CN109608598A - A kind of Cationic/nonionic composite high polymer antistatic agent - Google Patents
A kind of Cationic/nonionic composite high polymer antistatic agent Download PDFInfo
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- CN109608598A CN109608598A CN201710925823.9A CN201710925823A CN109608598A CN 109608598 A CN109608598 A CN 109608598A CN 201710925823 A CN201710925823 A CN 201710925823A CN 109608598 A CN109608598 A CN 109608598A
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- antistatic agent
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- cationic
- antistatic
- composite high
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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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
- C08L55/00—Compositions of homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C08L23/00 - C08L53/00
- C08L55/02—ABS [Acrylonitrile-Butadiene-Styrene] polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/04—Antistatic
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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
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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
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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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
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a kind of Cationic/nonionic composite high polymer antistatic agents.The present invention passes through free-radical polymerized method synthesizing cationic/nonionic composite high-molecular antistatic agent to biphenol using polyethylene glycol, polytetrahydrofuran and dialkyl group.Polyethylene glycol in antistatic agent is a kind of cationic surfactant with high charge density, and polytetrahydrofuran is a kind of non-ionic antistatic agent, and the synergistic effect of the two assigns ABS resin excellent antistatic property；Dialkyl group provides antistatic agent and the good compatibility of ABS resin to biphenol.The unique molecular structure of antistatic agent makes ABS resin have permanent antistatic, overcomes the disadvantage of conventional antistatic agent persistence difference.
Description
Technical field
The present invention relates to a kind of Cationic/nonionic composite high polymer antistatic agents and preparation method thereof, and in particular to one
Kind is suitable for the Cationic/nonionic composite high polymer antistatic agent and preparation method thereof of ABS resin.
Background technique
ABS resin is a kind of using very extensive engineering plastics, but the good insulating of itself, surface resistivity
Height, it is extremely easy to produce static electricity in use process, it is limited in the application of certain occasions.Such as in mine electrical appliance shell in use,
If generating excessive electrostatic charge, surface-discharge will be caused and cause fire explosion.
The cationic surfactants such as quaternary ammonium salt have high antistatic effect, therefore are widely used as the anti-of high polymer
Electrostatic agent.But the disadvantages of their presence ooze out surface with high polymer poor compatibility, rapidly and generate stickiness, heat resistance is poor.It is anti-
Electrostatic agent and matrix resin poor compatibility can be such that antistatic agent is precipitated in resin surface rapidly, although in a short time antistatic effect compared with
It is good, but easily fall off under the influence of external condition, so that antistatic effect is not lasting.
Dimethylaminoethyl second reported in polymer material science and engineering (2003,19 (3): 137-140)
Ester bromic ether (MAEB)-styrene (St) copolymer, dimethylaminoethyl methacrylate bromo dimethyl suflfate
(MADMS)-styrol copolymer etc., is added in ABS, can make the reduction of ABS surface resistivity, but reduction amplitude is smaller,
1011ABS resin still has the surface resistivity of 10-10 Ω, still reaches in some specific occasions less than antistatic requirement.Plastics
(dimethylaminoethyl acrylate methyl base butylammonium bromide-styrene) poly- reported in (2011,40 (3): 76-79) though amphipathic copolymer 89
The surface resistivity of ABS resin can be so set to be reduced to the level of 10-10 Ω, but it is affected by ambient humidity, humidity
Still there is biggish surface resistivity when relatively low.And sample rises 2-3 in boiling 2.5h rear surface resistivity
A order of magnitude, heat resistance and persistence are relatively poor.
Summary of the invention
In view of the deficiencies of the prior art, the present invention provides a kind of can be used for ABS resin and can make ABS resin surface 89
Resistivity is reduced to the level of 10-10 Ω, and it is influenced smaller, to have persistence good, heat-resist sun by ambient humidity
Ionic/nonionic composite high-molecular antistatic agent and preparation method thereof.
Cationic/nonionic composite high polymer antistatic agent of the invention is made of the raw material of following mass fractions: poly- second
100 parts of glycol, 15 parts~40 parts of polytetrahydrofuran, dialkyl group to 50 parts~150 parts of biphenol, 1.5 parts~5 parts of sodium potassium silicate,
350 parts of sodium potassium silicate.
Preferably, the raw material mass mixture ratio is as follows: 100 parts of polyethylene glycol, 25 parts of polytetrahydrofuran~30 parts, dialkyl group
To 60 parts~90 parts of biphenol, 3 parts~4 parts, 350 parts of solvent of sodium potassium silicate.
The polytetrahydrofuran is preferably the esterification products i.e. methacrylic acid of poly glycol monomethyl ether and methacrylic acid
Poly glycol monomethyl ether ester, molecular weight 1200 ~ 2000.
