CN105462340A - Gamma-cyclodextrin and ruthenium complex and application thereof in micro-contact printing technology - Google Patents

Gamma-cyclodextrin and ruthenium complex and application thereof in micro-contact printing technology Download PDF

Info

Publication number
CN105462340A
CN105462340A CN201511002398.3A CN201511002398A CN105462340A CN 105462340 A CN105462340 A CN 105462340A CN 201511002398 A CN201511002398 A CN 201511002398A CN 105462340 A CN105462340 A CN 105462340A
Authority
CN
China
Prior art keywords
cyclodextrin
ruthenium complexe
solution
substrate
application
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.)
Granted
Application number
CN201511002398.3A
Other languages
Chinese (zh)
Other versions
CN105462340B (en
Inventor
苏炜
李培源
霍丽妮
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Donghe Printing Packaging Co ltd
Nanning Normal University
Original Assignee
Guangxi Teachers College
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Guangxi Teachers College filed Critical Guangxi Teachers College
Priority to CN201511002398.3A priority Critical patent/CN105462340B/en
Publication of CN105462340A publication Critical patent/CN105462340A/en
Application granted granted Critical
Publication of CN105462340B publication Critical patent/CN105462340B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • 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
    • 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
    • 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
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Molecular Biology (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

The invention relates to a ruthenium complex, and also provides an application of a compound solution of the ruthenium complex and gamma-cyclodextrin in a micro-contact printing technology. A gamma-cyclodextrin aqueous solution the concentration of which is 3-6g/L is obtained by dissolving gamma-cyclodextrin with water, 0.8g of the ruthenium complex is added into every liter of the gamma-cyclodextrin aqueous solution, and then the frequency is adjusted to be 20kHz by using an ultrasonic instrument to perform ultrasounding for 30-60 minutes so as to obtain a uniformly dispersed compound solution of gamma-cyclodextrin and ruthenium complex for soaking a PDMS (polydimethylsiloxane) stamp, and the stamp is stamped on a carboxylic substrate to perform chemical plating. The invention provides a new thought for preparation of metal patterns on the surface of a polymer substrate which is commonly used in the electronics industry by using a micro-contact printing ink, and for the micro-contact printing industry.

