WO2006019377A1 - Compositions, systemes et procedes d'imagerie - Google Patents
Compositions, systemes et procedes d'imagerie Download PDFInfo
- Publication number
- WO2006019377A1 WO2006019377A1 PCT/US2004/023106 US2004023106W WO2006019377A1 WO 2006019377 A1 WO2006019377 A1 WO 2006019377A1 US 2004023106 W US2004023106 W US 2004023106W WO 2006019377 A1 WO2006019377 A1 WO 2006019377A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- activator
- dye
- color
- antenna
- Prior art date
Links
- 238000003384 imaging method Methods 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 239000012190 activator Substances 0.000 claims abstract description 39
- 239000000463 material Substances 0.000 claims abstract description 22
- 239000000975 dye Substances 0.000 claims description 36
- 239000011159 matrix material Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 19
- 239000000758 substrate Substances 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 14
- 230000005855 radiation Effects 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 4
- LKKPNUDVOYAOBB-UHFFFAOYSA-N naphthalocyanine Chemical compound N1C(N=C2C3=CC4=CC=CC=C4C=C3C(N=C3C4=CC5=CC=CC=C5C=C4C(=N4)N3)=N2)=C(C=C2C(C=CC=C2)=C2)C2=C1N=C1C2=CC3=CC=CC=C3C=C2C4=N1 LKKPNUDVOYAOBB-UHFFFAOYSA-N 0.000 claims 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims 2
- 239000002243 precursor Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 239000004922 lacquer Substances 0.000 description 15
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
- 230000008859 change Effects 0.000 description 10
- 238000000576 coating method Methods 0.000 description 7
- 229940106691 bisphenol a Drugs 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- QKJAZPHKNWSXDF-UHFFFAOYSA-N 2-bromoquinoline Chemical compound C1=CC=CC2=NC(Br)=CC=C21 QKJAZPHKNWSXDF-UHFFFAOYSA-N 0.000 description 4
- -1 aromatic diazonium salts Chemical class 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 1
- IMLSAISZLJGWPP-UHFFFAOYSA-N 1,3-dithiolane Chemical compound C1CSCS1 IMLSAISZLJGWPP-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- IZDRSEBCBNFCJA-UHFFFAOYSA-N 6-sulfonylcyclohexa-2,4-dien-1-ol Chemical compound OC1C=CC=CC1=S(=O)=O IZDRSEBCBNFCJA-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000007651 thermal printing Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
Definitions
- Materials that produce color change upon stimulation with energy such as light or heat may have possible applications in imaging.
- such materials may be found in thermal printing papers and instant imaging films.
- the materials and compositions known so far may require a multifilm structure and further processing to produce an image (e.g., instant imaging films such as Polaroid).
- high energy input of greater than 1 J/cm 2 is needed to achieve good images.
- the compositions in multifilm media may require control of diffusion of color-forming chemistry and further processing, and are in separate phases and layers.
- Most thermal and facsimile paper coatings consist of coatings prepared by preparing fine dispersions of more than two components. The components mix and react upon application of energy, resulting in a colored material.
- the particles need to contact across three or more phases or layers and merge into a new phase. Because of these multiple phases and layers, high energy is required to perform this process. For example, a relatively powerful carbon dioxide laser with an energy density of 3 J/cm 2 at times of much greater than 100 ⁇ s may be needed to produce a mark. In some instances, this high energy application may cause damage to the imaging substrate. In many situations, it may be desirable to produce a visible mark more efficiently using either a less intense, less powerful, and/or shorter energy application. Therefore, there is a need for fast marking coatings, possibly composed of fewer than three phases and in single layer. Single layer color-forming materials, initiated and addressable by radiation, particularly with energy density of less than 1 J/cm 2 delivered in less than 100 ⁇ s is hereto unknown.
- the materials disclosed herein may include an antenna, a color former and an activator, all dispersed in a matrix.
- the color former and the activator are present in the imaging material in two separate phases.
- the antenna readily absorbs energy which may be applied imagewise to the imaging materials. This absorbed energy heats the mixture which causes the color former and the activator to mix and react, causing the color former to change color and a mark to be produced.
- Figure 1 shows a method of preparing an imaging material according to an embodiment of the present invention.
