CN102179202A - Amphoteric comb block polymer surfactant and preparation method thereof - Google Patents
Amphoteric comb block polymer surfactant and preparation method thereof Download PDFInfo
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- CN102179202A CN102179202A CN2011100610865A CN201110061086A CN102179202A CN 102179202 A CN102179202 A CN 102179202A CN 2011100610865 A CN2011100610865 A CN 2011100610865A CN 201110061086 A CN201110061086 A CN 201110061086A CN 102179202 A CN102179202 A CN 102179202A
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- block polymer
- polymer surfactant
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 25
- 229920000642 polymer Polymers 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims abstract description 62
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 11
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000003197 catalytic effect Effects 0.000 claims abstract description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 30
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 10
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 238000007789 sealing Methods 0.000 claims description 10
- 102100026735 Coagulation factor VIII Human genes 0.000 claims description 9
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 claims description 9
- 239000012986 chain transfer agent Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000012153 distilled water Substances 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000000746 purification Methods 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 235000021050 feed intake Nutrition 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 8
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000012711 chain transfer polymerization Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- -1 oxime boron fluoride Chemical class 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000010189 synthetic method Methods 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 3
- WZWHQGYLTJNHIJ-UHFFFAOYSA-N CCC(C)(CC)C(CC)(CC)Cl Chemical compound CCC(C)(CC)C(CC)(CC)Cl WZWHQGYLTJNHIJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Abstract
The invention discloses an amphoteric comb block polymer surfactant and a preparation method thereof. The invention is characterized in that: a self-made complex of oxime boron fluoride (COBF) is taken as a catalyst, azoisobutyronitrile (AIBN) is taken as an initiator, butyl methacrylate, 2-acryloylamino-2-methyl-1-propanesulfonic acid, 2-hydroxyethyl methacrylate and the like are taken as raw materials, and the polymer surfactant of which the terminal is provided with double bond, sulfonic group and hydroxyl is synthesized by a catalytic chain transfer polymerization method. Compared with the traditional surfactant, the prepared product can be more widely applied to various fields; moreover, the synthetic method is simple and convenient, easy to control and suitable for industrial production.
Description
Technical field
The present invention relates to a kind of surfactant, be specifically related to a kind of both sexes comb shape block polymer surfactant, the present invention also relates to the preparation method of described both sexes comb shape block polymer surfactant simultaneously.
Background technology
Amphoteric surfactant is because it has special nature, in acid medium, be cationic, in alkaline medium, be anionic, pH was both sexes at 6～8 o'clock, thereby can be well composite with the surfactant of other ionics and nonionic in pH scope comparatively widely, and be widely used in various fields.
High molecular surfactant (polymeric surfactant) is meant that relative molecular mass (is generally 10 more than thousands of
3～10
6) and material with certain surface activity.Low-molecular-weight surfactant is that a class well has surface-active material, studies show that recently some high molecular weight polymers also have extremely strong surface-active, feature performance benefit such as have that high temperature resistant, emulsifying capacity is strong, dispersiveness and flocculability are good.The use emulsifying agent is to guarantee the stability in polymerization process and storage later on and the use in the emulsion polymerisation.But common emulsifying agent be physical absorption on the emulsion particle surface, be easy to desorb, particularly shear and the freeze thawing ringing under, thereby cause the coalescent and sedimentation of emulsion; Remaining in emulsifying agent in the latex film also will influence the resistance to water of emulsion, solvent resistance, gloss and adhesive force etc.High molecular surfactant then can address this problem preferably.
Summary of the invention
Purpose of the present invention just provides a kind of amphiphilic polymers surfactant.
For reaching above-mentioned purpose, the technical solution used in the present invention is: a kind of both sexes comb shape block polymer surfactant, express by following formula:
A kind of preparation method of both sexes comb shape block polymer surfactant may further comprise the steps:
(1) in reactor, adds 2-acrylamido-2-methyl-propane sulfonic acid (AMPS), butyl methacrylate (BMA), catalytic chain transfer agent (COBF), water-soluble azo initiator azo two different (the nitrogen amine ethyl) butyl ether (AIBA) of certain proportioning successively.Mix, blast high pure nitrogen after the sealing, put into 70～80 ℃ water-bath and react 9～11hr.
