KR100212965B1 - Polyphenylene ether resin composition - Google Patents
Polyphenylene ether resin composition Download PDFInfo
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- KR100212965B1 KR100212965B1 KR1019970020061A KR19970020061A KR100212965B1 KR 100212965 B1 KR100212965 B1 KR 100212965B1 KR 1019970020061 A KR1019970020061 A KR 1019970020061A KR 19970020061 A KR19970020061 A KR 19970020061A KR 100212965 B1 KR100212965 B1 KR 100212965B1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/26—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/18—Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
Abstract
본 발명은 폴리페닐렌에테르계 수지조성물에 관한 것으로서, 더욱 상세하게는 폴리페닐렌에테르, 변성 폴리올레핀, 변성 폴리스틸렌, 스틸렌계 고무수지 및 포스포니움계 촉매를 함유하고 있어 내충격성, 내열성, 내수성 및 성형성이 우수한 폴리페닐렌에테르계 수지조성물에 관한 것이다.The present invention relates to a polyphenylene ether resin composition, and more particularly, polyphenylene ether, modified polyolefin, modified polystyrene, styrene-based rubber resin and phosphonium-based catalyst, so that impact resistance, heat resistance, water resistance and molding The present invention relates to a polyphenylene ether resin composition having excellent properties.
Description
본 발명은 폴리페닐렌에테르계 수지조성물에 관한 것으로서, 더욱 상세하게는 폴리페닐렌에테르, 변성 폴리올레핀, 변성 폴리스틸렌, 스틸렌계 고무수지 및 포스포니움계 촉매를 함유하고 있어 내충격성, 내열성, 내수성 및 성형성이 우수한 폴리페닐렌에테르계 수지조성물에 관한 것이다.The present invention relates to a polyphenylene ether resin composition, and more particularly, polyphenylene ether, modified polyolefin, modified polystyrene, styrene-based rubber resin and phosphonium-based catalyst, so that impact resistance, heat resistance, water resistance and molding The present invention relates to a polyphenylene ether resin composition having excellent properties.
폴리페닐렌에테르는 우수한 내열성을 가짐과 동시에 기계적 강도, 전기적 특성, 내수성, 난연성 등이 우수하여 엔지니어링 플라스틱 재료로 그 용도가 다양하다. 그러나 폴리페닐렌에테르는 용융점도가 높아 성형성이 나쁘고, 내용제성 및 내충격성이 나쁘다는 큰 단점이 있어, 폴리페닐렌에테르 단독으로는 자동차 외장재와 같은 내충격성이 요구되는 용도에 사용되기는 어렵다.Polyphenylene ether has excellent heat resistance and excellent mechanical strength, electrical properties, water resistance, flame retardancy, etc., and thus has various uses as an engineering plastic material. However, polyphenylene ether has a disadvantage of high moldability due to its high melt viscosity and poor solvent resistance and impact resistance. Therefore, polyphenylene ether alone cannot be used in applications requiring impact resistance such as automotive exterior materials.
폴리페닐렌에테르 수지에 성형성, 내용제성 및 내충격성을 개선하기 위하여 폴리페닐렌에테르에 폴리올레핀을 배합하는 시도가 이루어졌다.Attempts have been made to blend polyolefins into polyphenylene ethers in order to improve moldability, solvent resistance and impact resistance to polyphenylene ether resins.
예컨대 일본특허공개 소59-140,257호에서는 방향족 화합물인 스틸렌계 고무의 브록 공중합체를 사용하여 폴리페닐렌에테르와 폴리올레핀의 상용성을 증대시킨 폴리페닐렌에테르계 수지조성물이 기재되어 있다. 하지만 이 경우도 폴리올레핀계 수지가 다량으로 존재하는 경우, 그 상용성이 크게 증대되지 않아 파생되는 최종 성형가공물이 층상으로 박리되는 현상이 나타나고 그 수지조성물의 충격강도가 크게 개선되지 못한 단점이 있다.For example, Japanese Patent Application Laid-Open No. 59-140,257 discloses a polyphenylene ether resin composition in which the compatibility of polyphenylene ether and polyolefin is increased by using a block copolymer of styrene rubber, which is an aromatic compound. However, even in this case, when the polyolefin-based resin is present in a large amount, its compatibility is not greatly increased, resulting in a phenomenon in which the final molded product is peeled in layers, and the impact strength of the resin composition is not significantly improved.
