CN104356742B - Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern - Google Patents
Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern Download PDFInfo
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- CN104356742B CN104356742B CN201410619490.3A CN201410619490A CN104356742B CN 104356742 B CN104356742 B CN 104356742B CN 201410619490 A CN201410619490 A CN 201410619490A CN 104356742 B CN104356742 B CN 104356742B
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- Prior art keywords
- graphene
- phthalocyanine zinc
- substrate
- contact printing
- micro
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- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 title claims abstract description 44
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 229910021389 graphene Inorganic materials 0.000 title claims abstract description 42
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title claims abstract description 35
- 239000011701 zinc Substances 0.000 title claims abstract description 29
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 27
- 238000000813 microcontact printing Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 6
- 239000000758 substrate Substances 0.000 claims abstract description 42
- 239000000243 solution Substances 0.000 claims abstract description 18
- 239000000463 material Substances 0.000 claims abstract description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 3
- 230000003993 interaction Effects 0.000 claims abstract description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 15
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 15
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 claims description 15
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 claims description 15
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 14
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 14
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- HSRKDFXAOJYFSJ-UHFFFAOYSA-N dichloromethane;zinc Chemical compound [Zn].ClCCl HSRKDFXAOJYFSJ-UHFFFAOYSA-N 0.000 claims description 9
- -1 polytetrafluoroethylene Polymers 0.000 claims description 9
- 238000004090 dissolution Methods 0.000 claims description 5
- 239000012153 distilled water Substances 0.000 claims description 5
- 238000007639 printing Methods 0.000 claims description 5
- 238000004506 ultrasonic cleaning Methods 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 238000012940 design transfer Methods 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 5
- 229910052802 copper Inorganic materials 0.000 abstract description 5
- 239000010949 copper Substances 0.000 abstract description 5
- 229910052709 silver Inorganic materials 0.000 abstract description 3
- 239000004332 silver Substances 0.000 abstract description 3
- 238000013459 approach Methods 0.000 abstract description 2
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000007747 plating Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 5
- 230000000149 penetrating effect Effects 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Abstract
The invention discloses and utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern. concrete steps are: 1) substrate surface processing, 2) prepare the dichloromethane solution of eight hydroxyl Phthalocyanine Zinc, 3) prepare carboxylated graphene aqueous solution, 4) micro-contact printing, 5) chemical plating. beneficial effect of the present invention: 1. by utilizing eight hydroxyl Phthalocyanine Zinc to carry out micro-contact printing Graphene pattern, for micro-contact printing industry provides new approaches, 2. Graphene is the material of the current resistivity minimum of finding, it than other circuit as copper, silver circuit has stronger electric conductivity, 3. the combination of phthalocyanines molecule and carboxylated Graphene, comprise π-π interaction force of phthalocyanine and Graphene, and coordinate bond between carboxyl and the phthalocyanine of carboxylated Graphene is combined, therefore in conjunction with very tight, 4. eight hydroxyl Phthalocyanine Zinc raw materials are easy to get, cost is low, stable, in commercial Application, there are very large potentiality.
Description
Technical field
The invention belongs to modern electronic technology field, particularly a kind of phthalocyanine Zn complex exists as inkApplication in micro-contact printing.
Background technology
The micro-constructing technology in surface embodies just gradually in significant application value, particularly micro-contact printing technology,It can be in small size micro-patterning, in multiple fields, particularly modern electronic technology field has importantMeaning. Current alternative micro-contact printing ink is less, has also limited to surface and can carry out micro-contact sealThe material of brush, a large amount of materials cannot be prepared picture on surface by the method for micro-contact printing. Thereby exploitation is new, stable ink has a very big significance.
For further enriching the selection of micro-contact printing ink and substrate, and promote micro-contact printing quality,Be necessary further to develop the application of phthalocyanine compound in micro-contact printing. Phthalocyanine Zn complex performance is steadyFixed, quality of forming film is high, can be used as micro-contact that a kind of stable ink is applied to surfaces of various materials and printsBrush; Graphene resistivity only approximately 10-6Ω cm, lower than copper or silver, be the resistivity found at presentLittle material, therefore Graphene circuit has stronger electric conductivity than other circuit as copper, silver-colored circuit.
