CN109762552A - Modified photochromic micro-encapsulation of a kind of graphene and preparation method thereof - Google Patents
Modified photochromic micro-encapsulation of a kind of graphene and preparation method thereof Download PDFInfo
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Abstract
This application discloses modified photochromic micro-encapsulations of a kind of graphene and preparation method thereof, belong to off-color material preparation technical field.The application prepares modified melamine resin prepolymer first with graphene, then photochromic material is emulsified to obtain homogeneous latex emulsion, modified melamine resin prepolymer and photochromic material lotion are subjected to in-situ polymerization again, finally polymerizate is washed, is dried to obtain the modified photochromic micro-encapsulation of graphene.Not only intensity is high, antistatic, fatigue resistance is good, long using the time for the modified photochromic micro-encapsulation of obtained graphene, but also has the characteristics that discoloration, fading time are short, has a good application prospect in fabric and special occasions.
Description
Technical field
The application belongs to off-color material preparation technical field, photochromic more specifically to a kind of modification of graphene
Microcapsules and preparation method thereof.
Background technique
In 1867, Fritsche reported photochromic phenomenon for the first time, he has found the aphthacene of yellow in air
A kind of colourless substance is generated after light irradiates, and can become aphthacene after heating again again.Markwald has studied Isosorbide-5-Nitrae-dihydro-within 1899
The reversible color change behavior that 2,3,4,4- Tetrachloronaphthalene -1- ketone occur under light action, it is believed that this be a kind of new phenomenon simultaneously
Thus referred to as photochromic (phototropy), photochromic concept are born.Nineteen fifty, Hishberg was put forward for the first time use
" Photochromism " word describes this reversible phenomenon of the color change occurred under light action, it is indicated that photochromic to be
Variation of chemical substance under the action of certain wavelength and intensity light on recurring structure, so as to cause its color or to the suction of light
Receive the change at peak.Photochromic material has the characteristics that discoloration is sensitive, reversible, but is affected by temperature, illumination and pH, right
It, which carries out microcapsule coated, to play a protective role, and extend it and use the time.
Publication date is that disclose a kind of ureaformaldehyde photochromic micro- for the Chinese patent on the 10th of August in 2018 201810392490.2
The preparation method and its ureaformaldehyde photochromic micro-encapsulation of capsule, the preparation method first step generate urea by urea and oxymethylene polymerization
Aldehyde performed polymer, by situ aggregation method, performed polymer polymerize cladding photochromic compound in water-oil interface and forms ureaformaldehyde second step
Photochromic micro-encapsulation.By situ aggregation method using photochromic compound as core material, Lauxite is wall material for the invention, preparation
Ureaformaldehyde photochromic micro-encapsulation, but it haves the shortcomings that intensity is not high, brittleness is big.
Summary of the invention
In view of the above-mentioned problems existing in the prior art, the application to be designed to provide a kind of wall material intensity high, antifatigue
Property good, the modified photochromic micro-encapsulation of the short graphene of discoloration fading time, the another object of the application is to provide micro- glue
The preparation method of capsule.
Grapheme material has had been a hot spot of research since being found, and has excellent thermally conductive, conductive and mechanical property
Can, and graphene contains a variety of groups by modified rear surface, can be considered as a kind of two-dimensional modifying agent and microcapsule wall material is sent out
Raw cross-linking reaction, improves the integral strength of microencapsulation material.Therefore, to solve the above-mentioned problems, technology used by the application
Scheme is as follows:
A kind of modified photochromic micro-encapsulation of graphene, including wall material and core material, the core material are photochromic material, institute
Stating wall material is the modified melamine resin prepolymer of graphene, the melamine resin that the photochromic material and the graphene are modified
Prepolymer is combined by way of in-situ polymerization.
Preferably, the melamine resin prepolymer that the photochromic material and the graphene are modified passes through sectional-regulated pH
The mode of in-situ polymerization combine.
Preferably, the quality of the photochromic material accounts for the 0.5~3% of the wall material quality.
Preferably, the graphene is graphene oxide or amino graphene, and the photochromic material is 1,3- dihydro-
1,3,3- trimethyl -6'- (4- morpholinyl)-spiral shell [2H- indoles -2,3'- [3H] naphtho- [2,1-b] [1,4] oxazines] or 6'- nitre
Base -1,3,3- trimethyl spiral shell [indoline -2,2'-2'H- chromene].
A kind of preparation method of the modified photochromic micro-encapsulation of above-mentioned graphene, prepares modified melamine first with graphene
Then photochromic material is emulsified to obtain homogeneous latex emulsion by resin prepolymer, then by modified melamine resin prepolymer and light-induced variable
Color material emulsion carries out in-situ polymerization, finally washs polymerizate, is dried to obtain the modified photochromic micro- glue of graphene
Capsule.
