CN105273223A - Hydroxyl complex heat stabilizer, compound heat stabilizer, polyvinyl chloride resin composition and preparing method - Google Patents
Hydroxyl complex heat stabilizer, compound heat stabilizer, polyvinyl chloride resin composition and preparing method Download PDFInfo
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Abstract
The invention provides a hydroxy complex heat stabilizer, a compound heat stabilizer, a polyvinyl chloride resin composition and a preparing method. The heat stabilizer is a hydroxy calcium complex and/or a hydroxyl zinc complex. The prepared compound heat stabilizer used for processing PVC and other plastics has the advantages of being not prone to separating out, nontoxic, low in price and good in stabilizing effect.
Description
Technical field
The invention belongs to polyvinyl chloride (PVC) processing aid technical field, be specifically related to a kind of hydroxo complex thermo-stabilizer, polyvinyl-chloride use composite thermal stabilizer, poly (vinyl chloride) resin composition, and preparation method.
Background technology
In recent years, along with the development of modern science and technology, macromolecular material is more and more subject to the favor of people, and polyvinyl chloride resin is simple, cheap due to complete processing, is widely used in building, agricultural and consumer goods industries.The maximum shortcoming of PVC is thermally-stabilised difference, and the DeR of dehydrochlorination just easily occurs at lower temperature (100 ~ 200 DEG C), and lose hydrogenchloride at 200 DEG C very fast, and make polymkeric substance become dark, intensity is very low, has had a strong impact on its application.Therefore, PVC adds and must add thermo-stabilizer man-hour.
PVC plastic thermo-stabilizer is through the development of decades, experienced by several generations product, lead salt stabilizer be apply the earliest, thermostability is best, produce and kind that utilisation technology is the most ripe, the toxicity of heavy metal lead is its fatal defects, along with industry and the development of society, more and more higher to the requirement of environment, in developed countries such as America and Europes, lead salts thermo-stabilizer seldom uses, and the substitute is nontoxic Ca-Zn composite heat stabilizer.China is a developing country, and lead salt stabilizer is still in a large amount of use, but the problems such as its contaminate environment caused, public hazards have caused the attention of relevant departments, and PVC heat stabilizer asepsis environment-protectingization is also trend of the times.In recent years, domestic also put into non-toxic heat stabilizer in a large number research and development, to produce and in the work such as application, calcium/zinc composite heat stabilizer is wherein one of most important kind.
The thermal stability of independent calcium/zinc heat stabilizer cannot meet application requiring, generally for improve its thermal stability and also need to add some auxiliary heat stabilizers, mainly contains polyvalent alcohol, beta-diketon, phosphorous acid ester, epoxy compounds, hydrotalcite and zeolite.But effect is still limited, the Application Areas of calcium/zinc composite heat stabilizer is restricted.
CN102153824A discloses a kind of zinc three salt prepared at the tetramethylolmethane and zinc salt that adopt hydroxyl as PVC heat stabilizer, have not easily separate out, advantage that stabilising effect is good, but reaction requires that temperature is too high, and easily has crystallization to occur, reaction conditions is wayward.CN10717526A discloses the thermo-stabilizer that polyol ester zinc salt is prepared in the reaction of a kind of polyol blend, carboxylic acid and zinc salt, used toxic substance dimethylbenzene, and final product not easily processes in this preparation technology, is difficult to take out.
Although the preparation method of existing multiple composite thermal stabilizer, the thermo-stabilizer of preparation or reaction process require harsh, or can not meet the trend of present thermo-stabilizer asepsis environment-protecting.
Summary of the invention
For PVC heat stabilizer Problems existing in prior art, the invention provides a kind of hydroxo complex thermo-stabilizer, composite thermal stabilizer and poly (vinyl chloride) resin composition and preparation method, to improve the thermal stability of PVC, this preparation method's technique is simple, temperature of reaction is lower, do not need catalyzer, and raw material is cheap and easy to get, and environment-protecting asepsis.
A first aspect of the present invention is to provide a kind of hydroxo complex thermo-stabilizer, and this thermo-stabilizer is hydroxyl calcium complex and/or hydroxyl zinc complex.
