KR100711945B1 - Polycarbonate Resin Composition Having Good Chemical Resistance and Flowability - Google Patents

Polycarbonate Resin Composition Having Good Chemical Resistance and Flowability Download PDF

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KR100711945B1
KR100711945B1 KR20060054981A KR20060054981A KR100711945B1 KR 100711945 B1 KR100711945 B1 KR 100711945B1 KR 20060054981 A KR20060054981 A KR 20060054981A KR 20060054981 A KR20060054981 A KR 20060054981A KR 100711945 B1 KR100711945 B1 KR 100711945B1
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resin composition
polycarbonate resin
weight
core
parts
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KR20060054981A
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KR20070001800A (en
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민성식
이병춘
이한수
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제일모직주식회사
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Abstract

The polycarbonate resin composition excellent in chemical resistance and fluidity according to the present invention is (A) 80 to 98.5 parts by weight of polycarbonate resin, (B) 0.5 to 10 parts by weight of syndiotactic polystyrene resin, (C) core-shell graft It is characterized by consisting of 1-30 weight part of copolymers, and 0.01-10 weight part of (D) phosphate ester compounds.
Polystyrene, polycarbonate, syndiotactic, core-shell structure, phosphate ester, chemical resistance, impact resistance

Description

Polycarbonate Resin Composition Having Good Chemical Resistance and Flowability

Field of invention

The present invention relates to a polycarbonate resin composition. More specifically, the present invention provides a polycarbonate-based resin composition having excellent chemical resistance and fluidity and good impact resistance by introducing syndiotactic polystyrene, a core-shell graft copolymer, and a phosphate ester compound at the same time. It is about.

Background of the Invention

Polycarbonate resins are widely used as engineering plastics due to their excellent impact resistance, self-extinguishing, dimensional stability, and high heat resistance compared to other resins. In particular, recently, applications to portable electronic devices that require excellent impact resistance in various environments such as mobile phones are rapidly expanding. In terms of design, the portable electronic device has a tendency to enhance the painting process to reinforce the exterior design.

The reinforcement of the coating process is proceeding in the direction of increasing the thickness of the coating film in order to add a coating process to the existing unpainted exterior material or to enhance the coating effect. If the coating is added to the unpainted resin or the thickness of the coating film is increased, the resin used as the exterior material is exposed to the paint dilution solution. In this process, the diluent solvent penetrates into the resin and degrades the mechanical properties of the resin used as the exterior material. do. Polycarbonate resin is an amorphous polymer, a solvent used as a paint diluent, is known to be very weak compared to crystalline polymers. For this reason, there are many limitations in applying polycarbonate resins to exterior materials of various products including portable electronic devices.

Many studies have been made to improve the chemical resistance which is a disadvantage of the polycarbonate. The method that has been studied a lot to improve the chemical resistance is to blend the polymer with relatively slow penetration of chemicals to improve the chemical resistance of the material. However, although this method can improve chemical resistance, it has high problems in high impact resistance, which is an advantage of polycarbonate, and suffers from a lot of problems when it is used in portable electronic devices because its fatigue resistance is lowered compared to when used alone.

Accordingly, the present inventors have studied to overcome the disadvantages of the prior art, and when the syndiotactic polystyrene polymer resin, core-shell graft copolymer and phosphate ester compound are simultaneously introduced into the polycarbonate, the impact resistance and fatigue resistance of the polycarbonate are excellent. It was found that the chemical resistance and fluidity also increased while maintaining this, and based on this result, the polycarbonate-based resin composition having excellent chemical resistance and fluidity and excellent impact resistance was developed.

An object of the present invention is to provide a polycarbonate resin composition excellent in chemical resistance.

Another object of the present invention is to provide a polycarbonate resin composition having excellent chemical resistance and at the same time good impact resistance.

Another object of the present invention is to provide a polycarbonate resin composition having excellent fluidity and impact resistance at the same time.

Still another object of the present invention is to provide a polycarbonate resin composition having excellent fatigue resistance.

The above and other objects of the present invention can be achieved by the present invention described below.

Summary of the Invention

The polycarbonate resin composition excellent in chemical resistance and fluidity according to the present invention is (A) 80 to 98.5 parts by weight of polycarbonate resin, (B) 0.5 to 10 parts by weight of syndiotactic polystyrene resin, (C) core-shell graft It is characterized by consisting of 1-30 weight part of copolymers, and 0.1-10 weight part of (D) phosphate ester compounds.

Hereinafter, the content of the present invention will be described in detail.

Detailed Description of the Invention

(A) polycarbonate resin, (B) syndiotactic polystyrene resin, (C) core-shell graft copolymer and (D) phosphate ester compound for use in the polycarbonate resin composition according to the present invention in detail below Explain.

(A) polycarbonate resin

The polycarbonate resin used in the resin composition of the present invention is prepared by reacting dihydric phenol and phosgene in the presence of a molecular weight modifier and a catalyst, or by using an ester interchange reaction of a carbonate precursor such as dihydric phenol and diphenyl carbonate. And polycarbonates, branched polycarbonates, and polyestercarbonate copolymers.

The dihydric phenol is bisphenol, and the preferred bisphenol is 2,2-bis (4-hydroxyphenyl) propane (bisphenol A). Bisphenol A may be partially or wholly replaced by another dihydricphenol. Dihydric phenols other than bisphenol A include hydroquinone, 4,4'-dihydroxydiphenyl, bis (4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) cyclohexane, 2,2 Bis (3,5-dimethyl-4-hydroxyphenyl) propane, bis (4-hydroxyphenyl) sulfide, bis (4-hydroxyphenyl) sulfone, bis (4-hydroxyphenyl) sulfoxide, bis Halogenated bisphenols such as (4-hydroxyphenyl) ketone, bis (4-hydroxyphenyl) ether and 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane and the like.

The polycarbonate resin (A) may be a homopolymer or a copolymer using two or more dihydric phenols, or a mixture of such resins.

A suitable example of the linear polycarbonate resin is bisphenol A-based polycarbonate resin, and the branched polycarbonate may be prepared by reacting a polyfunctional aromatic compound such as trimellitic anhydride, trimellitic acid, etc. with dihydroxyphenol and a carbonate precursor. Can be. The polyester carbonate may be prepared by reacting a bifunctional carboxylic acid with a dihydric phenol and a carbonate precursor.

The content of the polycarbonate resin (A) used in the present invention is 80 to 98.5 parts by weight. When using less than 80 parts by weight, impact resistance may be lowered.

(B) syndiotactic polystyrene resin

Polystyrene is generally divided into atactic, isotactic and syndiotactic structures depending on the position of the benzene ring, which is a side chain. Atactic polystyrene has an irregular arrangement of the benzene rings, and isotactic polystyrene has a structure in which the benzene rings are arranged on one side of the polymer main chain. On the other hand, syndiotactic polystyrene has a structure in which benzene rings are alternately arranged regularly.

Among these, syndiotactic polystyrene can be produced using a catalyst system consisting of a metallocene catalyst and a co-catalyst of a styrene monomer. The metallocene catalyst has one or two cycloalkane dienyl groups (cyclopentadienyl group, indenyl group, fluorenyl group and derivatives thereof) having a linking structure with a group IV transition metal complex of the periodic table such as Ti, Zr, Hf, and the like. .

As a prior art for polystyrene with high stereoregularity, high melting point and good molecular weight distribution, U.S. Pat.No. 6,010,974 discloses new alkyl-bridge dinuclear metallocene catalysts, silyl-bridge dinuclear metallocene catalysts and alkyl-silyl bridge dinuclear metals. Disclosed is a method for polymerizing styrene monomer using a Rosene catalyst.

On the other hand, US Patent No. 6,284,700 discloses a new syndiotactic polystyrene using a catalyst system consisting of a metallocene catalyst and a cocatalyst.

In the present invention, it is preferable to use a syndiotactic degree of 97% or more among such syndiotactic polystyrene resins. If the syndiotactic degree is less than 97%, chemical resistance may be lowered.