Summary of the invention
The object of this invention is to provide and utilized eight hydroxyl Phthalocyanine Zinc to carry out micro-contact printing Graphene patternMethod, the technical scheme adopting is:
Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern, eight of the present invention's employingHydroxyl Phthalocyanine Zinc, has following structural formula:
Print paste using the dichloromethane solution of eight hydroxyl Phthalocyanine Zinc as micro-contact printing, prints PDMSThe design transfer of chapter, to polytetrafluoroethylene (PTFE) substrate, recycles π-π interaction force of phthalocyanine and GrapheneIn substrate, obtain exquisite Graphene pattern, concrete steps are as follows:
Step 1: substrate is polytetrafluoroethylene (PTFE), by ethanol ultrasonic cleaning 1 hour for base material, takes out80 DEG C of vacuum drying, use60Co gamma rays irradiates 24h to it; 200 parts of postradiation substrates are put intoIn three-necked bottle, add 1 part of 4-vinylpridine, 500 parts of distilled water, react 1 hour under 80 DEG C of conditions,Obtain the substrate that pyridine radicals is contained on surface;
Step 2: eight hydroxyl Phthalocyanine Zinc are dissolved completely with carrene;
Step 3: by soluble in water carboxylated Graphene, make its uniform dissolution for ultrasonic 1 minute;
Step 4: PDMS seal is soaked in to 1-2 minute in eight hydroxyl Phthalocyanine Zinc dichloromethane solutions,After taking-up in N2In air-flow, dry 30-60s, will scribble the PDMS of eight hydroxyl Phthalocyanine Zinc dichloromethane solutionsSeal is placed in the substrate that contains pyridine radicals in surface, gently presses 10-20s, and PDMS seal designs is transferred toSubstrate, obtains printing figuratum substrate;
Step 5: figuratum seal substrate is soaked in to 10-30min in graphene solution, after taking-upIn substrate, obtain exquisite Graphene pattern.
Wherein, the weight ratio of described substrate and ethanol is 1:5-20.
Wherein, described in60Co gamma rays dosage is 80-100KGy.
Wherein, described eight hydroxyl Phthalocyanine Zinc dichloromethane solution concentration are 1-10g/L.
Wherein, described carboxylated graphene aqueous solution concentration is 0.1-2g/L.
Wherein, described N2Flow velocity is mL600mL/min.
Beneficial effect of the present invention is:
1, by utilizing eight hydroxyl Phthalocyanine Zinc to carry out micro-contact printing Graphene pattern, for micro-contact printing capableIndustry provides new approaches.
2, Graphene resistivity only approximately 10-6Ω cm, lower than copper or silver, be the resistivity of finding at presentMinimum material, therefore Graphene circuit has stronger electric conductivity than other circuit as copper, silver-colored circuit.
3, the combination of phthalocyanines molecule and carboxylated Graphene, comprises that the π-π of phthalocyanine and Graphene is mutualActive force, and coordinate bond between carboxyl and the phthalocyanine of carboxylated Graphene is combined, therefore in conjunction with veryClosely.
4, eight hydroxyl Phthalocyanine Zinc raw materials are easy to get, cost is low, stable, in commercial Application, there is very large divingPower.
Detailed description of the invention
Below in conjunction with embodiment, the invention will be further described, to make those skilled in the art with reference to explanationBook word can be implemented according to this.
Embodiment 1:
Substrate is polytetrafluoroethylene (PTFE), by 500g ethanol ultrasonic cleaning 1 hour for 100g base material, getsGo out vacuum drying at 80 DEG C, use60Co gamma rays irradiates 24h to it, and dosage is 80KGy; To shineSubstrate 100g after penetrating puts into three-necked bottle, adds 4-vinylpridine 0.5g, 500mL distilled water,Under 80 DEG C of conditions, react 1 hour, obtain the substrate that pyridine radicals is contained on surface; By eight hydroxyl Phthalocyanine Zinc with twoChloromethanes dissolves completely, and concentration is 1g/L; By soluble in water carboxylated Graphene, within ultrasonic 1 minute, make itUniform dissolution, concentration is 0.1g/L; It is eight hydroxyl Phthalocyanine Zinc dichloromethanes that PDMS seal is soaked in to concentrationIn alkane solution 1 minute, the N that is 600mL/min in flow velocity after taking-up2In air-flow, dry 30s, will scribbleThe PDMS seal of eight hydroxyl Phthalocyanine Zinc dichloromethane solutions is placed in the substrate that contains pyridine radicals in surface, lightPress 10-20s, PDMS seal designs is transferred to substrate, obtain printing figuratum substrate; To be printed on figureThe substrate of case is soaked in 10min in graphene solution, after taking-up, can in substrate, obtain exquisite graphiteAlkene pattern.