(2) add butyl methacrylate (BMA), water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA), the methacrylic acid-own ester of 2-hydroxyl (HEMA) of certain proportioning successively, to blast high pure nitrogen after the reactor sealing then, 70～80 ℃ of reaction 9～11hr.
(3) the reaction back is 1: 1 methyl alcohol distilled water mixed solution purification with volume ratio.Product is put into 40 ℃ of dry 24hr of vacuum drying chamber, obtains desciccate, and productive rate is 71%.
In the technique scheme, step (1) described AMPS: BMA=5: 9～1: 9.
In the technique scheme, the content of the described AIBI of step (1) be AMPS, BMA quality and 0.6%～1%.
In the technique scheme, described catalytic chain transfer agent (COBF) is self-control, and its molecular structure is expressed by following formula:
In the technique scheme, the content of the described COBF of step (1) be AMPS, BMA quality and 0.08%～0.12%.
In the technique scheme, step (2) described BMA: HEMA=1: 10～1: 30, its quality and feed intake quite with step (1).
In the technique scheme, the content of the described AIBI of step (2) be BMA, HEMA quality and 0.6%～1%.
Because the utilization of technique scheme, the present invention has following characteristics:
Description of drawings
Fig. 1 is the infrared spectrogram of product.
The specific embodiment
Below in conjunction with embodiment the present invention is further described, following examples only are that the present invention will be described but not it are limited.
Embodiment 1:
In reactor, add 1mol 2-acrylamido-2-methyl-propane sulfonic acid (AMPS), 9mol butyl methacrylate (BMA), 0.033g catalytic chain transfer agent (COBF), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA) successively.Mix, blast high pure nitrogen after the sealing, put into 70～80 ℃ water-bath and react 9～11hr.Add 0.5mol butyl methacrylate (BMA), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA), the 9.5mol methacrylic acid-own ester of 2-hydroxyl (HEMA) successively, to blast high pure nitrogen after the reactor sealing then, 70～80 ℃ of reaction 9～11hr.The reaction back is 1: 1 methyl alcohol distilled water mixed solution purification with volume ratio.Product is put into 40 ℃ of dry 24hr of vacuum drying chamber, obtains desciccate, and productive rate is 71%.
Embodiment 2:
In reactor, add 2mol 2-acrylamido-2-methyl-propane sulfonic acid (AMPS), 8mol butyl methacrylate (BMA), 0.033g catalytic chain transfer agent (COBF), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA) successively.Mix, blast high pure nitrogen after the sealing, put into 70～80 ℃ water-bath and react 9～11hr.Add 0.5mol butyl methacrylate (BMA), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA), the 9.5mol methacrylic acid-own ester of 2-hydroxyl (HEMA) successively, to blast high pure nitrogen after the reactor sealing then, 70～80 ℃ of reaction 9～11hr.The reaction back is 1: 1 methyl alcohol distilled water mixed solution purification with volume ratio.Product is put into 40 ℃ of dry 24hr of vacuum drying chamber, obtains desciccate, and productive rate is 67%.
Embodiment 3:
In reactor, add 2mol 2-acrylamido-2-methyl-propane sulfonic acid (AMPS), 8mol butyl methacrylate (BMA), 0.033g catalytic chain transfer agent (COBF), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA) successively.Mix, blast high pure nitrogen after the sealing, put into 70～80 ℃ water-bath and react 9～11hr.Add 0.4mol butyl methacrylate (BMA), 1.6mol water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA), the 9.6mol methacrylic acid-own ester of 2-hydroxyl (HEMA) successively, to blast high pure nitrogen after the reactor sealing then, 70～80 ℃ of reaction 9～11hr.The reaction back is 1: 1 methyl alcohol distilled water mixed solution purification with volume ratio.Product is put into 40 ℃ of dry 24hr of vacuum drying chamber, obtains desciccate, and productive rate is 72%.
