-09-10 Cabot Corporation Process for preparing carbon materials with diazonium salts and resultant carbon products
JP2888166B2 (en) * 1995-04-04 1999-05-10 富士ゼロックス株式会社 Ink jet recording ink and ink jet recording method
US6028137A (en) * 1995-05-22 2000-02-22 Cabot Corporation Elastomeric compounds incorporating silicon-treated carbon blacks
US6323273B1 (en) 1995-05-22 2001-11-27 Cabot Corporation Elastomeric compounds incorporating silicon-treated carbon blacks
HUP9802554A3 (en) * 1995-05-22 1999-04-28 Cabot Corp Elastomeric compounds incorporating partially coated carbon blacks
US5622557A (en) 1995-05-22 1997-04-22 Cabot Corporation Mineral binders colored with silicon-containing carbon black
SK160497A3 (en) 1995-06-05 1998-06-03 Kimberly Clark Co Novel pre-dyes
US5786132A (en) 1995-06-05 1998-07-28 Kimberly-Clark Corporation Pre-dyes, mutable dye compositions, and methods of developing a color
MX9710016A (en) 1995-06-28 1998-07-31 Kimberly Clark Co Novel colorants and colorant modifiers.
US6099628A (en) 1996-03-29 2000-08-08 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5782963A (en) 1996-03-29 1998-07-21 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
DE69620428T2 (en) 1995-11-28 2002-11-14 Kimberly Clark Co LIGHT-STABILIZED FABRIC COMPOSITIONS
US5855655A (en) 1996-03-29 1999-01-05 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5891229A (en) 1996-03-29 1999-04-06 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5958999A (en) 1996-04-05 1999-09-28 Cabot Corporation Ink compositions and method for generating images produced therefrom
US5747562A (en) 1996-06-14 1998-05-05 Cabot Corporation Ink and coating compositions containing silicon-treated carbon black
US5707432A (en) * 1996-06-14 1998-01-13 Cabot Corporation Modified carbon products and inks and coatings containing modified carbon products
US5698016A (en) * 1996-06-14 1997-12-16 Cabot Corporation Compositions of modified carbon products and amphiphilic ions and methods of using the same
JP3412415B2 (en) * 1996-10-01 2003-06-03 ミノルタ株式会社 Inkjet recording ink
US5910211A (en) * 1996-10-01 1999-06-08 Minolta Co., Ltd. Ink for ink-jet recording containing alkylene oxide adduct of acetylene glycol
US5843217A (en) * 1996-10-11 1998-12-01 Minolta Co., Ltd. Ink for ink jet recording
US5919855A (en) * 1997-02-11 1999-07-06 Cabot Corporation Use of modified carbon black in gas-phase polymerizations
US6524379B2 (en) 1997-08-15 2003-02-25 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
SK1552000A3 (en) 1998-06-03 2000-08-14 Kimberly Clark Co Novel photoinitiators and applications therefor
JP2002517540A (en) 1998-06-03 2002-06-18 キンバリー クラーク ワールドワイド インコーポレイテッド Neo nanoplast and microemulsion technology for ink and ink jet printing
BR9912003A (en) 1998-07-20 2001-04-10 Kimberly Clark Co Enhanced inkjet ink compositions
CA2353685A1 (en) 1998-09-28 2000-04-06 Kimberly-Clark Worldwide, Inc. Chelates comprising chinoid groups as photoinitiators
ES2195869T3 (en) 1999-01-19 2003-12-16 Kimberly Clark Co NEW COLORS, COLOR STABILIZERS, INK COMPOUNDS AND IMPROVED METHODS FOR MANUFACTURING.
US6331056B1 (en) 1999-02-25 2001-12-18 Kimberly-Clark Worldwide, Inc. Printing apparatus and applications therefor
US6294698B1 (en) 1999-04-16 2001-09-25 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6368395B1 (en) 1999-05-24 2002-04-09 Kimberly-Clark Worldwide, Inc. Subphthalocyanine colorants, ink compositions, and method of making the same
US6486227B2 (en) 2000-06-19 2002-11-26 Kimberly-Clark Worldwide, Inc. Zinc-complex photoinitiators and applications therefor
US6478418B2 (en) 2001-03-02 2002-11-12 Hewlett-Packard Company Inkjet ink having improved directionality by controlling surface tension and wetting properties
US7431956B2 (en) 2003-06-20 2008-10-07 Sensient Imaging Technologies, Inc. Food grade colored fluids for printing on edible substrates
US7247199B2 (en) * 2004-05-12 2007-07-24 Baydo Robert A Food grade ink jet inks for printing on edible substrates
ATE454046T1 (en) * 2004-06-10 2010-01-15 Sensient Imaging Technologies FOOD GRADE INKJET INKS FOR PRINTING ON EDIBLE SUBSTRATES
TW200718300A (en) * 2005-08-29 2007-05-01 Innovex Inc Polyester flex circuit constructions and fabrication methods for ink-resistant flex circuits used in ink jet printing
US20070231427A1 (en) 2006-03-29 2007-10-04 Wm Wrigley Jr. Company Spray-formed confectionery product, apparatus and method
JP5610768B2 (en) 2006-10-31 2014-10-22 センシエント・カラーズ・インコーポレーテッド Modified pigment and method of making and using it
US7553358B2 (en) * 2007-05-01 2009-06-30 Canon Kabushiki Kaisha Ink jet ink, ink jet recording method, ink cartridge, recording unit and ink jet recording apparatus
WO2009026552A2 (en) 2007-08-23 2009-02-26 Sensient Colors Inc. Self-dispersed pigments and methods for making and using the same
JP5202048B2 (en) * 2008-03-13 2013-06-05 富士フイルム株式会社 Inkjet recording method
US10531681B2 (en) 2008-04-25 2020-01-14 Sensient Colors Llc Heat-triggered colorants and methods of making and using the same
US9113647B2 (en) 2008-08-29 2015-08-25 Sensient Colors Llc Flavored and edible colored waxes and methods for precision deposition on edible substrates
CA2757928A1 (en) 2009-04-07 2010-10-14 Sensient Colors Inc. Self-dispersing particles and methods for making and using the same