A second aspect of the present invention is to provide the preparation method of this thermo-stabilizer, at least one during the method comprises the following steps:
(1) by oxy-compound, zinc compound Homogeneous phase mixing, and 2-10h is heated at 130-200 DEG C, add low-carbon alcohol after the mixture of gained is cooled to 25-60 DEG C, form uniform slip, by centrifugal for described slip, washing, drying, obtain hydroxyl zinc complex;
(2) calcium containing compound, oxy-compound and low-carbon alcohol are mixed, under the reflux conditions of low-carbon alcohol, react 1-10h, be cooled to suction filtration after room temperature, washing, drying, obtain hydroxyl calcium complex.
A third aspect of the present invention is to provide a kind of composite thermal stabilizer, and this composite thermal stabilizer comprises main stabilizer and auxiliary heat stabilizer, and the weight ratio of described main stabilizer and auxiliary heat stabilizer is (0.8-2): (0.9-2); Wherein, described main stabilizer is above-mentioned hydroxo complex thermo-stabilizer, and described auxiliary heat stabilizer is at least one in zinc soap, calcium soap, polyvalent alcohol, hydrotalcite, zeolite and beta-diketon.
A fourth aspect of the present invention provides a kind of poly (vinyl chloride) resin composition, and said composition comprises following component:
The polyvinyl chloride (PVC) RESINS of 100 weight parts;
1.5-4 the composite thermal stabilizer of weight part;
The lubricant of 0.2-0.4 weight part;
The softening agent of 0-5 weight part;
Wherein, described composite thermal stabilizer is above-mentioned composite thermal stabilizer.
A fifth aspect of the present invention is to provide the preparation method of above-mentioned poly (vinyl chloride) resin composition, and the method comprises, by composite thermal stabilizer, lubricant and softening agent high-speed mixing, and mixing plasticizing, and then mix with polyvinyl chloride (PVC) RESINS.
The invention has the advantages that the stablizer of prepared composite thermal stabilizer for plastic workings such as PVC, have not easily separate out, the feature that nontoxic, cheap, stabilising effect is good.Composite thermal stabilizer prepared by interpolation the present invention can reduce the balancing torque of PVC product, improves processing characteristics, reduces costs.By carrying out static-aging experiment to the PVC adding hydroxyl calcium/zinc complex composite thermal stabilizer, result shows, adds the thermostability that composite thermal stabilizer of the present invention obviously can improve PVC.And preparation method of the present invention is pollution-free, energy consumption is low, whole method green, environmental protection, easy and simple to handle, can not etching apparatus.
Embodiment
The invention provides a kind of hydroxo complex thermo-stabilizer, this thermo-stabilizer is hydroxyl calcium complex and/or hydroxyl zinc complex; Be preferably hydroxyl zinc complex, more preferably hydroxyl calcium complex and hydroxyl zinc complex, most preferably be hydroxyl calcium complex and hydroxyl zinc complex that weight ratio is 1:1-5.The stability of thermo-stabilizer can be improved further with the use of the hydroxyl calcium complex of aforementioned proportion scope and hydroxyl zinc complex.
The present inventor finds, when containing 1 to 8 hydroxyl in described thermo-stabilizer, when wherein hydroxyl and calcium or zinc form corresponding calcium oxygen key or zinc oxygen key, the stability of described hydroxo complex thermo-stabilizer is better.This is that hydroxo complex owing to having calcium oxygen key or zinc oxygen key has the unstable structure on passivation polyvinyl chloride chain, replaces the effect of unstable chlorine atom, thus has delayed the degraded of polyvinyl chloride, improves the thermostability of polyvinyl chloride.When thermo-stabilizer be hydroxyl calcium complex and hydroxyl zn cpds time, in the total hydroxy of the two.
The invention provides the preparation method of above-mentioned thermo-stabilizer, at least one during the method comprises the following steps:
(1) by oxy-compound, zinc compound Homogeneous phase mixing, and 2-10h is heated at 130-200 DEG C, add low-carbon alcohol after the mixture of gained is cooled to 25-60 DEG C, form uniform slip, by centrifugal for described slip, washing, drying, obtain hydroxyl zinc complex;
(2) calcium containing compound, oxy-compound and low-carbon alcohol are mixed, under the reflux conditions of low-carbon alcohol, react 1-10h, be cooled to suction filtration after room temperature, washing, drying, obtain hydroxyl calcium complex.