Preferably, the method for modified melamine resin prepolymer is prepared are as follows: by melamine, formaldehyde, graphene and suitable quantity of water
Mixing adjusts pH to 8~9, is stirred to react 0.5~2h at 70~90 DEG C, and it is close to obtain the modification that mass concentration is 20~40%
Polyimide resin prepolymer；Wherein, the molar ratio of melamine and formaldehyde is 1:(1~3), the additive amount of graphene accounts for the total matter of prepolymer
0.5~the 2 ‰ of amount.
Preferably, photochromic material is emulsified to the method for homogeneous latex emulsion are as follows: by photochromic material and emulsifier, go
Ionized water mixing, is emulsified using high-speed shearing emulsion machine, and emulsification revolving speed is 1000~12000rpm, emulsification times for 5~
20min obtains homogeneous latex emulsion, it is preferred that emulsification revolving speed is 8000~10000rpm, and emulsification times are 10~20min.
Preferably, it is 7~10% that the emulsifier, which accounts for the mass fraction of the photochromic material,.
Preferably, in-situ polymerization method particularly includes: mix modified melamine resin prepolymer and photochromic material lotion
It closes, first adjusts the pH to 6~8 of mixture, 1~2h is stirred to react at 50~70 DEG C, pH to 4~6 is then adjusted, 60~80
It is stirred to react 1~2h at DEG C, adjusts pH after reaction to neutrality, as reaction is completed.
Preferably, the emulsifier is that neopelex, styrene-maleic anhydride copolymer, polyoxyethylene are pungent
One of alkylphenol ether -10, two or three.
Compared with the prior art, the application has the beneficial effect that
(1) wall material of the application using grapheme material modified melamine resin as microencapsulation material, photochromic material are made
For core material, the modified photochromic micro-encapsulation material of graphene is prepared, the modified photochromic micro-encapsulation of obtained graphene is not
Only intensity is high, antistatic, fatigue resistance is good, long using the time, and has the characteristics that discoloration, fading time are short, in fabric and
Special occasions has a good application prospect.
(2) for the application when preparing microencapsulation material by the way of sectional-regulated pH, the pH of reaction system closes wall material
At larger with shaping influence, especially color changeable effect is influenced it is huge, it has been found that system pH is first adjusted to neutrality left and right
It is reacted, then adjusts pH to acidity, carry out the preparation of microencapsulation material, not only wall material is easily molded, but also the discoloration of material
Effect is good, and the area requirement that pH is adjusted is wide, and zmodem is suitable for industrial applications.
Specific embodiment
The application is further described below combined with specific embodiments below.
Embodiment 1
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 12g are weighed as 37% formalin, and is added
50mL distilled water and the graphene oxide for accounting for prepolymer gross mass 0.5 ‰ adjust pH to 8~9 using triethanolamine, at 80 DEG C
And have and react 0.5h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 1,3- dihydro -1,3,3- trimethyl -6'- for accounting for that the mass fraction of wall material is 2.5% is weighed
The quality for accounting for photochromic material is added in (4- morpholinyl)-spiral shell [2H- indoles -2,3'- [3H] naphtho- [2,1-b] [Isosorbide-5-Nitrae] oxazines]
Styrene-maleic anhydride copolymer (SMA) sodium hydroxide solution (mass concentration 10%) that score is 10% and it is appropriate go from
Sub- water, by mixture be placed in revolving speed be 10000rpm high-speed shearing emulsion machine it is emulsified, emulsification times 10min, obtain
Even lotion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 6 of mixture,
It is stirred to react 1h at 50 DEG C, then adjusts pH to 5,2h is stirred to react at 60 DEG C, appropriate three second is added when closing to an end in reaction
Alkanolamine solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
Embodiment 2
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 14g are weighed as 37% formalin, and is added
50mL distilled water and the amino graphene for accounting for prepolymer gross mass 1.5 ‰ adjust pH to 8~9 using triethanolamine, at 80 DEG C
And have and react 0.5h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 1,3- dihydro -1,3,3- trimethyl -6'- for accounting for that the mass fraction of wall material is 2.5% is weighed
The quality for accounting for photochromic material is added in (4- morpholinyl)-spiral shell [2H- indoles -2,3'- [3H] naphtho- [2,1-b] [Isosorbide-5-Nitrae] oxazines]
The polyoxethylene octylphenyl phenol ether -10 (OP-10) and appropriate amount of deionized water that score is 10%, mixture, which is placed in revolving speed, is
The high-speed shearing emulsion machine of 10000rpm is emulsified, and emulsification times 20min obtains homogeneous latex emulsion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 7 of mixture,
It is stirred to react 2h at 70 DEG C, then adjusts pH to 4,1h is stirred to react at 60 DEG C, appropriate 1mol/ is added when closing to an end in reaction
L sodium hydroxide solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
Embodiment 3
