CN101407450A - Chemical recovery method for waste polycarbonate material - Google Patents
Chemical recovery method for waste polycarbonate material Download PDFInfo
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- CN101407450A CN101407450A CNA2008100160382A CN200810016038A CN101407450A CN 101407450 A CN101407450 A CN 101407450A CN A2008100160382 A CNA2008100160382 A CN A2008100160382A CN 200810016038 A CN200810016038 A CN 200810016038A CN 101407450 A CN101407450 A CN 101407450A
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- waste polycarbonate
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- waste
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- 238000000034 method Methods 0.000 title claims abstract description 41
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 38
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 33
- 239000002699 waste material Substances 0.000 title claims abstract description 33
- 239000000463 material Substances 0.000 title abstract description 15
- 239000000126 substance Substances 0.000 title description 3
- 238000011084 recovery Methods 0.000 title description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 46
- 238000006243 chemical reaction Methods 0.000 claims abstract description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 30
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 238000001035 drying Methods 0.000 claims abstract description 12
- 238000005406 washing Methods 0.000 claims abstract description 12
- 238000006136 alcoholysis reaction Methods 0.000 claims abstract description 11
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims abstract description 9
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims abstract description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 8
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 8
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 4
- 239000012429 reaction media Substances 0.000 claims abstract description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 4
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims abstract description 3
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 claims description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- 206010013786 Dry skin Diseases 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- 235000017550 sodium carbonate Nutrition 0.000 claims description 3
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 2
- 235000015320 potassium carbonate Nutrition 0.000 claims description 2
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 2
- 238000013019 agitation Methods 0.000 claims 2
- 238000001914 filtration Methods 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 229920000728 polyester Polymers 0.000 claims 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 9
- 238000002144 chemical decomposition reaction Methods 0.000 abstract description 3
- 230000035484 reaction time Effects 0.000 abstract description 3
- 238000005516 engineering process Methods 0.000 abstract description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002131 composite material Substances 0.000 abstract 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 abstract 2
- 238000004064 recycling Methods 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 239000012295 chemical reaction liquid Substances 0.000 abstract 1
- 230000006866 deterioration Effects 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- 239000000047 product Substances 0.000 description 18
- 230000015556 catabolic process Effects 0.000 description 9
- 238000006731 degradation reaction Methods 0.000 description 9
- 238000003756 stirring Methods 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- -1 poly-carbonic acid dihydroxyphenyl propane ester Chemical class 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
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Classifications
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
The invention relates to a new method for generating bisphenol A and dimethyl carbonate by solvent waste polycarbonate and chemical degradation waste polycarbonate material under a moderate condition to realize recycling of waste polycarbonate material. The method is characterized in that tetrahydrofuran, drewamine, N-methyl-pyrrolidone, 1, 2-dichloroethane, N, N-dimethyl formamide, diethylamine, ethylene dimine or composite material thereof which are easy to be recycled are used as reaction media, and with the presence of catalysts of sodium hydroxide, sodium carbonate, potassium hydroxide, potassium carbonate, lithium hydroxide or composite material thereof, and the like, an alcoholysis reaction is carried out under a normal pressure or a high pressure and at reaction temperature of 20 DEG C-80 DEG C; and a hydrolysis reaction is carried out at reaction temperature of 50 DEG C-160 DEG C. After the reactions, product bisphenol A is obtained (alkyl dimethyl easter product is also obtained in the alcoholysis reaction) after operation processes of solvent removing, washing, drying, and the like are carried out to the reaction liquid. The deterioration rate is over 98 percent. Compared with the traditional methods, the new method for generating bisphenol A and dimethyl carbonate by solvent waste polycarbonate and chemical degradation waste polycarbonate material under a moderate condition to realize recycling of waste polycarbonate material is characterized in that: (1) the reaction conditions are moderate; the reaction speed is high; and the operation is easy and simple; and (2) the problems of long reaction time period and strict requirements for equipment condition existing in the background technology, and the like, are overcome.
