CN108264752A - A kind of heat-proof polyimide composite proton membrane and preparation method thereof - Google Patents
A kind of heat-proof polyimide composite proton membrane and preparation method thereof Download PDFInfo
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- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2218—Synthetic macromolecular compounds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
- C08G65/485—Polyphenylene oxides
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
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- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
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- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2371/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
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- C08J2479/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2461/00 - C08J2477/00
- C08J2479/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08J2479/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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Abstract
The invention discloses a kind of heat-proof polyimide composite proton membranes, it is made of the raw material of following weight parts：Polyphenylene oxide 75 80, chlorosulfonic acid 4 10, oleic acid diethyl amide 12, hydrocarbyl succinimide acid 12, diphenyl silanediol 13, the sad butyl tin 0.1 0.2 of modified polyimide 57, three, calcium acetylacetonate 0.5 1, aluminum stearate 23, the calcium acetylacetonate that the present invention adds in also has certain heat-resistant stability, for finished product proton membrane comprehensive performance is promoted to have good promotion.
Description
Technical field
The invention belongs to fuel cell fields, and in particular to a kind of heat-proof polyimide composite proton membrane and its preparation side
Method.
Background technology
Proton exchange membrane is the core component of PEMFC, and PEM has any different with the diaphragm used in general electrochmical power source.Proton
Clean materials of the substitution power source as PEM that exchange film fuel battery has become gasoline engine power most competitiveness should
This meets the following conditions：The electro-osmotic effects of good proton conductivity, hydrone in film are small, permeability of the gas in film
It is as small as possible, electrochemical stability is good, dry and wet conversion performance is good, has that certain mechanical strength, machinability be good, price is fitted
When；The clean substitution power source that Proton Exchange Membrane Fuel Cells has become gasoline engine power most competitiveness is used as PEM's
Material should meet the following conditions:(1) good proton conductivity；(2) electro-osmotic effects of the hydrone in film are small；(3) gas
Permeability of the body in film is as small as possible；(4) electrochemical stability is good；(5) dry and wet conversion performance is good；(6) there is certain machine
Tool intensity；(7) machinability is good, price is appropriate.However at present, commercially available sulfonated poly (phenylene oxide) also suffers from certain drawbacks, such as
Uniform and stable property is poor, and mechanical property is relatively low, heat-resistant stability is poor etc..
Invention content
In view of the defects and deficiencies of the prior art, the present invention intends to provide a kind of heat-proof polyimide composite protons
Film and preparation method thereof.
To achieve the above object, the present invention uses following technical scheme：
A kind of heat-proof polyimide composite proton membrane, it is made of the raw material of following weight parts：
Polyphenylene oxide 75-80, chlorosulfonic acid 4-10, oleic acid diethyl amide 1-2, hydrocarbyl succinimide acid 1-2, diphenyl silanediol 1-3, change
Property polyimides 5-7, three sad butyl tin 0.1-0.2, calcium acetylacetonate 0.5-1, aluminum stearate 2-3.
The modified polyimide is made of the raw material of following weight parts：
Polyimide resin powder 30-40, ammonium molybdate 1-2,8-hydroxyquinoline 0.1-0.2, silicon powder 10-14, dodecyl front three
Ammonium chloride 2-3, diisocyanate 1-2.
The preparation method of the modified polyimide, includes the following steps：
（1）8-hydroxyquinoline is taken, is added in the absolute ethyl alcohol of 10-17 times of its weight, the insulated and stirred 30-40 at 50-60 DEG C
Minute, obtain alcoholic solution；
（2）Silicon powder, dodecyl trimethyl ammonium chloride mixing are taken, is added in the deionized water of 20-30 times of mixture weight,
It is 1-2 hours ultrasonic, obtain silicon powder dispersion liquid；
（3）Above-mentioned silicon powder dispersion liquid, alcoholic solution mixing are taken, is stirred evenly, adds in diisocyanate, raising temperature is 70-75
DEG C, it is sent in reaction kettle, adds in polyimide resin powder, ammonium molybdate, insulated and stirred 2-3 hours, discharging cooling is filtered, will
Precipitation washing, is sent in baking oven, and 1-2 hours are dried at 80-90 DEG C to get the modified polyimide.
A kind of preparation method of heat-proof polyimide composite proton membrane, includes the following steps：
（1）Calcium acetylacetonate, chlorosulfonic acid mixing are taken, is added in the chloroform of 30-48 times of mixture weight, it is 20-30 minutes ultrasonic,
Obtain chloroform dispersion liquid；
（2）Hydrocarbyl succinimide acid, diphenyl silanediol mixing are taken, is sent in reaction kettle, it is 90-95 DEG C to adjust temperature of reaction kettle,
Polyphenylene oxide, insulated and stirred 1-2 hours are added in, discharging cooling obtains pretreatment polyphenylene oxide；
（3）Above-mentioned pretreatment polyphenylene oxide is taken, is added in chloroform dispersion liquid, stirs evenly, it is 30-40 minutes ultrasonic, it filters, it will be heavy
It forms sediment and washes, 2-3 hours dry at 55-60 DEG C of vacuum, cooling obtains heat resistance modified polyphenylene oxide；
（4）Above-mentioned heat resistance modified polyphenylene oxide is taken, is mixed with modified polyimide and its remaining each raw material, is stirred evenly, be sent to
It is 1-2 hours ultrasonic in the dimethylformamide of 20-30 times of mixture weight, it pours into culture dish, is put into vacuum drying chamber and exists
It is dried in vacuo 20-30 hours at 70-85 DEG C, after film molding, is put into 95-105 DEG C of thermostatic drying chamber and handles 1-2 hours, take off
Film is cooled to room temperature to get the heat-proof polyimide composite proton membrane.
Advantages of the present invention：
For the present invention using polyimide resin powder as raw material, diisocyanate is crosslinking agent, cross-linking modified to polyimides progress,
Silicon powder dispersion liquid is introduced in modified process, it is effective compatible between realization silicon powder and polyimides, and polyimides has
There is good heat-resistant stability, be blended with silicon powder, there is better high-temperature capability, while finished product proton membrane can also be improved
Mechanical property, the present invention are blended esterification treatment polyphenylene oxide as raw material using hydrocarbyl succinimide acid, diphenyl silanediol, substantially improve poly-
The dispersing and dissolving performance of phenylate in organic solvent, the calcium acetylacetonate that the present invention adds in also have certain heat-resistant stability,
For finished product proton membrane comprehensive performance is promoted to have good promotion.
Specific embodiment
Embodiment 1
A kind of heat-proof polyimide composite proton membrane, it is made of the raw material of following weight parts：
Polyphenylene oxide 80, chlorosulfonic acid 10, oleic acid diethyl amide 2, hydrocarbyl succinimide acid 2, diphenyl silanediol 3, modified polyimide
7th, three sad butyl tins 0.2, calcium acetylacetonate 1, aluminum stearate 3.
The modified polyimide is made of the raw material of following weight parts：
Polyimide resin powder 40, ammonium molybdate 2,8-hydroxyquinoline 0.2, silicon powder 14, dodecyl trimethyl ammonium chloride 3, two
Isocyanates 2.
The preparation method of the modified polyimide, includes the following steps：
（1）8-hydroxyquinoline is taken, is added in the absolute ethyl alcohol of 17 times of its weight, insulated and stirred 40 minutes, obtain alcohol at 60 DEG C
Solution；
（2）Silicon powder, dodecyl trimethyl ammonium chloride mixing are taken, is added in the deionized water of 30 times of mixture weight, surpasses
Sound 2 hours, obtains silicon powder dispersion liquid；
（3）Above-mentioned silicon powder dispersion liquid, alcoholic solution mixing are taken, is stirred evenly, adds in diisocyanate, raising temperature is 75 DEG C,
It is sent in reaction kettle, adds in polyimide resin powder, ammonium molybdate, insulated and stirred 3 hours, discharging cooling filters, will precipitate water
It washes, is sent in baking oven, 2 hours are dried at 90 DEG C to get the modified polyimide.
