CN108641257A - A kind of high temperature resistant acrylic rubber - Google Patents
A kind of high temperature resistant acrylic rubber Download PDFInfo
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- CN108641257A CN108641257A CN201810339625.9A CN201810339625A CN108641257A CN 108641257 A CN108641257 A CN 108641257A CN 201810339625 A CN201810339625 A CN 201810339625A CN 108641257 A CN108641257 A CN 108641257A
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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
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/06—Pretreated ingredients and ingredients covered by the main groups C08K3/00 - C08K7/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
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- 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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- 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
- C08K3/042—Graphene or derivatives, e.g. graphene oxides
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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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
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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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
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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
- C08K7/00—Use of ingredients characterised by shape
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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
- C08K7/00—Use of ingredients characterised by shape
- C08K7/16—Solid spheres
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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
- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
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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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2227—Oxides; Hydroxides of metals of aluminium
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
Abstract
The present invention provides a kind of high temperature resistant acrylic rubber, it uses 30 45 parts by weight of hard monomer methyl methacrylate, 10 15 parts by weight of soft monomer n-butyl acrylate, 30 35 parts by weight of function monomer, 20 30 parts by weight of filler, 10 15 parts by weight of extraordinary core-shell particles, 24 parts by weight of initiator, 13 parts by weight of vulcanizing agent, 30 60 parts by weight of solvent；The function monomer contain hydroxyl, carboxyl, epoxy group, aromatic radical, it is phosphate-based in it is one or more.The present invention integrates the means of multinomial raising high temperature resistance, cooperates, obtains the acrylic rubber with excellent high temperature resistance performance, can meet the prior art and use needs.
Description
The application is application No. is 2016105797635, and the applying date is on 07 22nd, 2016, and invention and created name is
The divisional application of the patent of " a kind of high temperature resistant acrylic rubber and preparation method thereof ".
Technical field
The present invention relates to a kind of acrylic rubber, and in particular to a kind of high temperature resistant acrylic rubber.
Background technology
Acrylic rubber be using the condensate of acrylate as rubber made of main component, have as silicon rubber and
The same heat resistance of fluorubber and with the oil resistivity as fluorubber, epichlorohydrin rubber as nitrile rubber.It can be used for
It is required that the automobile component of heat-resisting and resistance to lubricating oil, such as the various sealing elements close to engine, washer, filler, turbine sebific duct
Deng.
It is more and more wider using field based on its excellent performance, acrylate higher and higher to its performance requirements
Requirement of the rubber to high temperature resistance also steps up, and the high temperature resistance of acrylic rubber is difficult to meet and want in the prior art
It asks.Therefore, it is badly in need of a kind of acrylic rubber that high temperature resistance is excellent and meets the needs of prior art.
Invention content
Goal of the invention：The present invention provides a kind of high temperature resistant acrylic rubber, it is intended to by selecting suitable monomer, filling out
The acrylic rubber of high temperature resistance is prepared in material, preparation process etc..By selecting specific function monomer, improving crosslinking
Density introduces fire-retardant heatproof group raising heat-resisting quantity；Suitable filler and modification mode are selected, heat transfer efficiency is improved, makes heat
Amount sheds as early as possible；The extraordinary core-shell structure copolymer microballoon of selection melts heat absorption by the physics of core metal, improves high temperature resistance.The present invention is comprehensive
The means of multinomial raising high temperature resistance are closed, cooperates, obtains the acrylic rubber with excellent high temperature resistance performance.
The present invention also provides a kind of preparation method of high temperature resistant acrylic rubber, when the specific addition of each group component selections
Machine obtains the high temperature resistant acrylic rubber of specific structure.
Specific technical solution of the present invention：A kind of high temperature resistant acrylic rubber, raw material group become：Hard monomer metering system
Sour methyl esters 30-45 parts by weight, soft monomer n-butyl acrylate 10-15 parts by weight, function monomer 30-35 parts by weight, filler 20-30
Parts by weight, extraordinary core-shell structure copolymer microballoon 10-15 parts by weight, initiator 2-4 parts by weight, vulcanizing agent 1-3 parts by weight, solvent 30-60 weight
Part；The function monomer contain hydroxyl, carboxyl, epoxy group, aromatic radical, it is phosphate-based in it is one or more.
