CN106519666A - Taurine secondary doping polyaniline and preparation method thereof - Google Patents
Taurine secondary doping polyaniline and preparation method thereof Download PDFInfo
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- CN106519666A CN106519666A CN201610883458.5A CN201610883458A CN106519666A CN 106519666 A CN106519666 A CN 106519666A CN 201610883458 A CN201610883458 A CN 201610883458A CN 106519666 A CN106519666 A CN 106519666A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K2201/001—Conductive additives
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Abstract
The invention belongs to the field of polymer materials and particularly relates to taurine secondary doping polyaniline and a preparation method thereof. The preparation method comprises the following steps that S1, hydrochloric acid doped polyaniline is prepared; S2, eigenstate polyaniline is prepared; S3, the taurine secondarily doped polyaniline is prepared. Taurine contains rich sulfonic acid groups and amino groups and is used as a doping agent to conduct secondary doping on polyaniline, the sulfonic acid groups act with the polyaniline to achieve the doping purpose, and the amino groups of the taurine have good water solubility and conductivity. The taurine is selected as the doping agent to prepare the taurine secondarily doped polyaniline. Tests indicates that the taurine secondary doping polyaniline has excellent solubility and conductivity properties, and the properties are remarkably improved compared with the eigenstate polyaniline and the hydrochloric acid doped polyaniline. The preparation method of the taurine secondary doping polyaniline is performed in a water phase without any organic solvent and is an environmentally friendly method. The raw materials used for the preparation method are cheap, and reduction of the production cost is promoted.
Description
Technical field
The invention belongs to polymeric material field, and in particular to a kind of taurine secondary doping polyaniline and its preparation side
Method.
Background technology
Polyaniline because of its good heat endurance, environmental stability and electrochemical reversibility, excellent capability of electromagnetic shielding,
Raw material is easy to get, and synthetic method is simple, and the characteristic such as the mechanism of doping effect of uniqueness, become the most hot conducting polymer composite of research it
One.But due to the impact of the intermolecular hydrogen bonding between the aromatic rings and amido, imido grpup of polyaniline, cause polyaniline dissolubility
Energy and its processing characteristics are poor.In recent years, for these defects of polyaniline, method of modifying emerges in an endless stream, and is concentrated mainly on breast
The aspect such as liquid polymerization, secondary doping organic or inorganic Bronsted acid, substitutive derivative, composite.Secondary doping organic or inorganic
Bronsted acid has obtained larger application as a kind of simple and modified obvious method.
The content of the invention
For the deficiency of polyaniline solubility property difference, the present invention provides a kind of taurine secondary doping polyaniline and its preparation
Method, the solubility property and electric conductivity of the secondary doping polyaniline are excellent.
The technical scheme that the present invention solves above-mentioned technical problem is as follows：A kind of preparation side of taurine secondary doping polyaniline
Method, which comprises the steps：
S1. by aniline and mixed in hydrochloric acid the stirring reaction under condition of ice bath, after the temperature of question response liquid is down to less than 5 DEG C
It is added dropwise initiator solution in reactant liquor, maintains reaction temperature less than 5 DEG C, fully suction filtration after reaction, filter cake deionized water
And absolute ethanol washing, it is vacuum dried to obtain doped hydrochloride polyaniline；
S2. will S1 prepare doped hydrochloride polyamine add ammoniacal liquor in, be sufficiently stirred for doping after suction filtration, filter cake ethanol and
Deionized water is washed to neutrality, is vacuum dried to obtain polyaniline in eigenstate；
S3. during the polyaniline in eigenstate for being prepared by S2 adds the taurine aqueous solution of 0.8-1.2mol/L, eigenstate polyphenyl
Amine is (1-2) g with taurine:(0.05-0.1) mol, stirring more than 4h carry out secondary doping, suction filtration, filter cake ethanol and go
Ion water washing is vacuum dried to obtain powder taurine secondary doping polyaniline to neutrality.
On the basis of above-mentioned technical proposal, the present invention can also have following further specifically chosen.
Specifically, the concentration of the hydrochloric acid in S1 is 1-2mol/L, and aniline is (0.05-0.1) mol with hydrochloric acid amount ratio：
(50-100)mL。
Specifically, the aqueous solution of the initiator solution in S1 for ammonium persulfate, potassium peroxydisulfate or sodium peroxydisulfate.