또한 이러한 단점을 해결하기 위해 일본특허공개 평2-173,136호에서는 폴리페닐렌에테르와 폴리올레핀으로 이루어진 수지조성물에 에폭시계 반응기를 가지는 변성 폴리페닐렌에테르와 에폭시기와의 반응이 가능한 수산기를 함유한 변성 폴리올레핀을 첨가한 바도 있다. 이 특허에서는 변성 폴리페닐렌에테르와 변성 폴리올레핀의 화학결합에 의해 생성된 화합물을 상용화제로 사용하여 폴리페닐렌에테르와 폴리올레핀 간의 상용성을 증가시키므로써 최종 성형가공물의 층상 박리현상을 줄이고, 내충격성, 내용제성, 내수성 및 성형성을 증가시키고자 하였다. 그러나, 이 변성 폴리페닐렌에테르 합성은 주로 폴리페닐렌에테르의 말단기에 존재하는 수산기와 에피클로로히드린의 염소기와 반응하여 얻어지지만, 폴리페닐렌에테르의 말단기에 존재하는 수산기는 수지 중합조건에 따라 수산기의 양이 적어져 그 변성 폴리페닐렌에테르 합성이 용이하지 않으며, 반면에 변성 폴리올레핀의 반응기 수가 많으면 상용성이 저하되는 현상이 나타난다. 그리고 고무 성분이 없음으로 하여 충격강도에 큰 증가를 보이지 않는다.In addition, Japanese Patent Publication No. 2-173,136 discloses a modified polyolefin containing a hydroxyl group capable of reacting a modified polyphenylene ether having an epoxy-based reactor with an epoxy group in a resin composition composed of polyphenylene ether and polyolefin. Also added. In this patent, the compound produced by chemical bonding of modified polyphenylene ether and modified polyolefin is used as a compatibilizer to increase the compatibility between polyphenylene ether and polyolefin, thereby reducing the delamination phenomenon of the final molded product, impact resistance, To increase solvent resistance, water resistance and moldability. However, this modified polyphenylene ether synthesis is mainly obtained by reacting the hydroxyl group present at the terminal group of the polyphenylene ether with the chlorine group of epichlorohydrin, but the hydroxyl group present at the terminal group of the polyphenylene ether is polymerized under resin polymerization conditions. As a result, the amount of hydroxyl groups decreases, and thus, the synthesis of the modified polyphenylene ether is not easy. On the other hand, when the number of reactors of the modified polyolefin is large, the compatibility decreases. And since there is no rubber component, there is no big increase in impact strength.
본 발명은 폴리페닐렌에테르에 변성 폴리올레핀을 첨가하여 내용제성 및 성형성을 증가시키고, 비교적 합성이 용이한 에폭시계 반응기를 갖는 변성 폴리스틸렌을 첨가하여 변성 폴리올레핀과의 반응으로 상용성을 증대시키며, 또한 폴리페닐렌에테르와 폴리올레핀계간의 상용성을 증가시킬 수 있는 스틸렌계 고무수지를 첨가하여 충격강도를 보강하므로써 완성하였다.The present invention increases the solvent resistance and formability by adding modified polyolefin to polyphenylene ether, and increases compatibility by adding modified polystyrene having an epoxy-based reactor which is relatively easy to synthesize, and also increases compatibility by reaction with modified polyolefin. It was completed by reinforcing impact strength by adding styrene rubber resin which can increase the compatibility between polyphenylene ether and polyolefin type.
따라서, 본 발명은 성형성, 내용제성, 상용성, 내충격성 및 내열성이 우수한 폴리페닐렌에테르계 수지조성물을 제공하는데 그 목적이 있다.Accordingly, an object of the present invention is to provide a polyphenylene ether resin composition excellent in moldability, solvent resistance, compatibility, impact resistance and heat resistance.
