CN110194839A - A kind of preparation and application of graphene quantum dot/polyphenyl thioether composite material - Google Patents
A kind of preparation and application of graphene quantum dot/polyphenyl thioether composite material Download PDFInfo
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- CN110194839A CN110194839A CN201910554414.1A CN201910554414A CN110194839A CN 110194839 A CN110194839 A CN 110194839A CN 201910554414 A CN201910554414 A CN 201910554414A CN 110194839 A CN110194839 A CN 110194839A
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- quantum dot
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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
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/001—Macromolecular compounds containing organic and inorganic sequences, e.g. organic polymers grafted onto silica
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
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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
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Abstract
The present invention provides a kind of preparation methods of graphene quantum dot/polyphenyl thioether composite material, are that polyphenylene sulfide is added to HNO3/H2SO4Nitrification is heated in nitration mixture, is filtered, and is washed, it is dry, obtain nitrification polyphenylene sulfide；Ammonification polyphenylene sulfide is obtained by polyphenylene sulfide is nitrified with reducing agent again；Then ammonification polyphenylene sulfide, nitrification graphene quantum dot carry out condensation reaction in DMF solution, obtain graphene quantum dot/polyphenyl thioether composite material.The composite material improves its hydrophobicity, resistance to acid and alkali due to that can obstruct some of the contaminants with closer reticular structure.It is dispersed in epoxy resin the hydrophobicity and viscosity that can significantly improve epoxy resin, can be used as the protection etc. that High performance protective coating is applied to metal surface.
Description
Technical field
The present invention relates to a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material, the present invention also relates to simultaneously
And the composite material is preparing the application in corrosion-inhibiting coating, belongs to technical field of composite materials and corrosion-inhibiting coating field.
Background technique
Polyphenylene sulfide (Polyphenylene sulfide, abridge PPS) is in molecule containing to phenylene sulfide repetition knot
The polymer of structure unit is a kind of new type functional engineering plastics, has in electronics, automobile, machinery and chemical field and answer extensively
With.PPS has many advantages, such as that high mechanical strength, high temperature resistant, high fire-retardance, chemical resistance are strong；With hard and crisp, crystallinity
High, fire retardant, the advantages that thermal stability is good, mechanical strength is higher, excellent electrical properties.
Graphene quantum dot is functional as a kind of emerging grapheme material, and flexible and heating conduction can be used as
The filler of material enhances the performance of substrate.The composite material that graphene quantum dot is filled into polyphenylene sulfide preparation is answered
When with better mechanical performance and chemical property, thus the application of polyphenylene sulfide is further spreaded.
Summary of the invention
The object of the present invention is to provide a kind of preparation methods of graphene quantum dot/polyphenyl thioether composite material；
It is a further object of the present invention to provide graphene quantum dot/polyphenyl thioether composite materials to prepare answering in corrosion-inhibiting coating
With.
The preparation of graphene quantum dot/polyphenyl thioether composite material of the present invention, comprising the following steps:
(1) preparation of ammonification polyphenylene sulfide
Polyphenylene sulfide (PPS) is added to HNO3/H2SO4Nitrification, filtering are heated in nitration mixture, washing (is washed with water, ethyl alcohol, acetone
Wash), it is dry, obtain nitrification polyphenylene thioether PPS-NO2；It then will nitrification polyphenylene sulfide and reducing agent Na2S2O4(sodium hydrosulfite) is added to
DMF, in a nitrogen atmosphere, in 70 ~ 75 DEG C of 5.5 ~ 6h of reflux, products therefrom precipitates in the methanol of acidification, washs, dry, obtains
Ammonification polyphenylene thioether PPS-NH2；
In nitration mixture, HNO3As the source N, H2SO4As oxidant.HNO3/H2SO4In nitration mixture, HNO3Concentration be 15 ~ 16 mol/
L, H2SO4Concentration be 18 ~ 20 mol/L；HNO3With H2SO4Volume ratio be 4:1 ~ 3:1.
HNO of the PPS in nitration mixture3/H2SO4Content is 0.08 ~ 0.1g/mL.Nitrification is that 30 ~ 35 are heated at 55 ~ 60 DEG C
Minute.