Specifically, the concentration of the initiator solution in S1 is 1-2mol/L, and aniline with the amount ratio of initiator solution is
(0.05-0.1)mol：(25-40)mL.
Specifically, in S2, the concentration of ammoniacal liquor is 1-2mol/L, and doped hydrochloride polyaniline is (1-2) g with the amount ratio of ammoniacal liquor:
(150-200)mL。
Specifically, in S1, S2 and S3 vacuum drying temperature be 60 DEG C, the vacuum drying time be 24h.
The present invention also provides a kind of taurine secondary doping polyaniline, and which passes through said method and prepares.
The invention has the beneficial effects as follows：Taurine contains abundant sulfonic acid group and amino group, is dopant pair with which
Polyaniline carries out secondary doping, and its sulfonic acid group reaches doping purpose with polyaniline effect, and its amino provides preferably water-soluble
And electric conductivity.The present invention is prepared for taurine secondary doping polyaniline from taurine as dopant, test indicate that, it has
There are excellent solubility property and electric conductivity, these performances have been compared significantly with polyaniline in eigenstate with doped hydrochloride polyaniline
Raising；The preparation method of the present invention is all carried out in water phase, is not added any organic solvent, is a kind of eco-friendly side
Method；The cost of material that invention is used is cheap, contributes to reducing production cost.
Specific embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail, and example is served only for explaining this
It is bright, it is not intended to limit the scope of the present invention.
Embodiment 1
A kind of taurine secondary doping polyaniline, which is prepared as follows：
S1:The preparation of doped hydrochloride polyaniline：In there-necked flask, add 0.05mol aniline and the 2mol/L hydrochloric acid of 100mL to exist
Stir 10 minutes in ice bath, treat that temperature drops to less than 5 DEG C, the 2mol/L ammonium persulfates of the 25mL for preparing are added dropwise with dropping funel
Solution, keeps reaction temperature below 5 DEG C, reacts 4h, and product is carried out suction filtration, deionized water and absolute ethanol washing filter
Cake, 60 DEG C of vacuum drying 24h obtain product hydrochloric acid doped polyaniline.
S2:The preparation of polyaniline in eigenstate:Take the dried doped hydrochloride polyanilines of 1g 200mL concentration is dissolved in for 1mol/L
Ammoniacal liquor in, stirring 4h carries out doping, suction filtration, then wash filter cake to neutrality with ethanol and deionized water, and 60 DEG C are vacuum dried
24h obtains polyaniline in eigenstate.
S3:The preparation of taurine secondary doping polyaniline：Take 1g polyaniline in eigenstate 100mL concentration is dissolved in for 1mol/L's
In taurine solution, stirring 4h carries out secondary doping, and the blackish green polymer filtration for obtaining is washed with ethanol and deionized water
To neutrality, 60 DEG C of vacuum drying 24h obtain black powder taurine secondary doping polyaniline to filter cake.
Embodiment 2
A kind of taurine secondary doping polyaniline, which is prepared as follows：
S1:The preparation of doped hydrochloride polyaniline：In there-necked flask plus 0.1mol aniline and 100mL 1mol/L hydrochloric acid in ice
Stir 10 minutes in bath, treat that temperature drops to less than 5 DEG C, the 1.5mol/L ammonium persulfates of the 30mL for preparing are added dropwise with dropping funel
Solution, keeps reaction temperature below 5 DEG C, reacts 4h, and product is carried out suction filtration, deionized water and absolute ethanol washing filter
Cake, 60 DEG C of vacuum drying 24h obtain product hydrochloric acid doped polyaniline.
S2:The preparation of polyaniline in eigenstate:Take the dried doped hydrochloride polyanilines of 1g and be dissolved in 150mL concentration and be
In the ammoniacal liquor of 1.5mol/L, stirring 4h carries out doping, suction filtration, then washs filter cake to neutrality with ethanol and deionized water, 60 DEG C
Vacuum drying 24h obtains polyaniline in eigenstate.
