CN104212334A - UV-curable low-refraction antistatic hydrophobic coating prepared on basis of advanced carbon material - Google Patents
UV-curable low-refraction antistatic hydrophobic coating prepared on basis of advanced carbon material Download PDFInfo
- Publication number
- CN104212334A CN104212334A CN201410464446.XA CN201410464446A CN104212334A CN 104212334 A CN104212334 A CN 104212334A CN 201410464446 A CN201410464446 A CN 201410464446A CN 104212334 A CN104212334 A CN 104212334A
- Authority
- CN
- China
- Prior art keywords
- carbon material
- coating
- refraction
- light
- advanced carbon
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
The invention discloses a UV-curable low-refraction antistatic hydrophobic coating prepared on the basis of an advanced carbon material. The coating comprises the following components in percentage by mass: 45-55% of photosensitive polyimide, 0-35% of advanced carbon material, 2-5% of a photoinitiator, 10-16% of a diluent, and 0-35% of a solvent. The UV-curable low-refraction antistatic hydrophobic coating is prepared by the following steps: evenly mixing the components according to the ratio, and spinning on a glass slide; and pre-baking and photocuring. A polymer for the coating disclosed by the invention can be applied to UV curing due to introduction of a photosensitive group, and fluorine atoms are introduced into the used reaction monomer, so that the prepared coating has hydrophobicity; the coating has certain anti-static electricity capacity due to introduction of the carbon material; and the fluorine atoms and the carbon material simultaneously play the role of reducing the refractive index of the material.
Description
Technical field
The present invention relates to ultraviolet light polymerization and field of nanocomposite materials, especially relate to UV prepared by a kind of light-sensitive polyimide/carbon material and solidify antistatic hydrophobic coating of low-refraction and preparation method thereof.
Background technology
Organic-inorganic nanocomposite is owing to having excellent mechanics, calorifics, and the performances such as optics receive the concern of numerous investigators.In numerous organic materialss, light-sensitive polyimide has excellent thermotolerance, chemical resistant properties, cold resistance and low specific inductivity, is excellent heat-resisting photosensitive multifunctional macromolecule material, is widely used in microelectronic industry, automotive industry, space industry etc.The conjugated system that rigidity benzene ring structure in polyimide molecule is formed, causes polyimide material to have very high second-order transition temperature and fusing point, and also cause polyimide to be difficult to dissolve in organic solvent, toughness is not enough, and mechanical property is not good enough simultaneously.By polynite, aluminium nitride, titanium dioxide, although the thermotolerance, physical strength, hydrophobicity etc. of the composite organic-inorganic material of the preparation such as silicon-dioxide increase, its application requiring still can not be met, especially the thermal characteristics of material, electrical property, mechanical property etc.
There is delocalizedπelectron in carbon material, the structure of this similar unbound electron can form conductor or semi-conductor, has excellent electric property, therefore by carbon material dispersion in the polymer, can prepare antistatic and conducting polymer composite.Carbon nanotube and Graphene are two kinds of most advanced carbon materials of current most study, and they have good mechanical property, optical property with thermal property.Therefore, can by polyimide-carbon nanotube (Graphene) matrix material that thermal characteristics is prepared in advanced carbon material modification, electrical property follows good mechanical performance.
Summary of the invention
For the problems referred to above that prior art exists, the application provides a kind of UV to solidify antistatic hydrophobic coating of low refraction and preparation method thereof.Introduce photosensitive group in coating of the present invention polymkeric substance used, can be used for UV solidification; Reaction monomers used introduces fluorine atom, and make the coating prepared have hydrophobicity, introduce carbon material, make coating have certain antistatic effect, fluorine atom and carbon material play the effect of the specific refractory power reducing material simultaneously.
Technical scheme of the present invention is as follows:
The UV prepared based on advanced carbon material solidifies the antistatic hydrophobic coating of low refraction, and contained material comprises light-sensitive polyimide 45-55%, advanced carbon material 0-35%, light trigger 2-5%, thinner 10-16%, solvent 0-35%;
The preparation method of described light-sensitive polyimide is:
(1) with 4,4'-(hexafluoro isopropyl alkene) pentanoic, hexafluorodianhydride for raw material, N-Methyl pyrrolidone is solvent, reacts 8-10h, obtain product A under room temperature;
(2) in product A, then drip the mixed solution of N-Methyl pyrrolidone, PABA and m-dichlorobenzene, at room temperature react 16-18h, be warming up to 180-200 DEG C, continue reaction 8-12h, be then cooled to room temperature and obtain the carboxylic product B of end;
(3) be finally warming up to 90-120 DEG C, drip the mixed solution of glycidyl methacrylate, triphenylphosphine and 4-methoxyl group phenol in product B, reaction 6-8h, obtains light-sensitive polyimide C;
The mol ratio of described 4,4'-(hexafluoro isopropyl alkene) pentanoic, hexafluorodianhydride, PABA, glycidyl methacrylate is 1:2:2:0.5-1:2:2:1.5.