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 16g are weighed as 37% formalin, and is added
50mL distilled water and the amino graphene for accounting for prepolymer gross mass 1 ‰ adjust pH to 8~9 using triethanolamine, simultaneously at 80 DEG C
Have and react 0.5h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 6'- nitro -1,3,3- trimethyl spiral shell [indoles for accounting for that the mass fraction of wall material is 2% is weighed
Quinoline -2,2'-2'H- chromene], be added account for photochromic material mass fraction be 10% neopelex and
Appropriate amount of deionized water, by mixture be placed in revolving speed be 9000rpm high-speed shearing emulsion machine it is emulsified, emulsification times 15min,
Obtain homogeneous latex emulsion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 8 of mixture,
It is stirred to react 1h at 70 DEG C, then adjusts pH to 6,2h is stirred to react at 80 DEG C, appropriate ammonium hydroxide is added when closing to an end in reaction
Solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
Embodiment 4
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 18g are weighed as 37% formalin, and is added
50mL distilled water and the graphene oxide for accounting for prepolymer gross mass 2 ‰ adjust pH to 8~9 using triethanolamine, simultaneously at 80 DEG C
Have and react 1h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 6'- nitro -1,3,3- trimethyl spiral shell [indoles for accounting for that the mass fraction of wall material is 2% is weighed
Quinoline -2,2'-2'H- chromene], the SMA sodium hydroxide solution (matter for accounting for that the mass fraction of photochromic material is 10% is added
10%) and appropriate amount of deionized water measuring concentration is, it is emulsified that mixture to be placed in the high-speed shearing emulsion machine that revolving speed is 9000rpm,
Emulsification times are 15min, obtain homogeneous latex emulsion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 6 of mixture,
It is stirred to react 1h at 70 DEG C, then adjusts pH to 5,2h is stirred to react at 60 DEG C, appropriate 1mol/ is added when closing to an end in reaction
L sodium hydroxide solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
Embodiment 5
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 19g are weighed as 37% formalin, and is added
50mL distilled water and the graphene oxide for accounting for prepolymer gross mass 2 ‰ adjust pH to 8~9 using triethanolamine, simultaneously at 80 DEG C
Have and react 1h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 6'- nitro -1,3,3- trimethyl spiral shell [indoles for accounting for that the mass fraction of wall material is 2% is weighed
Quinoline -2,2'-2'H- chromene], the OP-10 and appropriate deionization for accounting for that the mass fraction of photochromic material is 10% is added
Water, by mixture be placed in revolving speed be 10000rpm high-speed shearing emulsion machine it is emulsified, emulsification times 15min, obtain uniformly
Lotion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 6 of mixture,
It is stirred to react 2h at 70 DEG C, then adjusts pH to 5,2h is stirred to react at 70 DEG C, appropriate 1mol/ is added when closing to an end in reaction
L sodium hydroxide solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
Embodiment 6
A kind of preparation method of graphene modified melamine resin photochromic micro-encapsulation, comprising the following steps:
1) melamine and the mass fraction that quality is respectively 10g and 19g are weighed as 37% formalin, and is added
50mL distilled water and the graphene oxide for accounting for prepolymer gross mass 2 ‰ adjust pH to 8~9 using triethanolamine, simultaneously at 80 DEG C
Have and react 0.5h under magnetic agitation, modified melamine resin prepolymer is obtained, as wall material.
2) the photochromic material 6'- nitro -1,3,3- trimethyl spiral shell [indoles for accounting for that the mass fraction of wall material is 2% is weighed
Quinoline -2,2'-2'H- chromene], the SMA sodium hydroxide solution (quality for accounting for that the mass fraction of photochromic material is 7% is added
10%) and appropriate amount of deionized water concentration is mixture is placed in the high-speed shearing emulsion machine that revolving speed is 8000rpm emulsified, cream
The change time is 15min, obtains homogeneous latex emulsion.
3) modified melamine resin prepolymer is added dropwise into homogeneous latex emulsion obtained by step 2), first adjusts the pH to 8 of mixture,
It is stirred to react 2h at 70 DEG C, then adjusts pH to 6,2h is stirred to react at 80 DEG C, appropriate ammonium hydroxide is added when closing to an end in reaction
Solution stops reaction after adjusting pH to neutrality.
4) microencapsulation material that step 3) obtains is obtained into the modified photochromic micro- glue of graphene after washing, drying
Capsule powder.
The preparation-obtained microencapsulation material powder of the above various embodiments and waterborne polyurethane adhesive are mixed, are configured to
Simple microcapsules finishing fluid, is coated uniformly on nylon nonwoven fabrics cloth specimen, 65 DEG C of preliminary dryings, 150 DEG C bake using directly painting method
4min is most washed afterwards, is dried, and is obtained microcapsules and is arranged photochromic fabric.
