CN107987098A - A kind of method of Polychlorinated biphenyls content in reduction dimethoxydiphenylsilane - Google Patents
A kind of method of Polychlorinated biphenyls content in reduction dimethoxydiphenylsilane Download PDFInfo
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- CN107987098A CN107987098A CN201711237216.XA CN201711237216A CN107987098A CN 107987098 A CN107987098 A CN 107987098A CN 201711237216 A CN201711237216 A CN 201711237216A CN 107987098 A CN107987098 A CN 107987098A
- Authority
- CN
- China
- Prior art keywords
- dimethoxydiphenylsilane
- polychlorinated biphenyls
- product
- content
- sodium
- 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.)
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Links
- 150000003071 polychlorinated biphenyls Chemical class 0.000 title claims abstract description 45
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 27
- 230000009467 reduction Effects 0.000 title description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000000460 chlorine Substances 0.000 claims abstract description 17
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 17
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 17
- 239000011734 sodium Substances 0.000 claims abstract description 17
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 16
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims abstract description 15
- 230000033228 biological regulation Effects 0.000 claims abstract description 5
- 150000007524 organic acids Chemical class 0.000 claims abstract description 5
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 claims description 6
- 238000006136 alcoholysis reaction Methods 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000000047 product Substances 0.000 abstract description 23
- 230000000694 effects Effects 0.000 abstract description 5
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract description 4
- 239000001632 sodium acetate Substances 0.000 abstract description 4
- 235000017281 sodium acetate Nutrition 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract description 2
- 239000006227 byproduct Substances 0.000 abstract description 2
- 238000004821 distillation Methods 0.000 abstract description 2
- 238000002844 melting Methods 0.000 abstract description 2
- 230000008018 melting Effects 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract description 2
- 150000003385 sodium Chemical class 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 7
- 238000006298 dechlorination reaction Methods 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002957 persistent organic pollutant Substances 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- -1 polysiloxane Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 231100000357 carcinogen Toxicity 0.000 description 2
- 239000003183 carcinogenic agent Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 210000000987 immune system Anatomy 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- KVGZZAHHUNAVKZ-UHFFFAOYSA-N 1,4-Dioxin Chemical compound O1C=COC=C1 KVGZZAHHUNAVKZ-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 description 1
- 150000008046 alkali metal hydrides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- QLLINCWWWZHEMD-UHFFFAOYSA-N dichloro-phenoxy-phenylsilane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)OC1=CC=CC=C1 QLLINCWWWZHEMD-UHFFFAOYSA-N 0.000 description 1
- 150000002013 dioxins Chemical class 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000002920 hazardous waste Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- NOKUWSXLHXMAOM-UHFFFAOYSA-N hydroxy(phenyl)silicon Chemical compound O[Si]C1=CC=CC=C1 NOKUWSXLHXMAOM-UHFFFAOYSA-N 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 210000001835 viscera Anatomy 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/20—Purification, separation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The present invention relates to a kind of method for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane, comprise the following steps:S1 adds metallic sodium into the dimethoxydiphenylsilane containing Polychlorinated biphenyls, under 100~105 DEG C of oil baths after 5~6h of insulated and stirred, is down to room temperature;The pH value of S2 organic acid regulation systems is 6~8;S3 is filtered, and rectifying, obtains dimethoxydiphenylsilane product.The advantages of present invention uses above-mentioned technical proposal is:Metallic sodium can be in melting state, there is sufficiently high activity, so be easy to react with the chlorine in Polychlorinated biphenyls at 100~105 DEG C;Acid for regulation system pH value is acetic acid, and the salt of formation is sodium acetate, will not destroy dimethoxydiphenylsilane product in follow-up distillation process and cause product to lose;The side product chlorinated sodium or sodium acetate of generation, insoluble in reaction system, easily by being filtered to remove, industrial operation is simple.