The dialkyl group is preferably styrene, methyl methacrylate, butyl acrylate and acrylic acid hydroxyl second to biphenol
One of ester.
The sodium potassium silicate is preferably azodiisobutyronitrile (AIBN) or azobisisoheptonitrile (ABVN).
The sodium potassium silicate is preferably anhydrous methanol or dehydrated alcohol.
The preparation method of cationic/nonionic Polymer-metallic Catalyst of the invention includes the following steps: (1) by poly- second
Two pure and mild dialkyl group are dissolved in sodium potassium silicate biphenol, stir evenly, and obtain monomer mixture solution A；(2) by sodium potassium silicate and poly-
Tetrahydrofuran, which is dissolved in sodium potassium silicate, is made mixed solution B, and mixed solution B is added drop-wise in monomer mixture solution A, and control adds
2~2.5h of the angle of incidence, 70~75 DEG C of reaction temperature；(3) mixed solution B is added dropwise, and after the reaction was continued 2~3h, uses deionization
Water sedimentation product filters, and washing is dried in vacuo in 65-75 DEG C, obtains Cationic/nonionic composite high polymer antistatic agent.
It is preferably antistatic that Cationic/nonionic composite high polymer antistatic agent of the invention can be used for the needs such as ABS resin
The polymer composite of performance, the present invention pass through free radical to biphenol using polyethylene glycol, polytetrahydrofuran and dialkyl group
The method synthesizing cationic of copolymerization/nonionic composite high-molecular antistatic agent.Polyethylene glycol in antistatic agent is that one kind has
The cationic surfactant of high charge density, polytetrahydrofuran are a kind of non-ionic antistatic agents, and the collaboration of the two is made
With the excellent antistatic property of imparting ABS resin；Dialkyl group provides antistatic agent to biphenol and ABS resin is good compatible
Property.The unique molecular structure of antistatic agent makes ABS resin have permanent antistatic, overcomes conventional antistatic agent persistence
The disadvantage of difference.
Cationic/nonionic composite high polymer antistatic agent of the invention is a kind of hydrophilic and oleophilic amphiphilic polymers,
Middle hydrophilic radical has very high charge density, can provide excellent antistatic property, lipophilic group can provide and ABS tree
The suitable compatibility of rouge, makes antistatic agent not penetrate into surface rapidly, and is not easy to be affected by the external environment and lose, and protects
Demonstrate,prove the lasting antistatic property of ABS resin.In addition, the present invention selects the anion of fine heat-resisting performance for the quaternary ammonium salt of salt acid group
Cationic surfactant can make antistatic agent provided by the present invention have excellent heat resistance.
Specific embodiment
Below in conjunction with specific embodiment, the present invention will be described in detail, herein illustrative examples and explanation of the invention
For explaining the present invention, but it is not as a limitation of the invention.
Embodiment 1 weighs 100 parts of polyethylene glycol and 50 parts of styrene, pours into the beaker for filling 250 parts of dehydrated alcohols,
It is sufficiently stirred at room temperature, the mixed monomer solution of polyethylene glycol and styrene is made.4 parts of azodiisobutyronitriles and 15 parts are weighed again
The esterification products (molecular weight 1200) of poly glycol monomethyl ether and methacrylic acid are dissolved in 100 parts of dehydrated alcohols, at room temperature
It stirs evenly.Mixed monomer solution is added in the three-necked flask with stirring and reflux unit, controls 75 DEG C of reaction temperature, it will
Liquid separation is added in esterification products (molecular weight 1200) mixed liquor of azodiisobutyronitrile and poly glycol monomethyl ether and methacrylic acid
In funnel, dropped evenly in reaction system in 2h.After the reaction was continued 2.5h, reaction solution is poured into beaker, is added 1000 parts
Deionized water carries out precipitating, and vacuum filtration obtains sediment, and sediment is put into 70 DEG C of bakings after being washed with deionized 3 times 4
It is dried in vacuo 12h in case and obtains Cationic/nonionic composite high polymer antistatic agent.
Embodiment 2 weighs 100 parts of polyethylene glycol and 60 parts of methyl methacrylates, pours into and fills 250 parts of anhydrous methanols
It in beaker, is sufficiently stirred at room temperature, the mixed monomer solution of polyethylene glycol and methyl methacrylate is made.1.5 are weighed again
The esterification products (molecular weight 1500) of part azobisisoheptonitrile and 40 parts of poly glycol monomethyl ethers and methacrylic acid are dissolved in 100 parts
In anhydrous methanol, it is stirred at room temperature uniformly.Mixed monomer solution is added in the three-necked flask with stirring and reflux unit,
75 DEG C of reaction temperature of control, by the esterification products (molecular weight of azobisisoheptonitrile and poly glycol monomethyl ether and methacrylic acid
1500) mixed liquor is added in separatory funnel, drops evenly in reaction system in 2.5h.After the reaction was continued 3h, reaction solution is fallen
Enter in beaker, 1000 parts of deionized waters are added and carry out precipitatings, vacuum filtration obtains sediment, and after being washed with deionized 3 times
Sediment is put into vacuum drying 12h in 70 DEG C of baking ovens and obtains Cationic/nonionic composite high polymer antistatic agent.