Embodiment 2:
Substrate is polytetrafluoroethylene (PTFE), by 1000g ethanol ultrasonic cleaning 1 hour for 100g base material, getsGo out vacuum drying at 80 DEG C, use60Co gamma rays irradiates 24h to it, and dosage is 90KGy; To shineSubstrate 100g after penetrating puts into three-necked bottle, adds 4-vinylpridine 0.5g, 500mL distilled water,Under 80 DEG C of conditions, react 1 hour, obtain the substrate that pyridine radicals is contained on surface; By eight hydroxyl Phthalocyanine Zinc with twoChloromethanes dissolves completely, and concentration is 6g/L; By soluble in water carboxylated Graphene, within ultrasonic 1 minute, make itUniform dissolution, concentration is 1g/L; It is eight hydroxyl Phthalocyanine Zinc carrene that PDMS seal is soaked in to concentrationIn solution 1.5 minutes, the N that is 600mL/min in flow velocity after taking-up2In air-flow, dry 40s, will scribbleThe PDMS seal of eight hydroxyl Phthalocyanine Zinc dichloromethane solutions is placed in the substrate that contains pyridine radicals in surface, lightPress 16s, PDMS seal designs is transferred to substrate, obtain printing figuratum substrate; To be printed on patternSubstrate be soaked in 20min in graphene solution, after taking-up, can in substrate, obtain exquisite GraphenePattern.
Embodiment 3:
Substrate is polytetrafluoroethylene (PTFE), by 2000g ethanol ultrasonic cleaning 1 hour for 100g base material, getsGo out vacuum drying at 80 DEG C, use60Co gamma rays irradiates 24h to it, and dosage is 100KGy; WillPostradiation substrate 100g puts into three-necked bottle, adds 4-vinylpridine 0.5g, 500mL distilled water,Under 80 DEG C of conditions, react 1 hour, obtain the substrate that pyridine radicals is contained on surface; By eight hydroxyl Phthalocyanine Zinc with twoChloromethanes dissolves completely, and concentration is 10g/L; By soluble in water carboxylated Graphene, within ultrasonic 1 minute, make itUniform dissolution, concentration is 2g/L; It is eight hydroxyl Phthalocyanine Zinc carrene that PDMS seal is soaked in to concentrationIn solution 2 minutes, the N that is 600mL/min in flow velocity after taking-up2In air-flow, dry 60s, will scribble eightThe PDMS seal of hydroxyl Phthalocyanine Zinc dichloromethane solution is placed in the substrate that contains pyridine radicals in surface, gently presses20s, is transferred to substrate by PDMS seal designs, obtains printing figuratum substrate; To print figuratum baseThe end, is soaked in 30min in graphene solution, after taking-up, can in substrate, obtain exquisite Graphene pattern.
Although embodiment of the present invention are open as above, it is not restricted to description and enforcement sideListed utilization in formula, it can be applied to various applicable the field of the invention completely, for being familiar with abilityThe personnel in territory, can easily realize other amendment, therefore do not deviate from claim and etc. homotypeEnclose under limited universal, the present invention is not limited to specific details and illustrates here and the figure describingExample.
Claims (6)
1. utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern, it is characterized in that:
Eight hydroxyl Phthalocyanine Zinc, have following structural formula:
Print paste using the dichloromethane solution of eight hydroxyl Phthalocyanine Zinc as micro-contact printing, prints PDMSThe design transfer of chapter, to polytetrafluoroethylene (PTFE) substrate, recycles π-π interaction force of phthalocyanine and GrapheneIn substrate, obtain exquisite Graphene pattern, concrete steps are as follows:
Step 1: substrate is polytetrafluoroethylene (PTFE), by ethanol ultrasonic cleaning 1 hour for base material, takes out80 DEG C of vacuum drying, use60Co gamma rays irradiates 24h to it; 200 parts of postradiation substrates are put intoIn three-necked bottle, add 1 part of 4-vinylpridine, 500 parts of distilled water, react 1 hour under 80 DEG C of conditions,Obtain the substrate that pyridine radicals is contained on surface;
Step 2: eight hydroxyl Phthalocyanine Zinc are dissolved completely with carrene;
Step 3: by soluble in water carboxylated Graphene, make its uniform dissolution for ultrasonic 1 minute;
Step 4: PDMS seal is soaked in to 1-2 minute in eight hydroxyl Phthalocyanine Zinc dichloromethane solutions,After taking-up in N2In air-flow, dry 30-60s, will scribble the PDMS of eight hydroxyl Phthalocyanine Zinc dichloromethane solutionsSeal is placed in the substrate that contains pyridine radicals in surface, gently presses 10-20s, and PDMS seal designs is transferred toSubstrate, obtains printing figuratum substrate;
Step 5: figuratum seal substrate is soaked in to 10-30min in graphene solution, after taking-upIn substrate, obtain exquisite Graphene pattern.