A kind of preparation method of heat-proof polyimide composite proton membrane, includes the following steps：
（1）Calcium acetylacetonate, chlorosulfonic acid mixing are taken, is added in the chloroform of 48 times of mixture weight, ultrasound 30 minutes obtains chloroform
Dispersion liquid；
（2）Hydrocarbyl succinimide acid, diphenyl silanediol mixing are taken, is sent in reaction kettle, it is 95 DEG C to adjust temperature of reaction kettle, is added in
Polyphenylene oxide, insulated and stirred 2 hours, discharging cooling obtain pretreatment polyphenylene oxide；
（3）Above-mentioned pretreatment polyphenylene oxide is taken, is added in chloroform dispersion liquid, stirs evenly, ultrasound 40 minutes is filtered, will be precipitated
It washes, 3 hours dry at 60 DEG C of vacuum, cooling obtains heat resistance modified polyphenylene oxide；
（4）Above-mentioned heat resistance modified polyphenylene oxide is taken, is mixed with modified polyimide and its remaining each raw material, is stirred evenly, be sent to
In the dimethylformamide of 20-30 times of mixture weight, ultrasound 2 hours is poured into culture dish, is put into vacuum drying chamber at 85 DEG C
Lower vacuum drying 30 hours after film molding, is put into 105 DEG C of thermostatic drying chamber and handles 2 hours, take off film, be cooled to room temperature, i.e.,
Obtain the heat-proof polyimide composite proton membrane.
Embodiment 2
A kind of heat-proof polyimide composite proton membrane, it is made of the raw material of following weight parts：
Polyphenylene oxide 75, chlorosulfonic acid 4-10, oleic acid diethyl amide 1, hydrocarbyl succinimide acid 1, diphenyl silanediol 1, modified polyamides are sub-
The sad butyl tin 0.1 of amine 5, three, calcium acetylacetonate 0.5, aluminum stearate 2.
The modified polyimide is made of the raw material of following weight parts：
Polyimide resin powder 30, ammonium molybdate 1,8-hydroxyquinoline 0.1, silicon powder 10-14, dodecyl trimethyl ammonium chloride 2,
Diisocyanate 1.
The preparation method of the modified polyimide, includes the following steps：
（1）8-hydroxyquinoline is taken, is added in the absolute ethyl alcohol of 10 times of its weight, insulated and stirred 30 minutes, obtain at 50-60 DEG C
Alcoholic solution；
（2）Silicon powder, dodecyl trimethyl ammonium chloride mixing are taken, is added in the deionized water of 20 times of mixture weight, surpasses
Sound 1 hour, obtains silicon powder dispersion liquid；
（3）Above-mentioned silicon powder dispersion liquid, alcoholic solution mixing are taken, is stirred evenly, adds in diisocyanate, raising temperature is 70 DEG C,
It is sent in reaction kettle, adds in polyimide resin powder, ammonium molybdate, insulated and stirred 2 hours, discharging cooling filters, will precipitate water
It washes, is sent in baking oven, 1 hour is dried at 80 DEG C to get the modified polyimide.
A kind of preparation method of heat-proof polyimide composite proton membrane, includes the following steps：
（1）Calcium acetylacetonate, chlorosulfonic acid mixing are taken, is added in the chloroform of 30 times of mixture weight, ultrasound 20 minutes obtains chloroform
Dispersion liquid；
（2）Hydrocarbyl succinimide acid, diphenyl silanediol mixing are taken, is sent in reaction kettle, it is 90 DEG C to adjust temperature of reaction kettle, is added in
Polyphenylene oxide, insulated and stirred 1 hour, discharging cooling obtain pretreatment polyphenylene oxide；
（3）Above-mentioned pretreatment polyphenylene oxide is taken, is added in chloroform dispersion liquid, stirs evenly, ultrasound 30 minutes is filtered, will be precipitated
It washes, 2 hours dry at 55 DEG C of vacuum, cooling obtains heat resistance modified polyphenylene oxide；
（4）Above-mentioned heat resistance modified polyphenylene oxide is taken, is mixed with modified polyimide and its remaining each raw material, is stirred evenly, be sent to
In the dimethylformamide that 20 times of mixture weight, ultrasound 1 hour is poured into culture dish, is put into vacuum drying chamber at 70 DEG C
Vacuum drying 20 hours after film molding, is put into 95-105 DEG C of thermostatic drying chamber and handles 1 hour, take off film, be cooled to room temperature,
Up to the heat-proof polyimide composite proton membrane.
Performance test：
Performance measurement is carried out to the proton membrane that embodiment 1-2 is prepared, heat resistance test is tested according to GB/T13464-92, film
Mechanical property is tested according to GB4456-1996；
The proton conductivity of the proton exchange membrane of embodiment 1 is 3.01 × 10-2Scm-1, it is mechanical mechanics property 28.0Mpa, heat-resisting
Temperature is 267.1 DEG C；
The proton conductivity of the proton exchange membrane of embodiment 2 is 3.03 × 10-2Scm-1, it is mechanical mechanics property 27.6Mpa, heat-resisting
Temperature is 272.3 DEG C.
