CN109337570A - A kind of novel light curable conductive coating based on black phosphorus alkene - Google Patents

A kind of novel light curable conductive coating based on black phosphorus alkene Download PDF

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Publication number
CN109337570A
CN109337570A CN201811137696.7A CN201811137696A CN109337570A CN 109337570 A CN109337570 A CN 109337570A CN 201811137696 A CN201811137696 A CN 201811137696A CN 109337570 A CN109337570 A CN 109337570A
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CN
China
Prior art keywords
black phosphorus
parts
conductive coating
phosphorus alkene
light curable
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Application number
CN201811137696.7A
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Chinese (zh)
Inventor
谢义鹏
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Shaoguan Union Chemical Co Ltd
Union Foshan Chemical Co Ltd
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Shaoguan Union Chemical Co Ltd
Union Foshan Chemical Co Ltd
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Priority to CN201811137696.7A priority Critical patent/CN109337570A/en
Publication of CN109337570A publication Critical patent/CN109337570A/en
Withdrawn legal-status Critical Current

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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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
    • 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
    • C09D5/24—Electrically-conducting paints
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K2003/026—Phosphorus

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)

Abstract

The present invention relates to a kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: 10.0~15.0 parts of polythiophene, 65.0~80.0 parts of the unsaturated-resin, 10.0~30.0 parts of reactive diluent, 0~10.0 part of function additive that 5.0~10.0 parts of photoinitiator, 8.0~15.0 parts of black phosphorus alkene, unsaturated group replace；After the template of spraying dries 10~30min at 60 ± 10 DEG C, photocuring is carried out with the speed of 5m/min, 80W/cm Hg lamp irradiation；A kind of novel light curable conductive coating based on black phosphorus alkene of the invention, during paint solidification, the polythiophene that unsaturated group replaces polymerize to form tridimensional network with unsaturated-resin, reactive diluent photocuring, provides conductive channel between black phosphorus alkene, polythiophene unit；Conductive coating of the invention has excellent electric conductivity.