Na2S2O4Mass ratio with PPS is 1:0.80 ~ 1:0.86.Na2S2O4As reducing agent, nitro is restored into amino.
(2) preparation of graphene quantum dot is nitrified
It adds graphene oxide into strong nitric acid (concentration is 15 ~ 6 mol/L), in 120 ~ 150 DEG C of 10 ~ 12 h of secondary oxidation；
It is filtered, washed, dries, obtain functionalization graphene quantum dot.It with strong nitric acid oxidation is to tear sheet by graphene oxide
Layer, forming small size is graphene quantum dot, and the reaction time is longer, the higher reaction of temperature obtain quantum dot size it is smaller,
It is more uniform.
(3) graphene quantum dot/polyphenyl thioether composite material preparation
By ammonification polyphenylene thioether PPS-NH2, nitrify graphene quantum dot, condensing agent DCC(dicyclohexylcarbodiimide), catalyst
DMAP(4- dimethylamino naphthyridine) after ultrasonic disperse is uniform in DMF solution, 24 ~ 25.5h is stirred to react at 40 ~ 45 DEG C；It is cold
But to room temperature, pure water, organic solvent washing are successively used, it is dry, obtain graphene quantum dot/polyphenyl thioether composite material.
DCC is to combine the water generated in reaction process as condensing agent, reduces waste products amount, moves reaction forward
It is dynamic, it is higher to obtain yield.The mass ratio for nitrifying graphene quantum dot and condensing agent DCC is 1:45 ~ 1:48.
DMAP can increase reactant concentration as catalysts with activated carboxyl group, and reaction forward carries out, and yield is more
It is high.Nitrify the mass ratio of graphene quantum dot and catalyst DMAP are as follows: 1:3.0 ~ 1:3.5.
The mass ratio of carboxylated graphene quantum dot and ammonification polyphenylene sulfide is 1:20 ~ 1:100.
It is more uniform that in condensation reaction, temperature is milder, the time is longer, reaction forms amido bond；The boiling point of solvent is high, polarity
Greatly, preferably amido bond can be facilitated to be formed, therefore selects DMF as solvent.
Drying in above-mentioned all steps can dry at 55 ~ 60 DEG C, can also be freeze-dried at -5 ~ 0 DEG C.
Fig. 1 is the scanning electron microscope (SEM) photograph of graphene quantum dot/polyphenyl thioether composite material prepared by the present invention.It can be with from Fig. 1
Find out, shell-like structure is presented in composite material, and amino sites are located at shell inner wall.While this improves the mechanical performance of composite material
The performances such as the anti-corrosion of material are maintained again.
Fig. 2 is graphene quantum dot prepared by the present invention/polyphenyl thioether composite material infrared spectrogram.It can be with from Fig. 2
See, in PPS-NH2In spectrum, it can be seen that the obvious C-N (1350-1100cm of chemical functional group-1), C=C(1470cm of aromatic ring-1) and strong broadband be N-H (3500-3150cm-1It is bimodal) stretching vibration, 1620cm-1Place is N-H stretching vibration, in acid
Discovery has O-C=O (1720,1760cm in the spectrogram of the graphene quantum dot of change-1), in the composite in addition to all PPS-NH2
With increase-C=O-NH- (1690-1630cm other than the characteristic peak of the quantum dot of acidification-1), it was demonstrated that graphene quantum dot/polyphenylene sulfide
Ether composite material is successfully prepared.
In conclusion the present invention will can significantly improve the mechanical performances such as its flexibility after polyphenylene sulfide amination, and pass through work
Change group graft grapheme quantum dot and graphene quantum dot/polyphenyl thioether composite material has been made, the composite material is due to having
Closer reticular structure can obstruct some of the contaminants, improve its hydrophobicity, resistance to acid and alkali.It is dispersed in epoxy resin
In can significantly improve the hydrophobicity and viscosity of epoxy resin, can be used as High performance protective coating applied to the anti-of metal surface
Shield etc..
