CN105504959B - Beta-cyclodextrin and carboxymethyl ruthenium compound and its application in microcontact printing techniques - Google Patents
Beta-cyclodextrin and carboxymethyl ruthenium compound and its application in microcontact printing techniques Download PDFInfo
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- CN105504959B CN105504959B CN201511002400.7A CN201511002400A CN105504959B CN 105504959 B CN105504959 B CN 105504959B CN 201511002400 A CN201511002400 A CN 201511002400A CN 105504959 B CN105504959 B CN 105504959B
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- carboxymethyl
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- HFPZCAJZSCWRBC-UHFFFAOYSA-N CC(C)c1ccc(C)cc1 Chemical compound CC(C)c1ccc(C)cc1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 0 Cc1cc(*)c(C*)cc1 Chemical compound Cc1cc(*)c(C*)cc1 0.000 description 1
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- 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
- C09D11/02—Printing inks
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- 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
- B41M5/025—Duplicating or marking methods; Sheet materials for use therein by transferring ink from the master sheet
- B41M5/04—Duplicating or marking methods; Sheet materials for use therein by transferring ink from the master sheet using solvent-soluble dyestuffs on the master sheets, e.g. alcohol-soluble
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
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- 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
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
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- 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
- C09D11/02—Printing inks
- C09D11/14—Printing inks based on carbohydrates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/04—Homopolymers or copolymers of ethene
- C08J2323/06—Polyethene
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- Health & Medical Sciences (AREA)
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Abstract
The present invention relates to carboxymethyl ruthenium compounds, and the present invention also provides the application of such carboxymethyl ruthenium compound and beta cyclodextrin composite solution in microcontact printing techniques.By by beta cyclodextrin water dissolution, obtain the beta cyclodextrin aqueous solution of a concentration of 3 6g/L, 0.8g carboxymethyl ruthenium compounds are added in every liter of beta cyclodextrin aqueous solution, then frequency is arranged into 30 60min of 20kHz ultrasounds with Ultrasound Instrument, it obtains evenly dispersed beta cyclodextrin and carboxymethyl ruthenium compound composite solution impregnates PDMS seals and is placed in carboxylated substrate and carries out chemical plating, the present invention is that micro-contact printing ink prepares metal pattern in the common polymeric substrate surface of electronics industry, and new approaches are provided for micro-contact printing industry.
Description
Technical field
The invention belongs to modern electronic technology field, more particularly to a kind of beta-cyclodextrin and carboxymethyl ruthenium compound are as multiple
Close application of the environmentally protective ink in microcontact printing techniques.
Background technology
The micro- constructing technology in surface is just gradually being embodied in significant application value, especially microcontact printing techniques, can
The micro-patterning in small size is of great significance in multiple fields especially modern electronic technology field.It is available at present
Micro-contact printing ink it is less, also limited to the material that surface can carry out micro-contact printing, a large amount of material can not be connect with micro-
The method for touching printing prepares picture on surface.Ink that is new, stablizing thus is developed to have a very big significance.
The applicant discloses eight (octane oxygroup)-Phthalocyanine Zincs work in authorized patent (102516841 B of CN)
The application of micro-contact printing is carried out in polyethylene terephthalate, polyethylene naphthalate or polyimide substrate for ink
Technology；Water-soluble 5,10,15,20- tetra- [4- (3 '-the third oxygen are disclosed in authorized patent (102964909 B of CN)
Yl pyridines Bromide) phenyl] zinc porphyrin carries out the application technology in micro-contact printing in polyethylene terephthalate substrate；
Water-soluble 5,10,15,20- tetrasulfonic acid sodium phenyl zinc porphyrins are disclosed in authorized patent (102964910 B of CN)
The application technology of micro-contact printing is carried out in polyimide substrate.
Further to enrich the selection of micro-contact printing ink and substrate, and promote micro-contact printing quality, it is necessary to
Further application of the exploitation beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques.Beta-cyclodextrin and carboxymethyl ruthenium
Compound composite solution performance is stablized, and quality of forming film is high, can be applied to surfaces of various materials as a kind of ink of stabilization
Micro-contact printing.