The consumption of described m-dichlorobenzene is the 1-5% of glycidyl methacrylate quality; The consumption of described triphenylphosphine is the 1-3% of glycidyl methacrylate quality; The consumption of described 4-methoxyl group phenol is the 1-3% of glycidyl methacrylate quality.
Described advanced carbon material is one or more in carbon nanotube, Graphene.
Described light trigger is one or more in 1-hydroxy cyclohexyl phenylketone, 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone.
Described thinner is one or more in ethoxylated trimethylolpropane triacrylate EOTMPTA, tripropylene glycol diacrylate TPGDA.
Described solvent be in N,N-dimethylacetamide DMAC, DMF DMF, N-Methyl pyrrolidone NMP one or more.
The preparation method that a kind of UV prepared based on advanced carbon material solidifies the antistatic hydrophobic coating of low refraction is: light-sensitive polyimide, advanced carbon material, light trigger, thinner, solvent are mixed in proportion and be spun on slide glass, 60-90 DEG C of preliminary drying 10-30min, 400-600mj/cm
2photocuring under condition, obtains UV and solidifies the antistatic hydrophobic coating of low-refraction.
The technique effect that the present invention is useful is:
1, the conjugated system that the rigidity benzene ring structure in the polyimide molecule in coated material of the present invention is formed, causes polyimide material to have very high second-order transition temperature and fusing point, makes material have good thermotolerance.
2, the fluorine atom in the polyimide molecule in coated material of the present invention can reduce the surface energy of material, and material tool is had certain effect; Also the specific refractory power of material can be reduced.
3, the carbon material (carbon nanotube and Graphene) in coated material of the present invention has excellent electroconductibility, mechanical property and thermal property, make material possess antistatic or electroconductibility, play the effect of strongthener toughness and thermotolerance, reduction material surface energy and specific refractory power simultaneously.
Accompanying drawing explanation
Fig. 1 is the nuclear magnetic spectrogram of light-sensitive polyimide;
Fig. 2 is the variations in refractive index curve that in embodiment 1, UV solidifies the antistatic hydrophobic coating of low refraction;
Fig. 3 is that in embodiment 1, UV solidifies the antistatic hydrophobic coating surface resistance change curves of low refraction;
Fig. 4 is that in embodiment 1, UV solidifies low refraction antistatic hydrophobic coating water contact angle change curve.
Embodiment
Below in conjunction with drawings and Examples, the present invention is specifically described.
Embodiment 1
3.34g4 is added in 250ml tri-mouthfuls of round-bottomed flasks, 4'-(hexafluoro isopropyl alkene) pentanoic, 20ml N-Methyl pyrrolidone, the mixed solution of 8.88g hexafluorodianhydride and 30ml N-Methyl pyrrolidone is dripped lentamente when vigorous stirring, after at room temperature reacting 8h, products therefrom is designated as A; In flask, drip the mixed solution of 2.88g para-amino benzoic acid, the m-dichlorobenzene of 15mg and 15mg N-Methyl pyrrolidone, react 16h, be then warming up to 200 DEG C under room temperature, continuation reaction obtains product for 12 hours and is designated as B; In flask, drip the mixed solution of 1.42g glycidyl methacrylate, 0.043g catalyzer triphenylphosphine and 0.043g hydroquinone of polymerization retarder, 120 DEG C of reaction 6h, obtain product and are designated as C.Fig. 1 is the nuclear magnetic spectrogram of product C, and as can be seen from the figure δ=5.6 and δ=6.1 are the H in double bond, and δ=13.2 place is the H on carboxyl, and δ=7.4 and δ=8.3 are the H on phenyl ring, prove to successfully synthesize light-sensitive polyimide.
Take the light-sensitive polyimide of certain mass, light trigger 1-hydroxy cyclohexyl phenylketone, reactive thinner ethoxylated trimethylolpropane triacrylate, solvent DMF, carbon nanotube mixes and is spun on slide glass, 60 DEG C of preliminary drying 10min, 600mj/cm
2photocuring under condition, obtain UV and solidify the antistatic hydrophobic coating of low refraction, each amounts of components is as shown in table 1 below.
Table 1
The specific refractory power of the film formed according to above-mentioned condition, resistivity, contact angle change are shown in Fig. 2,3,4 respectively.As can be seen from Figure 2 along with the increase of carbon nanotube consumption, the specific refractory power of film reduces gradually; As can be seen from Figure 3 along with the increase of carbon nanotube consumption, the surface resistivity of film reduces gradually; As can be seen from Figure 4 along with the increase of carbon nanotube consumption, the contact angle of film increases gradually.
Embodiment 2
3.34g4 is added in 250ml tri-mouthfuls of round-bottomed flasks, 4'-(hexafluoro isopropyl alkene) pentanoic, 20ml N-Methyl pyrrolidone, the mixed solution of 8.88g hexafluorodianhydride and 30ml N-Methyl pyrrolidone is dripped lentamente when vigorous stirring, after at room temperature reacting 10h, products therefrom is designated as A; In flask, drip the mixed solution of 2.88g para-amino benzoic acid, the m-dichlorobenzene of 30mg and 30mg N-Methyl pyrrolidone, react 18h, be then warming up to 180 DEG C under room temperature, continuation reaction 12h obtains product and is designated as B; In flask, drip the mixed solution of 0.71g glycidyl methacrylate, 0.043g catalyzer triphenylphosphine and 0.043g hydroquinone of polymerization retarder, 100 DEG C of reaction 7h, obtain product and are designated as C.
Take the light-sensitive polyimide of certain mass, light trigger 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone, reactive thinner ethoxylated trimethylolpropane triacrylate, solvent N, N-N,N-DIMETHYLACETAMIDE, Graphene mixes and is spun on slide glass, 75 DEG C of preliminary drying 20min, 500mj/cm
2photocuring under condition, obtain UV and solidify the antistatic hydrophobic coating of low refraction, each amounts of components is as shown in table 2 below.
Table 2
Embodiment 3
3.34g4 is added in 250ml tri-mouthfuls of round-bottomed flasks, 4'-(hexafluoro isopropyl alkene) pentanoic, 20ml N-Methyl pyrrolidone, the mixed solution of 8.88g hexafluorodianhydride and 30ml N-Methyl pyrrolidone is dripped lentamente when vigorous stirring, after at room temperature reacting 9h, products therefrom is designated as A; In flask, drip the mixed solution of 2.88g para-amino benzoic acid, the m-dichlorobenzene of 15mg and 15mg N-Methyl pyrrolidone, react 17h, be then warming up to 190 DEG C under room temperature, continuation reaction 10h obtains product and is designated as B; In flask, drip 2.13g glycidyl methacrylate, 0.043g catalyzer triphenylphosphine, 0.043g hydroquinone of polymerization retarder, 90 DEG C of reaction 8h, obtain product and are designated as C.
Take the light-sensitive polyimide of certain mass, light trigger 1-hydroxy cyclohexyl phenylketone, reactive thinner tripropylene glycol diacrylate, solvent N-methyl pyrilidone, carbon nanotube mixes and is spun on slide glass, 60 DEG C of preliminary drying 10min, 400mj/cm
2photocuring under condition, obtain UV and solidify the antistatic hydrophobic coating of low refraction, each amounts of components is as shown in table 3 below.Table 3
Claims (8)
1. the UV prepared based on advanced carbon material solidifies the antistatic hydrophobic coating of low refraction, it is characterized in that component contained by described coating and each constituent mass mark are light-sensitive polyimide 45-55%, advanced carbon material 0-35%, light trigger 2-5%, thinner 10-16%, solvent 0-35%;
The preparation method of described light-sensitive polyimide is:
(1) with 4,4'-(hexafluoro isopropyl alkene) pentanoic, hexafluorodianhydride for raw material, N-Methyl pyrrolidone is solvent, reacts 8-10h, obtain product A under room temperature;
(2) in product A, then drip the mixed solution of N-Methyl pyrrolidone, PABA and m-dichlorobenzene, at room temperature react 16-18h, be warming up to 180-200 DEG C, continue reaction 8-12h, be then cooled to room temperature and obtain the carboxylic product B of end;
(3) be finally warming up to 90-120 DEG C, drip the mixed solution of glycidyl methacrylate, triphenylphosphine and 4-methoxyl group phenol in product B, reaction 6-8h, obtains light-sensitive polyimide C.
