CA2439218A1 - Ink jet printing paper incorporating amine functional poly (vinyl alcohol) - Google Patents
Ink jet printing paper incorporating amine functional poly (vinyl alcohol) Download PDFInfo
- Publication number
- CA2439218A1 CA2439218A1 CA 2439218 CA2439218A CA2439218A1 CA 2439218 A1 CA2439218 A1 CA 2439218A1 CA 2439218 CA2439218 CA 2439218 CA 2439218 A CA2439218 A CA 2439218A CA 2439218 A1 CA2439218 A1 CA 2439218A1
- Authority
- CA
- Canada
- Prior art keywords
- polyvinyl alcohol
- ink jet
- vinyl acetate
- amine functional
- paper product
- 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.)
- Abandoned
Links
- 229920002451 polyvinyl alcohol Polymers 0.000 title claims abstract description 197
- 150000001412 amines Chemical class 0.000 title claims abstract description 51
- 238000007641 inkjet printing Methods 0.000 title description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 170
- 238000000576 coating method Methods 0.000 claims abstract description 88
- 239000011248 coating agent Substances 0.000 claims abstract description 61
- 239000011230 binding agent Substances 0.000 claims abstract description 58
- 229920001577 copolymer Polymers 0.000 claims abstract description 53
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 42
- 150000003141 primary amines Chemical class 0.000 claims abstract description 26
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims abstract description 25
- 230000006872 improvement Effects 0.000 claims abstract description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 90
- 239000000377 silicon dioxide Substances 0.000 claims description 45
- 239000000049 pigment Substances 0.000 claims description 33
- 239000008199 coating composition Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 229920002554 vinyl polymer Polymers 0.000 claims description 19
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical group C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 17
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims description 12
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 8
- 239000011707 mineral Substances 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 2
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical group CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims description 2
- 235000019422 polyvinyl alcohol Nutrition 0.000 abstract description 162
- 230000007062 hydrolysis Effects 0.000 abstract description 30
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 30
- 238000006243 chemical reaction Methods 0.000 abstract description 11
- 238000010348 incorporation Methods 0.000 abstract description 6
- TYVAXMOICMBSMT-UHFFFAOYSA-N 4,4-dimethoxybutan-1-amine Chemical compound COC(OC)CCCN TYVAXMOICMBSMT-UHFFFAOYSA-N 0.000 abstract description 5
- 238000002360 preparation method Methods 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical class CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 150000001241 acetals Chemical class 0.000 abstract 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 116
- 239000000123 paper Substances 0.000 description 68
- 230000003287 optical effect Effects 0.000 description 32
- 239000002585 base Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- -1 e.g. Polymers 0.000 description 15
- 239000000203 mixture Substances 0.000 description 13
- 125000002091 cationic group Chemical group 0.000 description 12
- 238000009472 formulation Methods 0.000 description 11
- 229920001519 homopolymer Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000000178 monomer Substances 0.000 description 7
- 238000007639 printing Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000002131 composite material Substances 0.000 description 6
- 230000004044 response Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001768 cations Chemical group 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- SHFJWMWCIHQNCP-UHFFFAOYSA-M hydron;tetrabutylazanium;sulfate Chemical compound OS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC SHFJWMWCIHQNCP-UHFFFAOYSA-M 0.000 description 2
- 229920001600 hydrophobic polymer Polymers 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 239000011087 paperboard Substances 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-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
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 150000008043 acidic salts Chemical class 0.000 description 1