Description

γ-cyclodextrin and ruthenium complexe and the application in microcontact printing techniques thereof
Technical field
The invention belongs to modern electronic technology field, particularly a kind of γ-cyclodextrin and ruthenium complexe are as the application of composite green Environment-friendlyink ink in microcontact printing techniques.
Background technology
Surface micro-constructing technology embody just gradually in significant application value, particularly microcontact printing techniques, its can in small size micro-patterning, in multiple field, particularly modern electronic technology field is significant.Current alternative micro-contact printing ink is less, and also limited to the material that micro-contact printing can be carried out in surface, a large amount of materials cannot prepare picture on surface by the method for micro-contact printing.Thus develop new, stable ink to have a very big significance.
The applicant discloses eight (pungent alkoxyl group)-Phthalocyanine Zinc carries out micro-contact printing in polyethylene terephthalate, Polyethylene Naphthalate or polyimide substrate utilisation technology as ink in authorized patent (CN102516841B); Water miscible 5 are disclosed in authorized patent (CN102964909B), 10,15,20-tetra-[4-(3 '-propoxy-pyridine Bromide) phenyl] zinc porphyrin carries out the utilisation technology in micro-contact printing in polyethylene terephthalate substrate; Water miscible 5,10,15,20-tetrasulfonic acid sodium phenyl zinc porphyrins carry out micro-contact printing utilisation technology in polyimide substrate is disclosed in authorized patent (CN102964910B).
For enriching the selection of micro-contact printing ink and substrate further, and promoting micro-contact printing quality, being necessary to develop γ-cyclodextrin and the application of ruthenium complexe in microcontact printing techniques further.γ-cyclodextrin and the stable performance of ruthenium complexe composite solution, quality of forming film is high, can be applied to the micro-contact printing of surfaces of various materials as a kind of stable ink.
In order to adapt to the requirement of ink of new generation for environmental protection and HUMAN HEALTH, be necessary to develop the application of cyclodextrin in micro-contact printing further.Cyclodextrin is nontoxic, has good human compatibility.γ-cyclodextrin and the stable performance of ruthenium complexe composite solution, quality of forming film is high, can be applied to the micro-contact printing of surfaces of various materials as a kind of stable ink.Current γ-cyclodextrin and ruthenium complexe composite solution have no report as the application of micro-contact printing ink.
Summary of the invention
The invention provides a kind of γ-cyclodextrin and ruthenium complexe as the application of composite green Environment-friendlyink ink in microcontact printing techniques.
Technical scheme of the present invention is as follows:
A kind of ruthenium complexe, it is characterized in that, the structural formula of described title complex is:
The chemical name of this compound: binuclear organometallic ruthenium compound.
[(η 6-p-MeC 6h 4pr i) Ru (μ 2-S-L)] 2(PF 6) 2, (L=phenyl aldehyde contracting-N 4-Methyl-amino thiocarbamide).
The application in microcontact printing techniques of γ-cyclodextrin and ruthenium complexe, is characterized in that, comprise the steps:
1) substrate surface process: the isopropanol water solution immersion 30-60min by polymeric substrates mass percent being 45-55%, 2-3mol/L sulphuric acid soln is placed in again after taking-up, and 15-20min is soaked under temperature is 55-65 DEG C of condition, clean with water subsequently, be carry out vacuum-drying under the condition of 60-65 DEG C in temperature, introduce carboxyl at polymer-based carbon basal surface, obtain carboxylated substrate;
2) γ-cyclodextrin and ruthenium complexe composite solution is prepared: by γ-cyclodextrin water dissolution, obtain the γ-cyclodextrin aqueous solution that concentration is 3-6g/L, 0.8g ruthenium complexe is added in often liter of γ-cyclodextrin aqueous solution, then by ultrasonic apparatus by frequency for arranging the ultrasonic 30-60min of 20kHz, obtain homodisperse γ-cyclodextrin and ruthenium complexe composite solution;
3) micro-contact printing: PDMS seal is soaked in 30-40s in γ-cyclodextrin and ruthenium complexe composite solution, in N after taking-up 2dry 30-60s in air-flow, is placed on the PDMS seal scribbling γ-cyclodextrin and ruthenium complexe composite solution in carboxylated substrate, gently presses 10-20s, PDMS seal designs is transferred to carboxylated substrate surface, obtains printing figuratum substrate;