The function monomer improves crosslink density by introducing crosslinkable groups, crosslinked group, introduce aromatic group and
Phosphate-based raising high temperature resistance.
As the optimal technical scheme of function monomer, the function monomer is by hydroxy-ethyl acrylate, epoxy acrylate, first
Base benzyl acrylate and 2- hydroxyethyl methacrylate phosphates composition, hydroxy-ethyl acrylate, epoxy acrylate, first
Base benzyl acrylate and 2- hydroxyethyl methacrylate phosphates composition weight ratio are 1:1:2:1.Hydroxy-ethyl acrylate
Introducing with epoxy acrylate improves acrylic rubber later stage crosslinking degree, and benzyl methacrylate introduces fragrance
Group, improves high temperature resistance, and 2- hydroxyethyl methacrylate phosphates not only introduce hydroxyl, are also further introduced into
Bound phosphate groups, improve flame retardant type, temperature tolerance.By select four kinds of monomers suitable amounts, balance crosslinking degree and
Flexibility of the acrylic rubber as elastomer, finally obtained acrylic rubber also have good high temperature resistance.
The filler is made of modified graphene oxide and alundum (Al2O3), and the mass ratio of the two is 1:2.Graphene oxide
The structure contacted is formed with alundum (Al2O3), heat transfer efficiency is effectively raised, heat is made largely to shed, improve whole propylene
The high temperature resistance of acid ester resin.
As optimal technical scheme, the modified graphene oxide is silane coupler modified graphene oxide.Oxidation
Graphene is prepared using classical Hummers methods, and the big pi bond structure of part class phenyl ring is remained, and is had certain
Heat conductivility.Silane coupling agent can select type common in the market, can be KH-550, KH-560 etc., coupling agent passes through
Hydrolysis with graphene oxide be mixed overnight, obtains silane coupler modified graphene oxide.It can improve oxygen
The contact stabilization of graphite alkene and alundum (Al2O3).
As optimal technical scheme, the alundum (Al2O3) is preferably dendroid alundum (Al2O3), using dendritic three
Al 2 O can improve the contact probability of alundum (Al2O3) and graphene oxide, improve heat conductivility, as early as possible heat from interior
Portion is exported to outside, improves its heat resistance, this is the unapproachable effect of other structures alundum (Al2O3).
Graphene oxide is using the silane coupler modified journey that is uniformly dispersed for not only improving graphene and matrix epoxy resin
Degree, meanwhile, the use of coupling agent improves the contact stabilization of graphene oxide and alundum (Al2O3), improves acrylate rubber
The thermal conductivity and heat resistance of glue.
It is shell that the special type core-shell structure copolymer microballoon, which is silica, and low-melting-point metal is core.In this field, silica melts
O'clock at 1700 DEG C or so, and low-melting-point metal is at 500 DEG C or less.When low-melting-point metal melts, silica can be with
Its micro-sphere structure is kept, and it is a process absorbed heat to melt, and can acrylate be protected in certain time under the high temperature conditions
Rubber.
As optimal technical scheme, the low-melting-point metal is lead, zinc, tin.232 DEG C of the fusing point of tin, the fusing point 329 of lead
DEG C, zinc is 419 DEG C.It absorbs heat under different temperatures may be implemented as core using different metal, present invention preferably employs differences
The standby extraordinary core-shell structure copolymer microballoon of made of metal is used in mixed way, and gradient heat absorption may be implemented, and improves whole high temperature resistance.
The vulcanizing agent is the mixing vulcanizing system of quaternary ammonium salt and odium stearate, and the mass ratio of quaternary ammonium salt and odium stearate is
1：1.The vulcanizing system is novel system, can effectively realize vulcanization, improves heat resistance.
The initiator is azodiisobutyronitrile, azobisisoheptonitrile or dibenzoyl peroxide.
