CN104693592A - Preparation method for copolymethacrylate/polypropylene composite oil-absorbing material - Google Patents

Preparation method for copolymethacrylate/polypropylene composite oil-absorbing material Download PDF

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CN104693592A
CN104693592A CN201310655165.8A CN201310655165A CN104693592A CN 104693592 A CN104693592 A CN 104693592A CN 201310655165 A CN201310655165 A CN 201310655165A CN 104693592 A CN104693592 A CN 104693592A
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oil
copolymethacrylate
preparation
polypropylene
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裴玉起
封严
储胜利
陈健
刘牧
王刚毅
栾国华
齐智
胡国林
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China National Petroleum Corp
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/10Homopolymers or copolymers of propene
    • C08L23/12Polypropene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/12Polymerisation in non-solvents
    • C08F2/16Aqueous medium
    • C08F2/20Aqueous medium with the aid of macromolecular dispersing agents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts
    • C08F4/28Oxygen or compounds releasing free oxygen
    • C08F4/32Organic compounds
    • C08F4/34Per-compounds with one peroxy-radical
    • DTEXTILES; PAPER
    • D04BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04HMAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/4382Stretched reticular film fibres; Composite fibres; Mixed fibres; Ultrafine fibres; Fibres for artificial leather
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00Applications
    • C08L2203/12Applications used for fibers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2312/00Crosslinking

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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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Textile Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Nonwoven Fabrics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The invention relates to a preparation method for a copolymethacrylate/polypropylene composite oil-absorbing material. The method comprises the following steps: adding a dispersant and deionized water into a polymerization kettle, adding a mixed solution and carrying out polymerization so as to obtain copolymethacrylate, wherein the dispersant is polyvinyl alcohol, and the mixed solution comprises 85 to 90% of alkyl methacrylate substances and styrene, 0.5% of benzoyl peroxide and 10 to 15% of beta-hydroxylethyl methacrylate; mixing copolymethacrylate with polypropylene master batch so as to obtain modified polypropylene master batch; and applying the modified polypropylene master batch to manufacturing of a melt-blown non-woven fabric so as to obtain the composite oil-absorbing material. To diesel oil No. 0, the oil absorption rate of the composite oil-absorbing material prepared in the invention is increased to 12.2 g/g from 11.2 g/g before compositing, the oil holdup rate is increased to 96.8% from 83.1% before compositing, and the water absorption rate is decreased to 6.6% from 18.2% before compositing.