S3:The preparation of taurine secondary doping polyaniline：Take 1g polyaniline in eigenstate 80mL concentration is dissolved in for 0.8mol/L
Taurine solution in, stirring 4h carries out secondary doping, and the blackish green polymer filtration for obtaining is washed with ethanol and deionization
Filter cake is washed to neutrality, 60 DEG C of vacuum drying 24h obtain black powder taurine secondary doping polyaniline.
Embodiment 3
A kind of taurine secondary doping polyaniline, which is prepared as follows：
S1:The preparation of doped hydrochloride polyaniline：In there-necked flask plus 0.1mol aniline and 50mL 2mol/L hydrochloric acid in ice
Stir 10 minutes in bath, treat that temperature drops to less than 5 DEG C, the 1mol/L ammonium persulfates that the 40mL for preparing is added dropwise with dropping funel are molten
Liquid, keeps reaction temperature below 5 DEG C, reacts 4h, product is carried out suction filtration, deionized water and absolute ethanol washing filter cake,
60 DEG C of vacuum drying 24h obtain product hydrochloric acid doped polyaniline.
S2:The preparation of polyaniline in eigenstate:Take the dried doped hydrochloride polyanilines of 2g 200mL concentration is dissolved in for 2mol/L
Ammoniacal liquor in, stirring 4h carries out doping, suction filtration, then wash filter cake to neutrality with ethanol and deionized water, and 60 DEG C are vacuum dried
24h obtains polyaniline in eigenstate.
S3:The preparation of taurine secondary doping polyaniline：Take 2g polyaniline in eigenstate 80mL concentration is dissolved in for 1.2mol/L
Taurine solution in, stirring 4h carries out secondary doping, and the blackish green polymer filtration for obtaining is washed with ethanol and deionization
Filter cake is washed to neutrality, 60 DEG C of vacuum drying 24h obtain black powder taurine secondary doping polyaniline.
Embodiment 4
A kind of taurine secondary doping polyaniline, which is prepared as follows：
S1:The preparation of doped hydrochloride polyaniline：In there-necked flask, add 0.1mol aniline and the 1.5mol/L hydrochloric acid of 50mL to exist
Stir 10 minutes in ice bath, treat that temperature drops to less than 5 DEG C, the 1.5mol/L persulfuric acid of the 35mL for preparing is added dropwise with dropping funel
Potassium solution, keeps reaction temperature below 5 DEG C, reacts 4h, and product is carried out suction filtration, deionized water and absolute ethanol washing filter
Cake, 60 DEG C of vacuum drying 24h obtain product hydrochloric acid doped polyaniline.
S2:The preparation of polyaniline in eigenstate:Take the dried doped hydrochloride polyanilines of 1.5g and be dissolved in 180mL concentration and be
In the ammoniacal liquor of 1.5mol/L, stirring 4h carries out doping, suction filtration, then washs filter cake to neutrality with ethanol and deionized water, 60 DEG C
Vacuum drying 24h obtains polyaniline in eigenstate.
S3:The preparation of taurine secondary doping polyaniline：Take 1.5g polyaniline in eigenstate 100mL concentration is dissolved in for 1mol/L
Taurine solution in, stirring 4h carries out secondary doping, and the blackish green polymer filtration for obtaining is washed with ethanol and deionization
Filter cake is washed to neutrality, 60 DEG C of vacuum drying 24h obtain black powder taurine secondary doping polyaniline.
Embodiment 5
A kind of taurine secondary doping polyaniline, which is prepared as follows：
S1:The preparation of doped hydrochloride polyaniline：In there-necked flask plus 0.75mol aniline and 90mL 1mol/L hydrochloric acid in ice
Stir 10 minutes in bath, treat that temperature drops to less than 5 DEG C, the 2mol/L sodium peroxydisulfates that the 25mL for preparing is added dropwise with dropping funel are molten
Liquid, keeps reaction temperature below 5 DEG C, reacts 4h, product is carried out suction filtration, deionized water and absolute ethanol washing filter cake,
60 DEG C of vacuum drying 24h obtain product hydrochloric acid doped polyaniline.
S2:The preparation of polyaniline in eigenstate:Take the dried doped hydrochloride polyanilines of 2g 100mL concentration is dissolved in for 2mol/L
Ammoniacal liquor in, stirring 4h carries out doping, suction filtration, then wash filter cake to neutrality with ethanol and deionized water, and 60 DEG C are vacuum dried
24h obtains polyaniline in eigenstate.