The preparation method of high temperature resistant acrylic rubber, specific method are：Step (1)：The solvent of 15-30 parts by weight is taken to add
Enter reactor, be heated to 80-110 DEG C, then by hard monomer methyl methacrylate 30-45 parts by weight, soft monomer acrylic acid is just
Butyl ester 10-15 parts by weight, function monomer 15-17.5 parts by weight, extraordinary core-shell structure copolymer microballoon 10-15 parts by weight and 0.8-1.6 parts by weight
Initiator be uniformly mixed, be at the uniform velocity added dropwise in reactor, process be added dropwise and is completed in 1-1.5h, the reaction was continued 1h；Step (2)：
The solvent of function monomer 15-17.5 parts by weight, remaining 1.2-2.4 parts by weight initiator and 15-30 parts by weight is uniformly mixed, even
Speed is added in the reactor of step (1), and process is added dropwise and is completed in 0.3-1h, the reaction was continued 0.5h；Step (3)：By filler 20-30
Parts by weight are added in the reactor of step (2), and cooling obtains high temperature resistant acrylic rubber solution, and vulcanizing agent 1- is further added
3 parts by weight, heating vulcanization obtain high temperature resistant acrylic rubber.
Beneficial technique effect：The present invention is by selecting specific function monomer, improving crosslink density, the fire-retardant heatproof of introducing
Group improves heat-resisting quantity, and further preferred four kinds of different modes improve the function monomer of heat resistance, and collaboration improves heat-resisting
Property；Using the heat conduction of graphene oxide and alundum (Al2O3), heat-resisting system, the point-face contact of performance, dendroid alundum (Al2O3)
Using contact probability is improved, silane coupler modified graphene oxide improves resin dispersion and contact stabilization, improves
Thermal conductivity and heat resistance.When face temperature it is very high when, surface of graphene oxide deoxidation becomes graphene, system thermal conductivity, resistance to
It is hot to further increase.The extraordinary core-shell structure copolymer microballoon of selection melts heat absorption by the physics of core metal, improves high temperature resistance, preferably
Different melting points metal combination uses, and realizes gradient heat absorption.The present invention integrates the means of multinomial raising high temperature resistance, phase interworking
It closes, obtains the acrylic rubber with excellent high temperature resistance performance.
Specific implementation mode：
Embodiment 1：
The preparation method of high temperature resistant acrylic rubber, specific method are：Step (1)：The solvent by 25 parts by weight is taken to add
Enter reactor, be heated to 100 DEG C, then by 40 parts by weight of hard monomer methyl methacrylate, soft monomer n-butyl acrylate 12
Parts by weight, 3 parts by weight of hydroxy-ethyl acrylate, 3 parts by weight of epoxy acrylate, 6 parts by weight of benzyl methacrylate, 2- hydroxyls
3 parts by weight of ethylmethyl acrylate phosphate, silica is shell, the three classes microballoon each 4 that lead zinc-tin is core in core-shell structure copolymer microballoon
The initiator of parts by weight and 1.2 parts by weight is uniformly mixed, and is at the uniform velocity added dropwise in reactor, and process is added dropwise and is completed in 1.5h, continues
React 1h；Step (2)：3 parts by weight of hydroxy-ethyl acrylate, 3 parts by weight of epoxy acrylate, 6 weight of benzyl methacrylate
Part, 3 parts by weight of 2- hydroxyethyl methacrylate phosphate, 1.8 parts by weight of remaining initiator and 25 parts by weight of solvent are mixed
It closes uniform, is at the uniform velocity added in the reactor of step (1), process is added dropwise and is completed in 0.3h, the reaction was continued 0.5h；Step (3)：It will fill out
Expect that the reaction of step (2) is added in 10 parts by weight of silane coupler modified graphene oxide, 20 parts by weight of dendroid alundum (Al2O3)
In device, cooling obtains high temperature resistant acrylic rubber solution, and 1 parts by weight of vulcanizing agent quaternary ammonium salt, 1 weight of odium stearate is further added
Part is measured, heating vulcanization obtains high temperature resistant acrylic rubber.
Embodiment 2-3 and comparative example 1-7
The preparation method is the same as that of Example 1 by embodiment 2-3 and comparative example 1-6, differs only in component, the difference of dosage, tool
Body is referring to following table.It is added simultaneously with core-shell particles for filler in 7 preparation method of comparative example, component, dosage are same as Example 1.
Claims (7)
1. a kind of high temperature resistant acrylic rubber, it is characterised in that：Raw material including following parts by weight is made：Hard monomer methyl-prop
30-45 parts of e pioic acid methyl ester, 10-15 parts of soft monomer n-butyl acrylate, 30-35 parts of function monomer, 20-30 parts of filler, extraordinary core-
10-15 parts of shell microballoon, 2-4 parts of initiator, 1-3 parts of vulcanizing agent, 30-60 parts of solvent；The function monomer contain hydroxyl, carboxyl,
Epoxy group, aromatic radical, it is phosphate-based in it is one or more；The filler is by modified graphene oxide and alundum (Al2O3) group
At the alundum (Al2O3) is dendroid alundum (Al2O3)；The core of the special type core-shell structure copolymer microballoon is three kinds of lead, zinc and tin microballoons
Mixture；The vulcanizing agent is the mixing vulcanizing system of quaternary ammonium salt and odium stearate, the mass ratio of quaternary ammonium salt and odium stearate
It is 1：1.
