CN102585217A - Conductive material - Google Patents

Conductive material Download PDF

Info

Publication number
CN102585217A
CN102585217A CN2012100034456A CN201210003445A CN102585217A CN 102585217 A CN102585217 A CN 102585217A CN 2012100034456 A CN2012100034456 A CN 2012100034456A CN 201210003445 A CN201210003445 A CN 201210003445A CN 102585217 A CN102585217 A CN 102585217A
Authority
CN
China
Prior art keywords
diaminodiphenyl
conductive material
para benzoquinone
electro
contracts
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
CN2012100034456A
Other languages
Chinese (zh)
Other versions
CN102585217B (en
Inventor
刘崇波
刘辉林
吁安山
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.)
Nanchang Hangkong University
Original Assignee
Nanchang Hangkong University
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 Nanchang Hangkong University filed Critical Nanchang Hangkong University
Priority to CN201210003445.6A priority Critical patent/CN102585217B/en
Publication of CN102585217A publication Critical patent/CN102585217A/en
Application granted granted Critical
Publication of CN102585217B publication Critical patent/CN102585217B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Abstract

The invention relates to a conductive material prepared from a condensed benzidine para-benzoquinone polyschiff base metal complex, wherein the condensed benzidine para-benzoquinone polyschiff base metal complex is prepared by performing condensation polymerization on benzidine and para-benzoquinone and then performing metal coordination. The preparation process of the conductive material disclosed by the invention is simple, reaction conditions are mild and harmless, the electric conductivity of a product can be up to 62.5/cm at room temperature, the conductive performance is better, and the conductive material has good compatibility with paint resin and other organic matters, and further has good application prospects in the aspects of electromagnetic shielding materials, antistatic materials, electronic elements and the like.