In order to adapt to requirement of the ink of new generation for environmental protection and health, it is necessary to which further exploitation cyclodextrin is micro-
Application in contact printing.Cyclodextrin is nontoxic, has good human compatibility.Beta-cyclodextrin and carboxymethyl ruthenium compound are compound
Solution property is stablized, and quality of forming film is high, and the micro-contact printing of surfaces of various materials can be applied to as a kind of ink of stabilization.
Beta-cyclodextrin and carboxymethyl ruthenium compound composite solution have not been reported as the application of micro-contact printing ink at present.
Invention content
The present invention provides a kind of beta-cyclodextrin and carboxymethyl ruthenium compound as composite green Environment-friendlyink ink in micro- contact
Application in printing technology.
Technical scheme is as follows：
A kind of carboxymethyl ruthenium compound, which is characterized in that the structural formula of the complex is：
The chemical name of the compound：One chlorine one (1E, 6E) -1,7- bis- (3- methoxyl group -4- hydroxy phenyls) -4- carboxylic first
Base -1,6- heptadiene -3,5- diketone monomethyl cumene closes ruthenium.
A kind of application of beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, which is characterized in that including
Following steps：
1) substrate surface is handled：Polymeric substrates are impregnated into 30- with the isopropanol water solution that mass percent is 45-55%
60min is placed in after taking-up in 2-3mol/L sulfuric acid solutions again, and impregnates 15-20min under the conditions of temperature is 55-65 DEG C, then
It washes with water, is dried in vacuo under conditions of temperature is 60-65 DEG C, introduce carboxyl in polymeric substrate surface, obtain carboxyl
Change substrate；
2) beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are prepared：By beta-cyclodextrin water dissolution, obtain a concentration of
0.8g carboxymethyl ruthenium compounds are added in the beta-cyclodextrin aqueous solution of 3-6g/L in every liter of beta-cyclodextrin aqueous solution, then with super
Frequency is to arrange 20kHz ultrasound 30-60min by sound instrument, obtains evenly dispersed beta-cyclodextrin and carboxymethyl ruthenium compound is compound
Solution；
3) micro-contact printing：PDMS seals are soaked in 30- in beta-cyclodextrin and carboxymethyl ruthenium compound composite solution
40s, in N after taking-up2Dry 30-60s in air-flow, the PDMS for being coated with beta-cyclodextrin and carboxymethyl ruthenium compound composite solution is printed
Chapter is placed in carboxylated substrate, gently presses 10-20s, and PDMS seal designs are transferred to carboxylated substrate surface, obtain being printed on pattern
Substrate；
4) chemical plating：Figuratum substrate will be printed and be soaked in 0.1-0.3g/L PdCl210-30s in solution is put after taking-up
Chemical plating is carried out in chemical plating solution, time 1-10min obtains exquisite metal copper pattern in substrate after taking-up.
Preferably, the application of the beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, it is special
Sign is that the polymeric base material selected in step 1) is polyethylene.
Preferably, the application of the beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, it is special
Sign is that the mass percent of the aqueous isopropanol and polymeric substrates selected in step 1) is 1: 1-5.
Preferably, the application of the beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, feature
It is, chemical plating solution can be by 4-6wt% copper sulphate, 7-8wt% potassium sodium tartrates, 6-10wt% hydroxides in step 4)
The chemical plating solution of the distilled water composition of sodium, 32-36wt% formaldehyde and surplus.
Preferably, the application of the beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, it is special
Sign is that chemical plating solution can be by 5-8wt% gold trichlorides, 5-8wt% gold sodium sulfides, 10-12wt% in step 4)
The chemical plating solution of the distilled water composition of sodium sulfite, 15-18wt% potassium citrates and surplus.
Advantageous effect of the present invention：
1) ruthenium compound of carboxymethyl can inhibit tumor cell proliferation, 51% be can reach to tumor control rate, relative to Yin
Its inhibiting rate of diindyl class compound improves 28%, with cell-cycle arrest after the ruthenium compound of carboxymethyl in G1Phase, tumour cell
Apoptosis obviously increases, tumor suppression and immunization enhancing.SGC-7901 cell strain and liver cancer BEL-7404 cell strains are showed
Go out stronger inhibitory activity, shows that the present invention has strong antitumor activity, it is compound with beta-cyclodextrin, it is environmentally protective, to human body
Harmless nontoxic, cell survival rate is high.
2) beta-cyclodextrin has good biocompatibility, and obtained material has as biology doctor after micro-contact printing
The potentiality used in human body with material.
