CN100383168C - Preparation method of repeatedly usable high oil-absorbent material - Google Patents
Preparation method of repeatedly usable high oil-absorbent material Download PDFInfo
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- CN100383168C CN100383168C CNB2006100518302A CN200610051830A CN100383168C CN 100383168 C CN100383168 C CN 100383168C CN B2006100518302 A CNB2006100518302 A CN B2006100518302A CN 200610051830 A CN200610051830 A CN 200610051830A CN 100383168 C CN100383168 C CN 100383168C
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Abstract
The present invention relates to a material preparation method, particularly to a preparation method for reusable materials with high oil absorption performance. The method comprises the following steps: firstly, a physical cross-linking agent is put to a polymerization kettle, and a physical cross-linking agent dissolved by vinyl monomer and crylic acid monomer is added to the polymerization kettle; secondly, a chemical cross-linking agent, emulsifiers and water are added to mixture, and the mixture is stirred for emulsion; thirdly, the external part of a jacket of the polymerization kettle is heated, an initiator is added to the mixture when system temperature reaches 20 DEG C to 90 DEG C, the initiator carries out polymerization reaction under the protection of inert gas for 2 to 10 hours, and the reaction ends when conversion rate reaches 100 percent measured by a gravimetric method; fourthly, glass fiber treated by a KH-560 silicane coupling agent is immersed in the emulsion obtained in the third step for 24 hours, and after the glass fiber is dried, the reusable materials with high oil absorption performance can be obtained. After the original disposable materials with high oil absorption performance is reused by more than ten times, the materials can still maintain more than 90 percent of the first oil absorption rate by the present invention.
Description
Technical field
The present invention relates to a kind of material preparation method.A kind of specifically reusable high oil absorbency preparation methods.
Background technology
High oil absorbing resin is a kind of three-dimensional cross-linked cancellated resin that has, and good thermotolerance, winter hardiness are arranged, and have that the oil suction kind is many, do not absorb water during oil suction, advantage such as volume is little, purposes is very extensive.Except occasion such as can be used for Oil Recovery, purify water, also can be used for slow-release materials such as perfume compound, sterilant, agricultural chemicals base material and paper additive, rubber modifier and cosmetics additive etc.
At present, mainly contain two class methods and prepare high oil absorbing resin: suspension polymerization and letex polymerization.Chinese patent CN 1095727A discloses a kind of high oil absorbing resin preparation method, this resin is that monomer carries out the crosslinking polymer that chemical reaction makes in the presence of linking agent, dispersion agent, dispersion aids, polymerization starter, dispersion medium with vinylformic acid and ester class thereof, can absorb various oily matters, oil absorbency can reach 33.1 times.Different polymethylmethacrylate-methacrylic acid (the p-N of CN1324876A elder generation's synthon feed ratio, the N-dimethylamino) benzyl ester copolymer and polystyrene-methacrylic acid (p-N, the N-dimethylamino) benzyl ester copolymer, then at normal temperatures, add initiator and carry out crosslinking reaction, make high oil absorbing resin through aftertreatment.CN 1442438A is a monomer with the esters of acrylic acid material, is linking agent with the EDIA class, and gelatin, Mierocrystalline cellulose etc. are as dispersion agent, active calcium phosphate is a dispersion aids, initiator is azo class or organo-peroxide class, by suspension polymerization, synthesizes high oil absorbing resin.Document (Journal of Applied Polymer Science, 2003,89:3309-3314; Journal of Applied Polymer Science, 2003,90:3945-3950; The polymer journal, 2003, (1): 52-56; The polymer journal, 2004, (4): 523-527) in preparation process, add polyhutadiene, paraffin etc., make three-dimensional network looser, and realized inhaling the reversible purpose of draining the oil.Above patent and document all adopt the suspension polymerization preparation, and the particulate state high oil absorbing resin for preparing uses difficulty, also can't reclaim.
It is less that relevant emulsion method prepares the research of high oil absorbing resin.Chinese patent CN 1231991A discloses a kind of treatment process of oily(waste)water, it adopts emulsion polymerisation process, developed a kind of high oil absorbing resin, and it is directly applied to contain greasy dirt trade effluent, catering trade oil-polluted water and handle, but patent directly is invested in the high oil absorbing resin of emulsion-type in the oily(waste)water, also can't reclaim and reuse resin.
Summary of the invention
The objective of the invention is to overcome deficiency of the prior art, a kind of reusable high oil absorbency preparation methods is provided.
In order to solve the problems of the technologies described above, the present invention is achieved by the following technical solutions:
Reusable high oil absorbency preparation methods may further comprise the steps among the present invention:
(1) in polymeric kettle, drops into the physical crosslinking agent, add vinyl monomer and acrylic ester monomer dissolving physics linking agent; The ratio of therein ethylene base monomer and acrylic ester monomer add-on is 8: 1～0.25: 1, and physical crosslinking agent consumption is 0.05%～3% of the total consumption of monomer;
(2) in the mixture that step (1) obtains, add chemical cross-linking agent, emulsifying agent and water, stirring and emulsifying; Wherein the chemical cross-linking agent consumption is 0.1%～4% of the total consumption of monomer, and the emulsifying agent consumption is 0.5～4% of the total consumption of monomer, and water consumption is 30: 1～1: 1 with the ratio of the total consumption of monomer;
(3) by the jacket of polymerization indirect heating, when reaching 20～90 ℃, system temperature adds initiator, initiator amount is 0.05～4% of the total consumption of monomer, and polyreaction is 2～10 hours under the protection of rare gas element, reaches at 100% o'clock with the gravimetric determination transformation efficiency and finishes reaction;
(4) will in the emulsion that step (3) obtains, flood 24 hours with the glass fibre that the KH-560 silane coupling agent was handled, obtain reusable high oil-absorbent material after the drying;
The total consumption of described monomer is meant total consumption of vinyl monomer and acrylic ester monomer, and the consumption of described reagent or add-on all refer to its quality;
Described vinyl monomer has following structure:
In the structural formula (1), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, R
2Be aryl, substituted aryl, Cl, CN, C
1-C
4Alkyl oxide, OCOCH
3Or C
1-C
8Alkyl ester wherein a kind of;
Described acrylic ester monomer has following structure:
In the structural formula (2), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, X is C
1-C
18Aliphatic chain or the C of hydroxyl
1-C
18Aliphatic chain;
Described chemical cross-linking agent is that Ethylene glycol dimethacrylate, glycol diacrylate, diethylene glycol diacrylate, Diethylene Glycol dimethacrylate, propylene glycol diacrylate, propylene glycol dimethacrylate, Phthalic acid, diallyl ester or polyethylene glycol dimethacrylate are wherein at least a;
Described physical crosslinking agent is that polyhutadiene rubber, butylbenzene rubber, second third rubber, polyethylene oligopolymer, carboxyl butylbenzene rubber or neoprene rubber are wherein at least a.
As a kind of improvement of the present invention, described emulsifying agent is organic carboxylate, organic sulfate, organic sulfonate, organophosphate anionic emulsifier, or organic quaternary ammonium salt cationic emulsifier, or the amphoteric ion type emulsifying agent, or polyoxyethylene ester, Soxylat A 25-7, polyoxyethylene amine, polyoxyethylate amide nonionic emulsifier are wherein at least a.
As a kind of improvement of the present invention, described water soluble starter is hydrogen peroxide or persulphate.
As a kind of improvement of the present invention, described water soluble starter is the redox composite initiation system, and wherein the reducing substance of Jia Ruing comprises primary amine class, tertiary amine alcohol and sulphite.
Beneficial effect of the present invention is: the present invention made originally can only reuse later more than 90% of oil absorbency for the first time that still keeps 10 times by disposable high oil absorbency material.
Embodiment
Describe the present invention in detail below by specific embodiment, but the present invention is not limited to this.