In the present invention, the content of the syndiotactic polystyrene resin (B) is 0.5 to 10 parts by weight. If less than 0.5 parts by weight may reduce the chemical resistance, when used in excess of 10 parts by weight may reduce the impact resistance.

(C) core-shell graft copolymer

In the core-shell graft copolymer (C) used in the present invention, a vinyl monomer is grafted to the core structure of the rubber to form a hard shell.

The core-shell graft copolymer (C) is a C 1 -C 8 alkyl methacrylate which can be grafted after polymerizing at least one selected from a diene rubber, an acrylate rubber, or a silicone rubber monomer having 4 to 6 carbon atoms. One or more selected from unsaturated compounds such as esters, C 1 -C 8 methacrylic acid esters, maleic anhydride, C 1 -C 4 alkyl or phenyl nucleosubstituted maleimide is grafted to the rubber to form a core-shell structure. The rubber content is preferably 50 to 90 parts by weight based on 100 parts by weight of the core-shell graft copolymer (C).

The acrylate rubber is an acrylate such as methyl acrylate, ethyl acrylate, n-propyl acrylate, n-butyl acrylate, 2-ethylhexyl acrylate, hexyl methacrylate, or 2-ethylhexyl methacrylate. A monomer is used, and the curing agent used is ethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,3-butylene glycol dimethacrylate or 1,4-butylene glycol dimethacrylate, allyl methacrylate. Lylate, or triallyl cyanurate.

The silicone rubber can be made from cyclosiloxane, for example hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, trimethyltriphenylcyclotrisiloxane, tetramethyltetra Phenylcyclotetrosiloxane, octaphenylcyclotetrasiloxane, and the like. One or more of these siloxanes may be selected to prepare a silicone rubber, and the curing agent used may include trimethoxymethylsilane, triethoxyphenylsilane, tetramethoxysilane, or tetraethoxysilane.

Among the above rubbers, the use of silicone rubber or the use of silicone rubber and acrylate rubber in combination shows better effects in chemical resistance and thermal stability due to its structural stability. Moreover, it is preferable for the said rubber | gum to have a rubber average particle diameter of 0.4-1 micrometer for balance of impact resistance and colorability.

The C 1 -C 8 methacrylic acid alkyl esters or C 1 -C 8 acrylic acid alkyl esters are monohydryl alcohols having 1 to 8 carbon atoms as esters of acrylic acid or methacrylic acid, respectively. Specific examples thereof include methacrylic acid methyl ester, methacrylic acid ethyl ester or methacrylic acid propyl ester, of which methacrylic acid methyl ester is most preferred.

In the present invention, the core-shell graft copolymer uses 1 to 30 parts by weight, and preferably 1 to 10 parts by weight. If less than 1 part by weight, the effect of impact reinforcement may be insignificant, and if it is used more than 30 parts by weight, mechanical strength such as tensile strength, flexural strength, and flexural modulus may occur.

(D) Phosphoric Acid Ester Compound

As the phosphate ester compound used in the preparation of the resin composition of the present invention, a phosphate ester compound represented by the following formula (1) or a mixture thereof is used.

[Formula 1]

Figure 112006042787389-pat00001

R 1 , R 2 , R 4 and R 5 in the above formula are each C 6-20 aryl or alkyl substituted C 6-20 aryl group, and R 3 is C 6-30 aryl or alkyl substituted C 6-30 aryl Group derivative, l is the number average degree of polymerization, the average value of l is 0 to 3.

Preferred R 1 , R 2 , R 4 and R 5 are phenyl groups or phenyl groups substituted with alkyl groups such as methyl, ethyl, isopropyl, t-butyl, isobutyl, isoamyl, t-amyl, double phenyl or methyl, More preferred are phenyl groups substituted with ethyl, isopropyl or t-butyl groups.

The compound of formula 1 used in the preparation of the resin composition of the present invention is an oligomeric phosphate ester compound derived from a C 6-30 aryl or an alkyl substituted C 6-30 aryl group. Preferred C 6-30 aryl or alkyl substituted C 6-30 aryl groups are those derived from resorcinol, hydroquinone or bisphenol-A.