Embodiment 3 weighs 100 parts of polyethylene glycol and 150 parts of butyl acrylates, pours into the beaker for filling 250 parts of dehydrated alcohols
In, it is sufficiently stirred at room temperature, the mixed monomer solution of polyethylene glycol and butyl acrylate is made.It is different that 2 parts of azos two are weighed again
The esterification products (molecular weight 1800) of butyronitrile and 30 parts of poly glycol monomethyl ethers and methacrylic acid are dissolved in 100 parts of dehydrated alcohols
In, it is stirred at room temperature uniformly.Mixed monomer solution is added in the three-necked flask with stirring and reflux unit, control reaction
75 DEG C of temperature, azodiisobutyronitrile is mixed with poly glycol monomethyl ether with the esterification products (molecular weight 1800) of methacrylic acid
Liquid is added in separatory funnel, drops evenly in reaction system in 2h.After reaction carries out 2.5h, reaction solution is poured into beaker,
1000 parts of deionized waters are added and carry out precipitating, vacuum filtration obtains sediment, and puts sediment after being washed with deionized 3 times
Enter to be dried in vacuo 12h in 70 DEG C of baking ovens and obtains Cationic/nonionic composite high polymer antistatic agent.
Embodiment 4 weighs 100 parts of polyethylene glycol and 90 parts of hydroxy-ethyl acrylates, pours into the burning for filling 250 parts of anhydrous methanols
In cup, it is sufficiently stirred at room temperature, the mixed monomer solution of polyethylene glycol and hydroxy-ethyl acrylate is made.3.5 parts of idols are weighed again
The esterification products (molecular weight 2000) of the different heptonitrile of nitrogen two and 25 parts of poly glycol monomethyl ethers and methacrylic acid be dissolved in 100 parts it is anhydrous
In methanol, it is stirred at room temperature uniformly.Mixed monomer solution is added in the three-necked flask with stirring and reflux unit, control
75 DEG C of reaction temperature, by the esterification products (molecular weight 2000) of azobisisoheptonitrile and poly glycol monomethyl ether and methacrylic acid
Mixed liquor is added in separatory funnel, drops evenly in reaction system in 2.5h.After reaction carries out 3h, reaction solution is poured into beaker
In, deionized water, which is added, can generate a large amount of precipitatings, and vacuum filtration obtains sediment, and will precipitate after being washed with deionized 3 times
Object is put into vacuum drying 12h in 70 DEG C of baking ovens and obtains Cationic/nonionic composite high polymer antistatic agent.
The above description is only an embodiment of the present invention, is not intended to limit the scope of the invention, all to utilize this hair
Equivalent structure or equivalent flow shift made by bright description is applied directly or indirectly in other relevant technology necks
Domain is included within the scope of the present invention.
Claims (1)
1. a kind of Cationic/nonionic composite high polymer antistatic agent, which is characterized in that by the raw material system of following mass fractions
At: 100 parts of polyethylene glycol, 15 parts~40 parts of polytetrahydrofuran, dialkyl group are to 50 parts~150 parts, 1.5 parts of sodium potassium silicate of biphenol
~5 parts, 350 parts of sodium potassium silicate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710925823.9A CN109608598A (en) | 2017-10-05 | 2017-10-05 | A kind of Cationic/nonionic composite high polymer antistatic agent |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710925823.9A CN109608598A (en) | 2017-10-05 | 2017-10-05 | A kind of Cationic/nonionic composite high polymer antistatic agent |
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| Publication Number | Publication Date |
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| CN109608598A true CN109608598A (en) | 2019-04-12 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115260382A (en) * | 2022-08-23 | 2022-11-01 | 浙江工业大学 | Transparent antistatic PMMA material and preparation method thereof |
-
2017
- 2017-10-05 CN CN201710925823.9A patent/CN109608598A/en not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115260382A (en) * | 2022-08-23 | 2022-11-01 | 浙江工业大学 | Transparent antistatic PMMA material and preparation method thereof |
| CN115260382B (en) * | 2022-08-23 | 2024-02-13 | 浙江工业大学 | Transparent antistatic PMMA material and preparation method thereof |
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Application publication date: 20190412 |