본 발명은 폴리페닐렌에테르와 폴리올레핀을 함유하는 폴리페닐렌에테르계 수지조성물에 있어서, 폴리페닐렌에테르 20 ∼ 90 중량%와 에스테르기를 갖는 변성 폴리올레핀 80 ∼ 10 중량%를 기본수지로 하고, 기본수지 100 중량부에 대하여 에폭시계 변성 폴리스틸렌 1 ∼ 30 중량부, 이중결합을 가진 스틸렌계 고무수지 1 ∼ 50 중량부 및 포스포니움계 촉매 0.0001 ∼ 10 중량부가 함유되어 있는 것을 그 특징으로 한다.The present invention relates to a polyphenylene ether-based resin composition containing polyphenylene ether and polyolefin, wherein 20 to 90% by weight of polyphenylene ether and 80 to 10% by weight of modified polyolefin having an ester group are used as the basic resin. 1 to 30 parts by weight of epoxy-based modified polystyrene, 1 to 50 parts by weight of a styrene rubber resin having a double bond, and 0.0001 to 10 parts by weight of a phosphonium catalyst are contained per 100 parts by weight.
이와같은 본 발명을 더욱 상세히 설명하면 다음과 같다.Referring to the present invention in more detail as follows.
본 발명에 따른 폴리페닐렌에테르계 수지조성물은 폴리페닐렌에테르, 변성 폴리올레핀, 에폭시계 변성 폴리스틸렌, 스틸렌계 고무수지 및 포스포니움계 촉매가 특정 함량비로 함유되어 있어 폴리페닐렌에테르가 가지는 본연의 우수한 물리적 특성을 그대로 유지하면서도 성형성, 내용제성 및 내충격성을 크게 향상시키는 우수성을 가진다.The polyphenylene ether-based resin composition according to the present invention contains polyphenylene ether, modified polyolefin, epoxy-modified polystyrene, styrene rubber resin and phosphonium-based catalyst in specific content ratios, so that the polyphenylene ether has excellent properties. It has the superiority of greatly improving moldability, solvent resistance and impact resistance while maintaining physical properties.
폴리페닐렌에테르 수지는 주로 내열성을 향상시킬 목적으로 사용한다.Polyphenylene ether resin is mainly used for the purpose of improving heat resistance.
변성 폴리올레핀 수지는 가공성 및 내용제성의 향상, 그리고 내충격성의 보강을 위해 사용한다. 본 발명에서의 변성 폴리올레핀 수지는 폴리올레핀을 카르복실산, 무수 말레인산 등으로 처리하여 에스테르기가 도입된 수지로서, 에스테르기 함유로 인하여 상용화제로 사용되는 변성 폴리스틸렌과의 반응성이 높아지게 된다.The modified polyolefin resin is used for improving workability and solvent resistance, and for strengthening impact resistance. The modified polyolefin resin in the present invention is a resin into which an ester group is introduced by treating a polyolefin with carboxylic acid, maleic anhydride, or the like, and the reactivity with modified polystyrene used as a compatibilizer is increased due to the ester group.
변성 폴리스틸렌은 에폭시계 극성기가 1 ~ 20 중량% 함유된 반응성 수지로서 변성 폴리올레핀과 반응하여 블록 혹은 그라프트 공중합체를 형성하므로써 폴리페닐렌에테르와 변성 폴리올레핀과의 상용성을 증대시키게 된다. 예컨대, 변성 폴리스틸렌은 스틸렌 단량체와 글리시딜메타크릴레이트 단량체를 통상의 현탁중합에 의해 제조할 수 있다.Modified polystyrene is a reactive resin containing 1 to 20% by weight of an epoxy-based polar group, thereby reacting with the modified polyolefin to form a block or graft copolymer, thereby increasing compatibility of the polyphenylene ether with the modified polyolefin. For example, modified polystyrene can be prepared by conventional suspension polymerization of styrene monomer and glycidyl methacrylate monomer.
