CN103183644B - Uracil zinc salt and application thereof as heat stabilizer for PVC - Google Patents
Uracil zinc salt and application thereof as heat stabilizer for PVC Download PDFInfo
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- CN103183644B CN103183644B CN201110458189.5A CN201110458189A CN103183644B CN 103183644 B CN103183644 B CN 103183644B CN 201110458189 A CN201110458189 A CN 201110458189A CN 103183644 B CN103183644 B CN 103183644B
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- zinc salt
- pvc
- uridylic
- zinc
- uracil
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- 239000012760 heat stabilizer Substances 0.000 title abstract description 4
- CKHGBOSVQIDFEC-UHFFFAOYSA-N [Zn].O=C1C=CNC(=O)N1 Chemical compound [Zn].O=C1C=CNC(=O)N1 CKHGBOSVQIDFEC-UHFFFAOYSA-N 0.000 title abstract 4
- 239000003381 stabilizer Substances 0.000 claims abstract description 16
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 11
- 239000011701 zinc Substances 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 7
- -1 uracil zinc salt compound Chemical class 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- 150000003751 zinc Chemical class 0.000 claims description 30
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 125000000468 ketone group Chemical group 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 238000002474 experimental method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 229910001385 heavy metal Inorganic materials 0.000 abstract description 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229940035893 uracil Drugs 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 description 34
- 229920000915 polyvinyl chloride Polymers 0.000 description 32
- 238000012360 testing method Methods 0.000 description 12
- 230000032683 aging Effects 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 230000006378 damage Effects 0.000 description 4
- IHBCFWWEZXPPLG-UHFFFAOYSA-N [Ca].[Zn] Chemical compound [Ca].[Zn] IHBCFWWEZXPPLG-UHFFFAOYSA-N 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- IMYZYCNQZDBZBQ-SJORKVTESA-N (9S,10R)-epoxyoctadecanoic acid Chemical compound CCCCCCCC[C@H]1O[C@H]1CCCCCCCC(O)=O IMYZYCNQZDBZBQ-SJORKVTESA-N 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical group ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- QNDQILQPPKQROV-UHFFFAOYSA-N dizinc Chemical compound [Zn]=[Zn] QNDQILQPPKQROV-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- GOLXNESZZPUPJE-UHFFFAOYSA-N spiromesifen Chemical compound CC1=CC(C)=CC(C)=C1C(C(O1)=O)=C(OC(=O)CC(C)(C)C)C11CCCC1 GOLXNESZZPUPJE-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- JGPSMWXKRPZZRG-UHFFFAOYSA-N zinc;dinitrate;hexahydrate Chemical class O.O.O.O.O.O.[Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O JGPSMWXKRPZZRG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention relates to a uracil zinc salt compound for increasing heat stability of PVC. The uracil zinc salt has a chemical formula of ZnL2(NH3)2, wherein L represents uracil. The uracil zinc salt compound is a zinc-containing organic alkaline material. Experiments demonstrate that a composition composed of the uracil zinc salt and a conventional stabilizer can be used as a heat stabilizer for the PVC, can obviously improve the heat stability of the PVC, and can reduce initial dyeing property of the PVC and prolong post zinc burnt. Besides, the compound contains no heavy metal and has easily available raw materials and simple preparation process. Therefore, the uracil zinc salt has good industrial application prospects.
Description
Technical field
The present invention relates to the purposes that uridylic zinc salt is new, more specifically, the present invention relates to the new purposes of uridylic zinc salt aspect raising PVC thermal stability.
Background technology
Polyvinyl chloride (PVC) plastics performance is excellent, and cheap, its application is very extensive, accounts for 40% of whole plastics consumption, be at present in the world output be only second to poly Equations of The Second Kind plastic prod.But because its molecular structure is to thermally labile, conventionally 100 ℃ of above DeRs that dehydrochlorination just easily occurs, in the course of processing of PVC, must add suitable stablizer, to prevent or to slow down PVC thermal destruction in the course of processing, in addition, can also prevent the destruction that PVC goods in use cause because of light, heat, oxygen, keep its physicals.
Lead salt stabilizer is the highest a kind of of cost performance in the middle of all stablizers, and always in occupation of dominant position, the transparency at European cadmium soap class stablizer due to its excellence, good initial coloring is also often used.
