CN1109694C - Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process - Google Patents
Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process Download PDFInfo
- Publication number
- CN1109694C CN1109694C CN 00117227 CN00117227A CN1109694C CN 1109694 C CN1109694 C CN 1109694C CN 00117227 CN00117227 CN 00117227 CN 00117227 A CN00117227 A CN 00117227A CN 1109694 C CN1109694 C CN 1109694C
- Authority
- CN
- China
- Prior art keywords
- sulfonated polystyrene
- microemulsion
- water
- butyl acrylate
- base microemulsion
- 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.)
- Expired - Fee Related
Links
- 229920001467 poly(styrenesulfonates) Polymers 0.000 title claims abstract description 37
- 239000004530 micro-emulsion Substances 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 title claims description 18
- 229920000058 polyacrylate Polymers 0.000 title claims description 18
- 239000002245 particle Substances 0.000 claims abstract description 18
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 9
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 239000003999 initiator Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 239000012046 mixed solvent Substances 0.000 claims description 8
- 238000006277 sulfonation reaction Methods 0.000 claims description 8
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 4
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 claims description 2
- 229920000554 ionomer Polymers 0.000 claims description 2
- 238000000614 phase inversion technique Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 5
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 239000002131 composite material Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 229920002959 polymer blend Polymers 0.000 abstract description 2
- 229920005990 polystyrene resin Polymers 0.000 abstract 2
- 238000005282 brightening Methods 0.000 abstract 1
- 230000006866 deterioration Effects 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 238000005498 polishing Methods 0.000 abstract 1
- 238000007666 vacuum forming Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 description 6
- 238000002356 laser light scattering Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention provides poly-butyl acrylate/sulfonated polystyrene composite water-base microemulsion and a preparing method thereof. The present invention overcomes the problem of deterioration in cross blend material properties caused by the inconsistency among polymer blends. The present invention utilizes phase reverse technique for preparing stable nano-grade water-base microemulsion by a isolating polymer of sulphonated polystyrene resin; the interior of the nanometer particle core of sulphonated polystyrene resin in water-base microemulsion is used as a reacting field; lipophilic monomer butyl acrylate is used for initiating polymerization for preparing stable poly-butyl acrylate/sulfonated polystyrene composite water-base microemulsion whose particulates have a nanometer dimension; the water-base microemulsion can be used as a brightening agent of paper and polishing oil of the vacuum forming of paper.
Description
The present invention relates to butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and method for making thereof.
Be meant that from the aggressiveness aqueous microemulsion superpolymer is dispersed in the stable aqueous dispersion that forms in the water continuous phase with the ultrafine particulate form.Because the superpolymer aqueous microemulsion does not contain the organic solvent of (or containing a small amount of), environment is not polluted, not insulting health, therefore, it is widely used in the water-based paint industrial circle.In addition, because the micro polymer particle size is at nano level in the aqueous microemulsion, close with the bioprotein size, the difference in functionality group makes it have multiple different function on the microparticle surfaces band if make by chemical process, then it is at the medicament slow release putting material, and aspects such as microcapsule and medical diagnosis medicament have broad application prospects.
As everyone knows, single polymer properties all has its relative merits, and the method by polymer blending can remedy polymkeric substance shortcoming separately.But, because uncompatibility between polymer blend causes the intermingling material performance degradation.Be mutual tangled structure between the molecular chain if the phase farmland size that can reduce blend to nano level or micron order, makes to be similar between blend components, just can obviously improve the consistency between blend components, improve performance of composites.
The object of the present invention is to provide a kind of butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and preparation method thereof.The butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion of preparation has satisfactory stability and particle size.
The present invention utilizes phase inversion technique, sulfonated polystyrene is emulsified into the nano level aqueous microemulsion, be reacting environment with sulfonated polystyrene particulate nuclear inside again, cause the polymerization of lipophilicity monomer butyl acrylate with initiator, prepare stable butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion.The mean particle dia of prepared microemulsion is between 15～500 nanometers.
