JP2015509121A - 不可逆サーモクロミックインク組成物 - Google Patents
不可逆サーモクロミックインク組成物 Download PDFInfo
- Publication number
- JP2015509121A JP2015509121A JP2014550347A JP2014550347A JP2015509121A JP 2015509121 A JP2015509121 A JP 2015509121A JP 2014550347 A JP2014550347 A JP 2014550347A JP 2014550347 A JP2014550347 A JP 2014550347A JP 2015509121 A JP2015509121 A JP 2015509121A
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- Prior art keywords
- color
- wax
- irreversible thermochromic
- dye
- inner core
- 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.)
- Pending
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- 239000003795 chemical substances by application Substances 0.000 claims abstract description 26
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- 125000003118 aryl group Chemical group 0.000 description 5
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- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
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- VKPSKYDESGTTFR-UHFFFAOYSA-N 2,2,4,6,6-pentamethylheptane Chemical compound CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 2
- SQGIIEGQOSBIGJ-UHFFFAOYSA-N 2-[bis[2-(dibutylamino)phenyl]methyl]-n,n-dibutylaniline Chemical compound CCCCN(CCCC)C1=CC=CC=C1C(C=1C(=CC=CC=1)N(CCCC)CCCC)C1=CC=CC=C1N(CCCC)CCCC SQGIIEGQOSBIGJ-UHFFFAOYSA-N 0.000 description 2
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- KGZAHPXHMBTNKO-UHFFFAOYSA-N 2-[bis[2-(dipropylamino)phenyl]methyl]-n,n-dipropylaniline Chemical compound CCCN(CCC)C1=CC=CC=C1C(C=1C(=CC=CC=1)N(CCC)CCC)C1=CC=CC=C1N(CCC)CCC KGZAHPXHMBTNKO-UHFFFAOYSA-N 0.000 description 2
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- ITXMUIOKGGUWLZ-UHFFFAOYSA-N 4-[bis[4-(diethylamino)phenyl]methyl]-n,n-diethyl-3-methylaniline Chemical compound C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)N(CC)CC)C)C1=CC=C(N(CC)CC)C=C1 ITXMUIOKGGUWLZ-UHFFFAOYSA-N 0.000 description 2
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- 239000002245 particle Substances 0.000 description 2
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- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
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- 125000005504 styryl group Chemical group 0.000 description 2
- MHXBHWLGRWOABW-UHFFFAOYSA-N tetradecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC MHXBHWLGRWOABW-UHFFFAOYSA-N 0.000 description 2
- 238000006276 transfer reaction Methods 0.000 description 2
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- IKJUVPUJBPGNDN-UHFFFAOYSA-N tributyl [methyl-bis(tributoxysilyloxy)silyl] silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)O[Si](C)(O[Si](OCCCC)(OCCCC)OCCCC)O[Si](OCCCC)(OCCCC)OCCCC IKJUVPUJBPGNDN-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- WZKPOPMJOWWSBZ-UHFFFAOYSA-N trimethyl-[phenyl-[phenyl-bis(trimethylsilyloxy)silyl]oxy-trimethylsilyloxysilyl]oxysilane Chemical compound C=1C=CC=CC=1[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 WZKPOPMJOWWSBZ-UHFFFAOYSA-N 0.000 description 1
- 229940113164 trimyristin Drugs 0.000 description 1
- 229960001947 tripalmitin Drugs 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- WRFZKAGPPQGDDQ-UHFFFAOYSA-N valeryl hexanoate Chemical compound CCCCCOC(=O)CCCCC WRFZKAGPPQGDDQ-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
Images
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
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/28—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating
- B41M5/287—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating using microcapsules or microspheres only
-
- 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
- C09D11/16—Writing inks
- C09D11/17—Writing inks characterised by colouring agents
-
- 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
- B41M5/323—Organic colour formers, e.g. leuco dyes
-
- 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
- B41M5/337—Additives; Binders
-
- 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
- B41M5/337—Additives; Binders
- B41M5/3375—Non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0077—Preparations with possibly reduced vat, sulfur or indigo dyes
- C09B67/0078—Preparations of vat, sulfur or indigo dyes in liquid form
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
-
- 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
- C09D11/50—Sympathetic, colour changing or similar inks
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Optics & Photonics (AREA)
- Physics & Mathematics (AREA)
- General Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Pens And Brushes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/342,004 US8664156B2 (en) | 2011-12-31 | 2011-12-31 | Irreversible thermochromic ink compositions |
| US13/342,004 | 2011-12-31 | ||