Description
Technical field
The present invention relates to a kind of method for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane, wherein diphenyl two
Methoxy silane is made by diphenyl dichlorosilane alcoholysis method.
Background technology
Polychlorinated biphenyls (polychlorinated biphenyls, PCBs) is currently to endanger most serious to human environment
One of polluter, belongs to carcinogen, is easily dissolved in fat, is easily absorbed and is accumulated by human adipose tissue, causes brain
The disease in portion, skin and internal organ, and influence nerve, reproduction and immune system.Early in 1991, Chinese energy portion and Environmental Protection Agency were sent out
Cloth file, stringent control use and handle product and waste containing PCBs, and product is necessary higher than more than 50ppm containing Polychlorinated biphenyls
Processing.Promulgated on January 4th, 1998《National Hazard waste register》PCBs is listed in the 47 class hazardous wastes listed.
On May 23rd, 2001, the per pro of 127 countries and regions including Chinese Government are intended to strictly be prevented or restricted from
Use 12 kinds of persistence organic pollutants (POPs)《Convention of Stockholm》, in this 12 kinds of POPs, PCBs is once big
Measure a kind of material for using, oneself it is found that the mankind and the breeding decline of many wild animals and immune system be suppressed all with it is more
Chlordiphenyl is related, and PCBs is also the basic substance of strong carcinogen dioxin (Dioxins) product.
Dimethoxydiphenylsilane is a kind of important organo-silicon compound, available for phenyl silicone oil, phenyl polysiloxane,
The production of phenyl siloxane rubber, this kind of product have very important value for high technology industry and national defense industry.Traditional two
Phenyidimethoxysilane synthetic method is made using diphenyl dichlorosilane alcoholysis reaction, and diphenyl dichlorosilane is then
It is that legal (chlorobenzene and chlorosilane are warm at high temperature by direct method (chlorobenzene and silica flour are directly synthesized in catalyst) and pyrocondensation
Condensation) obtain, which can produce substantial amounts of Polychlorinated biphenyls accessory substance, and Polychlorinated biphenyls is once production, it is difficult to directly remove,
So can finally it be embodied in dimethoxydiphenylsilane product.Inorganic chlorine or more in dimethoxydiphenylsilane product
Chlordiphenyl content is higher, can influence its application range, and particularly some high-end fields cannot use completely.And by adding the alkali of alcohol
Metallic compound can remove the middle inorganic chlorine of dimethoxydiphenylsilane product, but for Polychlorinated biphenyls, then not have substantially
Effect.Therefore, it is particularly necessary to find a kind of method for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane.
Has the process of the various methods processing Polychlorinated biphenyls of document report.As patent US4623464 uses physical chemistry
The method being combined with biological treatment removes the Polychlorinated biphenyls in waste water;US5746926 joins more chlorine using hydrothermal oxidization method
Benzene dechlorination, reacts using aqueous sodium carbonate as medium, 300~400 DEG C, is carried out under conditions of 20~400atm, dechlorination condition compared with
It is difficult for harshness, industrial treatment.US5185488 uses metallic sodium or calcium as reducing agent, to handle more chlorine in transformer oil
Biphenyl dechlorination, but have to coordinate low-carbon alcohols (methanol), and the amount of metallic reducing agent used is the 30-40 of chlorinity in system
Times.CN1470300 reports the High-activity nano-grade alkali metal hydride for using complex catalysis method to synthesize as reducing agent, transition gold
Category compound is reaction promoter, the method for handling Polychlorinated Biphenyls in Transformer Oils.CN1016142 is reported using powdered first
Sodium alkoxide is in 250~290 DEG C of methods for destroying organic halogenation product such as Polychlorinated biphenyls in organic oil or mineral oil.EP99951 is reported
Polychlorinated biphenyls in handling insulating oil at 110~130 DEG C using particle dispersion sodium.This method needs previously prepared tiny point
Property sodium particle is dissipated, and needs more than 80% sodium grain diameter to be less than 10 μm, otherwise, without treatment effect;In addition centrifugation is passed through
Responseless sodium is separated and recovered, condition is very harsh.
Since the silicon oxygen bond in dimethoxydiphenylsilane is comparatively active, in alkali metal alcoholates (such as first under high temperature
Sodium alkoxide) under the action of can alkaline hydrolysis condensation, bring larger product to lose, and be difficult to realize industrialize.So these above-mentioned methods
Be not suitable for the Polychlorinated biphenyls in processing dimethoxydiphenylsilane.
The content of the invention
The object of the present invention is to provide one kind in a mild condition, by succinctly operating, diphenyl dimethoxy silicon is removed
The method of Polychlorinated biphenyls in alkane, can improve product quality, widen its application field.
The present invention solves above-mentioned technical problem and is adopted the technical scheme that:One kind reduces dimethoxydiphenylsilane production
The method of Polychlorinated biphenyls content, comprises the following steps in product:
S1 adds metallic sodium into the dimethoxydiphenylsilane containing Polychlorinated biphenyls, is protected under 100~105 DEG C of oil baths
After 5~6h of temperature stirring, room temperature is down to;
The pH value of S2 organic acid regulation systems is 6~8;
S3 is filtered, and rectifying, obtains dimethoxydiphenylsilane product.
By such scheme, the additive amount of the metallic sodium is 2-10 times of Polychlorinated biphenyls amount (in terms of chlorine), mole meter.
By such scheme, the additive amount of the metallic sodium is 5 times of Polychlorinated biphenyls amount (in terms of chlorine), mole meter.
By such scheme, the organic acid described in step S2 is acetic acid.
By such scheme, the dimethoxydiphenylsilane is made by diphenyl dichlorosilane alcoholysis, and is carried out
Tentatively de- dechlorination process.
By such scheme, Polychlorinated biphenyls content is reduced to 5ppm in the dimethoxydiphenylsilane product described in step S3
Below (in terms of chlorine).
By such scheme, the pH value described in step S3 is 6.5-7.5.
Dimethoxydiphenylsilane product Polychlorinated biphenyls content after such scheme is handled is reduced to below 5ppm
(in terms of chlorine).
The advantages of present invention uses above-mentioned technical proposal is:Metallic sodium can be in melting state, have at 100~105 DEG C
Sufficiently high activity, is so easy to react with the chlorine in Polychlorinated biphenyls;Acid for regulation system pH value is acetic acid, shape
Into salt be sodium acetate, will not destroy dimethoxydiphenylsilane product in follow-up distillation process and cause product to damage
Lose;The side product chlorinated sodium or sodium acetate of generation, insoluble in reaction system, easily by being filtered to remove, industrial operation is simple.
Embodiment
Following instance is the further explanation to the present invention.The present invention is including but not limited to following instance.
Embodiment 1
To the dimethoxydiphenylsilane of 285.3g, (dimethoxydiphenylsilane is by diphenyl dichloro silanol solution
Method is made, by preliminary dechlorination handle, Polychlorinated biphenyls content be 386ppm (0.003mol) in terms of chlorine) in addition 0.35g
(0.015mol) metallic sodium, 5h is stirred at 105 DEG C of oil bath, and cooling, is slowly added dropwise acetic acid while stirring, until the pH value of system is
6.8.Filtering, removes sodium salt, and filtrate rectifying obtains 236.8g product dimethoxydiphenylsilanes, and analysis is detected in product
Polychlorinated biphenyls content (in terms of chlorine) is 2.91ppm.
Embodiment 2
To the dimethoxydiphenylsilane of 265g, (dimethoxydiphenylsilane is by diphenyl dichlorosilane alcoholysis
Method is made, and is handled by preliminary dechlorination, Polychlorinated biphenyls content is 293ppm (0.002mol) in terms of chlorine), add 0.32g
(0.014mol) metallic sodium, in 105 DEG C of oil bath heating 5h, is slowly added dropwise acetic acid while stirring after cooling, until the pH value of system
For 7.2, filtering removes sodium salt, filtrate rectifying, obtains 217.3g product dimethoxydiphenylsilanes, in analysis detection product
Polychlorinated biphenyls content (in terms of chlorine) be 1.04ppm.