Description

A kind of electro-conductive material
 
Technical field
The present invention relates to the electro-conductive material field, concrete a kind of p-diaminodiphenyl para benzoquinone that contracts that relates to gathers the material that schiff base metal complex is processed.
Background technology
Electro-conductive material is the material of conduction current well, and its major function is electric energy transmitting and electrical signal, in addition, is widely used in electromagnetic shielding, antistatic material, thermo electric material, electronic component etc., and along with science and technology development, its purposes is still in continuous increase.Existing electro-conductive material mainly contains metal powder, carbon black, electro-conductive fiber, conducting polymer etc.; Often need to pass through resin matrix, paint etc. in the actual production compound but these materials will be applied directly to; Make paint film and use, however electro-conductive material usually do not match with organic polymer such as resin paint, both compatibility are very poor; And the conductivity of material also decreases, and cost is also than higher.Publication number is the Chinese patent file of CN200610157784.4, discloses a kind of electrically conducting coating and preparation method thereof, and filmogen is arranged in the material component; Electrically conducting coating auxiliary agent, mixed diluent, filmogen mainly are metal powders; The conductivity of this material is better, and the specific conductivity of paint film is at 10-100S/cm, but adds a lot of auxiliary agents for paint film film-forming properties and stability; The metal processing request is higher, and metal and its is compatible general; Publication number is the Chinese patent of CN1130553A, discloses the preparation method of copper powder for electromagnetic shield conducting paint, and this material is the conductive copper powder of multilayered structure, with the electrically conducting coating volume conductance of its preparation 5 * 10 4S/cm, conductive effect and effectiveness are better, but the compatible performance of copper powder and resin paint is bad.
Summary of the invention
The object of the invention provides a kind of conductivity good, and is good with paint resin compatibility, and corrosion-resistant and high-temperature resistant is with low cost, prepares simple electro-conductive material, is specifically related to a kind of p-diaminodiphenyl para benzoquinone that contracts and gathers the schiff base metal complex material.
Technical scheme of the present invention:
Electro-conductive material of the present invention contains the p-diaminodiphenyl para benzoquinone that contracts and gathers schiff base metal complex, gathers schiff base metal complex by the p-diaminodiphenyl para benzoquinone that contracts and processes.
The p-diaminodiphenyl para benzoquinone that contracts gathers schiff base metal complex and is made with metallic ion coordination after polycondensation by p-diaminodiphenyl and para benzoquinone again.
The mol ratio of p-diaminodiphenyl and para benzoquinone is 1:0.1~1:10; Preferred mol ratio is 1:1.
P-diaminodiphenyl of the present invention and para benzoquinone polycondensation catalyst system therefor are Zinc Chloride Anhydrous; The used metals ion of coordination is silver ions and/or cupric ion.
The mol ratio of metal of the present invention and p-diaminodiphenyl is 1:1~1:10; Preferentially select 1:1.
The present invention also provides this preparation methods, is prepared by following method:
With p-diaminodiphenyl, the para benzoquinone amount of 1:0.1~1:10 in molar ratio adds in the ethanolic soln, adds Zinc Chloride Anhydrous simultaneously and makes catalyzer; Under induction stirring, react 8~12h and form the black turbid solution, again by with the p-diaminodiphenyl mol ratio be that the metals ion of 1:0.1~1:1 adds in the above-mentioned black turbid solution, continue reaction 6~10h; With the products therefrom filtration under diminished pressure; Successively with the flushing of second alcohol and water, drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers schiff base metal complex.
The p-diaminodiphenyl para benzoquinone that contracts gathers Schiff's base has stronger complex performance to metal, can be used for removing some heavy metal elements of soil.
Be surprised to find that it is one type of new organic conductive polymkeric substance that the p-diaminodiphenyl para benzoquinone that contracts that the present invention prepares gathers Schiff's base; It is one type of new organic conductive polymkeric substance that the p-diaminodiphenyl para benzoquinone that contracts of the present invention's preparation gathers Schiff's base; This gathers Schiff's base has good complex performance to metals ion, is prone to form title complex with multiple metals ion or organometallics.Gather the schiff base metal complex performance and gather Schiff's base and organic polymer resin favorable compatibility advantage, also bring into play the characteristics of metal satisfactory electrical conductivity simultaneously, realize the mutual supplement with each other's advantages and the reinforcement of material; This material, is processed the paint film specific conductivity and is also reached 40S/cm up to 62.5S/cm with its specific conductivity of four point probe test; The p-diaminodiphenyl para benzoquinone that contracts gathers schiff base metal complex and has very strong practical value aspect electro-conductive material, electromagnetic shielding material, the antistatic material.
Embodiment
Embodiment 1
P-diaminodiphenyl and the para benzoquinone of getting 0.1mol respectively add in the 100ml ethanolic soln, add the 0.1g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 12h forms the black turbid solution under induction stirring; The Silver Nitrate that adds 0.1mol again is in above-mentioned black turbid solution; Continue reaction 10h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base silver complex.To gather Schiff's base silver complex particle by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation and use tabletting machine to depress to the thin slice of thickness, be higher than 62.5S/cm with its specific conductivity of four probe method test as 0.5mm at 30MPa pressure.
Embodiment 2
P-diaminodiphenyl and the 0.05mol para benzoquinone of getting 0.5mol respectively add in the 200ml ethanolic soln, add the 0.2g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 12h forms the black turbid solution under induction stirring; The Silver Nitrate that adds 0.05mol again is in above-mentioned black turbid solution; Continue reaction 10h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base silver complex.To gather Schiff's base silver complex particle by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation and use tabletting machine to depress to the thin slice of thickness, be higher than 36.5S/cm with its specific conductivity of four probe method test as 0.5mm at 30MPa pressure.
Embodiment 3
P-diaminodiphenyl and the 0.5mol para benzoquinone of getting 0.05mol respectively add in the 200ml ethanolic soln, add the 0.2g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 12h forms the black turbid solution under induction stirring; The Silver Nitrate that adds 0.05mol again is in above-mentioned black turbid solution; Continue reaction 10h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base silver complex.To gather Schiff's base silver complex particle by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation and use tabletting machine to depress to the thin slice of thickness, be higher than 28S/cm with its specific conductivity of four probe method test as 0.5mm at 30MPa pressure.
Embodiment 4
P-diaminodiphenyl and the 0.1mol para benzoquinone of getting 0.1mol respectively add in the 100ml ethanolic soln, add the 0.1g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 8h forms the black turbid solution under induction stirring; The Silver Nitrate that adds 0.01mol again is in above-mentioned black turbid solution; Continue reaction 10h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base silver complex.To gather Schiff's base silver complex particle by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation and use tabletting machine to depress to the thin slice of thickness, be higher than 11S/cm with its specific conductivity of four probe method test as 0.5mm at 30MPa pressure.
Embodiment 5
P-diaminodiphenyl and the 0.1mol para benzoquinone of getting 0.1mol respectively add in the 100ml ethanolic soln, add the 0.1g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 8h forms the black turbid solution under induction stirring; The cupric chloride that adds 0.1mol again is in above-mentioned black turbid solution; Continue reaction 8h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base copper complex.To gather Schiff's base copper complex particles dispersed in epoxy resin varnish by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation; The weight percent of powder particle in lacquer is 30%; All the other are epoxy resin varnishes, and this electro-conductive material can good and epoxy resin varnish compatibility.With this paint spay-coating on the insulation flat board, wait to coat with lacquer do film forming after, reach 40S/cm with its specific conductivity of four probe method test.
Embodiment 6
P-diaminodiphenyl and the 0.05mol para benzoquinone of getting 0.5mol respectively add in the 200ml ethanolic soln, add the 0.2g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 12h forms the black turbid solution under induction stirring; The cupric chloride that adds 0.05mol again is in above-mentioned black turbid solution; Continue reaction 8h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base copper complex.To gather Schiff's base copper complex particles dispersed in epoxy resin varnish by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation; The weight percent of powder particle in lacquer is 30%; All the other are epoxy resin varnishes, and this electro-conductive material can good and epoxy resin varnish compatibility.With this paint spay-coating on the insulation flat board, wait to coat with lacquer do film forming after, reach 39S/cm with its specific conductivity of four probe method test.
Embodiment 7
P-diaminodiphenyl and the 0.5mol para benzoquinone of getting 0.05mol respectively add in the 200ml ethanolic soln, add the 0.2g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 12h forms the black turbid solution under induction stirring; The cupric chloride that adds 0.05mol again is in above-mentioned black turbid solution; Continue reaction 8h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base copper complex.To gather Schiff's base copper complex particles dispersed in epoxy resin varnish by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation; The weight percent of powder particle in lacquer is 30%; All the other are epoxy resin varnishes, and this electro-conductive material can good and epoxy resin varnish compatibility.With this paint spay-coating on the insulation flat board, wait to coat with lacquer do film forming after, reach 27.6S/cm with its specific conductivity of four probe method test.
Embodiment 8
P-diaminodiphenyl and the 0.1mol para benzoquinone of getting 0.1mol respectively add in the 100ml ethanolic soln, add the 0.1g Zinc Chloride Anhydrous simultaneously and make catalyzer, and reaction 8h forms the black turbid solution under induction stirring; The cupric chloride that adds 0.01mol again is in above-mentioned black turbid solution; Continue reaction 8h,, successively wash with the second alcohol and water with the products therefrom filtration under diminished pressure; Drying promptly gets the p-diaminodiphenyl para benzoquinone that contracts and gathers the Schiff's base copper complex.To gather Schiff's base copper complex particles dispersed in epoxy resin varnish by the p-diaminodiphenyl para benzoquinone that contracts of such scheme preparation; The weight percent of powder particle in lacquer is 30%; All the other are epoxy resin varnishes, and this electro-conductive material can good and epoxy resin varnish compatibility.With this paint spay-coating on the insulation flat board, wait to coat with lacquer do film forming after, reach 2.5S/cm with its specific conductivity of four probe method test.

