CN103193933A - Preparation method of macromolecule plasticizer based on recycled cooking oil - Google Patents
Preparation method of macromolecule plasticizer based on recycled cooking oil Download PDFInfo
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- CN103193933A CN103193933A CN2013101079726A CN201310107972A CN103193933A CN 103193933 A CN103193933 A CN 103193933A CN 2013101079726 A CN2013101079726 A CN 2013101079726A CN 201310107972 A CN201310107972 A CN 201310107972A CN 103193933 A CN103193933 A CN 103193933A
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Abstract
The invention discloses a preparation method of macromolecule plasticizer based on recycled cooking oil, which is characterized in that the purified recycled cooking oil is copolymerized with monomers with polyvinyl chloride (PVC) and similar solubility parameters in a radical grafting way, the glass-transition temperature of a material is adjusted through the molecular design, so that the non-transference macromolecule plasticizer which is applicable to the PVC is obtained. Compared with the traditional plasticizer such as dioctyl phthalate (DOP), the macromolecule plasticizer has the advantages of no volatilization, no transference, low cost, durability and stability of plasticizing property and the like. The macromolecule plasticizer based on the recycled cooking oil can be widely used in the field of semi-hard or soft PVC composite materials such as an oil-resisting and heat-resisting PVC cable, a gasket, artificial leather and the like.
Description
Technical field
The present invention relates to the technical field of functional high molecule material preparation and modification, especially a kind of preparation method of the macromole softening agent based on sewer oil.
Background technology
China is edible fat production and consumes big country, annual edible oil consumption is up to 2,100 ten thousand tons, and annual nearly 8,000,000 tons waste grease (mainly comprising kitchen hogwash fat and commercial frying oil), i.e. so-called " sewer oil " of producing again in its use.At present, the existence of the huge number sewer oil like this living environment of people having been lived and healthyly caused tremendous influence.On the one hand, the necessary municipal sewage system of our daily life system is being corroded in the random discharging of sewer oil just gradually, has increased the burden of municipal sewage treatment enterprise when making troubles again to people's life; On the other hand, some lawless person makes it openly and legally flow to dining table again through after the simple filtering, purification process sewer oil under the ordering about of abundant economic interests, thereby people's diet health is caused serious threat.Because sewer oil mostly is edible oil through frying in shallow oil, explode the formed waste grease in back, edible oil has lived through a series of comparatively complicated chemistry and biochemical reactions in the use first time, and form aldehyde, acid and benzene analog derivative poisonous, the objectionable impuritiess such as (as flavacin) with complicated molecule structure therein, contact for a long time or ediblely only certainly will the life security of human body be constituted a threat to through the sewer oil of simple and easy processing.Therefore, if the sewer oil recycling is improper, will cause tremendous influence to people's daily production and life.On the contrary, if can sewer oil be used by certain practicable new technology, then can effectively avoid it to flow to dining table again, and can with these wide material sources and again resource cheap and easy to get be used, turn waste into wealth.The reasonable utilization of sewer oil has important theory and practice significance to the resource utilization of urban waste grease and the diet health of improving people.
At present, both at home and abroad the trench oil treatment process is mainly contained following several:
1, hydrolysis method prepares low-grade industrial oleic acid and stearic acid, and then prepares industrial solid lubricant;
2, saponification method is produced the required emulsifying agent of cleaning product, as daily chemicals such as sodium oleate, sodium stearate;
3, alcoholysis method prepares biofuel, and main component is fatty acid methyl ester or ethyl ester.
Wherein, the 1st and the 2nd kind for the treatment of process comparatively common at home, also be the main path of domestic present industrial processing sewer oil.But purity and grade that its subject matter that faces is these two kinds of method products therefroms are relatively low, and separation, purification difficult, directly cause the added value of end product lower, had a strong impact on the enthusiasm for production of this series products, this also is the big reason that sewer oil flows to dining table again.And the 3rd kind of method is the method that developed countries such as present Japan, the U.S. generally adopt.But regrettably, with regard to the price of present petroleum base diesel oil, the bio-based diesel oil of being produced by sewer oil is compared with petroleum base diesel oil and is not had tangible price advantage, and the production of most enterprises related products all just is accomplished under the active support of the government.This shows that in a short time, this type of bio-based diesel oil is difficult in the world, particularly in China, replace petroleum base diesel oil and be widely used in automobile or relevant supply of power equipment.Therefore, constantly explore and product innovation, the novel material of exploitation based on sewer oil, widen its Application Areas, be only the effective way of avoiding sewer oil to flow to dining table again.
Polyvinyl chloride (PVC) is one of four big commodity polymer materials.At present, the global output of PVC has broken through 4,000 ten thousand tons/year, and this wherein has near 30% and surpasses 50% and be used to semi-rigid or flexible PVC material respectively.This just means in the preparation process of semi-rigid or flexible PVC material, will use 4,000,000 tons ~ 6,000,000 tons softening agent every year.But in the present employed softening agent, have above 80% to be poisonous, harmful phthalic ester plasticizer (as dioctyl phthalate (DOP), O-phthalic dibutylester etc.).Though this type of conventional plasticizers has excellent plasticising performance, its health and security also more and more are subjected to people's attention, and particularly its potential carcinogenic risk has caused people's great attention especially.In the recent period, Europe and America majority state have been put into effect corresponding policy, and completely forbid in the PVC field, particularly in materials such as the food and medicine packing that directly contacts with the mankind, toy for children, raincoat, and the use phthalic ester plasticizer.
Above-mentioned defective at sewer oil and conventional plasticizers, if can manage significantly to increase the consistency of sewer oil (main component is the unsaturated fatty acids acid glyceride) and PVC macromolecular chain, while is not obvious increase material cost again, then purifying sewer oil cheap, that be easy to get can be used as the PVC softening agent in a large number.
Summary of the invention
Technical problem to be solved by this invention is at the above-mentioned state of the art, and provide a kind of preparation method of the macromole softening agent based on sewer oil, be characterized in the sewer oil after the purification process with have high polymerization activity and have the monomer of close solubility parameter to carry out radical graft copolymerization with PVC, and regulate the second-order transition temperature of material by molecular designing, obtain to be applicable to the non-migratory macromole softening agent of PVC.
The present invention solves the problems of the technologies described above the technical scheme that adopts:
A kind of preparation method of the macromole softening agent based on sewer oil wherein, may further comprise the steps:
Step 1, with sewer oil wash, decolour, filtration, absorption, sterilization, obtaining main chemical compositions is the purifying sewer oil of unsaturated fatty acids acid glyceride;
Step 2, the purifying sewer oil that step 1 is obtained and high polymerization activity monomer, second-order transition temperature regulate monomer and the close solubility parameter monomer of PVC by mass ratio 5 ~ 100:5 ~ 20:0 ~ 100:0 ~ 50 mixed mixed solution, mending in the mixed solution with the mixed solution mass ratio is 0% ~ 15% initiator, temperature of reaction is in 0 ℃ ~ 150 ℃ scopes, through conventional free radical or living free radical polymerization 1 hour to 10 hours, must be based on the macromole softening agent of sewer oil.
For optimizing technique scheme, the measure of taking also comprises:
Above-mentioned initiator is at least a in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), dibenzoyl peroxide, dicumyl peroxide, peroxy dicarbonate, hydrogen peroxide, Potassium Persulphate and the ammonium persulphate.
Above-mentioned high polymerization activity monomer is at least a in vinylbenzene, Vinylstyrene, sodium methacrylate, glycidyl methacrylate, vinylformic acid, acrylamide, maleic anhydride and the vinyl pyridine.
It is at least a in propylene ethyl ester, butyl acrylate, vinylformic acid n-octyl, Hydroxyethyl acrylate, Propylene glycol monoacrylate and the vinylformic acid ethylhexyl that above-mentioned second-order transition temperature is regulated monomer.
The close solubility parameter monomer of above-mentioned PVC is at least a in methyl acrylate, ethyl propenoate, methyl methacrylate, Jia Jibingxisuanyizhi, vinylchlorid, Ethylene Dichloride, vinylidene chloride and the vinyl acetate.
Above-mentioned conventional radical polymerization method is at least a in solution polymerization, letex polymerization, the suspension polymerization.
Above-mentioned active free radical polymerization is at least a in anionoid polymerization, cationoid polymerisation, atom transfer radical polymerization and the reversible addition fracture radical polymerization.
Gained macromole softening agent of the present invention and conventional plasticizers, compare as dioctyl phthalate (DOP) DOP and to have advantages such as non-volatile, non-migratory, cheap, plasticising performance lasting stability, this type of trench oil base macromole softening agent can be widely used in semi-rigid or flexible PVC field of compound material, as oil resistant, heat-resistant PVC cable, gasket, leatheroid etc.
The present invention also has the following advantages:
1, the prepared macromole softening agent based on sewer oil have non-volatility, non-migratory property, with PVC consistency excellent characteristics.
2, can partly even replace conventional plasticizers DOP (o-phthalic acid dibutyl ester), remarkable in economical benefits fully.
But 3 mass consumption sewer oils can effectively avoid sewer oil to flow to dining table again, and social benefit is good.
Description of drawings
Fig. 1 is the macromole softening agent chemical structure synoptic diagram based on sewer oil of the present invention;
Fig. 2 is to use the Mechanics Performance Testing figure of the PVC matrix material of the macromole softening agent based on sewer oil of the present invention.
Embodiment
Below embodiments of the invention are described in further detail.
A kind of preparation method of the macromole softening agent based on sewer oil wherein, may further comprise the steps:
Step 1, with sewer oil wash, decolour, filtration, absorption, sterilization, obtaining main chemical compositions is the purifying sewer oil of unsaturated fatty acids acid glyceride;
Step 2, the purifying sewer oil that step 1 is obtained and high polymerization activity monomer, second-order transition temperature regulate monomer and the close solubility parameter monomer of PVC by mass ratio 5 ~ 100:5 ~ 20:0 ~ 100:0 ~ 50 mixed mixed solution, mending in the mixed solution with the mixed solution mass ratio is 0% ~ 15% initiator, temperature of reaction is in 0 ℃ ~ 150 ℃ scopes, through conventional free radical or living free radical polymerization 1 hour to 10 hours, must be based on the macromole softening agent of sewer oil.
Among the embodiment, initiator is at least a in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), dibenzoyl peroxide, dicumyl peroxide, peroxy dicarbonate, hydrogen peroxide, Potassium Persulphate and the ammonium persulphate.
Among the embodiment, the high polymerization activity monomer is at least a in vinylbenzene, Vinylstyrene, sodium methacrylate, glycidyl methacrylate, vinylformic acid, acrylamide, maleic anhydride and the vinyl pyridine.
Among the embodiment, it is at least a in propylene ethyl ester, butyl acrylate, vinylformic acid n-octyl, Hydroxyethyl acrylate, Propylene glycol monoacrylate and the vinylformic acid ethylhexyl that second-order transition temperature is regulated monomer.
Among the embodiment, the close solubility parameter monomer of PVC is at least a in methyl acrylate, ethyl propenoate, methyl methacrylate, Jia Jibingxisuanyizhi, vinylchlorid, Ethylene Dichloride, vinylidene chloride and the vinyl acetate.
Among the embodiment, the conventional radical polymerization method is at least a in solution polymerization, letex polymerization, the suspension polymerization.
Among the embodiment, active free radical polymerization is at least a in anionoid polymerization, cationoid polymerisation, atom transfer radical polymerization and the reversible addition fracture radical polymerization.
The present invention has developed a kind of macromole softening agent based on sewer oil, is mainly used in semi-rigid or flexible PVC field of compound material.
The present invention has the following advantages:
1, the prepared macromole softening agent based on sewer oil have non-volatility, non-migratory property, with PVC consistency excellent characteristics.
2, can partly even replace conventional plasticizers DOP, remarkable in economical benefits fully.
But 3 mass consumption sewer oils can effectively avoid sewer oil to flow to dining table again, and social benefit is good.
Below set forth by specific embodiment:
Embodiment 1
In the there-necked flask that carries heating and whipping appts, add 100 g ethyl acetate, 100 g purifying sewer oils, 10 g vinylbenzene, 50 g butyl acrylates, 25 g methyl methacrylates and 10 g dibenzoyl peroxide successively, make system temperature be increased to 70 ℃ after mixing gradually, after the insulation reaction 7 hours, system temperature is increased to 78 ℃, continue insulation reaction and after 2 hours system temperature is cooled to 40 ℃, namely get the solution polymerization type macromole softening agent based on sewer oil.
Embodiment 2
In the there-necked flask that carries heating and whipping appts, add 80 g dehydrated alcohols, 20 g pure water, 100 g purifying sewer oils, 25 g vinylbenzene, 100 g vinylformic acid n-octyls, 50 g methyl acrylates and 20 g ammonium persulphates successively, make system temperature be increased to 75 ℃ after mixing gradually, after the insulation reaction 8 hours, system temperature is increased to 80 ℃, continue insulation reaction and after 2 hours system temperature is cooled to 40 ℃, namely get the precipitation polymerization type macromole softening agent based on sewer oil.
Embodiment 3
In the stainless steel pressure reactor of strap clamp cover and whipping appts, add 1000 g successively and remove pure water, 450 g purifying sewer oils, 50 g vinylbenzene, 300 g vinylformic acid ethylhexyls, 200 g vinylchlorid, 20 g peroxy dicarbonates and 30 g Potassium Persulphates, small amounts of emulsifiers, dispersion agent and still release agent, make system temperature be increased to 52 ℃ after mixing under the normal temperature gradually, heat-insulation pressure keeping continues reaction 30 minutes after reacting and pressure obviously occurring and fall to system.System temperature is cooled to normal temperature, namely gets the letex polymerization type macromole softening agent based on sewer oil.
Embodiment 4
In the stainless steel pressure reactor of strap clamp cover and whipping appts, add 1000 g successively and remove pure water, 600 g purifying sewer oils, 40 g butyl acrylates, 30 g vinylchlorid, 20 g peroxy dicarbonates and paucidisperse agent and still release agent, make system temperature be increased to 52 ℃ after mixing under the normal temperature gradually, heat-insulation pressure keeping reaction 30 minutes.In the stainless steel pressure holding bottle, add 360 g butyl acrylates, 270 g vinylchlorid and 80 g peroxy dicarbonates successively, mix the back and with the wriggling volume pump mixed solution in the holding bottle is evenly pumped into reactor, be controlled in 1 hour mixed solution is all pumped into reactor.Heat-insulation pressure keeping continues reaction 30 minutes after reacting and pressure obviously occurring and fall to system.System temperature is cooled to normal temperature, namely gets the suspension polymerization type macromole softening agent based on sewer oil.
Claims (7)
1. preparation method based on the macromole softening agent of sewer oil is characterized in that: may further comprise the steps:
Step 1, with sewer oil wash, decolour, filtration, absorption, sterilization, obtaining main chemical compositions is the purifying sewer oil of unsaturated fatty acids acid glyceride;
Step 2, the purifying sewer oil that step 1 is obtained and high polymerization activity monomer, second-order transition temperature regulate monomer and the close solubility parameter monomer of PVC by mass ratio 5 ~ 100:5 ~ 20:0 ~ 100:0 ~ 50 mixed mixed solution, mending in the mixed solution with the mixed solution mass ratio is 0% ~ 15% initiator, temperature of reaction is in 0 ℃ ~ 150 ℃ scopes, through conventional free radical or living free radical polymerization 1 hour to 10 hours, must be based on the macromole softening agent of sewer oil.
2. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: described initiator is at least a in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), dibenzoyl peroxide, dicumyl peroxide, peroxy dicarbonate, hydrogen peroxide, Potassium Persulphate and the ammonium persulphate.
3. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: described high polymerization activity monomer is at least a in vinylbenzene, Vinylstyrene, sodium methacrylate, glycidyl methacrylate, vinylformic acid, acrylamide, maleic anhydride and the vinyl pyridine.
4. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: it is at least a in propylene ethyl ester, butyl acrylate, vinylformic acid n-octyl, Hydroxyethyl acrylate, Propylene glycol monoacrylate and the vinylformic acid ethylhexyl that described second-order transition temperature is regulated monomer.
5. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: the close solubility parameter monomer of described PVC is at least a in methyl acrylate, ethyl propenoate, methyl methacrylate, Jia Jibingxisuanyizhi, vinylchlorid, Ethylene Dichloride, vinylidene chloride and the vinyl acetate.
6. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: described conventional radical polymerization method is at least a in solution polymerization, letex polymerization, the suspension polymerization.
