KR20080112746A - A method for preparing polymethylmetacylates copolymerized with antistatic agent - Google Patents
A method for preparing polymethylmetacylates copolymerized with antistatic agent Download PDFInfo
- Publication number
- KR20080112746A KR20080112746A KR1020070061534A KR20070061534A KR20080112746A KR 20080112746 A KR20080112746 A KR 20080112746A KR 1020070061534 A KR1020070061534 A KR 1020070061534A KR 20070061534 A KR20070061534 A KR 20070061534A KR 20080112746 A KR20080112746 A KR 20080112746A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- antistatic
- antistatic copolymer
- compound
- iii
- Prior art date
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/281—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
도 1은 본 발명의 아크릴포스페이트 합성에 관한 개략도를 도시한 것이다.Figure 1 shows a schematic diagram of the acrylic phosphate synthesis of the present invention.
도 2는 본 발명의 아크릴포스페이트와 폴리메틸메타크릴레이트를 공중합시켜 대전방지 캐스팅판 제조에 관한 개략도를 도시한 것이다.Figure 2 shows a schematic diagram of the production of an antistatic cast plate by copolymerizing the acrylic phosphate and polymethyl methacrylate of the present invention.
도 3은 본 발명의 아크릴포스페이트가 첨가된 대전방지 폴리메틸메타크릴레이트의 표면저항값을 측정한 결과이다.3 is a result of measuring the surface resistance value of the antistatic polymethyl methacrylate to which the acrylic phosphate of the present invention is added.
도 4는 본 발명의 아크릴포스페이트가 첨가된 대전방지 폴리메틸메타크릴레이트를 세정 후 측정한 표면저항값을 측정한 결과이다.4 is a result of measuring the surface resistance measured after washing the antistatic polymethyl methacrylate to which the acrylic phosphate of the present invention is added.
도 5는 본 발명의 아크릴포스페이트가 첨가된 대전방지 폴리메틸메타크릴레이트의 충전반감기를 측정한 결과이다.5 is a result of measuring the half-life of the antistatic polymethyl methacrylate to which acryl phosphate of the present invention is added.
도 6은 본 발명의 아크릴포스페이트가 첨가된 대전방지 폴리메틸메타크릴레이트의 투명도를 측정한 결과이다.6 is a result of measuring the transparency of the antistatic polymethyl methacrylate to which the acrylic phosphate of the present invention is added.
기술분야Field of technology
본 발명은 대전방지성 공중합체에 관한 것이다. 상세하게는, 본 발명은 영구대전방지제를 공중합시킨 폴리메틸메타크릴레이트를 제조하는 방법에 관한 것이다.The present invention relates to an antistatic copolymer. Specifically, the present invention relates to a method for preparing polymethyl methacrylate copolymerized with a permanent antistatic agent.
종래기술Prior art
플라스틱은 전기 저항이 높기 때문에 마찰 또는 필링 (peeling)에 의해 대전되기 쉬운 특성을 갖는다. 이러한 특성으로 인해 플라스틱에 먼지가 흡착되기 쉬우며 이는 외관을 손상시켜 플라스틱으로부터 성형품, 필름, 판상물 및 섬유를 제조함에 있어 여러 가지 문제를 야기한다. 이러한 문제를 해결하고자 메타크릴수지에 항구적인 대전방지성을 부여시킨 대전방지제인 대전방지성 메타크릴수지조성물이 개발되었다 (참고문헌: 한국특허등록 제 10-864호).Plastics have a property of being easily charged by friction or peeling because of their high electrical resistance. These properties make it easy to adsorb dust to plastics, which can damage their appearance and cause various problems in the manufacture of molded articles, films, plates and fibers from plastics. In order to solve this problem, an antistatic methacryl resin composition, which is an antistatic agent that imparts permanent antistatic properties to methacryl resins, has been developed (reference: Korean Patent Registration No. 10-864).