4) electroless plating: figuratum for print substrate is soaked in 0.1-0.3g/LPdCl 210-30s in solution, is put in after taking-up in chemical plating solution and carries out electroless plating, and the time is 1-10min, obtains exquisite metallic copper pattern after taking-up in substrate.
Preferably, the application in microcontact printing techniques of described γ-cyclodextrin and ruthenium complexe, is characterized in that, step 1) in the polymeric base material selected be polyethylene.
Preferably, the application in microcontact printing techniques of described γ-cyclodextrin and ruthenium complexe, is characterized in that, step 1) in the mass percent of the aqueous isopropanol selected and polymeric substrates be 1: 1-5.
Preferably, the application in microcontact printing techniques of described γ-cyclodextrin and ruthenium complexe, it is characterized in that, step 4) in chemical plating solution can be the chemical plating solution be made up of the distilled water of 4-6wt% copper sulfate, 7-8wt% sodium-potassium tartrate, 6-10wt% sodium hydroxide, 32-36wt% formaldehyde and surplus.
Preferably, the application in microcontact printing techniques of described γ-cyclodextrin and ruthenium complexe, it is characterized in that, step 4) in chemical plating solution can be the chemical plating solution be made up of the distilled water of 5-8wt% gold perchloride, 5-8wt% gold sodium sulfide, 10-12wt% S-WAT, 15-18wt% Tripotassium Citrate and surplus.
Beneficial effect of the present invention:
1) this binuclear ruthenium, containing two ruthenium central atoms, has good antitumous effect, can give product antitumor action, and with γ-cyclodextrin compound, environmental protection, harmless nontoxic, cell survival rate is high.
2) γ-cyclodextrin has good biocompatibility, and the material obtained after micro-contact printing has the potentiality used in human body as bio-medical material.
3) γ-cyclodextrin intramolecule is a hydrophobic cavities in " V " font, is applicable to holding ruthenium complexe molecule and enters and be fixed on γ-cyclodextrin intramolecule; Utilize the coordination of gold and carboxyl to combine and form stable mixture, thus act in polymeric substrates, be connected with the carboxyl coordination in polymeric substrates, form there Thermodynamically stable, Ordered Film that energy is low on the surface of the substrate, the strong metal ion adsorbed in chemical plating solution, define exquisite pattern, use when γ-cyclodextrin and the printing of ruthenium complexe composite solution simultaneously and there will not be molecular diffusion, cause the phenomenons such as pattern distortions broadens to occur.
4) by γ-cyclodextrin and ruthenium complexe composite solution are prepared metal pattern, for micro-contact printing industry provides new approaches as micro-contact printing ink at the polymer-based carbon basal surface that electron trade is conventional.
5) γ-cyclodextrin and ruthenium complexe composite solution raw material is easy to get, cost is low, stable, industrial application has very large potentiality.
Embodiment
Following examples further illustrate of the present invention, but absolutely not limit the scope of the present invention.Elaborate the present invention further referring to embodiment, but it will be appreciated by those skilled in the art that the present invention is not limited to the preparation method of these embodiments and use.And those skilled in the art can carry out equivalent replacement, combination, improvement to the present invention according to description of the invention or modify, and these all comprise within the scope of the invention.
Embodiment 1
1) substrate surface process: be the isopropanol water solution immersion 30min of 45% by polyethylene mass percent, wherein, aqueous isopropanol and poly mass percent are 1: 1,2mol/L sulphuric acid soln is placed in again after taking-up, and 15min is soaked under temperature is 55 DEG C of conditions, subsequently with water cleaning, be carry out vacuum-drying under the condition of 60 DEG C in temperature, introduce carboxyl at polymer-based carbon basal surface, obtain at the bottom of carboxylated polyvinyl;
2) γ-cyclodextrin and ruthenium complexe composite solution is prepared: by γ-cyclodextrin water dissolution, obtain the γ-cyclodextrin aqueous solution that concentration is 3g/L, 0.8g ruthenium complexe is added in often liter of γ-cyclodextrin aqueous solution, then by ultrasonic apparatus by frequency for arranging the ultrasonic 30min of 20kHz, obtain homodisperse γ-cyclodextrin and ruthenium complexe composite solution;