The preparation process of butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion is: with sulfonation degree is that the sulfonated polystyrene ionomer of 3mol%～15mol% is dissolved in organic solvent (as: acetone, pimelinketone, toluene, methyl alcohol or their mixed solvent), add emulsifying water to phase reversion (the system specific conductivity is undergone mutation and characterized), form grain diameter at the stable sulfonated polystyrene aqueous microemulsion of tens～hundreds of nanometer, add the lipophilicity monomer butyl acrylate and account for the initiator of monomer weight 0.2～10% (as benzoyl peroxide BPO, Diisopropyl azodicarboxylate AIBN), the weight ratio of monomer butyl acrylate and sulfonated polystyrene is 1: 0.1～10; Stirring makes it penetrate into sulfonated polystyrene particulate nuclear inside, is warming up to 70～90 ℃, and reaction 4～10h causes the butyl acrylate polymerization, promptly gets butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion.
The butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion of the present invention's preparation, the emulsion particle particle diameter arrives several hundred nano-scales tens, the size of two kinds of interpolymer interactions is at molecular level, has consistency preferably, the film that emulsion became has better toughness and intensity than with the prepared blend membrane of solution blending process, can be used as paper lustering agent, paper plastic uptake buffing oil, replacing present solvent borne paper lustering agent and paper plastic uptake buffing oil, is the new paper auxiliary agent of a kind of free of contamination environment-friendly type.
Embodiment 1
3.000g sulfonated polystyrene (sulfonation degree is 9.3mol%) is dissolved in (volume ratio is 1: 1) in acetone and the pimelinketone mixed solvent, add 120ml water to phase reversion fully, Dropwise 5 ml butyl acrylate, add initiator Diisopropyl azodicarboxylate 30mg, be warmed up to 80 ℃, reacted 8 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.98/1), measure through laser light scattering particle determinator, its particle median size is 220.23nm.
Embodiment 2
3.000g sulfonated polystyrene (sulfonation degree is 4.3mol%) is dissolved in (volume ratio is 7: 3) in toluene and the methanol mixed solvent, add 80ml water to phase reversion fully, Dropwise 5 ml butyl acrylate, add initiator Diisopropyl azodicarboxylate 40mg, be warmed up to 72 ℃, reacted 6 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.56/1), measure through laser light scattering particle determinator, its particle median size is 192.25nm.
Embodiment 3
3.000g sulfonated polystyrene (sulfonation degree is 11.25mol%) is dissolved in (volume ratio is 8.5: 1.5) in ethanol and the pimelinketone mixed solvent, add 150ml water to phase reversion fully, Dropwise 5 ml butyl acrylate, add initiator benzoyl peroxide 30mg, be warmed up to 95 ℃, reacted 8 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.95/1), measure through laser light scattering particle determinator, its particle median size is 189.33nm.
Embodiment 4
3.000g sulfonated polystyrene (sulfonation degree is 9.3mol%) is dissolved in acetone and the pimelinketone mixed solvent, add 120ml water to phase reversion fully, Dropwise 5 ml butyl acrylate, add initiator benzoyl peroxide 40mg, be warmed up to 80 ℃, reacted 4.5 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.68/1), measure through laser light scattering particle determinator, its particle median size is 326.3nm.
Embodiment 5
3.000g sulfonated polystyrene (sulfonation degree is 6.1mol%) is dissolved in 1, in 2-ethylene dichloride and the alcohol mixed solvent (volume ratio is 1.5/8.5), add 110ml water to phase reversion fully, drip the 3ml butyl acrylate, add initiator benzoyl peroxide 30mg, be warmed up to 75 ℃, reacted 9 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.52/1), its particle median size is 121.45nm.
Embodiment 6
3.000g sulfonated polystyrene (sulfonation degree is 14.3mol%) is dissolved in acetone and the pimelinketone mixed solvent, add 120ml water to phase reversion fully, drip the 4ml butyl acrylate, add initiator benzoyl peroxide 30mg, be warmed up to 80 ℃, reacted 8 hours, stop heating, get the stable compounded water-base microemulsion of butyl polyacrylate/sulfonated polystyrene (weight ratio is 0.76/1), measure through laser light scattering particle determinator, its particle median size is 245.36nm.