기존의 메틸메타크릴수지는 투명성, 표면광택, 아름다운 외관, 양호한 기계적 성질 들에 의해 조명기구, 간판, 건재, 장식품 등에 널리 이용되어 있으나, 표면저항치가 높기 때문에 용이하게 대전하여 먼지 등을 흡착하게 되므로 외관을 손상시킬 뿐만 아니라, 인체, 전자제품 등에 전기적 충격을 주는 문제를 야기하고 있다. 메틸메타크릴수지에 대전방지성을 부여하는 방법으로는 계면활성제형 대전방지제의 내부첨가, 대전방지제의 표면도포의 방법이 일반적으로 행하여지고 있으며, 메틸메타크릴레이트계 단량체와 4급 암모늄 염을 가지는 (메타)아크릴레이트계 단량체를 랜덤 공중합시키는 방법도 제시되고 있다. 이러한 종류의 대전방지제를 사용하여 충분한 대전방지성을 나타내기 위해서는 다량의 대전방지제가 필요하기 때문에, 메타크릴수지가 가지는 투명성 및 기계적 성질이 떨어지게 된다. 일반적으 로, 메타크릴수지가 플라스틱산업분야에 투명아크릴판, 포장재 등의 용도로 사용되기 위해서는 1010Ω이하의 표면저항, 4.0 x 104kg/cm2이상의 내구성, 60sec이하의 충전반감기, 5%이하의 투명도를 갖는 것이 바람직하다.Conventional methyl methacryl resins are widely used in lighting fixtures, signs, building materials, and ornaments due to their transparency, surface gloss, beautiful appearance, and good mechanical properties. In addition to damaging the appearance, it causes a problem of electric shock to the human body, electronic products. As a method of imparting antistatic properties to methyl methacryl resins, internal addition of surfactant-type antistatic agents and surface coating of antistatic agents are generally performed, and a methylmethacrylate monomer and a quaternary ammonium salt A method of random copolymerizing a (meth) acrylate monomer is also proposed. In order to exhibit sufficient antistatic properties using this kind of antistatic agent, since a large amount of antistatic agent is required, transparency and mechanical properties of methacryl resin are inferior. In general, methacryl resin is required to be used in the plastics industry, such as transparent acrylic plates and packaging materials, surface resistance of 10 10 Ω or less, durability of 4.0 x 10 4 kg / cm 2 or more, half life of 60 sec or less, 5 It is preferable to have transparency of% or less.
본 발명의 목적은 영구대전방지제를 공중합시킨 폴리메틸메타크릴레이트를 제조하는 방법을 제공하는 것이다.It is an object of the present invention to provide a method for preparing polymethyl methacrylate copolymerized with a permanent antistatic agent.
본 발명은 상기 방법에 따라 제조된 대전방지성 공중합체를 제공하는 것을 목적으로 한다.The present invention aims to provide an antistatic copolymer prepared according to the above method.
또한 본 발명에 따른 대전방지성 공중합체는 표면저항이 낮고, 내구성이 강하고, 충전반감기가 짧고, 투명도가 높은 특징을 갖는다.In addition, the antistatic copolymer according to the present invention is characterized by low surface resistance, strong durability, short half-life and high transparency.
상기 목적을 달성하기 위해, 본 발명은 인산에스테르계 음이온 및 친수성 물질인 에틸렌글리콜의 비이온계면활성제형 구조를 함유한 아크릴 포스페이트를 합성하여, 이 단량체와 메틸메타크릴레이트 (methyl methacrylate, MMA)와 혼합 후 공중합을 진행함으로써 화학적인 결합을 안정하게 하였고, 저분자내 함유한 음이온 및 비이온 대전방지성 관능기를 통하여 적은 양으로도 큰 대전방지성능을 부여하도록 하였으며, 메틸메타크릴레이트 물성에는 영향을 적게 미치는 대전방지를 사용하였다.In order to achieve the above object, the present invention synthesizes an acrylic phosphate containing a phosphate ester anion and a nonionic surfactant type structure of ethylene glycol which is a hydrophilic material, and the monomer and methyl methacrylate (MMA) and Copolymerization was carried out after mixing to stabilize the chemical bonds, and to give a large antistatic performance with a small amount through the anionic and nonionic antistatic functional groups contained in the low molecular weight, and to have little effect on the methyl methacrylate physical properties. Mitch used antistatic.