Claims (8)

1. an electro-conductive material is characterized in that: contain the p-diaminodiphenyl para benzoquinone that contracts and gather schiff base metal complex.
2. electro-conductive material according to claim 1 is characterized in that: the p-diaminodiphenyl para benzoquinone that contracts gathers schiff base metal complex and is made with metallic ion coordination after polycondensation by p-diaminodiphenyl and para benzoquinone again.
3. electro-conductive material according to claim 2 is characterized in that: the mol ratio of p-diaminodiphenyl and para benzoquinone is 1:0.1~1:10.
4. electro-conductive material according to claim 3 is characterized in that: the mol ratio of p-diaminodiphenyl and para benzoquinone is 1:1.
5. electro-conductive material according to claim 1 is characterized in that: p-diaminodiphenyl and para benzoquinone polycondensation use Zinc Chloride Anhydrous to be catalyzer.
6. electro-conductive material according to claim 2 is characterized in that: the used metals ion of coordination is silver ions and/or cupric ion.
7. electro-conductive material according to claim 2 is characterized in that: the mol ratio of metal and p-diaminodiphenyl is 1:1~1:10.
8. electro-conductive material preparation method according to claim 7 is characterized in that: the mol ratio of metal and p-diaminodiphenyl is preferentially selected 1:1.
CN201210003445.6A 2012-01-09 2012-01-09 Conductive material Expired - Fee Related CN102585217B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201210003445.6A CN102585217B (en) 2012-01-09 2012-01-09 Conductive material

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201210003445.6A CN102585217B (en) 2012-01-09 2012-01-09 Conductive material

Publications (2)

Publication Number Publication Date
CN102585217A true CN102585217A (en) 2012-07-18
CN102585217B CN102585217B (en) 2014-03-12

Family

ID=46474503

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201210003445.6A Expired - Fee Related CN102585217B (en) 2012-01-09 2012-01-09 Conductive material

Country Status (1)

Country Link
CN (1) CN102585217B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115413918A (en) * 2022-09-03 2022-12-02 希诺股份有限公司 Titanium metal vacuum thermos cup and preparation method thereof
CN115413918B (en) * 2022-09-03 2024-04-19 希诺股份有限公司 Titanium metal vacuum thermos cup and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA665289A (en) * 1963-06-18 E. Jaffe Edward Phenylenediamine schiff bases and their metal complexes
EP0802178A2 (en) * 1996-02-23 1997-10-22 Fuji Photo Film Co., Ltd. Schiff base quinone complexes and optical recording materials comprising the same
US20100152407A1 (en) * 2008-12-17 2010-06-17 Loctite (R&D) Limited Novel compounds