Gained color-changeable fabric is laid in camera bellows, setting xenon long-arc lamp is (purchased from Beijing Tian Mai perseverance aura source electricity in camera bellows
Device Co., Ltd, model GX500, power 500W), xenon lamp circulating close-open, cycle period 60s are set, and xenon lamp opens and closes
Duration be 30s, and using ultraviolet spectrometer detection fixed wave length under absorption, absorption peak by peak change be valley
Time used is denoted as discoloration rate, is recycled to the cycle-index used above of absorption peak peak-fall 10% and is denoted as using the longevity
Life, acquired results are shown in Table 1.
As shown in Table 1, when microcapsules photochromic material dosage is 0, fabric is without color changeable effect；Add 5% graphene
After modified photochromic micro-encapsulation material, fabric exhibits go out faster discoloration rate；When dosage is 10%, discoloration rate effect
Preferably, when dosage is 15%, the discoloration rate of fabric is without significantly improving.In the case of three kinds of different amounts, discoloration service life is all
It is recycled more than 800 times, illustrates that the modified photochromic micro-encapsulation of graphene has good application prospect.
The discoloration of photochromic fabric when not having to microcapsules dosage of each embodiment of table 1 is tested
Claims (10)
1. a kind of modified photochromic micro-encapsulation of graphene, including wall material and core material, which is characterized in that the core material is light-induced variable
Color material, the wall material are the modified melamine resin prepolymer of graphene, and the photochromic material and the graphene are modified
Melamine resin prepolymer combined by way of in-situ polymerization.
2. the modified photochromic micro-encapsulation of graphene according to claim 1, which is characterized in that the photochromic material
The melamine resin prepolymer modified with the graphene is combined by way of the in-situ polymerization of sectional-regulated pH.
3. the modified photochromic micro-encapsulation of graphene according to claim 1, which is characterized in that the photochromic material
Quality account for the 0.5~3% of the wall material quality.
4. the modified photochromic micro-encapsulation of graphene described in any one of claim 1 to 3, which is characterized in that described
Graphene is graphene oxide or amino graphene, and the photochromic material is 1,3- dihydro -1,3,3- trimethyl -6'- (4-
Morpholinyl)-spiral shell [2H- indoles -2,3'- [3H] naphtho- [2,1-b] [1,4] oxazines] or 6'- nitro -1,3,3- trimethyl spiral shell [Yin
Diindyl quinoline -2,2'-2'H- chromene].
5. a kind of preparation method of the modified photochromic micro-encapsulation of graphene as described in any one of claims 1 to 4, special
Sign is, prepares modified melamine resin prepolymer first with graphene, then emulsifies photochromic material to obtain uniform cream
Liquid,
Modified melamine resin prepolymer and photochromic material lotion are subjected to in-situ polymerization again, finally wash polymerizate
Wash,
It is dried to obtain the modified photochromic micro-encapsulation of graphene.
6. preparation method according to claim 5, which is characterized in that the method for preparing modified melamine resin prepolymer are as follows:
Melamine, formaldehyde, graphene and suitable quantity of water are mixed, pH to 8~9 is adjusted, is stirred to react 0.5~2h at 70~90 DEG C,
Obtain the modified melamine resin prepolymer that mass concentration is 20~40%；Wherein, the molar ratio of melamine and formaldehyde is 1:(1
~3), the additive amount of graphene accounts for 0.5~the 2 ‰ of prepolymer gross mass.
7. preparation method according to claim 5, which is characterized in that photochromic material is emulsified the side for homogeneous latex emulsion
Method are as follows: photochromic material is mixed with emulsifier, deionized water, is emulsified using high-speed shearing emulsion machine, revolving speed is emulsified
For 1000~12000rpm, emulsification times are 5~20min, obtain homogeneous latex emulsion, it is preferred that emulsification revolving speed is 8000~
10000rpm, emulsification times are 10~20min.
8. preparation method according to claim 7, which is characterized in that the emulsifier accounts for the matter of the photochromic material
Measuring score is 7~10%.
9. preparation method according to claim 5, which is characterized in that in-situ polymerization method particularly includes: by modified melamine
Resin prepolymer and the mixing of photochromic material lotion, first adjust the pH to 6~8 of mixture, are stirred to react 1 at 50~70 DEG C
Then~2h adjusts pH to 4~6,1~2h is stirred to react at 60~80 DEG C, after reaction adjusting pH to neutrality, as instead
It should complete.
10. preparation method according to claim 7 or 8, which is characterized in that the emulsifier is dodecyl benzene sulfonic acid
One of sodium, styrene-maleic anhydride copolymer, polyoxethylene octylphenyl phenol ether -10, two or three.
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Application publication date: 20190517 |