- Figure 2 shows an imaging medium according to an embodiment of the present invention.
- activator is a substance which reacts with a leuco dye and causing the leuco dye to alter its chemical structure and change or acquire color.
- activators may be phenolic or other proton donating species which can effect this change.
- antienna means any radiation absorbing compound the antenna readily absorbs a desired specific wavelength of the marking radiation.
- Embodiments of the invention include coatings that result in clear marks and excellent image quality when marked with a 780 nm laser operating at 45mw.
- the materials used to produce color change upon stimulation by energy may include a color-former such as a fluoran leuco dye and an activator such as sulphonylphenol dispersed in a matrix such as radiation-cured acrylate oligomers and monomers and applied to a substrate.
- a color-former such as a fluoran leuco dye and an activator such as sulphonylphenol dispersed in a matrix such as radiation-cured acrylate oligomers and monomers and applied to a substrate.
- either the leuco dye or the activator may be substantially insoluble in the matrix at ambient conditions.
- An efficient radiation energy absorber that functions to absorb energy and deliver it to the reactants is also present in this coating. Energy may then be applied by way of, for example, a laser or infrared light. Upon application of the energy, either the activ
- Imaging medium 100 may comprise a substrate 120.
- Substrate 120 may be any substrate upon which it is desirable to make a mark, such as, by way of example only, paper (e.g., labels, tickets, receipts, or stationary), overhead transparencies, or the labeling surface of a medium such as a CD-R/RW/ROM or DVD-R/RW/ROM.
- Imaging composition 130 may comprise a matrix, an activator, a radiation absorbing compound such as a dye, and a color forming dye.
- the activator and the color forming dye when mixed, may change color. Either of the activator and the color forming dye may be soluble in the matrix.
- the other component activator or color forming dye
- the imaging composition 130 may be applied to the substrate via any acceptable method, such as, by way of example only, rolling, spraying, or screen printing.
- Energy 110 may be directed imagewise to imaging medium 100. The form of energy may vary depending upon the equipment available, ambient conditions, and desired result.
- Examples of energy which may be used include IR radiation, UV radiation, x-rays, or visible light.
- the antenna may absorb the energy and heat the imaging composition 130.
- the heat may cause suspended particles 140 to reach a temperature sufficient to cause the interdiffusion of the color forming species initially present in the particles (e.g., glass transition temperatures (T 9 ) or melting temperatures (T m ) of particles 140 and matrix).
- T 9 glass transition temperatures
- T m melting temperatures
- antenna 60 may be any material which effectively absorbs the type of energy to be applied to the imaging medium to effect a mark.
- IR780 Aldrich 42,531-1) (1), IR783 (Aldrich 54,329-2) (2), Syntec 9/1 (3), Syntec 9/3 (4) or metal complexes (such as dithiolane metal complexes (5) and indoaniline metal complexes (6))
- IR780 Aldrich 42,531-1) (1), IR783 (Aldrich 54,329-2) (2), Syntec 9/1 (3), Syntec 9/3 (4) or metal complexes (such as dithiolane metal complexes (5) and indoaniline metal complexes (6))
- Mi is a transition metal
- R 1 , R 2 , R 3 , and R 4 are alkyl or aryl groups with or without halo substituents
- a 1 , A 2 , A 3 , and A 4 can be S, NH, or Se;
- M 2 is Ni or Cu and R5 and R 6 are aryl or alkyl groups with or without halo substituents.
- antennae can be found in "Infrared Absorbing Dyes", Matsuoka, Masaru, ed., Plenum Press (1990) (ISBN 0-306-43478-4) and "Near- Infrared Dyes for High Technology Applications", Daehne, S.; Resch-Genger, U.; Wolfbeis, O. ,Ed., Kluwer Academic Publishers (ISBN 0-7923-5101-0), both incorporated herein by reference.
- the activator e.g., bisphenol-A
- color-forming dye 90 e.g., BK-400
- the activator and dye may be any two substances which when reacted together produce a color change. When reacted, the activator may initiate a color change in the dye or develop the dye.
- One of the activator and the dye may be soluble in the matrix (e.g., lacquer 30) at ambient conditions.
