CN103012663A - Preparation method for anionic acrylate polymer surfactant - Google Patents

Preparation method for anionic acrylate polymer surfactant Download PDF

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Publication number
CN103012663A
CN103012663A CN2012105212591A CN201210521259A CN103012663A CN 103012663 A CN103012663 A CN 103012663A CN 2012105212591 A CN2012105212591 A CN 2012105212591A CN 201210521259 A CN201210521259 A CN 201210521259A CN 103012663 A CN103012663 A CN 103012663A
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China
Prior art keywords
preparation
methyl
acrylic ester
family macromolecule
anionic
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Pending
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CN2012105212591A
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Chinese (zh)
Inventor
李小瑞
牟静
沈一丁
王海花
费贵强
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Shaanxi University of Science and Technology
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Shaanxi University of Science and Technology
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Priority to CN2012105212591A priority Critical patent/CN103012663A/en
Publication of CN103012663A publication Critical patent/CN103012663A/en
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Abstract

The invention discloses a preparation method for an anionic acrylate polymer surfactant. According to the method, acrylamide, a lipophilic monomer and a vinyl anion monomer are used as comonomers, and free radical solution copolymerization is carried out so as to prepare the anionic acrylate polymer surfactant. The polymer surfactant prepared by using the preparation method not only can be used as an emulsifier for emulsion polymerization but also can be used for emulsifying rosin, petroleum resin and the like. According to the invention, a series of anionic acrylate polymer surfactants with different surface activity can be prepared by adjusting the kinds of monomers, the usage amount of the monomers and ratios of a plurality of monomers. The preparation method provided by the invention has the characteristics of a wide varying range of kind selection and a composition scope of the monomers, a simple preparation process and the like and can be easily applied and popularized in practical industry.