일 구체예에서, 하기 화학식 I로 표시되는 화합물과 하기 화학식 II로 표시 되는 화합물을 혼합하고 모노메틸에티르하이드로퀴논 (monomethylether hydroquinone, MEHQ)과 함께 질소분위기 하에서 반응시킴으로써 아크릴 포스페이트 단량체가 수득된다. In one embodiment, an acryl phosphate monomer is obtained by mixing a compound represented by the following formula (I) with a compound represented by the following formula (II) and reacting with monomethylether hydroquinone (MEHQ) under a nitrogen atmosphere.
화학식 I:Formula I:
상기 식에서, n은 1 내지 10이다.Wherein n is 1 to 10.
화학식 II:Formula II:
상기 화학식 I 및 화학식 II로 표시되는 화합물은 2.0mole : 0.5 ~ 1.5mole의 당량비, 바람직하게는 2.0mole : 0.7 ~ 1.3mole 당량비로 혼합되며, 상기 반응은 질소분위기 하에서 40℃ 내지 70℃, 바람직하게는 50℃ 내지 60℃, 가장 바람직하게는 60℃로 5시간 내지 10시간, 바람직하게는 6시간 내지 8시간 동안 수행된다.The compounds represented by the formula (I) and formula (II) are mixed in an equivalence ratio of 2.0 mole: 0.5 to 1.5 mole, preferably 2.0 mole: 0.7 to 1.3 mole equivalent ratio, the reaction is 40 ℃ to 70 ℃, preferably in a nitrogen atmosphere Is carried out at 50 ° C. to 60 ° C., most preferably at 60 ° C. for 5 hours to 10 hours, preferably 6 hours to 8 hours.
상기 아크릴 포스페이트는 상기 화학식 I과 화학식 II의 당량비에 따라, 하기 화학식 III 내지 화학식 V와 같이 합성될 수 있다.The acryl phosphate may be synthesized as in the following Chemical Formulas III to V according to the equivalent ratio of Chemical Formula I and Chemical Formula II.
화학식 III:Formula III:
화학식 IV:Formula IV:
화학식 V:Formula V:
이와 같이 합성된 대전방지성을 갖는 단량체를 MMA와 혼합한 후 당분야에 널리 공지되어 있는 랜덤 공중합법을 이용하여 대전방지성능이 부여된 폴리메틸메타크릴레이트판을 캐스팅하였다. 상기 공중합법을 위해 중합개시제가 사용되며 중합개시제로는 2,2-아조비스이소부틸로니트릴이 바람직하며, 그 외에 벤조퍼옥사이드와 같은 중합개시제가 또한 사용될 수 있다.The monomer having the antistatic property thus synthesized was mixed with MMA, and then the polymethyl methacrylate plate to which the antistatic performance was given was cast using a random copolymerization method well known in the art. A polymerization initiator is used for the copolymerization method, and the polymerization initiator is preferably 2,2-azobisisobutylonitrile, In addition, polymerization initiators such as benzoperoxide may also be used.
또 다른 구체예에서, 본 발명은 상기 방법에 따라 제조된 대전방지성 공중합 체에 대해 표면저항, 내구성, 충전반감기 및 투명도를 측정하였다. 그 결과, 본 발명에 따른 대전방지성 공중합체는 표면저항이 낮고, 내구성이 강하고, 충전반감기가 짧고, 투명도가 높은 특징을 갖는 것으로 밝혀졌다.In another embodiment, the present invention measured the surface resistance, durability, charge half-life and transparency of the antistatic copolymer prepared according to the above method. As a result, the antistatic copolymer according to the present invention was found to have the characteristics of low surface resistance, strong durability, short filling half life, and high transparency.
따라서, 본 발명에 따른 대전방지성 공중합체는 플라스틱 산업분야에서 건축자재, 투명필름판, 포장재 용도로 이용될 수 있다.Therefore, the antistatic copolymer according to the present invention can be used for building materials, transparent film plates, packaging materials in the plastics industry.
이하, 본 발명을 하기 실시예에 의거하여 더욱 상세히 설명한다. 하기 실시예는 본 발명을 예시하고자 하는 것으로, 본 발명을 제한하고자 하는 것은 아니다. 본 발명에 개시된 모든 문헌은 참조로서 통합된다.Hereinafter, the present invention will be described in more detail based on the following examples. The following examples are intended to illustrate the invention and are not intended to limit the invention. All documents disclosed in the present invention are incorporated by reference.