For the situation with the use of hydroxyl zinc complex and hydroxyl calcium complex, according to after above-mentioned steps respectively obtained hydroxyl zinc complex and hydroxyl calcium complex, the two is mixed.
According to the present invention, described oxy-compound is preferably at least one in tetramethylolmethane, dipentaerythritol, N.F,USP MANNITOL and sorbyl alcohol.
In the present invention, the effect of low-carbon alcohol is as hydroxyl source and solvent, and therefore, the various low-carbon alcohol of this area routine all can realize this object.Preferably, described low-carbon alcohol is the alcohol of carbonatoms 1-5, at least one more preferably in methyl alcohol, ethanol and Virahol; Most preferably be Virahol.
In the present invention, described zinc compound and calcium containing compound are the sources as zinc and calcium.Described zinc compound and calcium containing compound can be the oxide compound of zinc and calcium or various inorganic salt.Preferably, described zinc compound is at least one in zinc oxide, zinc carbonate, zinc chloride, zinc acetate, zinc nitrate and zinc sulfate; Described calcium containing compound is at least one in calcium oxide, calcium carbonate, calcium chloride, nitrocalcite, calcium sulfite and calcium sulfate.
According to the present invention, for obtaining above-mentioned preferred hydroxyl calcium complex and hydroxyl zinc complex, described in step (1), the weight ratio of oxy-compound, zinc compound and low-carbon alcohol is preferably 1:0.1-0.5:0.5-1.0, more preferably 1:0.2-0.4:0.6-0.8; Described in step (2), the weight ratio of oxy-compound, calcium containing compound and low-carbon alcohol is preferably 1:0.05-0.25:0.25-0.5, more preferably 1:0.08-0.2:0.3-0.4.
According to the present invention, add low-carbon alcohol in step (1) and preferably mix for some time, as 10-30min, to form uniform slip.
According to the present invention, in step (1), described centrifugal, washing, drying are the purification process of this area routine.Above-mentioned washing preferably uses low-carbon (LC) alcohol organic solvent, such as, and at least one in methyl alcohol, ethanol and Virahol.
Similarly, suction filtration described in step (2), washing, the dry method that also all can be this area routine.Described washing preferably uses low-carbon (LC) alcohol organic solvent, such as, and at least one in methyl alcohol, ethanol and Virahol.
The invention provides a kind of composite thermal stabilizer, this composite thermal stabilizer comprises main stabilizer and auxiliary heat stabilizer, and the weight ratio of described main stabilizer and auxiliary heat stabilizer is (0.8-2): (0.9-2); Wherein, described main stabilizer is above-mentioned hydroxo complex thermo-stabilizer, and described auxiliary heat stabilizer is at least one in zinc soap, calcium soap, polyvalent alcohol, hydrotalcite, zeolite and beta-diketon.
Preferably, described zinc soap is at least one in Zinic stearas, zinc laurate and zinc palmitate.
Preferably, described calcium soap is at least one in calcium stearate, calcium laurate and calcium palmitate.
Preferably, described polyvalent alcohol is at least one in tetramethylolmethane, dipentaerythritol, N.F,USP MANNITOL and sorbyl alcohol.
The invention provides a kind of poly (vinyl chloride) resin composition, said composition comprises following component:
The polyvinyl chloride (PVC) RESINS of 100 weight parts;
1.5-4 the composite thermal stabilizer of weight part;
The lubricant of 0.2-0.4 weight part;
The softening agent of 0-5 weight part;
Wherein, described composite thermal stabilizer is above-mentioned composite thermal stabilizer.
According to the present invention, described lubricant and softening agent can be that the routine of this area is selected.
A fifth aspect of the present invention is to provide the preparation method of above-mentioned poly (vinyl chloride) resin composition, and the method comprises, by composite thermal stabilizer, lubricant and softening agent high-speed mixing, and mixing plasticizing, and then mix with polyvinyl chloride (PVC) RESINS.Wherein, the actual conditions of high-speed mixing, mixing plasticizing all can be this area normal condition.
Below in conjunction with embodiment, the present invention will be further described.
Embodiment 1
Take oxy-compound, zinc oxide, zinc carbonate according to mass ratio 120:30:1, three is fully mixed until obtain uniform slip.Slip is heated at 130 DEG C of temperature, and Homogeneous phase mixing heats 3h at such a temperature.Mixture is cooled to 40 DEG C and adds Virahol mixing 15min, forms uniform slip.By centrifugal for slip 30min, by washed with isopropyl alcohol, centrifugal, dry, obtain hydroxyl zinc complex.
By 40 mass parts hydroxyl zinc complexes, 20 mass parts calcium stearates, 20 mass parts zeolites, 4 mass parts beta-diketons, 8 mass parts dipentaerythritol and 8 mass parts PE wax high-speed mixing 5min, then mixing 4-5min in two roller mill, the condition of plasticating is preliminary roller rotating speed 18r/min, rear roller rotating speed 20r/min, roller temperature 170 DEG C, bottom sheet after plasticizing completely.
Embodiment 2
60g calcium oxide is joined in the methanol solution of 180g oxy-compound, stir and make it to mix.Then under the reflux conditions of methyl alcohol, 3.5h is reacted.Be cooled to room temperature, suction filtration, by washing with alcohol 3 times, then at 60 DEG C, vacuum-drying, to constant weight, obtains hydroxyl calcium complex.
By 40 mass parts Zinic stearass, 20 mass parts hydroxyl calcium complexs, 20 mass parts zeolites, 4 mass parts beta-diketons, 8 mass parts dipentaerythritol and 8 mass parts PE wax high-speed mixing 5min, then mixing 4-5min in two roller mill, the condition of plasticating is preliminary roller rotating speed 18r/min, rear roller rotating speed 20r/min, roller temperature 170 DEG C, bottom sheet after plasticizing completely.
Embodiment 3
Take oxy-compound, zinc oxide, zinc carbonate according to mass ratio 120:30:1, three is fully mixed until obtain uniform slip.Slip is heated at 150 DEG C of temperature, and Homogeneous phase mixing heats 4h at such a temperature.Mixture is cooled to 40 DEG C and adds Virahol mixing 15min, forms uniform slip.By centrifugal for slip 30min, by washed with isopropyl alcohol, centrifugal, dry, obtain hydroxyl zinc complex.
60g calcium oxide is joined in the methanol solution of 200g oxy-compound, stir and make it to mix.Then under the reflux conditions of methyl alcohol, 2.5h is reacted.Be cooled to room temperature, suction filtration, by washing with alcohol 3 times, then at 60 DEG C, vacuum-drying, to constant weight, obtains hydroxyl calcium complex.
By 40 mass parts hydroxyl zinc complexes, 20 mass parts hydroxyl calcium complexs, 20 mass parts zeolites, 4 mass parts beta-diketons, 8 mass parts dipentaerythritol and 8 mass parts PE wax high-speed mixing 5min, then mixing 4-5min in two roller mill, the condition of plasticating is preliminary roller rotating speed 18r/min, rear roller rotating speed 20r/min, roller temperature 170 DEG C, bottom sheet after plasticizing completely.
Comparative example 1
By the glycerin zinc shown in 40 mass parts formula I, 20 mass parts calcium stearates, 20 mass parts zeolites, 4 mass parts beta-diketons, 8 mass parts dipentaerythritol and 8 mass parts PE wax high-speed mixing 5min, then mixing 4-5min in two roller mill, the condition of plasticating is preliminary roller rotating speed 18r/min, rear roller rotating speed 20r/min, roller temperature 170 DEG C, bottom sheet after plasticizing completely.
Comparative example 2
By the glycerine calcium shown in 40 mass parts Zinic stearass, 20 mass parts formula II, 20 mass parts zeolites, 4 mass parts beta-diketons, 8 mass parts dipentaerythritol and 8 mass parts PE wax high-speed mixing 5min, then mixing 4-5min in two roller mill, the condition of plasticating is preliminary roller rotating speed 18r/min, rear roller rotating speed 20r/min, roller temperature 170 DEG C, bottom sheet after plasticizing completely.
Test below by way of the stability of test case to composite thermal stabilizer of the present invention.Composite thermal stabilizer, dioctyl phthalate (DOP) (DOP), polyvinyl chloride (PVC) resin are plasticated in flakes on twin-roll plastic mixing mill, according to standard GB/T/T2917.1-2002 congo red method, measure the static heat stability energy of the mixture of PVC and thermo-stabilizer.
