CN101781516B - Primer coating for extrusion complex of soft package and applications thereof - Google Patents
Primer coating for extrusion complex of soft package and applications thereof Download PDFInfo
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Abstract
The invention discloses primer coating for extrusion complex of the soft package and applications thereof. The primer coating is single-component polyurethane polymer polymerized by polyester polyol comprising HTBS and polyisocyanates solution. In the invention, the effective components are prepared from the following raw materials in percentage by weight: 35 to 50 percent of polyester polyol comprising HTBS, 10 to 25 percent of polyisocyanates and 30 to 50 percent of ethyl acetate, wherein the polyester polyol is polymerized by binary acid, polyatomic alcohol and the HTBS main body. The primer coating is used for strengthening the complex fastness in the extrusion complex process of the soft package, has the characteristics of good universality, hydrolysis resistance and low cost and is suitable for the conventional method to randomly carry out extrusion coating of polythene (PE) and extrusion complex between the polythene (PE) and aluminum foils (AL), nylon (NY), biaxial oriented polypropylene (BOPP), polyester (PET) and the like.
Description
Technical field:
The invention belongs to the fine chemistry field, be specifically related to the silane coupling agent that flexible packing material is used in extruding compound processing course.
Background technology:
Extruding compound is the combined machining method of widely used a kind of both economical practicality during flexible packing material is produced.Principle be with forcing machine with thermoplastic resin material fusions such as Vilaterm after; Through die head it being film like extrudes; With this film like molten resin and other two kinds of base materials (first base material and second base material) pressing, processing laminated film after the cooling is composite soft packaging material between two rollers.Advantages such as extruding compounding technology and have that equipment cost is low, can there be residual solvent in less investment, production environment cleaning, composite package, production efficiency is high, easy and simple to handle, so extrusion composite technology occupies considerable status in the Compound Machining of plastics film.
Vilaterm (PE) is a kind of non-polar material, surface inertness, and cementability is relatively poor.Extrude the fastness of compound tense in order to improve the polyethylene kind material, general all on polyethylene film compound first base material of wanting and extruding (being generally other material) coating silane coupling agent to strengthen cohesiveness.The quality that silane coupling agent is selected can produce very big influence for compound fastness.A kind of preparation method who is applied to the aqueous polyurethane silane coupling agent of food packing composite film is disclosed among the JP 2000026798; Use aromatic dibasic acid, fat or the alicyclic ring diprotic acid of different mol ratio to become the polyester polyol of molecular-weight average with ethylene glycol, form with polymeric polyisocyanate and chainextender reaction again as 600-6000.A kind of preparation method who is applied to the aqueous polyurethane silane coupling agent of soft packaging polyester film is also disclosed among the WO2004106432; With containing the polyester polyol that dicarboxylicacid and the polyvalent alcohol polycondensation of aromatic dicarboxylic acid as main ingredient obtains; After reaction obtains prepolymer with polymeric polyisocyanate again; With at least a reaction in the pure and mild hydrophobic polyether glycol of hydrophobic polyester polyols, make with reacting again with the linking agent of hydroxyl reaction.
Above-mentioned document introduction be the aqueous polyurethane silane coupling agent, its total deficiency is, the composite base material narrow range thereby the versatility that in extruding recombination process, are suitable for are poor, the composite bed drying property is bad, and the wrapping material after compound can not be used for the environment of poach.
Summary of the invention:
For overcoming above-mentioned defective, the object of the present invention is to provide that a kind of versatility is good, cost is low, the primer coating for extrusion complex of soft package of water boiling resistance.
For achieving the above object; Primer coating for extrusion complex of soft package of the present invention; Process raw materials of effective components consisting of of percentage composition meter by weight: contain the polyester polyol 35-50% of liquid end hydroxy styrene-butadiene rubber, POLYMETHYLENE POLYPHENYLISOCYANATE 10-25%, ETHYLE ACETATE 30-50%.
Wherein, described polyester polyol is diprotic acid, polyvalent alcohol and contains the liquid end hydroxy styrene-butadiene rubber mass polymerization and form.Said diprotic acid, polyvalent alcohol and contain liquid end hydroxy styrene-butadiene rubber bulk polymerization material rate by weight percentage composition be 40-55%, 40-50% and 4-10%, be specially 45～50%, 44～47% and 4～8%.