실시예Example
실시예 1: 영구성 대전방지제와 폴리메틸메타크릴레이트의 공중합Example 1 Copolymerization of Permanent Antistatic Agent with Polymethylmethacrylate
단계 1: 아크릴 포스페이트 단량체의 합성Step 1: Synthesis of Acrylic Phosphate Monomer
아크릴포스페이트 단량체를 합성하기 위해서 기계적 교반기, 온도계, 콘덴서가 장착되어 있고 N2가스가 안으로 주입될 수 있는 500ml의 3구 플라스크에 비닐기를 가진 2-하이드록시에틸메타크릴레이트(2-Hydroxyethylmethacrylate, 2-HEMA) 260.28g(2.0mol)과 모노메틸에테르하이드로퀴논(Monomethylether hydroquinone, MEHQ) 0.4g(3.22mmol)를 투입한 후 포스포러스 펜타옥사이드(Phosphorous Pentaoxide)를 99.372g(0.7mole), 141.96g(1.0mole), 184.548g(1.3mole)로 각각을 분할투입하고, 질소분위기 하에서 온도 60℃이하로 7시간 동안 반응시켰다 (도 1).To synthesize acrylphosphate monomers, 2-hydroxyethylmethacrylate, 2-vinyl, is contained in a 500 ml three-necked flask equipped with a mechanical stirrer, a thermometer and a condenser and into which N 2 gas can be injected. HEMA) 260.28g (2.0mol) and Monomethylether hydroquinone (MEHQ) 0.4g (3.22mmol) were added, 99.372g (0.7mole), 141.96g (1.0) Phosphorous Pentaoxide mole), and 184.548 g (1.3 mole) were separately added and reacted for 7 hours at a temperature of 60 ° C. or less under a nitrogen atmosphere (FIG. 1).
단계 2: 캐스팅판 제조Step 2: manufacture the casting plate
종래기술 (한국등록특허 제 10-7310호)의 방법에 따라서 메틸메타크릴레이트 100g에 상기 단계 1과 같이 만들어진 아크릴포스페이트 0.1, 0.2, 0.3, 0.4, 0.5, 1g 과 중합개시제로서 2,2-아조비스이소부틸로니트릴 (AIBN) 0.05g을 용해시킨 후 감압하여 용존산소를 제거하고, 가스켓 (gasket) 및 2매의 강화유리 (tempered glass) 사이에 두께 3mm로 되도록 주입시켰다. 60℃에서 10시간 또는 110℃에서 4시간 중합반응을 수행하여 캐스팅판을 얻었다 (도 2). 본 단계에서는 중합개시제로서 AIBN을 사용하였으나, 그 외에 BPO등과 같은 중합개시제 또한 사용될 수 있다.Acryl phosphate 0.1, 0.2, 0.3, 0.4, 0.5, 1 g prepared in the same manner as in
실험예 1: 표면저항 측정시험Experimental Example 1: Surface Resistance Measurement Test
상기 실시예에서 수득한 캐스팅 판의 표면저항은 메가옴메터 (MegOhmMeter, 모델명: TR-9601, 제조사: 타케다리켄)를 이용하여 측정온도 23℃, 상대습도 65%의 조건에서 500볼트로 1분 후의 값을 측정하여 도 3에 나타내었다. 도 3에서, 2-HEMA는 2-하이드록시에틸메타크릴레이트, P2O5는 포스포러스 펜타옥사이드이며, ELECON 700DA는 Polyoxyethylene Glycol Di Acrylrate, GMS는 Glycerin Mono Stearate을 말한다. 도 3에서 보는 바와 같이, ELECON 700DA 및 GMS가 2-HEMA/P2O5=1/0.7, 2-HEMA/P2O5=1/1 및 2-HEMA/P2O5=1.1.3에 비해 높은 것은 PMMA판에 전류가 남아있다는 사실을 시사하며 정전기가 발생할 수 있는 의미를 가지므로 대전방지제 성분이 첨가된 시편에서 대전방지성능 효과가 있음을 입증한다.The surface resistance of the casting plate obtained in the above example was 1 minute at 500 volts under the conditions of measurement temperature 23 ° C. and relative humidity 65% using a megaohm meter (Model: TR-9601, manufacturer: Takedariken). The subsequent value was measured and shown in FIG. In FIG. 3, 2-HEMA is 2-hydroxyethyl methacrylate, P 2 O 5 is phosphorus pentaoxide, ELECON 700DA is Polyoxyethylene Glycol Di Acrylrate, and GMS is Glycerin Mono Stearate. As shown in FIG. 3, the higher the ELECON 700DA and GMS compared to 2-HEMA / P2O5 = 1 / 0.7, 2-HEMA / P2O5 = 1/1, and 2-HEMA / P2O5 = 1.1.3 It indicates that it remains and has the meaning that static electricity can be generated, thus demonstrating the effect of antistatic performance on specimens to which an antistatic agent component is added.
