CN101434711B - Production method of epoxy plasticiser - Google Patents
Production method of epoxy plasticiser Download PDFInfo
- Publication number
- CN101434711B CN101434711B CN2008101842745A CN200810184274A CN101434711B CN 101434711 B CN101434711 B CN 101434711B CN 2008101842745 A CN2008101842745 A CN 2008101842745A CN 200810184274 A CN200810184274 A CN 200810184274A CN 101434711 B CN101434711 B CN 101434711B
- Authority
- CN
- China
- Prior art keywords
- epoxy
- unsaturated
- production method
- epoxy plasticiser
- ozone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000004593 Epoxy Substances 0.000 title claims abstract description 22
- 239000004014 plasticizer Substances 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 16
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006735 epoxidation reaction Methods 0.000 claims abstract description 10
- 239000002994 raw material Substances 0.000 claims description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 9
- 235000012424 soybean oil Nutrition 0.000 claims description 4
- 239000003549 soybean oil Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 3
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 claims description 3
- -1 tetrahydrophthalic acid ester Chemical class 0.000 claims description 3
- XKGDWZQXVZSXAO-ADYSOMBNSA-N Ricinoleic Acid methyl ester Chemical group CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OC XKGDWZQXVZSXAO-ADYSOMBNSA-N 0.000 claims description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims description 2
- 210000000582 semen Anatomy 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract description 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 2
- 239000000194 fatty acid Substances 0.000 abstract description 2
- 229930195729 fatty acid Natural products 0.000 abstract description 2
- 150000004665 fatty acids Chemical class 0.000 abstract description 2
- 229920001083 polybutene Polymers 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002924 oxiranes Chemical group 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Landscapes
- Epoxy Compounds (AREA)
Abstract
The invention relates to a production method of epoxy plasticizer. Under the conditions of normal temperature, atmospheric pressure and mixing, ozone is introduced into a material which is capable of carrying out epoxidation and has unsaturated C=C bound till the epoxy value reach the needed degree and the epoxy plasticizer can be obtained; the material which is capable of carrying out epoxidation and has unsaturated C=C bound is chosen from one of natural oil, fatty acid monoester, tetrahydrophthalic ester and polybutene. The method has the advantages of short production process, easy operation, no complicate procedure of the original environment-protection process, relatively low cost and the like, thereby being worth of promoting and utilizing.
Description
Technical field
The present invention relates to a kind of production method of Chemicals, is a kind of production method of epoxy plasticiser specifically.
Background technology
Epoxy plasticiser is the compound that has epoxide group in molecular structure, in industrial polyvinyl chloride (PVC) RESINS processing industry, they not only have plastification to PVC, and can make the active chlorine atom on the polyvinyl chloride chain stable, epoxy machine group in the structure can absorb because of the light and the hydrogenchloride of coming out of degrading, thereby stoped the continuous Decomposition of PVC, played function of stabilizer, can play the work-ing life that prolongs goods.
Epoxy plasticizer toxicity is minimum, is best suited for the Plastic Packaging Materials of producing food, medicine, and epoxy plasticiser is used increasingly extensive in modern plastics industry.
The main raw material of producing epoxy plasticiser at present has: natural oil, fatty acid monoester, tetrahydrophthalic acid ester, polybutene etc.Work material has: hydrogen peroxide, formic acid, acetate, sulfuric acid, ion exchange resin etc.
Industrial process is raw material, formic acid (or acetate), hydrogen peroxide, catalyzer to be carried out epoxidation handle, and dewaters, filters through standing separation, neutralization washing, decompression stripping then, gets product.
The production of present epoxy plasticiser, it is longer to exist technological process, and temperature of reaction control requires high, problems such as the environmental protection treatment complexity of the acid of discharge, alkali wasteliquid, this also is to make the unhappy major cause of epoxy plasticiser development.
Summary of the invention
The purpose of this invention is to provide advantages such as short, easy to operate, the no complicated former environmental protection treatment operation of a kind of Production Flow Chart, cost be low relatively, the production method of the epoxy plasticiser that is worth of widely use.
The production method of epoxy plasticiser provided by the invention, it is under normal temperature and pressure and condition of stirring, but ozone is fed in the epoxidation raw material that has the two keys of unsaturated C, reaches required to oxirane value, can obtain epoxy plasticiser; But the described epoxidation raw material that has the two keys of unsaturated C is selected from tetrahydrophthalic acid ester, soybean oil, Oleum Gossypii semen, Zoomeric acid formicester or ricinolic acid methyl esters; Described oxirane value is 4～7%.
