CN106987227A - A kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and preparation method thereof - Google Patents
A kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and preparation method thereof Download PDFInfo
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- CN106987227A CN106987227A CN201710259533.5A CN201710259533A CN106987227A CN 106987227 A CN106987227 A CN 106987227A CN 201710259533 A CN201710259533 A CN 201710259533A CN 106987227 A CN106987227 A CN 106987227A
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—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
- C08G18/4825—Polyethers containing two hydroxy groups
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
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- 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
- C08K3/04—Carbon
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- 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
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
- C09J9/02—Electrically-conducting adhesives
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- 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
- C08K2201/00—Specific properties of additives
- C08K2201/001—Conductive additives
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- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant, carbon black is carried out surface oxidation treatment by its preparation first, toluene di-isocyanate(TDI) is reused by its isocyanate functional groupization, then the copolyreaction of polyalcohol and polyisocyanates is participated in, obtain isocyanation esterification Carbon Black/polyurethane performed polymer, Conductive sealant is mixed to prepare with liquid butyl rubber etc. afterwards, the effect with uniform electric field.Carbon blacksurface of the present invention is grafted with isocyano, participate in polyurethane prepolymer precursor reactant, improve compatibility of the conductive filler carbon black in polyurethane sealant, it is dispersed in Conductive sealant, the uneven of electric field in cable can effectively be reduced, other carbon black can be in filled polyurethane sealant layer space so that the adhesive property of Conductive sealant is enhanced.
Description
Technical field
The present invention relates to a kind of fluid sealant, and in particular to a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and its
Preparation method.
Background technology
Conducting polymer materials are an important branch of functional material.With industries such as electronics industry and information technologies
Develop rapidly, the demand for the polymeric material with conducting function is more and more urgent.Because conducting polymer materials have
Light weight, easy processing into various complicated shapes, good stability of the dimension and resistivity interior adjustable in a big way the features such as, thus
It is widely used in the fields such as antistatic, conduction, electromagnetic shielding and electrochemistry.
Polyurethane（PU）Adhesive is the height for the unique energy that a class is produced by polyisocyanates and polyol reaction
Polymers, because with good lower temperature resistance, chemical resistance, rub resistance and the features such as pliability, therefore its application compared with
To be extensive.But, PU is a kind of insulating materials in itself, and its antistatic behaviour and electric conductivity are poor, so that its application field
Expansion is restricted.
Xi Xiangrong, Yu Chaosheng et al. are at it《The preparation of reduced nano graphite/conductive polyurethane glue and performance study》One text
In, three kinds of different base polyurethane prepolymer for use as of performance are produced under different reaction conditions using isocyanates and polyalcohol（PUⅠ、
PUⅡAnd PUⅢ）, three kinds of PU conducting resinls, its electric conductivity are then mixed with reduced nano graphite, trimethylolpropane respectively
It is significantly improved with mechanical property.But the direct filling of its graphite is added, with polyurethane matrix poor compatibility, easily occurs group
It is poly-, cause the inhomogeneities of electric field in cable.
The content of the invention
In view of the shortcomings of the prior art, the present invention provide a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and its
Preparation method.
Carbon black is carried out surface oxidation treatment by a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant, its preparation first,
Toluene di-isocyanate(TDI) is reused by its isocyanate functional groupization, polyalcohol is then participated in and the copolymerization of polyisocyanates is anti-
Should, isocyanation esterification Carbon Black/polyurethane performed polymer is obtained, Conductive sealant is mixed to prepare with liquid butyl rubber etc. afterwards, had
There is the effect of uniform electric field.
Comprise the following steps that：
（1）The surface oxidation treatment of carbon black：
10-16 parts of carbon blacks and 55-70 parts of oxidants are added in three-necked flask, mechanical agitation, oil bath heating, at 75-85 DEG C
At a temperature of react 8-11 hour, reaction terminate after, be cooled to room temperature, filtering, deionized water cyclic washing is used, in filtrate is in
Property untill, finally by filter residue at 70-85 DEG C dry, produce Surface Oxidation Modification carbon black；
（2）The isocyanate functional groupization of carbon blacksurface：
Above-mentioned Surface Oxidation Modification carbon black, 35-40 parts of toluene di-isocyanate(TDI)s are added in three-necked flask, toluene is solvent, machine
Tool is stirred, and is added 2-6 parts of triethylamines and is made acid binding agent, ice bath reacts 25-35 minutes, 110-130 DEG C of continuation is heated slowly to afterwards
Reaction 20-30 minutes, reaction product removes unreacted isocyanates in 80 DEG C of rotary evaporations, produces isocyanation esterification carbon black；
（3）The preparation of isocyanation esterification Carbon Black/polyurethane performed polymer：
In the four-hole boiling flask equipped with electric mixer, reflux condensing tube and thermometer, 65-80 parts of polypropylene glycols 2000 are added,
Vacuumized in 80-100 DEG C and slough moisture, be cooled to 55-65 DEG C, 40-55 parts of toluene diisocyanates are then added under nitrogen protection
Acid esters and step（2）Isocyanation esterification carbon black, temperature control reacts 4-6 hours, and isocyanation esterification Carbon Black/polyurethane performed polymer is made；
（4）The preparation of isocyanation esterification Carbon Black/polyurethane Conductive sealant：
8-20 parts of liquid butyl rubbers are added in above-mentioned base polyurethane prepolymer for use as, control temperature adds 2-7 under the conditions of 45-55 DEG C
Part dibutyl tin laurate, 2-9 parts of trimethylolpropanes, are mixed 5-25 minutes after being well mixed on three-roll grinder, envelope
Dress storage.
Wherein, described oxidant is mixed by the concentrated sulfuric acid with hydrogen peroxide constitutes, and wherein the consumption of the concentrated sulfuric acid is 65-70%.
Wherein, described step（3）Middle controlling reaction temperature is at 60-70 DEG C.
Compared with prior art, the present invention has advantages below：
（1）Carbon black is carried out surface oxidation treatment by the present invention first by the concentrated sulfuric acid and hydrogen peroxide mixture as oxidant,
With the intensification of degree of oxidation, the oxy radical of carbon blacksurface is lifted, and is generated weakly acidic hydroxyl, can effectively be solved nanoparticle
The cluster states of son, afterwards using the hydroxyl of nanoparticle surface, react with the contraposition isocyano of toluene di-isocyanate(TDI),
Carbon blacksurface is grafted with isocyano, participate in polyurethane prepolymer precursor reactant, improve conductive filler carbon black in polyurethane seal
Compatibility in glue, is dispersed in Conductive sealant, can effectively reduce the uneven of electric field in cable.
（2）Contacted in fluid sealant of the present invention between conductive carbon black filler and overlap it is compact, and in Conductive sealant formed
Continuous conductive path, so that Conductive sealant is conductive, system is changed into conductor from insulator, and carbon blacksurface is different in addition
Key and effect occur for cyanate radical active group and polyurethane macromolecular, the space that carbon black can be in filled polyurethane sealant layer, from
And it is enhanced the adhesive property of Conductive sealant.
Embodiment
Carbon black is carried out surface oxidation treatment by a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant, its preparation first,
Toluene di-isocyanate(TDI) is reused by its isocyanate functional groupization, polyalcohol is then participated in and the copolymerization of polyisocyanates is anti-
Should, isocyanation esterification Carbon Black/polyurethane performed polymer is obtained, Conductive sealant is mixed to prepare with liquid butyl rubber etc. afterwards, had
There is the effect of uniform electric field.