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4299630A (en) * 1977-04-27 1981-11-10 The Mead Corporation Infrared absorptive jet printing ink
JPS5582175A (en) * 1978-12-18 1980-06-20 Konishiroku Photo Ind Co Ltd Ink composition for ink jet recording
US4239543A (en) * 1979-02-09 1980-12-16 Gould Inc. Non-crusting jet ink and method of making same
US4269627A (en) * 1979-06-29 1981-05-26 The Mead Corporation Waterproof infrared absorptive jet printing ink
IT1155268B (en) * 1982-02-04 1987-01-28 Olivetti & Co Spa INK FOR A SELECTIVE INK JET WRITING METHOD
JPS60243176A (en) * 1984-05-16 1985-12-03 Canon Inc Recording solution containing disazo dye
US4724001A (en) * 1985-05-14 1988-02-09 Canon Kabushiki Kaisha Disazoic dye and recording liquid containing the same
EP0224909B1 (en) * 1985-12-05 1993-01-27 Hewlett-Packard Company Ink composition for ink-jet printer
JPS62156179A (en) * 1985-12-28 1987-07-11 Ricoh Co Ltd Water based ink for ink jet recording

Also Published As

Publication number Publication date
EP0314485A1 (en) 1989-05-03
US4853037A (en) 1989-08-01
DE3863744D1 (en) 1991-08-22
KR920009280B1 (en) 1992-10-15
JP2870767B2 (en) 1999-03-17
EP0314485B1 (en) 1991-07-17
KR890006770A (en) 1989-06-15
JPH01149872A (en) 1989-06-12

Similar Documents

Publication Publication Date Title
CA1305297C (en) Low glycol inks for plain paper printing
EP2022831B1 (en) Black ink composition, ink set, ink cartridge, ink jet recording method and recorded matter
US5785743A (en) Bleed alleviation in ink-jet inks using organic acids
EP0597672B1 (en) Black ink composition excellent in black
KR100500089B1 (en) Lightfast inks for ink-jet printing
US6929362B2 (en) Ink set and image forming process, and water-based ink used therein
JP3006893B2 (en) Ink for inkjet printers with improved waterfastness
EP0839880B1 (en) Bleed alleviation in ink jet inks using acids containing a basic functional group
US7201795B2 (en) Ink composition containing polyether-modified polysiloxane
TW371669B (en) Modified colored pigments and ink, jet inks, inks and coatings containing modified colored pigments
EP1036830B1 (en) Ink containing a colouring material and an aqueous medium
US4994110A (en) Dyes containing lithium for ink-jet printing inks
US5876491A (en) Ink jet printing ink
EP1607455B1 (en) Water base ink for ink-jet recording
US5108501A (en) Bile salts which control kogation in thermal ink-jet inks
US4159203A (en) Aqueous black ink and process for the production thereof
JPH07228808A (en) Ink jet recording and ink therefor
US5843217A (en) Ink for ink jet recording
JP4967500B2 (en) Ink composition
EP0975700B1 (en) Ink additives
US7021752B2 (en) Water base ink for ink-jet recording
JPS5953566A (en) Jet ink composition
JP2005047988A (en) Ink composition
JPH10101977A (en) Ink jet recording ink
JPH10330667A (en) Ink set and ink jet recording

Legal Events

Date Code Title Description
MKEX Expiry