실험예 2: 내구성 측정시험Experimental Example 2: Durability Measurement Test
내구성을 확인하기 위하여 세정을 실시하였으며 세정은 30℃의 물에서 30초 간 진행 한 후 표면저항 값을 도 4에 나타내었다. 도 4에서, 2-HEMA/P2O5, ELECON 700DA 및 GMS는 상기 실험예 1에서와 동일하다. 도 4에서 보는 바와 같이, ELECON 700DA, 2-HEMA/P2O5=1/0.7, 2-HEMA/P2O5=1/1 및 2-HEMA/P2O5=1.1.3이 GMS에 비해 높은 것은 GMS가 내구성이 떨어진다는 사실을 시사하며 MMA와 공중합이 진행되지 않은 대전방지제 의미를 가지므로 내구성이 떨어지는 효과가 있음을 입증한다.In order to confirm the durability, the cleaning was performed, and the cleaning was performed for 30 seconds in water of 30 ° C., and the surface resistance values are shown in FIG. 4. In FIG. 4, 2-HEMA / P 2 O 5, ELECON 700DA, and GMS are the same as in Experimental Example 1 above. As shown in FIG. 4, the higher the ELECON 700DA, 2-HEMA / P2O5 = 1 / 0.7, 2-HEMA / P2O5 = 1/1, and 2-HEMA / P2O5 = 1.1.3 than GMS, makes GMS less durable. Indicates the fact that the anti-polymerization means that the copolymerization with MMA does not proceed, thereby demonstrating that the durability is inferior.
실험예 3: 충전반감기 측정시험Experimental Example 3: Charging Half-Life Measurement Test
충전반감기는 스테틱어네스트미터 (static meter, 모델명: _Static Honest meter, 제조사: 시시도 쇼카이)를 사용하였으며, 10,000볼트(V)의 인가전압을 3,000rpm인 회전속도에서 23℃의 온도, 65%의 상대습도하에서 30초 동안 전압을 인가함으로써 수행하였으며 그 결과를 도 5에 나타내었다. 도 5에서, 2-HEMA/P2O5, ELECON 700DA 및 GMS는 상기 실험예 1에서와 동일하다. 도 5에서 보는 바와 같이, ELECON 700DA 및 GMS가 2-HEMA/P2O5=1/0.7, 2-HEMA/P2O5=1/1 및 2-HEMA/P2O5=1.1.3과 유사하다는 것은 시편에 남은 전류가 빨리 사라진다는 사실을 시사하며 전류가 남아있지 않은 것을 의미를 가지므로 대전방지 성능 효과가 있음을 입증한다.The charging half-life uses a static meter (model name: _Static Honest meter, manufacturer: Shishido Shokai), and the applied voltage of 10,000 volts (V) is 23 ° C at a rotational speed of 3,000rpm, relative to 65%. It was carried out by applying a voltage for 30 seconds under humidity and the results are shown in FIG. In FIG. 5, 2-HEMA / P 2 O 5, ELECON 700DA, and GMS are the same as in Experimental Example 1 above. As shown in FIG. 5, the fact that ELECON 700DA and GMS are similar to 2-HEMA / P2O5 = 1 / 0.7, 2-HEMA / P2O5 = 1/1 and 2-HEMA / P2O5 = 1.1.3 indicates that the current remaining in the specimen It indicates that it disappears quickly, which means that there is no current remaining, which proves to have an antistatic performance effect.