Claims (4)
1. a kind of heat-proof polyimide composite proton membrane, which is characterized in that it is made of the raw material of following weight parts：
Polyphenylene oxide 75-80, chlorosulfonic acid 4-10, oleic acid diethyl amide 1-2, hydrocarbyl succinimide acid 1-2, diphenyl silanediol 1-3, change
Property polyimides 5-7, three sad butyl tin 0.1-0.2, calcium acetylacetonate 0.5-1, aluminum stearate 2-3.
A kind of 2. heat-proof polyimide composite proton membrane according to claim 1, which is characterized in that the modification polyamides
Imines is made of the raw material of following weight parts：
Polyimide resin powder 30-40, ammonium molybdate 1-2,8-hydroxyquinoline 0.1-0.2, silicon powder 10-14, dodecyl front three
Ammonium chloride 2-3, diisocyanate 1-2.
A kind of 3. heat-proof polyimide composite proton membrane according to claim 2, which is characterized in that the modification polyamides
The preparation method of imines, includes the following steps：
（1）8-hydroxyquinoline is taken, is added in the absolute ethyl alcohol of 10-17 times of its weight, the insulated and stirred 30-40 at 50-60 DEG C
Minute, obtain alcoholic solution；
（2）Silicon powder, dodecyl trimethyl ammonium chloride mixing are taken, is added in the deionized water of 20-30 times of mixture weight,
It is 1-2 hours ultrasonic, obtain silicon powder dispersion liquid；
（3）Above-mentioned silicon powder dispersion liquid, alcoholic solution mixing are taken, is stirred evenly, adds in diisocyanate, raising temperature is 70-75
DEG C, it is sent in reaction kettle, adds in polyimide resin powder, ammonium molybdate, insulated and stirred 2-3 hours, discharging cooling is filtered, will
Precipitation washing, is sent in baking oven, and 1-2 hours are dried at 80-90 DEG C to get the modified polyimide.
4. a kind of preparation method of heat-proof polyimide composite proton membrane as described in claim 1, which is characterized in that including with
Lower step：
（1）Calcium acetylacetonate, chlorosulfonic acid mixing are taken, is added in the chloroform of 30-48 times of mixture weight, it is 20-30 minutes ultrasonic,
Obtain chloroform dispersion liquid；
（2）Hydrocarbyl succinimide acid, diphenyl silanediol mixing are taken, is sent in reaction kettle, it is 90-95 DEG C to adjust temperature of reaction kettle,
Polyphenylene oxide, insulated and stirred 1-2 hours are added in, discharging cooling obtains pretreatment polyphenylene oxide；
（3）Above-mentioned pretreatment polyphenylene oxide is taken, is added in chloroform dispersion liquid, stirs evenly, it is 30-40 minutes ultrasonic, it filters, it will be heavy
It forms sediment and washes, 2-3 hours dry at 55-60 DEG C of vacuum, cooling obtains heat resistance modified polyphenylene oxide；
（4）Above-mentioned heat resistance modified polyphenylene oxide is taken, is mixed with modified polyimide and its remaining each raw material, is stirred evenly, be sent to
It is 1-2 hours ultrasonic in the dimethylformamide of 20-30 times of mixture weight, it pours into culture dish, is put into vacuum drying chamber and exists
It is dried in vacuo 20-30 hours at 70-85 DEG C, after film molding, is put into 95-105 DEG C of thermostatic drying chamber and handles 1-2 hours, take off
Film is cooled to room temperature to get the heat-proof polyimide composite proton membrane.
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| CN112227965A (en) * | 2020-12-09 | 2021-01-15 | 东营市金亿来石油机械有限公司 | High-temperature-resistant coated sucker rod |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103337649A (en) * | 2013-06-27 | 2013-10-02 | 暨南大学 | Modified graphene/sulfonated polyphenyl ether proton exchange membrane and preparation method thereof |
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| CN103337649A (en) * | 2013-06-27 | 2013-10-02 | 暨南大学 | Modified graphene/sulfonated polyphenyl ether proton exchange membrane and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112227965A (en) * | 2020-12-09 | 2021-01-15 | 东营市金亿来石油机械有限公司 | High-temperature-resistant coated sucker rod |
| CN112227965B (en) * | 2020-12-09 | 2021-04-06 | 东营市金亿来石油机械有限公司 | High-temperature-resistant coated sucker rod |
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Application publication date: 20180710 |