CN102234458A - Application of bistable photochromic material in ink, bistable photochromic ink and preparation method thereof - Google Patents
Application of bistable photochromic material in ink, bistable photochromic ink and preparation method thereof Download PDFInfo
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- CN102234458A CN102234458A CN2011101417348A CN201110141734A CN102234458A CN 102234458 A CN102234458 A CN 102234458A CN 2011101417348 A CN2011101417348 A CN 2011101417348A CN 201110141734 A CN201110141734 A CN 201110141734A CN 102234458 A CN102234458 A CN 102234458A
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Abstract
The invention relates to application of a bistable photochromic material in ink, bistable photochromic ink and a preparation method thereof. The bistable photochromic ink consists of the following components in parts by weight: 1-10 parts of the bistable photochromic material, 1-25 parts of extender pigment, 20-55 parts of connection material and 3-45 parts of additive. According to the invention, the problem that the photochromic state of the existing ink disappears along with the light source is solved, and the colorless bistable photochromic ink with a good anti-fake effect is provided.
Description
Technical field
The present invention relates to the application of bistable state photochromic material in printing ink, bistable state photochromic ink and preparation method thereof.
Background technology
Metachromasia takes place in existing photochromic ink after absorbing certain wavelength luminous energy, illumination disappears, and color restoration is an original state; Stablize the variable color state but the still acomia third contact of a total solar or lunar eclipse causes to present after the metachromasia, must absorb the photochromic ink that just can revert to original state behind the another kind of luminous energy with certain energy intensity, this absorbing wavelength is in visible region.
Summary of the invention
The object of the invention provides a kind of applicable to various mode of printings, has the colourless bistable state photochromic ink of good antifalse effect, has solved the problem that the photochromic state of prior art printing ink disappears with light source.
Technical solution of the present invention is:
Contain thiophene heterocycle or the photochromic application in printing ink of furans heterocyclic two fragrant vinyl compounds, the described chemical structure that contains thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds sees that formula I is:
The R of its Chinese style I
0Be O or S, R
1, R
2, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
The photochromic application in printing ink of perfluor substituted cyclopentene compound, the chemical structural formula of described perfluor substituted cyclopentene compound sees that formula II is:
R among its Chinese style II
0Be O or S, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
A kind of bistable state photochromic ink, comprise bistable state photochromic material, pigment extender, connection material and auxiliary agent, described bistable state photochromic material is for containing thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds or perfluor substituted cyclopentene compound, formula I seen in the chemical structural formula of described two fragrant vinyl compounds, and formula II seen in the chemical structural formula of described cyclopentene compound;
R among its Chinese style I, the formula II
0Be O or S, R
1, R
2, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
Described pigment extender is one or more mixtures of colloid calcium, lime carbonate or aerosil;
Described low-melting ink vehicle is one or more in resol, gummy oil, Synolac, rosin resin, polyamide resin, vinylformic acid and the derivatives resin thereof;
Described auxiliary agent is that 6# stand linseed oil, wax are removed one or more mixtures in stick, blended wax, siccative, tensio-active agent or the solvent.
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
Above-mentioned resol is rosin modified phenolic resin;
Described Synolac is plant oil modified Synolac, Abietyl modified Synolac or the Synolac of rosin derivative modification;
Described plant oil modified Synolac is modification of flax oil Synolac or tung oil-modified Synolac or soybean oil modified alkyd;
Described Gum Rosin is rosin and derivative ester thereof;
Described polyamide resin is that lower molecular weight ethanol-soluble type polyamide resin or high molecular are total to molten type polyamide resin;
Described vinylformic acid and derivatives resin thereof are epoxy acrylates, acrylic acid modified polyester resin, polyalcohol modified epoxy acrylic resin, fatty acid modified epoxy acrylic resin, the epoxy soybean oil acrylic resin, acrylated polyurethane resin, polyether-modified acrylated polyurethane resin, fatty acid modified acrylated polyurethane resin, the polyester acrylic urethane resin, the epoxy methacrylic resin, polyalcohol modified epoxy methacrylic resin, fatty acid modified epoxy methacrylic resin, the epoxy soybean oil methacrylic resin, the methacrylic acid urethane resin, polyether-modified methacrylic acid urethane resin, fatty acid modified methacrylic acid urethane resin or polyester methacrylic acid urethane resin;
It is in palm wax, fir wax, beeswax, insect wax, wool wax, paraffin, Microcrystalline Wax, montanin wax, ore deposit ceresine or the polyethylene wax one or more that described wax is removed stick;
Described siccative is one or more in organic acid cobalt, manganese, zirconium, lead, aluminium, calcium, zinc, cerium, vanadium, the lanthanum salt;
Described solvent comprises one or more in mixture, KI0-295 solvent or the water of high-boiling point kerosene, 120# solvent oil, 200# solvent oil, 210# solvent oil, 320# solvent oil, S82B solvent oil, C12 solvent, C13 solvent, C12 and C13.
