CN105646592A - Anti-counterfeiting material based on multi-response platinum lighting-emitting and color-changing complex and application of anti-counterfeiting material - Google Patents
Anti-counterfeiting material based on multi-response platinum lighting-emitting and color-changing complex and application of anti-counterfeiting material Download PDFInfo
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- CN105646592A CN105646592A CN201610037198.XA CN201610037198A CN105646592A CN 105646592 A CN105646592 A CN 105646592A CN 201610037198 A CN201610037198 A CN 201610037198A CN 105646592 A CN105646592 A CN 105646592A
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- dichloroethanes
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- 239000000463 material Substances 0.000 title claims abstract description 51
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 230000004044 response Effects 0.000 title claims abstract description 18
- 229910052697 platinum Inorganic materials 0.000 title claims abstract description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 40
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000003058 platinum compounds Chemical class 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims description 22
- 238000004020 luminiscence type Methods 0.000 claims description 13
- 238000010521 absorption reaction Methods 0.000 claims description 11
- 101100482117 Saimiri sciureus THBD gene Proteins 0.000 claims description 6
- 238000006862 quantum yield reaction Methods 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000010409 thin film Substances 0.000 claims description 5
- 238000005424 photoluminescence Methods 0.000 claims description 4
- XQFARSXVMYNQRL-UHFFFAOYSA-N acetylene chlorobenzene Chemical group C#C.ClC1=CC=CC=C1 XQFARSXVMYNQRL-UHFFFAOYSA-N 0.000 claims description 2
- 239000003446 ligand Substances 0.000 claims description 2
- 229940045985 antineoplastic platinum compound Drugs 0.000 claims 2
- 238000000034 method Methods 0.000 abstract description 11
- 238000005516 engineering process Methods 0.000 abstract description 9
- 238000010438 heat treatment Methods 0.000 abstract description 7
- 230000008901 benefit Effects 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 239000003086 colorant Substances 0.000 abstract 1
- 230000009977 dual effect Effects 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 25
- 230000008859 change Effects 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000295 emission spectrum Methods 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 230000008542 thermal sensitivity Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 210000002659 acromion Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- -1 platinum (II) compound Chemical class 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000031070 response to heat Effects 0.000 description 2
- GRBJPHPMYOUMJV-UHFFFAOYSA-N 1-chloro-3-ethynylbenzene Chemical group ClC1=CC=CC(C#C)=C1 GRBJPHPMYOUMJV-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 241000270295 Serpentes Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- HRGDZIGMBDGFTC-UHFFFAOYSA-N platinum(2+) Chemical compound [Pt+2] HRGDZIGMBDGFTC-UHFFFAOYSA-N 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0086—Platinum compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Printing Methods (AREA)
Abstract
The invention discloses a preparation method of an anti-counterfeiting material based on a multi-response platinum lighting-emitting and color-changing complex and application of the anti-counterfeiting material and belongs to the field of application of visible light lighting-emitting and color-changing materials. After the anti-counterfeiting material is treated with 1,2-dichloroethane and chloroform steam, the colors of two samples are yellow incapable of being distinguished with naked eyes, under irradiation of an ultraviolet lamp, the two samples give out yellow light, and the positions of emission peaks are the positions of 536 nm. When the two samples are heated at the temperature of 50 DEG C, the color of the sample treated with 1,2-dichloroethane is changed into orange red, the color of the emitted light is changed into bright red, and the position of the emission peak is the position of 693 nm. The color and emitted light of the sample treated with chloroform are not affected by heating. The anti-counterfeiting material based on the divalent platinum compound has dual responses to light and heat, the anti-counterfeiting safety performance is improved, the advantages of being low in cost, simple in process, high in reliability, convenient to operate and the like are achieved, and high application value is achieved in the field of anti-counterfeiting materials and technologies.
Description
Technical field
The invention belongs to the application of visible ray color-changing materials, be specifically related to a kind of can apply to false proof platinum complex color-changing materials.
Background technology
Continuous progressive along with society, the development of industrial or agricultural, different, a feast for the eyes commodity of class, while promoting commodity economy high speed development, also meet the needs of the living standard that people improve constantly. But, also dragons and snakes jumbled together enters circulation market for tedious adulterant. Adulterant that the shielding of counterfeit money, forged bill, counterfeit trade-mark is lower and puppet certificate etc. often make people be deceived, and sustain a loss. Particularly some developed countries of many countries all put into very the great exploitation false proof new material of various high-tech and new technique in the world.