실험예 4: 투명도 측정 시험Experimental Example 4: Transparency Measurement Test
상기 실험예 3에서 전압을 인가한 후에 인가된 전압이 초기의 인가전압의 1/2에 해당하는 전압으로 감소될 때까지 소요된 시간(초)을 측정하였다. 또한, 투명도의 비교는 헤이즈미터 (haze meter, 모델명: SEP-H-SS, 제조사: 니본세미쯔고카구)를 이용하여 도 6에 나타내었다. 도 6에서, 2-HEMA/P2O5, ELECON 700DA 및 GMS는 상기 실험예 1에서와 동일하다. 도 6에서 보는 바와 같이, 2- HEMA/P2O5=1/0.7, 2-HEMA/P2O5=1/1 및 2-HEMA/P2O5=1.1.3이 ELECON 700DA 및 GMS에 비해 높은 것은 PMMA자재 투명도에 영향이 있다는 사실을 시사하며 재품의 투명도가 높다는 의미를 가지므로 PMMA와 유사한 효과가 있다는 것이다.After the voltage was applied in Experiment 3, the time (seconds) required until the applied voltage was reduced to a voltage corresponding to 1/2 of the initial applied voltage was measured. In addition, the comparison of transparency was shown in FIG. 6 using a haze meter (model name: SEP-H-SS, manufacturer: Nippon Semitsuko Kagu). In FIG. 6, 2-HEMA / P 2 O 5, ELECON 700DA, and GMS are the same as in Experimental Example 1 above. As shown in FIG. 6, the fact that 2-HEMA / P2O5 = 1 / 0.7, 2-HEMA / P2O5 = 1/1 and 2-HEMA / P2O5 = 1.1.3 are higher than ELECON 700DA and GMS affects the transparency of PMMA materials This suggests the fact that there is a high transparency of the product, which is similar to PMMA.
이와 같이, 본 발명의 대전방지성 공중합체는 낮은 표면저항, 강한 내구성,/짧은 충전반감기, 및 높은 투명도를 갖는다. 이와 같은 특성은 PMMA가 사용되는면에서 우수한성능, 공중합 특징을 가지기 때문에 비용절감의 효과를 가진다.As such, the antistatic copolymer of the present invention has low surface resistance, strong durability, short charge half-life, and high transparency. Such characteristics have cost-effectiveness because PMMA has excellent performance and copolymerization characteristics in terms of use.
또한, 본 발명의 대전방지성 공중합체는 플라스틱 산업분야, 아크릴 분야 등에 공중합된 방식으로 적용될 수 있어, 건축자재 및 포장 산업분야에 대전방지성능을 부여한 재품에 영향을 줄 수 있으며, 대전방지 필름, 건축자재 내구성 자재, 포장재 용도로 이용될 수 있다.In addition, the antistatic copolymer of the present invention can be applied in a copolymerized manner in the plastics industry, acrylics, etc., may affect the product that gave the antistatic performance to the building materials and packaging industry, antistatic film, It can be used for construction materials, durable materials and packaging materials.
이상에서는 본 발명의 바람직한 실시예를 참조하여 설명하였지만, 본 기술분야의 숙련된 당업자라면 하기의 특허청구범위에 기재된 본 발명의 사상 및 영역으로부터 벗어나지 않는 범위 내에서 본 발명을 다양하게 수정 및 변경시킬 수 있음을 이해할 수 있을 것이다.Although the above has been described with reference to a preferred embodiment of the present invention, those skilled in the art can variously modify and change the present invention without departing from the spirit and scope of the present invention described in the claims below. It will be appreciated.
