CN107163558A - A kind of preparation method of polyurethane polyureas diphenylamines anti-static material - Google Patents
A kind of preparation method of polyurethane polyureas diphenylamines anti-static material Download PDFInfo
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- CN107163558A CN107163558A CN201710553893.6A CN201710553893A CN107163558A CN 107163558 A CN107163558 A CN 107163558A CN 201710553893 A CN201710553893 A CN 201710553893A CN 107163558 A CN107163558 A CN 107163558A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy groups
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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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions 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 C08L61/00 - C08L77/00
- C08L79/02—Polyamines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/04—Antistatic
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a kind of preparation method of polyurethane polyureas diphenylamines anti-static material, with diphenylamines, neopelex, (NH4)2S2O8, triphenylmethane triisocyanate, ethanol, the raw material such as propane diols is by vacuum distillation, ice-water bath, the poly- diphenylamines anti-static material of method synthesis of polyurethane such as acid treatment.Material prepared by the present invention has extraordinary antistatic property.
Description
Technical field
The present invention relates to a kind of preparation method of polyurethane-poly- diphenylamines anti-static material, belong to antistatic field.
Background technology
Current polymer anti static method mainly has:Add antistatic additive;It is carbon black-filled, metal, metal oxide, inorganic
The conductive fillers such as salt;With hydrophilic polymer or conducting polymer blending etc..Although adding antistatic additive in polyurethane material
Or inorganic conductive powder has certain antistatic effect, but antistatic persistence is poor, is fixed while material property also has
Drop.I have invented preparation method this method of a kind polyurethane-poly- diphenylamines anti-static material is simple, the polyurethane of preparation-
The poly- good persistence of diphenylamines anti-static material antistatic effect is good.
The content of the invention
In view of the above-mentioned problems of the prior art, the present invention provides a kind of polyurethane-poly- diphenylamines anti-static material
Preparation method.
To achieve these goals, the technical solution adopted by the present invention is a kind of polyurethane-poly- diphenylamines anti-static material
Preparation method.Comprise the following steps：
Step 1, a certain amount of diphenylamines is weighed first, then carry out vacuum distillation processing, in being preserved at 0~5 DEG C；
Step 2, weigh neopelex and be dissolved in deionized water the stirring and dissolving under 30 DEG C of oil baths, then by above-mentioned place
The diphenylamines managed is added in the solution of neopelex, roller agitator processing 2h;
Step 3 and then in vacuum glove box, by (NH4)2S2O8Obtain colourless molten in being dissolved in 1.5 mol/L HCl solution
Liquid, while infrared processing 1h;
Step 4 and then the diphenylamine solution of above-mentioned processing is transferred under ice-water bath, 2h is handled under magnetic agitation;
Step 5 and then by (NH4) that handles well2S2O8Solution is added drop-wise to the two of above-mentioned ice-water bath processing with per minute 30 drop speed
In aniline solution, solution colour switchs to rapidly dark blue-green, and has a granular precipitate generation,
After step 6,3~4 h of reaction, suction filtration is washed to filtrate in colourless with 1mol/L HCl, deionized water, produced successively
To the doped poly- diphenylamines of black powder；
After step 7, the poly- dry 24h of 110 DEG C of diphenylamines by made from, with the min of ball mill grinding 30, closed preservation；
Step 8, triphenylmethane triisocyanate, polyether triol and a small amount of octoate catalyst stannous are added to 250 mL dresses
In the there-necked flask for having constant speed stirrer, reflux condensing tube, 70 DEG C of 4 h of reaction are warming up to, room temperature is cooled to, obtains polyurethane
Prepolymer；
Step 9, take polyurethane prepolymer obtained above, add poly- diphenylamines powder obtained above, ethanol, glycerine,
It is put into after ultrasonic mixing is uniform after solidifying 3 h in 150 DEG C in the mm flat plate molds of the mm of 120 mm × 120 × 50 and is stripped and must resist
Electrostatic material.