S3:The preparation of taurine secondary doping polyaniline：Take 1.5g polyaniline in eigenstate and be dissolved in 100mL concentration and be
In the taurine solution of 0.8mol/L, stirring 4h carries out secondary doping, and the blackish green polymer filtration for obtaining with ethanol and goes
To neutrality, 60 DEG C of vacuum drying 24h obtain black powder taurine secondary doping polyaniline to ion water washing filter cake.
The water soluble characteristic of the taurine secondary doping polyaniline obtained to embodiment 1 to 5 is tested, while test is corresponding
The doped hydrochloride polyaniline obtained in embodiment and the water solubility of polyaniline in eigenstate, method of testing are by polymer 10mg to be measured
In adding 1mL water, then ultrasonic 30min stands 24h, observes its state, and test result is as shown in the table, wherein ++ represent
It is completely dissolved ,+representative is partly dissolved ,-representative is insoluble.
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | |
| Doped hydrochloride polyaniline | + | + | + | + | - |
| Polyaniline in eigenstate | - | - | - | - | - |
| Taurine secondary doping polyaniline | ++ | ++ | + | ++ | + |
Knowable to the test result of upper table, taurine secondary doping polyaniline prepared by the present invention can be completely soluble,
Its solubility property is preferable, hence it is evident that better than doped hydrochloride polyaniline and polyaniline in eigenstate.
The electrical conductivity row of the taurine secondary doping polyaniline obtained to embodiment 1 to 5 is tested to reflect its electric conductivity,
The electrical conductivity of the doped hydrochloride polyaniline and polyaniline in eigenstate obtained in corresponding embodiment, test result such as following table is tested simultaneously
It is shown：
| Electrical conductivity (S/cm) | Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 |
| Doped hydrochloride polyaniline | 10 | 9.4 | 9.2 | 9.6 | 8.8 |
| Polyaniline in eigenstate | 5.3 | 4.8 | 4.9 | 4.8 | 4.3 |
| Taurine secondary doping polyaniline | 32.3 | 31.2 | 31.9 | 31.8 | 31 |
The electric conductivity of the taurine secondary doping polyaniline prepared from the data in upper table, the present invention is preferable, its
Electrical conductivity takes aniline and polyaniline in eigenstate apparently higher than doped hydrochloride.
The foregoing is only presently preferred embodiments of the present invention, not to limit the present invention, all spirit in the present invention and
Within principle, any modification, equivalent substitution and improvements made etc. should be included within the scope of the present invention.
Claims (7)
1. a kind of preparation method of taurine secondary doping polyaniline, it is characterised in that comprise the steps：
S1. by aniline and mixed in hydrochloric acid the stirring reaction under condition of ice bath, the temperature of question response liquid is down to less than 5 DEG C backward instead
It is added dropwise initiator solution in answering liquid, maintains reaction temperature less than 5 DEG C, suction filtration, filter cake deionized water and nothing fully after reaction
Water-ethanol is washed, and is vacuum dried to obtain doped hydrochloride polyaniline；
S2., during the doped hydrochloride polyaniline for being prepared by S1 adds ammoniacal liquor, suction filtration after doping is sufficiently stirred for, filter cake ethanol and is gone
Ion water washing is vacuum dried to obtain polyaniline in eigenstate to neutrality；
S3. by S2 prepare polyaniline in eigenstate add 0.8-1.2mol/L the taurine aqueous solution in, polyaniline in eigenstate with
Taurine for (1-2) g:(0.05-0.1) mol, stirring more than 4h carry out secondary doping, suction filtration, filter cake ethanol and deionization
Water washing is vacuum dried to obtain powder taurine secondary doping polyaniline to neutrality.
2. the preparation method of a kind of taurine secondary doping polyaniline according to claim 1, it is characterised in that in S1
The concentration of hydrochloric acid is 1-2mol/L, and aniline is (0.05-0.1) mol with hydrochloric acid amount ratio：(50-100)mL.