Under the pressure of whole world Greenpeace, due to plumbous, cadmium stabilizer is poisonous and significant damage that environment is caused, the new measure is launched respectively in countries in the world, in PVC production process, limit or forbid the use of lead, cadmium stabilizer, and the processing of PVC waste has been formulated to strict regulations.
Calcium zinc heat stabilizer is the Typical Representative of toxicological harmless auxiliary agent in polyvinyl chloride (PVC) industry.And, to compare with organo-tin het stabilizer, calcium zinc is conventionally tasteless, the lower advantage of cost.Thereby, become the important research field of PVC Auxiliaries Industry.One of research contents of calcium zinc heat stabilizer is to improve its thermal stability to PVC two aspects simultaneously: sharply aging (" the zinc burning ") in initial coloration performance and later stage.
There are some researches show and adopt fatty acid zinc zinc compound in addition can improve PVC thermal stability.For example: employing epoxyoleic acid zinc (Guo Lixin, Wan Qinghong, Cui Yanyan, China Rubber/plastics Technology and equipment, 2006,32 (12): 6 ~ 9), amino-acid zinc etc. (Li Zhongbao, Liu Xiumei, additives for plastics, 2010, No. 2:1 ~ 8) etc.
The present invention describe a kind of take compound that uridylic and zinc forms for containing zinc raw material in order to improve PVC thermal stability, this application scheme has no related documents disclosure.
Summary of the invention
The object of this invention is to provide a kind of for improving the uridylic zinc salt compound of PVC thermostability, and the composition that forms of this uridylic zinc salt or itself and traditional stabilizer element is as the new application of thermo-stabilizer, effectively to improve initial coloring and the long-term thermal stability energy of PVC simultaneously.
The present invention improves the uridylic zinc salt compound of PVC thermostability, at least contains a kind of uridylic zinc salt, and described uridylic zinc salt chemical formula is: ZnL
2(NH
3)
2, wherein L is uridylic; Uridylic is referred to as again 2,4-dihydroxyl (ketone group) pyrimidine, and structural formula is:
Above-mentioned uridylic zinc salt, as the application of PVC thermo-stabilizer, is characterized in that: described uridylic zinc salt chemical formula is ZnL
2(NH
3)
2, wherein L is uridylic; Uridylic is referred to as again 2,4-dihydroxyl (ketone group) pyrimidine, and structural formula is:
Wherein, the consumption of described uridylic zinc salt is 0.1～5 mass parts, and particularly preferably 0.3～2.5 weight part, counts based on 100 weight part PVC.
A kind of application of above-mentioned uridylic zinc salt in preparation PVC thermo-stabilizer, is characterized in that: described uridylic zinc salt chemical formula is ZnL
2(NH
3)
2, wherein L is uridylic; Uridylic is referred to as again 2,4-dihydroxyl (ketone group) pyrimidine, and structural formula is:
Described uridylic zinc salt and traditional stabilizer element form composition, add in PVC for the collaborative thermostability of improving PVC, and in 100 weight part PVC, this uridylic zinc salt is 0.1～5 weight part with addition of amount, preferably 0.3～2.5 weight part.
Described composition can comprise described uridylic zinc salt and fatty acid zinc.
Described composition also can comprise described uridylic zinc salt, and conventional fatty acid calcium, fatty acid zinc, polyvalent alcohol, hydrotalcite, zeolite,
β-diketone, antioxidant, phosphorous acid ester and lubricant and other functional agents.
Uridylic zinc salt is a kind of organo-alkali compound containing zinc, carbon-alkoxylation displacement chlorallylene atom both can occur, by the cancellation from PVC macromolecular main chain of unsettled chlorine atom; Also can neutralize and absorb PVC because of the HCl that thermal destruction discharges, play the PVC thermolysis effect that suppresses.This uridylic zinc salt chemical combination provided by the invention can improve initial coloring and the long-term thermal stability energy of PVC effectively simultaneously.
The present invention adopts novel uridylic zinc salt compound to improve PVC thermal stability.Experimental results show that: the composition that uridylic zinc salt or itself and traditional stabilizer element form is used as PVC thermo-stabilizer, all can improve significantly the thermal stability of PVC, make PVC reduce initial coloration and extend the zinc in later stage to burn.And this compound is not containing heavy metal, and raw material is easy to get, and preparation technology is simple.Therefore have a good application prospect.
Embodiment
Below by concrete but nonrestrictive embodiment, the present invention is further illustrated.
embodiment 1
Prepare uridylic zinc salt { ZnL
2(NH
3)
2}:
In 2L Erlenmeyer flask, add 40 g uridylics and 700 mL water, be heated with stirring to 60 ° of C until uridylic dissolves completely.
In above-mentioned uridylic solution, add 100 mL strong aquas (25 wt. %), solution is cooled to room temperature; Under whipped state, in this solution, add 53 g zinc nitrate hexahydrates and 300 mL 2-Virahols in turn, obtain white precipitate.Use again the separated white precipitate of suction rate, and use a small amount of washing with alcohol, dry to obtain object product.Retain filtrate: by concentrated, further obtain object product, or for the synthesis of object product.
embodiment 2
The composition of test recipe is shown in Table 1.Described data are the weight parts based on 100 weight part polyvinyl chloride resin meters.
Table 1
Said mixture is placed in to 3 min that plasticate on the double roller plastic-making device of 160 ℃ of roller temperature, roll spacing 1 mm, get after sheet, be cut into the test piece of 2 cm * 2cm square, press GB/T 7141-92 standard-required, by the PVC sheet ageing oven that divides into groups to be in order placed in, at 170 ± 1 ℃, carry out oven ageing experiment test, every 10 min, take out test piece, observe and record the variation of test piece colourity, the time the results are shown in Table 2 till being continued until that black appears in test piece;
Table 2
As seen from Table 2, formula four, five, six is compared initial coloration with comparative formula one, two, three have to a certain degree improvement, and permanent stability also improve.This meets target of the present invention significantly, and it is effective that uridylic zinc salt is used separately.
embodiment 3
The composition of test recipe is shown in Table 3.Described data are the weight parts based on 100 weight part polyvinyl chloride resin meters.
Table 3
Said mixture is placed in to 3 min that plasticate on the double roller plastic-making device of 160 ℃ of roller temperature, roll spacing 1 mm, get after sheet, be cut into the test piece of 2 cm * 2cm square, press GB/T 7141-92 standard-required, by the PVC sheet ageing oven that divides into groups to be in order placed in, at 170 ± 1 ℃, carry out oven ageing experiment test, every 10 min, take out test piece, observe and record the variation of test piece colourity, the time the results are shown in Table 4 till being continued until that black appears in test piece;
Table 4
As seen from the table, formula ten, ten one, 12 is compared initial coloration with comparative formula seven, eight, nine have to a certain degree improvement, and permanent stability also improve.This meets target of the present invention significantly, and the use of can arranging in pairs or groups of uridylic zinc salt and conventional Zinic stearas, has certain synergy.
Finally, it should be pointed out that above embodiment is only the representational example of the present invention.Obviously, technical scheme of the present invention is not limited to above-described embodiment, can also have many distortion.All distortion that those of ordinary skill in the art can directly derive or associate from the disclosure of invention, all should think protection scope of the present invention.
Claims (5)
1. uridylic zinc salt, as the application of PVC thermo-stabilizer, is characterized in that: described uridylic zinc salt chemical formula is ZnL
2(NH
3)
2, wherein L is uridylic; Uridylic is referred to as again 2,4-dihydroxyl (ketone group) pyrimidine, and structural formula is:
The consumption of described uridylic zinc salt compound is 0.1～5 weight part, based on 100 weight part PVC meters.
2. application according to claim 1, is characterized in that: the consumption of described uridylic zinc salt is 0.3～2.5 weight part.
3. a kind of application of uridylic zinc salt in preparation PVC thermo-stabilizer, is characterized in that: described uridylic zinc salt chemical formula is ZnL
2(NH
3)
2, wherein L is uridylic; Uridylic is referred to as again 2,4-dihydroxyl (ketone group) pyrimidine, and structural formula is:
Described uridylic zinc salt and traditional stabilizer element form composition, add in PVC for the collaborative thermostability of improving PVC, and in 100 weight part PVC, this uridylic zinc salt is 0.1～5 weight part with addition of amount.
4. application according to claim 3, is characterized in that: the consumption of described uridylic zinc salt is 0.3～2.5 weight part.
5. application according to claim 3, is characterized in that: described composition comprises described uridylic zinc salt and fatty acid zinc.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110458189.5A CN103183644B (en) | 2011-12-31 | 2011-12-31 | Uracil zinc salt and application thereof as heat stabilizer for PVC |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110458189.5A CN103183644B (en) | 2011-12-31 | 2011-12-31 | Uracil zinc salt and application thereof as heat stabilizer for PVC |
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| Publication Number | Publication Date |
|---|---|
| CN103183644A CN103183644A (en) | 2013-07-03 |
| CN103183644B true CN103183644B (en) | 2014-04-23 |
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|---|---|---|---|
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| CN103450597B (en) * | 2013-08-30 | 2015-09-09 | 美轲（淮安）化学有限公司 | PVC processes auxiliary heat stabilizer |
| CN105802050A (en) * | 2014-12-29 | 2016-07-27 | 上海新光华塑胶有限公司 | Lead-free rigid polyvinyl chloride composition for rain pipe and preparation method thereof |
| CN105802049A (en) * | 2014-12-29 | 2016-07-27 | 上海新光华塑胶有限公司 | Lead-free rigid polyvinyl chloride composition for rain pipe fitting and preparation method thereof |
| CN105802052A (en) * | 2014-12-29 | 2016-07-27 | 上海新光华塑胶有限公司 | Lead-free rigid polyvinyl chloride composition for drainage pipe fittings and preparation method thereof |
| CN105802053A (en) * | 2014-12-29 | 2016-07-27 | 上海新光华塑胶有限公司 | Lead-free rigid polyvinyl chloride (PVC) composition for water drain pipes and preparation method for lead-free rigid PVC composition |
| CN104877179B (en) * | 2015-03-31 | 2018-02-23 | 杭州鸿雁管道系统科技有限公司 | A kind of organic composite heat stabilizer and preparation method thereof |
| CN104877252B (en) * | 2015-03-31 | 2017-06-06 | 杭州鸿雁管道系统科技有限公司 | A kind of unleaded low toxicity polyvinyl chloride composite materials and preparation method thereof |
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| CN106317688A (en) * | 2016-08-23 | 2017-01-11 | 深圳市志海实业股份有限公司 | Application and preparation method of pharmaceutical intermediate-based pyrimidine efficient environment-friendly auxiliary heat stabilizer |
| CN106518782A (en) * | 2016-09-26 | 2017-03-22 | 深圳市志海实业股份有限公司 | Novel preparation method of orotic acid hydrate zinc PVC stabilizer by heterogeneous system |
| CN106432957A (en) * | 2016-09-26 | 2017-02-22 | 深圳市志海实业股份有限公司 | Preparation and application of zinc cyanurate/zinc uracil compound efficient PVC stabilizer |
| CN106633053B (en) * | 2016-09-26 | 2019-05-10 | 深圳市志海实业股份有限公司 | The preparation and application of cyanurate-urea pyrimidine copolymer zinc salt novel PVC stabilizer |
| CN106518795A (en) * | 2016-09-26 | 2017-03-22 | 深圳市志海实业股份有限公司 | Method for preparing novel environment-friendly zinc cyanurate stabilizer through chemical mechanical grinding method |
| CN106633469A (en) * | 2016-10-08 | 2017-05-10 | 深圳市志海实业股份有限公司 | Preparation and application of novel environment-friendly uracil zinc compound stabilizers for PVC (polyvinyl chloride) pipes |
| CN106432971A (en) * | 2016-10-09 | 2017-02-22 | 深圳市志海实业股份有限公司 | Preparation and application of novel environment-friendly foaming PVC specific uracil zinc composite stabilizer |
| CN108383800A (en) * | 2018-03-02 | 2018-08-10 | 广东工业大学 | Semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer |
| CN109721549B (en) * | 2018-11-28 | 2020-09-22 | 衢州建华东旭助剂有限公司 | Urea pyrimidine Schiff base and preparation method and application thereof |
| CN110204712B (en) * | 2019-06-13 | 2021-08-24 | 深圳市志海实业股份有限公司 | Method for solid-phase synthesis of cyanuric acid-uracil complex zinc salt |
| CN111662481A (en) * | 2020-06-30 | 2020-09-15 | 内蒙古科技大学 | Uracil-rare earth composite stabilizer for PVC (polyvinyl chloride) and preparation method thereof |
| CN114835651B (en) * | 2022-05-05 | 2023-08-29 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plate |
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| CN103183644A (en) | 2013-07-03 |
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