The preparation method of bistable state photochromic ink may further comprise the steps:
1] according to each component of following proportioning weighing bistable state color shifting ink,
2] on high speed dispersor, stir, on three-roller, be rolled into pulpous state;
3] add 1~10 part of additive, described additive is Dormant oils or siccative;
4] stirring on the high speed dispersor or rolling on three-roller, forming photochromic ink.
The advantage that the present invention had is:
1, false proof secret: printing ink outward appearance of the present invention is the water white transparency state, and pattern, the literal of printing have crypticity, has recessive false proof characteristics.
2, variable color feature is obvious: this printing ink from colourless blueness or other color characteristic of being changed to, does not disappear with ultraviolet light wave after absorbing ultraviolet light wave.
3, variable color feature is stable: this printing ink after absorbing ultraviolet light wave from colourless blueness or other color characteristic of being changed to, this feature does not disappear with ultraviolet light wave, have only the visible light wave of certain intensity of absorption just to recover the water white transparency state again, realize the Bistable photochromic reactions.
4, variable color feature is lasting: printing ink of the present invention can recur 1000 ability of reverse photochromism reactions at least.
5, be easy to identification: this printing ink metachromasia occurs in UV-light zone and visible region, and identification is simple, is easy to popular the discriminating.
6, good, the wide adaptability of printability: printing ink of the present invention is applicable to mode of printings such as offset printing, gravure, protruding seal, silk-screen and flexo, and printability is good, has good market outlook.
7, printing ink involved in the present invention has solved photochromic material dispersed and stable in the ink adhesive system effectively, and metachromasia takes place in photochromic ink after absorbing certain wavelength luminous energy, illumination disappears, and color restoration is the instability problem of original state.
8, the bistable state photochromic ink is to add the bistable state photochromic material in common water white transparency printing ink, and outward appearance is the water white transparency state, and pattern, the literal of printing have crypticity, has recessive false proof characteristics.From colourless blueness or other color characteristic of being changed to, this feature does not disappear with ultraviolet light wave behind the absorption ultraviolet light wave, has only the visible light wave of certain intensity of absorption just to recover the water white transparency state again, realizes the Bistable photochromic reactions.Printing ink of the present invention can recur 1000 ability of reverse photochromism reactions at least, and the variable color feature is stable, obvious, is easy to identification.It is false proof to be mainly used in print product, is applicable to all kinds of Valued Securities, bill, product external packaging, trade mark, embellish and pressing.
Description of drawings
Fig. 1 is a process flow sheet of the present invention.
Embodiment
Contain thiophene heterocycle or the photochromic application in printing ink of furans heterocyclic two fragrant vinyl compounds, the chemical structure that contains thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds sees that formula I is:
The R of its Chinese style I
0Be O or S, R
1, R
2, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
The photochromic application in printing ink of perfluor substituted cyclopentene compound, the chemical structural formula of perfluor substituted cyclopentene compound sees that formula II is:
The R of its Chinese style
0Be O or S, R
5, R
6Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
Its metachromasia mechanism is:
A kind of bistable state photochromic ink comprises bistable state photochromic material, pigment extender, connection material and auxiliary agent; Wherein: the bistable state photochromic material is for containing thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds or perfluor substituted cyclopentene compound, and formula I seen in the chemical structural formula of described two fragrant vinyl compounds, and formula II seen in the chemical structural formula of described cyclopentene compound;
R among its Chinese style I, the formula II
0Be O or S, R
1, R
2, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
Pigment extender is one or more mixtures of colloid calcium, lime carbonate or aerosil;
Low-melting ink vehicle is one or more in resol, gummy oil, Synolac, rosin resin, polyamide resin, vinylformic acid and the derivatives resin thereof;
Auxiliary agent is that 6# stand linseed oil, wax are removed one or more mixtures in stick, blended wax, siccative, tensio-active agent or the solvent.
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
The weight part of above-mentioned bistable state photochromic ink is formed and is comprised:
Resol is Abietyl modified nonyl phenol and the resol of formaldehyde condensation or Abietyl modified diphenylol propane phenol resol, and the production technique that generates resol can be a single stage method, also can be two step method.
Described Synolac is plant oil modified Synolac, Abietyl modified Synolac or the Synolac of rosin derivative modification;
Described plant oil modified Synolac is modification of flax oil Synolac or tung oil-modified Synolac or soybean oil modified alkyd.