Anti-counterfeiting technology is a Cross margin scicence, relates to the numerous areas such as optics, chemistry, physics, electromagnetism, computer technology, spectral technique, printing technology, packing technique. Up to now, false proof adopted method can be divided into physical method (such as watermark, metal incision, laser hologram, bar code etc.) and chemical method roughly. So-called chemistry is false proof, is under the conditions such as heat, light or magnetic, utilizes material chemical reaction and physical change to produce light, color etc. and change, the method carrying out truth identification. Generally for improving false proof effect, multiple different anti-counterfeiting technology can be adopted simultaneously. Which not only improves false proof cost, also make related process become more complicated simultaneously. Therefore, research and development have can stimulate the false proof new material with different response have very important significance and be worth simultaneously to multi-signal.
Recent two decades comes, and receives people for the research of color-changing materials and payes attention to widely. This kind of material can present the light of uniqueness, complexion changed after being subject to the outer signals stimulations such as light, heat, mechanical friction. Wherein, there is the multiple response color-changing materials that multiple stimulus signal presents different response simultaneously at numerous areas, particularly in anti-fake material field, there is more wide application prospect.Traditional fluorescence falsification preventing technology is to be entrained in packaging by fluorescent material, through ultra violet lamp, presents the phosphor pattern of clear light, to play false proof effect. This method for anti-counterfeit is with single visual signature for criterion, and this method for anti-counterfeit is easily imitated, and safety is relatively low. And the anti-fake material based on multiple response color-changing materials can significantly more efficient raising anti-forgery security, simplification production technology, reduction production cost. Therefore, multiple response color-changing materials will be one of following most important and most prospect antifalse material.
China Patent Publication No. CN104194769A: the chemical formula of the probe molecule of this patent disclosure is Pt (TMSC �� CPhenC �� CTMS) (C �� CC6H4Cl-4)2. And the chemical combination formula of the complex molecule related in the present invention is Pt (TMSC �� CPhenC �� CTMS) (C �� CC6H4Cl-3)2. Although the two structure has similarity, but the character of compound differs widely:
(1) response condition of the luminous coloration character of compound is different. Benzene class steam is had luminous coloration response by the compound related in patent CN104194769A, and the compound related in the present invention has the luminous coloration response to heat.
(2) reversibility of luminous coloration is different. The luminous coloration of vapour molecule is responded by the compound related in patent CN104194769A has reversibility, and the compound related in the present invention has the not fully reversible luminous coloration response to heat.
(3) condition of luminous coloration response is different, it is do not have the restriction of any condition that the luminous coloration of vapour molecule is responded by the compound related in patent CN104194769A, and the compound related in the present invention has condition restriction for hot response.
Complex molecule in conjunction with 1,2-dichloroethanes has thermal sensitivity, and the complex molecule in conjunction with chloroform does not have thermal sensitivity. These differences finally make the complex molecule related in the present invention have the antiforge function of uniqueness.
Summary of the invention
It is an object of the invention to provide a kind of color-changing materials that can apply to anti-counterfeiting technology.
Technical scheme:
A kind of anti-fake material based on multiple response platinum luminous coloration coordination compound, should based on multiple response platinum luminous coloration coordination compound with 3,8-bis-(trimethylsilyl acetylene base)-1,10-phenanthroline is part, 3-chlorobenzene acetylene is platinum (II) compound of assistant ligand, and the chemical formula of this platinum (II) compound is Pt (TMSC �� CPhenC �� CTMS) (C �� CC6H4Cl-3)2, wherein TMSC �� CPhenC �� CTMS is 3,8-bis-(trimethylsilyl acetylene base)-1,10-phenanthroline; C �� CC6H4Cl-3 is 3-chlorobenzene acetenyl, and its structural formula is as follows:
After this anti-fake material adsorbs 1,2-dichloroethanes and chloroform vapors respectively, the two kinds of samples obtained all present naked eyes and can not be distinguished as yellow; To adsorb two kinds of anti-fake materials of 1,2-dichloroethanes and chloroform vapors respectively under ultra violet lamp, the two photoluminescence quantum yield is different, produces the light and shade that naked eyes can distinguish luminous; When adsorbing 1 respectively, after two kinds of anti-fake materials of 2-dichloroethanes and chloroform vapors heat at 50 DEG C, the color of the anti-fake material of absorption 1,2-dichloroethanes becomes orange red, its luminescence becomes shiny red, and color and the luminescence of the anti-fake material of absorption chloroform vapors are not all influenced by temperature; It is used for false proof based on this anti-fake material of above-mentioned characteristic and is fabricated to containing its component paper, thin film and associated materials.