- 229920005822 acrylic binder Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- BIGPRXCJEDHCLP-UHFFFAOYSA-N ammonium bisulfate Chemical compound [NH4+].OS([O-])(=O)=O BIGPRXCJEDHCLP-UHFFFAOYSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle 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
- 150000002978 peroxides Chemical class 0.000 description 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 1
- 229920005670 poly(ethylene-vinyl chloride) Polymers 0.000 description 1
- 229920005596 polymer binder Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
-
- 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
- B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
- B41M5/52—Macromolecular coatings
- B41M5/5254—Macromolecular coatings characterised by the use of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/3188—Next to cellulosic
- Y10T428/31895—Paper or wood
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Paper (AREA)
- Ink Jet (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/802,091 US6485609B1 (en) | 2001-03-08 | 2001-03-08 | Ink jet printing paper incorporating amine functional poly(vinyl alcohol) |
| US09/802,091 | 2001-03-08 | ||
| PCT/US2002/006544 WO2002072361A1 (en) | 2001-03-08 | 2002-03-05 | Ink jet printing paper incorporating amine functional poly (vinyl alcohol) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2439218A1 true CA2439218A1 (en) | 2002-09-19 |
Family
ID=25182817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2439218 Abandoned CA2439218A1 (en) | 2001-03-08 | 2002-03-05 | Ink jet printing paper incorporating amine functional poly (vinyl alcohol) |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6485609B1 (enExample) |
| EP (1) | EP1365922B1 (enExample) |
| JP (1) | JP4018986B2 (enExample) |
| KR (1) | KR20030077668A (enExample) |
| CN (1) | CN100464993C (enExample) |
| AT (1) | ATE300430T1 (enExample) |
| BR (1) | BR0207707A (enExample) |
| CA (1) | CA2439218A1 (enExample) |
| DE (1) | DE60205227T2 (enExample) |
| ES (1) | ES2244761T3 (enExample) |
| MX (1) | MXPA03007897A (enExample) |
| NO (1) | NO20033926L (enExample) |
| RU (1) | RU2271412C2 (enExample) |
| TW (1) | TW583106B (enExample) |
| WO (1) | WO2002072361A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1458769B1 (en) * | 2001-12-21 | 2008-12-31 | Ciba Holding Inc. | Poly(vinyl alcohol)-co-poly(n-vinyl formamide) copolymers |
| CN1307209C (zh) * | 2001-12-21 | 2007-03-28 | 西巴特殊化学品控股有限公司 | 包括官能团部分的聚(乙烯醇)－共－聚(乙烯胺)聚合物 |
| US7144946B2 (en) | 2002-12-19 | 2006-12-05 | Hugh McIntyre Smith | Cationic polyvinyl alcohol-containing compositions |
| FI118183B (fi) * | 2003-05-16 | 2007-08-15 | Ciba Sc Holding Ag | Paperinvalmistuksessa käyttökelpoinen komponentti ja sen käyttö |
| DE102004026609A1 (de) * | 2004-06-01 | 2006-01-12 | Wacker Polymer Systems Gmbh & Co. Kg | Aminofunktionelle Polyvinylacetale |
| US20060132576A1 (en) * | 2004-12-22 | 2006-06-22 | Lowery David C | Optical media with laminated inkjet receptor |
| EP1688443A1 (en) * | 2005-02-04 | 2006-08-09 | Erkol S.A. | Vinyl alcohol-N-vinyl amine copolymer and its preparation process |
| US20060233975A1 (en) * | 2005-04-13 | 2006-10-19 | Tran Hai Q | Inkjet anti-curl compositions for media and systems for processing the media |
| WO2008124936A1 (en) * | 2007-04-16 | 2008-10-23 | Mcmaster University | Method of producing bioactive paper |
| DE102007029540A1 (de) * | 2007-06-25 | 2009-01-08 | Technocell Dekor Gmbh & Co. Kg | Durch Ink-Jet bedruckbares Dekorpapier |
| PL2286216T3 (pl) * | 2008-06-12 | 2015-03-31 | Avery Dennison Corp | Etykieta do wykrywania wody |
| CN102765251A (zh) * | 2011-05-03 | 2012-11-07 | 郑进 | 一种产生防复印承载介质的打印、复印设备 |
| US9505256B2 (en) | 2011-12-20 | 2016-11-29 | Hewlett-Packard Development Company, L.P. | Coated media substrate |
| JP6223764B2 (ja) * | 2012-10-12 | 2017-11-01 | 三菱鉛筆株式会社 | 水性ボールペン用インク組成物 |
| JP6120745B2 (ja) * | 2013-09-30 | 2017-04-26 | 三菱鉛筆株式会社 | 水性ボールペン用インク組成物 |
| PH12017501984B1 (en) | 2015-05-08 | 2023-09-20 | Evonik Operations Gmbh | Color-bleed resistant silica and silicate pigments and methods of making same |
| US10573933B2 (en) | 2015-05-15 | 2020-02-25 | Samsung Electronics Co., Ltd. | Lithium metal battery |
| CN106337321B (zh) * | 2016-08-28 | 2018-01-12 | 杭州润畅数码科技有限公司 | 温敏粘性即干型热升华转印数码纸 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE514633C (de) | 1930-12-17 | Franz Goldberger | Vorrichtung zum Aufkleben von Briefmarken und Etiketten | |