Description

A kind of novel light curable conductive coating based on black phosphorus alkene
Technical field
The present invention relates to a kind of conductive coating more particularly to a kind of novel light curable conductive coating based on black phosphorus alkene, belong to In functional paint technical field.
Background technique
Conductive coating is anti electromagnetic wave interference shielding coating, is applied on the high molecular material of high resistivity, is allowed to have There is conduction electric current and exclude the sapecial coating of accumulation electrostatic charge ability, the surface or inside of any shape substrate can be coated on.It leads Electrocoating paint can be divided into two major classes by composition and electrical conduction mechanism: structural type (also known as Intrinsical) conductive coating (also known as adds with compound Adding type) conductive coating.Wherein composite conductive coating is in epoxy resin field using relatively broad.
Chinese patent CN201210556682.5 provides a kind of graphene conductive coating comprising: 1wt%~8wt% Graphene, the functionalization graphene of 0.1w%~1wt%, the epoxy resin and curing agent of 15wt%~30wt%, 0.2wt% The wetting dispersing agent of~1.5wt%, the defoaming agent of 0.1wt%~0.5wt%, the conductive filler of 0~30wt%, surplus are molten Agent；The functionalization graphene is the functionalization graphene containing amino or the functionalization graphene containing sulfydryl.Due to the hair Amino or sulfydryl are had in bright functionalization graphene, can be preferably dispersed in system, while amino or sulfydryl energy and ring Epoxy group reaction in oxygen resin, improves the binding force of coating；On the other hand, graphene not only has laminated structure and diameter is thick It is bigger, and its plurality of layers arranged in parallel in film under conditions of few additive, thus conductive coating have it is preferable Electric conductivity and adhesion.But the invention organic solvent content is high, non-reactive conductive filler accounting is big, therefore there are the feature of environmental protection The shortcomings that difference, film easy dusting.
Black phosphorus is a kind of waveform stratiform structure crystal similar to graphite, and atom interlayer is combined by Van der Waals force, easily In the nano flake for being stripped into single layer or few layer.In monoatomic layer, each phosphorus atoms and 3 adjacent phosphorus atoms form and have There is the pleated honeycomb of covalent bond, black phosphorus alkene is natural p-type semiconductor, when valence-band electrons transit to conduction band, for vertical jump It moves, electronics wave vector is constant, therefore it is with direct band gap, and no matter shelling how many layer is all direct band gap, and band gap can be by the number of plies Regulate and control in 0.3~1.5eV range, and it with apparent anisotropy, elasticity modulus in the X direction is smaller, and crystal The effective mass of electronics is only 0.1~0.2m0, which dictates that black phosphorus alkene electron mobility with higher, single layer black phosphorus alkene electricity Transport factor is up to 10000cm2/(V·s)；But it is rarely reported about application of the black phosphorus alkene in conductive coating.
Summary of the invention
The present invention provides a kind of novel light curable conductive coating based on black phosphorus alkene.
Novel light curable conductive coating of the present invention based on black phosphorus alkene uses unsaturated-resin for main film forming tree Rouge, by anti electromagnetic wave of black phosphorus alkene interfere filler, with unsaturated group replace polythiophene be cross-linking film forming conducting base Light curable conductive coating has the advantages that high conductivity, high abrasion, high tenacity.
In order to overcome the shortcomings of the prior art and insufficient, the present invention takes following technical scheme, a kind of based on the new of black phosphorus alkene Type light curable conductive coating, according to parts by weight, ingredient are as follows: 5.0~10.0 parts of photoinitiator, 8.0~15.0 parts of black phosphorus alkene, Unsaturated group replace 10.0~15.0 parts of polythiophene, 65.0~80.0 parts of unsaturated-resin, reactive diluent 10.0~ 30.0 parts, 0~10.0 part of function additive.
The polythiophene replaced containing unsaturated group, molecular structural formula are as follows:
Further, it is preferable to be poly- 3- acryloxy thiophene, poly- 3- methacroyloxyethoxy thiophene, poly- 3- At least one of phenyl vinyl thiophene.
The photoinitiator is benzophenone, benzoin ethyl ether, benzoin dimethylether, 2- hydroxy-2-methyl -1- phenyl - 1- acetone, 1- hydroxy-cyciohexyl phenyl ketone, 2,4,6- trimethylbenzoyl diphenyl phosphine oxide, double 2,4,6- trimethylbenzenes At least one of formylphenyl phosphine oxide；The unsaturated-resin is polyurethane acrylate resin, unsaturated polyester resin.
The reactive diluent is hydroxy-ethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, methacrylic acid Hydroxypropyl acrylate, 1,4-butanediol diacrylate, 1,6- hexanediyl ester, neopentylglycol diacrylate, tripropylene glycol Class diacrylate, Glycerin triacrylate, two contracting trimethylolpropane tetra-acrylates, the third oxidation neopentyl glycol two At least one of acrylate, ethoxylated trimethylolpropane triacrylate.
The function additive is anti-wear agent, delustering agent, scratching resistant, levelling agent, ultraviolet absorbing agent, negative ion powder addition The combination of one or more of agent, mask agent.
The present invention provides a kind of preparation method of novel light curable conductive coating based on black phosphorus alkene, and preparation step is such as Under:
Polythiophene, the reactive diluent, nothing for successively replacing photoinitiator, unsaturated-resin, black phosphorus alkene, unsaturated group Machine pigments and fillers are added in reactor；Often plus a kind of ingredient after mixing evenly, a kind of ingredient under could being added, filtering, pack The light curable conductive coating；Then timber, glass, metal, ceramics, cement base are imposed on the mode of spraying, brushing, dip-coating Material surface after drying 10~30min at 60 ± 10 DEG C, carries out photocuring, system with the speed of 5m/min, 80W/cm Hg lamp irradiation Obtain conductive coating.
A kind of novel light curable conductive coating based on black phosphorus alkene of the invention, during paint solidification, unsaturated group The polythiophene that group replaces polymerize to form tridimensional network with unsaturated-resin, reactive diluent photocuring, is black phosphorus alkene, poly- thiophene Conductive channel is provided between pheno unit；Conductive coating of the invention has excellent electric conductivity.
Specific embodiment
A kind of novel light curable conductive coating based on black phosphorus alkene of the invention is done further below with reference to embodiment Description.It is understood that specific embodiment described herein is used only for explaining related invention, rather than to the limit of the invention It is fixed.
Embodiment 1
A kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: benzoin dimethylether 7.0 parts, 12.0 parts of black phosphorus alkene, poly- 10.0 parts of 3- phenyl vinyl thiophene, 75.0 parts of polyurethane acrylate resin, 1,6- oneself 20.0 parts of omega-diol diacrylate.
Embodiment 2
A kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: 2- hydroxyl -2- first 5.0 parts of base -1- phenyl -1- acetone, 15.0 parts of black phosphorus alkene, poly- 15.0 parts of 3- methacroyloxyethoxy thiophene, polyurethane third 65.0 parts of alkene acid ester resin, 12.0 parts of neopentylglycol diacrylate, 5.0 parts of delustering agent.
Embodiment 3
A kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: 5 parts of benzophenone .0,15.0 parts of black phosphorus alkene, poly- 15.0 parts of 3- methacroyloxyethoxy thiophene, 80.0 parts of unsaturated polyester resin, 1,6- oneself 30.0 parts of omega-diol diacrylate, 10.0 parts of anti-wear agent.
Embodiment 4
A kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: 1- hydroxy-cyclohexan 6.0 parts of base phenyl ketone, 14.0 parts of black phosphorus alkene, poly- 11.0 parts of 3- acryloxy thiophene, 72.0 parts of unsaturated polyester resin, 20.0 parts of tripropylene glycol class diacrylate, 5.0 parts of negative ion powder additive.
Embodiment 5
A kind of novel light curable conductive coating based on black phosphorus alkene, according to parts by weight, ingredient are as follows: double 2,4,6- front threes 9.0 parts of base benzoyloxy phenyl phosphine oxide, 14.0 parts of black phosphorus alkene, poly- 12.0 parts of 3- acryloxy thiophene, urethane acrylate 65.0 parts of resin, 18.0 parts of 1,4 butanediol diacrylate.
It to the embodiment in the present invention, operates according to the following steps: successively by photoinitiator, unsaturated-resin, black phosphorus alkene, no Polythiophene, reactive diluent, the inorganic color stuffing of saturated group substitution are added in reactor；Often plus a kind of ingredient stirs evenly Afterwards, the light curable conductive coating is packed to obtain in a kind of ingredient under could being added, filtering；Then with spraying, brush, dip-coating Mode imposes on timber, glass, metal, ceramics, cement matrix surface, after drying 10~30min at 60 ± 10 DEG C, with 5m/min Speed, 80W/cm Hg lamp irradiation carry out photocuring, be made conductive coating.
According to relevant criterion to the coating (comparative example) of coating and commercially available conductive coating in the present embodiment in the same terms Under detected, performance indicator is as shown in table 1.
1 unsaturated-resin Conductive Paints index of table
Volume resistivity Adhesive force Pencil hardness Impact strength
Embodiment 1 5.9×10-3Ω·cm 0 grade 1H 154kg·cm
Embodiment 2 6.5×10-3Ω·cm 0 grade 1H 162kg·cm
Embodiment 3 6.2×10-3Ω·cm 0 grade 1H 153kg·cm
Embodiment 4 6.3×10-3Ω·cm 0 grade 1H 154kg·cm
Embodiment 5 6.5×10-3Ω·cm 0 grade 1H 163kg·cm
Comparative example 5.0×10-3Ω·cm 1 grade B 140kg·cm
Although the present invention has been explained in detail and has referred to embodiment, for those of ordinary skill in the art, show Various schemes, modification and the change that can so make as specified above, should be construed as being included within the scope of the claims.

Claims (6)

1. a kind of novel light curable conductive coating based on black phosphorus alkene, which is characterized in that the novel light based on black phosphorus alkene is solid Change conductive coating, according to parts by weight, ingredient are as follows: 5.0~10.0 parts of photoinitiator, 8.0~15.0 parts of black phosphorus alkene, unsaturation 10.0~15.0 parts of polythiophene, 65.0~80.0 parts of the unsaturated-resin, 10.0~30.0 parts of reactive diluent, function of group substitution It can be 0~10.0 part of auxiliary agent；
Wherein, the polythiophene that the unsaturated group replaces is poly- 3- acryloxy thiophene, poly- 3- methacryloxypropyl second At least one of oxygroup thiophene, poly- 3- phenyl vinyl thiophene.
2. the novel light curable conductive coating based on black phosphorus alkene according to claim 1, which is characterized in that the photoinitiator For benzophenone, benzoin ethyl ether, benzoin dimethylether, 2- hydroxy-2-methyl -1- phenyl -1- acetone, 1- hydroxy-cyciohexyl Phenyl ketone, 2,4,6- trimethylbenzoyl diphenyl phosphine oxide, in double 2,4,6- trimethylbenzoyl phenyl phosphine oxides extremely Few one kind.
3. the novel light curable conductive coating based on black phosphorus alkene according to claim 1, it is characterised in that: the unsaturated tree Rouge is polyurethane acrylate resin or unsaturated polyester resin.
4. the novel light curable conductive coating based on black phosphorus alkene according to claim 1, it is characterised in that: the activity dilution Agent is hydroxy-ethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxy propyl methacrylate, 1,4- butanediol two Acrylate, 1,6- hexanediyl ester, neopentylglycol diacrylate, tripropylene glycol class diacrylate, trihydroxy Propane triacrylate, two contracting trimethylolpropane tetra-acrylates, the third oxidation neopentylglycol diacrylate, ethoxylation three At least one of hydroxymethyl-propane triacrylate.
5. the novel light curable conductive coating based on black phosphorus alkene according to claim 1, it is characterised in that: the function additive For one of anti-wear agent, delustering agent, scratching resistant, levelling agent, ultraviolet absorbing agent, negative ion powder additive, mask agent or Several combinations.
6. a kind of preparation method of the novel light curable conductive coating based on black phosphorus alkene as described in claim 1, it is characterised in that: It is described the preparation method is as follows:
Polythiophene, the reactive diluent, inorganic face for successively replacing photoinitiator, unsaturated-resin, black phosphorus alkene, unsaturated group Filler is added in reactor；Often plus a kind of ingredient after mixing evenly, a kind of ingredient under could being added, filtering, pack described Light curable conductive coating；Then timber, glass, metal, ceramics, cement matrix table are imposed on the mode of spraying, brushing, dip-coating Face after drying 10~30min at 60 ± 10 DEG C, carries out photocuring with the speed of 5m/min, 80W/cm Hg lamp irradiation, is made and leads Electrocoat.
CN201811137696.7A 2018-09-28 2018-09-28 A kind of novel light curable conductive coating based on black phosphorus alkene Withdrawn CN109337570A (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120052307A1 (en) * 2004-08-03 2012-03-01 Waldfried Plieth Process for coating metallic surfaces with an anti-corrosive coating
CN105153864A (en) * 2015-08-19 2015-12-16 中国科学院深圳先进技术研究院 Photothermally-induced shape memory composite and preparation method thereof
CN106634144A (en) * 2016-12-29 2017-05-10 湖南湘江关西涂料有限公司 Preparation method for aqueous dispersion of cationic graphene and application thereof
CN108517183A (en) * 2018-04-25 2018-09-11 湖南辰砾新材料有限公司 A kind of novel light curable conductive coating and preparation method thereof based on black phosphorus alkene

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120052307A1 (en) * 2004-08-03 2012-03-01 Waldfried Plieth Process for coating metallic surfaces with an anti-corrosive coating
CN105153864A (en) * 2015-08-19 2015-12-16 中国科学院深圳先进技术研究院 Photothermally-induced shape memory composite and preparation method thereof
CN106634144A (en) * 2016-12-29 2017-05-10 湖南湘江关西涂料有限公司 Preparation method for aqueous dispersion of cationic graphene and application thereof
CN108517183A (en) * 2018-04-25 2018-09-11 湖南辰砾新材料有限公司 A kind of novel light curable conductive coating and preparation method thereof based on black phosphorus alkene

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Application publication date: 20190215