Description
Technical field
The present invention relates to a kind of chemical method that passes through, monomeric novel method is reclaimed in the waste polycarbonate degraded.
Technical background
Polycarbonate is one of the fastest engineering plastics of growth in recent years, and wherein poly-carbonic acid dihydroxyphenyl propane ester has good performance, and as characteristics such as the transparency, thermotolerance, shock-resistance, demand constantly enlarges in the industry purposes of wide scope.In industry widespread uses such as electronics, automobile, clothes, medical science, along with the fast development of computer and recording and video industry, the production of PC material and demand are growing especially for its goods.Meanwhile, the amount of the waste and old polycarbonate material that is produced will get more and more.Though the toxicity of these waste polycarbonate class materials own is little, because it is bulky, and is difficult under the natural condition and degrades, thereby not only environment is made a big impact, and can cause the huge wasting of resources.Therefore, the recycle of waste polycarbonate class material is subject to people's attention day by day in recent years.
At present, recycle mainly contains two classes to waste polycarbonate material, and a class is a physical method, promptly moulds by fusion or preparation added value low product is moulded in granulation more again, and the drawback of this method is the utility value that has reduced waste polycarbonate material.Another kind of is chemical process, is about to waste polycarbonate material by catalyzer or means such as overcritical, generates corresponding monomer or low molecular weight product.Thereby realization recycle.As the PC pyrolysis being obtained oily product (JP 2002121321), the shortcoming of this class thermal destruction is that reaction can generate many by products, causes product yield low.Hideyuki Tagaya[Polymer Degradation andStability, 1999,64:289-292] etc. (Tc is 3741 ℃ at supercritical water, pc is 2212MPa) under the condition, studied the DeR of PC, Chen Lei etc. [ACTA Scientiae Circumstantiae, 2004,24 (1): 60-64] are with the supercritical methanol PC that degrades, principal product BPA and methylcarbonate (DMC), Zhou Qing etc. (East China University of Science's journal, 2006,32:1025-1029) with the Supercritical Ethanol PC that degrades, the shortcoming that obtains BPA and these class methods of DEC. is to need High Temperature High Pressure, cause power consumption high, the condition harshness requires height to equipment material, is difficult to realize large-scale operation.Therefore introduce novel method and improve existing technology drawback, realize that the waste polycarbonate material recycle is significant.
Summary of the invention
The present invention proposes a kind of fast, the novel method of the chemical degradation waste polycarbonate of mild condition.This method is used cheap and is easily reclaimed reusable dissolution with solvents waste polycarbonate, for the waste polycarbonate degraded provides a kind of mild condition, operational path easy and simple to handle.
The degraded waste polycarbonate novel method that the purpose of this invention is to provide a kind of mild condition, what overcome that traditional method degraded polycarbonate exists needs high-temperature and high-pressure conditions harshness, the shortcoming of long reaction time etc.The present invention addresses these problems by following scheme: adopt the good solvent of certain solubility property as reaction medium, at normal pressure or add and depress, with waste polycarbonate, solvent, catalyzer, C
1～C
4Alcohol or water add in the flask stirring reaction at a certain temperature.Reaction promptly obtains dihydroxyphenyl propane product (alcoholysis obtains dialkyl carbonate simultaneously) with operations such as reaction solution desolventizing, washing, dryings after finishing.
The described solvent of the inventive method is tetrahydrofuran (THF), morpholine, N-Methyl pyrrolidone, 1,2-ethylene dichloride, N, dinethylformamide, diethylamine, quadrol or their compound.
The described catalyzer of the inventive method is sodium hydroxide, yellow soda ash, potassium hydroxide, salt of wormwood, lithium hydroxide or their compound.
Because the ability of solvent for use dissolving waste polycarbonate is strong, the alcoholysis of waste polycarbonate or hydrolysis reaction can be realized homogeneous reaction, make that catalyst levels, reaction times, temperature of reaction are all improved significantly.
The reaction principle that relates among the present invention:
Wherein R is C
1～C
4Alkyl.
Present method realizes by following steps:
Solvent, alcohol or water, catalyzer and waste polycarbonate are joined in the reactor according to a certain percentage.At normal pressure or add and depress, react at a certain temperature.Reaction through treating processess such as desolventizing, washing, dryings, promptly obtains dihydroxyphenyl propane product (alcoholysis obtains dialkyl carbonate simultaneously) after finishing.
The present invention compares with traditional method, is characterized in:
(1) reaction conditions gentleness, speed of response is fast, and is easy and simple to handle.
(2) catalyst levels is few, and is low to the appointed condition requirement, less investment.
Description of drawings
The technological line synoptic diagram of the inventive method.
Specific implementation method
Below in conjunction with embodiment method of the present invention being described further, is not limitation of the invention.
Embodiment 1: and after the 50.0g waste polycarbonate is pulverized (particle diameter≤1mm), put into the there-necked flask of 250ml, add 50.0g methyl alcohol, 1.0g sodium hydroxide, 100.0g tetrahydrofuran (THF) successively, add the back 40 ℃ of following stirring reactions 30 minutes, reaction solution is through treating processess such as desolventizing, washing, dryings, degradation rate 99% obtains dihydroxyphenyl propane product 41.7g, and yield is 92.9%.
Embodiment 2: experiment condition and step just change tetrahydrofuran (THF) into ethylene dichloride with embodiment 1.Degradation rate 98.6% obtains dihydroxyphenyl propane product 41.6g, and yield is 92.7%.
Embodiment 3: experiment condition and step just change tetrahydrofuran (THF) into the mixture of tetrahydrofuran (THF) and ethylene dichloride with embodiment 1, change sodium hydroxide into potassium hydroxide.Degradation rate 99% obtains dihydroxyphenyl propane product 41.8g, and yield is 93.1%.
Embodiment 4: experiment condition and step just change sodium hydroxide into yellow soda ash, 100.0g tetrahydrofuran (THF) with embodiment 1, are placed on stirring heating reaction in 40 ℃-60 ℃ the water-bath after adding.Reaction in 10-30 minute finishes to take out, and reaction solution is through treating processess such as desolventizing, washing, dryings, and degradation rate 99.2% obtains dihydroxyphenyl propane product 41.3g.Yield is 92.0%.
Embodiment 5: the there-necked flask of 50.0g being put into 500ml, add 50.0g water, 2.5g sodium hydroxide, 150.0gN-methyl-2-pyrrolidone successively, be placed on after adding about 90 ℃ of following stirring reaction 8h, reaction solution is through treating processess such as desolventizing, washing, dryings, degradation rate 98.5% obtains dihydroxyphenyl propane product 41.0g.Yield is 91.3%.
Embodiment 6: the there-necked flask of the 50.0g waste polycarbonate being put into 500ml, the mixture that adds 60.0g water, 2.5g sodium hydroxide, 150.0g tetrahydrofuran (THF) and morpholine successively, be placed on 100 ℃ of following stirring heating reaction 6h after adding, reaction solution is through desolventizing, washing, drying treatment process, degradation rate 99% obtains dihydroxyphenyl propane product 41.4g.Yield is 92.2%.
Embodiment 7: the autoclave pressure of the 50.0g waste polycarbonate being put into 500ml, add 50.0g water, 2.5g potassium hydroxide, 150.0g tetrahydrofuran (THF) successively, be placed on 120 ℃ of following stirring heating reaction 4h after adding, reaction solution is through treating processess such as desolventizing, washing, dryings, degradation rate 99.1% obtains dihydroxyphenyl propane product 41.2g.Yield is 91.8%.
Embodiment 8: the particle that waste disk is ground into particle diameter 1-2 millimeter with pulverizer, get the there-necked flask that 50.0g puts into 250ml, add 50.0g methyl alcohol, 1.0g sodium hydroxide, 100.0g tetrahydrofuran (THF) successively, be placed on 60 ℃ of following stirring heating reaction 1h after adding, reaction solution is through treating processess such as desolventizing, washing, dryings, degradation rate 99.4% promptly obtains dihydroxyphenyl propane product 41.0g.Yield is 91.3%.
Embodiment 9: the particle that waste disk is ground into particle diameter 1-2 millimeter with pulverizer, get the autoclave pressure that 50.0g puts into 500ml, add 50.0g water, 2.5g sodium hydroxide, 150.0g morpholine successively, be placed on 120 ℃ of following stirring heating reaction 6h after adding, reaction solution is through treating processess such as desolventizing, washing, dryings, degradation rate 98.4% obtains dihydroxyphenyl propane product 41.1g.Yield is 91.5%.
Comparative example 1: experiment condition and step just change tetrahydrofuran (THF) into methyl alcohol with embodiment 1.Alcoholysis reaction does not almost take place, and does not obtain the dihydroxyphenyl propane product.
Comparative example 2: experiment condition and step just change N-Methyl pyrrolidone into water with embodiment 5.Hydrolysis reaction does not almost take place, and does not obtain the dihydroxyphenyl propane product.
Claims (10)
1. the alcoholysis method of a waste polycarbonate selects for use good, the easy recovered solvent of solubility property as reaction medium, and at normal pressure or add and depress, at a certain temperature, polyester, solvent, catalyzer and C will give up
1～C
4Alcohol adds in the reactor, under agitation reacts certain hour, and after reaction finished, reaction solution obtained dihydroxyphenyl propane and dialkyl carbonate product through operations such as desolventizing, washing, filtration, dryings.
2. the method for hydrolysis of a waste polycarbonate, select for use good, the easy recovered solvent of solubility property as reaction medium, at normal pressure or add and depress, at a certain temperature, to give up in polyester, solvent, catalyzer and the water adding reactor, under agitation react certain hour, after reaction finishes, reaction solution obtains the dihydroxyphenyl propane product through operations such as desolventizing, washing, filtration, dryings.
3. according to claim 1 and 2 described methods, wherein the solvent that adopts of alcoholysis or hydrolysis is tetrahydrofuran (THF), morpholine, N-Methyl pyrrolidone, 1,2-ethylene dichloride, N, dinethylformamide, diethylamine, quadrol, or their compound.
4. according to claim 1 and 2 described methods, wherein used catalyzer is sodium hydroxide, yellow soda ash, potassium hydroxide, salt of wormwood, lithium hydroxide, or their compound.
5. method according to claim 1, wherein the temperature of alcoholysis reaction is 20 ℃-80 ℃.
6. method according to claim 2, wherein the temperature of hydrolysis reaction is 50 ℃-160 ℃.
7. method according to claim 1, wherein catalyst levels is the 0.2%-10% of waste polycarbonate amount in the alcoholysis reaction.
8. method according to claim 2, wherein catalyst levels is the 0.5%-10% of waste polycarbonate amount in the hydrolysis reaction.
9. method according to claim 1, wherein used alcohol are methyl alcohol, ethanol, propyl alcohol, Virahol, propyl carbinol and isopropylcarbinol.
10. according to claim 1 and 2 described methods, wherein alcoholysis or hydrolysis reaction can carry out under normal pressure, also can carry out under normal pressure～1.5MPa pressure.
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| Application Number | Priority Date | Filing Date | Title |
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| CNA2008100160382A CN101407450A (en) | 2008-05-14 | 2008-05-14 | Chemical recovery method for waste polycarbonate material |
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| Application Number | Priority Date | Filing Date | Title |
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| CNA2008100160382A CN101407450A (en) | 2008-05-14 | 2008-05-14 | Chemical recovery method for waste polycarbonate material |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104877168A (en) * | 2015-05-09 | 2015-09-02 | 华南理工大学 | Recovery method of polycarbonate |
| CN105593199A (en) * | 2013-10-07 | 2016-05-18 | 田冈化学工业株式会社 | Needle retraction mechanism for autoinjector |
| CN106748665A (en) * | 2016-12-02 | 2017-05-31 | 青岛科技大学 | The method that the molecular sieve catalytic makrolon material Methanolysis of CaO SBA 15 reclaim bisphenol-A |
| CN108554450A (en) * | 2018-06-13 | 2018-09-21 | 青岛科技大学 | The catalyst and method of alcoholysis makrolon |
| CN109053383A (en) * | 2018-06-14 | 2018-12-21 | 青岛科技大学 | A kind of efficient method and catalyst of alcoholysis polycarbonate under temperate condition |
| CN113376113A (en) * | 2021-06-18 | 2021-09-10 | 北京市农林科学院 | Ultraviolet detection method for polycarbonate micro-plastic |
| CN113480411A (en) * | 2021-06-18 | 2021-10-08 | 北京市农林科学院 | Depolymerization method of polycarbonate micro plastic and electrochemical detection method thereof |
| WO2023072723A1 (en) | 2021-10-29 | 2023-05-04 | Covestro Deutschland Ag | Process for hydrolyzing (poly)carbonates |
-
2008
- 2008-05-14 CN CNA2008100160382A patent/CN101407450A/en active Pending
Non-Patent Citations (1)
| Title |
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| 李华明: "近临界水聚碳酸酯催化解聚研究", 《中国优秀硕士学位论文全文数据库（电子期刊）工程科技I辑》 * |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105593199B (en) * | 2013-10-07 | 2017-07-28 | 田冈化学工业株式会社 | Depolymerization method with fluorene structured polycarbonate resin |
| CN105593199A (en) * | 2013-10-07 | 2016-05-18 | 田冈化学工业株式会社 | Needle retraction mechanism for autoinjector |
| CN104877168A (en) * | 2015-05-09 | 2015-09-02 | 华南理工大学 | Recovery method of polycarbonate |
| CN106748665B (en) * | 2016-12-02 | 2019-06-28 | 青岛科技大学 | The method of CaO-SBA-15 molecular sieve catalytic makrolon material Methanolysis recycling bisphenol-A |
| CN106748665A (en) * | 2016-12-02 | 2017-05-31 | 青岛科技大学 | The method that the molecular sieve catalytic makrolon material Methanolysis of CaO SBA 15 reclaim bisphenol-A |
| CN108554450A (en) * | 2018-06-13 | 2018-09-21 | 青岛科技大学 | The catalyst and method of alcoholysis makrolon |
| CN108554450B (en) * | 2018-06-13 | 2020-03-31 | 青岛科技大学 | Catalyst and process for alcoholysis of polycarbonate |
| CN109053383A (en) * | 2018-06-14 | 2018-12-21 | 青岛科技大学 | A kind of efficient method and catalyst of alcoholysis polycarbonate under temperate condition |
| CN109053383B (en) * | 2018-06-14 | 2021-08-31 | 青岛科技大学 | Method and catalyst for efficiently alcoholysis of polycarbonate under mild condition |
| CN113376113A (en) * | 2021-06-18 | 2021-09-10 | 北京市农林科学院 | Ultraviolet detection method for polycarbonate micro-plastic |
| CN113480411A (en) * | 2021-06-18 | 2021-10-08 | 北京市农林科学院 | Depolymerization method of polycarbonate micro plastic and electrochemical detection method thereof |
| CN113480411B (en) * | 2021-06-18 | 2024-03-08 | 北京市农林科学院 | Depolymerization method and electrochemical detection method of polycarbonate microplastic |
| WO2023072723A1 (en) | 2021-10-29 | 2023-05-04 | Covestro Deutschland Ag | Process for hydrolyzing (poly)carbonates |
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Application publication date: 20090415 |