2. coating according to claim 1, is characterized in that the mol ratio of described 4,4'-(hexafluoro isopropyl alkene) pentanoic, hexafluorodianhydride, PABA, glycidyl methacrylate is 1:2:2:0.5-1:2:2:1.5.
3. coated material according to claim 1, is characterized in that the consumption of described m-dichlorobenzene is the 1-5% of glycidyl methacrylate quality; The consumption of described triphenylphosphine is the 1-3% of glycidyl methacrylate quality; The consumption of described 4-methoxyl group phenol is the 1-3% of glycidyl methacrylate quality.
4. coating according to claim 1, is characterized in that described advanced carbon material is one or more in carbon nanotube, Graphene.
5. coating according to claim 1, is characterized in that described light trigger is one or more in 1-hydroxy cyclohexyl phenylketone, 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone.
6. coating according to claim 1, is characterized in that described thinner is one or more in ethoxylated trimethylolpropane triacrylate EOTMPTA, tripropylene glycol diacrylate TPGDA.
7. coating according to claim 1, it is characterized in that described solvent be in N,N-dimethylacetamide DMAC, DMF DMF, N-Methyl pyrrolidone NMP one or more.
8. a preparation method of solidifying the antistatic hydrophobic coating of low refraction by the UV prepared based on advanced carbon material arbitrary described in claim 1 ~ 7 is: light-sensitive polyimide, advanced carbon material, light trigger, thinner, solvent are mixed in proportion and be spun on slide glass, 60-90 DEG C of preliminary drying 10-30min, 400-600mj/cm
2photocuring under condition, obtains UV and solidifies the antistatic hydrophobic coating of low-refraction.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410464446.XA CN104212334B (en) | 2014-09-12 | 2014-09-12 | A kind of UV prepared based on advanced material with carbon element solidifies the antistatic hydrophobic coating of low refraction |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410464446.XA CN104212334B (en) | 2014-09-12 | 2014-09-12 | A kind of UV prepared based on advanced material with carbon element solidifies the antistatic hydrophobic coating of low refraction |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104212334A true CN104212334A (en) | 2014-12-17 |
CN104212334B CN104212334B (en) | 2016-08-24 |
Family
ID=52094256
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201410464446.XA Active CN104212334B (en) | 2014-09-12 | 2014-09-12 | A kind of UV prepared based on advanced material with carbon element solidifies the antistatic hydrophobic coating of low refraction |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN104212334B (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105273614A (en) * | 2015-10-12 | 2016-01-27 | 广东省宜华木业股份有限公司 | UV super-hydrophobic polyimide paint prepared by room temperature reaction and used for wood material surface |
CN105585671A (en) * | 2016-03-23 | 2016-05-18 | 江南大学 | Biologic photosensitive polyimide resin and coating prepared from same |
WO2017101465A1 (en) * | 2015-12-15 | 2017-06-22 | 南方科技大学 | Nanoimprinted photoresist and preparation method therefor |
CN113061392A (en) * | 2021-03-29 | 2021-07-02 | 东莞市鹏威能源科技有限公司 | Graphene PI composite material, and preparation method and application thereof |
CN113388107A (en) * | 2021-06-09 | 2021-09-14 | 广东工业大学 | Photosensitive polyimide resin, polyimide photocuring coating and preparation method thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102492320A (en) * | 2011-12-05 | 2012-06-13 | 北方涂料工业研究设计院 | Quick-curing polyimide coating for high-temperature-resistant optical fiber |
CN102712165A (en) * | 2009-10-13 | 2012-10-03 | 纳诺电子化学有限公司 | Antistatic sheet for stacking beverage and food containers and manufacturing method thereof |
CN103236442A (en) * | 2013-04-23 | 2013-08-07 | 京东方科技集团股份有限公司 | Thin film transistor, manufacture method of thin film transistor, array base plate and electronic device |
-
2014
- 2014-09-12 CN CN201410464446.XA patent/CN104212334B/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102712165A (en) * | 2009-10-13 | 2012-10-03 | 纳诺电子化学有限公司 | Antistatic sheet for stacking beverage and food containers and manufacturing method thereof |
CN102492320A (en) * | 2011-12-05 | 2012-06-13 | 北方涂料工业研究设计院 | Quick-curing polyimide coating for high-temperature-resistant optical fiber |