Claims (11)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020070061534A KR100931650B1 (en) | 2007-06-22 | 2007-06-22 | Preparation of Polymethylmethacrylate Copolymerized with Permanent Antistatic Agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020070061534A KR100931650B1 (en) | 2007-06-22 | 2007-06-22 | Preparation of Polymethylmethacrylate Copolymerized with Permanent Antistatic Agent |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20080112746A true KR20080112746A (en) | 2008-12-26 |
KR100931650B1 KR100931650B1 (en) | 2009-12-14 |
Family
ID=40370434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020070061534A KR100931650B1 (en) | 2007-06-22 | 2007-06-22 | Preparation of Polymethylmethacrylate Copolymerized with Permanent Antistatic Agent |
Country Status (1)
Country | Link |
---|---|
KR (1) | KR100931650B1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111499795A (en) * | 2020-05-07 | 2020-08-07 | 浙江展宇新材料有限公司 | Production process of PMMA monomer copolymerized organic glass |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3855364A (en) * | 1973-01-05 | 1974-12-17 | Alcolac Inc | Phosphate esters of hydroxyalkyl acrylates and hydroxyalkyl methacrylates |
-
2007
- 2007-06-22 KR KR1020070061534A patent/KR100931650B1/en active IP Right Grant
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111499795A (en) * | 2020-05-07 | 2020-08-07 | 浙江展宇新材料有限公司 | Production process of PMMA monomer copolymerized organic glass |
Also Published As
Publication number | Publication date |
---|---|
KR100931650B1 (en) | 2009-12-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5583191A (en) | Plastic lens | |
KR910007310B1 (en) | Antistatic thermoplastic resin compositions | |
TWI717321B (en) | Free-radical polymerization methods and articles thereby | |
CN110167993B (en) | Emulsion particles, emulsion comprising same and preparation method of emulsion | |
CN102597102A (en) | Polymerizable composition and acrylic resin films | |
KR100931650B1 (en) | Preparation of Polymethylmethacrylate Copolymerized with Permanent Antistatic Agent | |
JP4382963B2 (en) | Photo-curable resin composition, laminate and display front plate | |
JPS61171708A (en) | Heat-resistant resin, its production and optical element thereof | |
KR20090007757A (en) | Novel copolymer of methacrylic ester, composition, optical element and electric member | |
KR20160147722A (en) | Block polymer | |
US20060155085A1 (en) | Crosslinkable methacrylic resin composition and transparent member | |
JP2020164585A (en) | Antistatic acrylic resin and method for producing the same | |
KR910003737B1 (en) | Methacrylic resin cast plate having excellent antistatic property and process for preparation thereof | |
Park et al. | Synthesis of acryl phosphate antistatic agent and its effect on the antistatic, thermal and mechanical properties of PMMA | |
JP2004075879A (en) | Methacrylic resin and its application | |
JPS6363739A (en) | Resin composition excellent in antistatic property and transparency | |
JP2019023319A (en) | Block polymer and method for producing the same | |
JP2006342214A (en) | Photocurable resin composition, and laminate | |
JPS6366253A (en) | Cast methacryl resin plate having excellent antistaticity and production thereof | |
JPS61152708A (en) | Production of polymer | |
JP2008297472A (en) | Method for producing antistatic acrylic resin composition | |
JPS6368614A (en) | Production of methacrylic resin cast plate excellent in antistatic property | |
JP2001226429A (en) | Molding material of methacrylic resin and its molding product | |
JPS6326125B2 (en) | ||
JPH0517938B2 (en) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
AMND | Amendment | ||
E601 | Decision to refuse application | ||
J201 | Request for trial against refusal decision | ||
AMND | Amendment | ||
B601 | Maintenance of original decision after re-examination before a trial | ||
E801 | Decision on dismissal of amendment | ||
J301 | Trial decision |
Free format text: TRIAL DECISION FOR APPEAL AGAINST DECISION TO DECLINE REFUSAL REQUESTED 20081002 Effective date: 20090529 |
|
S901 | Examination by remand of revocation | ||
E90F | Notification of reason for final refusal | ||
GRNO | Decision to grant (after opposition) | ||
GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 20120917 Year of fee payment: 4 |
|
FPAY | Annual fee payment |
Payment date: 20131007 Year of fee payment: 5 |
|
FPAY | Annual fee payment |
Payment date: 20141204 Year of fee payment: 6 |
|
FPAY | Annual fee payment |
Payment date: 20151201 Year of fee payment: 7 |
|
FPAY | Annual fee payment |
Payment date: 20170104 Year of fee payment: 8 |
|
FPAY | Annual fee payment |
Payment date: 20181203 Year of fee payment: 10 |
|
FPAY | Annual fee payment |
Payment date: 20191202 Year of fee payment: 11 |