Reusable high oil absorbency preparation methods may further comprise the steps among the present invention:
(1) in polymeric kettle, drops into the physical crosslinking agent, add vinyl monomer and acrylic ester monomer dissolving physics linking agent; The ratio of therein ethylene base monomer and acrylic ester monomer add-on is 8: 1～0.25: 1, and physical crosslinking agent consumption is 0.05%～3% of the total consumption of monomer;
(2) in the mixture that step (1) obtains, add chemical cross-linking agent, emulsifying agent and water, stirring and emulsifying; Wherein the chemical cross-linking agent consumption is 0.1%～4% of the total consumption of monomer, and the emulsifying agent consumption is 0.5～4% of the total consumption of monomer, and water consumption is 30: 1～1: 1 with the ratio of the total consumption of monomer;
(3) by the jacket of polymerization indirect heating, when reaching 20～90 ℃, system temperature adds initiator, initiator amount is 0.05～4% of the total consumption of monomer, and polyreaction is 2～10 hours under the protection of rare gas element, reaches at 100% o'clock with the gravimetric determination transformation efficiency and finishes reaction;
(4) will in the emulsion that step (3) obtains, flood 24 hours with the glass fibre that the KH-560 silane coupling agent was handled, obtain reusable high oil-absorbent material after the drying;
The total consumption of described monomer is meant total consumption of vinyl monomer and acrylic ester monomer, and the consumption of described reagent or add-on all refer to its quality.
The structure of described vinyl monomer is at least a in the following structure:
In the structural formula (1), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, R
2Be aryl, substituted aryl, Cl, CN, C
1-C
4Alkyl oxide, OCOCH
3Or C
1-C
8Alkyl ester wherein a kind of.
Described acrylic ester monomer structure is at least a in the following structure:
In the structural formula (2), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, X is C
1-C
18Aliphatic chain or the C of hydroxyl
1-C
18Aliphatic chain.
Described chemical cross-linking agent is that Ethylene glycol dimethacrylate, glycol diacrylate, diethylene glycol diacrylate, Diethylene Glycol dimethacrylate, propylene glycol diacrylate, propylene glycol dimethacrylate, Phthalic acid, diallyl ester or polyethylene glycol dimethacrylate are wherein at least a.
Described physical crosslinking agent is the polyhutadiene rubber, butylbenzene rubber, second third rubber, polyethylene oligopolymer, carboxyl butylbenzene rubber, and the neoprene rubber is wherein at least a.
Described emulsifying agent is organic carboxylate, organic sulfate, organic sulfonate, organophosphate anionic emulsifier, or organic quaternary ammonium salt cationic emulsifier, or the amphoteric ion type emulsifying agent, or polyoxyethylene ester, Soxylat A 25-7, polyoxyethylene amine, polyoxyethylate amide nonionic emulsifier are wherein at least a.
Described water soluble starter is hydrogen peroxide or persulphate.
Described water soluble starter is the redox composite initiation system, and wherein the reducing substance of Jia Ruing comprises primary amine class, tertiary amine alcohol and sulphite.
Embodiment 1:
Take by weighing the physical crosslinking agent along the polymeric kettle that fourth rubber 0.2g places 500mL, add vinylbenzene 32g, butyl acrylate 8g, stirring and dissolving.Add chemical cross-linking agent Ethylene glycol dimethacrylate 0.4g and emulsifying agent Sodium dodecylbenzene sulfonate 0.4g, measure the 147mL deionized water, stirring and emulsifying forms stable emulsion.When the polymerization temperature in the kettle reaches 75 ℃, add initiator potassium persulfate 0.4g in protection of nitrogen gas.React after 6 hours and to finish, it is about 100% to measure transformation efficiency, obtains the high oil absorbing resin emulsion.
Glass fibre is at first handled with the KH-560 silane coupling agent, floods 24 hours in above-mentioned high oil absorbing resin emulsion again, obtains reusable high oil-absorbent material after the drying.This high oil-absorbent material reaches about 32 times the oil suction multiplying power of toluene.
High oil-absorbent material after the above-mentioned oil suction is removed toluene in vacuum drying oven, inhale toluene after the drying again, remove toluene again, still keep more than 95% of former oil absorbency after repeating 10 times.
The also available glycol diacrylate of chemical cross-linking agent Ethylene glycol dimethacrylate, diethylene glycol diacrylate, Diethylene Glycol dimethacrylate, propylene glycol diacrylate, propylene glycol dimethacrylate, Phthalic acid, diallyl ester or polyethylene glycol dimethacrylate replace in the present embodiment.
Embodiment 2:
Take by weighing the physical crosslinking agent second third rubber 0.01g and place the polymeric kettle of 500mL, add vinylbenzene 3.2g, tetradecyl acrylate 0.4g, stirring and dissolving.Add chemical cross-linking agent diethylene glycol diacrylate 0.144g and nonionic emulsifying agent polyoxyethylene nonylphenol 0.144g, measure the 108mL deionized water, stirring and emulsifying forms stable emulsion.When the polymerization temperature in the kettle reaches 90 ℃, add initiator potassium persulfate 0.144g in protection of nitrogen gas.React after 2 hours and to finish, it is about 100% to measure transformation efficiency, obtains the high oil absorbing resin emulsion.
Glass fibre is at first handled with the KH-560 silane coupling agent, floods 24 hours in above-mentioned high oil absorbing resin emulsion again, obtains reusable high oil-absorbent material after the drying.This high oil-absorbent material reaches about 21 times the oil suction multiplying power of toluene.
High oil-absorbent material after the above-mentioned oil suction is removed toluene in vacuum drying oven, inhale toluene after the drying again, remove toluene again, still keep more than 90% of former oil absorbency after repeating 10 times.
The also available polyhutadiene rubber of physical crosslinking agent second third rubber, butylbenzene rubber, polyethylene oligopolymer, carboxyl butylbenzene rubber, neoprene rubber replace in the present embodiment.
Embodiment 3:
Take by weighing physical crosslinking agent butylbenzene rubber 1.2g and place the polymeric kettle of 500mL, add vinylbenzene 10g, methyl methacrylate 20g, octadecyl acrylate 10g, stirring and dissolving.Add chemical cross-linking agent glycol diacrylate 0.06g and emulsifying agent sodium laurylsulfonate 0.2g, measure the 50mL deionized water, stirring and emulsifying forms stable emulsion.When the polymerization temperature in the kettle reaches 20 ℃, add initiator potassium persulfate 0.2g, sodium bisulfite 0.2g in protection of nitrogen gas.React after 9 hours and to finish, it is about 100% to measure transformation efficiency, obtains the high oil absorbing resin emulsion.
Glass fibre is at first handled with the KH-560 silane coupling agent, floods 24 hours in above-mentioned high oil absorbing resin emulsion again, obtains reusable high oil-absorbent material after the drying.This high oil-absorbent material reaches about 28 times the oil suction multiplying power of toluene.
High oil-absorbent material after the above-mentioned oil suction is removed toluene in vacuum drying oven, inhale toluene after the drying again, remove toluene again, still keep more than 95% of former oil absorbency after repeating 10 times.
Replacements such as the also available vinyl cyanide of vinylbenzene, alpha-methyl styrene, vinyl acetate in the present embodiment.
The also available methyl acrylate of octadecyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) Hydroxyethyl acrylate, (methyl) Propylene glycol monoacrylate, (methyl) Octyl acrylate, (methyl) dodecyl acrylate replace in the present embodiment.
Replacements such as the also available trolamine of sodium bisulfite, quadrol in the present embodiment.
The also available ammonium persulphate of Potassium Persulphate, hydrogen peroxide replace in the present embodiment.
Embodiment 4:
Take by weighing the physical crosslinking agent along the polymeric kettle that fourth rubber 0.4g places 500mL, add vinylbenzene 12g, butyl acrylate 28g, stirring and dissolving.Add chemical cross-linking agent Ethylene glycol dimethacrylate 0.4g and emulsifying agent hexadecyl brometo de amonio 0.4g, measure the 247mL deionized water, stirring and emulsifying forms stable emulsion.When the polymerization temperature in the kettle reaches 65 ℃, add initiator ammonium persulfate 0.4g in protection of nitrogen gas.React after 8 hours and to finish, it is about 100% to measure transformation efficiency, obtains the high oil absorbing resin emulsion.
Glass fibre is at first handled with the KH-560 silane coupling agent, floods 24 hours in above-mentioned high oil absorbing resin emulsion again, obtains reusable high oil-absorbent material after the drying.This high oil-absorbent material reaches about 30 times the oil suction multiplying power of toluene.
High oil-absorbent material after the above-mentioned oil suction is removed toluene in vacuum drying oven, inhale toluene after the drying again, remove toluene again, still keep more than 95% of former oil absorbency after repeating 10 times.
The also available dodecyl carboxylic acid sodium of emulsifying agent hexadecyl brometo de amonio, sodium lauryl sulphate, sodium laurylsulfonate, dodecylphosphoric acid sodium replace in the present embodiment.
Embodiment 5:
Take by weighing physical crosslinking agent polyethylene oligopolymer (about molecular weight 400) 0.02g and place the polymeric kettle of 500mL, add alpha-methyl styrene 8g, butyl acrylate 32g, stirring and dissolving.Add chemical cross-linking agent Ethylene glycol dimethacrylate 0.04g and emulsifying agent Sodium dodecylbenzene sulfonate 0.4g, measure the 247mL deionized water, stirring and emulsifying forms stable emulsion.When the polymerization temperature in the kettle reaches 75 ℃, add initiator potassium persulfate 0.02g in protection of nitrogen gas.React after 10 hours and to finish, it is about 100% to measure transformation efficiency, obtains the high oil absorbing resin emulsion.
Glass fibre is at first handled with the KH-560 silane coupling agent, floods 24 hours in above-mentioned high oil absorbing resin emulsion again, obtains reusable high oil-absorbent material after the drying.This high oil-absorbent material reaches about 20 times the oil suction multiplying power of toluene.
High oil-absorbent material after the above-mentioned oil suction is removed toluene in vacuum drying oven, inhale toluene after the drying again, remove toluene again, still keep more than 90% of former oil absorbency after repeating 10 times.
The present invention can summarize with other the specific form without prejudice to spirit of the present invention and principal character.Therefore, no matter from which point, above-mentioned embodiment of the present invention all can only be thought can not limit the present invention to explanation of the present invention, claims have been pointed out scope of the present invention, and scope of the present invention is not pointed out in above-mentioned explanation, therefore, in implication suitable and any change in the scope, all should think to be included in the scope of claims with claims of the present invention.
Claims (4)
1. reusable high oil absorbency preparation methods may further comprise the steps:
(1) in polymeric kettle, drops into the physical crosslinking agent, add vinyl monomer and acrylic ester monomer dissolving physics linking agent; The ratio of therein ethylene base monomer and acrylic ester monomer add-on is 8: 1～0.25: 1, and physical crosslinking agent consumption is 0.05%～3% of the total consumption of monomer;
(2) in the mixture that step (1) obtains, add chemical cross-linking agent, emulsifying agent and water, stirring and emulsifying; Wherein the chemical cross-linking agent consumption is 0.1%～4% of the total consumption of monomer, and the emulsifying agent consumption is 0.5～4% of the total consumption of monomer, and water consumption is 30: 1～1: 1 with the ratio of the total consumption of monomer;
(3) by the jacket of polymerization indirect heating, when reaching 20～90 ℃, system temperature adds initiator, initiator amount is 0.05～4% of the total consumption of monomer, and polyreaction is 2～10 hours under the protection of rare gas element, reaches at 100% o'clock with the gravimetric determination transformation efficiency and finishes reaction;
(4) will in the emulsion that step (3) obtains, flood 24 hours with the glass fibre that the KH-560 silane coupling agent was handled, obtain reusable high oil-absorbent material after the drying;
The total consumption of described monomer is meant total consumption of vinyl monomer and acrylic ester monomer, and the consumption of described reagent or add-on all refer to its quality;
Described vinyl monomer has following structure:
In the structural formula (1), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, R
2Be aryl, substituted aryl, Cl, CN, C
1～C
4Alkyl oxide, OCOCH
3Or C
1～C
8Alkyl ester wherein a kind of;
Described acrylic ester monomer has following structure:
In the structural formula (2), R
1Be H, CH
3Perhaps C
2H
5Wherein a kind of, X is C
1～C
18Aliphatic chain or the C of hydroxyl
1～C
18Aliphatic chain;
Described chemical cross-linking agent is that Ethylene glycol dimethacrylate, glycol diacrylate, diethylene glycol diacrylate, Diethylene Glycol dimethacrylate, propylene glycol diacrylate, propylene glycol dimethacrylate, Phthalic acid, diallyl ester or polyethylene glycol dimethacrylate are wherein at least a;
Described physical crosslinking agent is that polyhutadiene rubber, butylbenzene rubber, second third rubber, polyethylene oligopolymer, carboxyl butylbenzene rubber or neoprene rubber are wherein at least a.