Described Gum Rosin is rosin and derivative ester thereof;
Described polyamide resin is that lower molecular weight ethanol-soluble type polyamide resin or high molecular are total to molten type polyamide resin;
Described vinylformic acid and derivatives resin thereof are epoxy acrylates, acrylic acid modified polyester resin, polyalcohol modified epoxy acrylic resin, fatty acid modified epoxy acrylic resin, the epoxy soybean oil acrylic resin, acrylated polyurethane resin, polyether-modified acrylated polyurethane resin, fatty acid modified acrylated polyurethane resin, the polyester acrylic urethane resin, the epoxy methacrylic resin, polyalcohol modified epoxy methacrylic resin, fatty acid modified epoxy methacrylic resin, the epoxy soybean oil methacrylic resin, the methacrylic acid urethane resin, polyether-modified methacrylic acid urethane resin, fatty acid modified methacrylic acid urethane resin or polyester methacrylic acid urethane resin;
It is in palm wax, fir wax, beeswax, insect wax, wool wax, paraffin, Microcrystalline Wax, montanin wax, ore deposit ceresine or the polyethylene wax one or more that described wax is removed stick;
Described siccative is one or more in organic acid cobalt, manganese, zirconium, lead, aluminium, calcium, zinc, cerium, vanadium, the lanthanum salt;
Described solvent comprises one or more in mixture, KI0-295 solvent or the water of high-boiling point kerosene, 120# solvent oil, 200# solvent oil, 210# solvent oil, 320# solvent oil, S82B solvent oil, C12 solvent, C13 solvent, C12 and C13.
Different Weight part of bistable state photochromic ink of the present invention is formed as shown in table 1:
Table 1
The concrete weight part of bistable state photochromic ink of the present invention is formed shown in table 2, table 3, table 4:
Table 2
Table 3
Table 4
The low-melting ink vehicle feature: the connection material in the printing ink can be by different forming according to different mode of printings, printable fabric etc., wherein resin is the main component that connects in the material, comprises resol, Synolac, rosin ester, polyamide resin, vinylformic acid and derivatives resin thereof etc.
Bistable state photochromic ink production technique of the present invention following (as shown in Figure 1) may further comprise the steps:
1] according to each component of following proportioning weighing bistable state color shifting ink,
2] on high speed dispersor, stir, on three-roller, be rolled into pulpous state;
3] add 1~10 part of additive, described additive is Dormant oils or siccative;
4] stirring on the high speed dispersor or rolling on three-roller, forming photochromic ink.
Embodiment
The photochromic flexographic ink of bistable state
The concrete title material and the weight part of prescription 1 are as follows:
The concrete title material and the weight part of prescription 2 are as follows:
The concrete title material and the weight part of prescription 3 are as follows:
Wherein photochromic material is:
Printing: high-speed offset press printing, speed are 8000~10000/hour, and the printing lines are smooth, and the site is full, do not fly China ink, emulsification, scumming and heap China ink phenomenon in the printing, and trace adheres to well.
Anti-counterfeiting performance is estimated: printing is the no macroscopic marking under daylight, can present redness or blueness under the irradiation under UV-light, and illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
The photochromic engraving intaglio printing ink prescription of colourless bistable state:
The concrete title material and the weight part of prescription 4 are as follows:
The concrete title material and the weight part of prescription 5 are as follows:
The concrete title material and the weight part of prescription 6 are as follows:
Printing: high speed carved gravure machine printing, speed is 4000~10000/hour, and the printing lines are smooth, and the site is full, does not fly China ink in the printing, wipes dirty, scumming and heap China ink phenomenon, and trace adheres to well.
Anti-counterfeiting performance is estimated: printing has the water white transparency marking under daylight, and touching has concavo-convex feel.Can present redness or blueness under the irradiation under UV-light, illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
The photochromic shadow of colourless bistable state is write the gravure ink prescription:
The concrete title material and the weight part of prescription 7 are as follows:
The concrete title material and the weight part of prescription 8 are as follows:
The concrete title material and the weight part of prescription 9 are as follows:
The printing: shadow is write the intaglio printing press printing, speed be 100-150 rice/minute, the printing lines are smooth, the site is full, trace adheres to well.
Anti-counterfeiting performance is estimated: printing has the water white transparency marking under daylight, and touching has concavo-convex feel.Can present redness or blueness under the irradiation under UV-light, illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
The photochromic letterpress printing ink of colourless bistable state
The concrete title material and the weight part of prescription 10 are as follows:
The concrete title material and the weight part of prescription 11 are as follows:
The concrete title material and the weight part of prescription 12 are as follows:
Printing: embossing machine printing, speed are 4000~8000/hour, and the printing lines are smooth, printing
In do not fly China ink, stick with paste sign indicating number, shallow colored phenomenon, trace adheres to well.
Anti-counterfeiting performance is estimated: printing has the water white transparency marking at daylight, can present redness or blueness under the irradiation under UV-light, and illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
The photochromic silk screen printing ink of colourless bistable state
The concrete title material and the weight part of prescription 13 are as follows:
The concrete title material and the weight part of prescription 14 are as follows:
The concrete title material and the weight part of prescription 15 are as follows:
Printing: the printing of silk screen machine, speed is 2000~6000/hour, and the printing lines are smooth, and the site is full, does not fly China ink, scumming phenomenon in the printing, and trace adheres to well.
Anti-counterfeiting performance is estimated: printing has the water white transparency marking under daylight, can present redness or blueness under the irradiation under UV-light, and illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
The photochromic flexo printing ink of colourless bistable state
The concrete title material and the weight part of prescription 16 are as follows:
The concrete title material and the weight part of prescription 17 are as follows:
The concrete title material and the weight part of prescription 18 are as follows:
Printing: flexible printing press printing, speed are 6000~10000/hour, and the printing lines are smooth, and the site is full, do not fly China ink, scumming and heap China ink phenomenon in the printing, and trace adheres to well.
Anti-counterfeiting performance is estimated: printing has the water white transparency marking under daylight, can present redness or blueness under the irradiation under UV-light, and illumination disappears, and the red or blue marking does not disappear.With high light radiation of visible light certain hour, the red or blue marking disappears, and reverts to the state of visual inspection less than the marking.
Claims (8)
1. contain thiophene heterocycle or the photochromic application in printing ink of furans heterocyclic two fragrant vinyl compounds, the described chemical structure that contains thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds sees that formula I is:
The R of its Chinese style I
0Be O or S, R
1, R
2, R
3, R
4Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
2. perfluor substituted cyclopentene compound photochromic application in printing ink, the chemical structural formula of described perfluor substituted cyclopentene compound sees that formula II is:
R among its Chinese style II
0Be O or S, R
5, R
6Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
3. bistable state photochromic ink, it is characterized in that: comprise bistable state photochromic material, pigment extender, connection material and auxiliary agent, described bistable state photochromic material is for containing thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds or perfluor substituted cyclopentene compound, formula I seen in the described chemical structural formula that contains thiophene heterocycle or furans heterocyclic two fragrant vinyl compounds, and formula II seen in the chemical structural formula of described cyclopentene compound;
R among its Chinese style I, the formula II
0Be O or S, R
1, R
2, R
3, R
4, R
5, R
6Be phenyl, p-methylphenyl, to ethylphenyl, p-methoxyphenyl, to ethoxyl phenenyl, to the dimethyl amido phenyl, to diethyl amido phenyl, to hydroxymethyl phenyl or to the hydroxyethyl phenyl.
Described pigment extender is one or more mixtures of colloid calcium, lime carbonate or aerosil;
Described low-melting ink vehicle is one or more in resol, gummy oil, Synolac, rosin resin, polyamide resin, vinylformic acid and the derivatives resin thereof;
Described auxiliary agent is that 6# stand linseed oil, wax are removed one or more mixtures in stick, blended wax, siccative, tensio-active agent or the solvent;
The weight part of described bistable state photochromic ink is formed and is comprised:
Bistable state photochromic material: 0.1~50 part;
Pigment extender: 1~40 part;
Connect material: 10~60 parts;
Auxiliary agent: 2~60 parts.
4. bistable state photochromic ink according to claim 3 is characterized in that: the weight part of described bistable state photochromic ink is formed and is comprised:
Bistable state photochromic material: 1~10 part;
Pigment extender: 1~25 part;
Connect material: 20~55 parts;
Auxiliary agent: 3~45 parts.
5. bistable state photochromic ink according to claim 3 is characterized in that: the weight part of described bistable state photochromic ink is formed and is comprised:
Bistable state photochromic material: 3~10 parts;
Pigment extender: 4~22 parts;
Connect material: 20~40 parts;
Auxiliary agent: 3~30 parts.
6. bistable state photochromic ink according to claim 3 is characterized in that: described bistable state photochromic ink also comprises additive, and the weight part of described additive consists of 1~10 part.
7. according to claim 3 or 4 or 5 or 6 described bistable state photochromic inks, it is characterized in that: described resol is rosin modified phenolic resin;
Described Synolac is plant oil modified Synolac, Abietyl modified Synolac or the Synolac of rosin derivative modification;
Described plant oil modified Synolac is modification of flax oil Synolac or tung oil-modified Synolac or soybean oil modified alkyd;
Described Gum Rosin is rosin and derivative ester thereof;
Described polyamide resin is that lower molecular weight ethanol-soluble type polyamide resin or high molecular are total to molten type polyamide resin;
Described vinylformic acid and derivatives resin thereof are epoxy acrylates, acrylic acid modified polyester resin, polyalcohol modified epoxy acrylic resin, fatty acid modified epoxy acrylic resin, the epoxy soybean oil acrylic resin, acrylated polyurethane resin, polyether-modified acrylated polyurethane resin, fatty acid modified acrylated polyurethane resin, the polyester acrylic urethane resin, the epoxy methacrylic resin, polyalcohol modified epoxy methacrylic resin, fatty acid modified epoxy methacrylic resin, the epoxy soybean oil methacrylic resin, the methacrylic acid urethane resin, polyether-modified methacrylic acid urethane resin, fatty acid modified methacrylic acid urethane resin or polyester methacrylic acid urethane resin;
It is in palm wax, fir wax, beeswax, insect wax, wool wax, paraffin, Microcrystalline Wax, montanin wax, ore deposit ceresine or the polyethylene wax one or more that described wax is removed stick;
Described siccative is one or more in organic acid cobalt, manganese, zirconium, lead, aluminium, calcium, zinc, cerium, vanadium, the lanthanum salt;
Described solvent comprises one or more in mixture, KI0-295 solvent or the water of high-boiling point kerosene, 120# solvent oil, 200# solvent oil, 210# solvent oil, 320# solvent oil, S82B solvent oil, C12 solvent, C13 solvent, C12 and C13.
8. the preparation method of the described bistable state photochromic ink of claim 3 is characterized in that: may further comprise the steps:
1] according to each component of following proportioning weighing bistable state color shifting ink,
Bistable state photochromic material: 0.1~50 part;
Pigment extender: 1~40 part;
Connect material: 10~60 parts;
Auxiliary agent: 2~60 parts;
2] on high speed dispersor, stir, on three-roller, be rolled into pulpous state;
3] add 1~10 part of additive, described additive is Dormant oils or siccative;
4] stirring on the high speed dispersor or rolling on three-roller, forming the bistable state photochromic ink.
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102993219A (en) * | 2012-11-20 | 2013-03-27 | 中国印刷科学技术研究所 | Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink |
WO2015058425A1 (en) * | 2013-10-21 | 2015-04-30 | 中国船舶重工集团公司第七二四研究所 | Diacetylene thermochromic ink and method for preparing same |
CN106433314A (en) * | 2016-09-29 | 2017-02-22 | 柳州增程材料科技有限公司 | Method for preparing salt anti-counterfeiting mark material |
CN110003718A (en) * | 2019-01-08 | 2019-07-12 | 蔡昕运 | The method of photic changeable colour toner and ink, the photic changeable colour vessel surface of production |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1743325A (en) * | 2004-08-30 | 2006-03-08 | 江西科技师范学院 | Photochromic perfluoro cyclopentene diaryl ethylene schiff base compound, and its preparing method and use |
EP1637570A1 (en) * | 2004-09-15 | 2006-03-22 | The Pilot Ink Co., Ltd. | Color-memorizing photochromic writing instrument |
-
2011
- 2011-05-27 CN CN2011101417348A patent/CN102234458A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1743325A (en) * | 2004-08-30 | 2006-03-08 | 江西科技师范学院 | Photochromic perfluoro cyclopentene diaryl ethylene schiff base compound, and its preparing method and use |
EP1637570A1 (en) * | 2004-09-15 | 2006-03-22 | The Pilot Ink Co., Ltd. | Color-memorizing photochromic writing instrument |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102993219A (en) * | 2012-11-20 | 2013-03-27 | 中国印刷科学技术研究所 | Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink |
CN102993219B (en) * | 2012-11-20 | 2016-08-03 | 中国印刷科学技术研究所 | Zn complex and preparation method thereof and the application in preparing anti-forgery ink |
WO2015058425A1 (en) * | 2013-10-21 | 2015-04-30 | 中国船舶重工集团公司第七二四研究所 | Diacetylene thermochromic ink and method for preparing same |
CN106433314A (en) * | 2016-09-29 | 2017-02-22 | 柳州增程材料科技有限公司 | Method for preparing salt anti-counterfeiting mark material |
CN110003718A (en) * | 2019-01-08 | 2019-07-12 | 蔡昕运 | The method of photic changeable colour toner and ink, the photic changeable colour vessel surface of production |
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