CN105936770B - A kind of preparation method of aqueous polyanion electrically conductive ink - Google Patents
A kind of preparation method of aqueous polyanion electrically conductive ink Download PDFInfo
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- CN105936770B CN105936770B CN201610474122.3A CN201610474122A CN105936770B CN 105936770 B CN105936770 B CN 105936770B CN 201610474122 A CN201610474122 A CN 201610474122A CN 105936770 B CN105936770 B CN 105936770B
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- electrically conductive
- conductive ink
- aniline
- acid
- aqueous polyanion
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- 229920000447 polyanionic polymer Polymers 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 36
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 16
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims abstract description 11
- 239000002253 acid Substances 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims abstract description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 229920000767 polyaniline Polymers 0.000 claims description 5
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 claims description 3
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- 235000015165 citric acid Nutrition 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
- 239000008117 stearic acid Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 5
- 239000000853 adhesive Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 239000010408 film Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- 239000012785 packaging film Substances 0.000 description 3
- 229920006280 packaging film Polymers 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011231 conductive filler Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PXFBZOLANLWPMH-UHFFFAOYSA-N 16-Epiaffinine Natural products C1C(C2=CC=CC=C2N2)=C2C(=O)CC2C(=CC)CN(C)C1C2CO PXFBZOLANLWPMH-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
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
- C09D11/52—Electrically conductive inks
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/026—Wholly aromatic polyamines
- C08G73/0266—Polyanilines or derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Conductive Materials (AREA)
Abstract
The invention discloses a kind of preparation methods of aqueous polyanion electrically conductive ink, include the following steps: after polyvinyl alcohol is added to the water mixing, it adds aniline and organic proton acid continuess to mix, ammonium persulfate is then slowly added dropwise, stirs to get aqueous polyanion electrically conductive ink.Gained aqueous polyanion electrically conductive ink of the invention is stablized, and toughness and adhesive force are good, and electric conductivity is excellent, and environmental protection, pollution-free.
Description
Technical field
The present invention relates to technical field more particularly to a kind of preparation methods of aqueous polyanion electrically conductive ink.
Background technique
Electrically conductive ink has had more than 50 years history as a kind of specific function type conductive coating, previous conductive painting
Material is divided into three types based on oil-soluble: inorganic materials electrically conductive ink, organic material system (polymer) electrically conductive ink and multiple
Condensation material type electrically conductive ink.Main domestic electrically conductive ink is to be applied to flexible version printing and intaglio printing production, electrically conductive ink
The correlative study starting of technology relatively late, is mainly explored at present with colleges and universities, research institute based on researching and developing.From existing to conductive oil
Recognize in the report of ink and research, currently, the research and development of electrically conductive ink are substantially focused on solvent type electrically conductive ink field, and increase
The content for adding conductive filler is to improve the most common method measure of the electric conductivity of ink, although this method can be significantly
The electric conductivity of ink is improved, however in actual application, due to the too high levels of inorganic type conductive filler, cause to print
The properties degradation such as application performance, total quality and stability of material of coating, and coating toughness and adhesive force are poor,
It is easy to cause product crackle and falls off.Meanwhile oil-soluble conductive coating is in process of production, often pollution it is serious, to human body
Toxicity is big, production operation danger coefficient is high, and largely will lead to that environmental pollution is serious in producing using oil-dissolving solvent, terminates
After be difficult to clear up.With production industry demand and society development, environmental protection problem it is of increasing concern, government is to ring
The attention of guarantor's problem enhances, and is badly in need of a kind of non-harmful environment protecting water-based paint and its production technology on material market.
The appearance of aqueous carbon dust ink such as PMMA/ carbon dust etc. has been able to solve the above problem, however to aqueous polyanion
The research of electrically conductive ink is blank.
Summary of the invention
Technical problems based on background technology, the invention proposes a kind of preparation sides of aqueous polyanion electrically conductive ink
Method, gained aqueous polyanion electrically conductive ink are stablized, and toughness and adhesive force are good, and electric conductivity is excellent, and environmental protection, pollution-free.