2. according to the described high oil absorbency preparation methods of claim 1, it is characterized in that, described emulsifying agent is organic carboxylate, organic sulfate, organic sulfonate, organophosphate anionic emulsifier, or organic quaternary ammonium salt cationic emulsifier, or the amphoteric ion type emulsifying agent, or polyoxyethylene ester, Soxylat A 25-7, polyoxyethylene amine, polyoxyethylate amide nonionic emulsifier are wherein at least a.
3. according to the described high oil absorbency preparation methods of claim 1, it is characterized in that described water soluble starter is hydrogen peroxide or persulphate.
4. according to the described high oil absorbency preparation methods of claim 1, it is characterized in that described water soluble starter is the redox composite initiation system, wherein the reducing substance of Jia Ruing be primary amine class, tertiary amine alcohol or sulphite wherein any one.
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|---|---|---|---|
| CNB2006100518302A CN100383168C (en) | 2006-06-06 | 2006-06-06 | Preparation method of repeatedly usable high oil-absorbent material |
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| CN100383168C true CN100383168C (en) | 2008-04-23 |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103333286B (en) * | 2013-07-23 | 2015-11-11 | 中蓝晨光化工研究设计院有限公司 | A kind of oil-absorbing resin and preparation method thereof |
| CN103396507B (en) * | 2013-07-25 | 2016-01-20 | 南京市荣达树脂有限公司 | A kind of high oil-absorbing resin |
| CN103360539B (en) * | 2013-07-25 | 2016-01-20 | 南京市荣达树脂有限公司 | A kind of preparation method of high oil-absorbing resin |
| CN105080356B (en) | 2015-08-04 | 2018-01-19 | 天津工业大学 | Hydrophobic oleophilic oil hollow fiber composite membrane and preparation method thereof |
| CN107663316B (en) * | 2017-09-21 | 2020-05-12 | 贵州理工学院 | Preparation method of oil-absorbing expansion rubber |
| CN109453749A (en) * | 2018-09-14 | 2019-03-12 | 江苏省金峰石油机械制造有限公司 | A kind of fast absorbing oil device for emergency processing oil accident |
| CN115124644B (en) * | 2021-03-29 | 2023-07-07 | 中国石油化工股份有限公司 | Oil absorption expanding agent, slow release expanding agent, and preparation method and application thereof |
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|---|---|---|---|---|
| JPH05170805A (en) * | 1991-12-20 | 1993-07-09 | Sanyo Chem Ind Ltd | Production of aqueous resin emulsion |
| CN1324876A (en) * | 2001-06-28 | 2001-12-05 | 复旦大学 | Method of preparing high oil-absorbing resin |
| CN1356345A (en) * | 2000-11-28 | 2002-07-03 | 罗姆和哈斯公司 | Hydrophobic absorbing polymer and method |
| JP2006008757A (en) * | 2004-06-23 | 2006-01-12 | Kao Corp | Oil-absorbing swellable polymer particle |
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2006
- 2006-06-06 CN CNB2006100518302A patent/CN100383168C/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05170805A (en) * | 1991-12-20 | 1993-07-09 | Sanyo Chem Ind Ltd | Production of aqueous resin emulsion |
| CN1356345A (en) * | 2000-11-28 | 2002-07-03 | 罗姆和哈斯公司 | Hydrophobic absorbing polymer and method |
| CN1324876A (en) * | 2001-06-28 | 2001-12-05 | 复旦大学 | Method of preparing high oil-absorbing resin |
| JP2006008757A (en) * | 2004-06-23 | 2006-01-12 | Kao Corp | Oil-absorbing swellable polymer particle |
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| CN1884322A (en) | 2006-12-27 |
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