Detailed description of the invention
Fig. 1 is the scanning electron microscope (SEM) photograph of composite material prepared by the present invention.
Fig. 2 is the infrared spectrogram of composite material prepared by the present invention.
Fig. 3 is the electrochemical impedance figure of composite coating prepared by the present invention.
Specific embodiment
Below by specific example to a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material of the present invention,
Pattern etc. is described further.
Embodiment 1
(1) preparation of amination polyphenylene sulfide: weighing 6g PPS, is added to 75 mL HNO3 /H2SO4(wherein, HNO3 Concentration
For 16 mol/L, H2SO4Concentration be 18.4 mol/L, and HNO3/H2SO4=4:1 v/v) in, 30 are heated at 60 DEG C under stirring
Minute；Cooling, filtering, washing (uses water, ethyl alcohol and acetone washing), obtained solid 80 DEG C oven drying 24 hours, obtain
5.8gPPS-NO2；Take 7g Na2S2O4、5.8g PPS-NO2It is added in 100 mLDMF, is heated to 70 DEG C in a nitrogen atmosphere and returns
Stream 6 hours；By solution heat filtering and filtrate is cooled to room temperature, product precipitates in the methanol of acidification, is washed with water, and 80
DEG C oven drying, obtains 5.2gPPS-NH2；
(2) preparation of functionalization graphene quantum dot: weighing graphene oxide 1g, is added to 100 mL nitric acid (16 mol/ of concentration
L) in 120 DEG C of progress 12 h of secondary oxidation, with 0.22 μm of micro-pore-film filtration, washing, drying, the graphene quantum nitrified
Point；
(3) graphene quantum dot/polyphenyl thioether composite material preparation: functionalization graphene quantum obtained in step (2) is taken
Point 0.5g is mixed with 23.1g condensing agent DCC, 1.7g catalyst DMAP, the PPS-NH then prepared with step (1)2It is added together
Into 150 mLDMF, after ultrasonic disperse is uniform, is stirred to react 25h at 45 DEG C, is cooled to room temperature, successively with pure water, ethyl alcohol,
DMSO washing, obtains graphene quantum dot/polyphenyl thioether composite material.
Embodiment 2
2g graphene quantum dot/polyphenyl thioether composite material is taken, with 10 mL epoxy resin, 0.2 mL dispersing agent (uses polyethylene
Pyrrolidones), after thickener (use tt935), curing agent (using diethylenetriamine) ultrasound be blended, be coated at normal temperature
1mm × 50mm × 10mm(thick × is long × wide) iron plate polish on, dry for 24 hours, obtain coating.Test electrochemical impedance figure.
Fig. 3 is the electrochemical impedance figure of composite coating prepared by the present invention.It will be seen that graphene amount from Fig. 3
Sub- point/polyphenyl thioether composite material electrochemical impedance radius is obviously increased relative to pure iron piece, it was demonstrated that prevents electrochemical corrosion
It can be obvious.
Claims (10)
1. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material, comprising the following steps:
(1) polyphenylene sulfide the preparation of ammonification polyphenylene sulfide: is added to HNO3/H2SO4Nitrification is heated in nitration mixture, is filtered, washing,
It is dry, obtain nitrification polyphenylene thioether PPS-NO2；Nitrification polyphenylene sulfide and reducing agent are added to DMF again, in a nitrogen atmosphere, in
70 ~ 75 DEG C of 5.5 ~ 6h of reflux, products therefrom precipitate in the methanol of acidification, wash, dry, obtain ammonification polyphenylene thioether PPS-NH2；
(2) it nitrifies the preparation of graphene quantum dot: adding graphene oxide into strong nitric acid, in 120 ~ 150 DEG C of secondary oxidations
10~12h；It is filtered, washed, dries, obtain functionalization graphene quantum dot；
(3) graphene quantum dot/polyphenyl thioether composite material preparation: ammonification polyphenylene thioether PPS-NH prepared by step (1)2,
The nitrification graphene quantum dot of step (2) preparation, condensing agent, catalyst ultrasonic disperse in DMF uniformly carry out condensation reaction afterwards；
It is cooled to room temperature after reaction, successively uses pure water, organic solvent washing, it is dry, it is multiple to obtain graphene quantum dot/polyphenylene sulfide
Condensation material.
2. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
The HNO of step (1)3/H2SO4In nitration mixture, HNO3Concentration be 15 ~ 16 mol/L, H2SO4Concentration be 18 ~ 20 mol/L；HNO3
With H2SO4Volume ratio be 4:1 ~ 3:1.
3. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (1), polyphenylene sulfide is in nitration mixture HNO3/H2SO4In content be 0.08 ~ 0.1g/mL.
4. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (1), the nitrification of polyphenylene sulfide is heated 30 ~ 35 minutes at 55 ~ 60 DEG C.
5. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (1), reducing agent Na2S2O4, Na2S2O4Mass ratio with PPS is 1:0.80 ~ 1:0.86.
6. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (2), the mass ratio of nitrification graphene quantum dot and condensing agent DCC are 1:45 ~ 1:48.
7. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (2), the mass ratio of graphene quantum dot and catalyst DMAP is nitrified are as follows: 1:3.0 ~ 1:3.5.
8. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (2), the mass ratio of carboxylated graphene quantum dot and ammonification polyphenylene sulfide is 1:20 ~ 1:100.
9. a kind of preparation method of graphene quantum dot/polyphenyl thioether composite material as described in claim 1, it is characterised in that:
In step (2), condensation reaction is to be stirred to react 24 ~ 26h at 40 ~ 45 DEG C.
10. graphene quantum dot/polyphenyl thioether composite material of method preparation as described in claim 1 is in preparing corrosion-inhibiting coating
Application.
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Cited By (6)
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| CN111662584A (en) * | 2020-07-10 | 2020-09-15 | 西北师范大学 | Application of graphene quantum dot/polyphenylene sulfide composite material as preservative |
| CN113736067A (en) * | 2021-07-27 | 2021-12-03 | 深圳市先进石墨烯科技有限公司 | Curing agent, preparation method thereof and composite coating |
| CN114105124A (en) * | 2021-11-12 | 2022-03-01 | 新疆大学 | Preparation method and application of graphene quantum dot and polyphenylene sulfide/graphene quantum dot composite material |
| CN114410218A (en) * | 2022-02-23 | 2022-04-29 | 西北师范大学 | Preparation method of polyvinylidene fluoride/aminated polyphenylene sulfide/stearic acid-titanium dioxide composite coating |
| CN114933712A (en) * | 2022-06-23 | 2022-08-23 | 西北师范大学 | Preparation and application of reduced graphene oxide grafted aminated polyphenylene sulfide composite material |
| CN115678279A (en) * | 2022-11-15 | 2023-02-03 | 扬州万盛实业有限公司 | Graphene network reinforced polyphenylene sulfide conductive composite material and preparation method thereof |
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| CN111662584A (en) * | 2020-07-10 | 2020-09-15 | 西北师范大学 | Application of graphene quantum dot/polyphenylene sulfide composite material as preservative |
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| CN114105124A (en) * | 2021-11-12 | 2022-03-01 | 新疆大学 | Preparation method and application of graphene quantum dot and polyphenylene sulfide/graphene quantum dot composite material |
| CN114105124B (en) * | 2021-11-12 | 2023-10-10 | 新疆大学 | Preparation method and application of graphene quantum dot and polyphenylene sulfide/graphene quantum dot composite material |
| CN114410218A (en) * | 2022-02-23 | 2022-04-29 | 西北师范大学 | Preparation method of polyvinylidene fluoride/aminated polyphenylene sulfide/stearic acid-titanium dioxide composite coating |
| CN114933712A (en) * | 2022-06-23 | 2022-08-23 | 西北师范大学 | Preparation and application of reduced graphene oxide grafted aminated polyphenylene sulfide composite material |
| CN115678279A (en) * | 2022-11-15 | 2023-02-03 | 扬州万盛实业有限公司 | Graphene network reinforced polyphenylene sulfide conductive composite material and preparation method thereof |
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Application publication date: 20190903 |