The phosphate ester compound is a monomeric or oligomer-type aryl derivative phosphate ester having an average value of 1 to 0-3. In the present invention, a phosphate ester compound having a value of l of 0, 1, 2, and 3 may be used alone or in a mixed form, each of which is already mixed or prepared separately in the polymerization process. It is also preferable to use a mixture of phosphate ester compounds having different l values.

In the present invention, the phosphoric acid ester compound (D) is used in an amount of 0.01 to 10 parts by weight, preferably 0.1 to 7 parts by weight. If the amount is less than 0.01 parts by weight, the effect of improving chemical resistance and fluidity may be insignificant. If the amount is more than 10 parts by weight, mechanical strength such as impact strength, tensile strength, flexural strength, and flexural modulus may occur.

The resin composition of the present invention may be used depending on the use by adding other additives. Specifically, when inorganic fillers such as glass fiber, carbon fiber, talc, silica, mica, and alumina are added, physical properties such as mechanical strength and heat deformation temperature may be improved. In addition, the resin composition of the present invention can be prepared using other ultraviolet absorbers, heat stabilizers, antioxidants, flame retardants, lubricants, dyes and pigments.

In addition, the resin composition according to the present invention has a 1/8 "Izod impact strength (kg · cm / cm) of 70 or more and a 1/4" Izod impact strength (kg · cm / cm) measured by ASTM D256 of 50 or more. It is preferable to become. In addition, the chemical resistance can be measured by the falling impact strength before and after the solvent immersion, which was immersed for 1 minute in a plate specimen (3mm × 100mm × 100mm) using a paint thinner and dried for 30 minutes at 80 ℃ , Falling load impact strength (N) was more than 1000 before mixed solvent immersion and falling impact strength (N) was 800 or more after immersion of mixed solvent. It is preferable that the brittle fracture rate (%) is 25 or less after the mixed solvent immersion. As the thinner for coating, various solvents may be used alone or in combination, and alcohols and ketones are typical.

In addition, fluidity can be confirmed by measuring the length of the injection molding (injection flow length, mm) after injecting a resin pellet into a 1 mm thick spiral specimen at a molding temperature of 260 to 330 ° C. and a mold temperature of 60 to 100 ° C. in a 10 oz. It is preferable that the value is 90 or more.

The resin composition of this invention can be manufactured by the well-known method of manufacturing a resin composition. For example, the components of the present invention and other additives may be mixed simultaneously, then melt extruded in an extruder and made into pellets.

The composition of the present invention can be used for molding a variety of products, and is particularly suitable for the production of electrical and electronic products, such as housings of TVs, computers, mobile phones and office automation equipment.

The present invention will be further illustrated by the following examples, which are merely illustrative of the present invention and are not intended to limit or limit the scope of the present invention.

Example

Specifications of (A) polycarbonate resin, (B) syndiotactic polystyrene resin, (C) core-shell graft copolymer, and (D) phosphate ester compound used in Examples and Comparative Examples of the present invention are as follows. Same as

(A) polycarbonate resin

PANLITE L-1250WP of TEIJIN, Japan was used as bisphenol-A type linear polycarbonate with a weight average molecular weight of 25,000 g / mol.

(B) syndiotactic polystyrene resin

Syndiotactic polystyrene XAREC S100 manufactured by IDEMITSU, Japan, having a melting point of 250 ° C., a glass transition temperature of 100 ° C. and a specific gravity of 1.01, was used.

(C) core-shell graft copolymer

(c 1 ) 70-80 parts by weight of butadiene rubber having a weight average particle diameter of about 0.1 μm and a core-shell type graft copolymer grafted with 20 to 30 parts by weight of methacrylic acid methyl ester monomers (KUREHA) PALALOID EXL-2602 and (c 2 ) 5 to 70 parts by weight of dimethylsiloxane having a weight average particle diameter of about 0.5 μm and 30 to 95 parts by weight of butyl acrylate, in which the methyl methacrylate monomer is 30 to 40 Metablen S 2100 manufactured by Mitsubishi Rayon, Japan, a core-shell graft copolymer grafted in parts by weight, was used as an impact modifier.

(D) Phosphoric Acid Ester Compound

(d 1 ) In Formula 1, l = 1, R 1 , R 2 , R 4 , and R 5 are 2,6-dimethylphenyl groups, and R 3 is a resorcinol-di derived from Resorcinol. Bis-2,6-dimethylphenyl) (PX-200 from Resorcinol-Di (bis-2,6-dimethylphenyl) Phosphate Daihachi) was used (d 2 ) in Formula 1 l = 0 and R 1 , Triphenylphosphate (TPP of Daihachi), in which R 2 , R 4 , and R 5 are phenyl groups, was used.

Examples 1-4 and Comparative Examples 1-14

Each of the above components were mixed according to the composition ratios shown in Tables 1 and 2 below to prepare pellets using a twin screw extruder having Φ = 45 mm. The prepared pellets were dried at 110 ° C. for at least 3 hours, and then injected into a mold specimen at a molding temperature of 260 to 330 ° C. and a mold temperature of 60 to 100 ° C. in a 10 oz injection machine to prepare flat specimens. The prepared specimens were measured for notched Izod impact strength (1/8 ", 1/4") according to ASTM D256. In order to evaluate the chemical resistance of the prepared resin composition, immerse the plate specimen (3mm × 100mm × 100mm) for 1 minute in the paint thinner, and then dry at 80 ° C for 30 minutes, and then carry out a falling ball impact to Measured and compared with the load before solvent immersion. In addition, after confirming the failure form, the brittle fracture rate was recorded. In order to evaluate the flow performance, the manufactured and dried pellets were injected into a 1 mm thick spiral specimen at a molding temperature of 260 to 330 ° C. and a mold temperature of 60 to 100 ° C. in a 10 oz injection machine, and then the length of the injection molded product (injection flow length, mm) was measured. Measured.

Figure 112007025584993-pat00005

Figure 112006042787389-pat00003

* NB means No Break in the above table.

From the results of Tables 1 and 2, in Examples 1 to 4, when the core-shell graft copolymer and the phosphate ester compound of the syndiotactic styrene-based polymer and the silicone-based rubber were used at a predetermined ratio, Comparative Examples 1 to 11 and When only pure polycarbonate is used or syndiotactic styrene-based polymer, core-shell graft copolymer, and phosphate ester-based compound are not used at the same time at a certain ratio, and as a non-silicone rubber as in Comparative Examples 12 to 14- Compared with the case of using the shell graft copolymer, it can be seen that very excellent chemical resistance and fluidity can be obtained while maintaining impact resistance. In addition, when compared with Example 1 and Comparative Example 6, it can be seen that the synergistic styrene-based polymer and the phosphate ester compound at the same time when applied to improve the fluidity improving effect.

This invention has the effect of the invention which provides the polycarbonate resin composition which is excellent in chemical resistance, yet excellent in impact resistance, and excellent in fluidity | liquidity.

Simple modifications and variations of the present invention can be readily used by those skilled in the art, and all such variations or modifications can be considered to be included within the scope of the present invention.

Claims (9)