3) micro-contact printing: PDMS seal is soaked in 30s in γ-cyclodextrin and ruthenium complexe composite solution, after taking-up in N2 air-flow dry 30s, the PDMS seal scribbling γ-cyclodextrin and ruthenium complexe composite solution is placed in carboxylated substrate, light pressure 10s, PDMS seal designs is transferred to carboxylated substrate surface, obtains printing figuratum substrate;
4) electroless plating: figuratum for print substrate is soaked in 0.1g/LPdCl 210s in solution, be put in after taking-up in the chemical bronze plating liquid be made up of the distilled water of 4wt% copper sulfate, 7wt% sodium-potassium tartrate, 6wt% sodium hydroxide, 32wt% formaldehyde and surplus and carry out electroless plating, time is 1min, can obtain exquisite metallic copper pattern after taking-up in substrate.
The pattern fineness drawn is careful, neatly complete, distortionless, and diffusion deformation phenomenon occurs.
Embodiment 2
1) substrate surface process: be the isopropanol water solution immersion 60min of 55% by polyethylene mass percent, wherein, aqueous isopropanol and poly mass percent are 1: 5,3mol/L sulphuric acid soln is placed in again after taking-up, and 20min is soaked under temperature is 65 DEG C of conditions, subsequently with water cleaning, be carry out vacuum-drying under the condition of 65 DEG C in temperature, introduce carboxyl at polymer-based carbon basal surface, obtain at the bottom of carboxylated polyvinyl;
2) γ-cyclodextrin and ruthenium complexe composite solution is prepared: by γ-cyclodextrin water dissolution, obtain the γ-cyclodextrin aqueous solution that concentration is 6g/L, 0.8g ruthenium complexe is added in often liter of γ-cyclodextrin aqueous solution, then by ultrasonic apparatus by frequency for arranging the ultrasonic 60min of 20kHz, obtain homodisperse γ-cyclodextrin and ruthenium complexe composite solution;
3) micro-contact printing: PDMS seal is soaked in 40s in γ-cyclodextrin and ruthenium complexe composite solution, after taking-up in N2 air-flow dry 60s, the PDMS seal scribbling γ-cyclodextrin and ruthenium complexe composite solution is placed in carboxylated substrate, light pressure 20s, PDMS seal designs is transferred to carboxylated substrate surface, obtains printing figuratum substrate;
4) electroless plating: figuratum for print substrate is soaked in 0.3g/LPdCl 230s in solution, be put in after taking-up in the chemical gold plating liquid be made up of the distilled water of 5% gold perchloride, 5% gold sodium sulfide, 10% S-WAT, 15% Tripotassium Citrate and surplus and carry out electroless plating, time is 10min, can obtain exquisite metallic gold pattern after taking-up in substrate.
The pattern fineness drawn is careful, neatly complete, distortionless, and diffusion deformation phenomenon occurs.
Embodiment 3
Human normal epidermic cell HaCaT is incubated in DMEM (DMEM) nutrient solution (containing 10% new-born calf serum), puts 37 DEG C, 5%CO 2cultivate under condition, 1 ~ 2d changes 1 nutrient solution.When Growth of Cells to logarithmic phase add respectively embodiment 1, embodiment 2 obtain metal pattern substrate and carboxylated before polyvinyl at the bottom of process.Cell 0.25% Trypsin 96 orifice plate is placed in 37 DEG C, 5%CO 2incubator is cultivated.After 2 ~ 4h, every block culture plate add respectively embodiment 1, embodiment 2 obtain metal pattern substrate and carboxylated before polyvinyl at the bottom of and complete culture solution cultured cells as experimental group and control group, containing cell and nutrient solution as blank, culture plate is moved into 37 DEG C, 5%CO 2incubator is cultivated.After 24h, abandon nutrient solution, phosphate buffered saline buffer (PBS) washes plate 2 times, adds 2-(2-methoxyl group-4-nitrophenyl)-3-(4-nitrophenyl)-5-(2,4-disulfonic acid benzene)-2H-tetrazolium monosodium salt (CCK-8) 10 μ l.Continue at 37 DEG C, 5%CO 2incubator is cultivated 2 ~ 4h, microplate reader 550nm place and is surveyed each hole optical density(OD) (D value).Cell survival rate (%)=[(experimental port D value-blank well D value)/(control wells D value-blank well D value)] × 100%.
Blank group: 100%
Control group: carboxylated before polyvinyl at the bottom of 80.8%
Experimental group: (comprising embodiment 1 and embodiment 2)
Embodiment 1:99.5%
Embodiment 2:99.3%
γ-cyclodextrin and ruthenium complexe composite solution, environmental protection, harmless nontoxic, cell survival rate is high.
Although embodiment of the present invention are open as above, but it is not restricted to listed in specification sheets and embodiment utilization, it can be applied to various applicable the field of the invention completely, for those skilled in the art, can easily realize other amendment, therefore do not deviating under the universal that claim and equivalency range limit, the present invention is not limited to specific details and illustrates here and the embodiment described.