- the other may be substantially insoluble in the lacquer at ambient conditions.
- substantially insoluble it is meant that the solubility of the other in the lacquer at ambient conditions is so low, that no or very little color change may occur due to reaction of the dye and the activator at ambient conditions.
- the activator may be dissolved in the lacquer and the dye remains suspended as a solid in the matrix at ambient conditions
- the color former may be dissolved in the matrix and the activator may remain as a suspended solid at ambient conditions.
- Activators may include, without limitation, proton donors and phenolic compounds such as bisphenol-A and bisphenol-S.
- Color formers may include, without limitation, leuco dyes such as fluoran leuco dyes and phthalide color formers as described in "The Chemistry and Applications of Leuco Dyes", Muthyala, Ramiah, ed., Plenum Press (1997) (ISBN 0-306-45459-9), incorporated herein by reference. Examples of acceptable fluoran leuco dyes comprise the structure shown in Formula (7)
- a and R are aryl or alkyl groups.
- Lacquer 30 may be any suitable matrix for dissolving and/or dispersing the activator, antenna, and color former.
- Acceptable lacquers may include, by way of example only, UV curable matrices such as acrylate derivatives, oligomers and monomers, with a photo package.
- a photo package may include a light absorbing species which initiates reactions for curing of a lacquer, such as, by way of example, benzophenone derivatives.
- Other examples of photoinitiators for free radical polymerization monomers and pre-polymers include but are not limited to: thioxanethone derivatives, anthraquinone derivatives, acetophenones and benzoine ether types.
- Matrices based on cationic polymerization resins may require photo- initiators based on aromatic diazonium salts, aromatic halonium salts, aromatic sulfonium salts and metallocene compounds.
- An example of an acceptable lacquer or matrix may include Nor-Cote CDGOOO (a mixture of UV curable acrylate monomers and oligomers) which contains a photoinitiator (hydroxy ketone) and organic solvent acrylates (e.g., methyl methacrylate, hexyl methacrylate, beta-phenoxy ethyl acrylate, and hexamethylene acrylate).
- Other acceptable lacquers or matrices may include acrylated polyester oligomers such as CN293 and CN294 available from Sartomer Co.
- the method may comprise an activator melt 10, an activator/antenna solution 20, a UV curable lacquer solution 30, a lacquer/antenna/activator solution 40, and a two phase UV curable paste 50.
- an activator melt 10 2 grams of dibenzyl oxalate was heated to melting ( ⁇ 85° C).
- Twenty grams of activator bisphenol-A and one gram of antenna IR780 were dissolved in the melted dibenzyl oxalate.
- the activator/antenna solution 20 was cooled and ground into a fine powder 70.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Paints Or Removers (AREA)
Abstract
Cette invention concerne compositions, un procédé et un système permettant d'enregistrer une image. Ce système comprend un matériau d'imagerie multiphase (130), dans lequel l'énergie (110) est absorbée par un matériau d'antenne. L'énergie absorbée produit la réaction d'un activateur et d'un matériau de formation de couleur (140).