Described oxirane value size is decided as required, and its oxirane value of different raw materials is also different, usually, can satisfy basic need 4～7%.
Under the certain situation of raw material weight, the length in the concentration of ozone, flow decision reaction times unit time, because the ozone concn that common ozonizer generates is between 10～40mg/L, therefore can be according to the difference of raw material and the size of amount, the size reasonable of the oxirane value of the finished product epoxy plasticiser calculates the consumption of required ozone, thus the reasonable length of controlling reaction time.
Its mechanism is ozone chemistry molecular formula O
3, its bonding state is extremely unstable, can resolve into oxygen at normal temperatures and single oxygen is separated.Single oxidation character is extremely active, and its strong oxidizing property is easy to make by the C in the epoxy raw material pair of keys by epoxidation, produces the epoxy plasticiser product thereby reach.
Because ozone oxidation ability extra-heavy so epoxidation process need not to use formic acid or acetate to do carrier, need not add the ore deposit acid catalyst, can finish epoxidation process at normal temperatures and pressures, its oxirane value can reach the quality product requirement fully.
Because production process need not add materials such as acid, alkali, thus need not to carry out epoxidised subsequent handling, as neutralization washing dehydration, press filtration etc., so belong to CR production basically.
The present invention has advantages such as short, easy to operate, the no complicated former environmental protection treatment operation of Production Flow Chart, cost be low relatively, is worth of widely use.
Embodiment
Embodiment one: under normal temperature and pressure and condition of stirring, the 100Kg soybean oil is added in the reactor, feed the ozone that utilizes ozonizer to produce from reactor bottom, the concentration of ozone is 20mg/L, to oxirane value be 6.3%, stopped reaction can obtain the epoxy soybean oil production.
Claims (1)
1. the production method of an epoxy plasticiser is characterized in that under normal temperature and pressure and condition of stirring, but ozone is fed in the epoxidation raw material that has the two keys of unsaturated C, reaches required to oxirane value, can obtain epoxy plasticiser; But the described epoxidation raw material that has the two keys of unsaturated C is selected from tetrahydrophthalic acid ester, soybean oil, Oleum Gossypii semen, Zoomeric acid formicester or ricinolic acid methyl esters; Described oxirane value is 4～7%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101842745A CN101434711B (en) | 2008-12-09 | 2008-12-09 | Production method of epoxy plasticiser |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101842745A CN101434711B (en) | 2008-12-09 | 2008-12-09 | Production method of epoxy plasticiser |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101434711A CN101434711A (en) | 2009-05-20 |
| CN101434711B true CN101434711B (en) | 2011-05-11 |
Family
ID=40709355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008101842745A Expired - Fee Related CN101434711B (en) | 2008-12-09 | 2008-12-09 | Production method of epoxy plasticiser |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101434711B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105153074A (en) * | 2015-10-01 | 2015-12-16 | 常州市奥普泰科光电有限公司 | Method for preparing epoxy flax oil plasticizers |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5808132A (en) * | 1995-06-08 | 1998-09-15 | Nippon Mektron, Limited | α,α-bis(trifluoromethyl)arylacetic acid ester; its intermediates for synthesis; and process for producing the same |
| CN1861586A (en) * | 2006-06-07 | 2006-11-15 | 南京红宝丽股份有限公司 | Preparation process of epoxy rapeseed oil |
| CN101235021A (en) * | 2008-02-29 | 2008-08-06 | 江南大学 | Method for preparing epoxidized soybean oil or epoxidized fatty acid methyl (ethyl) ester by heteropolyacid liquid phase catalysis |
-
2008
- 2008-12-09 CN CN2008101842745A patent/CN101434711B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5808132A (en) * | 1995-06-08 | 1998-09-15 | Nippon Mektron, Limited | α,α-bis(trifluoromethyl)arylacetic acid ester; its intermediates for synthesis; and process for producing the same |
| CN1861586A (en) * | 2006-06-07 | 2006-11-15 | 南京红宝丽股份有限公司 | Preparation process of epoxy rapeseed oil |
| CN101235021A (en) * | 2008-02-29 | 2008-08-06 | 江南大学 | Method for preparing epoxidized soybean oil or epoxidized fatty acid methyl (ethyl) ester by heteropolyacid liquid phase catalysis |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101434711A (en) | 2009-05-20 |
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Granted publication date: 20110511 Termination date: 20161209 |