These embodiment only are used to the present invention is described and should not limit the scope of this invention.In addition, after having read content of the present invention, those skilled in the art make the change or the modification of the various equivalent form of values to the present invention, and these equivalent form of values belong to claims institute restricted portion of the application equally.
Claims (8)
1. both sexes comb shape block polymer surfactant, express by following formula:
2. both sexes comb shape block polymer surfactant, it is characterized in that: the synthetic route of this surfactant is as follows:
(1) in reactor, adds 2-acrylamido-2-methyl-propane sulfonic acid (AMPS), butyl methacrylate (BMA), catalytic chain transfer agent (COBF), water-soluble azo initiator azo two different (the nitrogen amine ethyl) butyl ether (AIBA) of certain proportioning successively.Mix, blast high pure nitrogen after the sealing, put into 70～80 ℃ water-bath and react 9～11hr.
(2) add butyl methacrylate (BMA), water-soluble azo initiator azo two different (nitrogen amine ethyl) butyl ether (AIBA), the methacrylic acid-own ester of 2-hydroxyl (HEMA) of certain proportioning successively, to blast high pure nitrogen after the reactor sealing then, 70～80 ℃ of reaction 9～11hr.
(3) the reaction back is 1: 1 methyl alcohol distilled water mixed solution purification with volume ratio.Product is put into 40 ℃ of dry 24hr of vacuum drying chamber, obtains desciccate, and productive rate is 71%.
3. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: step in the claim 2 (1) described AMPS: BMA=5: 9～1: 9.
4. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: the content of the described AIBI of step in the claim 2 (1) be AMPS, BMA quality and 0.6%～1%.
5. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: described catalytic chain transfer agent (COBF) is self-control, and its molecular structure is expressed by following formula:
6. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: the content of the described COBF of step in the claim 2 (1) be AMPS, BMA quality and 0.08%～0.12%.
7. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: step in the claim 2 (2) described BMA: HEMA=1: 10～1: 30, and its quality and feed intake quite with step (I).
8. the preparation method of a both sexes comb shape block polymer surfactant is characterized in that: the content of the described AIBI of step in the claim 2 (2) be BMA, HEMA quality and 0.6%～1%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011100610865A CN102179202A (en) | 2011-03-15 | 2011-03-15 | Amphoteric comb block polymer surfactant and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011100610865A CN102179202A (en) | 2011-03-15 | 2011-03-15 | Amphoteric comb block polymer surfactant and preparation method thereof |
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| Publication Number | Publication Date |
|---|---|
| CN102179202A true CN102179202A (en) | 2011-09-14 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011100610865A Pending CN102179202A (en) | 2011-03-15 | 2011-03-15 | Amphoteric comb block polymer surfactant and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115287021A (en) * | 2022-07-07 | 2022-11-04 | 江苏景宏新材料科技有限公司 | Water-resistant weather-resistant water-based acrylate pressure-sensitive adhesive and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1541136A (en) * | 2001-06-11 | 2004-10-27 | Use of reactive polymeric surfactants in emulsion formation |
-
2011
- 2011-03-15 CN CN2011100610865A patent/CN102179202A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1541136A (en) * | 2001-06-11 | 2004-10-27 | Use of reactive polymeric surfactants in emulsion formation |
Non-Patent Citations (1)
| Title |
|---|
| 刘玉珍: "梳形聚合物的合成及其应用研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》, no. 10, 15 October 2009 (2009-10-15) * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115287021A (en) * | 2022-07-07 | 2022-11-04 | 江苏景宏新材料科技有限公司 | Water-resistant weather-resistant water-based acrylate pressure-sensitive adhesive and preparation method thereof |
| CN115287021B (en) * | 2022-07-07 | 2024-04-02 | 江苏景宏新材料科技有限公司 | Waterproof Hou Shuixing acrylate pressure-sensitive adhesive and preparation method thereof |
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Application publication date: 20110914 |