Comprise the following steps that：
（1）The surface oxidation treatment of carbon black：
15 parts of carbon blacks and 60 parts of oxidants are added in three-necked flask, mechanical agitation, oil bath heating, reacted at a temperature of 80 DEG C
10 hours, after reaction terminates, room temperature is cooled to, filters, uses deionized water cyclic washing, untill filtrate is in neutrality, finally
By filter residue in being dried at 80 DEG C, Surface Oxidation Modification carbon black is produced；
（2）The isocyanate functional groupization of carbon blacksurface：
Above-mentioned Surface Oxidation Modification carbon black, 35 parts of toluene di-isocyanate(TDI)s are added in three-necked flask, toluene is solvent, and machinery is stirred
Mix, add 3 parts of triethylamines and make acid binding agent, ice bath reacts 30 minutes, 120 DEG C are heated slowly to afterwards and continues reaction 25 minutes, instead
Answer product to remove unreacted isocyanates in 80 DEG C of rotary evaporations, produce isocyanation esterification carbon black；
（3）The preparation of isocyanation esterification Carbon Black/polyurethane performed polymer：
In the four-hole boiling flask equipped with electric mixer, reflux condensing tube and thermometer, 75 parts of polypropylene glycols 2000 are added, in 90
DEG C vacuumize and to slough moisture, be cooled to 60 DEG C, 46 parts of toluene di-isocyanate(TDI)s and step are then added under nitrogen protection（2）It is different
Cyanic acid is esterified carbon black, and temperature control reacts 5 hours, and isocyanation esterification Carbon Black/polyurethane performed polymer is made；
（4）The preparation of isocyanation esterification Carbon Black/polyurethane Conductive sealant：
12 parts of liquid butyl rubbers are added in above-mentioned base polyurethane prepolymer for use as, control temperature adds 4 parts of February under the conditions of 50 DEG C
Dilaurylate, 6 parts of trimethylolpropanes, are mixed 15 minutes after being well mixed on three-roll grinder, encapsulation storage.
Wherein, described oxidant is mixed by the concentrated sulfuric acid with hydrogen peroxide constitutes, and wherein the consumption of the concentrated sulfuric acid is 65-70%.
Wherein, described step（3）Middle controlling reaction temperature is at 60-70 DEG C.
Claims (4)
1. a kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant, it is characterised in that carbon black is carried out surface by its preparation first
Oxidation processes, reuse toluene di-isocyanate(TDI) by its isocyanate functional groupization, then participate in polyalcohol and polyisocyanates
Copolyreaction, obtain isocyanation esterification Carbon Black/polyurethane performed polymer, be mixed to prepare afterwards with liquid butyl rubber etc. conductive close
Sealing, the effect with uniform electric field.
2. a kind of preparation method of isocyanation esterification Carbon Black/polyurethane Conductive sealant according to claims 1, it is special
Levy and be, comprise the following steps that：
（1）The surface oxidation treatment of carbon black：
10-16 parts of carbon blacks and 55-70 parts of oxidants are added in three-necked flask, mechanical agitation, oil bath heating, at 75-85 DEG C
At a temperature of react 8-11 hour, reaction terminate after, be cooled to room temperature, filtering, deionized water cyclic washing is used, in filtrate is in
Property untill, finally by filter residue at 70-85 DEG C dry, produce Surface Oxidation Modification carbon black；
（2）The isocyanate functional groupization of carbon blacksurface：
Above-mentioned Surface Oxidation Modification carbon black, 35-40 parts of toluene di-isocyanate(TDI)s are added in three-necked flask, toluene is solvent, machine
Tool is stirred, and is added 2-6 parts of triethylamines and is made acid binding agent, ice bath reacts 25-35 minutes, 110-130 DEG C of continuation is heated slowly to afterwards
Reaction 20-30 minutes, reaction product removes unreacted isocyanates in 80 DEG C of rotary evaporations, produces isocyanation esterification carbon black；
（3）The preparation of isocyanation esterification Carbon Black/polyurethane performed polymer：
In the four-hole boiling flask equipped with electric mixer, reflux condensing tube and thermometer, 65-80 parts of polypropylene glycols 2000 are added,
Vacuumized in 80-100 DEG C and slough moisture, be cooled to 55-65 DEG C, 40-55 parts of toluene diisocyanates are then added under nitrogen protection
Acid esters and step（2）Isocyanation esterification carbon black, temperature control reacts 4-6 hours, and isocyanation esterification Carbon Black/polyurethane performed polymer is made；
（4）The preparation of isocyanation esterification Carbon Black/polyurethane Conductive sealant：
8-20 parts of liquid butyl rubbers are added in above-mentioned base polyurethane prepolymer for use as, control temperature adds 2-7 under the conditions of 45-55 DEG C
Part dibutyl tin laurate, 2-9 parts of trimethylolpropanes, are mixed 5-25 minutes after being well mixed on three-roll grinder, envelope
Dress storage.