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: polyvinyl alcohol
After being added to the water mixing, adds aniline and organic proton acid continuess to mix, ammonium persulfate is then slowly added dropwise, stirs to get water
Property conductive printing ink from polyaniline.
Preferably, the molar ratio of aniline and organic proton acid is 0.04~0.05:0.003~0.019.
Preferably, organic proton acid is camphorsulfonic acid, dodecyl benzene sulfonic acid, tartaric acid, benzoic acid, citric acid or 18
Acid.
Preferably, the molar ratio of aniline and ammonium persulfate is 0.04~0.05:0.03~0.04.
Preferably, the weight ratio of aniline and polyvinyl alcohol is 3.72~4.65:25~35.
Preferably, include the following steps: for polyvinyl alcohol to be added in 80~90 DEG C of water and mix 0.5~1.0h, stand to clear
It is clear it is bright after, add aniline and organic proton acid continues to mix 5~10min, ammonium persulfate, rate of addition 14 is then added dropwise
~18g/h, 3.5~4.5h of stirring obtain aqueous polyanion electrically conductive ink.
Preferably, the weight ratio of polyethylene alcohol and water is 1~3:1.
Gained aqueous polyanion electrically conductive ink of the invention is stablized, and toughness and adhesive force are good, and electric conductivity is excellent, and resistance is
0.64M Ω, surface conductivity are 1.6 × 10-6s/cm, and affine with water, and contact angle is up to 17.67 °, environmental protection, no dirt
Dye.
Specific embodiment
In the following, technical solution of the present invention is described in detail by specific embodiment.
Embodiment 1
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: polyvinyl alcohol
After being added to the water mixing, adds aniline and camphorsulfonic acid continuess to mix, ammonium persulfate is then slowly added dropwise, stir to get aqueous
Conductive printing ink from polyaniline.
Embodiment 2
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: polyvinyl alcohol
After being added to the water mixing, then 0.04 part of aniline and 0.019 part of tartaric acid is added by molar part and continuess to mix, was then slowly added dropwise
Ammonium sulfate stirs to get aqueous polyanion electrically conductive ink.
Embodiment 3
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: that molar part will gather
After vinyl alcohol is added to the water mixing, then 0.05 part of aniline and 0.003 part of tartaric acid is added by molar part and continuess to mix, then slowly
Ammonium persulfate is added dropwise, stirs to get aqueous polyanion electrically conductive ink.
Embodiment 4
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: polyvinyl alcohol
It is added in 80 DEG C of water and mixes 1.0h, then continuesd to mix by molar part 0.042 part of aniline of addition and 0.013 part of citric acid, then delayed
Slowly 0.032 part of ammonium persulfate is added dropwise, rate of addition 15g/h stirs to get aqueous polyanion electrically conductive ink.
Embodiment 5
A kind of preparation method of aqueous polyanion electrically conductive ink proposed by the present invention, includes the following steps: polyvinyl alcohol
It is added in 90 DEG C of water and mixes 0.5h, stand to clear, then 0.045 part of aniline and 0.01 part of dodecane is added by molar part
Base benzene sulfonic acid continuess to mix 8min, and the weight ratio of aniline and polyvinyl alcohol is 4:30, and 0.035 part of ammonium persulfate, drop is then added dropwise
Acceleration is 16g/h, and stirring 4h obtains aqueous polyanion electrically conductive ink.
It prepares aqueous polyanion electrically conductive ink film: preparing application device, choose one piece of proper area, clean glass
Plate fixes a piece of plastic packaging film, dips suitable reaction solution in plastic cup by glass bar, is applied on plastic packaging film, this
Secondary test selects the 100nm coated face of spreader to spread solution uniformly out then by spreader, will be with smearing solution
Plastic packaging film was placed on dry shady place natural air drying after 24 hours, took off to obtain aqueous polyanion electrically conductive ink film.