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020047017775A KR101116446B1 (ko) | 2004-07-15 | 2004-07-15 | 영상화를 위한 조성물, 시스템 및 방법 |
| EP04778544A EP1773602A1 (fr) | 2004-07-15 | 2004-07-15 | Compositions, systemes et procedes d'imagerie |
| CN2004800435845A CN1989015B (zh) | 2004-07-15 | 2004-07-15 | 用于成像的组合物、系统及方法 |
| PCT/US2004/023106 WO2006019377A1 (fr) | 2004-07-15 | 2004-07-15 | Compositions, systemes et procedes d'imagerie |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2004/023106 WO2006019377A1 (fr) | 2004-07-15 | 2004-07-15 | Compositions, systemes et procedes d'imagerie |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2006019377A1 true WO2006019377A1 (fr) | 2006-02-23 |
Family
ID=34958354
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2004/023106 WO2006019377A1 (fr) | 2004-07-15 | 2004-07-15 | Compositions, systemes et procedes d'imagerie |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1773602A1 (fr) |
| KR (1) | KR101116446B1 (fr) |
| CN (1) | CN1989015B (fr) |
| WO (1) | WO2006019377A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008076642A1 (fr) * | 2006-12-16 | 2008-06-26 | Hewlett-Packard Development Company, L.P. | Revêtement pour enregistrement optique |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110105786A (zh) * | 2019-05-07 | 2019-08-09 | 西南交通大学 | 一种克酮酸菁染料及其应用 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0304936A2 (fr) * | 1987-08-27 | 1989-03-01 | Kao Corporation | Papier sensible à la chaleur |
| EP0372878A2 (fr) * | 1988-12-07 | 1990-06-13 | Oji Paper Company Limited | Papier d'enregistrement thermosensible |
| US5354724A (en) * | 1992-08-05 | 1994-10-11 | Basf Aktiengesellschaft | Heat sensitive recording materials with polymer enrobed sensitizer |
| EP1375182A1 (fr) * | 2001-04-04 | 2004-01-02 | Nippon Soda Co., Ltd. | Mat riau et feuille d'enregistrement |
| WO2004067653A2 (fr) * | 2003-01-24 | 2004-08-12 | Hewlett-Packard Development Company, L.P. | Jeu d'encres pour jet d'encre combinant des charges pigmentaires claires et des charges pigmentaires foncees |
| WO2004067289A1 (fr) * | 2003-01-24 | 2004-08-12 | Hewlett-Packard Development Company L.P. | Systeme d'etiquetage de substrats et procede d'etiquetage de disques optiques |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5409797A (en) * | 1991-03-04 | 1995-04-25 | Fuji Photo Film Co., Ltd. | Heat-sensitive recording material for laser recording |
| AU4144500A (en) * | 1999-04-28 | 2000-11-17 | Nippon Steel Chemical Co. Ltd., | Thermal recording material |
| EP1289768A2 (fr) * | 2000-06-01 | 2003-03-12 | Sipix Imaging, Inc. | Supports d'imagerie contenant des microcapsules photosensibles a developpement par la chaleur |
| CN1280920A (zh) * | 2000-08-10 | 2001-01-24 | 上海天臣新技术有限公司 | 一种可逆热敏显示材料及其制备方法 |
-
2004
- 2004-07-15 EP EP04778544A patent/EP1773602A1/fr not_active Withdrawn
- 2004-07-15 KR KR1020047017775A patent/KR101116446B1/ko not_active Expired - Fee Related
- 2004-07-15 CN CN2004800435845A patent/CN1989015B/zh not_active Expired - Fee Related
- 2004-07-15 WO PCT/US2004/023106 patent/WO2006019377A1/fr active Application Filing
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0304936A2 (fr) * | 1987-08-27 | 1989-03-01 | Kao Corporation | Papier sensible à la chaleur |
| EP0372878A2 (fr) * | 1988-12-07 | 1990-06-13 | Oji Paper Company Limited | Papier d'enregistrement thermosensible |
| US5354724A (en) * | 1992-08-05 | 1994-10-11 | Basf Aktiengesellschaft | Heat sensitive recording materials with polymer enrobed sensitizer |
| EP1375182A1 (fr) * | 2001-04-04 | 2004-01-02 | Nippon Soda Co., Ltd. | Mat riau et feuille d'enregistrement |
| WO2004067653A2 (fr) * | 2003-01-24 | 2004-08-12 | Hewlett-Packard Development Company, L.P. | Jeu d'encres pour jet d'encre combinant des charges pigmentaires claires et des charges pigmentaires foncees |
| WO2004067289A1 (fr) * | 2003-01-24 | 2004-08-12 | Hewlett-Packard Development Company L.P. | Systeme d'etiquetage de substrats et procede d'etiquetage de disques optiques |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008076642A1 (fr) * | 2006-12-16 | 2008-06-26 | Hewlett-Packard Development Company, L.P. | Revêtement pour enregistrement optique |
| US7892619B2 (en) | 2006-12-16 | 2011-02-22 | Hewlett-Packard Development Company, L.P. | Coating for optical recording |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20070030965A (ko) | 2007-03-19 |
| KR101116446B1 (ko) | 2012-03-07 |
| CN1989015B (zh) | 2011-06-15 |
| CN1989015A (zh) | 2007-06-27 |
| EP1773602A1 (fr) | 2007-04-18 |
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