3) beta-cyclodextrin intramolecule is a V-shaped hydrophobic cavities, is suitble to accommodate carboxymethyl ruthenium compound
Molecule enters and is fixed on beta-cyclodextrin intramolecule；It is combined using the coordination of gold and carboxyl and forms stable compound, to
It acts in polymeric substrates, is connect with the carboxyl coordination in polymeric substrates, it is steady to form there thermodynamics on the surface of the substrate
Ordered Film fixed, energy is low, the strong metal ion adsorbed in chemical plating solution form exquisite pattern, make simultaneously
Be not in molecule diffusion when being printed with beta-cyclodextrin and carboxymethyl ruthenium compound composite solution, pattern distortions is caused to broaden
Phenomenon occurs.
4) by regarding beta-cyclodextrin and carboxymethyl ruthenium compound composite solution as micro-contact printing ink in electronics industry
Common polymeric substrate surface prepares metal pattern, and new approaches are provided for micro-contact printing industry.
5) beta-cyclodextrin and carboxymethyl ruthenium compound composite solution raw material are easy to get, are at low cost, is stable, have in commercial Application
There are prodigious potentiality.
Specific implementation mode
The following examples are further illustrations of the invention, it but does not absolutely limit the scope of the present invention.Join below
It is further elaborated on the present invention according to embodiment, it should be appreciated to those skilled in the art that the present invention is not limited to these realities
The preparation method applied example and used.Moreover, those skilled in the art's description according to the present invention can carry out the present invention etc.
With replacing, combining, improveing or modifying, these are included within the scope of the invention.
Embodiment 1
1) substrate surface is handled：The isopropanol water solution that polyethylene mass percent is 45% is impregnated into 30min,
In, the mass percent of aqueous isopropanol and polyethylene is 1: 1, is placed in again in 2mol/L sulfuric acid solutions after taking-up, and in temperature
15min is impregnated under the conditions of being 55 DEG C, is then washed with water, is dried in vacuo under conditions of temperature is 60 DEG C, in polymer
Substrate surface introduces carboxyl, obtains the polyvinyl bottom of carboxylated；
2) beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are prepared：By beta-cyclodextrin water dissolution, obtain a concentration of
0.8g carboxymethyl ruthenium compounds are added in the beta-cyclodextrin aqueous solution of 3g/L in every liter of beta-cyclodextrin aqueous solution, then use ultrasound
Frequency is to arrange 20kHz ultrasound 30min by instrument, obtains evenly dispersed beta-cyclodextrin and carboxymethyl ruthenium compound composite solution；
3) micro-contact printing：PDMS seals are soaked in 30s in beta-cyclodextrin and carboxymethyl ruthenium compound composite solution, are taken
30s is dried after going out in N2 air-flows, the PDMS seals for being coated with beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are placed on carboxylic
In base substrate, 10s is gently pressed, PDMS seal designs are transferred to carboxylated substrate surface, obtains printing figuratum substrate；
4) chemical plating：Figuratum substrate will be printed and be soaked in 0.1g/L PdCl210s in solution, be put in after taking-up by
4wt% copper sulphate, 7wt% potassium sodium tartrates, 6wt% sodium hydroxides, 32wt% formaldehyde and surplus distilled water composition chemistry
Chemical plating is carried out in copper plating bath, time 1min can obtain exquisite metal copper pattern in substrate after taking-up.
The pattern fineness obtained is careful, neat complete, and distortionless, diffusion deformation phenomenon occurs.