  1. (A) 80 to 98.5 parts by weight of polycarbonate resin;
    (B) 0.5 to 10 parts by weight of syndiotactic polystyrene resin;
    (C) 1 to 30 parts by weight of the core-shell graft copolymer; And
    (D) 0.01 to 10 parts by weight of a phosphate ester compound;
    The core-shell graft copolymer (C) comprises C 1 -C 8 methacrylic acid alkyl esters, C 1 -C 8 methacrylic acid esters, maleic anhydride, and C 1 − A polycarbonate resin composition characterized in that a core-shell structure is formed by grafting at least one member selected from the group consisting of C 4 alkyl or phenyl nucleosubstituted maleimide to the silicone rubber.
  2. The polycarbonate resin composition of claim 1, wherein the polycarbonate resin (A) is selected from the group consisting of linear polycarbonates, branched polycarbonates, and polyestercarbonate copolymers.
  3. The polycarbonate resin composition according to claim 1, wherein the syndiotactic degree of the syndiotactic polystyrene resin (B) is 97% or more.
  4. The polycarbonate resin composition of claim 1, wherein the silicone rubber core is a rubber in which silicone rubber or silicone rubber and acrylate rubber are mixed.
  5. The polycarbonate resin composition according to claim 1, wherein the phosphate ester compound (D) is a phosphate ester compound having a structure of Formula 1 or a mixture thereof:
    [Formula 1]
    Figure 112006042787389-pat00004
    R 1 , R 2 , R 4 and R 5 in the above formula are each C 6-20 aryl or alkyl substituted C 6-20 aryl group, and R 3 is C 6-30 aryl or alkyl substituted C 6-30 aryl Group derivative, l being the number average degree of polymerization, the average value of l being 0-3.
  6. The resin composition according to any one of claims 1 to 5, wherein the resin composition has a 1/8 "Izod impact strength (kg · cm / cm) measured by ASTM D256 of 70 or more, and a 1/4" Izod impact strength ( kgcm / cm) is 50 or more, The polycarbonate resin composition characterized by the above-mentioned.
  7. The resin composition according to any one of claims 1 to 5, wherein the resin composition is dipped in a paint thinner for 1 minute, dried at 80 ° C for 30 minutes, and subjected to falling ball impact to measure a load at a constant displacement. When compared with the load before solvent immersion, falling impact strength (N) is 1000 or more before immersion of mixed solvent, falling impact strength (N) is 800 or more after immersion of mixed solvent, and brittle fracture rate is 25% after immersion of mixed solvent. The polycarbonate resin composition characterized by the following.
  8. The resin composition according to any one of claims 1 to 5, wherein the resin composition is a resin pellet is injected into a spiral specimen having a thickness of 1 mm in a 10 oz injection machine under conditions of a molding temperature of 260 ~ 330 ℃, mold temperature of 60 ~ 100 ℃ The length of the measured injection molded product is 90 mm or more.
  9. A molded article prepared from the polycarbonate resin composition according to any one of claims 1 to 5.
KR20060054981A 2005-06-29 2006-06-19 Polycarbonate Resin Composition Having Good Chemical Resistance and Flowability KR100711945B1 (en)

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PCT/KR2006/002355 WO2007001130A1 (en) 2005-06-29 2006-06-20 Polycarbonate resin composition having good chemical resistance and flowability
EP20060768944 EP1907478B1 (en) 2005-06-29 2006-06-20 Polycarbonate resin composition having good chemical resistance and flowability
RU2007146305/02A RU2384595C2 (en) 2005-06-29 2006-06-20 Polycarbonate resin composition having good chemical resistance and fluidity
JP2008518027A JP5166256B2 (en) 2005-06-29 2006-06-20 Polycarbonate resin composition with excellent chemical resistance and fluidity
CN2006800227574A CN101208388B (en) 2005-06-29 2006-06-20 Polycarbonate resin composition having good chemical resistance and flowability
US11/683,321 US8314168B2 (en) 2005-06-29 2007-03-07 Polycarbonate resin compositions

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KR101311937B1 (en) 2009-12-04 2013-09-26 제일모직주식회사 Polycarbonate resin composition and molded product using the same
KR101511535B1 (en) * 2013-07-12 2015-04-13 현대자동차주식회사 Polycarbonate resin composition for vehicle exterior

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KR101333590B1 (en) * 2010-12-30 2013-11-28 제일모직주식회사 Polycarbonate Resin Composition With Excellent Chemical Resistance
KR102049411B1 (en) 2013-06-11 2019-11-27 에스케이케미칼 주식회사 Polymer resin composition with excellent chemical resistance
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KR101664843B1 (en) * 2013-08-23 2016-10-11 롯데첨단소재(주) Polycarbonate resin composition having good chemical resistance
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CN107418179A (en) * 2017-06-06 2017-12-01 四川安费尔高分子材料科技有限公司 A kind of halogen-free flame retardant polycarbonate film PP Pipe Compound and preparation method thereof

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