Claims (3)
1, a kind of preparation method of butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion, it is characterized in that utilizing phase inversion technique, sulfonated polystyrene is emulsified into the nano level aqueous microemulsion, be reacting environment with sulfonated polystyrene particulate nuclear inside again, cause the polymerization of lipophilicity monomer butyl acrylate with initiator, its preparation process is: with sulfonation degree is that the sulfonated polystyrene ionomer of 3mol%～15mol% is dissolved in organic solvent, add emulsifying water to phase reversion, add lipophilicity monomer butyl acrylate and the initiator benzoyl peroxide or the Diisopropyl azodicarboxylate that account for monomer weight 0.2～10%, the weight ratio of monomer butyl acrylate and sulfonated polystyrene is 1: 0.1～10; Stirring makes it penetrate into sulfonated polystyrene particulate nuclear inside, is warming up to 70～90 ℃, and reaction 4～10h promptly gets butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion.
2, according to the method described in the claim 1, it is characterized in that: described organic solvent is acetone, pimelinketone, toluene, methyl alcohol or their mixed solvent.
3, a kind of butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion for preparing according to the method for claim 1, the mean particle dia that it is characterized in that described microemulsion is between 15～500 nanometers.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00117227 CN1109694C (en) | 2000-07-06 | 2000-07-06 | Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00117227 CN1109694C (en) | 2000-07-06 | 2000-07-06 | Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1279249A CN1279249A (en) | 2001-01-10 |
| CN1109694C true CN1109694C (en) | 2003-05-28 |
Family
ID=4586610
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 00117227 Expired - Fee Related CN1109694C (en) | 2000-07-06 | 2000-07-06 | Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1109694C (en) |
-
2000
- 2000-07-06 CN CN 00117227 patent/CN1109694C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1279249A (en) | 2001-01-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Chen et al. | Highly mechanical properties nanocomposite hydrogels with biorenewable lignin nanoparticles | |
| KR101225327B1 (en) | Pigment dispersants, their production process, and their use | |
| CN104530321A (en) | Preparation method of nanoparticle-modified polyurethane acrylate copolymer resin microemulsion | |
| CN102906131A (en) | thickening polymer | |
| WO2007074041A1 (en) | Aqueous dispersions of polymers which comprise a fluorescent dye, process for their production and their use for marking materials | |
| JP7394929B2 (en) | water-based ballpoint pen | |
| CN103648472A (en) | Novel thickening polymers II | |
| TWI408147B (en) | A polymerization method for acrylic latex without emulisifier | |
| CN100344692C (en) | Method for preparing aqueous nano SiO2 acrylic acid composite emulsion | |
| CN103483601B (en) | Preparation method for polymeric nanometer microsphere | |
| CN111992151B (en) | preparation method of pH stimulation responsive slow-release hybrid microspheres | |
| KR20130018255A (en) | Resin particle having convex portions on surface, method for producing same, and coating composition, coating material, and preparation for external use, each using same | |
| Wen et al. | Synthesis of PVAc/SiO2 latices stabilized by silica nanoparticles | |
| CN102366838A (en) | Preparation method of silver nano-particle with uniformity in particle size and favorable monodisperse stability | |
| CN1318459C (en) | Method for preparing nano silicon dioxide-acrylate polymeric microball material | |
| CN1109694C (en) | Butyl polyacrylate/sulfonated polystyrene compounded water-base microemulsion and its preparing process | |
| KR20040111358A (en) | Thickener, cosmetic preparation containing the same, and process for producing the same | |
| Petrov et al. | Wormlike morphology formation and stabilization of “Pluronic P123” micelles by solubilization of pentaerythritol tetraacrylate | |
| Absil et al. | Click reactive microgels as a strategy towards chemically injectable hydrogels | |
| CN1112378C (en) | Polyperspex/sulfonated polystyrene compounded water-base microemulsion and its preparing process | |
| CN109593400A (en) | The application of nano-scale water Narrow Molecular Weight Distribution acrylic acid copolymer ester | |
| CN103214609B (en) | The preparation method of monodisperse rosinyl polymer microsphere | |
| JP2018523653A (en) | Composition containing void-containing latex particles and inorganic metal oxide | |
| Yang et al. | Polyacrylate/SiO 2 nanocomposites prepared by combining non-aqueous sol–gel process and miniemulsion polymerization | |
| JP2005035809A (en) | Aqueous fullerene dispersion |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |