CN101255143A - Production method of epoxy palm oil plasticizer - Google Patents
Production method of epoxy palm oil plasticizer Download PDFInfo
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- CN101255143A CN101255143A CNA2008100267394A CN200810026739A CN101255143A CN 101255143 A CN101255143 A CN 101255143A CN A2008100267394 A CNA2008100267394 A CN A2008100267394A CN 200810026739 A CN200810026739 A CN 200810026739A CN 101255143 A CN101255143 A CN 101255143A
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Abstract
The invention provides a process for preparing an epoxy palm oil plasticizer, wherein the method, free from any dissolvent, uses palm oil as raw material and synthesizes the epoxy palm oil plasticiser by being reacted with epoxidizing agent on the catalytic action of concentrated sulphuric acid and/or phosphoric acid, under a certain temperature, time and proportioning. The epoxy palm oil plasticiser is used in the fields of plastics, paint industry, novel high molecular material, rubber, etc. wherein the working process does not bring in organic solvent waste liquid and noxious fumes to pollute the environment and harm the human body.
Description
(1) technical field
The present invention relates to the synthetic field of organic compound, specifically be meant a kind of production method of epoxidation palm oil plasticizer.
(2) background technology
Background technology
All the time, phthalic ester in plastic plasticizer in the highest flight and be widely used.But along with recent researches discovery phthalic ester plasticizer is known from experience the generation toxic action to the people, even carinogenicity, all forbidden in a lot of countries such as the U.S. and European Union, and phthalic ester plasticizer derives from petroleum industry, and oil belongs to Nonrenewable resources, along with rising violently and the worsening shortages of petroleum resources of international oil price, invention environment-friendly type softening agent becomes the inexorable trend of social development.
Epoxy soybean oil is the softening agent of domestic and international Application and Development a kind of environment-friendly type early, has been widely used output sustainable growth in recent years in industrial circles such as plastics, coatings industry, novel high polymer material, rubber.
Plam oil is to squeeze out the palm fibre fruit from oil palm tree, and the place of production mainly concentrates on countries such as the Malaysia, Indonesia in South East Asia.Oil palm is the highest oil-produced vegetable of production efficiency in the world, and the per hectare oil palm produces about 3.7 tons grease, exceeds five times than the peanut with area, than soybean high coldest days of the year end doubly.Plam oil is second-biggest-in-the-world vegetables oil, is only second to soybean oil, and the plam oil price is low than rapeseed oil and soybean oil.
Compare with epoxy soybean oil, utilize plam oil production environment-friendly type softening agent to have good economic feasibility, the research of epoxidation palm oil plasticizer is domestic does not at present appear in the newspapers as yet.
Summary of the invention:
Technical problem to be solved by this invention provides a kind of method for preparing the epoxidation palm oil plasticizer, and this preparation method has characteristics such as transformation efficiency height, aftertreatment be simple, solvent-free.
The present invention for the technical scheme that problem adopted of the above-mentioned proposition of solution is:
The oxygenant that uses in epoxidation process has two kinds of preparation methods: a kind of is to prepare the organic acid system of peroxide on the spot.This method is that plam oil and organic acid are added to earlier in the reactor, slowly drips with hydrogen peroxide then, carries out epoxidation reaction; Another kind is a prepared beforehand peroxide organic acid, promptly allows hydrogen peroxide and organic acid effect earlier, generates the peroxide organic acid, drips plam oil with the peroxide organic acid then, carries out epoxidation reaction.Reaction finishes, and washes, and tells lower floor's water and discards.The epoxy oil reservoir on upper strata is washed with distilled water, aqueous phase discarded, and oil reservoir neutralizes with alkaline aqueous solution, is washed to neutrality with distilled water again.After the washing separation finishes, adopt vacuum distilling to remove moisture.
Specific embodiments:
Embodiment 1 gets 100 parts of plam oils, 50 parts in 50% hydrogen peroxide, 15 parts in formic acid, 0.5 part of the vitriol oil reacted 48 hours standing demix down at 10 ℃, discard water layer, oil reservoir uses in the sodium hydroxide solution extremely neutral with deionized water wash with the back, and decompression is removed moisture and got product.Oxirane value is 3.2.
Fig. 1 is the FTIR spectrogram of plam oil and epoxy palm oil.
In the FTIR spectrogram, 3000cm-1The place is the stretching vibration absworption peak of the C-H on the two keys of C=C, 830cm-1The place is the asymmetric stretching vibration absworption peak of epoxy radicals, as seen from Figure 1, and at palm oil 3000cm-1Characteristic absorption peak is arranged, and 830cm-1Locate no absworption peak, illustrate to have two keys in the palm oil, but do not have epoxy bond. And at the FTIR of epoxy palm oil In the spectrogram, at 3000cm-1The absworption peak at place disappears, at 830cm-1A new absworption peak occurs, prove the palm oil ring The C=C double bond structure disappears after the oxidation, has formed new epoxy radicals.
Embodiment 2 gets 100 parts of palm oils, 70 parts in 30% hydrogen peroxide, and 20 parts of acetic acid, 3 parts of the concentrated sulfuric acids are 100 Reaction is 0.5 hour under ℃, and standing demix discards water layer, and oil reservoir uses the sodium carbonate liquor neutralization, uses deionized water again Washing is to neutral, and decompression is removed moisture and got product. Epoxide number is 3.8.
Embodiment 3 gets 100 parts of plam oils, 30 parts of peroxyformic acids, 1 part of the vitriol oil, 5 parts of phosphoric acid, 60 ℃ of down reactions 10 hours, standing demix discards water layer, oil reservoir uses the sodium hydroxide solution neutralization, again with deionized water wash to neutral, decompression is removed moisture and is got product.Oxirane value is 4.8.
Embodiment 4 gets 100 parts of plam oils, 85 parts of Peracetic Acid, 0 part of phosphatase 11,30 ℃ of down reactions 20 hours, standing demix discards water layer, oil reservoir uses the sodium carbonate solution neutralization, again with deionized water wash to neutral, decompression is removed moisture and is got product.Oxirane value is 3.8.
Above-mentioned experiment is obtained epoxidation plam oil (EPO) be used for plasticized PVC, adopting the softening agent total amount is 50 parts, be that epoxy palm oil and dioctyl phthalate (DOP) (DOP) total amount is 50 parts, change the ratio of two kinds of softening agent, make the flexible PVC sample and carry out Mechanics Performance Testing, the result is as shown in table 1.By data in the table as can be seen, replace DOP to add among the PVC with a certain amount of EPO, the tensile strength of the material that obtains and elongation at break are suitable with pure DOP plastifying material, and the tear strength of material is significantly higher than pure DOP plastifying material.
The mechanical property of table 1 epoxy palm oil plastifying flexible PVC material
Claims (8)
1. the production method of an epoxy palm oil plasticizer. its feature react with plam oil under catalyst action with epoxidizing agent under the condition of not using any solvent. the generation epoxy palm oil.
2. according to the production method of claim 1 and 2 described epoxy palm oil plasticizers, the described catalyzer of its feature is one or more in the vitriol oil, the phosphoric acid.
3. according to the production method of claim 1 and 2 described epoxy palm oil plasticizers, the described epoxidizing agent of its feature is one or more in hydrogen peroxide and formic acid, hydrogen peroxide and acetate, peroxyformic acid, the Peracetic Acid.
4. the production method of epoxy palm oil plasticizer according to claim 1, the consumption that it is characterized in that epoxidizing agent is the 30-85% of plam oil consumption.
5. according to the production method of claim 1 and 2 described epoxy palm oil plasticizers, it is characterized in that used catalyst levels is the 0.5-10% of plam oil consumption.
6. the production method of epoxy palm oil plasticizer according to claim 1 is characterized in that temperature of reaction is 10-100 ℃.
7. the production method of epoxy palm oil plasticizer according to claim 1 is characterized in that the reaction times is 0.5-48 hour.
8. the production method of epoxy palm oil plasticizer according to claim 1, it is characterized in that epoxidation reaction finishes after, with in the basic solutions such as sodium hydroxide or yellow soda ash and excessive acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CNA2008100267394A CN101255143A (en) | 2008-03-12 | 2008-03-12 | Production method of epoxy palm oil plasticizer |
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| CNA2008100267394A CN101255143A (en) | 2008-03-12 | 2008-03-12 | Production method of epoxy palm oil plasticizer |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101691524A (en) * | 2009-10-20 | 2010-04-07 | 华东理工大学 | Method for preparing epoxidized soybean oil with high epoxy value by fractional step method |
| CN101864101A (en) * | 2010-06-12 | 2010-10-20 | 浙江远东电缆集团有限公司 | Formula of rubber for mining cable sheaths having high fire resistance and high tearing resistance |
| CN102101921A (en) * | 2009-12-22 | 2011-06-22 | 固特异轮胎和橡胶公司 | Pneumatic tire with rubber component containing epoxidized palm oil |
| CN102703224A (en) * | 2012-06-06 | 2012-10-03 | 北京林氏精化新材料有限公司 | Method for preparing substance containing epoxyfatty acid low carbon alcohol ester plasticizer by palm oil |
| WO2015047077A1 (en) * | 2013-09-26 | 2015-04-02 | Universiti Malaya | Palm oil-based compounds as environmentally friendly plasticisers for pvc |
| CN106280077A (en) * | 2016-08-05 | 2017-01-04 | 安徽蓝通科技股份有限公司 | A kind of PVC of crack resistence and preparation method thereof |
| CN108821846A (en) * | 2018-06-01 | 2018-11-16 | 山东农业大学 | A kind of high molecular slow-release fertilizer using gutter oil synthesis |
| CN110204513A (en) * | 2019-06-28 | 2019-09-06 | 江阴市康华复合材料有限公司 | A kind of preparation method of epoxy palm oil compound bio plasticizer |
| WO2020091707A3 (en) * | 2018-11-01 | 2020-07-23 | Ak-Kim Kimya Sanayi Ve Ticaret Anonim Sirketi | Epoxidized oil compositions comprising vegetable waste oil |
-
2008
- 2008-03-12 CN CNA2008100267394A patent/CN101255143A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101691524A (en) * | 2009-10-20 | 2010-04-07 | 华东理工大学 | Method for preparing epoxidized soybean oil with high epoxy value by fractional step method |
| CN102101921A (en) * | 2009-12-22 | 2011-06-22 | 固特异轮胎和橡胶公司 | Pneumatic tire with rubber component containing epoxidized palm oil |
| CN102101921B (en) * | 2009-12-22 | 2013-05-22 | 固特异轮胎和橡胶公司 | Pneumatic tire with rubber component containing epoxidized palm oil |
| CN101864101A (en) * | 2010-06-12 | 2010-10-20 | 浙江远东电缆集团有限公司 | Formula of rubber for mining cable sheaths having high fire resistance and high tearing resistance |
| CN102703224A (en) * | 2012-06-06 | 2012-10-03 | 北京林氏精化新材料有限公司 | Method for preparing substance containing epoxyfatty acid low carbon alcohol ester plasticizer by palm oil |
| WO2015047077A1 (en) * | 2013-09-26 | 2015-04-02 | Universiti Malaya | Palm oil-based compounds as environmentally friendly plasticisers for pvc |
| CN106280077A (en) * | 2016-08-05 | 2017-01-04 | 安徽蓝通科技股份有限公司 | A kind of PVC of crack resistence and preparation method thereof |
| CN108821846A (en) * | 2018-06-01 | 2018-11-16 | 山东农业大学 | A kind of high molecular slow-release fertilizer using gutter oil synthesis |
| WO2020091707A3 (en) * | 2018-11-01 | 2020-07-23 | Ak-Kim Kimya Sanayi Ve Ticaret Anonim Sirketi | Epoxidized oil compositions comprising vegetable waste oil |
| CN110204513A (en) * | 2019-06-28 | 2019-09-06 | 江阴市康华复合材料有限公司 | A kind of preparation method of epoxy palm oil compound bio plasticizer |
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Open date: 20080903 |