The contact angle of aqueous polyanion electrically conductive ink film is detected, control group selects polyaniline/PVA film, finds polyphenyl
Amine/PVA film contact angle is 52.14 °, and the film contacts angle of aqueous polyanion electrically conductive ink obtained by embodiment 1-5 is universal
It is smaller, 40 ° are below, wherein the film contacts angle of 5 gained aqueous polyanion electrically conductive ink of embodiment is 17.67 °.
Detect 5 gained aqueous polyanion electrically conductive ink of embodiment Thin film conductive performance and mechanical performance, with polyaniline/
PVA film is as a control group；It is thin that 70.0mm × 20.0mm × 0.1mm rectangle sheet wherein is all made of in mechanical performance detection
Film is detected, and result is as follows:
As seen from the above table: mechanical performance of the present invention is not much different with control group, but electric conductivity exceptional, suitable for leading
Electric ink area.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (3)
1. a kind of preparation method of aqueous polyanion electrically conductive ink, which comprises the steps of: polyvinyl alcohol to be added
It after being mixed in water, adds aniline and organic proton acid continuess to mix, ammonium persulfate is then slowly added dropwise, stir to get aqueous poly-
Aniline electrically conductive ink；
The molar ratio of aniline and organic proton acid is 0.05:0.003~0.013；
Organic proton acid is camphorsulfonic acid, tartaric acid, benzoic acid, citric acid or stearic acid；
The molar ratio of aniline and ammonium persulfate is 0.04~0.05:0.03~0.04；
The weight ratio of aniline and polyvinyl alcohol is 3.72~4.65:30~35.
2. the preparation method of aqueous polyanion electrically conductive ink according to claim 1, which comprises the steps of:
Polyvinyl alcohol is added in 80~90 DEG C of water and mixes 0.5~1.0h, stands to clear, adds aniline and organic proton
Acid continuess to mix 5~10min, and ammonium persulfate is then added dropwise, and rate of addition is 14~18g/h, and 3.5~4.5h of stirring obtains aqueous
Conductive printing ink from polyaniline.
3. the preparation method of aqueous polyanion electrically conductive ink according to claim 1 or claim 2, which is characterized in that polyvinyl alcohol and
The weight ratio of water is 1~3:1.
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| CN201610474122.3A CN105936770B (en) | 2016-06-22 | 2016-06-22 | A kind of preparation method of aqueous polyanion electrically conductive ink |
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| CN201610474122.3A CN105936770B (en) | 2016-06-22 | 2016-06-22 | A kind of preparation method of aqueous polyanion electrically conductive ink |
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| CN105936770B true CN105936770B (en) | 2019-03-01 |
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| CN110628270A (en) * | 2019-08-29 | 2019-12-31 | 苏州世华新材料科技股份有限公司 | Conductive ink suitable for micro-gravure printing and preparation method thereof |
| CN114933827A (en) * | 2022-06-17 | 2022-08-23 | 中国船舶重工集团公司第七二五研究所 | Preparation method of low-solid-content high-conductivity water-based ink |
| CN115093581A (en) * | 2022-07-26 | 2022-09-23 | 江南大学 | Stretchable polyaniline composite hydrogel based on ink direct-writing 3D printing and preparation method and application thereof |
Citations (1)
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| CN103496233A (en) * | 2013-09-27 | 2014-01-08 | 上海工程技术大学 | Preparation method of novel electrochromic double woven fabric |
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| KR20160061278A (en) * | 2014-11-21 | 2016-05-31 | 롯데케미칼 주식회사 | Preparation method of conductive polymer complex and conductive polymer complex |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103496233A (en) * | 2013-09-27 | 2014-01-08 | 上海工程技术大学 | Preparation method of novel electrochromic double woven fabric |
Non-Patent Citations (2)
| Title |
|---|
| PANI/PVA共混薄膜的制备及表征;王香琴等;《天津工业大学学报》;20130825;第32卷(第4期);第7页左栏第1段、第1.2-1.3节，第7页右栏-第8页左栏第2.1节，第9页第3节 |
| 导电聚苯胺的制备及其表征;王香琴等;《材料导报》;20130825;第27卷(第8期);第86页-第88页第2.5.1节，第89-90页第3节 |
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