2. high temperature resistant acrylic rubber as described in claim 1, it is characterised in that：The modified graphene oxide and three oxidations
The mass ratio of two aluminium is 1:2.
3. high temperature resistant acrylic rubber as claimed in claim 2, it is characterised in that：The modified graphene oxide is to pass through
Prepared by Hummers methods, be modified by silane coupling agent.
4. high temperature resistant acrylic rubber as described in claim 1, it is characterised in that：The function monomer is by acrylic acid hydroxyl second
Ester, epoxy acrylate, benzyl methacrylate and 2- hydroxyethyl methacrylate phosphates composition, acrylic acid hydroxyl second
Ester, epoxy acrylate, benzyl methacrylate and 2- hydroxyethyl methacrylate phosphates composition weight ratio are 1:
1:2:1。
5. high temperature resistant acrylic rubber as described in claim 1, it is characterised in that：The special type core-shell structure copolymer microballoon is titanium dioxide
Silicon is shell.
6. high temperature resistant acrylic rubber as described in claim 1, it is characterised in that：The initiator is two isobutyl of azo
Nitrile, azobisisoheptonitrile or dibenzoyl peroxide.
7. high temperature resistant acrylic rubber as described in claim 1, it is characterised in that：The high temperature resistant acrylic rubber
Preparation method includes the following steps：
Step (1)：It takes the solvent of 15-30 parts by weight that reactor is added, 80-110 DEG C is heated to, then by hard monomer metering system
Sour methyl esters 30-45 parts by weight, soft monomer n-butyl acrylate 10-15 parts by weight, function monomer 15-17.5 parts by weight, extraordinary core-
The initiator of shell microballoon 10-15 parts by weight and 0.8-1.6 parts by weight is uniformly mixed, and is at the uniform velocity added dropwise in reactor, and process is added dropwise
It is completed in 1-1.5h, the reaction was continued 1h；
Step (2)：Function monomer 15-17.5 parts by weight, the initiator of remaining 1.2-2.4 parts by weight and 15-30 parts by weight
Solvent is uniformly mixed, and is at the uniform velocity added in the reactor of step (1), and process is added dropwise and is completed in 0.3-1h, the reaction was continued 0.5h；
Step (3)：Filler 20-30 parts by weight are added in the reactor of step (2), cooling obtains high temperature resistant acrylic rubber
Solution, is further added vulcanizing agent 1-3 parts by weight, and heating vulcanization obtains high temperature resistant acrylic rubber.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810339625.9A CN108641257B (en) | 2016-07-22 | 2016-07-22 | High-temperature-resistant acrylate rubber |
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|---|---|---|---|
| CN201810339625.9A CN108641257B (en) | 2016-07-22 | 2016-07-22 | High-temperature-resistant acrylate rubber |
| CN201610579763.5A CN105949697B (en) | 2016-07-22 | 2016-07-22 | A kind of high temperature resistant acrylic rubber and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110303633A (en) * | 2019-05-14 | 2019-10-08 | 嘉兴济铭商贸有限公司 | A kind of butadiene-styrene rubber mobile phone shell |
| CN113563682A (en) * | 2021-08-25 | 2021-10-29 | 山东海益橡胶科技有限公司 | Modified carboxyl acrylate rubber without guanidine accelerator and preparation method thereof |
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|---|---|---|---|---|
| WO2018008474A1 (en) * | 2016-07-05 | 2018-01-11 | デンカ株式会社 | Acrylic rubber composition |
| CN107868638A (en) * | 2017-12-06 | 2018-04-03 | 成都创客之家科技有限公司 | A kind of pressure sensitive adhesive binding agent for eye speculum bonding and preparation method thereof |
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| CN105949697B (en) | 2018-06-12 |
| CN108641257B (en) | 2020-06-12 |
| CN105949697A (en) | 2016-09-21 |
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