Claims (6)
1. a kind of method for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product, comprises the following steps:
S1 adds metallic sodium into the dimethoxydiphenylsilane containing Polychlorinated biphenyls, keeps the temperature and stirs under 100~105 DEG C of oil baths
After mixing 5~6h, room temperature is down to;
The pH value of S2 organic acid regulation systems is 6~8;
S3 is filtered, and rectifying, obtains dimethoxydiphenylsilane product.
2. the method according to claim 1 for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product, it is special
Sign is:The additive amount of the metallic sodium is 2-10 times of Polychlorinated biphenyls amount (in terms of chlorine), mole meter.
3. a kind of method for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product according to claim 1, its
It is characterized in that:Organic acid described in step S2 is acetic acid.
4. the method according to claim 1 for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product, it is special
Sign is:The dimethoxydiphenylsilane is made by diphenyl dichlorosilane alcoholysis, and has carried out preliminary removing chlorine
Processing.
5. the method according to claim 1 for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product, it is special
Sign is:Polychlorinated biphenyls content is reduced to below 5ppm (with chlorine in dimethoxydiphenylsilane product described in step S3
Meter).
6. the method according to claim 1 for reducing Polychlorinated biphenyls content in dimethoxydiphenylsilane product, it is special
Sign is:PH value described in step S3 is 6.5-7.5.
Priority Applications (1)
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CN201711237216.XA CN107987098B (en) | 2017-11-30 | 2017-11-30 | Method for reducing content of polychlorinated biphenyl in diphenyldimethoxysilane |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109336919A (en) * | 2018-11-02 | 2019-02-15 | 辽宁新邦新材料有限公司 | The purification process and device of the precursor material of organosilicon material |
CN111072715A (en) * | 2019-12-31 | 2020-04-28 | 仙桃市格瑞化学工业有限公司 | Preparation method of bis (phenylcyclosiloxane) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002212109A (en) * | 2001-01-18 | 2002-07-31 | Shinko Pantec Co Ltd | Method for treating organic halogen compounds |
CN1649680A (en) * | 2002-04-23 | 2005-08-03 | 索尼科环境方案公司 | Sonication treatment of polychlorinated biphenyl contaminated media |
CN101778892A (en) * | 2007-06-07 | 2010-07-14 | 金炳文 | Apparatus and method for treatment of waste insulating oil |
JP2013056063A (en) * | 2011-09-08 | 2013-03-28 | Chugoku Electric Power Co Inc:The | Method and apparatus for detoxicating halogen compound-containing oil |
-
2017
- 2017-11-30 CN CN201711237216.XA patent/CN107987098B/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002212109A (en) * | 2001-01-18 | 2002-07-31 | Shinko Pantec Co Ltd | Method for treating organic halogen compounds |
CN1649680A (en) * | 2002-04-23 | 2005-08-03 | 索尼科环境方案公司 | Sonication treatment of polychlorinated biphenyl contaminated media |
CN101778892A (en) * | 2007-06-07 | 2010-07-14 | 金炳文 | Apparatus and method for treatment of waste insulating oil |
JP2013056063A (en) * | 2011-09-08 | 2013-03-28 | Chugoku Electric Power Co Inc:The | Method and apparatus for detoxicating halogen compound-containing oil |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN109336919A (en) * | 2018-11-02 | 2019-02-15 | 辽宁新邦新材料有限公司 | The purification process and device of the precursor material of organosilicon material |
CN111072715A (en) * | 2019-12-31 | 2020-04-28 | 仙桃市格瑞化学工业有限公司 | Preparation method of bis (phenylcyclosiloxane) |
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