CN101508849A - A kind of preparation method of solvent red 135 - Google Patents
A kind of preparation method of solvent red 135 Download PDFInfo
- Publication number
- CN101508849A CN101508849A CNA200910301056XA CN200910301056A CN101508849A CN 101508849 A CN101508849 A CN 101508849A CN A200910301056X A CNA200910301056X A CN A200910301056XA CN 200910301056 A CN200910301056 A CN 200910301056A CN 101508849 A CN101508849 A CN 101508849A
- Authority
- CN
- China
- Prior art keywords
- solvent
- red
- preparation
- polar organic
- organic solvent
- 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.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- UBZVRROHBDDCQY-UHFFFAOYSA-N 20749-68-2 Chemical compound C1=CC(N2C(=O)C3=C(C(=C(Cl)C(Cl)=C3C2=N2)Cl)Cl)=C3C2=CC=CC3=C1 UBZVRROHBDDCQY-UHFFFAOYSA-N 0.000 title abstract description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000002904 solvent Substances 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000010992 reflux Methods 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 14
- 239000000126 substance Substances 0.000 claims abstract description 11
- 239000012429 reaction media Substances 0.000 claims abstract description 10
- 239000003495 polar organic solvent Substances 0.000 claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 239000012065 filter cake Substances 0.000 claims abstract description 7
- 239000000706 filtrate Substances 0.000 claims abstract description 7
- 230000007935 neutral effect Effects 0.000 claims abstract description 7
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001035 drying Methods 0.000 claims abstract description 3
- YFOOEYJGMMJJLS-UHFFFAOYSA-N 1,8-diaminonaphthalene Chemical compound C1=CC(N)=C2C(N)=CC=CC2=C1 YFOOEYJGMMJJLS-UHFFFAOYSA-N 0.000 claims abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- -1 polyoxyethylene Polymers 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 7
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 7
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 6
- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- ZPSZXWVBMOMXED-UHFFFAOYSA-N 2-(2-bromo-5-chlorophenyl)acetic acid Chemical compound OC(=O)CC1=CC(Cl)=CC=C1Br ZPSZXWVBMOMXED-UHFFFAOYSA-N 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 20
- 238000000034 method Methods 0.000 abstract description 15
- 238000001914 filtration Methods 0.000 abstract description 5
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 238000002156 mixing Methods 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 description 6
- 210000003298 dental enamel Anatomy 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920005372 Plexiglas® Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000009973 dope dyeing Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of solvent red 135, belonging to the field of chemical industry. Mixing tetrachlorophthalic anhydride and 1, 8-naphthylenediamine with the mass ratio of 1: 1 in a reaction device with stirring and refluxing equipment, 10-15% of hydrochloric acid aqueous solution, a polar organic solvent capable of being mixed and dissolved with water and a non-ionic surface active catalyst, starting stirring and heating, heating to react for 8-15 hours under a refluxing state, then filtering, washing a filter cake with clear water until the filtrate is neutral, and finally drying to obtain solvent red 135; the dosage of the hydrochloric acid aqueous solution is 10-20 times of that of 1, 8-naphthalene diamine, the dosage of the polar organic solvent is 1-50% of the total amount of the reaction medium, and the dosage of the catalyst is 0.01-2% of the total amount of the reaction medium. The method has the advantages of good product quality by the solvent method and low cost by the water phase method.
Description
Technical field
The present invention relates to a kind of preparation method of solvent of red 135, belong to chemical field.
Background technology
Solvent of red 135, English name Solvent Red135, molecular formula: C
18H
6Cl
4N
2O, molecular weight: 408.06, CAS number: 71902-17-5.Outward appearance is the bright red powder.Water insoluble, dissolve in ethanol, chloroform, acetone and other organic solvent.Be mainly used in polystyrene, ABS resin, plexiglass, cellulose acetate, polyvinyl chloride coloring, also be used for the polyster fibre dope dyeing.Its structural formula is:
At present, the difference according to used reaction medium in the solvent of red 135 preparation process is divided into solvent method and water method.Solvent method is to be a kind of method that reaction medium is produced solvent of red 135 with the polar organic solvent, the product vividness height that this method is produced, but because solvent of red 135 has certain solubleness in organic solvent, so product separation is difficulty relatively, add that the solvent usage quantity is bigger, recovery need expend a large amount of energy, and the rate of recovery is generally about 85%, can't reclaim thoroughly, so production cost is higher.The water method is to be a kind of method that reaction medium is produced solvent of red 135 with the aqueous hydrochloric acid, and this method only just need be filtered can realize product separation, and reaction medium need not to reclaim, only need carry out neutralizing treatment, production cost is lower, but quality product and the yield produced are relatively low, and quality product is relatively poor.