3. a kind of preparation method of isocyanation esterification Carbon Black/polyurethane Conductive sealant according to claims 1,2, its
It is characterised by, described oxidant is mixed by the concentrated sulfuric acid with hydrogen peroxide to be constituted, wherein the consumption of the concentrated sulfuric acid is 65-70%.
4. a kind of preparation method of isocyanation esterification Carbon Black/polyurethane Conductive sealant according to claims 2, it is special
Levy and be, described step（3）Middle controlling reaction temperature is at 60-70 DEG C.
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| CN201710259533.5A CN106987227A (en) | 2017-04-20 | 2017-04-20 | A kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and preparation method thereof |
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| CN201710259533.5A CN106987227A (en) | 2017-04-20 | 2017-04-20 | A kind of isocyanation esterification Carbon Black/polyurethane Conductive sealant and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108192230A (en) * | 2018-02-05 | 2018-06-22 | 罗宇强 | The infrared reinforced plastics of television set |
| CN115181435A (en) * | 2022-06-28 | 2022-10-14 | 江南大学 | Surface modification method of carbon black flame-retardant pigment for in-situ polymerization polyester chip |
| CN115262272A (en) * | 2022-07-26 | 2022-11-01 | 中南大学 | Preparation method of impregnating resin material for densifying carbon fiber paper |
| CN115926665A (en) * | 2022-12-30 | 2023-04-07 | 郑州郑大可飞科技有限公司 | Elastic self-adhesive conductive sealing gasket with composite structure and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104817995A (en) * | 2015-05-20 | 2015-08-05 | 叶芳 | Novel polyurethane conductive adhesive and preparation method thereof |
| CN105566699A (en) * | 2016-03-10 | 2016-05-11 | 安徽海源特种电缆有限公司 | High-strength and oil-resistant electric power cable |
-
2017
- 2017-04-20 CN CN201710259533.5A patent/CN106987227A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104817995A (en) * | 2015-05-20 | 2015-08-05 | 叶芳 | Novel polyurethane conductive adhesive and preparation method thereof |
| CN105566699A (en) * | 2016-03-10 | 2016-05-11 | 安徽海源特种电缆有限公司 | High-strength and oil-resistant electric power cable |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108192230A (en) * | 2018-02-05 | 2018-06-22 | 罗宇强 | The infrared reinforced plastics of television set |
| CN115181435A (en) * | 2022-06-28 | 2022-10-14 | 江南大学 | Surface modification method of carbon black flame-retardant pigment for in-situ polymerization polyester chip |
| CN115181435B (en) * | 2022-06-28 | 2024-03-01 | 江南大学 | Surface modification method of carbon black flame-retardant pigment for in-situ polymerization polyester chip |
| CN115262272A (en) * | 2022-07-26 | 2022-11-01 | 中南大学 | Preparation method of impregnating resin material for densifying carbon fiber paper |
| CN115926665A (en) * | 2022-12-30 | 2023-04-07 | 郑州郑大可飞科技有限公司 | Elastic self-adhesive conductive sealing gasket with composite structure and preparation method thereof |
| CN115926665B (en) * | 2022-12-30 | 2024-05-10 | 郑州郑大可飞科技有限公司 | Elastic self-adhesive conductive sealing gasket with composite structure and preparation method thereof |
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Application publication date: 20170728 |