Test case 1: Congo Red test
Join in 100 mass parts PVC respectively by composite thermal stabilizer 2.5 mass parts prepared by above-described embodiment 1,2 and 3, fully carry out Congo Red test after mixing, result is as shown in table 1.Wherein, commercially available low plumbous thermo-stabilizer is the low plumbous thermo-stabilizer of HKW-104 that the intelligent section in Shandong auxiliary agent is produced.
Table 1
| Test case | Thermo-stabilizer (part) | PVC (part) | Coloring Time (minute) |
| 1-1 | The composite thermal stabilizer (2.5) that embodiment 1 is obtained | 100 | 46 |
| 1-2 | The composite thermal stabilizer (2.5) that embodiment 2 is obtained | 100 | 20 |
| 1-3 | The composite thermal stabilizer (2.5) that embodiment 3 is obtained | 100 | 48 |
| Contrast test example | |||
| 1-4 | Commercially available low plumbous thermo-stabilizer (2.5) | 100 | 16 |
| 1-5 | The composite thermal stabilizer (2.5) that comparative example 1 is obtained | 100 | 14 |
| 1-6 | The composite thermal stabilizer (2.5) that comparative example 2 is obtained | 100 | 15 |
Test case 2: baking oven heat ageing test
Composite thermal stabilizer 2.5 mass parts prepared by above-described embodiment 1,2 and 3 is added in 100 mass parts PVC respectively, add 50 mass parts dimixo-octyl phthalates (DOP) again, mixing 10 minutes in 140 DEG C in plastics experimental machine, depress to 160 DEG C of conditions thin slice that thickness is 1mm and be cut into the test piece of 1cm × 1cm.Heat aging test chamber test piece being placed in 180 DEG C ± 1 DEG C carries out static-aging experiment, test piece is started and occurs that the time of black point solution point is decided to be heat-stable time (minute).The results are shown in Table 2.Wherein test case 2-4 is the comparative example of not heat stabilizers.
Table 2
Can find from table 1 and table 2, to compare with other thermo-stabilizers of traditional Lead salt thermal stabilizer and prior art with composite thermal stabilizer prepared by the present invention has outstanding thermostability.
Contrast table 1 and table 2 can be found out, use the composite thermal stabilizer of hydroxyl zinc complex and hydroxyl calcium complex to have better thermostability simultaneously.
Be described above various embodiments of the present invention, above-mentioned explanation is exemplary, and non-exclusive, and be also not limited to disclosed each embodiment.When not departing from the scope and spirit of illustrated each embodiment, many modifications and changes are all apparent for those skilled in the art.
Claims (10)
1. a hydroxo complex thermo-stabilizer, is characterized in that, this thermo-stabilizer is hydroxyl calcium complex and/or hydroxyl zinc complex; Be preferably hydroxyl calcium complex and hydroxyl zinc complex that weight ratio is 1:1-5.
2. thermo-stabilizer according to claim 1, wherein, containing 1 to 8 hydroxyl in described thermo-stabilizer, wherein hydroxyl and calcium or zinc form corresponding calcium oxygen key or zinc oxygen key.
3. the preparation method of thermo-stabilizer as claimed in claim 1 or 2, is characterized in that, at least one during the method comprises the following steps:
(1) by oxy-compound, zinc compound Homogeneous phase mixing, and 2-10h is heated at 130-200 DEG C, add low-carbon alcohol after the mixture of gained is cooled to 25-60 DEG C, form uniform slip, by centrifugal for described slip, washing, drying, obtain hydroxyl zinc complex;
(2) calcium containing compound, oxy-compound and low-carbon alcohol are mixed, under the reflux conditions of low-carbon alcohol, react 1-10h, be cooled to suction filtration after room temperature, washing, drying, obtain hydroxyl calcium complex.
4. method according to claim 3, wherein, described oxy-compound is at least one in tetramethylolmethane, dipentaerythritol, N.F,USP MANNITOL and sorbyl alcohol.
5. method according to claim 3, wherein, described low-carbon alcohol is the alcohol of carbonatoms 1-5, is preferably at least one in methyl alcohol, ethanol and Virahol; Described zinc compound is at least one in zinc oxide, zinc carbonate, zinc chloride, zinc acetate, zinc nitrate and zinc sulfate; Described calcium containing compound is at least one in calcium oxide, calcium carbonate, calcium chloride, nitrocalcite, calcium sulfite and calcium sulfate.
6. according to the method in claim 3-5 described in any one, wherein, described in step (1), the weight ratio of oxy-compound, zinc compound and low-carbon alcohol is 1:0.1-0.5:0.5-1.0; Described in step (2), the weight ratio of oxy-compound, calcium containing compound and low-carbon alcohol is 1:0.05-0.25:0.25-0.5.
7. a composite thermal stabilizer, is characterized in that, this composite thermal stabilizer comprises main stabilizer and auxiliary heat stabilizer, and the weight ratio of described main stabilizer and auxiliary heat stabilizer is (0.8-2): (0.9-2); Wherein, described main stabilizer for the hydroxo complex thermo-stabilizer described in claim 1 or 2, described auxiliary heat stabilizer be at least one in zinc soap, calcium soap, polyvalent alcohol, hydrotalcite, zeolite and beta-diketon.
8. composite thermal stabilizer according to claim 7, wherein, described zinc soap is at least one in Zinic stearas, zinc laurate and zinc palmitate; Described calcium soap is at least one in calcium stearate, calcium laurate and calcium palmitate; Described polyvalent alcohol is at least one in tetramethylolmethane, dipentaerythritol, N.F,USP MANNITOL and sorbyl alcohol.
9. a poly (vinyl chloride) resin composition, is characterized in that, said composition comprises following component:
The polyvinyl chloride (PVC) RESINS of 100 weight parts;
1.5-4 the composite thermal stabilizer of weight part;
The lubricant of 0.2-0.4 weight part;
The softening agent of 0-5 weight part;
Wherein, described composite thermal stabilizer is the composite thermal stabilizer described in claim 7 or 8.
10. the preparation method of poly (vinyl chloride) resin composition as claimed in claim 9, it is characterized in that, the method comprises, by composite thermal stabilizer, lubricant and softening agent high-speed mixing, and mixing plasticizing, and then mix with polyvinyl chloride (PVC) RESINS.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432955A (en) * | 2016-09-26 | 2017-02-22 | 深圳市志海实业股份有限公司 | Preparation of hydroxyl fatty zinc base PVC (polyvinyl chloride) stabilizer |
| CN115044217A (en) * | 2022-06-29 | 2022-09-13 | 成都交通投资集团有限公司 | High-viscoelasticity modified asphalt suitable for diversified climates |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5985959A (en) * | 1995-05-19 | 1999-11-16 | Akcros Chemicals | Stabilized vinyl chloride polymer compositions |
| CN103183690A (en) * | 2011-12-31 | 2013-07-03 | 深圳市志海实业有限公司 | Calcium zinc heat stabilizer used for PVC, zinc-containing compound and application |
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2015
- 2015-11-11 CN CN201510764724.8A patent/CN105273223B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5985959A (en) * | 1995-05-19 | 1999-11-16 | Akcros Chemicals | Stabilized vinyl chloride polymer compositions |
| CN103183690A (en) * | 2011-12-31 | 2013-07-03 | 深圳市志海实业有限公司 | Calcium zinc heat stabilizer used for PVC, zinc-containing compound and application |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432955A (en) * | 2016-09-26 | 2017-02-22 | 深圳市志海实业股份有限公司 | Preparation of hydroxyl fatty zinc base PVC (polyvinyl chloride) stabilizer |
| CN115044217A (en) * | 2022-06-29 | 2022-09-13 | 成都交通投资集团有限公司 | High-viscoelasticity modified asphalt suitable for diversified climates |
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Effective date of registration: 20220113 Address after: 053499 No. 1898, Jiheng Road, high tech Zone, Hengshui City, Hebei Province Patentee after: Bohai Juxiang Hengshui New Material Technology Co.,Ltd. Address before: 053000 No. 1100 Jinghengbei Street, Hengshui City, Hebei Province Patentee before: HEBEI JINGXIN CHEMICAL GROUP CO.,LTD. |