Particularly, the diprotic acid in the described polyester polyol is one or more mixing in m-phthalic acid, terephthalic acid, Tetra hydro Phthalic anhydride, hexanodioic acid, sebacic acid, the nonane diacid; Any two kinds in preferred m-phthalic acid, terephthalic acid and the hexanodioic acid are carried out composite.
Particularly, polyvalent alcohol is one or more the mixing in terepthaloyl moietie, glycol ether, TriMethylolPropane(TMP), butyleneglycol, the glycerine in the described polyester polyol; A kind of in preferred terepthaloyl moietie, glycol ether and the TriMethylolPropane(TMP) or wherein any two kinds carry out composite.
Particularly, described POLYMETHYLENE POLYPHENYLISOCYANATE is one or more the compsn in liquefied mdi (diphenylmethanediisocyanate), pure MDI (diphenylmethanediisocyanate), MDI (diphenylmethanediisocyanate) tripolymer, HDI (hexamethylene diisocyanate), HDI (hexamethylene diisocyanate) tripolymer, TDI (tolylene diisocyanate), TDI (tolylene diisocyanate) tripolymer, IPDI (isophorone diisocyanate), IPDI (isophorone diisocyanate) tripolymer; A kind of among preferred liquefied mdi (diphenylmethanediisocyanate), pure MDI (diphenylmethanediisocyanate), HDI (hexamethylene diisocyanate), HDI (hexamethylene diisocyanate) tripolymer, the IPDI (isophorone diisocyanate) or wherein any two kinds carry out composite.
When the present invention uses its ethyl acetate solution that is made into 8-25% concentration is uniformly coated on first base material with cable roll; Then with the extrusion resin of thermoplasticss such as Vilaterm in forcing machine after the fusion; After extruding flat die orifice and becoming the sheet hot melt film; Be combined with each other through composite press roller and cooling roller with first and second base materials immediately respectively, thereby improved the compound fastness of different film substrates greatly.
The present invention has introduced liquid end hydroxy styrene-butadiene rubber in the process of synthesizing polyester polyvalent alcohol, increased interfacial adhesion strength and water tolerance, makes the synthetic silane coupling agent have versatility, but the laminated film poach; In the silane coupling agent polymerization process, used in addition volatility preferably ETHYLE ACETATE as solvent; Solvent residual amount is very low in the compound package material; And liquid end hydroxy styrene-butadiene rubber is also fine to the release property of ETHYLE ACETATE; Thereby strengthened the drying property of using the laminated film of silane coupling agent of the present invention, the security of compound package material (as being used for food product pack) improves.
Embodiment:
Primer coating for extrusion complex of soft package of the present invention is to be polymerized by the polyester polyol that contains liquid end hydroxy styrene-butadiene rubber, POLYMETHYLENE POLYPHENYLISOCYANATE and ETHYLE ACETATE; In the polymerization consumption of each raw material by weight percentage composition count: the polyester polyol 35-50% that contains liquid end hydroxy styrene-butadiene rubber; POLYMETHYLENE POLYPHENYLISOCYANATE 10-25%, ETHYLE ACETATE 30-50%.
First aspect: polyester polyol of the present invention is by diprotic acid, polyvalent alcohol and contains the liquid end hydroxy styrene-butadiene rubber body in the ratio of raw material weight percentage composition 40-55%, 40-50% and 4-10% (though among the embodiment 1-4; 45～50%, 44～47% and 4～8% proportional range is specifically disclosed; But the numerical value outside this scope is effective equally, need not to give an example one by one) be polymerized.
Wherein, diprotic acid can be a kind of in m-phthalic acid, terephthalic acid, Tetra hydro Phthalic anhydride, hexanodioic acid, sebacic acid, the nonane diacid, also two or more composite forming; Polyvalent alcohol can be a kind of in terepthaloyl moietie, glycol ether, TriMethylolPropane(TMP), butyleneglycol, the glycerine, also two or more composite forming.Consideration from aspects such as economy and product stream levellings; Recommend diprotic acid to carry out compositely with any two kinds in three kinds of the m-phthalic acids, terephthalic acid, hexanodioic acid, polyvalent alcohol carries out composite with a kind of in terepthaloyl moietie, glycol ether and the TriMethylolPropane(TMP) or any two kinds.Raw material carries out when composite, participates in composite raw material (diprotic acid or polyvalent alcohol) and in shared separately proportional range, can select from 0%-100% (owing to be composite, so do not comprise 0% and 100%) according to practical situation.
Wherein, contain liquid end hydroxy styrene-butadiene rubber (HTBS) for the commercially available prod, be a kind of be molecular backbone chain with divinyl, vinylbenzene, two ends have the low molecule telechelic polymer of active function groups.Among the present invention; Utilize such rubber to have hydrolysis, stability to aging and good preferably to the release property of ethyl acetate solvent; And such fluid rubber can carry out the extension of chain through functional group reactions, forms superpolymer, can have a certain upgrade to product performance after being added into silane coupling agent.
Below illustrate the composite polymerization of used polyester polyol among the present invention, used weight percent can be directly changed into weight part among the embodiment, and dimension can be gram, kilogram, and numerical value can uniform zoom:
Embodiment 1: contain the liquid end hydroxy styrene-butadiene rubber polyester polyol
This example contains the liquid end hydroxy styrene-butadiene rubber polyester polyol and is formed by hexanodioic acid and composite composite polyvalent alcohol and the liquid end hydroxy styrene-butadiene rubber mass polymerization of diprotic acid, glycol ether and TriMethylolPropane(TMP) of m-phthalic acid; The raw material add-on of percentage composition meter is respectively by weight: hexanodioic acid 20%, m-phthalic acid 29%, glycol ether 45%, TriMethylolPropane(TMP) 2%, liquid end hydroxy styrene-butadiene rubber 4%; Converging operation is: in reaction kettle, add m-phthalic acid, hexanodioic acid, glycol ether, TriMethylolPropane(TMP), liquid end hydroxy styrene-butadiene rubber; Heat temperature raising, open stirring; Temperature in the kettle is controlled at 150-300 ℃, and (like every 100g raw material water outlet 5-15g) vacuumizes after aquifer yield meets the requirements of aquifer yield; Temperature in the kettle is controlled at 200-250 ℃; Vacuum tightness rises to 0.1MPa gradually in 15-21 hour, and product continues polycondensation in the still, when going out the alcohol amount and reach requirement and reclaim alcohol (going out pure 10-25g like every 100g raw material); Stopped reaction, products therefrom are and contain the liquid end hydroxy styrene-butadiene rubber polyester polyol.
Embodiment 2:
Operating process is identical with embodiment 1; This example contains the liquid end hydroxy styrene-butadiene rubber polyester polyol and is formed by hexanodioic acid and composite diprotic acid, glycol ether and the liquid end hydroxy styrene-butadiene rubber mass polymerization of terephthalic acid, and the raw material of percentage composition meter is respectively by weight: hexanodioic acid 22%, terephthalic acid 28%, glycol ether 44%, liquid end hydroxy styrene-butadiene rubber 6%.
Embodiment 3:
Operating process is identical with embodiment 1; This example contains the liquid end hydroxy styrene-butadiene rubber polyester polyol and is formed by terephthalic acid and composite composite polyvalent alcohol and the liquid end hydroxy styrene-butadiene rubber mass polymerization of diprotic acid, terepthaloyl moietie and glycol ether of m-phthalic acid, and the raw material of percentage composition meter is by weight: terephthalic acid 20%, m-phthalic acid 25%, glycol ether 35%, terepthaloyl moietie 12%, liquid end hydroxy styrene-butadiene rubber 8%.
Embodiment 4:
Operating process is identical with embodiment 1; This example contains the liquid end hydroxy styrene-butadiene rubber polyester polyol and is formed by hexanodioic acid and composite composite polyvalent alcohol and the liquid end hydroxy styrene-butadiene rubber mass polymerization of diprotic acid, terepthaloyl moietie and TriMethylolPropane(TMP) of m-phthalic acid, and the raw material of percentage composition meter is respectively by weight: hexanodioic acid 20%, m-phthalic acid 30%, terepthaloyl moietie 40%, TriMethylolPropane(TMP) 5%, liquid end hydroxy styrene-butadiene rubber 5%.
Through evidence; With the composite back of two or more diprotic acid and one or more composite polyvalent alcohols and the polyester polyol that contains liquid end hydroxy styrene-butadiene rubber polymerization gained again with the primer coating for extrusion complex of soft package of polyisocyanate solution polymerization gained; Be applicable to that traditional Vilaterm that carries out at random is extrusion coated compound with extruding of Vilaterm and aluminium foil, nylon, BOPP Biaxially oriented polypropylene film or polyester etc.; Have advantages such as highly versatile, water boiling resistance, loss are few, reduced the use cost of silane coupling agent greatly.
Second aspect: POLYMETHYLENE POLYPHENYLISOCYANATE of the present invention can be one or more in liquefied mdi (diphenylmethanediisocyanate), pure MDI (diphenylmethanediisocyanate), MDI (diphenylmethanediisocyanate) tripolymer, HDI (hexamethylene diisocyanate), HDI (hexamethylene diisocyanate) tripolymer, TDI (tolylene diisocyanate), TDI (tolylene diisocyanate) tripolymer, IPDI (isophorone diisocyanate), IPDI (isophorone diisocyanate) tripolymer etc.In the present invention, among the above-mentioned POLYMETHYLENE POLYPHENYLISOCYANATE variation of kind little for the performance change of silane coupling agent, so do not give an example one by one among the embodiment.
The third aspect: the solvent that can be used in the polyreaction is a lot, and the present invention selects volatility ETHYLE ACETATE preferably for use, under satisfied and the pure and mild POLYMETHYLENE POLYPHENYLISOCYANATE polymeric reaction condition of the used polyester polyols of the present invention, increases the drying property of composite bed.
The primer coating for extrusion complex of soft package of the invention described above can use conventional methods and produce.Illustrate with embodiment below, used part is weight unit among the embodiment, and dimension can be gram, kilogram, and numerical value can uniform zoom.
Embodiment 5
In reaction kettle, put into 50 parts of ETHYLE ACETATE; Add polymerization in the foregoing description 1 good contain 35 parts of liquid end hydroxy styrene-butadiene rubber polyester polyols; Feeding is steam heated to 50 ℃ and stir polyester polyol is fully dissolved, and adds 15 parts liquefied mdi (diphenylmethanediisocyanate) then, elevated temperature to 90 ℃; React and got final product in about 5 hours, obtain this routine silane coupling agent.
Embodiment 6
In reaction kettle, put into 40 parts of ETHYLE ACETATE; Add polymerization in the foregoing description 2 good contain 35 parts of liquid end hydroxy styrene-butadiene rubber polyester polyols; Feeding is steam heated to 50 ℃ and stir polyester polyol is fully dissolved, and adds 15 parts pure MDI (diphenylmethanediisocyanate) and 10 parts of liquefied mdis (diphenylmethanediisocyanate) then, elevated temperature to 80 ℃; React completely got final product in about 5 hours, obtained this routine silane coupling agent.
Embodiment 7
In reaction kettle, put into 30 parts of ETHYLE ACETATE; Add polymerization in the foregoing description 3 good contain 50 parts of liquid end hydroxy styrene-butadiene rubber polyester polyols; Feeding is steam heated to 50 ℃ and stir polyester polyol is fully dissolved, and adds 10 parts HDI (hexamethylene diisocyanate) tripolymer and 10 parts of pure MDI (diphenylmethanediisocyanate) then, elevated temperature to 120 ℃; React and got final product in about 5 hours, obtain this routine silane coupling agent.
Embodiment 8
In reaction kettle, put into 40 parts of ETHYLE ACETATE; Add polymerization in the foregoing description 4 good contain 45 parts of liquid end hydroxy styrene-butadiene rubber polyester polyols; Feeding is steam heated to 50 ℃ and stir polyester polyol is fully dissolved, and adds 5 parts HDI (hexamethylene diisocyanate) and 10 parts of IPDI (isophorone diisocyanate) then, elevated temperature to 90 ℃; React and got final product in about 5 hours, obtain this routine silane coupling agent.
Embodiment 9
In reaction kettle, put into 45 parts of ETHYLE ACETATE; Add polymerization in the foregoing description 4 good contain 45 parts of liquid end hydroxy styrene-butadiene rubber polyester polyols; Feeding is steam heated to 50 ℃ and stir polyester polyol is fully dissolved, and adds 5 parts TDI (tolylene diisocyanate) and 5 parts of IPDI (isophorone diisocyanate) tripolymer then, elevated temperature to 95 ℃; React and got final product in about 5 hours, obtain this routine silane coupling agent.
The above-mentioned silane coupling agent that obtains is detected; According to " GB/T 10004-2008 packaging composite plastic film, the bag dry method compound, extrude compound " test; Wherein stipulate regular grade stripping strength>=0.6N/15mm; Poach level stripping strength>=2.0N/15mm, solvent residual amount total amount≤5.0mg/m
2
1, the finished product of primer coating for extrusion complex of soft package of the present invention is faint yellow or colourless (the different raw materials color and luster is slightly different) substantially for being clear to little opaque liq;
2, room temperature (20 ℃) density (g/cm
3) be 1.00-1.10, room temperature (25 ℃) viscosity (mPa.s) 100-800, being suitable for traditional method, to carry out Vilaterm at random extrusion coated;
3, matrix material stripping strength and dissolvent residual test data are as shown in the table, and in the table, ex representes to squeeze multiple, and the composite structure left side is first base material, i.e. NY, BOPP, PET, KBOPP or AL etc., and silane coupling agent is coated on first base material and exPE surface in contact:
Embodiment 5～9 test datas
Annotate: the poach experiment is not carried out in "--" expression." PET/AL " is prior compound first base material among the embodiment 8.
Above-mentioned detected result shows: extruding of materials such as suitable Vilaterm of silane coupling agent of the present invention and aluminium foil (AL), nylon (NY), BOPP Biaxially oriented polypropylene film (BOPP), polyester (PET) film is compound, and stripping strength is all greater than national Specification numerical value; On the other hand, use the flexible packing material of silane coupling agent of the present invention to can be used for the poach environment, for example stripping strength has been expanded use range also greater than 2.0N/l5mm behind the NY//exPE//PE compound package material poach; Moreover solvent residual amount is all less than 1.2mg/m in the flexible packing material of use silane coupling agent of the present invention
2, dissolvent residual figureofmerit standard in the food product pack explains that its drying property is good, can be used as packaging material for food.
When silane coupling agent of the present invention uses; Be dissolved in the ethyl acetate solution that is made into 8-25% concentration in the ETHYLE ACETATE; Be uniformly coated on first base material with cable roll, then with the extrusion resin of thermoplasticss such as Vilaterm in forcing machine after the fusion, after extruding flat die orifice and becoming the sheet hot melt film; Be combined with each other through cooling roller and composite press roller with first and second base materials immediately, thereby improved the compound fastness of different film substrates greatly.
Claims (9)
1. primer coating for extrusion complex of soft package is characterized in that: formed by the following polymerizable raw material of percentage composition meter by weight: contain the polyester polyol 35-50 of liquid end hydroxy styrene-butadiene rubber, POLYMETHYLENE POLYPHENYLISOCYANATE 10-25, ETHYLE ACETATE 30-50; Described polyester polyol by diprotic acid, polyvalent alcohol and contain the liquid end hydroxy styrene-butadiene rubber body by weight the ratio of percentage composition 40-55%, 40-50% and 4-10% be polymerized.
2. primer coating for extrusion complex of soft package as claimed in claim 1 is characterized in that: said diprotic acid, polyvalent alcohol and to contain liquid end hydroxy styrene-butadiene rubber bulk polymerization material rate be 45～50%, 44～47% and 4～8%.
3. according to claim 1 or claim 2 primer coating for extrusion complex of soft package is characterized in that: described diprotic acid is selected from m-phthalic acid, terephthalic acid, Tetra hydro Phthalic anhydride, hexanodioic acid, sebacic acid, the nonane diacid one or more mixing.
4. according to claim 1 or claim 2 primer coating for extrusion complex of soft package, it is characterized in that: described diprotic acid is that any two kinds in m-phthalic acid, terephthalic acid and the hexanodioic acid carry out composite.
5. according to claim 1 or claim 2 primer coating for extrusion complex of soft package is characterized in that: described polyvalent alcohol is one or more the mixing in terepthaloyl moietie, glycol ether, TriMethylolPropane(TMP), butyleneglycol, the glycerine.
6. according to claim 1 or claim 2 primer coating for extrusion complex of soft package is characterized in that: described polyvalent alcohol is that a kind of in terepthaloyl moietie, glycol ether and the TriMethylolPropane(TMP) or wherein any two kinds carry out composite.
7. according to claim 1 or claim 2 primer coating for extrusion complex of soft package is characterized in that; Described POLYMETHYLENE POLYPHENYLISOCYANATE is that liquefied mdi is that diphenylmethanediisocyanate, pure MDI, MDI tripolymer, HDI are that hexamethylene diisocyanate, HDI tripolymer, TDI are that tolylene diisocyanate, TDI tripolymer, IPDI are one or more the mixing in isophorone diisocyanate, the IPDI tripolymer.
8. primer coating for extrusion complex of soft package solution is the ethyl acetate solution that the arbitrary said primer coating for extrusion complex of soft package of claim 1 to 7 and ETHYLE ACETATE is made into 8-25% concentration.
9. composite soft packaging material; With conventional package compound technology, utilize arbitrary described primer coating for extrusion complex of soft package of claim 1 to 6 or the said primer coating for extrusion complex of soft package solution of claim 8 as the matrix material of different film substrates and the Vilaterm that obtains and the composite packing film of aluminium foil, BOPP Biaxially oriented polypropylene film, nylon or polyester.
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Families Citing this family (6)
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| CN108250416A (en) * | 2017-12-29 | 2018-07-06 | 浙江华峰新材料股份有限公司 | Terminal hydroxy liquid modified rubber polyester polyol and its preparation method and application |
| CN108251037B (en) * | 2017-12-29 | 2021-10-01 | 浙江华峰新材料有限公司 | Single-component moisture-curing reaction type polyurethane hot melt adhesive and preparation method thereof |
| CN108285524B (en) * | 2017-12-29 | 2021-10-01 | 浙江华峰新材料有限公司 | Anti-slip polyurethane elastomer stock solution and preparation method and application thereof |
| CN108250418A (en) * | 2017-12-29 | 2018-07-06 | 浙江华峰新材料股份有限公司 | Terminal hydroxy liquid rubber modified aromatic polyester polyol and its preparation method and application |
| CN108250420A (en) * | 2017-12-29 | 2018-07-06 | 浙江华峰新材料股份有限公司 | Liquid rubber modified polyester polyol of end carboxyl and its preparation method and application |
| CN110452621B (en) * | 2019-09-03 | 2020-02-21 | 宁波捷傲创益新材料有限公司 | Bonding primer for solid tire reflective strip and preparation method thereof |
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| CN1468877A (en) * | 2002-07-17 | 2004-01-21 | 中国石油天然气集团公司 | Synthesis of liquid end hydroxy butadiene-styrene rubber |
| CN1624067A (en) * | 2004-10-29 | 2005-06-08 | 东华大学 | Dry type compound polyurethane adhesive and its preparation method |
| CN101092538A (en) * | 2006-06-23 | 2007-12-26 | 宜兴环保科技工业园新光化工厂 | Waterproof, humidity permeable resin in aliphatic series for overcoating synthetic leather, manufactureing method of half-advanced polymerization |
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| CN1468877A (en) * | 2002-07-17 | 2004-01-21 | 中国石油天然气集团公司 | Synthesis of liquid end hydroxy butadiene-styrene rubber |
| CN1624067A (en) * | 2004-10-29 | 2005-06-08 | 东华大学 | Dry type compound polyurethane adhesive and its preparation method |
| CN101092538A (en) * | 2006-06-23 | 2007-12-26 | 宜兴环保科技工业园新光化工厂 | Waterproof, humidity permeable resin in aliphatic series for overcoating synthetic leather, manufactureing method of half-advanced polymerization |
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Address after: 529100, No. 18 Xingang Avenue South Road, Xinhui District, Guangdong, Jiangmen Applicant after: GUANGDONG GUOWANG FINE CHEMICALS Co.,Ltd. Co-applicant after: HEBEI HUATENG WANFUDA FINE CHEMICAL Co.,Ltd. Co-applicant after: BEIJING HUATENG HIGHTECH Corp. Address before: 529100, No. 18 Xingang Avenue South Road, Xinhui District, Guangdong, Jiangmen Applicant before: GUANGDONG GUOWANG FINE CHEMICALS Co.,Ltd. Co-applicant before: HEBEI HUATENG WANFUDA FINE CHEMICAL Co.,Ltd. Co-applicant before: BEIJING HUATENG HIGHTECH Co.,Ltd. |
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Effective date of registration: 20120713 Address after: 061108, Hebei Cangzhou Lingang chemical industry zone, fine road, No. three Applicant after: HEBEI HUATENG WANFUDA FINE CHEMICAL Co.,Ltd. Address before: 529100, No. 18 Xingang Avenue South Road, Xinhui District, Guangdong, Jiangmen Applicant before: GUANGDONG GUOWANG FINE CHEMICALS Co.,Ltd. Co-applicant before: HEBEI HUATENG WANFUDA FINE CHEMICAL Co.,Ltd. Co-applicant before: BEIJING HUATENG HIGHTECH Corp. |
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