Beneficial effect:A kind of preparation method of polyurethane-poly- diphenylamines anti-static material of the present invention.Pass through matching somebody with somebody for raw material
Than the H atoms on the N-H keys in polyaniline can be made to take part in reaction when polyurethane prepolymer solidifies with preparation manipulation,
Form the network structure of crosslinking.The network structure of this crosslinking also increases the phase between polyaniline powder and polyurethane matrix
Interaction.So as to strengthen its synergy.Preferably material can be modified using acid treatment in preparation process,
Reach more preferable antistatic effect.Wherein apply example 1 and produce diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is
27:52:8 sample（Unit serving）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts, dodecyl
5 parts of benzene sulfonic acid sodium salt, 1.5 mol/L HCl10 parts, 6 parts of polyether triol, 2 parts of stannous octoate, 5 parts of ethanol, glycerine part, go from
Sub- 20 parts of water.Embodiment 2 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 20:57:13 sample
（Unit serving）.20 parts of diphenylamines, 57 parts of triphenylmethane triisocyanate, (NH4)2S2O813 parts.Other raw material dosages, operation
Step is with embodiment 1.Preferably, experiment is found obtained polyurethane-poly- diphenylamines anti-static material antistatic property, will be poly-
Product its antistatic property that urethane prepolymer is obtained by modification again is preferably greatly improved.
Embodiment
Embodiment 1 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:8 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts, 5 parts of neopelex,
10 parts of 1.5 mol/L HCl, 6 parts of polyether triol, 2 parts of stannous octoate, 5 parts of ethanol, glycerine part, 20 parts of deionized water.
Step 1, the diphenylamines for weighing 27 parts first, then carry out vacuum distillation processing, in preservation at 0~5 DEG C；
Step 2, weigh 5 parts of neopelexes and be dissolved in 20 parts of deionized waters the stirring and dissolving under 30 DEG C of oil baths, then
The above-mentioned diphenylamines handled well is added in the solution of neopelex, roller agitator processing 2h;
Step 3 and then in vacuum glove box, by 8 parts (NH4)2S2O8In being dissolved in 10 part of 1.5 mol/L HCl solution
To colourless solution, while infrared processing 1h;
Step 4 and then the diphenylamine solution of above-mentioned processing is transferred under ice-water bath, 2h is handled under magnetic agitation;
Step 5 and then by (NH4) that handles well2S2O8Solution is added drop-wise to the two of above-mentioned ice-water bath processing with per minute 30 drop speed
In aniline solution, solution colour switchs to rapidly dark blue-green, and has a granular precipitate generation,
After step 6,3~4 h of reaction, suction filtration is washed to filtrate in colourless with 1mol/L HCl, deionized water, produced successively
To the doped poly- diphenylamines of black powder；
After step 7, the poly- dry 24h of 110 DEG C of diphenylamines by made from, with the min of ball mill grinding 30, closed preservation；
Step 8,52 parts of triphenylmethane triisocyanates, 6 parts of polyether triols and 2 parts of octoate catalyst stannous are added into 250 mL
Equipped with 70 DEG C of 4 h of reaction in constant speed stirrer, the there-necked flask of reflux condensing tube, are warming up to, room temperature is cooled to, poly- ammonia is obtained
Ester prepolymer；
Step 9, take polyurethane prepolymer obtained above, add poly- diphenylamines powder obtained above, 5 parts of ethanol, 5 parts
It is put into the mm flat plate molds of the mm of 120 mm × 120 × 50 and solidifies in 150 DEG C after 3 h after glycerine, ultrasonic mixing are uniform
It is stripped to obtain anti-static material；
Embodiment 2 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 20:57:13 sample（Unit
Part）.20 parts of diphenylamines, 57 parts of triphenylmethane triisocyanate, (NH4)2S2O813 parts.Other raw material dosages, operating procedure with
As embodiment 1.
Embodiment 3 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 25:52:8 sample（It is single
Position part）.25 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 4 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 23:52:8 sample（It is single
Position part）.23 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 5 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 21:52:8 sample（It is single
Position part）.21 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 6 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 19:52:8 sample（It is single
Position part）.19 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment system 7 takes diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 29:52:8 sample（It is single
Position part）.29 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 8 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 31:52:8 sample（It is single
Position part）.31 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 9 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 33:52:8 sample（It is single
Position part）.33 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 10 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:50:8 sample（It is single
Position part）.27 parts of diphenylamines, 50 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 11 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:48:8 sample（It is single
Position part）.27 parts of diphenylamines, 48 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Other raw material dosages, operating procedure
With embodiment 1.
Embodiment 12 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:9 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O89 parts, operating procedure is with embodiment 1 one
Sample.
Embodiment 13 produces diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:10 sample
（Unit serving）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O810 parts.Other raw material dosages, operation
Step is with embodiment 1.
Embodiment 14
Step 1, the diphenylamines for weighing 27 parts first, then carry out vacuum distillation processing, in preservation at 0~5 DEG C；
Step 2, weigh 5 parts of neopelexes and be dissolved in 20 parts of deionized waters the stirring and dissolving under 30 DEG C of oil baths, then
The above-mentioned diphenylamines handled well is added in the solution of neopelex, roller agitator processing 2h;
Step 3 and then in vacuum glove box, during 8 parts of (NH4) 2S2O8 are dissolved in 10 part of 1.5 mol/L HCl solution
Colourless solution is obtained, while infrared processing 1h;
Step 4 and then the diphenylamine solution of above-mentioned processing is transferred under ice-water bath, 2h is handled under magnetic agitation;
Step 5 and then (NH4) the 2S2O8 solution handled well with per minute 30 drop speed is added drop-wise to the processing of above-mentioned ice-water bath
In diphenylamine solution, solution colour switchs to rapidly dark blue-green, and has a granular precipitate generation,
After step 6,3~4 h of reaction, suction filtration, it is in colourless to be washed successively with 1mol/L HCl, deionized water to filtrate, i.e.,
Obtain the doped poly- diphenylamines of black powder；
After step 7, the poly- dry 24h of 110 DEG C of diphenylamines by made from, with the min of ball mill grinding 30, closed preservation；
Step 8,52 parts of triphenylmethane triisocyanates, 6 parts of polyether triols and 2 parts of octoate catalyst stannous are added into 250 mL
Equipped with 70 DEG C of 4 h of reaction in constant speed stirrer, the there-necked flask of reflux condensing tube, are warming up to, room temperature is cooled to, poly- ammonia is obtained
Ester prepolymer；
Step 9 and then yttrium nitrate is used, ammonia is modified processing：Polyurethane prepolymer obtained above is immersed in 0.25mol/L
Yttrium nitrate aqueous solution in 2h, be passed through ammonia when then, ammonia compares 3 with volume of air:7, while carrying out 50 DEG C of magnetic agitation
Oil bath 3h;
Step 10, the polyurethane prepolymer good to above-mentioned modification carry out 70% perchloric acid solution oxidation processes, and polyurethane is pre-
Polymers is immersed in 4h in perchloric acid solution；
Step 11, take polyurethane prepolymer made from above-mentioned modification, add poly- diphenylamines powder obtained above, 5 parts
Ethanol, is put into solid in 150 DEG C in the mm flat plate molds of the mm of 120 mm × 120 × 50 after 5 parts of glycerine, ultrasonic mixings are uniform
Change and anti-static material is stripped to obtain after 3 h.
Reference examples 1 produce diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:8 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Diphenylamines is not depressurized wherein
Distillation is handled, other raw material dosages, and operating procedure is with embodiment 1.
Reference examples 2 produce diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:8 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Wherein not to (NH4)2S2O8Solution
Infrared processing is carried out, operating procedure is with embodiment 1.
Reference examples 3 produce diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:8 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Wherein frozen water is not carried out to diphenylamines
Bath is handled, other raw material dosages, and operating procedure is with embodiment 1.
Reference examples 4 produce diphenylamines, triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 27:52:8 sample（It is single
Position part）.27 parts of diphenylamines, 52 parts of triphenylmethane triisocyanate, (NH4)2S2O88 parts.Wherein not to (NH4)2S2O8Solution
Acid treatment is carried out, operating procedure is with embodiment 1.
Reference examples 5 produce diphenylamines, (NH4)2S2O8Ratio is 27:8 sample（Unit serving）.27 parts of diphenylamines, (NH4)2S2O88 parts.Triphenylmethane triisocyanate is added without, other raw material dosages, operating procedure is with embodiment 1.
Reference examples 6 produce triphenylmethane triisocyanate, (NH4)2S2O8Ratio is 52:8 sample（Unit serving）.Triphen
52 parts of methylmethane triisocyanate, (NH4)2S2O88 parts.Diphenylamines is wherein added without, other raw material dosages, operating procedure is with reality
As applying example 1.
Specific insulation is tested：Generally, the specific insulation of material is reduced to 1010During Ω ° of m or following, material
Material is easy to leak the electrostatic charge on surface to environment, so as to avoid producing electrostatic hazard to packed article.Therefore, in this research
With this standard come the antistatic property of judgement material.The room temperature resistivity of sample is determined by GB/ T 15662-1995.
By test result indicates that：It can be found that comparative example, embodiment 1, polyurethane made from 2-poly- diphenylamines is antistatic
Material antistatic effect is best.Illustrate that the raw material proportioning has more preferable synergy, operating procedure is anti-quiet most beneficial for synthesis
The good polyurethane of electric effect-poly- diphenylamines anti-static material.Obtained polyurethane-poly- diphenylamines anti-static material under other techniques
Anti-static performance is general.Comparative example 1, comparative example 1,2,3,4,5,6 is can be found that.Carry out carrying out decompression steaming to diphenylamines
Processing is evaporated, to (NH4)2S2O8Solution carries out infrared, acid treatment, and ice-water bath processing is carried out to diphenylamines, adds triphenyl methane three
Isocyanates, polyurethane made from diphenylamines-poly- diphenylamines anti-static material antistatic effect is good.
Embodiment 1 and 14 can be seen that the polyurethane prepolymer by modification has for the antistatic property of whole material
Very important influence, which greatly enhances the antistatic property of material.
Claims (3)
1. the preparation method of a kind of polyurethane-poly- diphenylamines anti-static material, it is characterised in that with diphenylamines, detergent alkylate
Sodium sulfonate, (NH4) 2S2O8, triphenylmethane triisocyanate, ethanol, the raw material such as propane diols is by vacuum distillation, ice-water bath,
The method such as acid treatment synthesis of polyurethane-poly- diphenylamines anti-static material.
2. the preparation method of a kind of polyurethane-poly- diphenylamines anti-static material, it is characterised in that specifically include following steps：
Step 1, a certain amount of diphenylamines is weighed first, then carry out vacuum distillation processing, in being preserved at 0~5 DEG C；
Step 2, weigh neopelex and be dissolved in deionized water the stirring and dissolving under 30 DEG C of oil baths, then by above-mentioned place
The diphenylamines managed is added in the solution of neopelex, roller agitator processing 2h;
Step 3 and then in vacuum glove box, obtains colourless during (NH4) 2S2O8 is dissolved in 1.5 mol/L HCl solution
Solution, while infrared processing 1h;
Step 4 and then the diphenylamine solution of above-mentioned processing is transferred under ice-water bath, 2h is handled under magnetic agitation;
Step 5 and then (NH4) the 2S2O8 solution handled well with per minute 30 drop speed is added drop-wise to the processing of above-mentioned ice-water bath
In diphenylamine solution, solution colour switchs to rapidly dark blue-green, and has a granular precipitate generation,
After step 6,3~4 h of reaction, suction filtration is washed to filtrate in colourless with 1mol/L HCl, deionized water, produced successively
To the doped poly- diphenylamines of black powder；
After step 7, the poly- dry 24h of 110 DEG C of diphenylamines by made from, with the min of ball mill grinding 30, closed preservation；
Step 8, triphenylmethane triisocyanate, polyether triol and a small amount of octoate catalyst stannous are added to 250 mL dresses
In the there-necked flask for having constant speed stirrer, reflux condensing tube, 70 DEG C of 4 h of reaction are warming up to, room temperature is cooled to, obtains polyurethane pre-
Polymers；
Step 9, take polyurethane prepolymer obtained above, add poly- diphenylamines powder obtained above, ethanol, glycerine,
It is put into after ultrasonic mixing is uniform in flat plate mold after solidifying 3 h in 150 DEG C and is stripped to obtain anti-static material.
3. a kind of preparation method of polyurethane according to claim 1-poly- diphenylamines anti-static material, it is characterised in that
Polyurethane prepolymer prepared by described step 8 passes through modification again, and modification includes, and obtained polyurethane is pre-
Polymers is immersed in 2h in 0.25mol/L yttrium nitrate aqueous solution, is being passed through ammonia when then, ammonia compares 3 with volume of air:7, simultaneously
Carry out 50 DEG C of oil bath 3h of magnetic agitation;
The polyurethane prepolymer good to above-mentioned modification carries out 70% perchloric acid solution oxidation processes, and polyurethane prepolymer is soaked
Bubble 4h in perchloric acid solution.
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| CN201710553893.6A CN107163558A (en) | 2017-07-09 | 2017-07-09 | A kind of preparation method of polyurethane polyureas diphenylamines anti-static material |
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2017
- 2017-07-09 CN CN201710553893.6A patent/CN107163558A/en active Pending
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| US4751254A (en) * | 1987-01-20 | 1988-06-14 | Milliken Research Corporation | Process for in situ coloration of thermosetting resins |
| CN103113736A (en) * | 2013-03-01 | 2013-05-22 | 南京航空航天大学 | Method for preparing high-electric energy density high polymer composite film |
| CN105552279A (en) * | 2016-01-29 | 2016-05-04 | 常州达奥新材料科技有限公司 | Method for preparing overcharge protection battery separator with high heat stability by electrospinning method |
| CN106384677A (en) * | 2016-09-30 | 2017-02-08 | 浙江工业大学 | Poly-diphenylamine/active carbon composite material and application thereof |
| CN106750116A (en) * | 2016-11-22 | 2017-05-31 | 山东科技大学 | A kind of polyurethane nano flame-proof composite material and preparation method thereof |
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