3. the preparation method of a kind of taurine secondary doping polyaniline according to claim 1, it is characterised in that in S1
The aqueous solution of the initiator solution for ammonium persulfate, potassium peroxydisulfate or sodium peroxydisulfate.
4. the preparation method of a kind of taurine secondary doping polyaniline according to claim 1, it is characterised in that in S1
The concentration of initiator solution is 1-2mol/L, and aniline is (0.05-0.1) mol with the amount ratio of initiator solution：(25-40)mL.
5. a kind of preparation method of taurine secondary doping polyaniline according to claim 1, it is characterised in that ammonia in S2
The concentration of water is 1-2mol/L, and doped hydrochloride polyaniline is (1-2) g with the amount ratio of ammoniacal liquor:(150-200)mL.
6. the preparation method of a kind of taurine secondary doping polyaniline according to any one of claim 1 to 5, its feature exist
In, in S1, S2 and S3 vacuum drying temperature be 60 DEG C, the vacuum drying time be 24h.
7. a kind of taurine secondary doping polyaniline, it is characterised in that by the method as described in any one of claim 1 to 6
Prepare.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107227104A (en) * | 2017-07-18 | 2017-10-03 | 大悟县新生农业科技有限公司 | A kind of citric acid secondary doping polyaniline and its application in anticorrosive paint |
| CN112143341A (en) * | 2020-10-14 | 2020-12-29 | 湖南科技大学 | Preparation method of secondary POSS-doped modified polyaniline anticorrosive coating |
| CN113140666A (en) * | 2021-03-30 | 2021-07-20 | 武汉工程大学 | Composite thermoelectric material and preparation method thereof |
| CN113659066A (en) * | 2021-07-27 | 2021-11-16 | 武汉工程大学 | Phytic acid partially-doped polyaniline thermoelectric material and preparation method thereof |
| CN114790591A (en) * | 2022-04-07 | 2022-07-26 | 烟台哈尔滨工程大学研究院 | Polyimide/polyaniline composite conductive fiber membrane material and preparation method thereof |
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| CN1415645A (en) * | 2002-11-14 | 2003-05-07 | 华东理工大学 | Method for preparing fusible conductive polyaniline |
| CN104884490A (en) * | 2012-10-12 | 2015-09-02 | 加州大学评议会 | Polyaniline membranes, uses, and methods thereto |
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- 2016-10-10 CN CN201610883458.5A patent/CN106519666B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1415645A (en) * | 2002-11-14 | 2003-05-07 | 华东理工大学 | Method for preparing fusible conductive polyaniline |
| CN104884490A (en) * | 2012-10-12 | 2015-09-02 | 加州大学评议会 | Polyaniline membranes, uses, and methods thereto |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107227104A (en) * | 2017-07-18 | 2017-10-03 | 大悟县新生农业科技有限公司 | A kind of citric acid secondary doping polyaniline and its application in anticorrosive paint |
| CN112143341A (en) * | 2020-10-14 | 2020-12-29 | 湖南科技大学 | Preparation method of secondary POSS-doped modified polyaniline anticorrosive coating |
| CN112143341B (en) * | 2020-10-14 | 2022-04-01 | 湖南科技大学 | Preparation method of secondary POSS-doped modified polyaniline anticorrosive coating |
| CN113140666A (en) * | 2021-03-30 | 2021-07-20 | 武汉工程大学 | Composite thermoelectric material and preparation method thereof |
| CN113140666B (en) * | 2021-03-30 | 2023-09-26 | 武汉工程大学 | Composite thermoelectric material and preparation method thereof |
| CN113659066A (en) * | 2021-07-27 | 2021-11-16 | 武汉工程大学 | Phytic acid partially-doped polyaniline thermoelectric material and preparation method thereof |
| CN114790591A (en) * | 2022-04-07 | 2022-07-26 | 烟台哈尔滨工程大学研究院 | Polyimide/polyaniline composite conductive fiber membrane material and preparation method thereof |
| CN114790591B (en) * | 2022-04-07 | 2024-01-30 | 烟台哈尔滨工程大学研究院 | Polyimide/polyaniline composite conductive fiber membrane material and preparation method thereof |
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