Description

The preparation method of a kind of copolymethacrylate/polypropylene composite materials oil absorption material
Technical field
The present invention relates to nonwoven material, be specially a kind of preparation method of the copolymethacrylate/polypropylene melt-blown nonwoven fabric for processed oil absorption.
Background technology
Along with socioeconomic development, production and the usage quantity of processed oil sharply increase, and its leakage accident is also in rising trend, and accident causes serious environment and biological disaster.How fast effectively this paroxysmal processed oil leakage of process, has become a Vital Strategic Problems that must solve in China's rapid economic development process.
Polypropylene fibre is current most popular synthesis oil absorption material, and it has the characteristic of hydrophobic oleophilic oil, and density ratio water is little, can be suspended on the water surface, and speed of oil absorption is fast, and oil number is 10-20 times of own wt.Take polypropylene as the asphalt felt of raw material, oil suction pillow, oil-absorption fence be widely used in oil slick reclaim, the performance due to its uniqueness receives publicity and Application and Development.[the Bayat such as Bayat, A.Aghamiri, et al, Oil spill cleanup from sea water by sorbent materials [J] .Chemical Engineering & Technology, 2005,28 (12): 1525 ~ 1528] to polypropylene nonwoven, husk, bagasse three kinds of oil absorption materials oil absorptiveness compare, result shows that the adsorptive power of polypropylene nonwoven to oil is the strongest.Wei gets [the Qufu Wei such as good fortune, YaLiu, Xueqian Wang, Dynamic water adsorption behaviour of plasma-treatedpolypropylene nonwovens [J] .Polymer Testing, 2006(25): 717-722] by environmental scanning electron microscope, dynamic studies is carried out to polypropylene nonwoven, polypropylene nonwoven is observed high water contact angle, low oily contact angle, and demonstrating polypropylene nonwoven is hydrophobic oleophilic oil material.Polypropylene nonwoven mainly relies on interfibrous hole oil suction and oil storage, and its adsorption process belongs to physical adsorption, therefore there is the problems such as, that under stress absorb oil easy secondary leakage lower to the guarantor of processed oil oil rate.The processed oil viscosity and the interfacial tension that take diesel oil as representative are very low, form that oil film speed is fast, thickness is thin at the water surface, and existing polypropylene material oil-absorption fence tackles poor performance to it, and it is commonplace that water-surface oil film penetrates oil-absorption fence phenomenon.
The Novel oil absorption material of domestic and international research report is based on high oil absorbing resin, high oil absorbing resin is a kind of resin with three-dimensional netted crosslinking structure, overcome the shortcoming of traditional oil absorption material, have that oil suction kind is many, water suction less, the plurality of advantages such as volume is little, recoverys is convenient and pressurized is oil-proof, therefore become the Main way that Now Domestic oil absorption material develops.Methyl acrylic ester oil-absorbing resin and fiber are one of the study hotspots in oil absorption material field in recent years; [the Naiku Xu such as Xu Naiku; ChangfaXiao.Property and Structure of Novel Absorptive Fiber Prepared by BlendingButyl Methacrylate-Hydroxyethyl Methacrylate Copolymer with Low DensityPolyethylene [J] .Polymer-Plastics Technology and Engineering; 2011,50:173 ~ 181; Naiku Xu, Changfa Xiao.Swelling and crystallization behaviors ofabsorptive functional fiber based on butyl methacrylate/hydroxyethylmethacrylate copolymer [J] .Journal of Materials Science, 2010,45 (1): 98 ~ 105] take methacrylic ester as monomer, methacrylic ester oil suction fibre prepared by employing suspension polymerization, gel spinning technology has higher oil absorbency and oil holdup.[the Wang Zhihui etc. such as Wang Zhihui, synthesis and characteries research [J] of vinylbenzene-methacrylic ester terpolymer high oil absorbing resin. New Chemical Materials, 2009,37 (4): 73 ~ 75] with methacrylic ester and vinylbenzene for monomer, benzoyl peroxide is initiator, N, N '-methylene-bisacrylamide is linking agent, adopt the high oil absorbing resin of suspension polymerization synthesis self swelling type, the synthesized oil absorbency of high oil absorbing resin to benzene reaches 15g/g, the oil absorbency of p-Xylol reaches 14g/g, and after oil suction, holding oiliness can be good.Mainly to rely on physical action to adsorb oil product different from fusion-jetting polypropylene non-woven, methyl acrylic ester high oil absorbing resin is for impellent with the mutual affinity interaction between oleophilic group and oil molecule, oil suction object is realized by the Van der Waals force produced between the oleophilic group in molecular chain and oil molecule, its Oil-absorptive mechanism is the solvation process of polymer segment, and adsorption process belongs to chemisorption.But the research of oil-absorbing resin still mainly concentrates on granular resin aspect, granulated material, due to the limitation of its shape, also exists that uptake rate is slow, the problems such as aftertreatment difficulty after oil suction, and application is restricted.
According to the different Oil-absorptive mechanism of above-mentioned fusion-jetting polypropylene non-woven and methyl acrylic ester high oil absorbing resin, for existing fusion-jetting polypropylene non-woven oil absorption material to the defect of processed oil oil holdup difference, the application requiring of polypropylene oil suction material in oil pollution can be met better by high oil absorbing resin and polypropylene composite materials.
Summary of the invention
The object of this invention is to provide a kind of preparation method for processed oil absorption copolymethacrylate/polypropylene composite materials oil absorption material.The advantages of oil-absorbing resin and polypropylene oil suction fibre is got up, by non-woven structures design and fiber functionalization, high oil absorbing resin cross-linked network structure is introduced fiber, the method builds resin crosslinked structure to improve material holding oiliness energy at oil absorption material made of polypropylene non-woven cloth matrix macromolecule internal, obtains composite structure oil absorption material made of polypropylene non-woven cloth.
The preparation method of a kind of copolymethacrylate/polypropylene composite materials oil absorption material of the present invention, its processing step is:
(1) preparation of copolymethacrylate: polymerization technique adopts suspension polymerization; Dispersion agent and deionized water is dropped in polymeric kettle, be warming up to 80-90 DEG C, normal temperature is down to after 1-2h to be mixed, add mixing solutions and be warming up to 70-80 DEG C, 80-90 DEG C is warming up to again after polyreaction 5h under protection of inert gas, stop after continuing reaction 2h, products therefrom washed with de-ionized water 3-5 time, dry for subsequent use afterwards; Described dispersion agent is polyvinyl alcohol; Described mixing solutions is made up of reaction monomers, initiator, linking agent Homogeneous phase mixing, and described reaction monomers is alkyl methacrylate material and vinylbenzene, and add-on accounts for the 85-90% of mixing solutions total mass; Described initiator is benzoyl peroxide, and add-on accounts for 0.5% of mixing solutions total mass; Described linking agent is methacrylic acid β hydroxyl ethyl ester, and add-on accounts for the 10-15% of mixing solutions total mass;
(2) compound: the copolymethacrylate obtained in step (1) and polypropylene agglomerate are mixed in proportion, wherein copolymethacrylate accounts for the 5-15% of mixture total mass, polypropylene agglomerate melting index is greater than 800g/10min, obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized;
(3) melt-blowing nonwoven preparation: by the modified polypropylene agglomerate that obtains in step (2) for the manufacture of melt-blowing nonwoven, namely obtain described compound oil absorption material.
Reaction monomers described in step (1) is alkyl methacrylate and vinylbenzene; Described initiator is benzoyl peroxide; Described linking agent is methacrylic acid β hydroxyl ethyl ester.
Alkyl methacrylate material described in step (1) is the one in n-BMA, lauryl methacrylate or hexadecyl metrhacrylate.
Described in step (1), reaction monomers vinylbenzene accounts for the 10-30% of reaction monomers total mass.
Copolymethacrylate/polypropylene composite materials the oil absorption material of preparation method's manufacture of the present invention constructs resin crosslinked structure at polypropylene non-woven fabric matrix macromolecule internal, and oil suction multiplying power increases, and oil holdup is improved; Research shows, brings up to 12.2g/g to the oil suction multiplying power of No. 0 diesel oil from the 11.2g/g before compound, and oil holdup brings up to 96.8% by 83.1% before compound, and water-intake rate is reduced to 6.6% by 18.2% before compound simultaneously.
Embodiment
The present invention is described further below in conjunction with embodiment.
Methyl acrylic ester high oil absorbing resin and polypropylene are carried out compound by the preparation method of the copolymethacrylate/polypropylene composite materials oil absorption material of the present invention's design, prepare copolymethacrylate/polypropylene composite materials oil absorption material, to improve the absorption property of fusion-jetting polypropylene non-woven, preparation method's design design of the present invention is from macromolecular design angle, according to the feature of processed oil, selection has the methacrylate-based monomer of good affinity for processed oil and can control the comonomer of synthetic resins crosslinking structure, copolymethacrylate polymkeric substance is prepared by suspension polymerization, the copolymethacrylate polymkeric substance of synthesis and polypropylene are carried out compound in the proper ratio, prepares functionalized polypropylene master batch, adopt melt-blown process to prepare copolymethacrylate polymkeric substance/polypropylene nonwoven, to improve the adsorptive capacity of non-woven to processed oil, improve the ability that it grips processed oil.
The processing step of preparation method of the present invention is:
(1) preparation of physical crosslinking structure copolymethacrylate: polymerization technique adopts suspension polymerization; Dispersion agent and deionized water is dropped in polymeric kettle, be warming up to 80-90 DEG C, normal temperature is down to after 1-2h to be mixed, add mixing solutions and be warming up to 70-80 DEG C, 80-90 DEG C is warming up to again after polyreaction 5h under protection of inert gas, stop after continuing reaction 2h, products therefrom washed with de-ionized water 3-5 time, dry for subsequent use afterwards; Described dispersion agent is polyvinyl alcohol; Described mixing solutions is made up of reaction monomers, initiator, linking agent Homogeneous phase mixing, and described reaction monomers is alkyl methacrylate material and vinylbenzene, and add-on accounts for the 85-90% of mixing solutions total mass; Described initiator is benzoyl peroxide, and add-on accounts for 0.5% of mixing solutions total mass; Described linking agent is methacrylic acid β hydroxyl ethyl ester, and add-on accounts for the 10-15% of mixing solutions total mass;
(2) compound: the physical crosslinking structure copolymethacrylate obtained in step (1) is mixed according to a certain percentage with polypropylene agglomerate, wherein copolymethacrylate accounts for the 5-15% of mixture total mass, polypropylene agglomerate melting index is greater than 800g/10min, obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized;
(3) melt-blowing nonwoven: by the modified polypropylene agglomerate that obtains in step (2) for the manufacture of melt-blowing nonwoven, namely obtain described compound oil absorption material.
Reaction monomers described in preparation method of the present invention is alkyl methacrylate and vinylbenzene; Described initiator is benzoyl peroxide; Described linking agent is methacrylic acid β hydroxyl ethyl ester.
Alkyl methacrylate material preferable methyl n-butyl acrylate described in preparation method of the present invention.
Provide the specific embodiment of preparation method of the present invention below.These embodiments are only for further describing preparation method of the present invention, and the claim of the application is not by the restriction of these specific embodiments:
Embodiment 1
Take polyethylene of dispersing agent alcohol 22.5g, measure the polymeric kettle that 1500ml deionized water is placed in 10L, be warming up to 80 DEG C, after stirring 2h, be down to normal temperature; Taking 7g benzoyl peroxide adds in beaker, measures 1003ml n-BMA, 193ml methacrylic acid β hydroxyl ethyl ester and 304ml vinylbenzene, magnetic stirring apparatus is stirred to homogeneous solution and adds in polymeric kettle; Be warming up to 70 DEG C, under protection of inert gas, be warming up to 80 DEG C again after polyreaction 5h, stop after continuing reaction 2h, products therefrom is copolymethacrylate, by washed with de-ionized water 4 times, for subsequent use after drying.
The ratio being 5/95 in mass ratio by copolymethacrylate and polypropylene GRANULES mixes, and obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized.
Modified polypropylene agglomerate is used for the manufacture of melt-blowing nonwoven, namely obtains copolymethacrylate/polypropylene composite materials oil absorption material.
After testing, the oil suction multiplying power of gained oil absorption material to No. 0 diesel oil is 12.2g/g, and oil holdup is 96.3%, and water-intake rate is 6.6%.
Embodiment 2
By the preparation to copolymethacrylate described in embodiment 1, the ratio being 10/90 in mass ratio by copolymethacrylate and polypropylene GRANULES mixes, and obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized.
Modified polypropylene agglomerate is used for the manufacture of melt-blowing nonwoven, namely obtains copolymethacrylate/polypropylene composite materials oil absorption material.
After testing, the oil suction multiplying power of gained oil absorption material to No. 0 diesel oil is 11.7g/g, and oil holdup is 91.7%, and water-intake rate is 6.8%.
Embodiment 3
By the preparation to copolymethacrylate described in embodiment 1, the ratio being 20/80 in mass ratio by copolymethacrylate and polypropylene GRANULES mixes, and obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized.
Modified polypropylene agglomerate is used for the manufacture of melt-blowing nonwoven, namely obtains copolymethacrylate/polypropylene composite materials oil absorption material.
After testing, gained oil absorption material is 96.8% to the oil holdup of No. 0 diesel oil, and water-intake rate is 8.3%.

Claims (3)

1. a preparation method for copolymethacrylate/polypropylene composite materials oil absorption material, is characterized in that: its processing step is:
(1) preparation of physical crosslinking structure copolymethacrylate: polymerization technique adopts suspension polymerization; Dispersion agent and deionized water is dropped in polymeric kettle, be warming up to 80-90 DEG C, normal temperature is down to after 1-2h to be mixed, add mixing solutions and be warming up to 70-80 DEG C, 80-90 DEG C is warming up to again after polyreaction 5h under protection of inert gas, stop after continuing reaction 2h, products therefrom washed with de-ionized water 3-5 time, dry for subsequent use afterwards; Described dispersion agent is polyvinyl alcohol; Described mixing solutions is made up of reaction monomers, initiator, linking agent Homogeneous phase mixing, and described reaction monomers is alkyl methacrylate material and vinylbenzene, and add-on accounts for the 85-90% of mixing solutions total mass; Described initiator is benzoyl peroxide, and add-on accounts for 0.5% of mixing solutions total mass; Described linking agent is methacrylic acid β hydroxyl ethyl ester, and add-on accounts for the 10-15% of mixing solutions total mass;
(2) compound: the physical crosslinking structure copolymethacrylate obtained in step (1) and polypropylene agglomerate are mixed in proportion, wherein copolymethacrylate accounts for the 5-15% of mixture total mass, polypropylene agglomerate melting index is greater than 800g/10min, obtains modified polypropylene agglomerate again by twin screw extruder after pulverizer is pulverized;
(3) melt-blowing nonwoven preparation: by the modified polypropylene agglomerate that obtains in step (2) for the manufacture of melt-blowing nonwoven, namely obtain described compound oil absorption material.
2. the preparation method of copolymethacrylate according to claim 1/polypropylene composite materials oil absorption material, is characterized in that: alkyl methacrylate material is the one in n-BMA, lauryl methacrylate or hexadecyl metrhacrylate.
3. the preparation method of copolymethacrylate according to claim 1/polypropylene composite materials oil absorption material, is characterized in that: reaction monomers vinylbenzene accounts for the 10-30% of reaction monomers total mass.
CN201310655165.8A 2013-12-06 2013-12-06 Preparation method for copolymethacrylate/polypropylene composite oil-absorbing material Pending CN104693592A (en)

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CN105085806A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene butylene dibutyl ester and preparation method and application thereof
CN105085811A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene butenedioic acid dibromopropyl ester and preparation method and application thereof
CN105085780A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene acrylic acid-2-ethyl hexyl ester and synthetic method and application thereof
CN105085807A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene dimethyl butenedioate and preparation method and application thereof
CN105085783A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene ethyl acrylate and synthetic method and application thereof
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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
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CN113105696A (en) * 2021-05-25 2021-07-13 荔浦纬通新材料有限公司 Preparation method of polypropylene composite engineering plastic

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Cited By (12)

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CN105085806A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene butylene dibutyl ester and preparation method and application thereof
CN105085811A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene butenedioic acid dibromopropyl ester and preparation method and application thereof
CN105085780A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene acrylic acid-2-ethyl hexyl ester and synthetic method and application thereof
CN105085807A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene dimethyl butenedioate and preparation method and application thereof
CN105085783A (en) * 2015-07-17 2015-11-25 中国石油天然气股份有限公司 Polystyrene ethyl acrylate and synthetic method and application thereof
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CN108866674B (en) * 2018-05-28 2021-03-26 泽塔纳米科技(苏州)有限公司 High-oil-absorption-capacity nano oil-absorption fiber and preparation method thereof
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Application publication date: 20150610