Embodiment 2
1) substrate surface is handled：The isopropanol water solution that polyethylene mass percent is 55% is impregnated into 60min,
In, the mass percent of aqueous isopropanol and polyethylene is 1: 5, is placed in again in 3mol/L sulfuric acid solutions after taking-up, and in temperature
20min is impregnated under the conditions of being 65 DEG C, is then washed with water, is dried in vacuo under conditions of temperature is 65 DEG C, in polymer
Substrate surface introduces carboxyl, obtains the polyvinyl bottom of carboxylated；
2) beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are prepared：By beta-cyclodextrin water dissolution, obtain a concentration of
0.8g carboxymethyl ruthenium compounds are added in the beta-cyclodextrin aqueous solution of 6g/L in every liter of beta-cyclodextrin aqueous solution, then use ultrasound
Frequency is to arrange 20kHz ultrasound 60min by instrument, obtains evenly dispersed beta-cyclodextrin and carboxymethyl ruthenium compound composite solution；
3) micro-contact printing：PDMS seals are soaked in 40s in beta-cyclodextrin and carboxymethyl ruthenium compound composite solution, are taken
60s is dried after going out in N2 air-flows, the PDMS seals for being coated with beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are placed on carboxylic
In base substrate, 20s is gently pressed, PDMS seal designs are transferred to carboxylated substrate surface, obtains printing figuratum substrate；
4) chemical plating：Figuratum substrate will be printed and be soaked in 0.3g/L PdCl230s in solution is put in after taking-up by 5%
Gold trichloride, 5% gold sodium sulfide, 10% sodium sulfite, 15% potassium citrate and surplus distilled water composition chemical gilding
Chemical plating is carried out in liquid, time 10min can obtain exquisite metallic gold pattern in substrate after taking-up.
The pattern fineness obtained is careful, neat complete, and distortionless, diffusion deformation phenomenon occurs.
Embodiment 3
Human normal epidermal cell HaCaT is incubated at Dahl Burke Improved Eagle Medium (DMEM) culture solution (to contain
10% newborn bovine serum) in, set 37 DEG C, 5%CO2Under the conditions of cultivate, 1~2d changes 1 culture solution.When cell growth to logarithmic phase
Add the polyvinyl bottom before metal pattern substrate and carboxylated obtained by embodiment 1, embodiment 2 respectively to be handled.It will be thin
Born of the same parents are placed in 37 DEG C, 5%CO with 0.25% tryptose, 96 orifice plate2Incubator culture.After 2~4h, every piece of culture plate is separately added into reality
Apply the polyvinyl bottom before metal pattern substrate and carboxylated obtained by example 1, embodiment 2 and the cell of complete culture solution culture
Culture plate is moved into 37 DEG C, 5%CO without cell and culture solution as blank control as experimental group and control group2Incubator
Culture.After for 24 hours, culture solution is abandoned, 2- (2- methoxyl group -4- nitrobenzophenones) -3- is added in phosphate buffer (PBS) board-washing 2 times
10 μ l of (4- nitrobenzophenones) -5- (2,4- disulfonic acid benzene) -2H- tetrazolium monosodium salts (CCK-8).Continue in 37 DEG C, 5%CO2Culture
Each hole optical density (D values) is surveyed at case 2~4h of culture, microplate reader 550nm.Cell survival rate (%)=[(experimental port D values-blank well
D values)/(control wells D values-blank well D values)] × 100%.
Blank group：100%
Control group：Polyvinyl bottom 80.1% before carboxylated
Experimental group：(including embodiment 1 and embodiment 2)
Embodiment 1：99.8%
Embodiment 2：99.9%
Beta-cyclodextrin and carboxymethyl ruthenium compound composite solution, environmentally protective, harmless nontoxic, cell survival rate
It is high.
Although the embodiments of the present invention have been disclosed as above, but its is not only in the description and the implementation listed
With it can be fully applied to various fields suitable for the present invention, for those skilled in the art, can be easily
Realize other modification, therefore without departing from the general concept defined in the claims and the equivalent scope, the present invention is simultaneously unlimited
In specific details and embodiment shown and described herein.