CN103236442A (en) * | 2013-04-23 | 2013-08-07 | 京东方科技集团股份有限公司 | Thin film transistor, manufacture method of thin film transistor, array base plate and electronic device |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105273614A (en) * | 2015-10-12 | 2016-01-27 | 广东省宜华木业股份有限公司 | UV super-hydrophobic polyimide paint prepared by room temperature reaction and used for wood material surface |
WO2017101465A1 (en) * | 2015-12-15 | 2017-06-22 | 南方科技大学 | Nanoimprinted photoresist and preparation method therefor |
CN105585671A (en) * | 2016-03-23 | 2016-05-18 | 江南大学 | Biologic photosensitive polyimide resin and coating prepared from same |
CN113061392A (en) * | 2021-03-29 | 2021-07-02 | 东莞市鹏威能源科技有限公司 | Graphene PI composite material, and preparation method and application thereof |
CN113388107A (en) * | 2021-06-09 | 2021-09-14 | 广东工业大学 | Photosensitive polyimide resin, polyimide photocuring coating and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
CN104212334B (en) | 2016-08-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN104212334A (en) | UV-curable low-refraction antistatic hydrophobic coating prepared on basis of advanced carbon material | |
JP6010531B2 (en) | Polyamideimide solution and method for producing polyamideimide film | |
CN101747594B (en) | Epoxy acrylate prepolymer resin and preparation method thereof and application in photocurable coating | |
Qiu et al. | Morphology and size control of inorganic particles in polyimide hybrids by using SiO2–TiO2 mixed oxide | |
Chang et al. | Preparation of polymer/silica hybrid hard coatings with enhanced hydrophobicity on plastic substrates | |
CN102027026A (en) | Photocurable composition and manufacturing method for a molded body having a fine pattern on the surface | |
CN102559121A (en) | Ultraviolet (UV)/moisture dual-cured laminated adhesive and preparation method thereof | |
JP6438199B2 (en) | Polymerizable inorganic particle dispersant, inorganic-organic composite particle containing the polymerizable inorganic particle dispersant, and inorganic-organic resin composite material | |
CN108164666B (en) | Light-curable polyether-ether-ketone oligomer and preparation method thereof | |
CN102618100B (en) | Anti-static coating for photo-curing nanometer polyaniline-epoxy acrylic resin interpenetrating network | |
Yu et al. | High transparent soluble polyimide/silica hybrid optical thin films | |
TWI374158B (en) | Photosensitive polyimides | |
CN109251334B (en) | Preparation method of high-light-transmittance and low-dielectric fluorinated graphene/polyimide composite film | |
CN105585671A (en) | Biologic photosensitive polyimide resin and coating prepared from same | |
CN106634102A (en) | Graphite phase carbon nitride/graphene oxide heterojunction-epoxy acrylate composite material as well as preparation method and application thereof | |
CN106046373B (en) | A kind of solvable polyimide film and preparation method with anti-flammability | |
Liu et al. | Core-shell attapulgite@ polyaniline composite particles via in situ oxidative polymerization | |
Şen et al. | Hybrid dual-curable cyanate ester/boron phosphate composites via sequential thiol-ene photopolymerization and thermal polymerization | |
WO2010007648A1 (en) | Novel heterocyclic aromatic compound and polymer | |
Wei et al. | Preparation of quantum dot luminescent materials through the ink approach | |
CN1394900A (en) | Preparation method of nano particles with high refractive index and polymer nano composite film material | |
CN103819652B (en) | A kind of antistatic coating composition and its preparation method | |
CN102604456A (en) | Preparation method of light-cured nano-grade polyaniline-epoxy acrylic resin interpenetrating network antistatic paint | |
KR101271606B1 (en) | Method of producing polyimide-graphene composite material | |
CN109280166B (en) | High-performance colorless transparent polyimide film and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20221109 Address after: 256500 north head of MasterCard Road, dianzi Town Industrial Park, Boxing County, Binzhou City, Shandong Province Patentee after: Shandong Blue Sky New Material Technology Co.,Ltd. Address before: No. 1800 road 214122 Jiangsu Lihu Binhu District City of Wuxi Province Patentee before: Jiangnan University |
|
TR01 | Transfer of patent right |