스틸렌계 고무수지는 충격강도를 보강하기 위한 것이다. 이는 이중결합을 포함하고 있고 스틸렌계 및 올레핀계 중합물이 블록형태로 존재하여 폴리페닐렌에테르 성분과 변성 폴리올레핀 성분의 상용성을 증가시키며, 또한 고무상의 존재로 인해 충격강도를 보강하게 된다.Styrene-based rubber resin is for reinforcing impact strength. It contains a double bond and the styrene-based and olefin-based polymer is present in the form of a block to increase the compatibility of the polyphenylene ether component and the modified polyolefin component, and also to enhance the impact strength due to the rubber phase.
그리고, 포스포니움계 촉매는 반응성 수지 즉, 변성 폴리스틸렌과 변성 폴리올레핀간의 반응정도를 조절하기 위해 첨가한다. 본 발명에서 사용되는 포스포니움계 촉매를 보다 구체적으로 예시하면 에틸트리페닐포스포니움 브로마이드(ethyltriphenylphosphonium bromide), 테트라에틸포스포니움 브로마이드(tetraethylphosphonium bromide), 테트라페닐포스포니움 브로마이드(tetraphenylphosphonium bromide) 등이다.The phosphonium catalyst is added to control the degree of reaction between the reactive resin, that is, the modified polystyrene and the modified polyolefin. Specific examples of the phosphonium catalyst used in the present invention include ethyltriphenylphosphonium bromide, tetraethylphosphonium bromide, and tetraphenylphosphonium bromide. .
상기에서 설명한 바와 같은 조성성분으로 구성되어 있는 본 발명의 폴리페닐렌에테르계 수지조성물은 각각의 조성비에 따라 그 물성은 크게 달라질 수 있다.The physical properties of the polyphenylene ether-based resin composition of the present invention composed of the composition components as described above may vary greatly depending on the composition ratio.
본 발명의 폴리페닐렌에테르계 수지조성물을 구성하는 기본수지로서 함유되는 폴리페닐렌에테르와 변성 폴리올레핀은 20 ~ 90 : 10 ~ 80 중량% 범위를 유지한다. 기본수지로서 폴리페닐렌에테르의 함량이 20 중량% 미만이면 내열성이 열악하고, 90 중량%를 초과하면 가공성이 낮아지는 문제가 있다. 또한 변성 폴리올레핀의 함량이 10 중량% 미만이면 가공성 및 내용제성이 나빠지고, 80 중량%를 초과하면 내열성이 낮아져 칫수 안정성이 낮아지게 된다.The polyphenylene ether and the modified polyolefin contained as the basic resin constituting the polyphenylene ether resin composition of the present invention maintain the range of 20 to 90:10 to 80% by weight. If the content of the polyphenylene ether as the base resin is less than 20% by weight, the heat resistance is poor, and if it exceeds 90% by weight there is a problem that the workability is lowered. In addition, when the content of the modified polyolefin is less than 10% by weight, the workability and solvent resistance are worse, and when the content of the modified polyolefin is more than 80% by weight, the heat resistance is lowered and the dimensional stability is lowered.
또한, 폴리페닐렌에테르와 변성 폴리올레핀로 구성된 기본수지에 변성 폴리스틸렌, 스틸렌계 고무수지 및 포스포니움계 촉매가 함유된다. 변성 폴리스틸렌은 기본수지 100 중량부에 대하여 1 ~ 30 중량부 함유되는데, 만약 그 함량이 1 중량부 미만이면 상용성이 증대되지 않고, 30 중량부를 초과하면 내열성이 떨어진다. 스틸렌계 고무수지는 기본수지 100 중량부에 대하여 1 ~ 50 중량부 함유하며, 그 함량이 1 중량부 미만이면 충격강도 보강효과가 없고, 50 중량부를 초과할 경우 내열성이 떨어지며 가격이 높아지는 단점이 있다. 또한 포스포니움계 촉매는 기본수지 100 중량부에 대하여 0.0001 ∼ 10 중량부 함유되는데, 그 함량이 0.0001 중량부 미만이면 촉매로서 첨가효과가 없고, 10 중량부를 초과하면 최종 생산된 성형품의 기계적 강도를 떨어뜨리며 가격 상승의 문제가 발생한다.The base resin composed of polyphenylene ether and modified polyolefin contains modified polystyrene, styrene rubber resin and phosphonium catalyst. The modified polystyrene is contained in an amount of 1 to 30 parts by weight based on 100 parts by weight of the basic resin. If the content is less than 1 part by weight, the compatibility is not increased. Styrene-based rubber resin contains 1 to 50 parts by weight based on 100 parts by weight of the basic resin, if the content is less than 1 part by weight has no impact strength reinforcement effect, if it exceeds 50 parts by weight has a disadvantage in that the heat resistance is lowered and the price increases . In addition, the phosphonium catalyst contains 0.0001 to 10 parts by weight based on 100 parts by weight of the basic resin, but if the content is less than 0.0001 parts by weight, it does not have an additive effect as a catalyst, and when it exceeds 10 parts by weight, the mechanical strength of the final molded product is lowered. This raises the issue of price increases.
상기와 같은 본 발명의 폴리페닐렌에테르계 수지조성물은 각종 혼합기 예를들면 단축압출기, 이축압출기, 반바리 믹서, 롤 믹서, 브라벤더 믹서 등에서 용융 혼합하고, 이를 냉각하여 최종 생산품을 얻는다.The polyphenylene ether resin composition of the present invention as described above is melt mixed in various mixers such as single screw extruders, twin screw extruders, short-barrier mixers, roll mixers, brabender mixers, and the like, and cooled to obtain final products.
이하, 본 발명을 실시예에 의거하여 상세히 설명하면 다음과 같은 바, 본 발명은 실시예에 의해 한정되는 것은 아니다.Hereinafter, the present invention will be described in detail with reference to the Examples as follows, the present invention is not limited by the Examples.
실시예 1 ∼ 6 및 비교예 1 ~ 2Examples 1-6 and Comparative Examples 1-2
다음 표1에 나타낸 바와 같은 함량 및 조성으로 폴리페닐렌에테르계 수지조성물을 이축 압출기에 투입하여 압출하였다. 압출시 압출온도는 270 내지 320 ℃로 하고, 스크류 회전속도는 100 내지 200 rpm으로 혼합하였다. 압출된 펠렛을 시험편으로 사출 성형하였다.Next, the polyphenylene ether resin composition was introduced into a twin screw extruder and extruded in the content and composition as shown in Table 1 below. The extrusion temperature during extrusion was set to 270 to 320 ° C., and the screw rotation speed was mixed at 100 to 200 rpm. The extruded pellets were injection molded into test pieces.
[표 1]TABLE 1
실험예Experimental Example
상기 실시예 1 ~ 6 및 비교예 1 ~ 2에서 제조한 각각의 시편에 대하여 굴곡탄성율, 충격강도, 열변형온도를 ASTM 방법으로 측정하였고, 내용제성은 아세톤을 용제로 사용하여 상온에서 48시간동안 담궈놓아 크랙(crack)의 발생 유무를 눈으로 판정하였다. 그 결과는 다음 표2에 나타내었다.Flexural modulus, impact strength, and heat deflection temperature were measured by ASTM method for each specimen prepared in Examples 1 to 6 and Comparative Examples 1 and 2, and the solvent resistance was 48 hours at room temperature using acetone as a solvent. Soaking was judged visually whether cracks had occurred. The results are shown in Table 2 below.
[표 2]TABLE 2
본 발명의 폴리페닐렌에테르 수지조성물은 고내열성, 내충격성, 내용제성, 난연성 등이 우수하여 복사기, 스위치, 텔레비전 등 가전 사무기기 및 인스트루먼트 패널 등의 자동차 부품에 유용하다.The polyphenylene ether resin composition of the present invention is excellent in high heat resistance, impact resistance, solvent resistance, flame retardancy, and the like, and is useful for automobile parts such as home office equipment such as copiers, switches, and televisions, and instrument panels.
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