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA665289A (en) * 1963-06-18 E. Jaffe Edward Phenylenediamine schiff bases and their metal complexes
EP0802178A2 (en) * 1996-02-23 1997-10-22 Fuji Photo Film Co., Ltd. Schiff base quinone complexes and optical recording materials comprising the same
US20100152407A1 (en) * 2008-12-17 2010-06-17 Loctite (R&D) Limited Novel compounds

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
《Die Makromolekulare Chemie》 20030312 Joseph Jagur-Grodzinski Coordination polymers of beta-hydroxy-alpha-amino schiff bases 第181卷, 第12期 *
ABD EL-MOTALEB M. RAMADAN , MOHAMED M. IBRAHIM, SHABAN Y. SHABA: "Synthesis, characterization, and tyrosinase biomimetic catalytic activity of copper(II) complexes with schiff base ligands derived from alpha-diketones with 2-methyl-3-amino-(3H)-quinazolin-4-one", 《JOURNAL OF MOLECULAR STRUCTURE》, vol. 1006, no. 13, 14 December 2011 (2011-12-14) *
JOSEPH JAGUR-GRODZINSKI: "Coordination polymers of β-hydroxy-α-amino schiff bases", 《DIE MAKROMOLEKULARE CHEMIE》, vol. 181, no. 12, 12 March 2003 (2003-03-12) *
李春生,李晓常,李世晋: "可溶性共轭聚席夫碱的合成、表征及电性能", 《高分子学报》, no. 4, 20 July 1994 (1994-07-20) *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115413918A (en) * 2022-09-03 2022-12-02 希诺股份有限公司 Titanium metal vacuum thermos cup and preparation method thereof
CN115413918B (en) * 2022-09-03 2024-04-19 希诺股份有限公司 Titanium metal vacuum thermos cup and preparation method thereof

Also Published As

Publication number Publication date
CN102585217B (en) 2014-03-12

Similar Documents

Publication Publication Date Title
Contri et al. Epoxy coating based on montmorillonite-polypyrrole: Electrical properties and prospective application on corrosion protection of steel
CN102328076A (en) Preparation method of silver coated copper powder for electronic slurry
CN105062299A (en) Modified graphene conductive coating and preparation method thereof
CN105000548A (en) Preparation method of novel three-dimensional nitrogen doped graphene composite material system
CN101286375B (en) Conductive compound material and method for making same
JP2013214508A5 (en)
Li et al. In situ generation of photosensitive silver halide for improving the conductivity of electrically conductive adhesives
CN104672446A (en) Preparation method of SiO2 coated CoFe2O4 particle/PANI (polyaniline) composite material serving as conductive and wave absorbing material
CN103214844B (en) Graphene/nylon 66 conductive nano composite material and preparation method thereof
CN102532536B (en) Conducting material
CN105149575A (en) Preparation method of silver coated copper powder
CN104292456A (en) Method for preparing polyaniline/graphene/ferroferric oxide composite material
CN107029785A (en) A kind of multiplex catalyst RhB/B12PIL/rGO and its preparation method and application
CN102585217B (en) Conductive material
Chen et al. Fabrication of PTCA-PANI composites for electromagnetic wave absorption and corrosion protection
CN100427546C (en) Organic polymeter as electromagnetic shielding material and its prepn process
CN105111434A (en) Aniline copolymer and graphene composite as well as preparation method and application thereof
CN106205862A (en) A kind of preparation method of high-temperature electric conduction glass fabric
CN103232597A (en) 2-mercapto benzimidazole/polyaniline anticorrosion composite material and preparation method thereof
Yildirim et al. A Dual-surface mechanism of oxidant-free pyrrole polymerization in the two-dimensional titanium carbide (MXene) interlayer nanospace
CN105482106B (en) A kind of preparation method of heteropoly acid inorganic acid mixing acid doped polyaniline/silver composite material
CN107417972A (en) A kind of preparation method of quaternary ammonium salt-modified polythiophene intercalated graphite alkene
CN101979708A (en) Method for preparing carbon nano tube silvered acrylic acid series electromagnetic shielding coating
CN107011827A (en) A kind of one pack system silver-coated copper powder conducting resinl
CN102585497B (en) Perchloric-acid-doped polyaniline/carbonyl iron powder composite wave-absorbing material

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
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20140312

Termination date: 20170109

CF01 Termination of patent right due to non-payment of annual fee