Summary of the invention
The purpose of this invention is to provide a kind of good product quality, the preparation method of the solvent of red 135 that production cost is low.
Technical scheme of the present invention: band stir and the reaction unit of refluxing unit in be 1: 1 tetrachlorophthalic anhydride and 1 with the amount of substance ratio, 8-naphthylene diamine and mass concentration are 10～15% hydrochloric acid soln, polar organic solvent and non-ionic surface active catalyst mix that can be miscible with water, open and stir and heating, be warming up under the reflux state and reacted 8～15 hours, filter then, filter cake is washed till filtrate with clear water and is neutral, and final drying promptly gets solvent of red 135; The consumption of described hydrochloric acid soln is 1,10～20 times of 8-naphthylene diamine, and the consumption of described polar organic solvent is 1～50% of a reaction medium total amount, described catalyst consumption is 0.01～2% of a reaction medium total amount.
Described polar organic solvent is acetic acid or dimethyl formamide (DMF) or alcohol or N methyl-2-pyrrolidone.
Described non-ionic surface active catalyzer is fatty alcohol-polyoxyethylene ether or alkylphenol polyoxyethylene.
Described alkylphenol polyoxyethylene is a polyoxyethylene nonylphenol ether.
Reaction equation is as follows:
Fatty alcohol-polyoxyethylene ether of the present invention belongs to nonionogenic tenside, and its chemical general formula is RO (CH
2CH
2O)
nH, wherein, R is generally the alkyl of 10～15 carbon, and n can be 2～30 integer.
Alkylphenol polyoxyethylene of the present invention belongs to nonionogenic tenside, and its general structure is
Wherein, R is generally the alkyl of 8～12 carbon, and n can be 2～50 integer, and the present invention has adopted modal polyoxyethylene nonylphenol ether as the nonionic active catalyst, and its chemical formula is C
9H
19C
6H
4O (CH
2CH
2O)
nH, wherein n is 5 to 20 a integer.
Fatty alcohol-polyoxyethylene ether and alkylphenol polyoxyethylene belong to nonionogenic tenside together, has similar performance, adjustable size according to the n value saves its HLB value, thereby makes it have good emulsifying property, wettability, dispersiveness, lyotropy, soil removability and penetrating power.In the present invention, fatty alcohol-polyoxyethylene ether and alkylphenol polyoxyethylene are as catalyzer.
The present invention combines original solvent method with the water method, both avoided the deficiency that difficulty, solvent need to reclaim relatively, production cost is high of product separation in the solvent method, also avoided relatively low, the second-rate shortcoming of product vividness in the water method, but reached product vividness height, best result that production cost is low, promoted the lifting of product specification greatly and reduced enterprise's production cost.
Embodiment
Embodiment 1
In the there-necked flask of band stirring and reflux condensing tube, add 300g 13% hydrochloric acid soln, 60g alcohol, 28.6g tetrachlorophthalic anhydride, 15.8g 1 successively, 8-naphthylene diamine, 0.3g fatty alcohol-polyoxyethylene ether, open and stir and heating, be warming up under the reflux state, react 10 hours after-filtration, filter cake is washed till filtrate with clear water and is neutral, dry product 40.0g (be theoretical yield 98%).Product is compared form and aspect and is similar to, omits gorgeous partially, the depth approximate (specifically seeing Table 1) with standard substance, intensity is 101.2%.
Table 1
| Light source | △E * | △H * | △C * | △L * | △a * | △b * |
| D65/10 | 0.86 | 0.27 | 0.81 | 0.15 | 0.64 | 0.56 |
| A/10 | 0.91 | 0.31 | 0.82 | 0.24 | 0.50 | 0.72 |
| F2/10 | 0.94 | 0.24 | 0.89 | 0.20 | 0.65 | 0.66 |
(wherein: △ E-aberration, △ H-tonal difference, △ L-luminosity equation, △ C-chroma is poor,
△ a-red degree-green degree is poor, and △ b-yellow degree-blue degree is poor, and more for a short time product coloured light and the standard substance of showing of △ E are approaching more.Usually, △ E promptly meets the demands less than 3, if requirement is more strict, then △ E should be less than 1.)
Embodiment 2
In the 3000L enamel reaction still of stirring of band frame and reflux exchanger, add 2000kg 10% hydrochloric acid soln, 150kg acetic acid, 228kg tetrachlorophthalic anhydride, 125kg 1 successively, 8-naphthylene diamine, 2kg polyoxyethylene nonylphenol ether, open and stir and heating, be warming up under the reflux state, react 15 hours after-filtration, filter cake is washed till filtrate with clear water and is neutral, dry product 317kg (be theoretical yield 98.1%).Product is compared coloured light approximate (specifically seeing Table 2) with standard substance, intensity is 99.1%.
Table 2
| Light source | △E * | △H * | △C * | △L * | △a * | △b * |
| D65/10 | 0.25 | 0.00 | 0.21 | 0.15 | 0.19 | 0.08 |
| A/10 | 0.39 | -0.05 | 0.34 | 0.19 | 0.31 | 0.15 |
| F2/10 | 0.10 | 0.01 | 0.02 | 0.10 | 0.01 | 0.01 |
Embodiment 3
In the 5000L enamel reaction still of stirring of band frame and reflux exchanger, add 3000kg 13% hydrochloric acid soln, 200kg dimethyl formamide (DMF), 286kg tetrachlorophthalic anhydride, 158kg 1 successively, 8-naphthylene diamine, 2.5kg fatty alcohol-polyoxyethylene ether, open and stir and heating, be warming up under the reflux state, react 12 hours after-filtration, filter cake is washed till filtrate with clear water and is neutral, dry product 403kg (be theoretical yield 98.8%).Product is compared form and aspect approximate (specifically seeing Table 3) with standard substance, intensity is 100.2%.
Table 3
| Light source | △E * | △H * | △C * | △L * | △a * | △b * |
| D65/10 | 0.34 | 0.07 | 0.26 | 0.21 | 0.21 | 0.16 |
| A/10 | 0.37 | 0.08 | 0.27 | 0.24 | 0.18 | 0.22 |
| F2/10 | 0.35 | 0.07 | 0.26 | 0.23 | 0.19 | 0.19 |
Embodiment 4
In the 500L enamel reaction still of stirring of band frame and reflux exchanger, add 300kg 13% hydrochloric acid soln, 20kgN-methyl-2-pyrrolidone, 28.6kg tetrachlorophthalic anhydride, 15.8kg 1 successively, 8-naphthylene diamine, 5kg polyoxyethylene nonylphenol ether, open and stir and heating, be warming up under the reflux state, react 12 hours after-filtration, filter cake is washed till filtrate with clear water and is neutral, dry product 39.2kg (be theoretical yield 96.1%).Product is compared form and aspect approximate (specifically seeing Table 3) with standard substance, intensity is 99.8%.
Table 4
| Light source | △E * | △H * | △C * | △L * | △a * | △b * |
| D65/10 | 0.34 | 0.09 | 0.29 | 0.15 | 0.23 | 0.19 |
| A/10 | 0.34 | 0.11 | 0.27 | 0.18 | 0.17 | 0.24 |
| F2/10 | 0.43 | 0.08 | 0.38 | 0.18 | 0.29 | 0.26 |
Claims (4)
- The preparation method of [claim 1] a kind of solvent of red 135, it is characterized in that band stir and the reaction unit of refluxing unit in amount of substance than being the tetrachlorophthalic anhydride of 1:1 and 1,8-naphthylene diamine and mass concentration are 10～15% hydrochloric acid soln, polar organic solvent and non-ionic surface active catalyst mix that can be miscible with water, open and stir and heating, be warming up under the reflux state and reacted 8～15 hours, filter then, filter cake is washed till filtrate with clear water and is neutral, and final drying promptly gets solvent of red 135; The consumption of described hydrochloric acid soln is 1,10～20 times of 8-naphthylene diamine, and the consumption of described polar organic solvent is 1～50% of a reaction medium total amount, described catalyst consumption is 0.01～2% of a reaction medium total amount.
- The preparation method of [claim 2] a kind of solvent of red 135 according to claim 1 is characterized in that described polar organic solvent is acetic acid or dimethyl formamide (DMF) or alcohol or N-Methyl pyrrolidone.
- The preparation method of [claim 3] a kind of solvent of red 135 according to claim 1 is characterized in that described nonionic active catalyst is fatty alcohol-polyoxyethylene ether or alkylphenol polyoxyethylene.
- The preparation method of [claim 4] a kind of solvent orange 60 according to claim 3 is characterized in that described alkylphenol polyoxyethylene is a polyoxyethylene nonylphenol ether.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910301056XA CN101508849B (en) | 2009-03-23 | 2009-03-23 | A kind of preparation method of solvent red 135 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910301056XA CN101508849B (en) | 2009-03-23 | 2009-03-23 | A kind of preparation method of solvent red 135 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101508849A true CN101508849A (en) | 2009-08-19 |
| CN101508849B CN101508849B (en) | 2012-04-18 |
Family
ID=41001387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200910301056XA Active CN101508849B (en) | 2009-03-23 | 2009-03-23 | A kind of preparation method of solvent red 135 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101508849B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107828237A (en) * | 2017-12-04 | 2018-03-23 | 南通龙翔新材料科技股份有限公司 | A kind of treatment method of the waste liquid produced in the preparation process of solvent red 135 |
| CN108047753A (en) * | 2017-12-26 | 2018-05-18 | 江苏道博化工有限公司 | The synthetic method of red naphthalene nucleus ketone dyes |
| CN109762362A (en) * | 2019-01-22 | 2019-05-17 | 南通龙翔新材料科技股份有限公司 | The preparation method of pyrene ketones solvent dyestuff |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100413928C (en) * | 2006-08-25 | 2008-08-27 | 南通龙翔化工有限公司 | Production process of solvent red 179 |
-
2009
- 2009-03-23 CN CN200910301056XA patent/CN101508849B/en active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107828237A (en) * | 2017-12-04 | 2018-03-23 | 南通龙翔新材料科技股份有限公司 | A kind of treatment method of the waste liquid produced in the preparation process of solvent red 135 |
| CN108047753A (en) * | 2017-12-26 | 2018-05-18 | 江苏道博化工有限公司 | The synthetic method of red naphthalene nucleus ketone dyes |
| CN109762362A (en) * | 2019-01-22 | 2019-05-17 | 南通龙翔新材料科技股份有限公司 | The preparation method of pyrene ketones solvent dyestuff |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101508849B (en) | 2012-04-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103657689A (en) | Solid acid catalyst, preparation method thereof, and applications of solid acid catalyst in catalytic conversion of biomass into lactic acid | |
| CN1099776A (en) | Azo dyes | |
| CN105503811A (en) | Preparation method of ethylene carbonate | |
| CN101508849A (en) | A kind of preparation method of solvent red 135 | |
| CN107098426A (en) | A kind of method of low-carbon environment-friendly degradation of dye waste water | |
| CN101565556A (en) | Preparation method of solvent orange 60 | |
| CN113292867A (en) | Environment-friendly reactive dye and preparation method thereof | |
| CN113666869B (en) | Naphthoimide dye containing amino group in supercritical CO 2 In (a) synthesis and dyeing method | |
| CN102408743B (en) | Production process of direct blending navy blue D-R dye | |
| CN109456422B (en) | A kind of hyperbranched hemicellulose polymer and its preparation method and application | |
| CN101973884A (en) | Method for preparing triisononyl trimellitate (TINTM) | |
| CN102407162B (en) | Chitosan porous microballoon loaded copper iodide catalyst as well as preparation method and application thereof | |
| CN102321199B (en) | Schiff base rare-earth catalyst, preparation method and application | |
| CN101723925B (en) | Preparation method of 7-hydroxy-4-methylcoumarin | |
| CN102827169A (en) | Novel porphyrin ligand and metal complex, preparation method and application for novel porphyrin ligand | |
| CN102382148A (en) | Production technology of bis(triphenylphosphine) palladium chloride | |
| CN107245040B (en) | A kind of Hinered phenols antioxidant and its synthetic method | |
| CN101230134A (en) | Synthesis method of castor oil polyoxyethylene ether | |
| CN104003378B (en) | A kind of preparation method of redox graphene base photoelectric activity composite | |
| CN103232723B (en) | Easter compounds and preparation method thereof | |
| CN107903272B (en) | Preparation method of pyridinol ligand, metal organic framework material and preparation method thereof | |
| CN115850703B (en) | Preparation method of biological basic characteristic photosensitive shape memory polyimide and three-dimensional intelligent polyimide | |
| CN112934201A (en) | Composite waste gas adsorption material and preparation method thereof | |
| CN113773668B (en) | Coumarin dye containing amino group in supercritical CO 2 In (a) synthesis and dyeing method | |
| CN1087753C (en) | Process for preparing dye from waste dregs generated in production of 1-aminoanthraquione and usage of dye |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: 226100 Nantong, Haimen City, Jiangsu Province, the new area of the Yangtze River Road, No. 88 Patentee after: NANTONG LONGXIANG NEW MATERIALS TECHNOLOGY Co.,Ltd. Address before: 226103 Haimen port, Haimen Development Zone, Jiangsu Patentee before: Nantong Longxiang Chemical Co.,Ltd. |
|
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20220704 Address after: 226100 room 508, building 8, Guidu Zhixing, Haimen street, Haimen District, Nantong City, Jiangsu Province Patentee after: Nantong Longyi New Material Technology Co.,Ltd. Address before: 226100 No. 88, Yangzijiang Road, Linjiang new area, Haimen City, Nantong City, Jiangsu Province Patentee before: NANTONG LONGXIANG NEW MATERIALS TECHNOLOGY Co.,Ltd. |