Description

A kind of preparation method of anionic acrylic ester family macromolecule surfactant
Technical field
The invention belongs to the organic high molecular compound field, particularly a kind of preparation method of anionic acrylic ester family macromolecule surfactant.
Background technology
The polymeric surface active agent molecule still has the typical amphipathic molecule constitutional features of tensio-active agent, be on the molecular backbone chain namely with hydrophilic (polarity) group again with hydrophobic (nonpolar) group, so that polymeric surface active agent can be adsorbed on the interface between oil/water, and then change the alternate interfacial property of profit two.
Remove some natural high molecular substances such as gelatin, casein, pectin, guar gum, chitin etc., the most of macromolecule surface promoting agent that uses now mainly is the semi-synthetic or synthetic macromolecule tensio-active agent of artificial preparation.Semi-synthetic polymeric surface active agent is natural polymeric surface active agent to be carried out chemical modification make, and is the polymer substance of the amphipathic structure of hydrophilic oleophylic and the synthetic macromolecule tensio-active agent is having of synthetic.
The people polymeric surface active agent of synthetic exploitation mainly comprise graft type and the block type polymeric surfactant that structure is clear and definite, and the not bery clear and definite random polymeric surface active agent of structure.Although the graft type that structure is clear and definite and block type polymeric surfactant namely are easy to research goodish effect is arranged again, but, the synthetic preparation condition of these tensio-active agents nearly all is that very harsh ionic polymerization or ring-opening polymerization even both have concurrently, this production cost that shows them is very high, and then them have been limited in industrial promotion and application, therefore, graft type and block type polymer tensio-active agent generally only have larger theory value, do not possess high using value in actual production.Yet, although random polymeric surface active agent structure is indefinite, but it also has preferably effect at aspects such as emulsification, dispersion, thickening, flocculations, because having high molecular and long hydrophobic and hydrophilic segment, when it uses as emulsifying agent or dispersion agent, still far better than the effect of other traditional small-molecular emulsifiers or different small-molecular emulsifier mixture.
In general, often adopt radical polymerization to prepare the random polymeric surface active agent, this is that monomeric species is selected and compositing range changes the characteristics such as wide, that preparation process is simple because free radical polymerisation process has, and it is easy to use and promote in actual industrial.
Summary of the invention
The object of the invention provides a kind of preparation method of anionic acrylic ester family macromolecule surfactant.The polymeric surface active agent that this preparation method obtains not only can be made the emulsifying agent of letex polymerization, also can be used to emulsification rosin, petroleum resin etc.The inventive method has the characteristics such as monomeric species is selected and compositing range changes extensively, preparation process is simple, is conducive to the promotion and application in the actual industrial.
For achieving the above object; the technical solution used in the present invention is: acrylamide, lipophilicity monomer, vinyl anionic monomer, acetone and oil-soluble initiator are pressed (1-4): (5-30): (3-20): (30-300): mol ratio adding (0.04-1) is equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer; behind the logical nitrogen temperature is risen to 60-90 ℃; under nitrogen protection, react 4-8h; underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant.
Described lipophilicity monomer is the mixture of one or both arbitrary proportions in vinylbenzene, (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) Ethyl acrylate.
Described vinyl anionic monomer is a kind of in 2-acrylamide-2-methyl propane sulfonic, sodium allyl sulfonate, the 1-propenyloxy group-2-hydroxypropanesulfonic acid sodium.
Described oil-soluble initiator is a kind of in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), the dibenzoyl peroxide.
The present invention adopts the standby random anionic acrylic ester family macromolecule surfactant of radical solution copolymerization legal system.In preparation process, by regulating the proportioning of monomeric species, each monomer consumption and various of monomer, can prepare the series anionic acrylic ester high molecular type surfactant with different surfaces activity.The polymeric surface active agent that obtains for the present invention; when preparing emulsion take water as dispersion medium; the macromolecular hydrophobic segment of polymer can enter oil phase; be adsorbed on the oil phase particle, hydrophilic segment then in water, makes emulsion-stabilizing by electrostatic effect and space steric effect; wherein; electrostatic effect plays a leading role, and the three-dimensional protective colloid action of polymkeric substance itself can prepare the emulsion with good stability in addition.
Embodiment
The present invention is described in further detail below in conjunction with specific embodiment, and the explanation of the invention is not limited.
Embodiment 1:
Acrylamide, butyl acrylate, 2-acrylamide-2-methyl propane sulfonic, acetone and Diisopropyl azodicarboxylate are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 1:5:3:30:0.06, behind the logical nitrogen temperature is risen to 60 ℃, under nitrogen protection, react 8h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 42mN/m(mass concentration is 0.15%).
Embodiment 2:
Acrylamide, Ethyl acrylate, sodium allyl sulfonate, acetone and 2,2'-Azobis(2,4-dimethylvaleronitrile) are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 2:7:6:70:0.1, behind the logical nitrogen temperature is risen to 65 ℃, under nitrogen protection, react 7.5h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 40mN/m(mass concentration is 0.15%).
Embodiment 3:
Acrylamide, vinylbenzene, butyl acrylate, 1-propenyloxy group-2-hydroxypropanesulfonic acid sodium, acetone and dibenzoyl peroxide are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 1:3:6:7:90:0.2, behind the logical nitrogen temperature is risen to 70 ℃, under nitrogen protection, react 7h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 38mN/m(mass concentration is 0.15%).
Embodiment 4:
Acrylamide, methyl methacrylate, Ethyl acrylate, 2-acrylamide-2-methyl propane sulfonic, acetone and dibenzoyl peroxide are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 3:20:5:12:120:0.3, behind the logical nitrogen temperature is risen to 75 ℃, under nitrogen protection, react 6h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 43mN/m(mass concentration is 0.2%).
Embodiment 5:
Acrylamide, ethyl propenoate, butyl methacrylate, sodium allyl sulfonate, acetone and Diisopropyl azodicarboxylate are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 1:7:8:12:200:0.4, behind the logical nitrogen temperature is risen to 80 ℃, under nitrogen protection, react 5h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 34mN/m(mass concentration is 0.2%).
Embodiment 6:
Acrylamide, vinylbenzene, butyl methacrylate, 2-acrylamide-2-methyl propane sulfonic, acetone and 2,2'-Azobis(2,4-dimethylvaleronitrile) are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 3:6:14:15:230:0.6, behind the logical nitrogen temperature is risen to 85 ℃, under nitrogen protection, react 4.5h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 38mN/m(mass concentration is 0.2%).
Embodiment 7:
Acrylamide, methyl acrylate, N-Hexyl methacrylate, 1-propenyloxy group-2-hydroxypropanesulfonic acid sodium, acetone and dibenzoyl peroxide are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 2:16:11:18:280:0.8, behind the logical nitrogen temperature is risen to 90 ℃, under nitrogen protection, react 4h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 36mN/m(mass concentration is 0.2%).
Embodiment 8:
Acrylamide, vinylbenzene, butyl acrylate, 2-acrylamide-2-methyl propane sulfonic, acetone and Diisopropyl azodicarboxylate are equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer by the mol ratio adding of 4:16:14:20:300:1, behind the logical nitrogen temperature is risen to 80 ℃, under nitrogen protection, react 5.5h, underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant; The surface tension of prepared polymeric surface active agent is that the 45mN/m(mass concentration is 0.2%).

Claims (4)

1. the preparation method of an anionic acrylic ester family macromolecule surfactant; it is characterized in that: acrylamide, lipophilicity monomer, vinyl anionic monomer, acetone and oil-soluble initiator are pressed (1-4): (5-30): (3-20): (30-300): mol ratio adding (0.04-1) is equipped with in the four-hole boiling flask of reflux condensing tube, airway, thermometer; behind the logical nitrogen temperature is risen to 60-90 ℃; under nitrogen protection, react 4-8h; underpressure distillation, the faint yellow product that obtains is anionic acrylic ester family macromolecule surfactant.
2. the preparation method of anionic acrylic ester family macromolecule surfactant according to claim 1, it is characterized in that: described lipophilicity monomer is the mixture of one or both arbitrary proportions in vinylbenzene, (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) Ethyl acrylate.
3. the preparation method of anionic acrylic ester family macromolecule surfactant according to claim 1 is characterized in that: described vinyl anionic monomer is a kind of in 2-acrylamide-2-methyl propane sulfonic, sodium allyl sulfonate, the 1-propenyloxy group-2-hydroxypropanesulfonic acid sodium.
4. the preparation method of anionic acrylic ester family macromolecule surfactant according to claim 1 is characterized in that: described oil-soluble initiator is a kind of in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), the dibenzoyl peroxide.
CN2012105212591A 2012-12-05 2012-12-05 Preparation method for anionic acrylate polymer surfactant Pending CN103012663A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104017124A (en) * 2014-03-13 2014-09-03 南京工业大学 Preparation of high-polymer soaping agent containing 2-acrylamido-methylpropanesulfonic acid (AMPS)
CN105869691A (en) * 2016-04-14 2016-08-17 西南科技大学 Preparation method of cure-peelable high-viscosity radioactive aerosol inhibitor
CN107056979A (en) * 2017-03-15 2017-08-18 上海优卡化工科技有限公司 A kind of acrylic acid terpolymer dispersant and preparation method and application
CN107151286A (en) * 2017-05-16 2017-09-12 江苏有容催化技术研究所有限公司 A kind of random high molecular surfactant preparation method

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CN101225625A (en) * 2008-01-29 2008-07-23 陕西科技大学 Method for preparing anion corrugated medium circling pressure strengthening agent
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CN102649829A (en) * 2012-05-17 2012-08-29 陕西科技大学 Preparation method for anionic fluorine-containing polyacrylamide

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US20050196444A1 (en) * 2004-03-05 2005-09-08 Basf Aktiengesellschaft Aqueous polymer dispersions based on alkyl (meth)acrylates
CN101020731A (en) * 2007-03-12 2007-08-22 安徽大学 Process of preparing solvent type fluoric acrylate copolymer
CN101225625A (en) * 2008-01-29 2008-07-23 陕西科技大学 Method for preparing anion corrugated medium circling pressure strengthening agent
CN102091564A (en) * 2010-12-07 2011-06-15 余林华 Acrylic ester polymer surfactant and preparation method thereof
CN102649829A (en) * 2012-05-17 2012-08-29 陕西科技大学 Preparation method for anionic fluorine-containing polyacrylamide

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104017124A (en) * 2014-03-13 2014-09-03 南京工业大学 Preparation of high-polymer soaping agent containing 2-acrylamido-methylpropanesulfonic acid (AMPS)
CN105869691A (en) * 2016-04-14 2016-08-17 西南科技大学 Preparation method of cure-peelable high-viscosity radioactive aerosol inhibitor
CN107056979A (en) * 2017-03-15 2017-08-18 上海优卡化工科技有限公司 A kind of acrylic acid terpolymer dispersant and preparation method and application
CN107151286A (en) * 2017-05-16 2017-09-12 江苏有容催化技术研究所有限公司 A kind of random high molecular surfactant preparation method

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Application publication date: 20130403