Above-mentioned anti-fake material is contacting 1 respectively, after 2-dichloroethanes and chloroform vapors, its color of perusal is identical is yellow, but during by ultra violet lamp both yellow sample, the yellow sample luminescence that chloroform vapors processed is higher, can be distinguished by the sample substantially and after absorption 1,2-dichloroethanes.And the Yellow luminous sample adsorbing 1,2-dichloroethanes also has thermal sensitivity, when sample is after 50 DEG C are heated, its color gradually becomes orange red, and luminescence then becomes shiny red. And this character has reversibility under given conditions, emitting red light sample after heating contacts 1 again, during 2-dichloroethanes steam, color and luminescence all can become yellow again, but do not contacting 1, in 2-dichloroethanes steam situation, even if temperature is cooled to room temperature, the color of compound and luminescence are without changing. And adsorb the sample after chloroform and any change will not occur after the heating. Just because of this luminous coloration character that steam, light and heat is different, this compound can be used for being applied to have anti-fraud functional paper, thin film and other kinds of associated materials.
Research shows, the emission wavelength of the luminescent sample of two kinds of yellow is all at 536nm (579nm acromion), its luminosity belongs to the metal of mixing to the charge transtion of part and part to the charge transtion of part, adsorb the photoluminescence quantum yield of yellow sample of chloroform vapors then apparently higher than the sample of absorption 1,2-dichloroethanes steam. When the sample of absorption 1,2-dichloroethanes is after 50 DEG C, the color of sample can become orange red, and luminescence becomes shiny red. Now, the emission maximum position of sample is at 693nm, and red shift of the emission spectra 157nm during than yellow state, this luminosity belongs to the metal-metal of mixing to the charge transtion of part and part to the charge transtion of part. And the change of any color or luminescence can't occur the sample that chloroform processed after the heating, this is mainly sample its packed structures after the heating and will not change and cause.
The invention has the beneficial effects as follows:
(1) present invention utilizes platinum (II) coordination compound to be prone to make color and the luminous character changed under outer signals stimulates, and by combining different vapour molecule coordination compound, light, the different response effect of heat is realized its antiforge function.
(2) based on the anti-fake material of this luminous coloration coordination compound, there is double anti-forge function. Not only increase the security performance of anti-fake material, have that cost is low, technique is simple, reliability is high and the advantage such as easy to operate simultaneously.
(3) this luminous coloration coordination compound has good application, it is easy to load, on various base materials, can make anti-forge paper, thin film and other kinds of material.
Accompanying drawing explanation
Fig. 1 is to cooperate with thing absorption spectrum under different conditions.
Fig. 2 is to cooperate with thing emission spectrum under different conditions.
Fig. 3 is to cooperate with the thing operational instances as anti-fake material.
Detailed description of the invention
The specific embodiment of the present invention is further illustrated below in conjunction with accompanying drawing and technical scheme.
The preparation of step 1:Pt (II) coordination compound luminescence probe. Under nitrogen protection; by [3; 8-bis-(trimethylsilyl acetylene base)-1; 10-phenanthroline] the m-chloro phenylacetylene of platinous chloride and 2-5 equivalent; the Hydro-Giene (Water Science). of 0.001-0.10 equivalent, stirring reaction 1 day under room temperature in diisopropylamine with dichloromethane (volume ratio 1:10) solution. Recycle silicon glue post separates and obtains product, productivity 75-80%. Elementary analysis result: by C38H32Cl2N2PtSi2Value of calculation (%) C54.41, H3.85, N3.34; Measured value (%) C54.65, H3.79, N3.32.1HNMR(CDCl3): 9.875 (s, 2H), 8.571 (s, 2H), 7.909 (s, 2H), 7.546 (s, 2H), 7.447 (d, J (H, H)=7.6Hz, 2H), 7.159 7.230 (m, 4H), 0.331 (s, 18H).
Step 2: coordination compound Absorption and emission spectra under different conditions is described in conjunction with Fig. 1 and Fig. 2.
After this bivalence platinum complex absorption 1,2-dichloroethanes and chloroform vapors, sample is the yellow that naked eyes cannot be distinguished by, and has identical Yellow luminous, and the position of its emission peak is 536nm (579nm acromion). But owing to the photoluminescence quantum yield of the two sample is different so that they present bigger light and shade difference under uviol lamp. After both samples are heated by we at 50 DEG C, the color sample of absorption 1,2-dichloroethanes steam can become orange red, and luminescence becomes shiny red, and the position of emission peak is moved to 693nm; And any change will not be there is after the heating with luminous in the color adsorbing the sample of chloroform vapors.
Step 3: the coordination compound actually used operation as anti-fake material is described in conjunction with Fig. 3.
(1) adsorbing the sample of 1,2-dichloroethanes steam as substrate, the sample to adsorb chloroform vapors is attached on paper as trade mark or mark or makes thin-film material. Now, it is to find out trade mark or mark by color.
(2) by ultra violet lamp, owing to the sample quantum yield of absorption chloroform is apparently higher than the sample of absorption 1,2-dichloroethanes steam, bright trade mark or mark can therefore be presented. Thus realizing the one-level of trade mark and mark is false proof.
(3) by heating at 50 DEG C, base material will become orange red, and presents the yellow that shiny red luminescence, trade mark or mark then still can remain original under uviol lamp, it is achieved that two grades of trade mark and mark are false proof.
Claims (2)
1. the anti-fake material based on multiple response platinum luminous coloration coordination compound, it is characterized in that, this multiple response platinum luminous coloration coordination compound is with 3,8-bis-(trimethylsilyl acetylene base)-1,10-phenanthroline is part, 3-chlorobenzene acetylene is the bivalence platinum compounds of assistant ligand, and the chemical formula of this bivalence platinum compounds is Pt (TMSC �� CPhenC �� CTMS) (C �� CC6H4Cl-3)2, wherein TMSC �� CPhenC �� CTMS is 3,8-bis-(trimethylsilyl acetylene base)-1,10-phenanthroline; C �� CC6H4Cl-3 is 3-chlorobenzene acetenyl, and its structural formula is as follows:
2. the application of the anti-fake material described in claim 1, it is characterised in that after this anti-fake material adsorbs 1,2-dichloroethanes and chloroform vapors respectively, the two kinds of samples obtained all present naked eyes and can not be distinguished as yellow; To adsorb two kinds of anti-fake materials of 1,2-dichloroethanes and chloroform vapors respectively under ultra violet lamp, the two photoluminescence quantum yield is different, produces the light and shade that naked eyes can distinguish luminous; When adsorbing 1 respectively, after two kinds of anti-fake materials of 2-dichloroethanes and chloroform vapors heat at 50 DEG C, the color of the anti-fake material of absorption 1,2-dichloroethanes becomes orange red, its luminescence becomes shiny red, and color and the luminescence of the anti-fake material of absorption chloroform vapors are not all influenced by temperature; It is used for false proof based on this anti-fake material of above-mentioned characteristic and is fabricated to containing its component paper, thin film and associated materials.
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| CN201610037198.XA CN105646592B (en) | 2016-01-20 | 2016-01-20 | A kind of anti-fake material and its application based on multiple response platinum luminous coloration complex |
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Cited By (4)
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| CN108102639A (en) * | 2017-12-27 | 2018-06-01 | 内蒙古大学 | The anti-fake material preparation method that a kind of multiple optics signal by Spin transition regulation and control responds |
| CN109232659A (en) * | 2018-10-09 | 2019-01-18 | 大连理工大学 | A kind of thermoluminescence switching material with information encrypt-decrypt function, preparation method and applications |
| CN109337670A (en) * | 2018-10-09 | 2019-02-15 | 大连理工大学 | A kind of steam color-changing materials with information encrypt-decrypt function, preparation method and applications |
| CN111693520A (en) * | 2019-03-15 | 2020-09-22 | 中国石油化工股份有限公司 | Preparation method and application of benzene series visual detection test paper |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108102639A (en) * | 2017-12-27 | 2018-06-01 | 内蒙古大学 | The anti-fake material preparation method that a kind of multiple optics signal by Spin transition regulation and control responds |
| CN108102639B (en) * | 2017-12-27 | 2020-07-31 | 内蒙古大学 | Preparation method of anti-counterfeiting material with multiple optical signal responses regulated and controlled by spin conversion |
| CN109232659A (en) * | 2018-10-09 | 2019-01-18 | 大连理工大学 | A kind of thermoluminescence switching material with information encrypt-decrypt function, preparation method and applications |
| CN109337670A (en) * | 2018-10-09 | 2019-02-15 | 大连理工大学 | A kind of steam color-changing materials with information encrypt-decrypt function, preparation method and applications |
| CN109232659B (en) * | 2018-10-09 | 2020-11-03 | 大连理工大学 | Thermoluminescent switch material with information encryption-decryption function, preparation method and application thereof |
| CN109337670B (en) * | 2018-10-09 | 2021-06-18 | 大连理工大学 | Vapor luminescent color-changing material with information encryption-decryption function, preparation method and application thereof |
| CN111693520A (en) * | 2019-03-15 | 2020-09-22 | 中国石油化工股份有限公司 | Preparation method and application of benzene series visual detection test paper |
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