Claims (4)
1. a kind of application of beta-cyclodextrin and carboxymethyl ruthenium compound in microcontact printing techniques, which is characterized in that including such as
Lower step：
1) substrate surface is handled：Polymeric substrates are impregnated into 30- with the isopropanol water solution that mass percent is 45-55%
60min is placed in after taking-up in 2-3mol/L sulfuric acid solutions again, and impregnates 15-20min under the conditions of temperature is 55-65 DEG C, then
It washes with water, is dried in vacuo under conditions of temperature is 60-65 DEG C, introduce carboxyl in polymeric substrate surface, obtain carboxyl
Change substrate；
2) beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are prepared：By beta-cyclodextrin water dissolution, a concentration of 3-6g/ is obtained
0.8g carboxymethyl ruthenium compounds are added in the beta-cyclodextrin aqueous solution of L in every liter of beta-cyclodextrin aqueous solution, then will with Ultrasound Instrument
Frequency is to arrange 20kHz ultrasound 30-60min, obtains evenly dispersed beta-cyclodextrin and carboxymethyl ruthenium compound composite solution；
3) micro-contact printing：PDMS seals are soaked in 30-40s in beta-cyclodextrin and carboxymethyl ruthenium compound composite solution, are taken
In N after going out2Dry 30-60s, the PDMS seals for being coated with beta-cyclodextrin and carboxymethyl ruthenium compound composite solution are placed in air-flow
In carboxylated substrate, 10-20s is gently pressed, PDMS seal designs are transferred to carboxylated substrate surface, obtains printing figuratum base
Bottom；
4) chemical plating：Figuratum substrate will be printed and be soaked in 0.1-0.3g/L PdCl210-30s in solution is put in chemistry after taking-up
Chemical plating is carried out in plating liquor, time 1-10min obtains exquisite metal copper pattern in substrate after taking-up；
Wherein, the structural formula of the compound is：
One chlorine of chemical name one (1E, 6E) -1,7- bis- (3- methoxyl group -4- acetylphenyls) tertiary fourth oxygen second of -4- of the compound
Acyl group -1,6- heptadiene -3,5- diketone monomethyl cumene closes ruthenium.
2. the application of beta-cyclodextrin as described in claim 1 and carboxymethyl ruthenium compound in microcontact printing techniques, special
Sign is that the polymeric base material selected in step 1) is polyethylene.
3. the application of beta-cyclodextrin as described in claim 1 and carboxymethyl ruthenium compound in microcontact printing techniques, special
Sign is that the mass percent of the aqueous isopropanol and polymeric substrates selected in step 1) is 1: 1-5.
4. the application of beta-cyclodextrin as described in claim 1 and carboxymethyl ruthenium compound in microcontact printing techniques, feature
Be, in step 4) chemical plating solution be by 4-6wt% copper sulphate, 7-8wt% potassium sodium tartrates, 6-10wt% sodium hydroxides,
The chemical plating solution of 32-36wt% formaldehyde and the distilled water of surplus composition.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201511002400.7A CN105504959B (en) | 2015-12-28 | 2015-12-28 | Beta-cyclodextrin and carboxymethyl ruthenium compound and its application in microcontact printing techniques |
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| CN201511002400.7A CN105504959B (en) | 2015-12-28 | 2015-12-28 | Beta-cyclodextrin and carboxymethyl ruthenium compound and its application in microcontact printing techniques |
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| CN105504959B true CN105504959B (en) | 2018-10-12 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0952463A (en) * | 1995-08-10 | 1997-02-25 | Riso Kagaku Corp | Fixing method of printing water base ink and water base ink |
| CN104312262A (en) * | 2014-11-05 | 2015-01-28 | 广西师范学院 | Application of 2-6 carboxyl phthalocyanine palladium and anthraquinone serving as micro-contact printing ink |
| CN104370969A (en) * | 2014-10-28 | 2015-02-25 | 广西师范学院 | Ruthenium compound as well as preparation method and application thereof |
| CN104447820A (en) * | 2014-11-05 | 2015-03-25 | 广西师范学院 | Water-soluble double-layer sandwich-type Ce metalloporphyrin complex and application of complex in microcontact printing technique |
-
2015
- 2015-12-28 CN CN201511002400.7A patent/CN105504959B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0952463A (en) * | 1995-08-10 | 1997-02-25 | Riso Kagaku Corp | Fixing method of printing water base ink and water base ink |
| CN104370969A (en) * | 2014-10-28 | 2015-02-25 | 广西师范学院 | Ruthenium compound as well as preparation method and application thereof |
| CN104312262A (en) * | 2014-11-05 | 2015-01-28 | 广西师范学院 | Application of 2-6 carboxyl phthalocyanine palladium and anthraquinone serving as micro-contact printing ink |
| CN104447820A (en) * | 2014-11-05 | 2015-03-25 | 广西师范学院 | Water-soluble double-layer sandwich-type Ce metalloporphyrin complex and application of complex in microcontact printing technique |
Non-Patent Citations (1)
| Title |
|---|
| 《新型联吡啶钌环糊精衍生物的荧光特性及对维生素类壳体小分子的主客体识别作用的研究》;郑姗姗;《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》;20131215;第40页 * |
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