| PCT/US2012/070560 WO2013101586A2 (en) | 2011-12-31 | 2012-12-19 | Irreversible thermochromic ink compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2015509121A true JP2015509121A (ja) | 2015-03-26 |
| JP2015509121A5 JP2015509121A5 (enExample) | 2016-01-21 |
Family
ID=47559681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014550347A Pending JP2015509121A (ja) | 2011-12-31 | 2012-12-19 | 不可逆サーモクロミックインク組成物 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US8664156B2 (enExample) |
| EP (1) | EP2864129B1 (enExample) |
| JP (1) | JP2015509121A (enExample) |
| CN (1) | CN104010825A (enExample) |
| AU (1) | AU2012362712B2 (enExample) |
| MX (1) | MX2014008006A (enExample) |
| WO (1) | WO2013101586A2 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021116421A (ja) * | 2020-01-28 | 2021-08-10 | ソシエテ ビックSociete Bic | 変色剤を含む不可逆的に消去可能なインク組成物 |
| US11427726B2 (en) | 2018-08-28 | 2022-08-30 | Toshiba Tec Kabushiki Kaisha | Inks |
| WO2023085225A1 (ja) * | 2021-11-12 | 2023-05-19 | 住友化学株式会社 | リサイクル樹脂組成物の製造方法 |
| JP2023156844A (ja) * | 2022-04-13 | 2023-10-25 | 日本精工株式会社 | 転がり軸受 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US8865621B2 (en) | 2012-08-06 | 2014-10-21 | Sanford, L.P. | Irreversible color changing ink compositions |
| TWI535792B (zh) * | 2013-10-24 | 2016-06-01 | 瓦克化學公司 | Led封裝材料 |
| CA2968344C (en) | 2014-12-08 | 2023-03-14 | Kinnos Inc. | Additive compositions for pigmented disinfection and methods thereof |
| JP6960901B2 (ja) | 2015-07-23 | 2021-11-05 | ルミレッズ ホールディング ベーフェー | 発光装置のオフ状態の外観制御 |
| US10344251B2 (en) | 2016-02-12 | 2019-07-09 | Kinnos, Inc. | Compositions and methods for use in surface decontamination |
| US20190142713A1 (en) | 2016-04-13 | 2019-05-16 | Segan Industries, Inc. | Optical Evanescent Color Change Compositions and Methods of Making and Using the Same |
| KR101988916B1 (ko) * | 2017-05-25 | 2019-06-13 | 주식회사 엑티브온 | 과열방지 비가역적 감온변색 성형체 및 그 제조방법 |
| CN111527243A (zh) | 2017-10-18 | 2020-08-11 | 佛罗里达中心大学研究基金会有限公司 | 具有导电芯和变色涂层的纤维 |
| DE102017126215A1 (de) | 2017-11-09 | 2019-05-09 | Delo Industrie Klebstoffe Gmbh & Co. Kgaa | Verfahren zur Erzeugung opaker Beschichtungen, Verklebungen und Vergüsse sowie härtbare Masse zur Verwendung in dem Verfahren |
| CN109943094B (zh) * | 2019-04-02 | 2020-03-24 | 武汉中科先进技术研究院有限公司 | 一种微胶囊型温变颜料及其制备方法和应用、一种温变墨水及其应用 |
| US11524515B2 (en) * | 2019-04-05 | 2022-12-13 | Xerox Corporation | Thermochromic dye compositions and method for preparing same |
| CN110713756A (zh) * | 2019-11-06 | 2020-01-21 | 湖北中烟工业有限责任公司 | 一种防伪用印刷温变油墨及其制备方法 |
| CN111192515B (zh) * | 2019-12-19 | 2021-12-31 | 北京化工大学 | 一种温敏不可逆智能荧光防伪复合涂层材料制备及应用方法 |
| US11479886B2 (en) | 2020-05-21 | 2022-10-25 | University Of Central Florida Research Foundation, Inc. | Color-changing fabric and applications |
| US11708649B2 (en) | 2020-05-21 | 2023-07-25 | University Of Central Florida Research Foundation, Inc. | Color-changing fabric having printed pattern |
| WO2021236805A1 (en) * | 2020-05-21 | 2021-11-25 | University Of Central Florida Research Foundation, Inc. | Color-changing fabric and applications |
| US20220372312A1 (en) * | 2021-05-21 | 2022-11-24 | Sanford L.P. | Marking compositions |
| WO2024039899A2 (en) * | 2022-08-19 | 2024-02-22 | Chromatic Technologies, Inc. | Heat seal indicator |
| CN115433488B (zh) * | 2022-08-25 | 2023-10-20 | 南京一墨纳米技术有限公司 | 一种书写色彩均匀的中性笔墨水 |
| CN117924965B (zh) * | 2024-01-18 | 2025-09-26 | 武汉中科先进材料科技有限公司 | 一种光致变色印花染料及其制备方法、应用 |
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- 2012-12-19 JP JP2014550347A patent/JP2015509121A/ja active Pending
- 2012-12-19 AU AU2012362712A patent/AU2012362712B2/en not_active Ceased
- 2012-12-19 CN CN201280064961.8A patent/CN104010825A/zh active Pending
- 2012-12-19 EP EP12815913.4A patent/EP2864129B1/en active Active
- 2012-12-19 MX MX2014008006A patent/MX2014008006A/es not_active Application Discontinuation
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2013
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11427726B2 (en) | 2018-08-28 | 2022-08-30 | Toshiba Tec Kabushiki Kaisha | Inks |
| JP2021116421A (ja) * | 2020-01-28 | 2021-08-10 | ソシエテ ビックSociete Bic | 変色剤を含む不可逆的に消去可能なインク組成物 |
| WO2023085225A1 (ja) * | 2021-11-12 | 2023-05-19 | 住友化学株式会社 | リサイクル樹脂組成物の製造方法 |
| JP2023156844A (ja) * | 2022-04-13 | 2023-10-25 | 日本精工株式会社 | 転がり軸受 |
| JP7771850B2 (ja) | 2022-04-13 | 2025-11-18 | 日本精工株式会社 | 転がり軸受 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20140113813A1 (en) | 2014-04-24 |
| AU2012362712A1 (en) | 2014-05-29 |
| US8664156B2 (en) | 2014-03-04 |
| WO2013101586A2 (en) | 2013-07-04 |
| WO2013101586A3 (en) | 2014-01-03 |
| US20130172181A1 (en) | 2013-07-04 |
| MX2014008006A (es) | 2014-08-21 |
| US8889590B2 (en) | 2014-11-18 |
| AU2012362712B2 (en) | 2015-05-14 |
| CN104010825A (zh) | 2014-08-27 |
| EP2864129A2 (en) | 2015-04-29 |
| EP2864129B1 (en) | 2016-03-30 |
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