2. the eight hydroxyl Phthalocyanine Zinc of utilizing as claimed in claim 1 are carried out micro-contact printing Graphene patternMethod, is characterized in that: the weight ratio of described substrate and ethanol is 1:5-20.
3. the eight hydroxyl Phthalocyanine Zinc of utilizing as claimed in claim 1 are carried out micro-contact printing Graphene patternMethod, is characterized in that: described in60Co gamma rays dosage is 80-100KGy.
4. the eight hydroxyl Phthalocyanine Zinc of utilizing as claimed in claim 1 are carried out micro-contact printing Graphene patternMethod, is characterized in that: described eight hydroxyl Phthalocyanine Zinc dichloromethane solution concentration are 1-10g/L.
5. the eight hydroxyl Phthalocyanine Zinc of utilizing as claimed in claim 1 are carried out micro-contact printing Graphene patternMethod, is characterized in that: described carboxylated graphene aqueous solution concentration is 0.1-2g/L.
6. the eight hydroxyl Phthalocyanine Zinc of utilizing as claimed in claim 1 are carried out micro-contact printing Graphene patternMethod, is characterized in that: described N2Flow velocity is 600mL/min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410619490.3A CN104356742B (en) | 2014-11-05 | 2014-11-05 | Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410619490.3A CN104356742B (en) | 2014-11-05 | 2014-11-05 | Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern |
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| Publication Number | Publication Date |
|---|---|
| CN104356742A CN104356742A (en) | 2015-02-18 |
| CN104356742B true CN104356742B (en) | 2016-05-04 |
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| CN201410619490.3A Expired - Fee Related CN104356742B (en) | 2014-11-05 | 2014-11-05 | Utilize eight hydroxyl Phthalocyanine Zinc to carry out the method for micro-contact printing Graphene pattern |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002308880A (en) * | 2001-04-11 | 2002-10-23 | National Institute Of Advanced Industrial & Technology | TRICHLORODIMETHOXYBENZENE DERIVATIVE SUBJECTED TO CONJUGATE SUBSTITUTION WITH Zn (II) PORPHYRIN-PYRIDINE |
| CN1672100A (en) * | 2002-07-26 | 2005-09-21 | 皇家飞利浦电子股份有限公司 | Micro-contact printing method |
| CN102516841A (en) * | 2011-11-21 | 2012-06-27 | 广西师范学院 | Application of zinc phthalocyanine complex as ink in micro-contact printing |
| CN102964909A (en) * | 2012-11-30 | 2013-03-13 | 广西师范学院 | Method for applying water-soluble zinc porphyrin complex to microcontact printing |
-
2014
- 2014-11-05 CN CN201410619490.3A patent/CN104356742B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002308880A (en) * | 2001-04-11 | 2002-10-23 | National Institute Of Advanced Industrial & Technology | TRICHLORODIMETHOXYBENZENE DERIVATIVE SUBJECTED TO CONJUGATE SUBSTITUTION WITH Zn (II) PORPHYRIN-PYRIDINE |
| CN1672100A (en) * | 2002-07-26 | 2005-09-21 | 皇家飞利浦电子股份有限公司 | Micro-contact printing method |
| CN102516841A (en) * | 2011-11-21 | 2012-06-27 | 广西师范学院 | Application of zinc phthalocyanine complex as ink in micro-contact printing |
| CN102964909A (en) * | 2012-11-30 | 2013-03-13 | 广西师范学院 | Method for applying water-soluble zinc porphyrin complex to microcontact printing |
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| CN104356742A (en) | 2015-02-18 |
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Effective date of registration: 20171207 Address after: 518000 Guangdong Province, Shenzhen New District of Longhua City, Dalang street, Longsheng Gold Dragon Road community e-commerce incubator exhibition Tao Commercial Plaza E block 706 Patentee after: Shenzhen step Technology Transfer Center Co., Ltd. Address before: Mingxiu Road East of Nanning city the Guangxi Zhuang Autonomous Region 530001 Guangxi Teachers Education University No. 175 Patentee before: Guangxi Teachers College |
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Inventor after: Wei Ying Inventor before: Su Wei Inventor before: Li Peiyuan Inventor before: Pang Jinying |
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Effective date of registration: 20180109 Address after: No. 28, building No. 28, No. 1, Xinhua Street, Xincheng, Hohhot City, the Inner Mongolia Autonomous Region, No. 14 Patentee after: Wei Ying Address before: 518000 Guangdong Province, Shenzhen New District of Longhua City, Dalang street, Longsheng Gold Dragon Road community e-commerce incubator exhibition Tao Commercial Plaza E block 706 Patentee before: Shenzhen step Technology Transfer Center Co., Ltd. |
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