7. the preparation method of a kind of macromole softening agent based on sewer oil according to claim 1 is characterized in that: described active free radical polymerization is at least a in anionoid polymerization, cationoid polymerisation, atom transfer radical polymerization and the reversible addition fracture radical polymerization.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103642122A (en) * | 2013-11-01 | 2014-03-19 | 安徽冠泓塑业有限公司 | Basalt fiber enhanced wood plastic composite |
| CN103642120A (en) * | 2013-11-01 | 2014-03-19 | 安徽冠泓塑业有限公司 | Polypropylene foaming wood plastic sheet material |
| CN103773609A (en) * | 2013-10-29 | 2014-05-07 | 尚诚德 | Method for preparing plastic plasticizer by using illegally recycled waste cooking oil |
| CN104861117A (en) * | 2015-06-12 | 2015-08-26 | 江苏爱特恩东台新材料科技有限公司 | Preparation method of novel solid plasticizer |
| CN105088806A (en) * | 2015-09-05 | 2015-11-25 | 四川大学 | Artificial leather manufacturing method adopting TPU (thermoplastic urethane) to plasticize PVC (polyvinyl chloride) and reducing use of plasticizer |
| CN106350216A (en) * | 2016-08-25 | 2017-01-25 | 林群祥 | Chlorinated waste edible oil |
| CN106566186A (en) * | 2016-11-10 | 2017-04-19 | 滁州思达机电有限责任公司 | Technology of preparing high-performance distribution box shell from swill-cooked dirty oil |
| CN107254362A (en) * | 2017-07-06 | 2017-10-17 | 成都新柯力化工科技有限公司 | A kind of method for separating grease from kitchen garbage, reforming oil and fat preparation lubricating oil |
| CN107903354A (en) * | 2017-12-04 | 2018-04-13 | 浙江华慧塑业有限公司 | A kind of preparation method of safety and environmental protection macromolecular plasticizer |
| CN110684139A (en) * | 2019-10-09 | 2020-01-14 | 华南农业大学 | Preparation method and application of tung oil-based polymer and preparation method of tung oil-based polymer derivative |
| CN114736462A (en) * | 2022-05-19 | 2022-07-12 | 温州市金田塑业有限公司 | Ultralow-temperature heat sealing material for polypropylene and preparation method and application thereof |
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| CN103773609A (en) * | 2013-10-29 | 2014-05-07 | 尚诚德 | Method for preparing plastic plasticizer by using illegally recycled waste cooking oil |
| CN103642120A (en) * | 2013-11-01 | 2014-03-19 | 安徽冠泓塑业有限公司 | Polypropylene foaming wood plastic sheet material |
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| CN105088806A (en) * | 2015-09-05 | 2015-11-25 | 四川大学 | Artificial leather manufacturing method adopting TPU (thermoplastic urethane) to plasticize PVC (polyvinyl chloride) and reducing use of plasticizer |
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| CN106566186A (en) * | 2016-11-10 | 2017-04-19 | 滁州思达机电有限责任公司 | Technology of preparing high-performance distribution box shell from swill-cooked dirty oil |
| CN107254362A (en) * | 2017-07-06 | 2017-10-17 | 成都新柯力化工科技有限公司 | A kind of method for separating grease from kitchen garbage, reforming oil and fat preparation lubricating oil |
| CN107903354A (en) * | 2017-12-04 | 2018-04-13 | 浙江华慧塑业有限公司 | A kind of preparation method of safety and environmental protection macromolecular plasticizer |
| CN110684139A (en) * | 2019-10-09 | 2020-01-14 | 华南农业大学 | Preparation method and application of tung oil-based polymer and preparation method of tung oil-based polymer derivative |
| CN110684139B (en) * | 2019-10-09 | 2022-06-03 | 华南农业大学 | Preparation method and application of tung oil-based polymer and preparation method of tung oil-based polymer derivative |
| CN116041872A (en) * | 2021-10-28 | 2023-05-02 | 中国石油化工股份有限公司 | Migration-precipitation-resistant and aging-resistant PVC cable material composition |
| CN116041872B (en) * | 2021-10-28 | 2024-02-13 | 中国石油化工股份有限公司 | Migration-precipitation-resistant and aging-resistant PVC cable material composition |
| CN114736462A (en) * | 2022-05-19 | 2022-07-12 | 温州市金田塑业有限公司 | Ultralow-temperature heat sealing material for polypropylene and preparation method and application thereof |
| CN114736462B (en) * | 2022-05-19 | 2023-12-05 | 温州市金田塑业有限公司 | Ultralow-temperature heat sealing material for polypropylene and preparation method and application thereof |
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