Claims (6)

1. a ruthenium complexe, is characterized in that, the structural formula of described title complex is:
The chemical name of this compound: binuclear organometallic ruthenium compound
[(η 6-p-MeC 6h 4pr i) Ru (μ 2-S-L)] 2(PF 6) 2, (L=phenyl aldehyde contracting-N 4-Methyl-amino thiocarbamide).
2. γ-cyclodextrin and the ruthenium complexe application in microcontact printing techniques, is characterized in that, comprise the steps:
1) substrate surface process: the isopropanol water solution immersion 30-60min by polymeric substrates mass percent being 45-55%, 2-3mol/L sulphuric acid soln is placed in again after taking-up, and 15-20min is soaked under temperature is 55-65 DEG C of condition, clean with water subsequently, be carry out vacuum-drying under the condition of 60-65 DEG C in temperature, introduce carboxyl at polymer-based carbon basal surface, obtain carboxylated substrate;
2) γ-cyclodextrin and ruthenium complexe composite solution is prepared: by γ-cyclodextrin water dissolution, obtain the γ-cyclodextrin aqueous solution that concentration is 3-6g/L, 0.8g ruthenium complexe is added in often liter of γ-cyclodextrin aqueous solution, then by ultrasonic apparatus by frequency for arranging the ultrasonic 30-60min of 20kHz, obtain homodisperse γ-cyclodextrin and ruthenium complexe composite solution;
3) micro-contact printing: PDMS seal is soaked in 30-40s in γ-cyclodextrin and ruthenium complexe composite solution, in N after taking-up 2dry 30-60s in air-flow, is placed on the PDMS seal scribbling γ-cyclodextrin and ruthenium complexe composite solution in carboxylated substrate, gently presses 10-20s, PDMS seal designs is transferred to carboxylated substrate surface, obtains printing figuratum substrate;
4) electroless plating: figuratum for print substrate is soaked in 0.1-0.3g/LPdCl 210-30s in solution, is put in after taking-up in chemical plating solution and carries out electroless plating, and the time is 1-10min, obtains exquisite metallic copper pattern after taking-up in substrate.
3. γ-cyclodextrin as claimed in claim 2 and the application of ruthenium complexe in microcontact printing techniques, is characterized in that, step 1) in the polymeric base material selected be polyethylene.
4. γ-cyclodextrin as claimed in claim 2 and the application of ruthenium complexe in microcontact printing techniques, is characterized in that, step 1) in the mass percent of the aqueous isopropanol selected and polymeric substrates be 1: 1-5.
5. γ-cyclodextrin and the ruthenium complexe application in microcontact printing techniques as claimed in claim 2, it is characterized in that, step 4) in chemical plating solution can be the chemical plating solution be made up of the distilled water of 4-6wt% copper sulfate, 7-8wt% sodium-potassium tartrate, 6-10wt% sodium hydroxide, 32-36wt% formaldehyde and surplus.
6. γ-cyclodextrin as claimed in claim 2 and the application of ruthenium complexe in microcontact printing techniques, it is characterized in that, step 4) in chemical plating solution can be the chemical plating solution be made up of the distilled water of 5-8wt% gold perchloride, 5-8wt% gold sodium sulfide, 10-12wt% S-WAT, 15-18wt% Tripotassium Citrate and surplus.
CN201511002398.3A 2015-12-28 2015-12-28 Gamma-cyclodextrin and ruthenium complex and its application in microcontact printing techniques Active CN105462340B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201511002398.3A CN105462340B (en) 2015-12-28 2015-12-28 Gamma-cyclodextrin and ruthenium complex and its application in microcontact printing techniques

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201511002398.3A CN105462340B (en) 2015-12-28 2015-12-28 Gamma-cyclodextrin and ruthenium complex and its application in microcontact printing techniques

Publications (2)

Publication Number Publication Date
CN105462340A true CN105462340A (en) 2016-04-06
CN105462340B CN105462340B (en) 2018-12-11

Family

ID=55600520

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201511002398.3A Active CN105462340B (en) 2015-12-28 2015-12-28 Gamma-cyclodextrin and ruthenium complex and its application in microcontact printing techniques

Country Status (1)

Country Link
CN (1) CN105462340B (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63183975A (en) * 1987-01-27 1988-07-29 Mitsui Toatsu Chem Inc Water-based screen printing ink
CN103288881A (en) * 2013-07-02 2013-09-11 广西师范学院 Dual-core organic metal ruthenium compound with anti-tumor activity
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
CN104448752A (en) * 2013-09-17 2015-03-25 比亚迪股份有限公司 Polymer product, printing ink composition and surface selective metallization method

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63183975A (en) * 1987-01-27 1988-07-29 Mitsui Toatsu Chem Inc Water-based screen printing ink
CN103288881A (en) * 2013-07-02 2013-09-11 广西师范学院 Dual-core organic metal ruthenium compound with anti-tumor activity
CN104448752A (en) * 2013-09-17 2015-03-25 比亚迪股份有限公司 Polymer product, printing ink composition and surface selective metallization method
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 (2)

* Cited by examiner, † Cited by third party
Title
张礼和: "《化学学科进展》", 31 August 2005, 化学工业出版社 *
郑姗姗: "《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》", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 *

Also Published As

Publication number Publication date
CN105462340B (en) 2018-12-11

Similar Documents

Publication Publication Date Title
CN104447820A (en) Water-soluble double-layer sandwich-type Ce metalloporphyrin complex and application of complex in microcontact printing technique
CN104387835A (en) Water-soluble double-sandwich-type La metalloporphyrin complex and application thereof in micro-contact printing technique
CN104045843A (en) Preparation method of antibacterial hydrogel
CN102560533B (en) A kind of technique of electrolyzing copper from brown oxide waste liquid
CN105907811A (en) Preparation method of bacterial cellulose/functional nanometer particle composite film
CN105315507A (en) Method for preparing modified graphene-chitosan composite film
CN107118620A (en) A kind of preparation method of conductive silver ink
CN113801457A (en) Efficient antibacterial polycarbonate composite material and preparation method thereof
CN104119723B (en) The application of double-deck sandwich type Eu metal phthalocyanine complex in micro-contact printing
CN106222718B (en) A kind of electro-deposition method of carboxymethyl cellulose
CN105462340A (en) Gamma-cyclodextrin and ruthenium complex and application thereof in micro-contact printing technology
CN105542563A (en) Gamma-cyclodextrin and dinuclear organic metal ruthenium compound and application thereof to microcontact printing technology
CN105462342A (en) Gamma-cyclodextrin and rare earth Tb complex and application of gamma-cyclodextrin and rare earth Tb complex in microcontact printing technique
CN105504960A (en) Beta-cyclodextrin and ruthenium complex and application of complex in microcontact printing technology
CN102114682A (en) Method for copying epidermis appearance of scaly organism by using copying template made of polyvinyl alcohol
CN105462338A (en) Alpha-cyclodextrin and gold complex as well as application of alpha-cyclodextrin and gold complex in microcontact printing technology
CN105504982A (en) Beta-cyclodextrin and tert butyl acetyl ruthenium compound and application of compound in microcontact printing technology
CN105504959A (en) Beta-cyclodextrin and carboxymethyl ruthenium compound and application of compound in microcontact printing technology
CN105504983A (en) Application of alpha-cyclodextrin and anilinomethyl di(ferrocene) composite solution in micro-contact printing
CN105647279A (en) Application of beta-cyclodextrin and nitroferrocene composite solution in micro-contact printing
CN105504957A (en) Application of alpha-cyclodextrin and ferrocene serving as composite ink in micro-contact printing
CN105504958A (en) Application of alpha-cyclodextrin and rare-earth Dy complex composite solution in micro-contact printing
CN105462343A (en) Application of compound solution of beta-cyclodextrin and rare earth Dy complex in microcontact printing
CN104387837A (en) Water-soluble double-layer sandwiched Sc metalloporphyrin complex and application thereof in micro-contact printing technology
CN105462339A (en) Application of compound solution of beta-cyclodextrin and rare earth Tb complex in micro-contact printing

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
CP03 Change of name, title or address
CP03 Change of name, title or address

Address after: Mingxiu Road East of Nanning city the Guangxi Zhuang Autonomous Region 530001 No. 175

Patentee after: NANNING NORMAL University

Address before: Mingxiu Road East of Nanning city the Guangxi Zhuang Autonomous Region 530001 Guangxi Teachers Education University No. 175

Patentee before: Guangxi Normal University

TR01 Transfer of patent right
TR01 Transfer of patent right

Effective date of registration: 20190930

Address after: 314500 Building 1, Chongfu Industrial Zone, Tongxiang City, Jiaxing City, Zhejiang Province

Patentee after: ZHEJIANG DONGHE PRINTING PACKAGING Co.,Ltd.

Address before: Mingxiu Road East of Nanning city the Guangxi Zhuang Autonomous Region 530001 No. 175

Patentee before: Nanning Normal University