| US4636805A (en) | 1984-03-23 | 1987-01-13 | Canon Kabushiki Kaisha | Record-bearing member and ink-jet recording method by use thereof |
| JPS61134291A (ja) | 1984-12-03 | 1986-06-21 | Kuraray Co Ltd | インクジエツト記録用紙 |
| DE3534273A1 (de) | 1985-09-26 | 1987-04-02 | Basf Ag | Verfahren zur herstellung von vinylamin-einheiten enthaltenden wasserloeslichen copolymerisaten und deren verwendung als nass- und trockenverfestigungsmittel fuer papier |
| JPS63162276A (ja) | 1986-12-25 | 1988-07-05 | Canon Inc | 被記録材 |
| DE3706525A1 (de) | 1987-02-28 | 1988-09-08 | Basf Ag | Verfahren zur herstellung von papier, pappe und karton mit hoher trockenfestigkeit |
| JPH0755580B2 (ja) | 1988-01-20 | 1995-06-14 | 三菱製紙株式会社 | インクジェット記録媒体 |
| US5270103A (en) | 1990-11-21 | 1993-12-14 | Xerox Corporation | Coated receiver sheets |
| DE4135388A1 (de) | 1991-10-26 | 1993-04-29 | Schoeller Felix Jun Papier | Aufzeichnungsmaterial fuer das ink jet-verfahren |
| JPH05139023A (ja) | 1991-11-15 | 1993-06-08 | Oji Paper Co Ltd | インクジエツト記録用紙 |
| JPH05278323A (ja) | 1992-04-04 | 1993-10-26 | Toray Ind Inc | 記録シート |
| JPH06247036A (ja) | 1993-02-23 | 1994-09-06 | New Oji Paper Co Ltd | インクジェット記録用紙 |
| US5380403A (en) | 1993-03-22 | 1995-01-10 | Air Products And Chemicals, Inc. | Amine functional poly(vinyl alcohol) for improving properties of recycled paper |
| US5405678A (en) | 1993-05-07 | 1995-04-11 | Otis Specialty Papers Inc. | Ink jet recording sheet |
| US5570120A (en) | 1993-07-16 | 1996-10-29 | Canon Kabushiki Kaisha | Ink-jet recording method and color image forming method |
| JP3109960B2 (ja) | 1994-07-18 | 2000-11-20 | キヤノン株式会社 | 記録媒体及びこれを用いた画像形成方法 |
| US5643631A (en) * | 1995-03-17 | 1997-07-01 | Minerals Tech Inc | Ink jet recording paper incorporating novel precipitated calcium carbonate pigment |
| DE19602793C1 (de) * | 1996-01-26 | 1997-09-25 | Schoeller Felix Jun Foto | Aufzeichnungsmaterial für das Tintenstrahl-Druckverfahren |
| JP3647219B2 (ja) | 1997-09-01 | 2005-05-11 | キヤノン株式会社 | 磁性記録媒体の信号再生方法 |
| JPH1193092A (ja) | 1997-09-11 | 1999-04-06 | Hymo Corp | 紙用表面塗布剤 |
| US6096826A (en) | 1998-07-21 | 2000-08-01 | Air Products And Chemicals, Inc. | Piperidone functionalized poly(vinyl alcohol) |
| MXPA02009814A (es) | 2000-04-04 | 2003-03-27 | Celanese Int Corp | Composiciones de revestimiento receptivas de tinta que contienen alcohol polivinilico injertado con grupos funcionales amina. |
-
2001
- 2001-03-08 US US09/802,091 patent/US6485609B1/en not_active Expired - Lifetime
-
2002
- 2002-03-05 ES ES02713734T patent/ES2244761T3/es not_active Expired - Lifetime
- 2002-03-05 CN CNB028061632A patent/CN100464993C/zh not_active Expired - Fee Related
- 2002-03-05 CA CA 2439218 patent/CA2439218A1/en not_active Abandoned
- 2002-03-05 KR KR10-2003-7011722A patent/KR20030077668A/ko not_active Ceased
- 2002-03-05 WO PCT/US2002/006544 patent/WO2002072361A1/en not_active Ceased
- 2002-03-05 DE DE2002605227 patent/DE60205227T2/de not_active Expired - Fee Related
- 2002-03-05 RU RU2003129808A patent/RU2271412C2/ru not_active IP Right Cessation
- 2002-03-05 MX MXPA03007897A patent/MXPA03007897A/es active IP Right Grant
- 2002-03-05 AT AT02713734T patent/ATE300430T1/de not_active IP Right Cessation
- 2002-03-05 EP EP02713734A patent/EP1365922B1/en not_active Expired - Lifetime
- 2002-03-05 BR BR0207707A patent/BR0207707A/pt not_active IP Right Cessation
- 2002-03-05 TW TW91104050A patent/TW583106B/zh not_active IP Right Cessation
- 2002-03-05 JP JP2002571304A patent/JP4018986B2/ja not_active Expired - Fee Related
-
2003
- 2003-09-05 NO NO20033926A patent/NO20033926L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE60205227T2 (de) | 2006-04-20 |
| DE60205227D1 (de) | 2005-09-01 |
| WO2002072361A1 (en) | 2002-09-19 |
| CN100464993C (zh) | 2009-03-04 |
| KR20030077668A (ko) | 2003-10-01 |
| NO20033926D0 (no) | 2003-09-05 |
| US6485609B1 (en) | 2002-11-26 |
| RU2003129808A (ru) | 2005-03-20 |
| RU2271412C2 (ru) | 2006-03-10 |
| ES2244761T3 (es) | 2005-12-16 |
| JP2004528197A (ja) | 2004-09-16 |
| BR0207707A (pt) | 2004-03-23 |
| NO20033926L (no) | 2003-11-07 |
| ATE300430T1 (de) | 2005-08-15 |
| CN1871130A (zh) | 2006-11-29 |
| EP1365922A1 (en) | 2003-12-03 |
| TW583106B (en) | 2004-04-11 |
| JP4018986B2 (ja) | 2007-12-05 |
| EP1365922B1 (en) | 2005-07-27 |
| US20020189774A1 (en) | 2002-12-19 |
| MXPA03007897A (es) | 2003-12-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |